WO2007085568A1 - Use of n,n-dimethyldecanamide in cosmetic preparations - Google Patents

Use of n,n-dimethyldecanamide in cosmetic preparations Download PDF

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Publication number
WO2007085568A1
WO2007085568A1 PCT/EP2007/050531 EP2007050531W WO2007085568A1 WO 2007085568 A1 WO2007085568 A1 WO 2007085568A1 EP 2007050531 W EP2007050531 W EP 2007050531W WO 2007085568 A1 WO2007085568 A1 WO 2007085568A1
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Prior art keywords
derivatives
acid
dermocosmetic
filter
triazine
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PCT/EP2007/050531
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German (de)
French (fr)
Inventor
Valerie Andre
Volker Wendel
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Basf Se
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Priority to EP07726208A priority Critical patent/EP1986597A1/en
Publication of WO2007085568A1 publication Critical patent/WO2007085568A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/415Aminophenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/496Triazoles or their condensed derivatives, e.g. benzotriazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966Triazines or their condensed derivatives

Definitions

  • the invention relates to dermocosmetics suitable for the protection of human skin or human hair from damage by sunlight, in particular by UV-B (280 to 320 nm) and UV-A radiation (> 320 nm).
  • Human skin is subject to certain aging processes that are partly due to intrinsic processes (chronoaging) and partly due to exogenous factors (environmental, such as photoaging).
  • transient or persistent changes in the appearance of the skin may occur, such as acne, oily or dry skin, keratoses, rosaceae, photosensitive, inflammatory, erythematous, allergic or autoimmune reactions such as dermatoses and photodermatoses.
  • the exogenous factors include, in particular, sunlight or artificial radiation sources with a comparable spectrum as well as free-radical or ionic compounds which can be formed by the radiation. These factors include cigarette smoke and the reactive compounds it contains, such as ozone, free radicals, singlet oxygen and other reactive oxygen or nitrogen compounds.
  • the total ozone in Germany has fallen by almost 10% since 1968, or by about 3% per decade.
  • the UV radiation has increased by about 15% in the same period.
  • Sunburn-inducing UV-B radiation around 300 nm wavelength has the greatest cancer efficacy. It increases the risk of developing so-called non-melanoma skin cancer (spinal or squamous cell carcinoma or basal cell carcinoma or basal cell carcinoma). The risk for tumors increases with the number of sunburns. In particular, the UV exposure in the first ten years of life (sunburn in children) affects the risk of cancer.
  • the provision of the mocosmetic products with improved, more effective or optimized protection of human skin from the damaging effects of UV-A and UV-B radiation of great importance is particularly desirable to provide dermocosmetics that achieve the desired effect with the lowest possible amount of the individual components.
  • the specific extinction of light stabilizers play a role as well as the stability of the emulsions prepared with them, their toxicological harmlessness and their solubility in the carriers used (eg cosmetic oils). Some of the light stabilizers used to date are characterized by good extinction properties, but the low solubility of these substances prevents their optimal use.
  • the Uvinul®T50 UV filter substance marketed by BASF Aktiengesellschaft is characterized by excellent UV absorption properties, but this UV filter can only be dissolved to a limited extent in cosmetic oils, which limits the protection factor to be achieved by this filter.
  • DE 19633012 and DE 19635057 substances which have a positive effect on the solubility of Uvinul®T50 in cosmetic preparations, however, the results are not satisfactory in view of the sun protection factors achieved therewith. Further, the poorly soluble UV filter substances tend to recrystallize with temperature variations and thereby render the product ineffective.
  • SPPF light protection value
  • Dermatocosmetics or “dermocosmetics” describes skin-cosmetic, hair-cosmetic, dermatological, hygienic or pharmaceutical agents, preparations and / or formulations for topical application to skin or hair, suitable (i) for the prevention of damage to human skin and / or human hair, ( (ii) to treat damage to human skin and / or human hair that has already occurred, (iii) to care for human skin and / or human hair, (iv) to improve skin feel (sensory properties).
  • cosmetics for decorative cosmetics.
  • skin care compositions in which the pharmaceutically dermatological application is achieved taking into account cosmetic considerations.
  • the dermocosmetics according to the invention are particularly preferably preparations for protecting the skin from damage by sunlight, in particular by UV-B (280 to 320 nm) and UV-A radiation (> 320 nm).
  • Dermocosmetics contain in a cosmetically acceptable medium suitable auxiliaries and additives, which are chosen with regard to the specific field of application. Such auxiliaries and additives are familiar to the person skilled in the art and can be used e.g.
  • Dermatacosmetics suitable for protecting human skin or hair against UV radiation comprise one or more organic and / or inorganic light stabilizers or UV filters in combination with one or more of the following substances: emulsifiers, surfactants, preservatives, par greases, thickeners, hair polymers, hair and skin conditioners, graft polymers, water-soluble or dispersible silicone-containing polymers, gelling agents, conditioners, colorants, tinting agents, tanning agents, dyes, pigments, bodying agents, moisturizers, restockers, collagen, protein hydrolysates, lipids, and / or
  • the active compounds can also be used in encapsulated form as described in the patents / patent applications EP 00974775 B1, DE 231 1 712, EP 0278 878, DE 1999 47147, EP 0706822B1 and WO 98/16621, the contents of which are expressly incorporated herein by reference Be included in the cosmetic preparations.
  • Dermatocosmetic agents or “dermocosmetically active agents” in the context of the present invention are the active ingredients present in dermocosmetics according to the definition given above which (i) for the prevention of damage to human skin and / or human hair, (ii) for the treatment of damage already suffered to human skin and / or human hair, (iii) (iv) to improve the skin feel (sensory properties) and (v) to decorate or enhance the appearance of the human skin and / or human hair.
  • Such agents are selected, for example, from the group of natural or synthetic polymers, pigments, humectants, oils, waxes, proteins, enzymes, minerals, vitamins, sunscreens, dyes, fragrances, antioxidants, Peroxydzersetzer and preservatives and pharmaceutical agents to support, prevent and Treatment of skin diseases are used and have a healing, damage preventive, regenerating or general skin condition improving biological effect.
  • Cosmetically acceptable medium is to be understood broadly and means substances suitable for the preparation of cosmetic or dermocosmetic preparations and mixtures thereof.
  • Cosmetically-compatible substances do not cause irritation or damage on contact with human or animal dermal tissue or hair and are incompatible with other substances, and have low allergenic potential and are approved by the state regulatory authorities for use in cosmetic preparations These substances are familiar to the person skilled in the art and can be found, for example, in the handbooks of cosmetics, for example Schrader, bases and formulations of cosmetics, Weghig Verlag, Heidelberg, 1989, ISBN 3-7785-1491-1.
  • Recrystallization in the sense of the present invention means a reduced tendency of a poorly soluble UV filter in a given dermocosmetic preparation to recrystallise depending on the concentration of the filter or the temperature of the preparation.
  • a reduced tendency means a reduction in the temperature tolerated by the UV filter in a preparation at which recrystallization sets in (recrystallization temperature).
  • a reduced tendency means an increase in the maximum concentration of a UV filter dissolved in a preparation at a constant temperature at which recrystallization starts (recrystallization concentration). This is preferably an increase in the concentration of 1, or 2, or 3, or 4, preferably 5, or 6 or 7, or 8, or 9, particularly preferably 10, or 1 1, or 12, or 13, or 14, most preferably 15 weight percent or more, based on the total weight of the preparation
  • “Sparingly soluble organic UV filters” in the context of the present invention means organic UV filters with a solubility in Cetiol® CC of less than 25%, 26%, 27%, 28 or 30%, preferably less than 31%, 32%, 33%, 34% or 35%, more preferably less than 36%, 37%, 38%, 39% or 40% at 20 ° C and a test time of 24 hours. The presence of crystals is detected by means of an optical probe.
  • “Increase of the sun protection factor” or sun protection factor (SPF) - also SPF (sun protection factor) of a dermatocritic suitable for the protection of the skin from UV radiation means an increase of the sun protection factor determined by the COLI PA method familiar to the expert increasing the SPF at least 1-5, preferably 5-10, more preferably 10-15, or more units of a SPF N, N-Dimethyldecanamid contain Denden Dermokosmetikums compared to the identical composition without Dermokosmetikum N 1 N- Dimethyldecanamid.
  • Increasing the solubility for the purposes of the present invention means an increase in the concentration of a given poorly soluble UV filter in a dermocromic by 2, or 4, or 6, or 8, preferably 10, or 11, or 12, or 13, or 14 , more preferably 15, or 16, or 17, or 18, or 19, most preferably 20, or more percent at room temperature.
  • the invention accordingly relates to a dermocosmetic suitable for protection against UV radiation containing
  • n corresponds to an integer from 2 to 12
  • b at least one sparingly soluble organic UV filter.
  • the sparingly soluble organic UV filter mentioned under b) is a triazine derivative, diaryl butadiene derivative, hydroxybenzophenone derivative and / or methylene bisbenzotriazolyl tetramethylbutylphenol derivative.
  • the triazine derivative is 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5-triazine (Uvinul®T150, BASF Aktiengesellschaft) Dioctylbutamidotriazone (UV-Sorb-HEB®, 3V Sigma) and bis-ethylhexyloxyphenolmethoxyphenyltriazine (anisotriazines or Tinosorb®s, Ciba-Geigy).
  • the compounds triazine 2,4,6-tris- [anilino- (p-carbo-2 '-ethyl-1' -hexyloxy)] are - 1, 3,5-triazine (Uvinul ®T150, BASF Aktiengesellschaft, ) Dioctylbutamido-triazone (UV-Sorb-HEB®,
  • R 4 and R 5 independently of one another are hydrogen, C 1 -C 20 -alkyl, C 3 -C 10 -cycloalkyl or C 3 -C 10 -cycloalkenyl, are preferred. Particularly preferred are the compound 1, 1-dicarboxy (2 '2' -dimethyl) is -4-4-diphenylbutadiene.
  • the stated 4,4'-diarylbutadienes are known as such and their structure and preparation are described in the patent applications EP 0967200 and EP 916 335, the contents of which are hereby incorporated by reference.
  • R 1 and R 2 independently of one another are hydrogen, C 1 -C 20 -alkyl, C 3 -C 10 -cycloalkyl or C 3 -C 10 -cycloalkenyl, where the substituents R 1 and R 2 together with the nitrogen atom to which they are attached form a 5 - or 6-ring and R 3 is a Ci-C2o-alkyl, preferably.
  • Particularly preferred 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft). Further examples of hydroxybenzophenones and their preparation can be found in the German Patent Application DE-A 1 1917906, the content of which is hereby expressly incorporated by reference.
  • dermocosmetics comprising a compound according to formula 1, preferably N, N-dimethyldecanamide, with a sparingly soluble organic UV filter, where this is a triazine derivative, diarylbutadiene derivative, hydroxybenzophenone derivative and / or methylene bis-benzotriazolyl tetramethylbutylphenolderivat is in dermocosmetics.
  • a triazine derivative, diarylbutadiene derivative, hydroxybenzophenone derivative and / or methylene bis-benzotriazolyl tetramethylbutylphenolderivat is in dermocosmetics.
  • Particular preference is given to using the triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-benzotriazolyl-tetramethylbutylphenol derivatives already described above and mentioned as being preferred.
  • 1, 3,5-triazine Uvinul ®-T150, BASF Aktienge - Very particularly preferred are the compounds 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] are - roped) Dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma), bis-ethylhexyloxyphenol methoxyphenyltriazin (Anisotriazin or Tinosorb®S, Ciba-Geigy), 1, 1-dicarboxy (2 '2' -dimethyl) -4 4-diphenylbutadiene, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft) and 2,2-methylenebis [6- (2H-benzotriazol-2-yl) -] 4- (1,1,3,3-tetramethylbutyl) phenol
  • the dermocosmetics according to the invention contain mixtures of the abovementioned sparingly soluble UV filters.
  • Particularly preferred mixtures contain combinations of
  • N, N-dimethyldecanamide, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid Uvinul® A Plus, BASF Aktiengesellschaft
  • dioctylbutamido-triazone UV-Sorb-HEB®, 3V Sigma
  • Bis-ethylhexyloxyphenol-methoxyphenyltriazine anisotriazine or Tinosorb®S, Ciba-Geigy
  • Dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma) used in a concentration of 0.1 to 5% by weight based on the total weight of the dermocosmetic.
  • the number "n" in the compound (a) according to the general formula I is an integer from 3 to 11, preferably 4 to 10, more preferably 5 to 9, most preferably 6 to 8 .
  • the compound is N 1 N- Dimethyldecanamid (CAS no. 14433-76-2), very particularly preferably Spectrasolv DMDA (Jiangsu Feixang Chemicals).
  • further ultraviolet-absorbing substances may be present in the dermocosmetic, but at least effective amounts of the compounds mentioned under (a) and (b) should be included in the sunscreen preparations.
  • Effective amounts of the compounds mentioned under (a) and (b) are generally understood in each case to be at least 1% by weight, based on the cosmetic preparation.
  • the particular use of the sparingly soluble organic UV filters and the compounds according to formula 1 is preferably in a concentration of 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10% by weight, based on the total weight of the agent ( Wt .-%), wherein the amounts of the compounds mentioned under (a) and (b) need not be equal.
  • Another object of the present invention are the dermocosmetics described above which additionally contain at least one further organic or inorganic UV filter.
  • titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide are particularly preferred, and these may be present individually or in mixtures.
  • Particularly preferred mixtures contain combinations of:
  • the following substances are preferred: 4-aminobenzoic acid derivatives, 3- (4'-trimethylammonium) -benzylidene-bornan-2-one methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives, 2 -Hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium, and the like.
  • Triethanolamine salts 3,3 '- (1, 4-phenylenedimethine) bis (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, 1- (4 tert-butylphenyl) -3- (4-methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) benzylidene-bornan-2-one derivatives and their salts, 2-cyano-3,3 -diphenyl-acrylic acid (2-ethylhexyl ester) derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] acrylamide, 4-methoxycinnamic acid 2-ethylhexyl ester derivatives , Ethoxylated ethyl 4-aminobenzoate derivatives, 4-methoxycinnamic acid isoamy
  • Particularly preferred blends contain combinations of: [combination A] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination S], or [combination B] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination T], or [combination C] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination U], or [combination D] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination V], or [combination E] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination W], or [combination F ] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination X], or
  • the above-described dermocosmetics additionally contain at least one further inorganic filter selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide and an organic, besides at least one compound according to formula I and at least one sparingly soluble UV filter UV filter selected from the group comprising 4-aminobenzoic acid derivatives, 3- (4-trimethylammonium) -benzyliden-bornan-2-one-methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives, 2-hydroxy-4- methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium, and the like.
  • at least one further inorganic filter selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide and an organic, besides at least one compound according to formula I and at least one sparingly soluble UV filter UV filter selected from the group comprising 4-amino
  • Triethanolamine salts 3,3 '- (1,4-phenylenedienethine) bis (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, (4-tert-butylphenyl) -3- (4-methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) -benzylidene-bornan-2-one derivatives and their salts, 2 Cyano-3,3-diphenyl-acrylic acid (2-ethylhexyl ester) derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] -acrylamide, 4-methoxycinnamic acid-2 ethyl hexyl ester derivatives, ethoxylated ethyl 4-amino benzoate derivatives, 4-methoxycinnamic acid
  • Dermocosmetics are very particularly preferably the at least one compound according to formula 1, at least one sparingly soluble UV filter, titanium dioxide and / or zinc oxide and a further organic UV filter selected from the group consisting of 2-hydroxy-4-methoxybenzophenone derivatives, 2-cyano groups. 3,3-diphenyl-acrylic acid (2-ethylhexyl) derivatives and ethoxylated-ethyl-4-amino-benzoate derivatives.
  • Particularly preferred blends contain combinations of: [combination G] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination K1], or [combination H] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination L1], or [combination I] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination M1], or [combination J] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination N1], or [combination K] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination 01], or [combination L ] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination P1], or
  • the above-described organic or inorganic UV filters can be present in micronized form.
  • micronized UV filters can be found in patent applications WO-2004085412, US Pat. No. 5,340,567 and US Pat. No. 5,587,148. The contents of said patent applications are expressly incorporated by reference.
  • the dermocosmetics contain the additional organic UV filters in a concentration of 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10% by weight, based on the total weight of the composition.
  • the dermocosmetics contain the additional inorganic UV filters in a concentration of 0.1 to 50, preferably 1 to 25, particularly preferably 1 to 15% by weight, based on the total weight of the agent.
  • UV filter combinations according to the invention can be taken from the examples.
  • Another object of the invention relates to the use of a compound according to the general formula I in combination with at least one sparingly soluble organic UV filter in a dermocosmetic suitable for protecting the human skin or human hair against UV radiation.
  • compounds according to the general formula I are used in the dermocosmetics according to the invention, in which the number "n” for an integer from 3 to 1 1, preferably 4 to 10, particularly preferably 5 to 9, most preferably 6 to 8.
  • the compound is N, N-dimethyldecanamide (CAS No. 14433-76-2) (Spectrasolv DMDA, Jiangsu Feixang Chemicals).
  • a further preferred subject matter of the invention relates to the combined use of a compound according to formula 1, preferably N, N-dimethyldecanamide (Spectrasolv DMDA; Jiangsu Feixang Chemicals), with a sparingly soluble organic UV filter, which comprises a triazine derivative, diarylbutadiene derivative, hydroxybenzophenone derivative. rivat and / or methylene bis-benzotriazolyl tetramethylbutylphenolderivat, in dermo-cosmetics. Very particular preference is given to using the triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-benzotriazolyl-tetramethylbutylphenol derivatives already described above and mentioned as being preferred.
  • Spectrasolv DMDA Jiangsu Feixang Chemicals
  • 1, 3,5-triazine (Uvinul ®-T150, BASF Aktiengesellschaft - Very particularly preferred are the compounds 2,4,6-tris [anilino ( '- ethyl-1' -hexyloxy p-carbo-2)] are ,) Dioctylbu- tamido-triazone (UV-Sorb-HEB®, 3V Sigma), bis-ethylhexyloxyphenol methoxy--phenyltriazine (Anisotriazine or Tinosorb®S, Ciba-Geigy), 1, 1-dicarboxy (2, 2 '' - dimethyl ) -4-4-diphenyl butadiene, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul®A Plus, BASF Aktiengesellschaft) and 2,2'-methylenebis [6- (2H-benzotriazol -2-yl) -4- (1,1,3,
  • a further preferred embodiment relates to the use of a compound according to formula 1, preferably N, N-dimethyldecanamide (CAS No. 14433-76-2) (Spectrasolv DMDA, Jiangsu Feixang Chemicals), with mixtures of at least two of the abovementioned sparingly soluble UV Filter in dermocosmetics.
  • a compound according to formula 1 preferably N, N-dimethyldecanamide (CAS No. 14433-76-2) (Spectrasolv DMDA, Jiangsu Feixang Chemicals), with mixtures of at least two of the abovementioned sparingly soluble UV Filter in dermocosmetics.
  • a compound according to formula 1 preferably N, N-dimethyldecanamide (CAS No. 14433-76-2) (Spectrasolv DMDA, Jiangsu Feixang Chemicals)
  • mixtures listed under the abovementioned combinations [combination A to combination T 2].
  • the compounds according to formula I preferably N, N-dimethyldecanamide (Spectrasolv DMDA; Jiangsu Feixang Chemicals), and the above-mentioned poorly soluble organic UV filters can be used to protect human skin or human hair against UV Radiation suitable dermocosmetics alone or combined with other absorbing in the UV range compounds, but at least effective amounts of the compounds of formula I, preferably N 1 N-dimethyldecanamide, and the above-mentioned poorly soluble organic UV filter should be included in the sunscreen preparations , Effective amounts are generally understood as meaning in each case at least 1% by weight, based on the cosmetic preparation.
  • Another object of the present invention is the combined use of the compounds of formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA, Jiangsu Feixang Chemicals), and the above poorly soluble organic UV filter in dermocosmetics with at least one other organic or inorganic UV -Filter.
  • the inorganic UV filters preference is given to tandioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide, particularly preferably titanium dioxide and zinc oxide, all of the metal oxides mentioned being able to be present individually or in mixtures.
  • UV filters are selected from the group comprising 4-aminobenzoic acid derivatives, 3- (4-trimethylammonium) -benzylidene-bornan-2-one methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives , 2-hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium, and the like.
  • Triethanolamine salts 3,3 '- (1, 4-phenylenediaethyne) bis (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, 1- (4 tert-butylphenyl) -3- (4-methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) benzylidene-bornan-2-one derivatives and their salts, 2-cyano-3,3 -diphenyl-acrylic acid (2-ethylhexyl ester) derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] acrylamide, 4-methoxycinnamic acid 2-ethylhexyl ester derivatives , Ethoxylated ethyl 4-aminobenzoate derivatives, 4-methoxycinnamic acid is
  • the dermocosmetics contain the additional organic UV filters in a concentration of 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10% by weight, based on the total weight of the agent.
  • the dermocosmetics contain the additional inorganic UV filters in a concentration of 0.1 to 50, preferably 1 to 25, particularly preferably 1 to 15% by weight, based on the total weight of the agent.
  • N, N-dimethyldecanamide Spectrasolv DMDA, Jiangsu Feixang Chemicals
  • at least one sparingly soluble UV filter as ingredients of the above-described dermocosmetics additionally at least one further inorganic filter selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide and an organic UV filter selected from the group consisting of 4-aminobenzoic acid derivatives, 3- (4-trimethylammonium) -benzyliden-bornan-2-one methylsulfate derivatives , 3,3,5-trimethylcyclohexyl salicylate derivatives, 2-hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium, and the like.
  • the previously described organic or inorganic UV filters can be used in micronized form.
  • Another object of the invention is the use of a compound according to the general formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA; Jiangsu Feixang Chemicals), to avoid the recrystallization of poorly soluble organic UV filters, preferably triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-benzotriazolyl-tetra-methylbutyl-phenol derivatives, particularly preferred 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3 , 5-triazine (Uvinul®-T150, BASF Aktiengesellschaft,) dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma), bis-ethylhexyloxyphenol-methoxyphenyltriazine (anisotriazines or Tinosorb®S, Ciba) Geigy),
  • a compound GE measured the general formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA, Jiangsu Feixang Chemicals), to avoid the recrystallization of sparingly soluble organic UV filter in a concentration between 1 and 50, preferably from 5 to 45, more preferably from 10 to 40, most preferably from 15 to 35, especially from 20 to 30% by weight based on the total weight of Dermoksometikums used.
