WO2006003020A1

WO2006003020A1 - Compositions containing a triazine derivative, an arylalkyl benzoate derivative and a eutectic n-butylphthalimide/isopropylphthalimide mixture; cosmetic uses thereof

Info

Publication number: WO2006003020A1
Application number: PCT/EP2005/007369
Authority: WO
Inventors: Didier Candau; Cécile Fiandino
Original assignee: L'oreal
Priority date: 2004-07-02
Filing date: 2005-06-20
Publication date: 2006-01-12

Abstract

The present invention relates to a photoprotective cosmetic or dermatological composition, characterized in that it comprises: (a) at least one 1, 3, 5-triazine derivative, and (b) at least one solvent consisting of: (i) at least one arylalkyl benzoate derivative and (ii) a eutectic mixture of n-butylphthalimide and isopropylphthalimide. The present invention also relates to the use of the said one alkylaryl benzoate compound in a cosmetic or dermatological composition containing a 1, 3, 5-triazine derivative, to improve the sun protection factor, the cosmetic properties and/or the stability of this composition.

Description

Compositions containing a triazine derivative, an arylalkyl benzoate derivative and a eutectic n-butylphthalimide/isopropylphthalimide mixture; cosmetic uses thereof

The present invention relates to a photoprotective composition comprising at least one 1, 3, 5-triazine derivative, an arylalkyl benzoate derivative and a eutectic n-butylphthalimide/- isopropylphthalimide mixture^".

The present invention also relates to its various cosmetic uses, especially for protecting the skin and/or the lips and/or the integuments against ultraviolet radiation, in particular solar radiation. It is known that light radiation with wavelengths of between 280 nm and 400 nm permits tanning of the human epidermis, and that rays with wavelengths of between 280 nm and 320 nm, known as UV-B rays, cause skin burns and erythema which may be harmful to the development of a natural tan; this UV-B radiation should thus be screened out.

It is also known, that UV-A rays, with

^•wavelengths of between 320 nm and 400 nm, which cause tanning of the skin, are liable to induce an adverse change in the latter, especially in the case of sensitive skin or of skin which is continually exposed to solar radiation. UV-A rays cause in particular a loss of elasticity of the skin and the appearance of wrinkles, leading to premature skin aging. They promote triggering of the erythemal reaction or amplify this • reaction in certain individuals and may even be the cause of phototoxic or photoallergic reactions. It is thus desirable also to screen out UV-A radiation.

Many cosmetic compositions intended for the photoprotection (UV-A and/or UV-B) of the skin have been proposed to date.

These antisun compositions are guite often in the form of an emulsion of oil-in-water type (that is to say a cosmetically acceptable support consisting of a continuous aqueous dispersing phase and a discontinuous oily dispersed phase) which contains, in various concentrations, one or more conventional lipophilic and/or hydrophilic organic screening agents which are capable of selectively absorbing harmful UV radiation, these screening agents (and their amounts) being selected as a function of the desired sun protection factor, the sun protection factor (SPF) being expressed mathematically by the ratio of the UV radiation dose necessary to reach the erythema-forming threshold with the UV screening agent to the UV radiation dose necessary to reach the erythema-forming threshold without UV screening agent. 1,3,5-Triazine derivatives are particularly desired in antisun cosmetics due to the fact that they are highly active in the UV-B range, and even in the UV-A range for some of these compounds depending on the nature of the substituents involved. Furthermore, they are photostable, i.e. they show little or no chemical ■ degradation under the .action -of UV radiation. They are especially described in patent applications US 4 367 390, EP 863 145, EP 517 104, EP 570 838,

EP 796 851, EP 775 698, EP 878 469 and EP 933 376, and the following are known in particular:

- 2,4, 6-tris [p- (2' -ethylhexyl-1'-oxycarbonyl) anilino] - 1,3,5-triazine or "Ethylhexyl Triazone" (INCI name), sold under the trade name "Uvinul T 150" by the company BASF,

- 2- [ (p- (tert-butylamido) anilino] -4, 6-bis- [ (p- (2' - ethylhexyl-1'-oxycarbonyl) anilino] -1,3, 5-triazine or "Diethylhexyl Butamido Triazone" (INCI name) , sold under the trade name "Uvasorb HEB" by Sigma 3V,

- 2, 4-bis{ [4-2-ethylhexyloxy) ] -2-hydroxy]phenyl}-6-(4- methoxyphenyl) -1,3,5-triazine or "Bis- Ethylhexyloxyphenol Methoxyphenyl Triazine" (INCI name) , sold under the trade name "Tinosorb S" by Ciba Specialty Chemicals.

It has been proposed in the prior art to use 1,3,5-triazine derivatives in oils such as esters and more particularly C₁₂-C₁₅ alkyl benzoates ("Finsolv TN" from Finetex) , or triglycerides and especially Cs-Ci₂ fatty acid triglycerides ("Miglyol 812" from Hϋls) , or alternatively oxyethylenated or oxypropylenated fatty monoalcohols or polyols ("Cetiol HE" from Henkel or "Witconol AM" from Witco) . The use of these oils presents two drawbacks:

- either the appearance over time of crystallization in • the formulations, which is detrimental, to the cosmetic qualities, the stability and the efficacy of antisun products;

- or the limitation of the concentration of screening agents in the formulations, which does not make it possible to obtain products that are sufficiently effective. The technical problem underlying the present invention is thus that of improving the photoprotective efficacy, the cosmetic properties and the stability of compositions containing such 1, 3, 5-triazine derivatives. With this aim, it has already been proposed in patent EP 1 430 881 to add to UV-screening agents of triazine type a eutectic mixture of n-butylphthalimide and isopropylphthalimide. The results obtained are still not entirely satisfactory. Surprisingly and unexpectedly, the Applicant has discovered that the technical problem mentioned above can be solved by using at least one arylalkyl benzoate derivative and a eutectic mixture of n-butylphthalimide and isopropylphthalimide in a composition containing at least one triazine derivative^'.

