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Details for Patent: 5,576,354

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Details for Patent: 5,576,354

Title: Photostable cosmetic screening composition containing a UV-A screening agent and an alkyl .beta., .beta.-diphenylacrylate or .alpha.-cyano-.beta. , .beta.-diphenylacrylate
Abstract:A photostable cosmetic screening composition and process for protection of the human epidermis against UV rays of wavelengths between 280 and 380 nm, the composition having, in a cosmetically acceptable vehicle containing at least one fatty phase, 1 to 5% by weight of a dibenzoylmethane derivative and at least 1% by weight of an alkyl .beta.-.beta.-diphenylacrylate or .alpha.-cyano-.beta.-.beta.-diphenylacrylate of formula (I), the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.
Inventor(s): Deflandre; Andre (Orry-la-Ville, FR), DuBois; Michel (Coulommiers, FR), Forestier; Serge (Claye-Scuilly, FR), Richard; Herve (Paris, FR)
Assignee: L'Oreal (Paris, FR)
Filing Date:Jun 05, 1995
Application Number:08/463,516
Claims:1. Process for stabilizing dibenzoylmethane derivatives with respect to UV radiation of wavelengths between 280 and 380 nm, comprising adding at least 1% by weight of an alkyl .beta.,.beta.-diphenylacrylate or a .alpha.-cyano-.beta.,.beta.-diphenylacrylate of formula: ##STR2## in which R.sub.1 and R'.sub.1, which may be identical or different, represent a hydrogen atom, a straight- or branched-chain C.sub.1 -C.sub.8 alkoxy radical or a straight- or branched-chain C.sub.1 -C.sub.4 alkyl radical, R.sub.1 and R'.sub.1 being in the para or meta position; R.sub.2 represents a straight- or branched-chain C.sub.1 -C.sub.12 alkyl radical; and

R.sub.3 represents a hydrogen atom or a --CN radical; to a cosmetic screening composition containing a cosmetically acceptable vehicle having at least one fatty phase and 1 to 5% by weight of a dibenzoylmethane derivative, the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.

2. Process according to claim 1, wherein the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative is not more than 8.

3. Process according to claim 1, wherein the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative is between 1.2 and 8.

4. Process according to claim 1, wherein the dibenzoylmethane derivative is selected from the group consisting of 2-methyldibenzoylmethane, 4-methyldibenzoylmethane, 4-isopropyldibenzoylmethane, 4-tert-butyldibenzoylmethane, 2,4-dimethyldibenzoylmethane, 2,5-dimethyldibenzoylmethane, 4,4'-diisopropyldibenzoylmethane, 4-tert-butyl-4'-methoxydibenzoylmethane, 2-methyl-5-isopropyl-4'-methoxydibenzoylmethane, 2-methyl-5-tert-butyl-4'-methoxydibenzoylmethane, 2,4-dimethyl-4'-methoxydibenzoylmethane, and 2,6-dimethyl-4-tert-butyl-4'-methoxydibenzoylmethane.

5. Process according to claim 1, wherein the dibenzoylmethane derivative is selected from the group consisting of 4-tert-butyl-4'-methoxydibenzoylmethane and 4-isopropyldibenzoylmethane.

6. Process according to claim 1, wherein the compound of formula (I) is selected from the group consisting of 2-ethylhexyl-.alpha.-cyano-.beta.,.beta.-diphenylacrylate, ethyl .alpha.-cyano-.beta.,.beta.-diphenylacrylate, 2-ethylhexyl .beta.,.beta.-diphenylacrylate and ethyl .beta.,.beta.-bis(4-methoxy-phenyl)acrylate.

7. Process according to claim 1, wherein the cosmetic screening composition is in a form selected from the group consisting of oily and oleoalcoholic lotions, fatty and oleoalcoholic gels, solid sticks, emulsions, a vesicular dispersion of ionic or nonionic amphiphilic lipids, and aerosols.