  • Another object of the invention is the use of a compound according to the general formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA, Jiangsu Feixang Chemicals), to increase the sun protection factor of a dermatogenetic suitable for protecting the skin from UV radiation Dermoksometikums in a concentration between 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10% by weight based on the total weight of Dermoksometikums wherein.
  • a compound according to the general formula I preferably N, N-dimethyldecanamide (Spectrasolv DMDA, Jiangsu Feixang Chemicals)
  • the invention further relates to the use of a compound of the general formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA; Jiangsu Feixang Chemicals), for increasing the solubility of organic UV filters selected from the group comprising triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-len benzotriazolyl tetramethylbutyl-phenol derivatives, particularly preferred 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3 , 5-triazine (Uvinul® -T150, BASF Aktiengesellschaft,) dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma), bis-ethylhexyloxyphenol-methoxyphenyltriazine (anisotriazines or Tinosorb®S, Ciba-Geigy
  • the UV filters mentioned above have an increased solubility in either an isolated oil component or in at least one an oil phase of a disperse two-phase or multiphase system which may contain one or more water phases in addition that no connection systems of the general formula I in comparison with the abovementioned oil, preferably N 1 N- Dimethyldecanamid contain. It is preferred according to the invention to use emulsions of the O / W, W / O, W / O / W, W / Si or O / W / O type as the basis for the preparation of dermocosmetics according to the invention.
  • the sunscreen-containing cosmetic and pharmaceutical preparations are generally based on a carrier which contains at least one oil phase.
  • preparations based on water alone are also possible when using compounds having hydrophilic substituents. Accordingly, oils, oil-in-water and water-in-oil emulsions, creams and pastes, lip balm sticks or fat-free gels are contemplated.
  • Typical cosmetic auxiliaries which may be considered as additives are, for example, co-emulsifiers, fats and waxes, stabilizers, thickeners, biogenic active ingredients, film formers, fragrances, dyes, pearlescing agents, preservatives, pigments, electrolyte (eg magnesium sulfate) and pH. regulators.
  • Suitable coemulsifiers are preferably known W / O and also O / W emulsifiers, such as polyglycerol esters, sorbitan esters or partially esterified glycerides.
  • Typical examples of fats are glycerides; Beeswax, paraffin wax or microwaxes, optionally in combination with hydrophilic waxes, may be mentioned as waxes.
  • metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate can be used.
  • Suitable thickeners are, for example, crosslinked polyacrylic acids and their derivatives, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethylcellulose and hydroxyethylcellulose, furthermore fatty alcohols, monoglycerides and fatty acids, polyacrylates, polyvinyl alcohol and polyvinylpyrrolidone.
  • Biogenic active ingredients are, for example, plant extracts, protein hydrolysates and vitamin complexes.
  • Typical film formers are, for example, hydrocolloids such as chitosan, microcrystalline chitosan or quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds.
  • Suitable preservatives are, for example, formaldehyde solution, p-hydroxybenzoate or sorbic acid.
  • Suitable pearlescing agents are, for example, glycol distearate esters, such as ethylene glycol distearate, but also fatty acids and fatty acid monoglycol esters.
  • Dyes which may be used are those which are suitable and approved for cosmetic purposes, as described, for example, in the publication "Kosmetician Anlagenrbesch” of the Dye Commission of the Irish Kla Chemie, Weinheim, 1984, are compiled. These dyes are usually used in concentrations of 0.001 to 0.1 wt .-%, based on the total mixture.
  • antioxidants An additional content of antioxidants is generally preferred. Thus, all antioxidants which are suitable or customary for cosmetic and / or dermatological applications can be used as favorable antioxidants.
  • the antioxidants are selected from the group consisting of amino acids (eg, glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg, urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (eg anserine), carotenoids, carotenes (eg .beta.-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and derivatives thereof (eg dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (eg thiorodoxin, glutathione , Cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl, and lauryl, palmito, amino
  • the amount of the aforementioned antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30 wt .-%, particularly preferably 0.05 to 20 wt .-%, in particular 1 to 10 wt .-%, based on the total weight of Preparation.
  • vitamin E and / or its derivatives represent the antioxidant (s)
  • vitamin A and / or its derivatives or carotenoids constitute the antioxidant (s)
  • Typical oil components in cosmetics are, for example, paraffin oil, glyceryl stearate, isopropyl myristate, diisopropyl adipate, cetylstearyl 2-ethylhexanoate, hydrogenated polyisobutene, petrolatum, caprylic acid / capric acid triglycerides, microcrystalline wax, lanolin and stearic acid.
  • the total amount of auxiliaries and additives may be 1 to 80, preferably 6 to 40 wt .-% and the non-aqueous portion ("active substance") 20 to 80, preferably 30 to 70 wt .-% - based on the means - amount.
  • the preparation of the agents can be carried out in a manner known per se, i. for example, by hot, cold, hot-hot / cold or PIT emulsification. This is a purely mechanical process, a chemical reaction does not take place.
  • sunscreen preparations may accordingly be in liquid, pasty or solid form, for example as water-in-oil creams, oil-in-water creams and lotions, aerosol foam creams, gels, oils, fatty sticks, powders, sprays or alcoholic aqueous lotions.
  • the preferred compound of the formula I used is the N, N-dimethyldecanamide Spectrasolv DMDA (Jiangsu Feixang Chemicals).
  • Cetiol CC 20 19.96 stopped after 48h, because not completely dissolved
  • Hallbrite BHB 20 20,14 canceled after 48h, because not completely solved

Abstract

The invention relates to cosmetic preparations that are suitable for protecting human skin or human hair from damage caused by sunlight, especially UV-B radiation (280 to 320 nm) and UV-A radiation (> 320 nm), and contain specific amido compounds, e.g. dimethyldecanamide.

Description

Verwendung von N,N-Dimethyldecanamid in kosmetischen ZubereitungenUse of N, N-dimethyldecanamide in cosmetic preparations
Beschreibungdescription
Die Erfindung betrifft Dermokosmetika geeignet zum Schutz von menschlicher Haut oder menschlichen Haaren vor Schädigungen durch Sonnenlicht, im speziellen durch UV-B- (280 bis 320 nm) und UV-A-Strahlung (> 320 nm).The invention relates to dermocosmetics suitable for the protection of human skin or human hair from damage by sunlight, in particular by UV-B (280 to 320 nm) and UV-A radiation (> 320 nm).
Die menschliche Haut unterliegt gewissen Alterungsprozessen, die teilweise auf intrin- sische Prozesse (chronoaging) und teilweise auf exogene Faktoren (environmental, z.B. photoaging) zurückzuführen sind. Zusätzlich können vorübergehende oder auch andauernde Veränderungen des Hautbildes auftreten, wie Akne, fettige oder trockene Haut, Keratosen, Rosaceae, lichtempfindliche, entzündliche, erythematöse, allergische oder autoimmunreaktive Reaktionen wie Dermatosen und Photodermatosen.Human skin is subject to certain aging processes that are partly due to intrinsic processes (chronoaging) and partly due to exogenous factors (environmental, such as photoaging). In addition, transient or persistent changes in the appearance of the skin may occur, such as acne, oily or dry skin, keratoses, rosaceae, photosensitive, inflammatory, erythematous, allergic or autoimmune reactions such as dermatoses and photodermatoses.
Zu den exogenen Faktoren zählen insbesondere das Sonnenlicht oder künstliche Strahlungsquellen mit vergleichbarem Spektrum sowie radikalische oder ionische Verbindungen, die durch die Strahlung entstehen können. Zu diesen Faktoren zählen auch Zigarettenrauch und die darin enthaltenen reaktiven Verbindungen wie Ozon, freie Ra- dikale, Singulettsauerstoff und andere reaktive Sauerstoff- oder Stickstoffverbindungen.The exogenous factors include, in particular, sunlight or artificial radiation sources with a comparable spectrum as well as free-radical or ionic compounds which can be formed by the radiation. These factors include cigarette smoke and the reactive compounds it contains, such as ozone, free radicals, singlet oxygen and other reactive oxygen or nitrogen compounds.
Das Totalozon hat in Deutschland seit 1968 insgesamt um knapp 10% abgenommen bzw. pro Jahrzehnt um rund 3%. Die UV-Strahlung ist im gleichen Zeitraum um etwa 15% angestiegen.The total ozone in Germany has fallen by almost 10% since 1968, or by about 3% per decade. The UV radiation has increased by about 15% in the same period.
Sonnenbrand-auslösende UV-B-Strahlung um 300 nm Wellenlänge hat die größte Krebswirksamkeit. Sie erhöht das Risiko am sog. Nichtmelanom-Hautkrebs (Spinaliom bzw. Stachelzellkrebs oder Basaliom bzw. Basalzellkrebs) zu erkranken. Dabei steigt das Risiko für Tumoren mit der Anzahl der Sonnenbrände. Besonders die UV- Belastung in den ersten zehn Lebensjahren (Sonnenbrand bei Kindern) beeinflußt das Krebsrisiko.Sunburn-inducing UV-B radiation around 300 nm wavelength has the greatest cancer efficacy. It increases the risk of developing so-called non-melanoma skin cancer (spinal or squamous cell carcinoma or basal cell carcinoma or basal cell carcinoma). The risk for tumors increases with the number of sunburns. In particular, the UV exposure in the first ten years of life (sunburn in children) affects the risk of cancer.
Nach Schätzungen der WHO erkranken jährlich zwei Millionen Menschen weltweit an Basalzell- und Stachelzellkarzinomen der Haut und etwa 200 000 am Melanom. In Deutschland liegt die Zahl der Hautkrebs-Neuerkrankungen bei ca 120 000, davon entfallen 7 Prozent auf Melanome. Jährlich gehen in Deutschland je 1600 Todesfälle auf Melanom- bzw. Nichtmelanom-Hautkrebs zurück. (Ärzte Zeitung, 17.05.2000, www.aerztezeitung.de)According to estimates by the WHO, two million people worldwide suffer from basal cell and squamous cell carcinoma every year and around 200,000 from melanoma. In Germany, the number of new cases of skin cancer is around 120,000, of which 7 percent is attributable to melanoma. Every year 1,600 deaths in Germany are attributable to melanoma or non-melanoma skin cancer. (Doctors newspaper, 17.05.2000, www.aerztezeitung.de)
In Anbetracht der oben genannten Entwicklungen ist die Bereitstellung dermokosmeti- scher Produkte mit einem verbesserten, effektiveren oder optimierten Schutz der menschlichen Haut vor den schädigenden Wirkungen der UV-A und UV-B Strahlung von großer Bedeutung. Dabei ist es besonders wünschenswert Dermokosmetika bereitzustellen, die bei möglichst geringer Einsatzmenge der einzelnen Komponenten eine gewünschte Wirkung erzielen. Dabei spielen die spezifische Extinktion der Lichtschutzmittel ebenso eine Rolle wie die Stabilität der mit ihnen hergestellten Emulsio- nen, deren toxikologische Unbedenklichkeit und deren Löslichkeit in den verwendeten Trägerstoffen (z.B. kosmetische Öle). Einige der bisher verwendeten Lichtschutzmittel zeichnen sich durch gute Extinktionseigenschaften aus, aber die geringe Löslichkeit dieser Substanzen verhindert deren optimalen Einsatz. So zeichnet sich die von der BASF Aktiengesellschaft vertriebene UV-Filtersubstanz Uvinul®T50 durch hervorra- gende UV Absorptionseigenschaften aus, aber dieser UV-Filter lässt sich in kosmetischen Ölen nur begrenzt lösen, wodurch der durch diesen Filter zu erreichende Schutzfaktor limitiert wird. Zwar sind in den Patentanmeldungen DE 19633012 und DE 19635057 Substanzen vorgeschlagen worden die einen positiven Effekt auf die Löslichkeit des Uvinul®T50 in kosmetischen Zubereitungen haben, allerdings sind die Er- gebnisse in Hinblick auf die damit erzielten Lichtschutzfaktoren nicht befriedigend. Ferner haben die schwerlöslichen UV Filtersubstanzen die Tendenz bei Temperaturschwankungen zu rekristallisieren und dadurch das Produkt unwirksam zu machen.In view of the above-mentioned developments, the provision of the mocosmetic products with improved, more effective or optimized protection of human skin from the damaging effects of UV-A and UV-B radiation of great importance. It is particularly desirable to provide dermocosmetics that achieve the desired effect with the lowest possible amount of the individual components. The specific extinction of light stabilizers play a role as well as the stability of the emulsions prepared with them, their toxicological harmlessness and their solubility in the carriers used (eg cosmetic oils). Some of the light stabilizers used to date are characterized by good extinction properties, but the low solubility of these substances prevents their optimal use. For example, the Uvinul®T50 UV filter substance marketed by BASF Aktiengesellschaft is characterized by excellent UV absorption properties, but this UV filter can only be dissolved to a limited extent in cosmetic oils, which limits the protection factor to be achieved by this filter. Although it has been proposed in the patent applications DE 19633012 and DE 19635057 substances which have a positive effect on the solubility of Uvinul®T50 in cosmetic preparations, however, the results are not satisfactory in view of the sun protection factors achieved therewith. Further, the poorly soluble UV filter substances tend to recrystallize with temperature variations and thereby render the product ineffective.
Somit besteht ein wachsender Bedarf an geeigneten Lösungsmitteln, Lösungsmittel- Vermittlern, Emulgatoren oder Stabilisatoren die in Sonneschutzmitteln eingesetzt werden können.Thus, there is a growing demand for suitable solvents, solvent mediators, emulsifiers or stabilizers which can be used in sunscreens.
Aufgabe der vorliegenden Erfindung war es somit, Dermokosmetika bereitzustellen, die sich durch eine erhöhte Konzentration an schwerlöslichen UV-Filtersubstanzen aus- zeichnen. Ferner war es Aufgabe der vorliegenden Erfindung Substanzen zu identifizieren, die einen positiven Einfluß auf die Löslichkeit schwerlöslicher UV- Filtersubstanzen haben. Darüber hinaus war es eine Aufgabe der vorliegenden Erfindung Substanzen zu identifizieren, durch deren Verwendung eine Steigerung des Sonnenschutzfaktors einer dermoskometischen Zubereitung gesteigert werden kann. Eine weitere erfindungsgemäße Aufgabe war die Identifizierung einer die Rekristallisation von schwerlöslichen UV-Filtersubstanzen positiv beeinflussende Substanz. Auch war es Aufgabe dieser Erfindung Dermokosmetika bereit zustellen, die bei niedrigen Konzentrationen an schwerlöslichen UV-Filtern, und somit bei geringen Herstellkosten, akzeptable Lichtschutzwerte (SPF, sun protection factor) erreichen.It was therefore an object of the present invention to provide dermocosmetics which are distinguished by an increased concentration of sparingly soluble UV filter substances. It was another object of the present invention to identify substances that have a positive influence on the solubility of poorly soluble UV filter substances. In addition, it was an object of the present invention to identify substances, by the use of which an increase in the sun protection factor of a dermoskometischen preparation can be increased. A further object according to the invention was the identification of a substance which positively influences the recrystallization of sparingly soluble UV filter substances. It was also an object of this invention to provide dermocosmetics that achieve acceptable light protection values (SPF, sun protection factor) at low concentrations of poorly soluble UV filters, and thus at low production costs.
Überraschenderweise wurde gefunden, daß diese Aufgaben durch Verwendung von Verbindungen gemäß der allgemeinen Formel I in Dermokosmetika geeignet zum Schutz vor UV-Strahlung gelöst werden konnten. DefinitionenSurprisingly, it has been found that these objects could be achieved by using compounds according to the general formula I in dermocosmetics suitable for protection against UV radiation. definitions
„Dermokosmetika" oder „Dermokosmetikum" beschreibt hautkosmetische, haarkosmetische, dermatologische, hygienische oder pharmazeutische Mittel, Zubereitungen und/oder Formulierungen zur topischen Anwendung auf Haut oder Haar, geeignet (i) zur Prävention von Schädigungen der menschlichen Haut und/oder menschlicher Haare, (ii) zur Behandlung von bereits aufgetretenen Schädigungen der menschlichen Haut und/oder menschlicher Haare, (iii) zur Pflege der menschlichen Haut und/oder menschlicher Haare, (iv) zur Verbesserung des Hautgefühls (sensorische Eigenschaften). Explizit umfaßt sind Mittel zur dekorativen Kosmetik. Ferner umfaßt sind Mittel zur Haut- pflege, bei denen der pharmazeutisch dermatologische Anwendungszweck unter Mitberücksichtigung kosmetischer Gesichtspunkte erreicht wird. Derartige Mittel oder Zubereitungen werden zur Unterstützung, Vorbeugung und Behandlung von Hauterkrankungen eingesetzt und können neben dem kosmetischen Effekt eine biologische Wirkung entfalten. Besonders bevorzugt handelt es sich bei den erfindungsgemäßen Dermokosmetika um Zubereitungen zum Schutz der Haut vor Schädigungen durch Sonnenlicht, im speziellen durch UV-B- (280 bis 320 nm) und UV-A-Strahlung (>320 nm). Dermokosmetika enthalten in einem kosmetisch verträglichen Medium geeignete Hilfs- und Zusatzstoffe, welche im Hinblick auf das spezielle Anwendungsgebiet gewählt werden. Derartige Hilfs- und Zusatzstoffe sind dem Fachmann geläufig und können z.B. Handbüchern der Kosmetik, beispielsweise Schrader, Grundlagen und Rezepturen der Kosmetika, Hüthig Verlag, Heidelberg, 1989, ISBN 3-7785-1491-1 , oder Umbach, Kosmetik: Entwicklung, Herstellung und Anwendung kosmetischer Mittel, 2. erweiterte Auflage, 1995, Georg Thieme Verlag, ISBN 3 13 712602 9, entnommen werden."Dermocosmetics" or "dermocosmetics" describes skin-cosmetic, hair-cosmetic, dermatological, hygienic or pharmaceutical agents, preparations and / or formulations for topical application to skin or hair, suitable (i) for the prevention of damage to human skin and / or human hair, ( (ii) to treat damage to human skin and / or human hair that has already occurred, (iii) to care for human skin and / or human hair, (iv) to improve skin feel (sensory properties). Explicitly included are cosmetics for decorative cosmetics. Also included are skin care compositions in which the pharmaceutically dermatological application is achieved taking into account cosmetic considerations. Such agents or preparations are used for the support, prevention and treatment of skin diseases and can develop a biological effect in addition to the cosmetic effect. The dermocosmetics according to the invention are particularly preferably preparations for protecting the skin from damage by sunlight, in particular by UV-B (280 to 320 nm) and UV-A radiation (> 320 nm). Dermocosmetics contain in a cosmetically acceptable medium suitable auxiliaries and additives, which are chosen with regard to the specific field of application. Such auxiliaries and additives are familiar to the person skilled in the art and can be used e.g. Handbooks of cosmetics, such as Schrader, bases and formulations of cosmetics, Hüthig Verlag, Heidelberg, 1989, ISBN 3-7785-1491-1, or Umbach, cosmetics: development, production and application of cosmetic products, 2nd extended edition, 1995, Georg Thieme Verlag, ISBN 3 13 712 602 9, are taken.
„Dermokosmetika geeignet zum Schutz der menschlichen Haut oder menschlicher Haare vor UV-Strahlung" enthalten einen oder mehrere organische und/oder anorganische Lichtschutzmittel bzw. UV-Filter in Kombination mit einer oder mehrerer der im folgenden aufgeführten Substanzen: Emulgatoren, Tenside, Konservierungsmittel, Par- fümöle, Verdicker, Haarpolymere, Haar- und Hautconditioner, Pfropfpolymere, wasserlösliche oder dispergierbare silikonhaltige Polymere, , Gelbildner, Pflegemittel, Färbemittel, Tönungsmittel, Bräunungsmittel, Farbstoffe, Pigmente, Konsistenzgebern, Feuchthaltemitteln, Rückfettern, Collagen, Eiweißhydrolysaten, Lipiden, und/oder Anti- oxidantien. Die Wirkstoffe können auch in verkapselter Form wie in den Paten- ten/Patentanmeldungen EP 00974775 B1 , DE 231 1 712, EP 0278 878, DE 1999 47147, EP 0706822B1 und WO 98/16621 beschrieben, auf deren Inhalt hiermit ausdrücklich Bezug genommen wird, in den kosmetischen Zubereitungen enthalten sein."Dermocosmetics suitable for protecting human skin or hair against UV radiation" comprise one or more organic and / or inorganic light stabilizers or UV filters in combination with one or more of the following substances: emulsifiers, surfactants, preservatives, par greases, thickeners, hair polymers, hair and skin conditioners, graft polymers, water-soluble or dispersible silicone-containing polymers, gelling agents, conditioners, colorants, tinting agents, tanning agents, dyes, pigments, bodying agents, moisturizers, restockers, collagen, protein hydrolysates, lipids, and / or The active compounds can also be used in encapsulated form as described in the patents / patent applications EP 00974775 B1, DE 231 1 712, EP 0278 878, DE 1999 47147, EP 0706822B1 and WO 98/16621, the contents of which are expressly incorporated herein by reference Be included in the cosmetic preparations.
„Dermokosmetische Wirkstoffe" oder „dermokosmetisch aktive Wirkstoffe" im Sinne der vorliegenden Erfindung sind die in Dermokosmetika gemäß der oben gegebenen Definition vorhandenen Wirkstoffe, welche (i) zur Prävention von Schädigungen der menschlichen Haut und/oder menschlicher Haare, (ii) zur Behandlung von bereits aufgetretenen Schädigungen der menschlichen Haut und/oder menschlicher Haare, (iii) zur Pflege der menschlichen Haut und/oder menschlicher Haare, (iv) zur Verbesserung des Hautgefühls (sensorische Eigenschaften) und (v) zur dekorativen Verschönerung oder Verbesserung des Aussehens der menschlichen Haut und/oder menschlicher Haare angewendet werden. Derartige Wirkstoffe sind z.B. ausgewählt aus der Gruppe der natürlichen oder synthetischen Polymere, Pigmente, Feuchthaltemittel, Öle, Wachse, Proteine, Enzyme, Mineralien, Vitamine, Sonnenschutzmittel, Farbstoffe, Duftstoffe, Antioxidantien, Peroxydzersetzer und Konservierungsmittel und pharmazeutische Wirkstoffe die zur Unterstützung, Vorbeugung und Behandlung von Hauterkrankungen eingesetzt werden und eine heilende, Schädigungen vorbeugende, regenerierende oder den allgemeinen Zustand der Haut verbessernde biologische Wirkung haben."Dermocosmetic agents" or "dermocosmetically active agents" in the context of the present invention are the active ingredients present in dermocosmetics according to the definition given above which (i) for the prevention of damage to human skin and / or human hair, (ii) for the treatment of damage already suffered to human skin and / or human hair, (iii) (iv) to improve the skin feel (sensory properties) and (v) to decorate or enhance the appearance of the human skin and / or human hair. Such agents are selected, for example, from the group of natural or synthetic polymers, pigments, humectants, oils, waxes, proteins, enzymes, minerals, vitamins, sunscreens, dyes, fragrances, antioxidants, Peroxydzersetzer and preservatives and pharmaceutical agents to support, prevent and Treatment of skin diseases are used and have a healing, damage preventive, regenerating or general skin condition improving biological effect.
