Photostabilization of dibenzoylmethane UV-screening agents with arylalkyl benzoate compounds and photoprotective cosmetic compositions comprised thereof

• US 20060008430A1
• Filed: 07/05/2005
• Published: 01/12/2006
• Est. Priority Date: 07/02/2004
• Status: Active Grant

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Candau, Didier
• Granted Patent: US 7,364,721 B2
• Time in Patent Office: Days
• US Class Current: 424/59
• CPC Class Codes: A61K 2800/52 Stabilizers
• CPC Class Codes: A61K 8/35 Ketones, e.g. benzophenone
• CPC Class Codes: A61K 8/37 Esters of carboxylic acids
• CPC Class Codes: A61Q 17/04 Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Abstract

Topically applicable cosmetic/dermatological photoprotective compositions contain at least one dibenzoylmethane UV-screening agent, and, as a photostabilizer therefor, at least one arylalkyl benzoate compound of formula (I) or (II) below: with the proviso that: (i) the subject compositions are characteristically devoid of any octyl methoxycinnamate; and (ii) same are other than a solution of butyl methoxydibenzoylmethane in 2-phenylethyl benzoate, 2-phenylethyl o-toluate, 2-phenylethyl p-toluate or in a 2-phenylethyl o-toluate/2-phenylethyl p-toluate (1/1) mixture.

Claims

1. A topically applicable, photostable cosmetic/dermatological photoprotective composition, comprising an effective UV-photoprotecting amount of at least one dibenzoylmethane UV-screening agent, and, as a photostabilizer therefor, a thus effective amount of at least one arylalkyl benzoate compound of formula (I) or (II) below:

2. The cosmetic/dermatological composition as defined by claim 1, said at least one dibenzoylmethane UV-screening agent being selected from the group consisting of:

2-methyldibenzoylmethane;

4-methyldibenzoylmethane;

4-isopropyldibenzoylmethane;

4-tert-butyldibenzoylmethane;

2,4-dimethyldibenzoylmethane;

2,5-dimethyldibenzoylmethane;

4,4′

-diisopropyldibenzoylmethane;

4,4′

-dimethoxydibenzoylmethane;

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.

3. The cosmetic/dermatological composition as defined by claim 1, said at least one dibenzoylmethane UV-screening agent comprising 4-(tert-butyl)-4′

-methoxydibenzoylmethane or butyl methoxydibenzoylmethane.

4. The cosmetic/dermatological composition as defined by claim 1, said at least one arylalkyl benzoate compound comprising 2-phenylethyl benzoate of formula:

5. The cosmetic/dermatological composition as defined by claim 1:

(i) devoid of any octyl methoxycinnamate; and

(ii) being other than a solution of butyl methoxydibenzoylmethane in 2-phenylethyl benzoate, 2-phenylethyl o-toluate, 2-phenylethyl p-toluate or in a 2-phenylethyl o-toluate/2-phenylethyl p-toluate (1/1) mixture.

6. The cosmetic/dermatological composition as defined by claim 1, said at least one arylalkyl benzoate compound comprising from 0.1 to 40% by weight thereof.

7. The cosmetic/dermatological composition as defined by claim 1, said at least one dibenzoylmethane UV-screening agent comprising from 0.01 to 10% by weight thereof.

8. The cosmetic/dermatological composition as defined by claim 1, further comprising at least one other UV-A active and/or UV-B active organic or mineral photoprotective agent that is water-soluble or liposoluble or insoluble in the cosmetic solvents commonly employed.

9. The cosmetic/dermatological composition as defined by claim 8, comprising at least one additional organic photoprotective agent selected from among anthranilates;

salicylic derivatives, camphor derivatives;

benzophenone derivatives;

β

,β

-diphenylacrylate derivatives;

benzotriazole derivatives;

benzalmalonate derivatives;

benzimidazole derivatives;

imidazolines;

bis-benzoazolyl derivatives;

p-aminobenzoic acid (PABA) derivatives;

methylenebis(hydroxyphenylbenzotriazole) derivatives;

benzoxazole derivatives;

screening polymers and screening silicones;

dimers derived from α

-alkylstyrene;

4,4-diarylbutadienes, and mixtures thereof.

10. The cosmetic/dermatological composition as defined by claim 9, comprising at least one organic UV-screening agent selected from among the following compounds:

Ethylhexyl salicylate,

Octocrylene,

Phenylbenzimidazolesulfonic acid,

Benzophenone-3,

Benzophenone-4,

Benzophenone-5,

n-Hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate,

4-Methylbenzylidenecamphor,

Terephthalylidenedicamphorsulfonic acid,

Disodium phenyl dibenzimidazole tetrasulfonate,

Methylenebis(benzotriazolyl)tetramethylbutylphenol,

Ethylhexyl triazone,

Diethylhexyl butamido triazone,

Drometrizole trisiloxane,

Polysilicone-15,

1,1-Dicarboxy(2,2′

-dimethylpropyl)-4,4-diphenylbutadiene,

2,4-bis[5-(1-Dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3,5-triazine,

and mixtures thereof.

11. The cosmetic/dermatological composition as defined by claim 8, comprising at least one additional mineral photoprotective agent which comprises treated or untreated metal oxide pigments or nanopigments.

12. The cosmetic/dermatological composition as defined by claim 11, comprising pigments or nanopigments selected from among titanium oxide, zinc oxide, iron oxide, zirconium oxide and cerium oxide, and mixtures thereof, which are treated or untreated.

13. The cosmetic/dermatological composition as defined by claim 1, further comprising at least one agent for artificially tanning and/or browning the skin.

14. The cosmetic/dermatological composition as defined by claim 1, further comprising at least one adjuvant selected from among fatty substances, organic solvents, ionic or nonionic, hydrophilic or lipophilic thickeners, softeners, humectants, opacifiers, stabilizers, emollients, silicones, antifoaming agents, fragrances, preservatives, anionic, cationic, nonionic, zwitterionic or amphoteric surfactants, active agents, fillers, polymers, propellants, and acidifying or basifying agents.

15. A regime or regimen for cosmetically treating or caring for the skin, lips, nails, hair, eyelashes, eyebrows and/or scalp of an individual in need of such treatment, comprising topically applying thereon, a thus effective amount of the cosmetic/dermatological composition as defined by claim 1.

16. A regime or regimen for photoprotecting the skin, hair, lips and/or scalp against the damaging effects of UV-irradiation, comprising topically applying thereon, a thus effective amount of the cosmetic/dermatological composition as defined by claim 1.

18. The cosmetic/dermatological composition as defined by claim 1, formulated as an emulsion, a milk, a gel, a cream, a lotion, a powder, a stick, a mousse, or a spray.

17. A process for enhancing the stability with respect to UV-irradiation of at least one dibenzoylmethane UV-screening agent, comprising formulating therewith a thus effective amount of at least one arylalkyl benzoate compound.