This combination makes it possible to obtain stable antisun compositions containing 1, 3, 5-triazine derivatives, which have a sun protection factor higher than those of the prior art compositions containing ^■ 1,3,5-triazine derivatives. These -compositions also have improved cosmetic qualities. They especially allow good moisturization of the skin, i.e. no dryness of the skin and no greasy feel are observed.

One subject of the present invention is thus a photoprotective cosmetic or dermatological composition, characterized in that it comprises: a) at least one 1,3,5-triazine derivative and b) at least one arylalkyl benzoate derivative and c) a eutectic mixture of n-butylphthalimide and isopropylphthalimide.

Another subject of the invention consists of the use of such a composition for the manufacture of cosmetic or dermatological compositions intended in particular for protecting keratin materials against solar radiation.

A subject of the invention is also the use of the combination of (i) at least one arylalkyl benzoate derivative and (ii) a eutectic mixture of n-butylphthalimide and isopropylphthalimide in a photoprotective cosmetic or dermatological composition containing at least one 1,3,5-triazine derivative, in order to improve the sun protection factor and/or the cosmetic qualities and/or the stability of this composition. Other subjects of the invention will become apparent on reading the description and the examples ^■ that follow. - . ...

The expression "photoprotective composition" means any composition containing at least one organic compound and/or at least one mineral compound capable of screening out UV-A and/or UV-B radiation via "a phenomenon of absorption, reflection or scattering.

Preferably, the eutectic mixture of n-butylphthalimide and isopropylphthalimide/arylalkyl benzoate derivative combination is present in the composition in a sufficient amount to make it possible by itself to dissolve (without it being necessary to use another solvent) the total amount of triazine screening agent present in the composition.

The arylalkyl benzoate derivatives in accordance with the invention are preferably chosen from those of formula (1) or (2) below:

I in which:

X denotes 0, S or N; ^■ n is an integer from 1 to 10 -and more preferably from 2 to 6; R¹ and R², which may be identical or different, denote a hydrogen atom; a hydroxyl group; a linear or branched C₁-C₄ alkoxy radical (preferably methoxy or ethoxy) ; a nitro radical; an amino radical; a C₆H₆SC>₂ radical; R³, R⁴ and R⁵, which may be identical or different, denote a group of formula:

in which n has the same meaning as indicated above; R⁶ denotes a hydrogen atom; a hydroxyl group; a linear or branched Ci-C₄ alkoxy radical (preferably methoxy or ethoxy) ; a nitro radical; an amino radical; a C₆H₆SO₂ radical.

The arylalkyl benzoate derivatives in accordance with the invention and the syntheses thereof have been known for a long time in the chemical literature and especially in patent PL 55230.

Among the arylalkyl benzoate derivatives mentioned above, 2-phenylethyl benzoate of formula:

for instance the commercial product X-Tend 226^® sold by the company ISP will be used more particularly.

They may be present in the compositions in ^• accordance with the invention in contents ranging from 0.1% to 40% by weight and more preferably from 0.1% to 30% by weight relative to the total weight of the composition.

The eutectic mixture in accordance with the invention is preferably composed of: a) 60% to 75% by weight of n-butylphthalimide of structure (3) below:

b) 25% to 40% by weight of isopropylphthalimide in accordance with the invention corresponding to the structure (4) below:

Eutectic n-butylphthalimide/- isopropylphthalimide mixtures in accordance with the invention are known and are described and synthesized in patent US 6 306 373 (forming an integral part of the content of the description) .

Among the eutectic mixtures which can be used, mention may be made of the following mixtures: n-butylphthalimide/isopropylphthalimide (60/40% by weight) n-butylphthalimide/isopropylphthalimide (62/38% by •weight) . ^• - n-butylphthalimide/isopropylphthalimide (65/35% by weight) n-butylphthalimide/isopropylphthalimide (70/30% by weight) n-butylphthalimide/isopropylphthalimide (75/25% by weight) Use will be made, for example, of the eutectic n-butylphthalimide/isopropylphthalimide mixture commercialized under the name Pelemol BIP by the company Phoenix Chemicals.

The eutectic mixture in accordance with the invention will be preferably used at concentrations ranging from 0.1% to 50% by weight and more preferably from 1% to 30% by weight relative to the total weight of the composition.