„kosmetisch verträgliches Medium" ist breit zu verstehen und meint für die Herstellung von kosmetischen oder dermokosmetischen Zubereitungen geeignete Substanzen und Mischungen derselben."Cosmetically acceptable medium" is to be understood broadly and means substances suitable for the preparation of cosmetic or dermocosmetic preparations and mixtures thereof.
„Kosmetisch verträgliche Substanzen" führen bei Kontakt mit menschlichem bzw. tierischen Hautgewebe oder Haaren zu keinen Irritationen oder Schäden und weisen keine Inkompatibilitäten mit anderen Substanzen auf. Ferner verfügen diese Substanzen über ein geringes allergenes Potential und sind von staatlichen Zulassungsbehörden für die Verwendung in kosmetische Zubereitungen zugelassen. Diese Substanzen sind dem Fachmann geläufig und können z.B. Handbüchern der Kosmetik, beispielsweise Schrader, Grundlagen und Rezepturen der Kosmetika, Hüthig Verlag, Heidelberg, 1989, ISBN 3-7785-1491-1 , entnommen werden."Cosmetically-compatible substances" do not cause irritation or damage on contact with human or animal dermal tissue or hair and are incompatible with other substances, and have low allergenic potential and are approved by the state regulatory authorities for use in cosmetic preparations These substances are familiar to the person skilled in the art and can be found, for example, in the handbooks of cosmetics, for example Schrader, bases and formulations of cosmetics, Hüthig Verlag, Heidelberg, 1989, ISBN 3-7785-1491-1.
Vermeidung der Rekristallisation im Sinne der vorliegenden Erfindung meint eine reduzierte Tendenz eines schwerlöslichen UV-Filters in einer gegebenen dermokosmeti- schen Zubereitung, in Abhängigkeit von der Konzentration des Filters oder der Temperatur der Zubereitung zu rekristallisieren. Dabei bedeutet reduzierte Tendenz eine Reduktion der von dem UV-Filter in einer Zubereitung tolerierten Temperatur, bei der die Rekristallisation einsetzt (Rekristallisierungstemperatur). Dabei handelt es sich bevorzugt um eine Erniedrigung der Temperatur um 1 °C, oder 2°C, oder 3°C, oder 4°C, bevorzugt 5°C, oder 6°C, oder 7°C, oder 8°C, oder 9°C, besonders bevorzugt 100C, oder 1 1 °C, oder 12°C, oder 13°C, oder 14°C, am meisten bevorzugt 15°C, oder mehr. Des weiteren meint reduzierte Tendenz eine Erhöhung der maximalen Konzentration eines in einer Zubereitung gelösten UV-Filters bei einer konstanten Temperatur, bei der die Rekristallisation einsetzt (Rekristallisierungskonzentration). Dabei handelt es sich bevorzugt um eine Erhöhung der Konzentration um 1 , oder 2, oder 3, oder 4, bevorzugt 5, oder 6 oder 7, oder 8, oder 9, besonders bevorzugt 10, oder 1 1 , oder 12, oder 13, oder 14, am meisten bevorzugt 15 Gewichtsprozent oder mehr, bezogen auf das Gesamt- gewicht der ZubereitungRecrystallization in the sense of the present invention means a reduced tendency of a poorly soluble UV filter in a given dermocosmetic preparation to recrystallise depending on the concentration of the filter or the temperature of the preparation. In this case, a reduced tendency means a reduction in the temperature tolerated by the UV filter in a preparation at which recrystallization sets in (recrystallization temperature). This is preferably a reduction of the temperature by 1 ° C, or 2 ° C, or 3 ° C, or 4 ° C, preferably 5 ° C, or 6 ° C, or 7 ° C, or 8 ° C, or 9 ° C, more preferably 10 0 C, or 1 1 ° C, or 12 ° C, or 13 ° C, or 14 ° C, most preferably 15 ° C, or more. Further, a reduced tendency means an increase in the maximum concentration of a UV filter dissolved in a preparation at a constant temperature at which recrystallization starts (recrystallization concentration). This is preferably an increase in the concentration of 1, or 2, or 3, or 4, preferably 5, or 6 or 7, or 8, or 9, particularly preferably 10, or 1 1, or 12, or 13, or 14, most preferably 15 weight percent or more, based on the total weight of the preparation
„Schwerlösliche organische UV-Filter" im Sinne der vorliegenden Erfindung meint organische UV-Filter mit einer Löslichkeit in Cetiol® CC von weniger als 25%, 26%, 27%, 28 oder 30%, bevorzugt weniger als 31 %, 32%, 33%, 34% oder 35%, besonders bevorzugt weniger als 36%, 37%, 38%, 39% oder 40% bei 20°C und eine Versuchsdauer von 24 Stunden. Die Anwesenheit von Kristallen wird mit Hilfe einer optischen Sonde festgestellt."Sparingly soluble organic UV filters" in the context of the present invention means organic UV filters with a solubility in Cetiol® CC of less than 25%, 26%, 27%, 28 or 30%, preferably less than 31%, 32%, 33%, 34% or 35%, more preferably less than 36%, 37%, 38%, 39% or 40% at 20 ° C and a test time of 24 hours. The presence of crystals is detected by means of an optical probe.
„Steigerung des Sonnenschutzfaktors" oder Lichtschutzfaktors (LSF) - auch SPF (Sun Protection Factor) eines zum Schutz der Haut vor UV-Strahlung geeigneten Dermok- sometikums meint eine Steigerung des Sonnenschutzfaktors bestimmt durch die dem Fachmann geläufige COLI PA-Methode. Steigerung meint ferner die Erhöhung des SPF um wenigstens 1-5, bevorzugt 5-10, besonders bevorzugt 10-15, oder mehr SPF Einheiten eines N,N-Dimethyldecanamid enthaltendenden Dermokosmetikums im Vergleich zu dem Dermokosmetikum identischer Zusammensetzung ohne N1N- Dimethyldecanamid."Increase of the sun protection factor" or sun protection factor (SPF) - also SPF (sun protection factor) of a dermatocritic suitable for the protection of the skin from UV radiation means an increase of the sun protection factor determined by the COLI PA method familiar to the expert increasing the SPF at least 1-5, preferably 5-10, more preferably 10-15, or more units of a SPF N, N-Dimethyldecanamid contain Denden Dermokosmetikums compared to the identical composition without Dermokosmetikum N 1 N- Dimethyldecanamid.
Steigerung der Löslichkeit im Sinne der vorliegenden Erfindung meint eine Steigerung der Konzentration eines gegebenen schwerlöslichen UV-Filters in einem Dermoksome- tikum um 2, oder 4, oder 6, oder 8, bevorzugt 10, oder 11 , oder 12, oder 13, oder 14, besonders bevorzugt 15, oder 16, oder 17, oder 18, oder 19, am meisten bevorzugt 20, oder mehr Prozent bei Raumtemperatur.Increasing the solubility for the purposes of the present invention means an increase in the concentration of a given poorly soluble UV filter in a dermocromic by 2, or 4, or 6, or 8, preferably 10, or 11, or 12, or 13, or 14 , more preferably 15, or 16, or 17, or 18, or 19, most preferably 20, or more percent at room temperature.
Detaillierte Beschreibung der ErfindungDetailed description of the invention
In einer ersten Ausführungsform betrifft die Erfindung demnach ein Dermokosmetikum geeignet zum Schutz vor UV-Strahlung, enthaltendIn a first embodiment, the invention accordingly relates to a dermocosmetic suitable for protection against UV radiation containing
a) eine Verbindung der allgemeinen Formel I,a) a compound of general formula I,
OO
Formel I 1 1 OH3(CH2)n-C-N(CH3)2 Formula I 1 1 OH 3 (CH 2 ) n -CN (CH 3 ) 2
wobei „n" einer ganzen Zahl von 2 bis 12 entspricht, und b) mindestens einen schwerlöslichen organischen UV-Filter.where "n" corresponds to an integer from 2 to 12, and b) at least one sparingly soluble organic UV filter.
In einer besonders bevorzugten Ausführungsform handelt es sich bei dem unter b) genannten schwerlöslichen organischen UV-Filter um ein Triazinderivat, Diarylbuta- dienderivat, Hydroxybenzophenonderivat und/oder Methylen bis-Benzotriazolyl Tetra- methylbutylphenolderivat.In a particularly preferred embodiment, the sparingly soluble organic UV filter mentioned under b) is a triazine derivative, diaryl butadiene derivative, hydroxybenzophenone derivative and / or methylene bisbenzotriazolyl tetramethylbutylphenol derivative.
Bei den Triazinderivaten sind die Verbindungen 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '- hexyloxy)]-1 ,3,5-triazin, Dioctylbutamidotriazon, Bis-Ethylhexyloxyphenol-methoxy- phenyltriazin, 2,4,6-tris(diethyl-4'-amino-benzalmalonate)-s-triazin, 2,4,6-tris(dimethyl- 4'-amino-benzalmalonate-s-triazin, 2,4,6-tris(diiso-propyl-4-aminobenzal-malonate)-s- triazin, 2,4,6-tris[3'-benzotriazol-2-yl)-2'-hydroxy-5'-methyl)phenyl-amino]-s-triazin und 2, 4, 6-tris[3'benzotriazol-2-yl)-2'-hydroxy-5'-tert-octyl)phenyl-amino]-s-triazin bevorzugt. Besonders bevorzugt sind dabei die Triazinderivat 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl- 1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul®T150, BASF Aktiengesellschaft,) Dioctylbutamido- triazon (UV-Sorb-HEB®, 3V Sigma) und Bis-Ethylhexyloxyphenol-methoxyphenyltriazin (Anisotriazine oder Tinosorb®S, Ciba-Geigy). Ganz besonders bevorzugt sind die Verbindungen Triazinderivat 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ®T150, BASF Aktiengesellschaft,) Dioctylbutamido-triazon (UV-Sorb-HEB®,In the triazine derivatives of the compounds 2,4,6-tris [anilino (- hexyloxy p-carbo-2 '-ethyl-1')] - are 1, 3,5-triazine, dioctyl, Bis-Ethylhexyloxyphenol-methoxy- phenyltriazine, 2,4,6-tris (diethyl-4 '-amino-benzalmalonates) -s-triazine, 2,4,6-tris (dimethyl- 4 '-amino-benzalmalonates-s-triazine, 2,4,6-tris (diiso-propyl-4-aminobenzal-malonate) -s-triazine, 2,4,6-tris [3' benzotriazole-2-yl ) -2 'hydroxy-5' methyl) phenyl-amino] -s-triazine and 2, 4, 6-tris [3 'benzotriazol-2-yl) -2' -hydroxy-5 '-tert-octyl) phenyl-amino] -s-triazine preferred. Particularly preferred are the triazine derivative is 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5-triazine (Uvinul®T150, BASF Aktiengesellschaft) Dioctylbutamidotriazone (UV-Sorb-HEB®, 3V Sigma) and bis-ethylhexyloxyphenolmethoxyphenyltriazine (anisotriazines or Tinosorb®s, Ciba-Geigy). Most preferably, the compounds triazine 2,4,6-tris- [anilino- (p-carbo-2 '-ethyl-1' -hexyloxy)] are - 1, 3,5-triazine (Uvinul ®T150, BASF Aktiengesellschaft, ) Dioctylbutamido-triazone (UV-Sorb-HEB®,
3V Sigma). Weitere Triazinderivate können den Patentanmeldungen EP-A 0796851 , EP-A 0087098 und EP-A 0850935 entnommen werden.3V Sigma). Further triazine derivatives can be found in the patent applications EP-A 0796851, EP-A 0087098 and EP-A 0850935.
Bei den Diarylbutadienderivaten sind die 4,4'-Diarylbutadiene der Formel II,In the case of the diarylbutadiene derivatives, the 4,4'-diarylbutadienes of the formula II
H C00R4H C00R4
^\ "\ C00R5^ \ "\ C00R5
I I ,I,
HH
Formel IlFormula Il
wobei R4 und R5 unabhängig voneinander Wasserstoff, Ci-C2o-Alkyl, C3-C10- Cycloalkyl oder C3-Cio-Cycloalkenyl bedeuten, bevorzugt. Besonders bevorzugt ist die Verbindung 1 ,1-Dicarboxy(2'2'-dimethyl)-4-4-diphenylbutadien. Die genannten 4,4'- Diarylbutadiene sind als solche bekannt und ihre Struktur und Herstellung sind in den Patentanmeldungen EP 0967200 und EP 916 335 beschrieben, auf deren Inhalt hiermit ausdrücklich Bezug genommen wird.where R 4 and R 5 independently of one another are hydrogen, C 1 -C 20 -alkyl, C 3 -C 10 -cycloalkyl or C 3 -C 10 -cycloalkenyl, are preferred. Particularly preferred are the compound 1, 1-dicarboxy (2 '2' -dimethyl) is -4-4-diphenylbutadiene. The stated 4,4'-diarylbutadienes are known as such and their structure and preparation are described in the patent applications EP 0967200 and EP 916 335, the contents of which are hereby incorporated by reference.
Bei den Hydroxybenzophenonen die Verbindungen der allgemeinen Formel IM,In the case of the hydroxybenzophenones, the compounds of the general formula III,
Figure imgf000007_0001
Figure imgf000007_0001
Formelformula
wobei R1 und R2 unabhängig voneinander Wasserstoff, Ci-C2o-Alkyl, C3-C10- Cycloalkyl oder C3-Cio-Cycloalkenyl bedeuten, wobei die Substituenten R1 und R2 gemeinsam mit dem Stickstoffatom, an das sie gebunden sind, einen 5- oder 6-Ring bilden können und R3 einen Ci-C2o-Alkyl bedeutet, bevorzugt. Besonders bevorzugt ist die 2-(4-N,N-Diethylamino-2-hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft). Weiter Beispiele für Hydroxybenzophenone und deren Herstellung kann der Deutschen Patentanmeldung DE-A 1 1917906, auf deren Inhalt hiermit ausdrücklich Bezug genommen wird, entnommen werden.where R 1 and R 2 independently of one another are hydrogen, C 1 -C 20 -alkyl, C 3 -C 10 -cycloalkyl or C 3 -C 10 -cycloalkenyl, where the substituents R 1 and R 2 together with the nitrogen atom to which they are attached form a 5 - or 6-ring and R 3 is a Ci-C2o-alkyl, preferably. Particularly preferred 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft). Further examples of hydroxybenzophenones and their preparation can be found in the German Patent Application DE-A 1 1917906, the content of which is hereby expressly incorporated by reference.
Bei den Methylen-bis-Benzotriazolyl-Tetramethylbutylphenolderivaten ist 2,2 - methylenbis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl)phenol] (Tinosorb®M, Ciba-Geigy) bevorzugt. Diese Verbindungen sind auch in der FR 2440933 beschreiben, auf deren Inhalt hiermit ausdrücklich Bezug genommen wird.In the case of the methylene-bis-benzotriazolyl-tetramethylbutylphenol derivatives, 2,2-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol] (Tinosorb®M, Ciba) Geigy) preferred. These compounds are also described in FR 2440933, the contents of which are hereby incorporated by reference.
Ein weiterer bevorzugter Gegenstand der Erfindung betrifft Dermokosmetika enthaltend eine Verbindung gemäß Formel 1 , bevorzugt N,N-Dimethyldecanamid, mit einem schwerlöslichen organischen UV-Filter, wobei dieser ein Triazinderivat, Diarylbutadien- derivat, Hydroxybenzophenonderivat und/oder Methylen bis-Benzotriazolyl Tetrame- thylbutylphenolderivat ist, in Dermokosmetika. Besonders bevorzugt ist dabei Verwendung der bereits oben beschriebenen und als bevorzugt genannten Triazin-, Diarylbu- tadien-, Hydroxybenzophenon- und/oder Methylen-bis-Benzotriazolyl-Tetramethylbutyl- phenol-derivate. Ganz besonders bevorzugt sind dabei die Verbindungen 2,4,6-Tris- [anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ®-T150, BASF Aktienge- Seilschaft) Dioctylbutamido-triazon (UV-Sorb-HEB®, 3V Sigma), Bis- Ethylhexyloxyphenol-methoxyphenyltriazin (Anisotriazin oder Tinosorb®S, Ciba-Geigy), 1 ,1-Dicarboxy(2'2'-dimethyl)-4-4-diphenylbutadien, 2-(4-N,N-Diethylamino-2- hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft) und 2,2 - methylenbis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl)phenol] (Tinosorb®M, Ciba-Geigy).Another preferred subject matter of the invention relates to dermocosmetics comprising a compound according to formula 1, preferably N, N-dimethyldecanamide, with a sparingly soluble organic UV filter, where this is a triazine derivative, diarylbutadiene derivative, hydroxybenzophenone derivative and / or methylene bis-benzotriazolyl tetramethylbutylphenolderivat is in dermocosmetics. Particular preference is given to using the triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-benzotriazolyl-tetramethylbutylphenol derivatives already described above and mentioned as being preferred. 1, 3,5-triazine (Uvinul ®-T150, BASF Aktienge - Very particularly preferred are the compounds 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] are - roped) Dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma), bis-ethylhexyloxyphenol methoxyphenyltriazin (Anisotriazin or Tinosorb®S, Ciba-Geigy), 1, 1-dicarboxy (2 '2' -dimethyl) -4 4-diphenylbutadiene, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft) and 2,2-methylenebis [6- (2H-benzotriazol-2-yl) -] 4- (1,1,3,3-tetramethylbutyl) phenol] (Tinosorb®M, Ciba-Geigy).
In einer besonders bevorzugten Ausführungsform enthalten die erfindungsgemäßen Dermokosmetika Mischungen der vorstehend genannten schwerlöslichen UV-Filter.In a particularly preferred embodiment, the dermocosmetics according to the invention contain mixtures of the abovementioned sparingly soluble UV filters.
Besonders bevorzugte Mischungen enthalten Kombinationen ausParticularly preferred mixtures contain combinations of
N,N-Dimethyldecanamid, 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazinN, N-Dimethyldecanamid, 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5-triazine
(Uvinul ©-T150, BASF Aktiengesellschaft) und 2-(4-N,N-Diethylamino-2-hydroxy- benzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft) [Kombination A], oder(Uvinul® -T150, BASF Aktiengesellschaft) and 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft) [combination A], or
N,N-Dimethyldecanamid, 2-(4-N,N-Diethylamino-2-hydroxybenzoyl)-benzoesäure (Uvi- nul®A Plus, BASF Aktiengesellschaft) und Dioctylbutamido-triazon (UV-Sorb-HEB®, 3V Sigma) [Kombination B], oder N,N-Dimethyldecanamid, 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ©-T150, BASF Aktiengesellschaft) und Bis-Ethylhexyloxyphenol-methoxy- phenyltriazin (Anisotriazin oder Tinosorb®S, Ciba-Geigy) [Kombination C], oder N.N-Dimethyldecanamid, Dioctylbutamido-triazon (UV-Sorb-HEB®, 3V Sigma) und Bis- Ethylhexyloxyphenol-methoxyphenyltriazin (Anisotriazine oder Tinosorb®S, Ciba- Geigy) [Kombination D], oderN, N-dimethyldecanamide, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft) and dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma) [ combination B], or N, N-Dimethyldecanamid, 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5-triazine (Uvinul © - T150, BASF Aktiengesellschaft) and bis-ethylhexyloxyphenol-methoxyphenyltriazine (anisotriazine or Tinosorb®S, Ciba-Geigy) [combination C], or N, N-dimethyldecanamide, dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma) and bis-ethylhexyloxyphenol-methoxyphenyltriazine (anisotriazines or Tinosorb®S, Ciba-Geigy) [combination D], or
N,N-Dimethyldecanamid, 2-(4-N,N-Diethylamino-2-hydroxybenzoyl)-benzoesäure (Uvi- nul®A Plus, BASF Aktiengesellschaft), Dioctylbutamido-triazon (UV-Sorb-HEB®, 3V Sigma) und Bis-Ethylhexyloxyphenol-methoxyphenyltriazin (Anisotriazin oder Tino- sorb®S, Ciba-Geigy) [Kombination E], oderN, N-dimethyldecanamide, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft), dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma) and Bis-ethylhexyloxyphenol-methoxyphenyltriazine (anisotriazine or Tinosorb®S, Ciba-Geigy) [combination E], or
N,N-Dimethyldecanamid, 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ©-T150, BASF Aktiengesellschaft), 2-(4-N,N-Diethylamino-2-hydroxybenzoyl)- benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft), und Bis-Ethylhexyloxyphenol- methoxyphenyltriazin (Anisotriazin oder Tinosorb®S, Ciba-Geigy), [Kombination F]N, N-Dimethyldecanamid, 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5-triazine (Uvinul © -T150, BASF Aktiengesellschaft) , 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul®A Plus, BASF Aktiengesellschaft), and bis-ethylhexyloxyphenolmethoxyphenyltriazine (anisotriazine or Tinosorb®S, Ciba-Geigy), [combination F]
In den vorab genannten Kombinationen A-F wirdIn the above combinations A-F is
2-(4-N,N-Diethylamino-2-hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft) in einer Konzentration von 0,1 bis 10%,2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft) in a concentration of 0.1 to 10%,
2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ©-T150, BASF Aktiengesellschaft) in einer Konzentration von 0,1 bis 5%, Bis-Ethylhexyloxyphenol-methoxyphenyltriazin (Anisotriazin oder Tinosorb®S, Ciba- Geigy) in einer Konzentration von 0,1 bis 5%, und2,4,6-tris- [anilino- (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5-triazine (Uvinul © -T150, BASF Aktiengesellschaft) in a concentration of 0, 1 to 5%, bis-ethylhexyloxyphenol-methoxyphenyltriazine (anisotriazine or Tinosorb®S, Ciba-Geigy) in a concentration of 0.1 to 5%, and
Dioctylbutamido-triazon (UV-Sorb-HEB®, 3V Sigma) in einer Konzentration von 0,1 bis 5% Gewichtsprozent bezogen auf das Gesamtgewicht des Dermokosmetikums eingesetzt.Dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma) used in a concentration of 0.1 to 5% by weight based on the total weight of the dermocosmetic.
