Solubilization of triazine UV-screening agents with arylalkyl benzoate compounds/amide-based oils and photoprotective compositions comprised thereof

Patent metadata

Field	Value
Publication number	US-9717931-B2
Application number	US-17288505-A
Country	US
Kind code	B2
Filing date	Jul 5, 2005
Priority date	Jul 2, 2004
Publication date	Aug 1, 2017
Grant date	Aug 1, 2017

Abstract

Topcially applicable photoprotective compositions having improved sun protection factor, cosmetic properties and/or stability contain:
(a) at least one 1,3,5-triazine UV-screening agent, (b) at least one mixture including:
(i) at least one arylalkyl benzoate compound, and (ii) at least one oil containing in its structure at least one amide unit.

First claim

What is claimed is:

1. A topically applicable cosmetic/dermatological photoprotective composition, comprising:
a) at least one 1,3,5-triazine derivative comprising 2,4-bis{[4-2-ethylhexyloxy)]-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine of the following formula:

in which R′ is a 2-ethylhexyl radical, and
b) a mixture comprising:
(i) at least one amide-based oil comprising isopropyl N-lauroylsarcosinate of formula:

 and
(ii) 2-phenylethyl benzoate of the following formula:

wherein, the composition is formulated into a topically applicable,cosmetically/ dermatologically acceptable medium,
wherein the 2,4-bis{[4-2-ethylhexyloxy)]-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine is present in an amount of from 1.0% to 10%, the isopropyl N-lauroylsarcosinate is present in an amount of from 1% to 20%, and the 2-phenylethyl benzoate is present in an amount of from 1% to 30%, by weight relative to the total weight of the composition,
wherein UV active benzophenone derivatives are not present.

2. The cosmetic/dermatological composition as defined by claim 1 , further comprising at least one additional organic photoprotective agent and/or at least one additional mineral photoprotective agent, which is/are water-soluble, liposoluble or insoluble in the cosmetic solvents commonly employed.

3. The cosmetic/dermatological composition as defined by claim 2 , comprising at least one additional organic photoprotective agent selected from the group consisting of anthranilates; cinnamic derivatives; salicylic derivatives; camphor derivatives; β,β′-diphenylacrylate derivatives; benzotriazole derivatives; benzalmalonate derivatives; benzimidazole derivatives; imidazolines; bis-benzazolyl 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.

4. The cosmetic/dermatological composition as defined by claim 3 , comprising at least one additional organic photoprotective agent selected from the group consisting of:
Homosalate,
Ethylhexyl salicylate,
Ethylhexyl methoxycinnamate,
Octocrylene,
Phenylbenzimidazolesulfonic acid,
n-Hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate,
4-Methylbenzylidenecamphor,
Terephthalylidenedicamphorsulfonic acid,
Disodium phenyldibenzimidazoletetrasulfonate,
Methylenebis(benzotriazolyl)tetramethylbutylphenol,
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.

5. The cosmetic/dermatological composition as defined by claim 2 , comprising at least one additional mineral photoprotective agent that is a coated or uncoated metal oxide pigment or nanopigment.

6. The cosmetic/dermatological composition as defined by claim 2 , comprising at least one additional mineral screening agent that is a nanopigment of titanium oxide, which is amorphous or crystallized in rutile and/or anatase form, or of iron oxide, zinc oxide, zirconium oxide or cerium oxide.

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

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

9. The cosmetic/dermatological composition as defined by claim 1 , said amide-based oil/arylalkyl benzoate compound admixture being present in an amount that itself is sufficient for dissolving all of the triazine screening agent present in the composition.

10. A process 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 .

11. A process 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 .

12. A process for enhancing the sun protection factor, cosmetic properties and/or stability of at least one 1,3,5-triazine derivative, comprising formulating therewith a thus effective amount of at least one arylalkyl benzoate compound and at least one amide-based oil to form the composition as defined by claim 1 .

13. 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.

14. A topically applicable cosmetic/dermatological photoprotective composition, consisting essentially of:
a) 2,4-bis{[4-2-ethylhexyloxy)]-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine of the following formula:

in which R′ is a 2-ethylhexyl radical, and
b) a mixture consisting essentially of:
(i) isopropyl N-lauroylsarcosinate of formula:

 and
(ii) 2-phenylethyl benzoate of the following formula:

wherein, the composition is formulated into a topically applicable, cosmetically/dermatologically acceptable medium,
wherein the 2,4-bis{[4-2-ethylhexyloxy)]-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine is present in an amount of from 1.0% to 10%, by weight relative to the total weight of the composition,
wherein the isopropyl N-lauroylsarcosinate is present in an amount of from 1% to 20%, by weight relative to the total weight of the composition, and
wherein the 2-phenylethyl benzoate is present in an amount of from 1% to 30%, by weight relative to the total weight of the composition,
wherein UV active benzophenone derivatives are not present.

15. The cosmetic/dermatological composition as defined by claim 14 , further consisting essentially of at least one agent for artificially tanning and/or browning the skin.

16. The cosmetic/dermatological composition as defined by claim 1 , further comprising at least one organic photoprotective agent and/or at least one mineral photoprotective agent, wherein the at least one organic photoprotective agent and/or at least one mineral photoprotective agent is present in an amount of 0.1% to 10% by weight relative to the total weight of the composition.

17. The cosmetic/dermatological composition as defined

Assignees

• Candau Didier
• Fiandino Cecile
• Oreal

Inventors

• Candau Didier
• Fiandino Cecile

Classifications

• A61K8/44

  Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof · CPC title

• A61K8/37 Primary

  Esters of carboxylic acids · CPC title

• A61K8/4966

  Triazines or their condensed derivatives · CPC title

• A61Q17/04 Primary

  Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations · CPC title