The 1, 3, 5-triazine derivative corresponds to formula (I) below:

in which the radicals Ai, A₂ and A₃, which may be identical or different, are chosen from the groups of formulae (II) to (IX) below:

in which:

X_a (each of the groups X_a may be identical or different) represents oxygen or -NH-;

R_a (each of the groups R_a may be identical or different) is chosen from hydrogen; an alkali metal; an ammonium radical optionally substituted with one or more linear or branched Ci-Ci₈ alkyl or linear or^' branched Ci-Ciβ hydroxyalkyl radicals; a linear or branched Ci-Ciβ and preferably Ce-Ci₂ alkyl radical; a C₅- C₁₂ cycloalkyl radical optionally substituted with one or more Ci-C₄ alkyl radicals; a polyoxyethylenated radical comprising from 1 to 6 ethylene oxide units, the terminal OH group of which is methylated; a radical of formula (X), (XI) or (XII) below:

A-O CH₂-CH- (Xl) R₀

in which:

R₈ is hydrogen or a methyl radical ;

R₉ is a C₁-C₉ alkyl radical ; q is an integer equal to 0; 1; 2; 3; - r is an integer equal to 1; 2; 3; 4; 5; 6; 7; 8; 9; 10;

- A is a C₄-Cs alkyl radical or a C₅-Cs cycloalkyl radical;

- B is chosen from: a linear or branched Ci-C₈ alkyl radical; a C₅-Ce cycloalkyl radical; an aryl radical optionally substituted with one or more Ci-C₄ alkyl radicals.

Ri denotes a C₃-Ci₈ alkyl radical; a C₂-Ci₈ alkenyl radical; a residue of formula -CH₂-CH(OH)-CH₂-OTi in which Ti is a hydrogen atom or a Ci-C₈ alkyl radical; a residue of formula (XIII) below:

in which:

Ri₃ denotes a covalent bond; a linear or branched Ci- C₄ alkyl radical or a radical of formula -C_miH_2mi~0- in which mi is an integer equal to 1; 2; 3; 4; Pi is an integer equal to 0; 1; 2; 3; 4; 5; the radicals Rio, Rn and R12, which may be identical or different, denote a Ci-Cis alkyl radical; a Ci-Ciβ alkoxy radical or a radical of formula:

in which R₁₄ is a C₁-C₅ alkyl radical, - R₂ denotes a hydrogen atom, a linear or branched Ci- C₄ alkyl radical or a Ci-C₄ alkoxy radical;

R₃ and R₄, which may be identical or different, denote a linear or branched C₁-C₂0 alkyl radical;

R₅ represents a hydrogen atom or a phenyl radical optionally substituted with a halogen or with a C₁-C₄ alkyl radical or with a Ci-C₄ alkoxy radical;

R₆ is a linear or branched Ci-C₈ alkyl radical or a C₁-C₃ alkoxy radical, it being understood that, in the latter case, two adjacent radicals R₆ on the same aromatic nucleus can together form an alkylidenedioxy • group in which the alkylidene- group contains 1 or 2 carbon atoms, OH, NHCOCH₃ or NH₂, - R₇ denotes a hydrogen atom, a Ci-Ci₀ alkyl radical, a radical of formula: -(CH₂CHR₅-O)_nIRs in which ni is a number from 1 to 16, or a radical of structure -CH₂-CH-

(OH)-CH₂OTi with R₈ and Ti having the same meaning as indicated above, - Z represents oxygen, sulfur, -NH- or -NR₃- with R₃ representing a linear or branched Ci-C₂₀ alkyl radical;

- p is 0, 1, 2 or 3,

Ai can also be a halogen, a radical -N(R₃J₂, the two radicals R₃ together possibly forming a ring of 4 or 5 carbon atoms, or a group -OR₃, R₃ having the same definition as above.

A first family of 1, 3, 5-triazine derivatives that is more particularly preferred, and that is described especially in document EP-A-O 517 104, is that of the 1, 3, 5-triazines corresponding to formula

(I) in which Ai, A₂ and A₃ are of formula (II) and have all of the following characteristics: one of the groups X_a-R_a represents a radical-NH-R_a with R_a chosen from: a C5-C12 cycloalkyl radical optionally substituted with one or more C₁-C₄ alkyl radicals; a radical of formula (X), (XI) or (XII) above in which:

B is a C₁-C₄ alkyl radical ; R₉ is a methyl radical; the other two groups X_a-R_a represent a radical -0-R_a ^• with R_a, which may be .identical or- different, chosen from: hydrogen; an alkali metal; an ammonium radical optionally substituted with one or more alkyl or hydroxyalkyl radicals; a linear or branched C₁-Ci₈ alkyl radical; a C5-C12 cycloalkyl radical optionally substituted with one or more Ci-C₄ alkyl radicals; a radical of formula (X), (XI) or (XII) above in which: - B is a Ci-C₄ alkyl radical; R₉ is a methyl radical.

A second family of 1, 3, 5-triazάne derivatives that is more particularly preferred, and that is described especially in document EP-A-O 570 838, is that of the 1,3, 5-triazines corresponding to formula (I) in which Ai, A₂ and A₃ are of formula (II) and have all of the following characteristics: one or two groups X_a-R_a represent a radical -NH-R_a, with R_a chosen from: a linear or branched Ci-Ci₈ alkyl radical; a C5-C₁₂ cycloalkyl radical optionally substituted with one or more Ci-C₄ alkyl radicals; a radical of formula (X), (XI) or (XII) above in which B is a Ci-C₄ alkyl radical and R₉ is a methyl radical; the other or the other two group(s) X_a-R_a being a radical -O-R_a with R_a, which may be identical or different, chosen from: hydrogen; an alkali metal; an ammonium radical optionally substituted with one or more alkyl or hydroxyalkyl radicals; a linear or branched Ci-Ci₈ alkyl radical; a C₅-Ci₂ cycloalkyl radical optionally substituted with one or more Ci-C₄ ^■alkyl radicals; a radical of -formula -{-X), (XI) or (XII) above in which B is a Ci-C₄ alkyl radical and R₉ is a methyl radical.