In einer weiteren Ausführungsform der Erfindung steht die Zahl „n" bei der Verbindung (a) gemäß der allgemeinen Formel I für eine ganze Zahl von 3 bis 1 1 , bevorzugt 4 bis 10, besonders bevorzugt 5 bis 9, am meisten bevorzugt 6 bis 8. In einer darüber hinaus bevorzugten Ausführungsform handelt es sich bei der Verbindung um N1N- Dimethyldecanamid (CAS Nr. 14433-76-2), ganz besonders bevorzugt Spectrasolv DMDA (Jiangsu Feixang Chemicals).In a further embodiment of the invention, the number "n" in the compound (a) according to the general formula I is an integer from 3 to 11, preferably 4 to 10, more preferably 5 to 9, most preferably 6 to 8 . In a further preferred embodiment, the compound is N 1 N- Dimethyldecanamid (CAS no. 14433-76-2), very particularly preferably Spectrasolv DMDA (Jiangsu Feixang Chemicals).
Zusätzlich zu der Kombination der unter (a) und (b) genannten Verbindungen können weitere im UV-Bereich absorbierende Substanzen im Dermokosmetikum vorhanden sein, doch sollen mindestens wirksame Mengen der unter (a) und (b) genannten Verbindungen in den Lichtschutzpräparaten enthalten sein. Unter wirksamen Mengen der unter (a) und (b) genannten Verbindungen werden im allgemeinen jeweils mindestens 1 Gew.-%, bezogen auf die kosmetische Zubereitung, verstanden. Bevorzugt ist die jeweilige Verwendung der schwerlöslichen organischen UV-Filter und der Verbindun- gen gemäß Formel 1 in einer Konzentration von 0,1 bis 20, vorzugsweise 1 bis 15, besonders bevorzugt 1 bis 10 Gew.- % bezogen auf das Gesamtgewicht des Mittels (Gew.-%), wobei die Mengen der unter (a) und (b) genannten Verbindungen nicht gleich sein müssen. Ein weiterer Gegenstand der vorliegenden Erfindung sind die oben beschriebenen Dermokosmetika die zusätzlich mindestens einen weiteren organischen oder anorganischen UV-Filter enthalten.In addition to the combination of the compounds mentioned under (a) and (b), further ultraviolet-absorbing substances may be present in the dermocosmetic, but at least effective amounts of the compounds mentioned under (a) and (b) should be included in the sunscreen preparations. Effective amounts of the compounds mentioned under (a) and (b) are generally understood in each case to be at least 1% by weight, based on the cosmetic preparation. The particular use of the sparingly soluble organic UV filters and the compounds according to formula 1 is preferably in a concentration of 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10% by weight, based on the total weight of the agent ( Wt .-%), wherein the amounts of the compounds mentioned under (a) and (b) need not be equal. Another object of the present invention are the dermocosmetics described above which additionally contain at least one further organic or inorganic UV filter.
Bei den anorganischen UV Filtern sind dabei Titandioxid, Zinkoxid, Eisenoxid, Zirkoni- umoxid und Ceriumoxid besonders bevorzugt, wobei diese einzeln oder in Mischungen vorliegen können.In the case of the inorganic UV filters, titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide are particularly preferred, and these may be present individually or in mixtures.
Besonders bevorzugte Mischungen enthalten Kombinationen aus:Particularly preferred mixtures contain combinations of:
[Kombination A] plus Titandioxid [Kombination G], oder [Kombination B] plus Titandioxid [Kombination H], oder[Combination A] plus titanium dioxide [combination G], or [combination B] plus titanium dioxide [combination H], or
[Kombination C] plus Titandioxid [Kombination I], oder[Combination C] plus titanium dioxide [combination I], or
[Kombination D] plus Titandioxid [Kombination J], oder[Combination D] plus titanium dioxide [combination J], or
[Kombination E] plus Titandioxid [Kombination K], oder[Combination E] plus titanium dioxide [combination K], or
[Kombination F] plus Titandioxid [Kombination L], oder[Combination F] plus titanium dioxide [combination L], or
[Kombination A] plus Zinkoxid [Kombination M], oder[Combination A] plus zinc oxide [combination M], or
[Kombination B] plus Zinkoxid [Kombination N], oder[Combination B] plus zinc oxide [combination N], or
[Kombination C] plus Zinkoxid [Kombination O], oder[Combination C] plus zinc oxide [combination O], or
[Kombination D] plus Zinkoxid [Kombination P], oder [Kombination E] plus Zinkoxid [Kombination Q], oder[Combination D] plus zinc oxide [combination P], or [combination E] plus zinc oxide [combination Q], or
[Kombination F] plus Zinkoxid [Kombination R].[Combination F] plus zinc oxide [combination R].
Bei den organischen UV-Filtern sind die folgenden Substanzen bevorzugt: 4-Aminobenzoesäurederivate, 3-(4'-Trimethylammonium)-Benzyliden-bornan-2-on- methylsulfat-Derivate, 3,3,5- Trimethylcyclohexyl-salicylat-Derivate, 2-Hydroxy-4- methoxybenzophenonderivate, 2-Phenylbenzimidazol-5-sulfonsäure-derivate und Ihre Kalium-, Natrium- u. Triethanolaminsalze, 3,3'-(1 ,4-Phenylendimethin)-bis-(7,7- dimethyl-2-oxobicyclo-[2.2.1]-heptan-1-methansulfonsäure)-Derivate und deren Salze, 1 -(4-tert.butylphenyl)-3-(4methoxyphenyl)propan-1 ,3-dion-Derivate, 3-(4'-Sulfo)- benzyliden-bornan-2-on-Derivate und deren Salze, 2-Cyan-3,3-diphenyl-acrylsäure (2- ethylhexylester)-Derivate, Polymer von N-[2(und 4)-(2-oxoborn-3-ylidenmethyl)benzyl]- acrylamid, 4-Methoxy-zimtsäure-2-ethyl-hexylester-Derivate, Ethoxyliertes Ethyl-4- amino benzoat-Derivate, 4-Methoxy-zimtsäure-isoamylester-Derivate, 2-(2H- benzotriazol-2-yl)-4-methyl-6-(2-methyl-3-(1 ,3,3,3-tetramethyl-1-(trimethylsilyloxy)- disiloxanyl) propyl)phenol-Derivate, 3-(4'-Methylbenzyliden)-DL-campher-Derivate, 3- Benzyliden-campher-Derivate, Salicylsäure-2-ethylhexylester-Derivate, 4-Dimethyl- aminobenzoesäure-2-ethylhexylester-Derivate, 2-Hydroxy-4-methoxy-benzo-phenon-5- sulfonsäure-derivate und deren Natriumsalze, 2,2'-(1 ,4-Phenylen)bis(1 H-benzimidazol- 4,6-disulfonsäure-Derivate), 2,4-Bis[4-(2-ethylhexyl-oxy)-2-hydroxy phenyl]-6-(4- methoxyphenyl)-1 ,3,5-triazin-Derivate, Dimethicodiethylbenzalmalonate-Derivate und 2-(-4-(Diethlyamino)-2-Hydroxylbenzoyl-Benzoesäurehexylester-Derivate, wobei diese einzeln oder in Mischungen vorliegen können. Besonders bevorzugte Mischungen enthalten Kombinationen aus: [Kombination A] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination S], oder [Kombination B] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination T], oder [Kombination C] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination U], oder [Kombination D] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination V], oder [Kombination E] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination W], oder [Kombination F] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination X], oderIn the case of the organic UV filters, the following substances are preferred: 4-aminobenzoic acid derivatives, 3- (4'-trimethylammonium) -benzylidene-bornan-2-one methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives, 2 -Hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium, and the like. Triethanolamine salts, 3,3 '- (1, 4-phenylenedimethine) bis (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, 1- (4 tert-butylphenyl) -3- (4-methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) benzylidene-bornan-2-one derivatives and their salts, 2-cyano-3,3 -diphenyl-acrylic acid (2-ethylhexyl ester) derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] acrylamide, 4-methoxycinnamic acid 2-ethylhexyl ester derivatives , Ethoxylated ethyl 4-aminobenzoate derivatives, 4-methoxycinnamic acid isoamyl ester derivatives, 2- (2H-benzotriazol-2-yl) -4-methyl-6- (2-methyl-3- (1, 3 , 3,3-tetramethyl-1- (trimethylsilyloxy) -dililoxanyl) propyl) phenol derivatives, 3- (4'-methylbenzylidene) -DL-camphor derivatives, 3-benzylidene-camphor derivatives, 2-ethylhexyl salicylate Derivatives, 2-ethylhexyl 4-dimethyl-aminobenzoate derivatives, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid derivatives and their sodium salts, 2,2 ' - (1,4-phenylene) bis (1 H-benzimidazole-4,6-disulfonic acid ure derivatives), 2,4-bis [4- (2-ethylhexyl-oxy) -2-hydroxy-phenyl] -6- (4-methoxyphenyl) -1, 3,5-triazine derivatives, dimethicodiethylbenzalmalonate derivatives and 2 - (- 4- (Diethlyamino) -2-hydroxyl-benzoyl-benzoic acid hexyl ester derivatives, which may be present individually or in mixtures. Particularly preferred blends contain combinations of: [combination A] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination S], or [combination B] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination T], or [combination C] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination U], or [combination D] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination V], or [combination E] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination W], or [combination F ] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination X], or
[Kombination A] plus Avobenzone [Kombination Y], oder [Kombination B] plus Avobenzone [Kombination Z], oder[Combination A] plus Avobenzone [combination Y], or [combination B] plus Avobenzone [combination Z], or
[Kombination C] plus Avobenzone [Kombination A1], oder[Combination C] plus Avobenzone [combination A1], or
[Kombination D] plus Avobenzone [Kombination B1], oder[Combination D] plus Avobenzone [combination B1], or
[Kombination E] plus Avobenzone [Kombination C1], oder[Combination E] plus Avobenzone [combination C1], or
[Kombination F] plus Avobenzone [Kombination D1] (wobei Avobenzone identisch ist mit 4-t-Butyl-4'-methoxy-dibenzoylmethan) oder[Combination F] plus Avobenzone [combination D1] (where Avobenzone is identical to 4-t-butyl-4'-methoxy-dibenzoylmethane) or
[Kombination A] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination E1], oder [Kombination B] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination F1], oder [Kombination C] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination G1], oder [Kombination D] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination H1], oder [Kombination E] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination 11], oder [Kombination F] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination J1].[Combination A] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination E1], or [combination B] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination F1], or [combination C] plus Uvinul® N 539 (BASF Aktiengesellschaft ) [Combination G1], or [combination D] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination H1], or [combination E] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination 11], or [combination F] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination J1].
In einer besonders bevorzugten Ausführungsform der vorliegenden Erfindung enthalten die vorab beschriebenen Dermokosmetika neben mindestens einer Verbindung gemäß Formel I und mindestens einem schwerlöslichen UV-Filter zusätzlich mindestens einen weiteren anorganischen Filter ausgewählt aus der Gruppe enthaltend Titandioxid, Zinkoxid, Eisenoxid, Zirkoniumoxid und Ceriumoxid und einen organischen UV-Filter ausgewählt aus der Gruppe enthaltend 4-Aminobenzoesäurederivate, 3- (4Trimethylammonium)-Benzyliden-bornan-2-on-methylsulfat-Derivate, 3,3,5- Tri- methylcyclohexyl-salicylat-Derivate, 2-Hydroxy-4-methoxybenzophenonderivate, 2- Phenylbenzimidazol-5-sulfonsäure-derivate und Ihre Kalium-, Natrium- u. Triethanola- minsalze, 3,3'-(1 ,4-Phenylendiaethin)-bis-(7,7-dimethyl-2-oxobicyclo-[2.2.1]-heptan-1- methansulfonsäure)-Derivate und deren Salze, 1-(4-tert.butylphenyl)-3-(4-methoxy- phenyl)propan-1 ,3-dion-Derivate, 3-(4'-Sulfo)-benzyliden-bornan-2-on-Derivate und deren Salze, 2-Cyan-3,3-diphenyl-acrylsäure (2-ethylhexylester)-Derivate, Polymer von N-[2(und 4)-(2-oxoborn-3-ylidenmethyl)benzyl]-acrylamid, 4-Methoxy-zimtsäure-2- ethyl-hexylester-Derivate, Ethoxyliertes Ethyl-4-amino benzoat-Derivate, 4-Methoxy- zimtsäure-isoamylester-Derivate, 2-(2H-benzotriazol-2-yl)-4-methyl-6-(2-methyl-3- (1 ,3,3,3-tetramethyl-1-(trimethylsilyloxy)-disiloxanyl) propyl)phenol-Derivate, 3-(4'- Methylbenzyliden)-DL-campher-Derivate, 3-Benzyliden-campher-Derivate, Salicylsäu- re-2-ethylhexylester-Derivate, 4-Dimethyl- aminobenzoesäure-2-ethylhexylester- Derivate,2-Hydroxy-4-methoxy-benzophenon -5-sulfonsäure-derivate und deren Natriumsalz, 2,2'-(1 ,4-Phenylen)bis(1 H-benzimidazol-4,6-disulfonsäure-Derivate, 2,4-Bis[4- (2-ethylhexyl-oxy)-2-hydroxy phenyl]-6-(4-methoxyphenyl)-1 ,3,5-triazen-Derivate, Di- methicodiethylbenzalmalonate-Derivate und 2-(-4-(Diethlyamino)-2-Hydroxylbenzoyl- Benzoesäurehexylester-Derivate.In a particularly preferred embodiment of the present invention, the above-described dermocosmetics additionally contain at least one further inorganic filter selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide and an organic, besides at least one compound according to formula I and at least one sparingly soluble UV filter UV filter selected from the group comprising 4-aminobenzoic acid derivatives, 3- (4-trimethylammonium) -benzyliden-bornan-2-one-methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives, 2-hydroxy-4- methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium, and the like. Triethanolamine salts, 3,3 '- (1,4-phenylenedienethine) bis (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, (4-tert-butylphenyl) -3- (4-methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) -benzylidene-bornan-2-one derivatives and their salts, 2 Cyano-3,3-diphenyl-acrylic acid (2-ethylhexyl ester) derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] -acrylamide, 4-methoxycinnamic acid-2 ethyl hexyl ester derivatives, ethoxylated ethyl 4-amino benzoate derivatives, 4-methoxycinnamic acid isoamyl ester derivatives, 2- (2H-benzotriazol-2-yl) -4-methyl-6- (2-methyl) 3- (1, 3,3,3-tetramethyl-1- (trimethylsilyloxy) -disiloxanyl) propyl) phenol derivatives, 3- (4'-methylbenzylidene) -DL-camphor derivatives, 3-benzylidene-camphor derivatives, Salicylic acid 2-ethylhexyl ester derivatives, 4-dimethylaminobenzoic acid 2-ethylhexyl ester derivatives, 2-hydroxy-4-methoxy-benzophenone-5-sulfonic acid derivatives and their sodium salt, 2,2 ' - (1, 4 Phenylene) bis (1H-benzimidazole-4,6-disulfonic acid acid derivatives, 2,4-bis [4- (2-ethylhexyl-oxy) -2-hydroxyphenyl] -6- (4-methoxyphenyl) -1, 3,5-triazene derivatives, dimethicodiethylbenzalmalonate derivatives and 2 - (- 4- (diethlyamino) -2- Hydroxylbenzoyl-benzoic acid hexyl ester derivatives.
Ganz besonders bevorzugt sind Dermokosmetika die mindestens eine Verbindung gemäß Formel 1 , mindestens einen schwerlöslichen UV-Filter, Titandioxid und/oder Zinkoxid und einen weiteren organischen UV-Filter, ausgewählt aus der Gruppe umfassend 2-Hydroxy-4-methoxybenzophenonderivate, 2-Cyan-3,3-diphenyl-acrylsäure- (2-ethylhexylester)-Derivate und Ethoxylierte-Ethyl-4-amino-benzoat-Derivate enthal- ten.Dermocosmetics are very particularly preferably the at least one compound according to formula 1, at least one sparingly soluble UV filter, titanium dioxide and / or zinc oxide and a further organic UV filter selected from the group consisting of 2-hydroxy-4-methoxybenzophenone derivatives, 2-cyano groups. 3,3-diphenyl-acrylic acid (2-ethylhexyl) derivatives and ethoxylated-ethyl-4-amino-benzoate derivatives.
Besonders bevorzugte Mischungen enthalten Kombinationen aus: [Kombination G] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination K1], oder [Kombination H] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination L1], oder [Kombination I] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination M1], oder [Kombination J] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination N1], oder [Kombination K] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination 01], oder [Kombination L] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination P1], oderParticularly preferred blends contain combinations of: [combination G] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination K1], or [combination H] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination L1], or [combination I] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination M1], or [combination J] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination N1], or [combination K] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination 01], or [combination L ] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination P1], or
[Kombination G] plus Avobenzone [Kombination Q1], oder[Combination G] plus avobenzone [combination Q1], or
[Kombination H] plus Avobenzone [Kombination R1], oder[Combination H] plus Avobenzone [combination R1], or
[Kombination I] plus Avobenzone [Kombination S1], oder[Combination I] plus Avobenzone [combination S1], or
[Kombination J] plus Avobenzone [Kombination T1], oder[Combination J] plus Avobenzone [combination T1], or
[Kombination K] plus Avobenzone [Kombination U1], oder [Kombination L] plus Avobenzone [Kombination V1], oder[Combination K] plus Avobenzone [combination U1], or [combination L] plus Avobenzone [combination V1], or
[Kombination G] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination W1], oder [Kombination H] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination X1], oder [Kombination I] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination Y1], oder [Kombination J] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination Z1], oder [Kombination K] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination A2], oder [Kombination L] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination B2], oder[Combination G] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination W1], or [combination H] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination X1], or [combination I] plus Uvinul® N 539 (BASF Aktiengesellschaft ) [Combination Y1], or [combination J] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination Z1], or [combination K] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination A2], or [combination L] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination B2], or
[Kombination M] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination C2], oder [Kombination N] plus Uvinu® MC80 (BASF Aktiengesellschaft) [Kombination D2], oder[Combination M] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination C2], or [combination N] plus Uvinu® MC80 (BASF Aktiengesellschaft) [combination D2], or
[Kombination O] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination E2], oder[Combination O] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination E2], or
[Kombination P] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination F2], oder[Combination P] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination F2], or
[Kombination Q] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination G2], oder[Combination Q] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination G2], or
[Kombination R] plus Uvinul® MC80 (BASF Aktiengesellschaft) [Kombination H2], oder[Combination R] plus Uvinul® MC80 (BASF Aktiengesellschaft) [combination H2], or
[Kombination M] plus Avobenzone [Kombination 12], oder [Kombination N] plus Avobenzone [Kombination J2], oder [Kombination O] plus Avobenzone [Kombination K2], oder [Kombination P] plus Avobenzone [Kombination L2], oder [Kombination Q] plus Avobenzone [Kombination M2], oder [Kombination R] plus Avobenzone [Kombination N2], oder[Combination M] plus avobenzone [combination 12], or [combination N] plus avobenzone [combination J2], or [combination O] plus avobenzone [combination K2], or [Combination P] plus avobenzone [combination L2], or [combination Q] plus avobenzone [combination M2], or [combination R] plus avobenzone [combination N2], or
[Kombination M] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination 02], oder [Kombination N] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination P2], oder [Kombination O] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination Q2], oder [Kombination P] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination R2], oder [Kombination Q] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination S2], oder [Kombination R] plus Uvinul® N 539 (BASF Aktiengesellschaft) [Kombination T2].[Combination M] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination 02], or [combination N] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination P2], or [combination O] plus Uvinul® N 539 (BASF Aktiengesellschaft ) [Combination Q2], or [combination P] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination R2], or [combination Q] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination S2], or [combination R] plus Uvinul® N 539 (BASF Aktiengesellschaft) [combination T2].
Erfindungsgemäß können die vorab beschriebenen organischen oder anorganischen UV-Filter in mikronisierter Form vorliegen. Beispiele für mikronisierte UV-Filter können den Patentanmeldungen WO-2004085412, US 5,340,567 und US 5,587,148 entnom- men werden. Auf die Inhalte der genannten Patentanmeldungen wird ausdrücklich Bezug genommen.According to the invention, the above-described organic or inorganic UV filters can be present in micronized form. Examples of micronized UV filters can be found in patent applications WO-2004085412, US Pat. No. 5,340,567 and US Pat. No. 5,587,148. The contents of said patent applications are expressly incorporated by reference.
In einer bevorzugten Ausführungsform der Erfindung enthalten die Dermokosmetika die zusätzlichen organischen UV-Filter in einer Konzentration von 0,1 bis 20, vorzugs- weise 1 bis 15, besonders bevorzugt 1 bis 10 Gew.- % bezogen auf das Gesamtgewicht des Mittels.In a preferred embodiment of the invention, the dermocosmetics contain the additional organic UV filters in a concentration of 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10% by weight, based on the total weight of the composition.
In einer bevorzugten Ausführungsform der Erfindung enthalten die Dermokosmetika die zusätzlichen anorganischen UV-Filter in einer Konzentration von 0,1 bis 50, vor- zugsweise 1 bis 25, besonders bevorzugt 1 bis 15 Gew.- % bezogen auf das Gesamtgewicht des Mittels.In a preferred embodiment of the invention, the dermocosmetics contain the additional inorganic UV filters in a concentration of 0.1 to 50, preferably 1 to 25, particularly preferably 1 to 15% by weight, based on the total weight of the agent.
Weitere erfindungsgemäße UV-Filterkombinationen können den Beispielen entnommen werden.Further UV filter combinations according to the invention can be taken from the examples.
Ein weiterer Gegenstand der Erfindung betrifft die Verwendung einer Verbindung gemäß der allgemeinen Formel I in Kombination mit mindestens einem schwerlöslichen organischen UV-Filter in einem Dermokosmetika geeignet zum Schutz der menschlichen Haut oder menschlicher Haare gegen UV-Strahlung.Another object of the invention relates to the use of a compound according to the general formula I in combination with at least one sparingly soluble organic UV filter in a dermocosmetic suitable for protecting the human skin or human hair against UV radiation.