8. Process according to claim 1, wherein the cosmetic screening composition contains, in addition, at least one cosmetic adjuvant selected from the group consisting of thickeners, emollients, humectants, surfactants, preservatives, antifoaming agents, fragrances, oils, waxes, lower monoalcohols, lower polyols, propellants, colorants and pigments.

9. Process according to claim 1, wherein the cosmetic screening composition constitutes an emulsion in the form of a cream or milk comprising, as a cosmetic vehicle, fatty alcohols, fatty acid esters, and in particular fatty acid triglycerides, fatty acids, lanolin, natural or synthetic oils and waxes and emulsifiers, in the presence of water.

10. Process according to claim 1, wherein the cosmetic screening composition is in the form of an emulsion or a vesicular dispersion, which contains, in addition, water-soluble UV screening agents.

11. Process according to claim 1, wherein the cosmetic screening composition constitutes an oily lotion comprising, as a cosmetic vehicle, fatty acid esters, oils and natural or synthetic waxes.

12. Process according to claim 1, wherein the cosmetic screening composition constitutes an oleoalcoholic lotion comprising, as a cosmetic vehicle, oils, waxes or fatty acid esters, and in particular fatty acid triglycerides, and lower polyols, alcohols and/or glycols.

13. Process according to claim 1, wherein the cosmetic screening composition constitutes an oleoalcoholic gel comprising, as a cosmetic vehicle, a natural or synthetic oil or wax, a lower polyol or alcohol and a thickener.

14. Process for stabilizing dibenzoylmethane derivatives with respect to UV radiation of wavelengths between 280 and 380 nm, consisting essentially of adding at least 1% by weight of an alkyl .beta.,.beta.-diphenylacrylate or a .alpha.-cyano-.beta.,.beta.-diphenylacrylate of formula: ##STR3## in which R.sub.1 and R'.sub.1, which may be identical or different represent a hydrogen atom, a straight- or branched-chain C.sub.1 -C.sub.8 alkoxy radical or a straight- or branched-chain C.sub.1 -C.sub.4 alkyl radical, R.sub.1 and R'.sub.1 being in the para or meta position;

R.sub.2 represents a straight- or branched-chain C.sub.1 -C.sub.12 alkyl radical; and

R.sub.3 represents a hydrogen atom or a --CN radical, to a cosmetic screening composition consisting essentially of a cosmetically acceptable vehicle having at least one fatty phase and 1 to 5% by weight of a dibenzoylmethane derivative, the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.

15. In an improved process for stabilizing dibenzoylmethane derivatives with respect to UV radiation of wavelengths between 280 and 380 nm, wherein the improvement consists essentially of addding at least 1% by weight of an alkyl .beta.,.beta.-diphenylacrylate or a .alpha.-cyano-.beta.,.beta.-diphenylacrylate of formula: ##STR4## in which R.sub.1 and R'.sub.1, which may be identical or different, represent a hydrogen atom, a straight- or branched-chain C.sub.1 -C.sub.8 alkoxy radical or a straight- or branched-chain C.sub.1 -C.sub.4 alkyl radical, R.sub.1 and R'.sub.1 being in the para or meta position;

R.sub.2 represents a straight- or branched-chain C.sub.1 -C.sub.12 alkyl radical; and

R.sub.3 represents a hydrogen atom or a --CN radical, to a cosmetic screening composition consisting essentially of a cosmetically acceptable vehicle having at least one fatty phase and 1 to 5% by weight of a dibenzoylmethane derivative, the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.

16. Process for stabilizing dibenzoylmethane derivatives with respect to UV radiation of wavelengths between 280 and 380 nm, comprising adding at least 1% by weight of a .alpha.-cyano-.beta.,.beta.-diphenylacrylate of formula: ##STR5## in which R.sub.1 and R'.sub.1 represent a hydrogen atom;

R.sub.2 represents a 2-ethylhexyl radical; and

R.sub.3 represents a --CN radical;

to a cosmetic screening composition comprising a cosmetically acceptable vehicle containing at least one fatty phase and 1 to 5% by weight of a dibenzoylmethane derivative, said dibenzoylmethane derivative being 4-tert-butyl-4'-methoxydibenzoylmethane, the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.