A 1, 3, 5-triazine of this second family that is particularly preferred is 2- [ (p- (tert-butylamido) - anilino] -4, 6-bis [ (p- (2' -ethylhexyl-1' -oxycarbonyl) - anilino] -1, 3, 5-triazine or "Diethylhexyl Butamido Triazone" sold under the trade name "Uvasorb HEB" by Sigma 3V and corresponding to the following formula:

in which R' denotes a 2-ethylhexyl radical and R denotes a tert-butyl radical.

A third preferred family of compounds that may be used in the context of the present invention, and which is described especially in document US 4 724 137, is that of the 1, 3, 5-triazines corresponding to formula (I) in which Ai, A₂ and A₃ are of formula (II) and have all of the following characteristics: ^■ - X_a are identical and represent oxygen;

R_a, which may be identical or different, represent a C₆-Ci2 alkyl radical or a polyoxyethylenated radical comprising from 1 to 6 ethylene oxide units, the terminal OH group of which is methylated.

A 1, 3, 5-triazine of this third family that is particularly preferred is 2, 4, β-tris [p (2' -ethylhexyl- l'-oxycarbonyl)anilino] -1, 3, 5-triazine or "Ethylhexyl Triazone" sold especially under the trade name "ϋvinul T 150" by the company BASF and corresponds to the following formula:

in which R' denotes a 2-ethylhexyl radical.

A fourth preferred family of compounds that may be used in the context of the present invention, and which is described especially in patent application EP-A-O 775 698, is that of the 1, 3, 5-triazines corresponding to formula (I) in which Ai and A₂ are of ^■ formula (III) and A₃ is of formula- (IX-)- and have all of the following characteristics: Ri, which may be identical or different, denote a C₃-C_x8 alkyl radical; a C₂-C₁₈ alkenyl radical or a residue of formula -CH₂-CH(OH)-CH₂-OTi in which Ti is a hydrogen atom or a Ci-C₈ alkyl radical; R₇ denotes a hydrogen atom or a Ci-Cio alkyl radical. A 1, 3, 5-triazine of this fourth family that is particularly preferred is 2, 4-bis{ [4—2— ethylhexyloxy) ] -2-hydroxy]phenyl}-6- (4-methoxyphenyl) - 1, 3, 5-triazine or "Anisόtriazine" sold under the trade name "Tinosorb S" by Ciba Specialty Chemicals, and corresponds to the following formula:

in which R' denotes a 2-ethylhexyl radical. A fifth preferred family of compounds that may be used in the context of the present invention, and which is described especially in patent applications EP 507 691, EP 507 692, EP 790 243 and

EP 944 624, and the technical content of which is ^• incorporated in its entirety -in the present description, is that of the 1, 3, 5-triazines corresponding to formula (I) in which A_x, A₂ and A₃ are of formulae (VII) to (XI) mentioned^' above.

As examples of these compounds of formula that may be used, mention may be made of:

2,4, 6-tris (diisobutyl 4' -aminobenzalmalonate) -s- triazine,

2, 4, 6-tris (bis (2-ethylhexyl) 4' -aminobenzalmalonate) -s- triazine,

2,4, 6-tris (bis (2-ethylhexyl) 4' -aminobenzalmalonate) -6- chloro-s-triazine, 2, 4, 6-tris (bis (2-ethylhexyl) 4' -aminobenzalmalonate) -6-

(2-ethylhexyl 4'-aminobenzoate) -s-triazine,

2, 4, 6-tris (diisobutyl 4' -aminobenzalmalonate) -6-butoxy- s-triazine,

2, 4, 6-tris (diisobutyl 4'-aminobenzalmalonate) -6- (2- ethylhexylamino) -s-triazine,

2, 4-bis (A'-aminobenzylidenecamphor) -6- (2-ethyl- hexylamino) -s-triazine,

2, 4-bis (4' -aminobenzylidenecamphor) -6- (diisobutyl 4'- aminobenzalmalonate) -s-triazine, 2, 4, 6-tris (diethyl 4' -aminobenzalmalonate) -s-triazine,

2,4, 6-tris (diisopropyl 4'-aminobenzalmalonate) - s-triazine,

2, 4, 6-tris (dimethyl 4' -aminobenzalmalonate) -s-triazine, 2, 4, ^β-tris (ethyl α-cyano-4-aminocinnamate) -s-triazine, 2, 4, ^β-tris [ (3'-benzotriazol-2-yl-2'-hydroxy-5'-

^• methyl)phenylamino] -s-triazine,

2, 4, β-tris [ (3' -benzotriazol-2-yl-2' -hydroxy-5' -tert- octyl)phenylamino] -s-triazine.