In einer bevorzugten Ausführungsform werden in den erfindungsgemäßen Dermokosmetika Verbindungen gemäß der allgemeinen Formel I verwendet, bei denen die Zahl „n" für eine ganze Zahl von 3 bis 1 1 , bevorzugt 4 bis 10, besonders bevorzugt 5 bis 9, am meisten bevorzugt 6 bis 8. In einer darüber hinaus bevorzugten Ausführungsform handelt es sich bei der Verbindung um N,N-Dimethyldecanamid (CAS Nr. 14433-76-2) (Spectrasolv DMDA; Jiangsu Feixang Chemicals). Ein weiterer bevorzugter Gegenstand der Erfindung betrifft die kombinierte Verwendung einer Verbindung gemäß Formel 1 , bevorzugt N,N-Dimethyldecanamid (Spectra- solv DMDA; Jiangsu Feixang Chemicals), mit einem schwerlöslichen organischen UV- Filter, wobei dieser ein Triazinderivat, Diarylbutadienderivat, Hydroxybenzophenonde- rivat und/oder Methylen bis-Benzotriazolyl Tetramethylbutylphenolderivat ist, in Dermo- kosmetika. Ganz besonders bevorzugt ist dabei Verwendung der bereits oben beschriebenen und als bevorzugt genannten Triazin-, Diarylbutadien-, Hydroxyben- zophenon- und/oder Methylen-bis-Benzotriazolyl-Tetramethylbutyl-phenol-derivate. Ganz besonders bevorzugt sind dabei die Verbindungen 2,4,6-Tris-[anilino-(p-carbo-2'- ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ®-T150, BASF Aktiengesellschaft,) Dioctylbu- tamido-triazon (UV-Sorb-HEB®, 3V Sigma), Bis-Ethylhexyloxyphenol-methoxy- phenyltriazin (Anisotriazine oder Tinosorb®S, Ciba-Geigy), 1 ,1-Dicarboxy(2'2'- dimethyl)-4-4-diphenylbutadien, 2-(4-N,N-Diethylamino-2-hydroxybenzoyl)-benzoe- säure (Uvinul®A Plus, BASF Aktiengesellschaft) und 2,2'-methylenbis[6-(2H- benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl)phenol] (Tinosorb®M, Ciba-Geigy).In a preferred embodiment, compounds according to the general formula I are used in the dermocosmetics according to the invention, in which the number "n" for an integer from 3 to 1 1, preferably 4 to 10, particularly preferably 5 to 9, most preferably 6 to 8. In a further preferred embodiment, the compound is N, N-dimethyldecanamide (CAS No. 14433-76-2) (Spectrasolv DMDA, Jiangsu Feixang Chemicals). A further preferred subject matter of the invention relates to the combined use of a compound according to formula 1, preferably N, N-dimethyldecanamide (Spectrasolv DMDA; Jiangsu Feixang Chemicals), with a sparingly soluble organic UV filter, which comprises a triazine derivative, diarylbutadiene derivative, hydroxybenzophenone derivative. rivat and / or methylene bis-benzotriazolyl tetramethylbutylphenolderivat, in dermo-cosmetics. Very particular preference is given to using the triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-benzotriazolyl-tetramethylbutylphenol derivatives already described above and mentioned as being preferred. 1, 3,5-triazine (Uvinul ®-T150, BASF Aktiengesellschaft - Very particularly preferred are the compounds 2,4,6-tris [anilino ( '- ethyl-1' -hexyloxy p-carbo-2)] are ,) Dioctylbu- tamido-triazone (UV-Sorb-HEB®, 3V Sigma), bis-ethylhexyloxyphenol methoxy--phenyltriazine (Anisotriazine or Tinosorb®S, Ciba-Geigy), 1, 1-dicarboxy (2, 2 '' - dimethyl ) -4-4-diphenyl butadiene, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul®A Plus, BASF Aktiengesellschaft) and 2,2'-methylenebis [6- (2H-benzotriazol -2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol] (Tinosorb®M, Ciba-Geigy).
Eine weitere bevorzugte Ausführungsform betrifft die Verwendung einer Verbindung gemäß Formel 1 , bevorzugt N,N-Dimethyldecanamid (CAS Nr. 14433-76-2) (Spectra- solv DMDA; Jiangsu Feixang Chemicals), mit Mischungen von mindestens zwei der vorstehend genannten schwerlöslichen UV-Filter in Dermokosmetika. Dabei sind besonders bevorzugt die unter den oben aufgeführten Kombinationen [Kombination A bis KombinationT2] angegebenen Mischungen.A further preferred embodiment relates to the use of a compound according to formula 1, preferably N, N-dimethyldecanamide (CAS No. 14433-76-2) (Spectrasolv DMDA, Jiangsu Feixang Chemicals), with mixtures of at least two of the abovementioned sparingly soluble UV Filter in dermocosmetics. In this case, particular preference is given to the mixtures listed under the abovementioned combinations [combination A to combination T 2].
In einer besonders bevorzugten Ausführungsform der vorliegenden Erfindung können die Verbindungen gemäß Formel I, bevorzugt N,N-Dimethyldecanamid (Spectrasolv DMDA; Jiangsu Feixang Chemicals), und die oben genannten schwerlöslichen organischen UV-Filter in zum Schutz der menschlichen Haut oder menschlicher Haare gegen UV-Strahlung geeigneten Dermokosmetika allein oder kombiniert mit weiteren im UV- Bereich absorbierenden Verbindungen angewandt werden, doch sollen mindestens wirksame Mengen der Verbindungen gemäß Formel I, bevorzugt N1N- Dimethyldecanamid, und der oben genannten schwerlöslichen organischen UV-Filter in den Lichtschutzpräparaten enthalten sein. Unter wirksamen Mengen werden im allgemeinen jeweils mindestens 1 Gew.-%, bezogen auf die kosmetische Zubereitung, verstanden. Bevorzugt ist die jeweilige Verwendung in einer Konzentration zwischen 0,1 bis 20, vorzugsweise 1 bis 15, besonders bevorzugt 1 bis 10 Gewichtsprozent (Gew.- %) bezogen auf das Gesamtgewicht des Mittels, wobei die Mengen der Verbindungen gemäß Formel I, bevorzugt N,N-Dimethyldecanamid, und der oben genannten schwerlöslichen organischen UV-Filter nicht gleich sein müssen.In a particularly preferred embodiment of the present invention, the compounds according to formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA; Jiangsu Feixang Chemicals), and the above-mentioned poorly soluble organic UV filters can be used to protect human skin or human hair against UV Radiation suitable dermocosmetics alone or combined with other absorbing in the UV range compounds, but at least effective amounts of the compounds of formula I, preferably N 1 N-dimethyldecanamide, and the above-mentioned poorly soluble organic UV filter should be included in the sunscreen preparations , Effective amounts are generally understood as meaning in each case at least 1% by weight, based on the cosmetic preparation. Preferably, the particular use in a concentration between 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10 weight percent (% by weight) based on the total weight of the composition, wherein the amounts of the compounds according to formula I, preferably N , N-dimethyldecanamide, and the above sparingly soluble organic UV filter need not be the same.
Ein weiterer Gegenstand der vorliegenden Erfindung ist die kombinierte Verwendung der Verbindungen gemäß Formel I, bevorzugt N,N-Dimethyldecanamid (Spectrasolv DMDA; Jiangsu Feixang Chemicals), und der oben genannten schwerlöslichen organischen UV-Filter in Dermokosmetika mit mindestens einem weiteren organischen oder anorganischen UV-Filter. Bei den anorganischen UV Filtern sind dabei bevorzugt Ti- tandioxid, Zinkoxid, Eisenoxid, Zirkoniumoxid und Ceriumoxid, besonders bevorzugt Titandioxid und Zinkoxid, wobei alle genannten Metalloxide einzeln oder in Mischungen vorliegen können. Bei den organischen UV Filtern ist die Verwendung von UV-Filter ausgewählt aus der Gruppe enthaltend 4-Aminobenzoesäurederivate, 3- (4Trimethylammonium)-Benzyliden-bornan-2-on- methylsulfat-Derivate, 3,3,5- Trimethylcyclohexyl-salicylat-Derivate, 2-Hydroxy-4- methoxybenzophenonderivate, 2-Phenylbenzimidazol-5-sulfonsäure-derivate und Ihre Kalium-, Natrium- u. Triethanolaminsalze, 3,3'-(1 ,4-Phenylendiaethin)-bis-(7,7- dimethyl-2-oxobicyclo-[2.2.1]-heptan-1-methansulfonsäure)-Derivate und deren Salze, 1-(4-tert.Butylphenyl)-3-(4methoxyphenyl)propan-1 ,3-dion-Derivate, 3-(4'-Sulfo)- benzyliden-bornan-2-on-Derivate und deren Salze, 2-Cyan-3,3-diphenyl-acrylsäure (2- ethylhexylester)-Derivate, Polymer von N-[2(und 4)-(2-oxoborn-3-ylidenmethyl)benzyl]- acrylamid, 4-Methoxy-zimtsäure-2-ethyl-hexylester-Derivate, Ethoxyliertes Ethyl-4- amino benzoat-Derivate, 4-Methoxy-zimtsäure-isoamylester-Derivate, 2-(2H- benzotriazol-2-yl)-4-methyl-6-(2-methyl-3-(1 ,3,3,3-tetramethyl-1 -(trimethylsilyloxy)- disiloxanyl) propyl)phenol-Derivate, 3-(4'-Methylbenzyliden)-DL-campher-Derivate, 3- Benzyliden-campher-Derivate, Salicylsäure-2-ethylhexylester-Derivate, 4-Dimethyl- aminobenzoesäure-2-ethylhexylester-Derivate, 2-Hydroxy-4-methoxy-benzo-phenon-5- sulfonsäure-derivate und deren Natriumsalze, 2,2'-(1 ,4-Phenylen)bis(1 H-benzimidazol- 4,6-disulfonsäure-Derivate, 2,4-Bis[4-(2-ethylhexyl-oxy)-2-hydroxy phenyl]-6-(4- methoxyphenyl)-1 ,3,5-triazen-Derivate, Dimethicodiethylbenzalmalonate-Derivate und 2-(-4-(Diethlyamino)-2-Hydroxylbenzoyl-Benzoesäurehexylester-Derivate bevorzugt.Another object of the present invention is the combined use of the compounds of formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA, Jiangsu Feixang Chemicals), and the above poorly soluble organic UV filter in dermocosmetics with at least one other organic or inorganic UV -Filter. In the case of the inorganic UV filters, preference is given to tandioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide, particularly preferably titanium dioxide and zinc oxide, all of the metal oxides mentioned being able to be present individually or in mixtures. In the case of the organic UV filters, the use of UV filters is selected from the group comprising 4-aminobenzoic acid derivatives, 3- (4-trimethylammonium) -benzylidene-bornan-2-one methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives , 2-hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium, and the like. Triethanolamine salts, 3,3 '- (1, 4-phenylenediaethyne) bis (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, 1- (4 tert-butylphenyl) -3- (4-methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) benzylidene-bornan-2-one derivatives and their salts, 2-cyano-3,3 -diphenyl-acrylic acid (2-ethylhexyl ester) derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] acrylamide, 4-methoxycinnamic acid 2-ethylhexyl ester derivatives , Ethoxylated ethyl 4-aminobenzoate derivatives, 4-methoxycinnamic acid isoamyl ester derivatives, 2- (2H-benzotriazol-2-yl) -4-methyl-6- (2-methyl-3- (1, 3 , 3,3-tetramethyl-1 - (trimethylsilyloxy) -dililoxanyl) propyl) phenol derivatives, 3- (4'-methylbenzylidene) -DL-camphor derivatives, 3-benzylidene-camphor derivatives, 2-ethylhexyl salicylate Derivatives, 2-ethylhexyl 4-dimethyl-aminobenzoate derivatives, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid derivatives and their sodium salts, 2,2 ' - (1,4-phenylene) bis (1 H-benzimidazole-4,6-disulfonic acid ure derivatives, 2,4-bis [4- (2-ethylhexyl-oxy) -2-hydroxy-phenyl] -6- (4-methoxyphenyl) -1, 3,5-triazene derivatives, dimethicodiethylbenzalmalonate derivatives and 2- (-4- (diethlyamino) -2-hydroxybenzoyl-benzoic acid hexyl ester derivatives are preferred.
In einer bevorzugten Ausführungsform der Erfindung enthalten die Dermokosmetika die zusätzlichen organischen UV-Filter in einer Konzentration von 0,1 bis 20, vorzugsweise 1 bis 15, besonders bevorzugt 1 bis 10 Gew.- % bezogen auf das Gesamtgewicht des Mittels.In a preferred embodiment of the invention, the dermocosmetics contain the additional organic UV filters in a concentration of 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10% by weight, based on the total weight of the agent.
In einer bevorzugten Ausführungsform der Erfindung enthalten die Dermokosmetika die zusätzlichen anorganischen UV-Filter in einer Konzentration von 0,1 bis 50, vorzugsweise 1 bis 25, besonders bevorzugt 1 bis 15 Gew.- % bezogen auf das Gesamtgewicht des Mittels.In a preferred embodiment of the invention, the dermocosmetics contain the additional inorganic UV filters in a concentration of 0.1 to 50, preferably 1 to 25, particularly preferably 1 to 15% by weight, based on the total weight of the agent.
In einer ferner bevorzugten Ausführungsform der vorliegenden Erfindung werden als Inhaltstoffe der vorab beschriebenen Dermokosmetika neben mindestens einer Verbindung gemäß Formel 1 , bevorzugt N,N-Dimethyldecanamid (Spectrasolv DMDA; Jiangsu Feixang Chemicals), und mindestens einem schwerlöslichen UV-Filter, zusätzlich mindestens ein weiterer anorganischer Filter ausgewählt aus der Gruppe enthaltend Titandioxid, Zinkoxid, Eisenoxid, Zirkoniumoxid und Ceriumoxid und ein organi- scher UV-Filter ausgewählt aus der Gruppe enthaltend 4-Aminobenzoesäurederivate, 3-(4Trimethylammonium)-Benzyliden-bornan-2-on-methylsulfat-Derivate, 3,3,5- Tri- methylcyclohexyl-salicylat-Derivate, 2-Hydroxy-4-methoxybenzophenonderivate, 2- Phenylbenzimidazol-5-sulfonsäure-derivate und Ihre Kalium-, Natrium- u. Triethanola- minsalze, 3,3'-(1 ,4-Phenylendiaethin)-bis-(7,7-dimethyl-2-oxobicyclo-[2.2.1]-heptan-1- methansulfonsäure)-Derivate und Ihre Salze, 1-(4-tert.Butylphenyl)-3-In a further preferred embodiment of the present invention, in addition to at least one compound according to formula 1, preferably N, N-dimethyldecanamide (Spectrasolv DMDA, Jiangsu Feixang Chemicals), and at least one sparingly soluble UV filter, as ingredients of the above-described dermocosmetics additionally at least one further inorganic filter selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide and an organic UV filter selected from the group consisting of 4-aminobenzoic acid derivatives, 3- (4-trimethylammonium) -benzyliden-bornan-2-one methylsulfate derivatives , 3,3,5-trimethylcyclohexyl salicylate derivatives, 2-hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium, and the like. triethanolamine min salts, 3,3 '- (1,4-phenylenediaethyne) bis- (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, 1- (4 -tert.Butylphenyl) -3-
(4methoxyphenyl)propan-1 ,3-dion-Derivate, 3-(4'-Sulfo)-benzyliden-bornan-2-on-(4-methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) -benzylidene-bornan-2-one
Derivate und seine Salze, 2-Cyan-3,3-diphenyl-acrylsäure (2-ethylhexylester)-Derivate, Polymer von N-[2(und 4)-(2-oxoborn-3-ylidenmethyl)benzyl]-acrylamid, 4-Methoxy- zimtsäure-2-ethyl-hexylester-Derivate, Ethoxyliertes Ethyl-4-amino benzoat-Derivate, 4-Methoxy-zimtsäure-isoamylester-Derivate, 2-(2H-benzotriazol-2-yl)-4-methyl-6-(2- methyl-3-(1 ,3,3,3-tetramethyl-1 -(trimethylsilyloxy)-disiloxanyl) propyl)phenol-Derivate, 3-(4'-Methylbenzyliden)-DL-campher-Derivate, 3-Benzyliden-campher-Derivate, SaIi- cylsäure-2-ethylhexylester-Derivate, 4-Dimethyl- aminobenzoesäure-2-ethylhexylester- Derivate,2-Hydroxy-4-methoxy-benzophenon -5-sulfonsäure-derivate und das Natriumsalz, 2,2'-(1 ,4-Phenylen)bis(1 H-benzimidazol-4,6-disulfonsäure-Derivate, 2,4-Bis[4-(2- ethylhexyl-oxy)-2-hydroxy phenyl]-6-(4-methoxyphenyl)-1 ,3,5-triazen-Derivate, Di- methicodiethylbenzalmalonate-Derivate und 2-(-4-(Diethlyamino)-2-Hydroxylbenzoyl- Benzoesäurehexylester-Derivate verwendet. Ganz besonders bevorzugt ist die Verwendung von N,N-Dimethyldecanamid mit mindestens einen schwerlöslichen UV-Filter, bevorzugt Triazin-, Diarylbutadien-, Hydroxybenzophenon- und/oder Methylen-bis- Benzotriazolyl-Tetramethylbutyl-phenol-derivaten, besonders bevorzugt 2,4,6-Tris- [anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ®-T150, BASF Aktienge- Seilschaft,) Dioctylbutamido-triazon (UV-Sorb-HEB®, 3V Sigma), Bis- Ethylhexyloxyphenol-methoxyphenyltriazin (Anisotriazine oder Tinosorb®S, Ciba- Geigy), 1 ,1-Dicarboxy(2'2'-dimethyl)-4-4-diphenylbutadien, 2-(4-N,N-Diethylamino-2- hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft) und 2,2 - methylenbis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl) phenol] (Tinosorb®M, Ciba-Geigy), ganz besonders bevorzugt 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '- hexyloxy)]-1 ,3,5-triazin (Uvinul ©-T150, BASF Aktiengesellschaft) und 2-(4-N1N- Diethylamino-2-hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft), und Titandioxid und/oder Zinkoxid und mindestens einem weiteren organischen UV-Filter aus der Gruppe 2-Hydroxy-4-methoxybenzophenonderivate, 2-Cyan- 3,3-diphenyl-acrylsäure-(2-ethylhexylester)-Derivate und Ethoxylierte-Ethyl-4-amino- benzoat-Derivate.Derivatives and its salts, 2-cyano-3,3-diphenyl-acrylic acid (2-ethylhexyl ester) derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] -acrylamide, 4 2-ethyl hexyl methoxy cinnamate derivatives, ethoxylated ethyl 4-amino benzoate derivatives, 4-methoxycinnamic acid isoamyl ester derivatives, 2- (2H-benzotriazol-2-yl) -4-methyl-6 (2-methyl-3- (1,3,3,3-tetramethyl-1- (trimethylsilyloxy) disiloxanyl) propyl) phenol derivatives, 3- (4'-methylbenzylidene) -DL-camphor derivatives, Benzylidene-camphor derivatives, 2-ethylhexyl salicylate derivatives, 2-ethylhexyl 4-dimethylaminobenzoate derivatives, 2-hydroxy-4-methoxy-benzophenone-5-sulfonic acid derivatives and the sodium salt, 2,2 ' - (1,4-phenylene) bis (1H-benzimidazole-4,6-disulfonic acid derivatives, 2,4-bis [4- (2-ethylhexyl-oxy) -2-hydroxy-phenyl] -6- (4 -methoxyphenyl) -1, 3,5-triazene derivatives, dimethicodiethylbenzalmalonate derivatives and 2 - (- 4- (diethlyamino) -2-hydroxylbenzoyl-benzoic acid hexyl ester derivatives are used The use of N, N-dimethyldecanamide with at least one sparingly soluble UV filter, preferably triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-benzotriazolyl-tetramethylbutylphenol derivatives, particularly preferably 2,4,6- tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5-triazine (Uvinul ®-T150, BASF Aktienge- roped,) Dioctylbutamido-triazone (UV-Sorb-HEB ®, 3V Sigma), bis-ethylhexyloxyphenol methoxyphenyltriazin (Anisotriazine or Tinosorb®S, Ciba-Geigy), 1, 1-dicarboxy (2 '2' -dimethyl) -4-4-diphenyl butadiene, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul® A Plus, BASF Aktiengesellschaft) and 2,2-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl ) phenol] (Tinosorb®M, Ciba-Geigy), very particularly preferably 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' - hexyloxy)] - 1, 3,5- triazine (Uvinul © -T150, BASF Aktiengesellschaft) and 2- (4-N 1 N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul®A Plus, BASF Aktiengesellschaft nite), and titanium dioxide and / or zinc oxide and at least one further organic UV filter from the group consisting of 2-hydroxy-4-methoxybenzophenone derivatives, 2-cyano-3,3-diphenyl-2-ethylhexyl acrylate derivatives and ethoxylated Ethyl 4-aminobenzoate derivatives.
In einer anderen Ausführungsform der Erfindung können die vorab beschriebenen organischen oder anorganischen UV-Filter in mikronisierter Form verwendet werden.In another embodiment of the invention, the previously described organic or inorganic UV filters can be used in micronized form.
Ein weiterer Gegenstand der Erfindung ist die Verwendung einer Verbindung gemäß der allgemeinen Formel I, bevorzugt N,N-Dimethyldecanamid (Spectrasolv DMDA; Jiangsu Feixang Chemicals), zur Vermeidung der Rekristallisation schwerlöslicher organischer UV-Filter, bevorzugt Triazin-, Diarylbutadien-, Hydroxybenzophenon- und/oder Methylen-bis-Benzotriazolyl-Tetra-methylbutyl-phenol-derivate, besonders bevorzugt 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ®- T150, BASF Aktiengesellschaft,) Dioctylbutamido-triazon (UV-Sorb-HEB®, 3V Sigma), Bis-Ethylhexyloxyphenol-methoxyphenyltriazin (Anisotriazine oder Tinosorb®S, Ciba- Geigy), 1 ,1-Dicarboxy(2'2'-dimethyl)-4-4-diphenylbutadien, 2-(4-N,N-Diethylamino-2- hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft) und 2,2 - methylenbis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl) phenol] (Tinosorb®M, Ciba-Geigy), ganz besonders bevorzugt 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '- hexyloxy)]-1 ,3,5-triazin (Uvinul ®-T150, BASF Aktiengesellschaft) und 2-(4-N1N- Diethylamino-2-hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft) in Dermokosmetika geeignet zum Schutz vor UV-Strahlung.Another object of the invention is the use of a compound according to the general formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA; Jiangsu Feixang Chemicals), to avoid the recrystallization of poorly soluble organic UV filters, preferably triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-benzotriazolyl-tetra-methylbutyl-phenol derivatives, particularly preferred 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3 , 5-triazine (Uvinul®-T150, BASF Aktiengesellschaft,) dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma), bis-ethylhexyloxyphenol-methoxyphenyltriazine (anisotriazines or Tinosorb®S, Ciba) Geigy), 1, 1-dicarboxy (2 '2' -dimethyl) -4-4-diphenyl butadiene, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul®A Plus, BASF Aktiengesellschaft) and 2,2-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol] (Tinosorb®M, Ciba-Geigy), very particularly preferably 2,4, 6-tris [anilino (p-carbo-2 '-ethyl-1' - hexyloxy)] - 1, 3,5-triazine (Uvinul ®-T150, BASF Aktiengesellschaft) and 2- (4-N 1 N- Diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul®A Plus, BASF Aktiengesellschaft) in dermocosmetics suitable for protection against UV radiation.