17. Process according to claim 16, wherein the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative is not more than 8.

18. Process according to claim 16, wherein the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative is between 1.2 and 8.

19. Process according to claim 16, wherein the cosmetic screening composition is in a form selected from the group consisting of oily and oleoalcoholic lotions, fatty and oleoalcoholic gels, solid sticks, emulsions, a vesicular dispersion of ionic or nonionic amphiphilic lipids, and aerosols.

20. Process according to claim 16, wherein the cosmetic screening composition contains, in addition, at least one cosmetic adjuvant selected from the group consisting of thickeners, emollients, humectants, surfactants, preservatives, antifoaming agents, fragrances, oils, waxes, lower monoalcohols, lower polyols, propellents, colorants and pigments.

21. Process according to claim 16, wherein the cosmetic screening composition constitutes an emulsion in the form of a cream or milk comprising, as a cosmetic vehicle, fatty alcohols, fatty acid asters, and in particular fatty acid triglycerides, fatty acids, lanolin, natural or synthetic oils and waxes and emulsifiers, in the presence of water.

22. Process according to claim 16, wherein the cosmetic screening composition is in the form of an emulsion or a vesicular dispersion, which contains, in addition, water-soluble UV screening agents.

23. Process according to claim 16, wherein the cosmetic screening composition constitutes an oily lotion comprising, as a cosmetic vehicle, fatty acid esters, oils and natural or synthetic waxes.

24. Process according to claim 16, wherein the cosmetic screening composition constitutes an oleoalcoholic lotion comprising, as a cosmetic vehicle, oils, waxes or fatty acid esters, and in particular fatty acid triglycerides, and lower polyols, alcohols and/or glycols.

25. Process according to claim 16, wherein the cosmetic screening composition constitutes an oleoalcoholic gel comprising, as a cosmetic vehicle, a natural or synthetic oil or wax, a lower polyol or alcohol and a thickener.

26. Process for stabilizing dibenzoylmethane derivatives with respect to UV radiation of wavelengths between 280 and 380 nm consisting essentially of adding at least 1% by weight of a .alpha.-cyano .beta.,.beta.-diphenylacrylate of formula: ##STR6## in which R.sub.1 and R'.sub.1 represent a hydrogen atom;

R.sub.2 represents 2-ethylhexyl radical; and

R.sub.3 represents a --CN radical;

to a cosmetic screening composition consisting essentially of a cosmetically acceptable vehicle containing at least one fatty phase and 1 to 5% by weight of a dibenzoylmethane derivative, said dibenzoylmethane derivative being 4-tert-butyl-4'-methoxydibenzoylmethane, the mole ratio of the compound of formula (I) to the dibenzoylmethane derivative being not less than 0.8.

27. In an improved process for stabilizing dibenzoylmethane derivatives with respect to UV radiation of wavelengths between 280 and 380 nm, said dibenzoylmethane derivative being 4-tert-butyl-4'-methoxydibenzoylmethane, wherein the improvement consists essentially of adding at least 1% by weight of a .alpha.-cyano-.beta.,.beta.-diphenylacrylate of formula: ##STR7## in which R.sub.1 and R'.sub.1 represent a hydrogen atom;

R.sub.2 represents 2-ethylhexyl radical; and

R.sub.3 represents a --CN radical;

to a cosmetic screening composition consisting essentially of a cosmetically acceptable vehicle containing at least one fatty phase and 1 to 5% by weight of 4-tert-butyl-4'-methoxydibenzoylmethane, the mole ratio of the compound of formula (I) to 4-tert-butyl-4'-methoxydibenzoylmethane being not less than 0.8.
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