A 1,3,5-triazine of this fifth family that is particularly preferred is 2, 4, 6-tris (diisobutyl 4'- aminobenzalmalonate) -s-triazine, which corresponds to the following formula:

The compositions according to the present invention preferably comprise, in a physiologically acceptable medium, from 0.05% to 15% and preferably from 0.1% to 10%.. of 1,3,5-triazine derivatives by weight relative to the total weight of the said composition. The said composition according to the present invention is preferably a cosmetic composition ^■ containing, besides the 1, 3, 5-triazine- derivative as organic screening agent, at least one other additional organic screening agent and/or at least one other additional mineral screening agent, which is water- soluble, liposoluble or insoluble in the cosmetic solvents commonly used.

The compositions in accordance with the invention may also comprise other additional UVA-active and/or UVB-active organic or mineral photoprotective agents that are water-soluble or liposoluble or insoluble in the cosmetic solvents commonly used. The additional organic photoprotective agents are chosen especially from anthranilates; cinnamic derivatives; dibenzoylmethane derivatives; salicylic derivatives; camphor derivatives; benzophenone derivatives; β,β-diphenylacrylate derivatives; benzotriazole derivatives; benzalmalonate derivatives; benzimidazole derivatives; imidazolines; bis-benzazolyl derivatives as described in patents EP 669 323 and US 2 463 264; p-aminobenzoic acid (PABA) derivatives; methylenebis (hydroxyphenylbenzotriazole) derivatives as described in patent applications US 5 237 071, US 5 166 355, GB 2 303 549, DE 197 26 184 and EP 893 119; benzoxazole derivatives as described in patent applications EP 0 832 642, EP 1 027 883, EP 1 300 137 and DE 101 62 844; screening polymers and screening silicones such as those described especially in patent application WO 93/04665; dimers derived from ^• α-alkylstyrene, such as those described in patent application DE 198 55 649; 4, 4-diarylbutadienes such as those described in patent applications EP 0 967 200,

DE 197 46 654, DE 197 55 649, EP-A-I 008 586,

EP 1 133 980 and EP 133 981, and mixtures thereof.

As examples of additional organic screening agents, mention may be made of those denoted hereinbelow under their INCI name: para-Aminobenzoic acid derivatives:

PABA,

Ethyl PABA,

Ethyl dihydroxypropyl PABA, Ethylhexyl dimethyl PABA sold in particular under the name "Escalol 507" by ISP,

Glyceryl PABA,

PEG-25 PABA sold under the name "Uvinul P25" by BASF.

Salicylic derivatives: Homosalate sold under the name "Eusolex HMS" by Rona/EM

Industries,

Ethylhexyl salicylate sold under the name "Neo Heliopan

OS" by Haarmann and Reimer,

Dipropylene glycol salicylate sold under the name "Dipsal" by Scher,

TEA salicylate sold under the name "Neo Heliopan TS" by

Haarmann and Reimer.

Cinnamic derivatives: Ethylhexyl methoxycinnamate sold in particular under the trade name "Parsol MCX" by Hoffmann LaRoche, ^■ Isopropyl methoxycinnamate, - . ...

Isoamyl methoxycinnamate sold under the trade name "Neo Heliopan E 1000" by Haarmann and Reimer,

Cinoxate,

DEA methoxycinnamate,

- Diisopropyl methylcinnamate,

Glyceryl ethylhexanoate dimethoxycinnamate. Dibenzoylmethane derivatives:

Butyl methoxydibenzoylmethane sold in particular under the trade name "Parsol 1789" by Hoffmann LaRoche,

Isopropyl dibenzoylmethane, β, β-Diphenylacrylate derivatives: Octocrylene sold in particular under the trade name

"Uvinul N539" by BASF,

Etocrylene sold in particular under the trade name

"Uvinul N35" by BASF.

Benzophenone derivatives: Benzophenone-1 sold under the trade name "Uvinul 400" by BASF,

Benzophenone-2 sold under the trade name "Uvinul D50" by BASF,

Benzophenone-3 or Oxybenzone sold under the trade name "Uvinul M40" by BASF,

Benzophenone-4 sold under the trade name "Uvinul MS40" by BASF,

Benzophenone-5, Benzophenone-6 sold under the trade name "Helisorb 11" by Norquay, ^■ Benzophenone-8 sold under the- trade name "Spectra-Sorb

UV-24" by American Cyanamid, Benzophenone-9 sold under the trade name "Uvinul DS-49" by BASF,

Benzophenone-12 n-hexyl 2- (4-diethylamino-2-hydroxybenzoyl)benzoate.

Benzylidenecamphor derivatives: 3-Benzylidenecamphor manufactured under the name

"Mexoryl SD" by Chimex,

4-Methylbenzylidenecamphor sold under the name "Eusolex

6300" by Merck,

Benzylidenecamphorsulfonic acid manufactured under the name "Mexoryl SL" by Chimex,

Camphor benzalkonium methosulfate manufactured under the name "Mexoryl SO" by Chimex,

Terephthalylidenedicamphorsulfonic acid manufactured under the name "Mexoryl SX" by Chimex, Polyacrylamidomethylbenzylidenecamphor manufactured under the name "Mexoryl SW" by Chimex.

Phenylbenzimidazole derivatives:

Phenylbenzimidazolesulfonic acid sold in particular under the trade name "Eusolex 232" by Merck, Disodium phenyldibenzimidazoletetrasulfonate sold under the trade name "Neo Heliopan. AP" by Haarmann and

Reimer.