In einer bevorzugten Ausführungsform erfolgt die Verwendung einer Verbindung ge- maß der allgemeinen Formel I, bevorzugt N,N-Dimethyldecanamid (Spectrasolv DMDA; Jiangsu Feixang Chemicals), zur Vermeidung der Rekristallisation schwerlöslicher organischer UV-Filter in einer Konzentration zwischen 1 und 50, vorzugsweise von 5 bis 45, besonders bevorzugt von 10 bis 40, ganz besonders bevorzugt von 15 bis 35, insbesondere von 20 bis 30 Gew.- % bezogen auf das Gesamtgewicht des Dermoksometikums verwendet.In a preferred embodiment, the use of a compound GE measured the general formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA, Jiangsu Feixang Chemicals), to avoid the recrystallization of sparingly soluble organic UV filter in a concentration between 1 and 50, preferably from 5 to 45, more preferably from 10 to 40, most preferably from 15 to 35, especially from 20 to 30% by weight based on the total weight of Dermoksometikums used.
Ein weiterer Gegenstand der Erfindung ist die Verwendung einer Verbindung gemäß der allgemeinen Formel I, bevorzugt N,N-Dimethyldecanamid (Spectrasolv DMDA; Jiangsu Feixang Chemicals), zur Steigerung des Sonnenschutzfaktors eines zum Schutz der Haut vor UV-Strahlung geeigneten Dermoksometikums in einer Konzentration zwischen 0,1 bis 20, vorzugsweise 1 bis 15, besonders bevorzugt 1 bis 10 Gew.- % bezogen auf das Gesamtgewicht des Dermoksometikums wobei.Another object of the invention is the use of a compound according to the general formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA, Jiangsu Feixang Chemicals), to increase the sun protection factor of a dermatogenetic suitable for protecting the skin from UV radiation Dermoksometikums in a concentration between 0.1 to 20, preferably 1 to 15, particularly preferably 1 to 10% by weight based on the total weight of Dermoksometikums wherein.
Die Erfindung betrifft ferner die Verwendung einer Verbindung der allgemeinen Formel I, bevorzugt N,N-Dimethyldecanamid (Spectrasolv DMDA; Jiangsu Feixang Chemicals), zur Steigerung der Löslichkeit von organischen UV-Filter ausgewählt aus der Gruppe enthaltend Triazin-, Diarylbutadien-, Hydroxybenzophenon- und/oder Methy- len-bis-Benzotriazolyl-Tetramethylbutyl-phenol-derivate, besonders bevorzugt 2,4,6- Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin (Uvinul ©-T150, BASF Aktien- gesellschaft,) Dioctylbutamido-triazon (UV-Sorb-HEB®, 3V Sigma), Bis- Ethylhexyloxyphenol-methoxyphenyltriazin (Anisotriazine oder Tinosorb®S, Ciba- Geigy), 1 ,1-Dicarboxy(2'2'-dimethyl)-4-4-diphenylbutadien, 2-(4-N,N-Diethylamino-2- hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft) und 2,2 - methylenbis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl) phenol] (Tinosorb®M, Ciba-Geigy), ganz besonders bevorzugt 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '- hexyloxy)]-1 ,3,5-triazin (Uvinul ©-T150, BASF Aktiengesellschaft) und 2-(4-N1N- Diethylamino-2-hydroxybenzoyl)-benzoesäure (Uvinul®A Plus, BASF Aktiengesellschaft) in einer isolierten Ölkomponente oder in mindestens einer Ölphase eines dispersen Zwei- oder Mehrphasensystems, welches zusätzlich eine oder mehrere Wasserphasen enthalten kann.The invention further relates to the use of a compound of the general formula I, preferably N, N-dimethyldecanamide (Spectrasolv DMDA; Jiangsu Feixang Chemicals), for increasing the solubility of organic UV filters selected from the group comprising triazine, diarylbutadiene, hydroxybenzophenone and / or methylene-bis-len benzotriazolyl tetramethylbutyl-phenol derivatives, particularly preferred 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3 , 5-triazine (Uvinul® -T150, BASF Aktiengesellschaft,) dioctylbutamido-triazone (UV-Sorb-HEB®, 3V Sigma), bis-ethylhexyloxyphenol-methoxyphenyltriazine (anisotriazines or Tinosorb®S, Ciba-Geigy), 1, 1-dicarboxy (2 '2' -dimethyl) -4-4-diphenyl butadiene, 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul®A Plus, BASF Aktiengesellschaft) and 2.2 - methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol] (Tinosorb®M, Ciba-Geigy), most preferably 2,4,6-tris [ anilino- (p-carbo-2 '-ethyl-1' - hexyloxy)] - 1, 3,5-triazine (Uvinul © -T150, BASF Aktiengesellschaft) and 2- (4-N 1 N-diethylamino-2-hydroxybenzoyl) benzoic acid (Uvinul®A Plus, BASF Aktiengesellschaft) in an isolated Oil component or in at least one oil phase of a dispersed two- or multi-phase system, which may additionally contain one or more water phases.
Bei erfindungsgemäßer Verwendung haben die vorstehend genannten UV-Filter eine gesteigerte Löslichkeit in entweder einer isolierten Ölkomponente oder in mindestens einer Ölphase eines dispersen Zwei- oder Mehrphasensystems, welches zusätzlich eine oder mehrere Wasserphasen enthalten kann, im Vergleich zu den genannten Öl- systemen die keine Verbindung der allgemeinen Formel I, bevorzugt N1N- Dimethyldecanamid, enthalten. Es ist erfindungsgemäß bevorzugt, als Basis für die Zubereitung von erfindungsgemäßen Dermokosmetika Emulsionen vom Typ O/W, W/O, W/O/W, W/Si oder O/W/O zu verwenden.When used according to the invention, the UV filters mentioned above have an increased solubility in either an isolated oil component or in at least one an oil phase of a disperse two-phase or multiphase system which may contain one or more water phases in addition that no connection systems of the general formula I in comparison with the abovementioned oil, preferably N 1 N- Dimethyldecanamid contain. It is preferred according to the invention to use emulsions of the O / W, W / O, W / O / W, W / Si or O / W / O type as the basis for the preparation of dermocosmetics according to the invention.
Die Lichtschutzmittel enthaltenden kosmetischen und pharmazeutischen Zubereitungen sind in der Regel auf der Basis eines Trägers, der mindestens eine Ölphase ent- hält aufgebaut. Es sind aber auch Zubereitungen allein auf wässriger Basis bei Verwendung von Verbindungen mit hydrophilen Substituenten möglich. Demgemäß kommen Öle, Öl-in-Wasser- und Wasser-in-ÖI-Emulsionen, Cremes und Pasten, Lippen- schutzstiftmassen oder fettfreie Gele in Betracht.The sunscreen-containing cosmetic and pharmaceutical preparations are generally based on a carrier which contains at least one oil phase. However, preparations based on water alone are also possible when using compounds having hydrophilic substituents. Accordingly, oils, oil-in-water and water-in-oil emulsions, creams and pastes, lip balm sticks or fat-free gels are contemplated.
Als Emulsionen kommen u.a. auch O/W-Makroemulsionen, O/W-Mikroemulsionen oder O/W/O-Emulsionen in Frage, wobei die Emulsionen durch Phaseninversionstechnologie, gemäß DE-A-197 26 121 erhältlich sind.As emulsions u.a. also O / W macroemulsions, O / W microemulsions or O / W / O emulsions in question, wherein the emulsions by phase inversion technology, according to DE-A-197 26 121 are available.
Übliche kosmetische Hilfsstoffe, die als Zusätze in Betracht kommen können, sind z.B. Co-Emulgatoren, Fette und Wachse, Stabilisatoren, Verdickungsmittel, biogene Wirkstoffe, Filmbildner, Duftstoffe, Farbstoffe, Perlglanzmittel, Konservierungsmittel, Pigmente, Elektrolyt^ (z.B. Magnesiumsulfat) und pH-Regulatoren. Als Co-Emulgatoren kommen vorzugsweise bekannte W/O- und daneben auch O/W-Emulgatoren wie etwa Polyglycerinester, Sorbitanester oder teilveresterte Glyceride in Betracht. Typische Beispiele für Fette sind Glyceride; als Wachse sind u.a. Bienenwachs, Paraffinwachs oder Mikrowachse gegebenenfalls in Kombination mit hydrophilen Wachsen zu nennen. Als Stabilisatoren können Metallsalze von Fettsäuren wie z.B. Magnesium-, Aluminium- und/oder Zinkstearat eingesetzt werden. Geeignete Verdickungsmittel sind beispielsweise vernetzte Polyacrylsäuren und deren Derivate, Polysaccharide, insbe- sondere Xanthan-Gum, Guar-Guar, Agar-Agar, Alginate und Tylosen, Carboxy- methylcellulose und Hydroxyethylcellulose, ferner Fettalkohole, Monoglyceride und Fettsäuren, Polycrylate, Polyvinylalkohol und Polyvinylpyrrolidon. Unter biogenen Wirkstoffen sind beispielsweise Pflanzenextrakte, Eiweißhydrolysate und Vitaminkomplexe zu verstehen. Gebräuchliche Filmbildner sind beispielsweise Hydrocolloide wie Chitosan, mikrokristallines Chitosan oder quaterniertes Chitosan, Polyvinylpyrrolidon, Vinylpyrrolidon-Vinylacetat-Copolymerisate, Polymere der Acrylsäurereihe, quaternäre Cellulose-Derivate und ähnliche Verbindungen. Als Konservierungsmittel eignen sich beispielsweise Formaldehydlösung, p-Hydroxybenzoat oder Sorbinsäure. Als Perlglanzmittel kommen beispielsweise Glycoldistearinsäureester wie Ethylenglycoldistea- rat, aber auch Fettsäuren und Fettsäuremonoglycolester in Betracht. Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, veröffentlicht im Verlag Chemie, Weinheim, 1984, zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentration von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt.Typical cosmetic auxiliaries which may be considered as additives are, for example, co-emulsifiers, fats and waxes, stabilizers, thickeners, biogenic active ingredients, film formers, fragrances, dyes, pearlescing agents, preservatives, pigments, electrolyte (eg magnesium sulfate) and pH. regulators. Suitable coemulsifiers are preferably known W / O and also O / W emulsifiers, such as polyglycerol esters, sorbitan esters or partially esterified glycerides. Typical examples of fats are glycerides; Beeswax, paraffin wax or microwaxes, optionally in combination with hydrophilic waxes, may be mentioned as waxes. As stabilizers metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate can be used. Suitable thickeners are, for example, crosslinked polyacrylic acids and their derivatives, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethylcellulose and hydroxyethylcellulose, furthermore fatty alcohols, monoglycerides and fatty acids, polyacrylates, polyvinyl alcohol and polyvinylpyrrolidone. Biogenic active ingredients are, for example, plant extracts, protein hydrolysates and vitamin complexes. Typical film formers are, for example, hydrocolloids such as chitosan, microcrystalline chitosan or quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds. Suitable preservatives are, for example, formaldehyde solution, p-hydroxybenzoate or sorbic acid. Suitable pearlescing agents are, for example, glycol distearate esters, such as ethylene glycol distearate, but also fatty acids and fatty acid monoglycol esters. Dyes which may be used are those which are suitable and approved for cosmetic purposes, as described, for example, in the publication "Kosmetische Färbemittel" of the Dye Commission of the Deutsche Forschungsgemeinschaft, published in Verlag Chemie, Weinheim, 1984, are compiled. These dyes are usually used in concentrations of 0.001 to 0.1 wt .-%, based on the total mixture.
Ein zusätzlicher Gehalt an Antioxidantien ist im allgemeinen bevorzugt. So können als günstige Antioxidantien alle für kosmetische und/oder dermatologische Anwendungen geeigneten oder gebräuchlichen Antioxidantien verwendet werden.An additional content of antioxidants is generally preferred. Thus, all antioxidants which are suitable or customary for cosmetic and / or dermatological applications can be used as favorable antioxidants.
Vorteilhafterweise werden die Antioxidantien gewählt aus der Gruppe, bestehend aus Aminosäuren (z.B. Glycin, Histidin, Tyrosin, Tryptophan) und deren Derivate, Imidazole (z.B. Urocaninsäure) und deren Derivate, Peptide wie D,L-Carnosin, D-Carnosin, L- Carnosin und deren Derivate (z.B. Anserin), Carotinoide, Carotine (z.B. ß-Carotin, Ly- copin) und deren Derivate, Chlorogensäure und deren Derivate, Liponsäure und deren Derivate (z.B. Dihydroliponsäure), Aurothioglucose, Propylthiouracil und andere Thiole (z.B. Thiorodoxin, Glutathion, Cystein, Cystin, Cystamin und deren Glycosyl-, N-Acetyl-, Methyl-, Ethyl-, Propyl-, Amyl-, Butyl-, und Lauryl-, Palmitoyl-, Oleyl-, α- Linoleyl-, Cholesteryl- und Glycerylester) sowie deren Salze, Dilaurylthiodipropionat, Distearylthiodipropionat, Thiodipropionsäure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sulfoximinverbindungen (z.B. Buthio- ninsulfoximine, Homocysteinsulfoximine, Buthioninsulfone, Penta-, Hexa-, Heptathio- ninsulfoximin) in sehr geringen verträglichen Dosierungen (z.B. pmol bis μmol/kg), ferner (Metall)-Chelatoren (z.B. α-Hydroxyfettsäuren, Palmitinsäure, Phytinsäure, Lacto- ferrin), α-Hydroxysäuren (z.B. Citronensäure, Milchsäure, Apfelsäure), Huminsäure, Gallensäure, Gallenextrakte, Biliburin, Biliverdin, EDTA und deren Derivate, ungesättig- te Fettsäuren und deren Derivate (z.B. γ-Linolensäure, Linolsäure, Ölsäure), Folsäure und deren Derivate, Ubichinon und Ubichinol und deren Derivate, Vitamin C und deren Derivate (z.B. Ascorbylpalmitat, Mg-Ascorbylphosphat, Ascorbylacetat), Tocopherol und Derivate (z.B. Vitamin-E-Acetat, Tocotrienol), Vitamin A und Derivate (Vitamin-A- Palmitat) sowie Koniferylbenzoat des Benzoeharzes, Rutinsäure und deren Derivate, α-Glycosylrutin, Ferulasäure, Furfurylidenglucitol, Carnosin, Butylhydroxytoluol, Butyl- hydroxyanisol, Nordihydroguajakharzsäure, Nordihydroguajaretsäure, Trihydroxybuty- rophenon, Harnsäure und deren Derivate, Mannose und deren Derivate, Zink und dessen Derivate (z.B. ZnO, ZnSO4), Selen und dessen Derivate (z.B. Selenmethionin), Stilbene und deren Derivate (z.B. Stilbenoxid, Trans-Stilbenoxid).Advantageously, the antioxidants are selected from the group consisting of amino acids (eg, glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg, urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (eg anserine), carotenoids, carotenes (eg .beta.-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and derivatives thereof (eg dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (eg thiorodoxin, glutathione , Cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl, and lauryl, palmitoyl, oleyl, α-linoleyl, cholesteryl and glyceryl esters ) as well as their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and its derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (eg buthinine sulfoximines, homocysteine sulfoximines, buthionine sulfones, penta, hexa -, Heptathio- ninsulfoximin) in very low tolerated dosages (eg pmol to μmol / kg), furthermore (metal) chelators (eg α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (eg citric acid, lactic acid, Malic acid), humic acid, bile acids, bile extracts, biliburin, biliverdin, EDTA and their derivatives, unsaturated fatty acids and their derivatives (eg γ-linolenic acid, linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and their derivatives (eg, ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherol and derivatives (eg, vitamin E acetate, tocotrienol), vitamin A and derivatives (vitamin A palmitate), as well as coniferyl benzoate of benzoin, rutinic acid and derivatives thereof, α Glycosylrutin, ferulic acid, furfurylidene glucitol, carnosine, butylhydroxytoluene, butylhydroxyanisole, nordihydroguaiacetic acid, nordihydroguiaretic acid, trihydroxybuty- rophenone, uric acid and their derivatives ate, mannose and their derivatives, zinc and its derivatives (eg ZnO, ZnSO 4 ), selenium and its derivatives (eg selenium methionine), stilbenes and their derivatives (eg stilbene oxide, trans-stilbene oxide).
Die Menge der vorgenannten Antioxidantien (eine oder mehrere Verbindungen) in den Zubereitungen beträgt vorzugsweise 0,001 bis 30 Gew.-%, besonders bevorzugt 0,05 bis 20 Gew.-%, insbesondere 1 bis 10 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung.The amount of the aforementioned antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30 wt .-%, particularly preferably 0.05 to 20 wt .-%, in particular 1 to 10 wt .-%, based on the total weight of Preparation.
Sofern Vitamin E und/oder dessen Derivate das oder die Antioxidantien darstellen, ist es vorteilhaft, deren jeweilige Konzentration aus dem Bereich von 0,001 bis 10 Gew.- %, bezogen auf das Gesamtgewicht der Formulierung, zu wählen.If vitamin E and / or its derivatives represent the antioxidant (s), it is advantageous to determine their respective concentration from the range of 0.001 to 10% by weight. %, based on the total weight of the formulation.
Sofern Vitamin A und/oder dessen Derivate bzw. Carotinoide das oder die Antioxidan- tien darstellen, ist es vorteilhaft, deren jeweilige Konzentration aus dem Bereich von 0,001 bis 10 Gew.-%, bezogen auf das Gesamtgewicht der Formulierung, zu wählen.If vitamin A and / or its derivatives or carotenoids constitute the antioxidant (s), it is advantageous to choose their respective concentration from the range from 0.001 to 10% by weight, based on the total weight of the formulation.
Übliche Ölkomponenten in der Kosmetik sind beispielsweise Paraffinöl, Glycerylstea- rat, Isopropylmyristat, Diisopropyladipat, 2-Ethylhexansäurecetylstearylester, hydriertes Polyisobuten, Vaseline, Caprylsäure/Caprinsäure-Triglyceride, mikrokristallines Wachs, Lanolin und Stearinsäure.Typical oil components in cosmetics are, for example, paraffin oil, glyceryl stearate, isopropyl myristate, diisopropyl adipate, cetylstearyl 2-ethylhexanoate, hydrogenated polyisobutene, petrolatum, caprylic acid / capric acid triglycerides, microcrystalline wax, lanolin and stearic acid.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 80, vorzugsweise 6 bis 40 Gew.-% und der nicht wäßrige Anteil ("Aktivsubstanz") 20 bis 80, vorzugsweise 30 bis 70 Gew.-% - bezogen auf die Mittel - betragen. Die Herstellung der Mittel kann in an sich bekannter Weise, d.h. beispielsweise durch Heiß-, Kalt-, Heiß-Heiß/Kalt- bzw. PIT-Emulgierung erfolgen. Hierbei handelt es sich um ein rein mechanisches Verfahren, eine chemische Reaktion findet nicht statt.The total amount of auxiliaries and additives may be 1 to 80, preferably 6 to 40 wt .-% and the non-aqueous portion ("active substance") 20 to 80, preferably 30 to 70 wt .-% - based on the means - amount. The preparation of the agents can be carried out in a manner known per se, i. for example, by hot, cold, hot-hot / cold or PIT emulsification. This is a purely mechanical process, a chemical reaction does not take place.
Solche Sonnenschutzpräparate können demgemäß in flüssiger, pastöser oder fester Form vorliegen, beispielsweise als Wasser-in-ÖI-Cremes, Öl-in-Wasser-Cremes und -Lotionen, Aerosol-Schaumcremes, Gele, Öle, Fettstifte, Puder, Sprays oder alkoholisch-wäßrige Lotionen.Such sunscreen preparations may accordingly be in liquid, pasty or solid form, for example as water-in-oil creams, oil-in-water creams and lotions, aerosol foam creams, gels, oils, fatty sticks, powders, sprays or alcoholic aqueous lotions.
Schließlich können weitere an sich bekannte im UV-Bereich absorbierenden Substan- zen mitverwendet werden, sofern sie im Gesamtsystem der erfindungsgemäß zu verwendenden Kombination aus UV-Filtern stabil sind.Finally, further substances known per se which absorb in the UV range can be used if they are stable in the overall system of the combination of UV filters to be used according to the invention.
BeispieleExamples
Die folgenden Beispiele werden offenbart um bevorzugte Ausführungsformen der vorliegenden Erfindung zu illustrieren. Diese Beispiele sind nicht als abschließend oder den Erfindungsgegestand limitierend zu betrachten. In diesen Beispielen wird als bevorzugte Verbindung gemäß Formel I das N,N-Dimethyldecanamid Spectrasolv DMDA (Jiangsu Feixang Chemicals) verwendet.The following examples are disclosed to illustrate preferred embodiments of the present invention. These examples are not to be considered as limiting or limiting the invention. In these examples, the preferred compound of the formula I used is the N, N-dimethyldecanamide Spectrasolv DMDA (Jiangsu Feixang Chemicals).