Phenylbenzotriazole derivatives: Drometrizole trisiloxane sold under the name

"Silatrizole" by Rhodia Chimie, ^■ Methylenebis (benzotriazolyl) t-etramethylbutylphenol sold in solid form under the trade name "MIXXIM BB/100" by Fairmount Chemical, or in micronized form as an aqueous dispersion under the trade name "Tinosorb M" by Ciba

Specialty Chemicals.

Anthranilic derivatives:

Menthyl anthranilate sold under the trade name "Neo Heliopan MA" by Haarmann and Reimer.

Imidazoline derivatives:

Ethylhexyldimethoxybenzylidenedioxoimidazoline propionate.

Benzalmalonate derivatives: Polyorganosiloxane containing benzalmalonate functions, for instance Polysilicone-15, sold under the trade name

"Parsol SLX" by Hoffmann LaRoche

4, 4-Diarylbutadiene derivatives:

- 1, 1-Dicarboxy(2,2' -dimethylpropyl) -4, 4-diphenyl- butadiene,

Benzoxazole derivatives:

2, 4-bis [5-1 (dimethylpropyl)benzoxazol-2-yl (4- phenyl) imino] -6- (2-ethylhexyl) imino-1, 3, 5-triazine sold under the name Uvasorb K2A by Sigma 3V and mixtures thereof.

The preferred additional organic UV-screening agents are chosen from:

Homosalate, Ethylhexyl salicylate,

Ethylhexyl methoxycinnamate, ^• Butyl rαethoxydibenzoylmethane,

Octocrylene, Phenylbenzimidazolesulfonic acid,

Benzophenone-3,

Benzophenone-4,

Benzophenone-5, 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-diphenyl- butadiene,

2, 4-Bis [5-1 (dimethylpropyl)benzoxazol-2-yl (4- phenyl) imino] -6- (2-ethylhexyl) imino-1, 3, 5-triazine, and mixtures thereof.

The additional mineral photoprotective agents are chosen from pigments and even more preferably nanopigments (mean size of the primary particles: generally between 5 nm and 100 nm and preferably between 10 nm and 50 nm) of treated or untreated metal oxides such as, for example, nanopigments of titanium oxide (amorphous or crystallized in rutile and/or anatase form) , or of iron oxide, zinc oxide, zirconium oxide or cerium oxide.

The treated, nanopigments are- pigments that have undergone one or more surface treatments of chemical, electronic, mechanochemical and/or mechanical nature with compounds as described, for example, in Cosmetics & Toiletries, February 1990, Vol. 105, pp. 53-64, such as amino acids, beeswax, fatty acids, fatty alcohols, anionic surfactants, . lecithins, sodium, potassium, zinc, iron or aluminium salts of fatty acids, metal (titanium or aluminium) alkoxides, poly¬ ethylene, silicones, proteins (collagen or elastin) , alkanolamines, silicon oxides, metal oxides, sodium hexametaphosphate, alumina or glycerol. The treated nanopigments may more particularly be titanium oxides treated with:

- silica and alumina, such as the products "Micro- titanium Dioxide MT 500 SA" and "Microtitanium dioxide MT 100 SA" from the company Tayca, and the products "Tioveil Fin", "Tioveil OP", "Tioveil MOTG" and "Tioveil IPM" from the company Tioxide,

- alumina and aluminium stearate, such as the product "Microtitanium Dioxide MT 100 T" from the company Tayca, - alumina and aluminium laurate, such as the product "Microtitanium Dioxide MT'100 S" from the company Tayca,

- iron oxides and iron stearate, such as the product "Microtitanium Dioxide MT 100 F" from the company Tayca, ^■ - silica, alumina and silicone, such a-s the products

"Microtitanium Dioxide MT 100 SAS", "Microtitanium Dioxide MT 600 SAS" and "Microtitanium Dioxide MT 500 SAS" from the company Tayca,

- sodium hexametaphosphate, such as the product "Microtitanium Dioxide MT 150 W" from the company Tayca, - octyltrimethoxysilane, such as the product "T-805" from the company Degussa,

- alumina and stearic acid, such as the product "UVT-Ml60" from the company Kemira,

- alumina and glycerol, such as the product "UVT-M212" from the company Kemira,

- alumina and silicone, such as the product "UVT-M262" from the company Kemira.

Other titanium oxide nanopigments treated with a silicone are preferably TiO₂ treated with octyltrimethylsilane and for which the mean size of the elementary particles is between 25 and 40 nm, such as the product sold under the trade name "T 805" by the company Degussa Silices, TiO₂ treated with a polydimethylsiloxane and for which the mean size of the elementary particles is 21 nm, such as the product sold under the trade name "70250 Cardre UF TiO2SI3" by the company Cardre, anatase/rutile TiO₂ treated with a polydimethylhydrogenosiloxane and for which the mean size of the elementary particles is 25 nm, such as the product sold under the trade name "Microtitanium •Dioxide USP Grade Hydrophobic-" by -the--company Colour Techniques. The uncoated titanium oxide nanopigments are sold, for example, by the company Tayca under the trade names "Microtitanium Dioxide MT 500 B" or "Microtitanium Dioxide MT 600 B", by the company Degussa under the name "P 25", by the company Wackher under the name "Oxyde de titane transparent PW", by the company Miyoshi Kasei under the name "UFTR", by the company Tomen under the name "ITS" and by the company Tioxide under the name "Tioveil AQ".