Beispiel 1example 1
Figure imgf000020_0001
Figure imgf000020_0001
Figure imgf000021_0001
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Beispiel 2Example 2
Figure imgf000021_0002
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Beispiel 3Example 3
Figure imgf000021_0003
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Figure imgf000022_0001
Figure imgf000022_0001
Beispiel 4Example 4
Figure imgf000022_0002
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Beispiel 5Example 5
Figure imgf000022_0003
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Figure imgf000023_0001
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Beispiel 6Example 6
Figure imgf000023_0002
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Beispiel 7Example 7
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Figure imgf000024_0001
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Beispiel 8Example 8
Figure imgf000024_0002
Beispiel 9
Figure imgf000024_0002
Example 9
Figure imgf000025_0001
Figure imgf000025_0001
Löslichkeit von Uvinul A Plus in Uvinul MC 80Solubility of Uvinul A Plus in Uvinul MC 80
Figure imgf000025_0002
Figure imgf000025_0002
Löslichkeit von Uvinul A Plus in OctocryleneSolubility of Uvinul A Plus in Octocrylene
Figure imgf000025_0003
Figure imgf000025_0003
Löslichkeit von Uvinul T 150 in diversen kosmetischen ÖlenSolubility of Uvinul T 150 in various cosmetic oils
Uvinul® TUvinul® T
Öl Temp. 150 BemerkungenOil temp. 150 remarks
Art °C Gew%Type ° C weight%
CosmacolCosmacol®
EMI 20 22,94 nach 72h abgebrochen, da nicht vollständig gelöstEMI 20 22,94 canceled after 72h, because not completely solved
CosmacolCosmacol®
ETI 20 22,83 vollständig gelöstETI 20 22,83 completely solved
25,80 nach 48h abgebrochen, da nicht vollständig gelöst25.80 canceled after 48h, because not completely solved
Cetiol CC 20 19,96 nach 48h abgebrochen, da nicht vollständig gelöstCetiol CC 20 19.96 stopped after 48h, because not completely dissolved
SpectrasolvSpectrasolv
DMD A 20 56,57 vollständig gelöstDMD A 20 56.57 completely dissolved
Hallbrite BHB 20 20,14 nach 48h abgebrochen, da nicht vollständig gelöstHallbrite BHB 20 20,14 canceled after 48h, because not completely solved
Silsoft 305 20 19,95 nach 48h abgebrochen, da nicht vollständig gelöstSilsoft 305 20 19.95 canceled after 48h, because not completely solved
Lexfeel 20 19,89 nach 72h abgebrochen, da nicht vollständig gelöstLexfeel 20 19.89 canceled after 72h, because not completely solved
Tncmaml Tncmaml

Claims

Patentansprüche claims
1. Dermokosmetikum geeignet zum Schutz vor UV-Strahlung, enthaltend1. Dermocosmetic suitable for protection against UV radiation, containing
a) eine Verbindung der allgemeinen Formel I,a) a compound of general formula I,
OO
Formel I 1 1Formula I 1 1
GH3(CH2)n-C-N(CH3)2 wobei „n" einer ganzen Zahl von 2 bis 12 entspricht, undGH 3 (CH 2 ) n -CN (CH 3 ) 2 where "n" corresponds to an integer from 2 to 12, and
b) mindestens einen schwerlöslichen organischen UV-Filter.b) at least one sparingly soluble organic UV filter.
2. Dermokosmetikum nach Anspruch 1 , wobei der schwerlösliche organische UV- Filter ein Triazinderivat, Diarylbutadienderivat, Hydroxybenzophenonderivat und/oder Methylen bis-Benzotriazolyl Tetramethylbutylphenolderivat ist.The dermocosmetic of claim 1, wherein the sparingly soluble organic UV filter is a triazine derivative, diarylbutadiene derivative, hydroxybenzophenone derivative and / or methylene bis-benzotriazolyl tetramethylbutylphenol derivative.
3. Dermokosmetikum nach Anspruch 1 , wobei die Verbindung (a) N1N- Dimethyldecanamid entspricht.3. dermocosmetic according to claim 1, wherein the compound (a) corresponds to N 1 N-dimethyldecanamide.
4. Dermokosmetikum nach Anspruch 1 , wobei die schwerlöslichen organischen UV- Filter und die Verbindung gemäß Formel 1 jeweils in einer Konzentration von 0,1 bis 50 Gewichtsprozent bezogen auf das Gesamtgewicht des Dermokosmetikums verwendet werden.4. dermocosmetic according to claim 1, wherein the sparingly soluble organic UV filters and the compound according to formula 1 are used in each case in a concentration of 0.1 to 50 weight percent based on the total weight of the dermocosmetic.
5. Dermokosmetikum nach Anspruch 1 , zusätzlich enthaltend mindestens einen weiteren organischen oder anorganischen UV-Filter.5. Dermocosmetic according to claim 1, additionally containing at least one further organic or inorganic UV filter.
6. Dermokosmetikum nach Anspruch 5, wobei der anorganische UV Filter ausgewählt ist aus der Gruppe enthaltend Titandioxid, Zinkoxid, Eisenoxid, Zirkoniumoxid, Ce- riumoxid und Mischungen derselben6. Dermocosmetic according to claim 5, wherein the inorganic UV filter is selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide, cerium oxide and mixtures thereof
7. Dermokosmetikum nach Anspruch 5, wobei der zusätzliche organische UV-Filter ausgewählt ist aus der Gruppe enthaltend 4-Aminobenzoesäurederivate, 3- (4Trimethylammonium)-Benzyliden-bornan-2-on-methylsulfat-Derivate, 3,3,5- Tri- methylcyclohexyl-salicylat-Derivate, 2-Hydroxy-4-methoxybenzophenonderivate, 2- Phenylbenzimidazol-5-sulfonsäure-derivate und Ihre Kalium-, Natrium- u. Trietha- nolaminsalze, 3,3'-(1 ,4-Phenylendiaethin)-bis-(7,7-dimethyl-2-oxobicyclo-[2.2.1]- heptan-1-methansulfonsäure)-Derivate und ihre Salze, 1-(4-tert.Butylphenyl)-3- (4methoxyphenyl)propan-1 ,3-dion-Derivate, 3-(4'-Sulfo)-benzyliden-bornan-2-on-7. dermocosmetic according to claim 5, wherein the additional organic UV filter is selected from the group consisting of 4-aminobenzoic acid derivatives, 3- (4-trimethylammonium) -Benzyliden-bornan-2-one-methylsulfat derivatives, 3,3,5-tri methylcyclohexyl salicylate derivatives, 2-hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives, and their potassium, sodium, and the like; Triethanolamine salts, 3,3 '- (1,4-phenylenedienethine) bis- (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, 1- (4-tert-butylphenyl) -3- (4-methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) -benzylidene-bornan-2-one
Derivate und ihre Salze, 2-Cyan-3,3-diphenyl-acrylsäure (2-ethylhexylester)- Derivate, Polymer von N-[2(und 4)-(2-oxoborn-3-ylidenmethyl)benzyl]-acrylamid, 4- Methoxy-zimtsäure-2-ethyl-hexylester-Deιϊvate, Ethoxyliertes Ethyl-4-amino ben- zoat-Derivate, 4-Methoxy-zimtsäure-isoamylester-Derivate, 2-(2H-benzotriazol-2- yl)-4-methyl-6-(2-methyl-3-(1 ,3,3,3-tetramethyl-1 -(trimethylsilyloxy)-disiloxanyl) pro- pyl)phenol-Deιϊvate, 3-(4'-Methylbenzyliden)-DL-campher-Derivate, 3-Benzyliden- campher-Derivate, Salicylsäure-2-ethylhexylester-Deιϊvate, 4-Dimethyl- amino- benzoesäure-2-ethylhexylester-Derivate, 2-Hydroxy-4-methoxy-benzo-phenon-5- sulfonsäure-derivate und deren Natriumsalze, 2,2'-(1 ,4-Phenylen)bis(1 H- benzimidazol-4,6-disulfonsäure-Derivate, 2,4-Bis[4-(2-ethylhexyl-oxy)-2-hydroxy phenyl]-6-(4-methoxyphenyl)-1 ,3,5-triazen-Derivate, Dimethicodiethylbenzalmalo- nate-Derivate und 2-(-4-(Diethlyamino)-2-Hydroxylbenzoyl-Benzoesäurehexylester-Derivatives and their salts, 2-cyano-3,3-diphenyl-acrylic acid (2-ethylhexyl ester) derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] -acrylamide, 4 - Methoxy-cinnamic acid 2-ethylhexyl ester derivatives, ethoxylated ethyl 4-aminobenzoate derivatives, 4-methoxycinnamic acid isoamyl ester derivatives, 2- (2H-benzotriazol-2-yl) -4-methyl- 6- (2-methyl-3- (1,3,3,3-tetramethyl-1- (trimethylsilyloxy) -disiloxanyl) propyl) -phenol-Deιϊvate, 3- (4'-methylbenzylidene) -DL-camphor derivatives , 3-Benzylidene camphor derivatives, 2-ethylhexyl salicylate derivatives, 2-ethylhexyl 4-dimethylaminobenzoate derivatives, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid derivatives and their derivatives Sodium salts, 2,2 ' - (1,4-phenylene) bis (1H-benzimidazole-4,6-disulfonic acid derivatives, 2,4-bis [4- (2-ethylhexyl-oxy) -2-hydroxy-phenyl] -6- (4-methoxyphenyl) -1, 3,5-triazene derivatives, dimethicodiethylbenzalmalonate derivatives and 2 - (- 4- (diethlyamino) -2-hydroxylbenzoyl-benzoic acid hexyl ester
Derivate.Derivatives.
8. Dermokosmetikum nach Anspruch 5, wobei die zusätzlichen organischen oder anorganischen UV-Filter in einer Konzentration zwischen 0,1 und 50 Gewichtspro- zent bezogen auf das Gesamtgewicht des Dermokosmetikum verwendet werden.8. The dermocosmetic according to claim 5, wherein the additional organic or inorganic UV filters are used in a concentration of between 0.1 and 50% by weight, based on the total weight of the dermocosmetic.
9. Dermokosmetikum nach Anspruch 2, wobei der schwerlösliche organische UV- Filter (b) ein Triazinderivat ist, ausgewählt aus der Gruppe enthaltend 2,4,6-Tris- [anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin, Dioctylbutamidotriazon, Ani- sotriazine, 2,4,6-Tris(diethyl-4'-aminobenzalmalonate)-s-triazin, 2,4,6-Tris (dime- thyl-4'-amino-benzalmalonate-s-triazin, 2,4,6-Tris(diiso-propyl-4-aminobenzal- malonate)-s-triazin, 2,4,6-Tris[3'-benzotriazol-2-yl)-2'-hydroxy-5'-methyl)phenyl- amino]-s-triazin und 2,4,6-Tris[3'benzotriazol-2-yl)-2'-hydroxy-5'-tert-octyl)phenyl- amino]-s-triazin.9. dermocosmetic according to claim 2, wherein the poorly soluble organic UV filter (b) is a triazine derivative selected from the group consisting of 2,4,6-tris [anilino- (p-carbo-2 ' ethyl-1 ' - hexyloxy)] - 1, 3,5-triazine, sotriazine dioctylbutamidotriazone, anilines, 2,4,6-tris (diethyl-4 '-aminobenzalmalonate) -s-triazine, 2,4,6-tris (dimethyl- 4 '-amino-benzalmalonates-s-triazine, 2,4,6-tris (diiso-propyl-4-aminobenzal- malonate) -s-triazine, 2,4,6-tris [3' benzotriazole-2-yl ) -2 'hydroxy-5' -methyl) phenyl- amino] -s-triazine and 2,4,6-tris [3 'benzotriazol-2-yl) -2' -hydroxy-5 '-tert-octyl) phenylamino] -s-triazine.
10. Dermokosmetikum nach Anspruch 9, wobei das Triazinderivat ausgewählt ist aus der Gruppe enthaltend 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5- triazin, Dioctylbutamidotriazon und Anisotriazin.10. Dermokosmetikum according to claim 9, wherein the triazine derivative is selected from the group consisting of 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5- triazine, dioctylbutamidotriazone and anisotriazine.
1 1. Dermokosmetikum nach Anspruch 2, wobei das Diarylbutadienderivat einem 4,4'- Diarylbutadiene der Formel Il entspricht,1 derermokosmetikum according to claim 2, wherein the Diarylbutadienderivat corresponds to a 4,4'-Diarylbutadiene of the formula II,
COOR4COOR 4
COOR5 τ τ COOR5 τ τ
Formel IlFormula Il
wobei R4 und R5 unabhängig voneinander Wasserstoff, Ci-C2o-Alkyl, C3-Ci0-wherein R 4 and R 5 are independently hydrogen, Ci-C 2 -alkyl, C 3 -C 0 -
Cycloalkyl oder C3-Ci0-Cycloalkenyl bedeuten. Cycloalkyl or C 3 -C mean 0 cycloalkenyl.
12. Dermokosmetikum nach Anspruch 1 1 , wobei das 4,4'-Diarylbutadiene dem 1 ,1- Dicarboxy(2'2'-dimethyl)-4-4-diphenyldutadien entspricht.12. dermocosmetic according to claim 1 1, wherein the 4,4'-diarylbutadiene the 1, 1-dicarboxy (2 ' 2 ' dimethyl) -4-4-diphenyldutadien corresponds.
13. Dermokosmetikum nach Anspruch 2, wobei der schwerlösliche organische UV- Filter (b) ausgewählt ist aus der Gruppe enthaltend ein Hydroxybenzophenon der allgemeinen13. dermocosmetic according to claim 2, wherein the poorly soluble organic UV filter (b) is selected from the group comprising a hydroxybenzophenone of the general
Figure imgf000028_0001
Formel IM
Figure imgf000028_0001
Formula IM
wobei R1 und R2 unabhängig voneinander Wasserstoff, Ci-C2o-Alkyl, C3-Ci0- Cycloalkyl oder C3-Ci0-Cycloalkenyl bedeuten, wobei die Substituenten R1 und R2 gemeinsam mit dem Stickstoffatom, an das sie gebunden sind, einen 5- oder 6- Ring bilden können und R3 einen Ci-C20-Alkyl bedeutet.wherein R 1 and R 2 are independently hydrogen, Ci-C 2 -alkyl, C 3 -C 0 - cycloalkyl or C 3 -C mean 0 cycloalkenyl, wherein the substituents R 1 and R 2 together with the nitrogen atom to which they are bonded, can form a 5- or 6- ring and R 3 is a Ci-C 20 alkyl.
14. Dermokosmetikum nach Anspruch 13, wobei das Hydroxybenzophenonderivat der 2-(4-N,N-Diethylamino-2-hydroxybenzoyl)-benzoesäure entspricht.The dermocosmetic of claim 13, wherein the hydroxybenzophenone derivative is 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid.
15. Dermokosmetikum nach Anspruch 2, wobei der schwerlösliche organische UV- Filter ein Methylen-bis-Benzotriazolyl Tetramethylbutylphenolderivat ist.15. dermocosmetic according to claim 2, wherein the sparingly soluble organic UV filter is a methylene-bis-benzotriazolyl tetramethylbutylphenolderivat.
16. Dermokosmetikum nach Anspruch 15, wobei das Methylen-bis-Benzotriazolyl Tetramethylbutylphenolderivat dem 2,2'-methylenbis[6-(2H-benzotriazol-2-yl)-4- (1 ,1 ,3,3-tetramethylbutyl)phenol] entspricht.16. dermocosmetic according to claim 15, wherein the methylene-bis-benzotriazolyl tetramethylbutylphenolderivat the 2,2 ' -methylenbis [6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol] equivalent.
17. Dermokosmetikum nach Anspruch 2, enthaltend Mischungen der in den Ansprüchen 9 bis 16 definierten organischen UV-Filtern.17. dermocosmetic according to claim 2, comprising mixtures of the defined in claims 9 to 16 organic UV filters.
18. Dermokosmetikum nach Anspruch 1 , zusätzlich enthaltend mindestens einen weiteren anorganischen Filter ausgewählt aus der Gruppe enthaltend Titandioxid, Zinkoxid, Eisenoxid, Zirkoniumoxid und Ceriumoxid und einen organischen UV- Filter ausgewählt aus der Gruppe enthaltend 4-Aminobenzoesäurederivate, 3- (4Trimethylammonium)-Benzyliden-bornan-2-on-methylsulfat-Derivate, 3,3,5- Tri- methylcyclohexyl-salicylat-Derivate, 2-Hydroxy-4-methoxybenzophenonderivate, 2-18. Dermocosmetic according to claim 1, additionally comprising at least one further inorganic filter selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide and an organic UV filter selected from the group consisting of 4-aminobenzoic acid derivatives, 3- (4-trimethylammonium) -benzylidene -bornan-2-one-methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives, 2-hydroxy-4-methoxybenzophenone derivatives, 2-
Phenylbenzimidazol-5-sulfonsäure-derivate und Ihre Kalium-, Natrium- u. Trietha- nolaminsalze, 3,3'-(1 ,4-Phenylendiaethin)-bis-(7,7-dimethyl-2-oxobicyclo-[2.2.1]- heptan-1-methansulfonsäure)-Derivate und Ihre Salze, 1-(4-tert.Butylphenyl)-3- (4methoxyphenyl)propan-1 ,3-dion-Derivate, 3-(4'-Sulfo)-benzyliden-bornan-2-on- Derivate und seine Salze, 2-Cyan-3,3-diphenyl-acrylsäure (2-ethylhexylester)- Derivate, Polymer von N-[2(und 4)-(2-oxoborn-3-ylidenmethyl)benzyl]-acrylamid, 4- Methoxy-zimtsäure-2-ethyl-hexylester-Derivate, Ethoxyliertes Ethyl-4-amino ben- zoat-Derivate, 4-Methoxy-zimtsäure-isoamylester-Derivate, 2-(2H-benzotriazol-2- yl)-4-methyl-6-(2-methyl-3-(1 ,3,3,3-tetramethyl-1-(trimethylsilyloxy)-disiloxanyl) propyl)phenol-Derivate, 3-(4'-Methylbenzyliden)-DL-campher-Derivate, 3- Benzyliden-campher-Derivate, Salicylsäure-2-ethylhexylester-Derivate, 4-Dimethyl- aminobenzoesäure-2-ethylhexylester-Derivate,2-Hydroxy-4-methoxy-benzophenon -5-sulfonsäure-derivate und das Natriumsalz, 2,2'-(1 ,4-Phenylen)bis(1 H- benzimidazol-4,6-disulfonsäure-Derivate, 2,4-Bis[4-(2-ethylhexyl-oxy)-2-hydroxy phenyl]-6-(4-methoxyphenyl)-1 ,3,5-triazen-Derivate, Dimethicodiethylbenzalmalo- nate-Derivate und 2-(-4-(Diethlyamino)-2-Hydroxylbenzoyl-Benzoesäurehexylester- Derivate.Phenylbenzimidazole-5-sulfonic acid derivatives and their potassium, sodium u. Triethanolamine salts, 3,3 '- (1, 4-phenylenediaethyne) bis- (7,7-dimethyl-2-oxobicyclo [2.2.1] -heptane-1-methanesulfonic acid) derivatives and their salts, (4-tert-butylphenyl) -3- (4methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) -benzylidene-bornan-2-one derivatives and its salts, 2-cyano-3,3-diphenyl-acrylic acid (2-ethylhexyl ester ) Derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] -acrylamide, 4-methoxycinnamic acid 2-ethylhexyl ester derivatives, ethoxylated ethyl 4-aminobenz - zoate derivatives, 4-methoxycinnamic acid isoamyl ester derivatives, 2- (2H-benzotriazol-2-yl) -4-methyl-6- (2-methyl-3- (1,3,3,3-tetramethyl 1- (trimethylsilyloxy) -disiloxanyl) propyl) phenol derivatives, 3- (4'-methylbenzylidene) -DL-camphor derivatives, 3-benzylidene-camphor derivatives, 2-ethylhexyl salicylate derivatives, 4-dimethyl- aminobenzoic acid 2-ethylhexyl ester derivatives, 2-hydroxy-4-methoxy-benzophenone-5-sulfonic acid derivatives and the sodium salt, 2,2 ' - (1,4-phenylene) bis (1H-benzimidazole-4,6- disulfonic acid derivatives, 2,4-bis [4- (2-ethylhexyl-oxy) -2-hydroxy-phenyl] -6- (4-methoxyphenyl) -1, 3,5-triazene derivatives, dimethicodiethylbenzalmalonate derivatives and 2 - (- 4- (Diethlyamino) -2-H ydroxylbenzoyl-benzoic acid hexyl ester derivatives.
19. Dermokosmetikum nach Anspruch 18, wobei der anorganische Filter Titandioxid, oder Zinkoxid ist und der organischen UV-Filter ausgewählt aus der Gruppe enthaltend 2-Hydroxy-4-methoxybenzophenonderivate, 2-Cyan-3,3-diphenyl-acrylsäure- (2-ethylhexylester)-Derivate und Ethoxylierte-Ethyl-4-amino-benzoat-Derivate.19. dermocosmetic according to claim 18, wherein the inorganic filter is titanium dioxide, or zinc oxide and the organic UV filter selected from the group consisting of 2-hydroxy-4-methoxybenzophenonderivate, 2-cyano-3,3-diphenyl-acrylic acid (2 ethylhexyl ester) derivatives and ethoxylated-ethyl-4-amino-benzoate derivatives.
20. Dermokosmetikum nach einem der voranstehenden Ansprüche, wobei die anorganischen UV-Filter in mikronisierter Form vorliegen.20. Dermocosmetic according to one of the preceding claims, wherein the inorganic UV filters are present in micronized form.
21. Dermokosmetikum nach einem der voranstehenden Ansprüche, wobei die organi- sehen UV-Filter in mikronisierter Form vorliegen.21. Dermocosmetic according to one of the preceding claims, wherein the organic see UV filters in micronized form.
22. Verwendung einer Verbindung gemäß der allgemeinen Formel I in Kombination mit mindestens einem schwerlöslichen organischen UV-Filter in zum Schutz der menschlichen Haut oder menschlicher Haare gegen UV-Strahlung geeigneten Dermokosmetika.22. Use of a compound according to the general formula I in combination with at least one sparingly soluble organic UV filter in for the protection of human skin or human hair against UV radiation suitable dermocosmetics.
23. Verwendung nach Anspruch 22, wobei es sich bei der Verbindung gemäß Formel I um N,N-Dimethyldecanamid handelt.23. Use according to claim 22, wherein the compound according to formula I is N, N-dimethyldecanamide.
24. Verwendung nach Anspruch 22, wobei der schwerlösliche organische UV-Filter ein Triazinderivat, Diarylbutadienderivat, Hydroxybenzophenonderivat oder Methylen bis-Benzotriazolyl Tetramethylbutylphenolderivat ist.24. Use according to claim 22, wherein the sparingly soluble organic UV filter is a triazine derivative, diarylbutadiene derivative, hydroxybenzophenone derivative or methylene bis-benzotriazolyl tetramethylbutylphenol derivative.
25. Verwendung nach Anspruch 22, wobei die schwerlöslichen organischen UV-Filter und die Verbindung gemäß Formel 1 jeweils in einer Konzentration zwischen 0,1 und 20 Gewichtsprozent bezogen auf das Gesamtgewicht des Dermokosmetikum verwendet werden 25. Use according to claim 22, wherein the sparingly soluble organic UV filters and the compound according to formula 1 are each used in a concentration of between 0.1 and 20 percent by weight, based on the total weight of the dermocosmetic
26. Verwendung nach Anspruch 22, wobei das Dermokosmetikum mindestens einen weiteren organischen oder anorganischen UV-Filter enthält.26. Use according to claim 22, wherein the dermocosmetic contains at least one further organic or inorganic UV filter.
27. Verwendung nach Anspruch 26, wobei anorganische UV Filter ausgewählt ist aus der Gruppe enthaltend Titandioxid, Zinkoxid, Eisenoxid, Zirkoniumoxid, Ceriumoxid und Mischungen derselben.27. Use according to claim 26, wherein inorganic UV filter is selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide, cerium oxide and mixtures thereof.
28. Verwendung nach Anspruch 26, wobei der zusätzliche organische UV-Filter aus- gewählt ist aus der Gruppe enthaltend 4-Aminobenzoesäurederivate, 3-28. Use according to claim 26, wherein the additional organic UV filter is selected from the group comprising 4-aminobenzoic acid derivatives,
(4Trimethylammonium)-Benzyliden-bornan-2-on-methylsulfat-Derivate, 3,3,5- Tri- methylcyclohexyl-salicylat-Derivate, 2-Hydroxy-4-methoxybenzophenonderivate, 2- Phenylbenzimidazol-5-sulfonsäure-derivate und Ihre Kalium-, Natrium- u. Trietha- nolaminsalze, 3,3'-(1 ,4-Phenylendiaethin)-bis-(7,7-dimethyl-2-oxobicyclo-[2.2.1]- heptan-1-methansulfonsäure)-Derivate und ihre Salze, 1-(4-tert.Butylphenyl)-3-(4-trimethylammonium) -benzyliden-bornan-2-one-methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives, 2-hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium -, sodium u. Triethanolamine salts, 3,3 '- (1,4-phenylenedienethine) bis- (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, 1- (4-tert-butylphenyl) -3-
(4methoxyphenyl)propan-1 ,3-dion-Derivate, 3-(4'-Sulfo)-benzyliden-bornan-2-on- Derivate und ihre Salze, 2-Cyan-3,3-diphenyl-acrylsäure (2-ethylhexylester)- Derivate, Polymer von N-[2(und 4)-(2-oxoborn-3-ylidenmethyl)benzyl]-acrylamid, 4- Methoxy-zimtsäure-2-ethyl-hexylester-Derivate, Ethoxyliertes Ethyl-4-amino ben- zoat-Derivate, 4-Methoxy-zimtsäure-isoamylester-Derivate, 2-(2H-benzotriazol-2- yl)-4-methyl-6-(2-methyl-3-(1 ,3,3,3-tetramethyl-1 -(trimethylsilyloxy)-disiloxanyl) pro- pyl)phenol-Derivate, 3-(4'-Methylbenzyliden)-DL-campher-Derivate, 3-Benzyliden- campher-Derivate, Salicylsäure-2-ethylhexylester-Derivate, 4-Dimethyl- aminobenzoesäure-2-ethylhexylester-Derivate, 2-Hydroxy-4-methoxy-benzo- phenon-5-sulfonsäure-derivate und deren Natriumsalze, 2,2'-(1 ,4-(4methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) -benzylidene-bornan-2-one derivatives and their salts, 2-cyano-3,3-diphenyl-acrylic acid (2-ethylhexyl ester ) Derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] -acrylamide, 4-methoxycinnamic acid 2-ethylhexyl ester derivatives, ethoxylated ethyl 4-aminobenz - zoate derivatives, 4-methoxycinnamic acid isoamyl ester derivatives, 2- (2H-benzotriazol-2-yl) -4-methyl-6- (2-methyl-3- (1,3,3,3-tetramethyl -1- (trimethylsilyloxy) disiloxanyl) propyl) phenol derivatives, 3- (4'-methylbenzylidene) -DL camphor derivatives, 3-benzylidene camphor derivatives, 2-ethylhexyl salicylate derivatives, 4- Dimethylaminobenzoic acid 2-ethylhexyl ester derivatives, 2-hydroxy-4-methoxy-benzophenone-5-sulfonic acid derivatives and their sodium salts, 2,2 ' - (1, 4-
Phenylen)bis(1 H-benzimidazol-4,6-disulfonsäure-Derivate, 2,4-Bis[4-(2-ethylhexyl- oxy)-2-hydroxy phenyl]-6-(4-methoxyphenyl)-1 ,3,5-triazen-Derivate, Dimethico- diethylbenzalmalonate-Derivate und 2-(-4-(Diethlyamino)-2-Hydroxylbenzoyl- Benzoesäurehexylester-Derivate.Phenylene) bis (1H-benzimidazole-4,6-disulfonic acid derivatives, 2,4-bis [4- (2-ethylhexyloxy) -2-hydroxy-phenyl] -6- (4-methoxyphenyl) -1,3 , 5-triazene derivatives, dimethico-diethylbenzalmalonate derivatives and 2 - (- 4- (diethlyamino) -2-hydroxylbenzoyl-benzoic acid hexyl ester derivatives.
29. Verwendung nach Anspruch 26, wobei die zusätzlichen organischen oder anorganischen UV-Filter in einer Konzentration zwischen 0,1 und 50 Gewichtsprozent bezogen auf das Gesamtgewicht des Dermokosmetikum verwendet werden.29. Use according to claim 26, wherein the additional organic or inorganic UV filters are used in a concentration of between 0.1 and 50% by weight, based on the total weight of the dermocosmetic.
30. Verwendung nach Anspruch 24, wobei das Triazinderivat ausgewählt ist aus der Gruppe enthaltend 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin, Dioctylbutamidotriazon, Anisotriazin, 2,4,6-Tris(diethyl-4'-aminobenzalmalonate)-s- triazin, 2,4,6-Tris(dimethyl-4'-amino-benzalmalonate-s-triazin, 2,4,6-Tris(diiso- propyl-4-aminobenzalmalonate)-s-triazin, 2,4,6-Tris[3'-benzotriazol-2-yl)-2'- hydroxy-5'-methyl)phenyl-amino]-s-triazin und 2,4,6-Tris[3'benzotriazol-2-yl)-2'- hydroxy-5'-tert-octyl)phenyl-amino]-s-triazin. 30. Use according to claim 24, wherein the triazine derivative is selected from the group consisting of 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5- triazine, dioctyl, Anisotriazin, 2,4,6-tris (diethyl-4 '-aminobenzalmalonate) -s-triazine, 2,4,6-tris (dimethyl-4' -amino-benzalmalonates-s-triazine, 2,4 , 6-tris (diisopropyl propyl-4-aminobenzalmalonate) -s-triazine, 2,4,6-tris [3 'benzotriazole-2-yl) -2' - hydroxy-5 'methyl) phenyl-amino] -s-triazine and 2,4,6-tris [3 'benzotriazol-2-yl) -2' - hydroxy-5 'tert-octyl) phenylamino] -s-triazine.
31. Verwendung nach Anspruch 30, wobei das Triazinderivat ausgewählt ist aus der Gruppe enthaltend 2,4,6-Tris-[anilino-(p-carbo-2'-ethyl-1 '-hexyloxy)]-1 ,3,5-triazin, Dioctylbutamidotriazon und Anisotriazin.31. Use according to claim 30, wherein the triazine derivative is selected from the group consisting of 2,4,6-tris [anilino (p-carbo-2 '-ethyl-1' -hexyloxy)] - 1, 3,5- triazine, dioctylbutamidotriazone and anisotriazine.
32. Verwendung nach Anspruch 24, wobei das Diarylbutadienderivat einem 4,4'- Diarylbutadiene der Formel Il entspricht, wobei R4 und R5 unabhängig voneinander Wasserstoff, Ci-C2o-Alkyl, C3-Cio-Cycloalkyl oder C3-Cio-Cycloalkenyl bedeuten.32. The use according to claim 24, wherein the diarylbutadiene derivative corresponds to a 4,4'-diarylbutadiene of the formula II where R 4 and R 5 independently of one another are hydrogen, C 1 -C 20 -alkyl, C 3 -C 10 -cycloalkyl or C 3 -C 10 -cycloalkenyl ,
33. Verwendung nach Anspruch 32, wobei das 4,4'-Diarylbutadiene dem 1 ,1- Dicarboxy(2'2'-dimethyl)-4-4-diphenyldutadien entspricht.33. Use according to claim 32, wherein the 4,4'-diarylbutadiene the 1, 1-dicarboxy (2 '2' -dimethyl) -4-4-diphenyldutadien corresponds.
34. Verwendung nach Anspruch 24, wobei der schwerlösliche organische UV-Filter (b) ein Hydroxybenzophenon der allgemeinen Formel IM entspricht, wobei R1 und R2 unabhängig voneinander Wasserstoff, Ci-C2o-Alkyl, C3-Cio-Cycloalkyl oder C3- Cio-Cycloalkenyl bedeuten, wobei die Substituenten R1 und R2 gemeinsam mit dem Stickstoffatom, an das sie gebunden sind, einen 5- oder 6-Ring bilden können und R3 einen Ci-C2o-Alkyl bedeutet.34. Use according to claim 24, wherein the sparingly soluble organic UV filter (b) corresponds to a hydroxybenzophenone of the general formula IM, where R 1 and R 2 independently of one another are hydrogen, C 1 -C 20 -alkyl, C 3 -C 10 -cycloalkyl or C 3 -C 10 -alkyl -Cycloalkenyl, wherein the substituents R 1 and R 2 together with the nitrogen atom to which they are attached, can form a 5- or 6-membered ring and R 3 is a Ci-C2o-alkyl.
35. Verwendung nach Anspruch 34, wobei das Hydroxybenzophenonderivat der 2-(4- N,N-Diethylamino-2-hydroxybenzoyl)-benzoesäure entspricht.Use according to claim 34, wherein the hydroxybenzophenone derivative is 2- (4-N, N-diethylamino-2-hydroxybenzoyl) benzoic acid.
36. Verwendung nach Anspruch 24, wobei der schwerlösliche organische UV-Filter eine Methylen-bis-Benzotriazolyl Tetramethylbutylphenolderivat ist.Use according to claim 24, wherein the sparingly soluble organic UV filter is a methylene-bis-benzotriazolyl tetramethylbutylphenol derivative.
37. Verwendung nach Anspruch 36, wobei das Methylen-bis-Benzotriazolyl Tetramethylbutylphenolderivat dem 2,2'-Methylenbis[6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3- tetramethylbutyl)phenol] entspricht.37. Use according to claim 36, wherein said methylene-bis-benzotriazolyl Tetramethylbutylphenolderivat the 2,2'-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1, 1, 3,3- tetramethylbutyl) phenol] equivalent.
38. Verwendung nach Anspruch 24, enthaltend Mischungen der in den Ansprüchen 30 bis 37 definierten organischen UV-Filtern.38. Use according to claim 24, comprising mixtures of the organic UV filters defined in claims 30 to 37.
39. Verwendung nach Anspruch 22, zusätzlich enthaltend mindestens einen weiteren anorganischen Filter ausgewählt aus der Gruppe enthaltend Titandioxid, Zinkoxid, Eisenoxid, Zirkoniumoxid und Ceriumoxid und einen organischen UV-Filter ausge- wählt aus der Gruppe enthaltend 4-Aminobenzoesäurederivate, 3-39. Use according to claim 22, additionally comprising at least one further inorganic filter selected from the group consisting of titanium dioxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide and an organic UV filter selected from the group comprising 4-aminobenzoic acid derivatives,
(4Trimethylammonium)-Benzyliden-bornan-2-on-methylsulfat-Derivate, 3,3,5- Tri- methylcyclohexyl-salicylat-Derivate, 2-Hydroxy-4-methoxybenzophenonderivate, 2- Phenylbenzimidazol-5-sulfonsäure-derivate und Ihre Kalium-, Natrium- u. Trietha- nolaminsalze, 3,3'-(1 ,4-Phenylendiaethin)-bis-(7,7-dimethyl-2-oxobicyclo-[2.2.1]- heptan-1-methansulfonsäure)-Derivate und ihre Salze, 1-(4-tert.Butylphenyl)-3-(4-trimethylammonium) -benzyliden-bornan-2-one-methylsulfate derivatives, 3,3,5-trimethylcyclohexyl-salicylate derivatives, 2-hydroxy-4-methoxybenzophenone derivatives, 2-phenylbenzimidazole-5-sulfonic acid derivatives and their potassium -, sodium u. Triethanolamine salts, 3,3 '- (1,4-phenylenedienethine) bis- (7,7-dimethyl-2-oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) derivatives and their salts, 1- (4-tert-butylphenyl) -3-
(4methoxyphenyl)propan-1 ,3-dion-Derivate, 3-(4'-Sulfo)-benzyliden-bornan-2-on- Derivate und ihre Salze, 2-Cyan-3,3-diphenyl-acrylsäure (2-ethylhexylester)- Derivate, Polymer von N-[2(und 4)-(2-oxoborn-3-ylidenmethyl)benzyl]-acrylamid, 4- Methoxy-zimtsäure-2-ethyl-hexylester-Derivate, ethoxylierte Ethyl-4-amino benzo- at-Derivate, 4-Methoxy-zimtsäure-isoamylester-Derivate, 2-(2H-Benzotriazol-2-yl)- 4-methyl-6-(2-methyl-3-(1 ,3,3,3-tetramethyl-1 -(trimethylsilyloxy)-disiloxanyl) pro- pyl)phenol-Derivate, 3-(4'-Methylbenzyliden)-DL-campher-Derivate, 3-Benzyliden- campher-Derivate, Salicylsäure-2-ethylhexylester-Derivate, 4-Dimethyl- aminoben- zoesäure-2-ethylhexylester-Derivate, 2-Hydroxy-4-methoxy-benzo-phenon-5- sulfonsäure-derivate und deren Natriumsalze, 2,2'-(1 ,4-Phenylen)bis(1 H- benzimidazol-4,6-disulfonsäure-Derivate, 2,4-Bis[4-(2-ethylhexyl-oxy)-2-hydroxy phenyl]-6-(4-methoxyphenyl)-1 ,3,5-triazen-Derivate, Dimethicodiethylbenzalmalo- nate-Derivate und 2-(-4-(Diethlyamino)-2-hydroxylbenzoyl-benzoesäurehexylester- Derivate.(4methoxyphenyl) propane-1,3-dione derivatives, 3- (4'-sulfo) -benzylidene-bornan-2-one derivatives and their salts, 2-cyano-3,3-diphenyl-acrylic acid (2-ethylhexyl ester ) - Derivatives, polymer of N- [2 (and 4) - (2-oxoborn-3-ylidenemethyl) benzyl] acrylamide, 4-methoxycinnamic acid 2-ethylhexyl ester derivatives, ethoxylated ethyl 4-aminobenzoate Derivatives, 4-methoxycinnamic acid isoamyl ester derivatives, 2- (2H-benzotriazol-2-yl) -4-methyl-6- (2-methyl-3- (1, 3,3,3-tetramethyl-1 (trimethylsilyloxy) -disiloxanyl) propyl) phenol derivatives, 3- (4'-methylbenzylidene) -DL-camphor derivatives, 3-benzylidene-camphor derivatives, 2-ethylhexyl salicylate derivatives, 4-dimethyl- aminobenzoic acid 2-ethylhexyl ester derivatives, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid derivatives and their sodium salts, 2,2 ' - (1, 4-phenylene) bis (1H-benzimidazole) 4,6-disulfonic acid derivatives, 2,4-bis [4- (2-ethylhexyl-oxy) -2-hydroxy-phenyl] -6- (4-methoxyphenyl) -1, 3,5-triazene derivatives, dimethicodiethylbenzalmalo- nate derivatives and 2 - (- 4- (diethlyamino) -2-hydroxylbenzoyl-benzoesäurhexylester- derivatives.
40. Verwendung nach Anspruch 39, wobei der anorganische Filter Titandioxid, oder Zinkoxid ist und der organischen UV-Filter ausgewählt ist aus der Gruppe enthaltend 2-Hydroxy-4-methoxybenzophenonderivate, 2-Cyan-3,3-diphenyl-acrylsäure (2-ethylhexylester)-Derivate und ethoxylierte-Ethyl-4-amino benzoat-Derivate.40. Use according to claim 39, wherein the inorganic filter is titanium dioxide, or zinc oxide and the organic UV filter is selected from the group comprising 2-hydroxy-4-methoxybenzophenone derivatives, 2-cyano-3,3-diphenyl-acrylic acid (2 ethylhexyl ester) derivatives and ethoxylated-ethyl-4-amino benzoate derivatives.
41. Verwendung nach einem der Ansprüche 22 bis 40, wobei die organischen UV- Filter in mikronisierter Form vorliegen.41. Use according to any one of claims 22 to 40, wherein the organic UV filters are in micronized form.
42. Verwendung nach einem der Ansprüche 22 bis 40, wobei die anorganischen UV- Filter in mikronisierter Form vorliegen.42. Use according to any one of claims 22 to 40, wherein the inorganic UV filters are present in micronized form.
43. Verwendung einer Verbindung gemäß der allgemeinen Formel I zur Vermeidung der Rekristallisation schwerlöslicher organischer UV-Filter in Dermokosmetika zum Schutz vor UV-Strahlung.43. Use of a compound according to the general formula I for preventing the recrystallization of poorly soluble organic UV filters in dermocosmetics for protection against UV radiation.
44. Verwendung nach Anspruch 43, wobei es sich bei der Verbindung gemäß Formel I um N,N-Dimethyldecanamid handelt.44. Use according to claim 43, wherein the compound according to formula I is N, N-dimethyldecanamide.
45. Verwendung nach Anspruch 43, wobei der schwerlösliche organische UV-Filter ausgewählt ist aus der Gruppe enthaltend Triazinderivate, Diarylbutadienderivate, aminosubstituierte Hydroxybenzophenonderivate und Methylen-bis-benzotriazolyl - tetramethylbutylphenolderivate.45. Use according to claim 43, wherein the sparingly soluble organic UV filter is selected from the group consisting of triazine derivatives, Diarylbutadienderivate, amino-substituted Hydroxybenzophenonderivate and methylene-bis-benzotriazolyl - tetramethylbutylphenolderivate.
46. Verwendung nach Anspruch 45, wobei die schwerlöslichen organischen UV-Filter und die Verbindung gemäß Formel 1 jeweils in einer Konzentration zwischen 0,1 und 20 Gewichtsprozent bezogen auf das Gesamtgewicht des Dermokosmetikum verwendet werden. 46. Use according to claim 45, wherein the sparingly soluble organic UV filters and the compound according to formula 1 are each used in a concentration between 0.1 and 20 percent by weight based on the total weight of the dermocosmetic.
47. Verwendung einer Verbindung gemäß der allgemeinen Formel I zur Steigerung des Sonnenschutzfaktors eines zum Schutz der Haut vor UV-Strahlung geeigneten Dermoksometikums.47. Use of a compound according to the general formula I for increasing the sun protection factor of a dermatogenetic suitable for protecting the skin from UV radiation Dermoksometikums.
48. Verwendung nach Anspruch 47, wobei die Verbindung gemäß Formel I in einer Konzentration zwischen 0,1 und 20 Gewichtsprozent bezogen auf das Gesamtgewicht des Dermokosmetikum verwendet werden.48. Use according to claim 47, wherein the compound of formula I are used in a concentration between 0.1 and 20 percent by weight based on the total weight of the dermocosmetic.
49. Verwendung nach Anspruch 47, wobei es sich bei der Verbindung gemäß Formel 1 um N,N-Dimethyldecanamid handelt.49. Use according to claim 47, wherein the compound according to formula 1 is N, N-dimethyldecanamide.
50. Verwendung einer Verbindung der allgemeinen Formel I zur Steigerung der Löslichkeit von organischen UV-Filter ausgewählt aus der Gruppe enthaltend Triazin- derivate, Diarylbutadienderivate, Hydroxybenzophenonderivate und Methylen bis- Benzotriazolyl Tetramethylbutylphenolderivate in a) einer isolierten Ölkomponente oder b) in mindestens einer Ölphase eines dispersen Zwei- oder Mehrphasensystems welches zusätzlich eine oder mehrere Wasserphasen enthalten kann. 50. Use of a compound of the general formula I for increasing the solubility of organic UV filters selected from the group comprising triazine derivatives, diarylbutadiene derivatives, hydroxybenzophenone derivatives and methylene-bis-benzotriazolyl tetramethylbutylphenol derivatives in a) an isolated oil component or b) in at least one oil phase disperse two- or multi-phase system which may additionally contain one or more water phases.
PCT/EP2007/050531 2006-01-27 2007-01-19 Use of n,n-dimethyldecanamide in cosmetic preparations WO2007085568A1 (en)

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EP0087098A2 (en) * 1982-02-23 1983-08-31 BASF Aktiengesellschaft s-Triazine derivatives and their use as sunscreen agents
EP0916335A2 (en) * 1997-08-13 1999-05-19 Basf Aktiengesellschaft Cosmetic and parmaceutical compositions containing a photostable UV filter
EP1308153A2 (en) * 2001-11-03 2003-05-07 Beiersdorf AG Insect repellent sunscreen compositions containing benzotriazole derivatives as light protecting agents
WO2003075877A2 (en) * 2002-03-05 2003-09-18 The C.P. Hall Company Sunscreen compositions as well as methods and materials for producing the same, wherein the photodecay rate of the filter system is reduced by controlling the polarity of the solvent system

Cited By (11)

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GB2445832A (en) * 2007-01-04 2008-07-23 Ciba Sc Holding Ag Composition comprising organic UV absorbing agent with enhanced oil/film solubility
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WO2015006300A1 (en) 2013-07-12 2015-01-15 Stepan Company Personal cleansers and surfactant blend therefor
US9827179B2 (en) 2013-07-12 2017-11-28 Stepan Company Personal cleansers and surfactant blend therefor
EP3682863A1 (en) 2013-07-12 2020-07-22 Stepan Company O/w emulsions comprising a saturated c8-c14 alkyl n,n-dialkylamide
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WO2023111296A1 (en) * 2021-12-17 2023-06-22 Basf Se Composition comprising an antimicrobial agent and a carboxamide

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