The uncoated zinc oxide nanopigments are, for example:

- those sold under the name "Z-Cote" by the company Sunsmart;

- those sold under the name "Nanox" by the company Elementis; - those sold under the name "Nanogard WCD 2025" by the company Nanophase Technologies.

The coated zinc oxide nanopigments are, for example:

- those sold under the name "Zinc Oxide CS-5" by the company Toshibi (ZnO coated with polymethylhydrogenosiloxane) ;

- those sold under the name "Nanogard Zinc Oxide FN" by the company Nanophase Technologies (as a 40% dispersion in Finsolv TN, C₁2-C15 alkyl benzoate) ;

- those sold under the name "Daitopersion ZN-30" and

^■ "Daitopersion ZN-50" by the company Daito (dispersions in cyclopolymethylsiloxane/oxyethylenated polydimethyl- siloxane, containing 30% or 50% of nanozinc oxides coated with silica and polymethylhydrogenosiloxane) ;

- those sold under the name "NFD Ultrafine ZNO" by the company Daikin (ZnO coated with perfluoroalkyl phosphate and copolymer based on perfluoroalkylethyl as a dispersion in cyclopentasiloxane) ;

- those sold under the name "SPD-Zl" by the company Shin-Etsu (ZnO coated with silicone-grafted acrylic polymer, dispersed in cyclodimethylsiloxane) ;

- those sold under the name "Escalol ZlOO" by the company ISP (alumina-treated ZnO dispersed in an ethylhexyl methoxycinnamate/PVP-hexadecene copolymer/methicone mixture) ;

- those sold under the name "Fuji ZNO-SMS-10" by the company Fuji Pigment (ZnO coated with silica and polymethylsilsesquioxane) ;

- those sold under the name "Nanox Gel TN" by the company Elementis (ZnO dispersed at a concentration of 55% in C₁₂-C₁₅ alkyl benzoate with hydroxystearic acid polycondensate) . The uncoated cerium oxide nanopigments are sold under the name "Colloidal Cerium Oxide" by the company Rhone-Poulenc.

The uncoated iron oxide nanopigments are sold, for example, by the company Arnaud under the names "Nanogard WCD 2002 (FE 45B)" and "Nanogard Iron FE 45 BL -AQ", "Nanogard FE 45R AQ", "Na-nogard WCD 2006 (FE 45R)" or by the company Mitsubishi under the name "TY-220". The coated iron oxide nanopigments are sold, for example, by the company Arnaud under the names "Nanogard WCD 2008 (FE 45B FN)", "Nanogard WCD 2009 (FE 45B 556)", "Nanogard FE 45 BL 345", "Nanogard FE 45 BL" or by the company BASF under the name "Transparent Iron Oxide".

Mention may also be made of mixtures of metal oxides, especially of titanium dioxide and of cerium dioxide, including the silica-coated equal-weight mixture of titanium dioxide and of cerium dioxide, sold by the company Ikeda under the name "Sunveil A", and also the alumina, silica and silicone-coated mixture of titanium dioxide and of zinc dioxide, such as the product "M 261" sold by the company Kemira, or the alumina, silica and glycerol-coated mixture of titanium dioxide and of zinc dioxide, such as the product "M 211" sold by the company Kemira.

The nanopigments may be introduced into the compositions according to the invention in unmodified form or in the form of pigmentary paste, i.e. as a mixture with a dispersant, as described, for example, in document GB-A-2 206 339.

The additional photoprotective agents are generally present in the compositions according to the invention in proportions ranging from 0.01% to 20% by weight relative to the total weight. of the composition ^■ and preferably ranging from 0.1% to 10% by weight relative to the total weight of the composition. The compositions according to the invention may also contain agents for artificially tanning and/or browning the skin (self-tanning agents) and more particularly dihydroxyacetone (DHA) . They are preferably present in amounts ranging from 0.1% to 10% by weight relative to the total weight of the composition.

The compositions in accordance with the present invention may also comprise standard cosmetic adjuvants chosen especially from fatty substances, organic solvents, ionic or nonionic, hydrophilic or lipophilic thickeners, softeners, humectants, opacifiers, stabilizers, emollients, silicones, antifoams, fragrances, preserving agents, anionic, cationic, nonionic, zwitterionic or amphoteric surfactants, active agents, fillers, polymers, propellants, acidifying or basifying agents or any other ingredient usually used in cosmetics and/or dermatology.

The fatty substances may consist of an oil or a wax or mixtures thereof. The term "oil" means a compound that is liquid at room temperature. The term "wax" means a compound that is solid or substantially solid at room- temperature and whose melting point is generally greater than 35⁰C.

Oils that may be mentioned include mineral • oils (paraffin) ; plant oils (-sweet almond oil, macadamia oil, grapeseed oil or jojoba oil) ; synthetic oils, for instance perhydrosqualene, fatty alcohols, fatty acids or fatty esters (for instance the C₁₂-C₁₅ alkyl benzoate sold under the trade name "Finsolv TN" by the company Witco, octyl palmitate, isopropyl lanolate and triglycerides, including capric/caprylic acid triglycerides) , oxyethylenated or oxypropylenated fatty esters and ethers; silicone oils (cyclomethicone and polydimethylsiloxanes, or PDMS) or fluoro oils, and polyalkylenes.

Waxy compounds that may be mentioned include paraffin, carnauba wax, beeswax and hydrogenated castor oil.

Among the organic solvents that may be mentioned are lower alcohols and polyols. These polyols may be chosen from glycols and glycol ethers, for instance ethylene glycol, propylene glycol, butylene glycol, dipropylene glycol or diethylene glycol.

Hydrophilic thickeners that may be mentioned include carboxyvinyl polymers such as the Carbopol products (carbomers) and the Pemulen products (acrylate/C10-C30-alkylacrylate copolymer) ; polyacrylamides, for instance the crosslinked copolymers sold under the names Sepigel 305 (CTFA name: polyacrylamide/Cl3-14 isoparaffin/Laureth 7) or Simulgel 600 (CTFA name: acrylamide/sodium acryloyldimethyltaurate ^■ copolymer/isohexadecane/polysorbat-e 80) by the company

SEPPIC; 2-acrylamido-2-methylpropanesulfonic acid polymers and copolymers, which are optionally crosslinked and/or neutralized, for instance the poly(2-acrylamido-2-methylpropanesulfonic acid) sold by the company Hoechst under the trade name "Hostacerin AMPS" (CTFA name: ammonium polyacryldimethyltauramide) ; cellulose-based derivatives such as hydroxyethyl- cellulose; polysaccharides and especially gums such as xanthan gum; and mixtures thereof.

Lipophilic thickeners that may be mentioned include modified clays such as hectorite and its derivatives, for instance the products sold under the name Bentone.

Among the active agents that may be mentioned are:

- antipollution agents and/or free-radical scavengers; - depigmenting agents and/or propigmenting agents;

- antiglycation agents;

- NO-synthase inhibitors;

- agents for stimulating the synthesis of dermal or epidermal macromolecules and/or for preventing their degradation;

- agents for stimulating fibroblast proliferation;

- agents for stimulating keratinocyte proliferation;

- muscle relaxants; - tensioning agents;

- desquamating agents;

^■ - moisturizers; ^• -

- anti-inflammatory agents; - agents acting on the energy metabolism of cells;

- insect repellants;

- substance P or CGRP antagonists.

Needless to say, a person skilled in the art will take care to select the optional additional compound(s) mentioned above and/or the amounts thereof such that the advantageous properties intrinsically associated with the compositions in accordance with the invention are not, or are not substantially, adversely affected by the envisaged addition (s) . The compositions according to the invention may be prepared according to techniques that are well known to those skilled in the art, in particular those intended for the preparation of emulsions of oil-in- water or water-in-oil type. They may be in particular in the form of a simple or complex emulsion (O/W, W/O, 0/W/O or W/O/W emulsion) such as a cream or a milk, in the form of a gel or a cream-gel, or in the form of a lotion, a powder or a solid stick, and may optionally be packaged as an aerosol and may be in the form of a mousse or a spray.

The compositions according to the invention are preferably in the form of- an oil-in-water or water- in-oil emulsion. The emulsions generally contain at least one emulsifier chosen from amphoteric, anionic, cationic ^• and nonionic emulsifiers, whϊch are used alone or as a mixture. The emulsifiers are appropriately chosen according to the emulsion to be obtained (W/0 or O/W) . As emulsifying surfactants that may be used for the preparation of the W/0 emulsions, examples that may be mentioned include sorbitan, glycerol or sugar alkyl esters or ethers; silicone surfactants, for instance dimethicone copolyols, such as the mixture of cyclomethicone and of dimethicone copolyol, sold under the name "DC 5225 C" by the company Dow Corning, and alkyldimethicone copolyols such as laurylmethicone copolyol sold under the name "Dow Corning 5200 Formulation Aid" by the company Dow Corning; cetyl- dimethicone copolyol, such as the product sold under the name Abil EM 9OR by the company Goldschmidt, and the mixture of cetyldimethicone copolyol, of poly- glyceryl isostearate (4 mol) and of hexyl laurate, sold under the name Abil WE 09 by the company Goldschmidt. One or more co-emulsifiers may also be added thereto, which may be chosen advantageously from the group comprising polyol alkyl esters. Polyol alkyl esters that may especially be mentioned include glycerol and/or sorbitan esters, for example polyglyceryl isostearate, such as the product sold under the name Isolan GI 34 by the company Goldschmidt, sorbitan isostearate, such as the product sold under the name Arlacel 987 by the company ICI₁. sorbitan glyceryl isostearate, such as the product sold under the name ^•Arlacel 986 by the company IC-I, and mixtures thereof.

For the O/W emulsions, examples of emulsifiers that may be mentioned include nonionic emulsifiers such as oxyalkylenated (more particularly polyoxyethylenated) fatty acid esters of glycerol; oxyalkylenated fatty acid esters of sorbitan;' oxyalkyl¬ enated (oxyethylenated and/or oxypropylenated) fatty acid esters; oxyalkylenated (oxyethylenated and/or oxypropylenated) fatty alkyl ethers; sugar esters, for instance sucrose stearate; fatty alkyl ethers of sugars, especially alkylpolyglucosides (APG) such as decylglucoside and laurylglucoside sold, for example, by the company Henkel under the respective names Plantaren 2000 and Plantaren 1200, cetostearyl glucoside optionally as a mixture with cetostearyl alcohol, sold, for example, under the name Montanov 68 by the company SEPPIC, under the name Tegocare CG90 by the company Goldschmidt and under the name Emulgade KE3302 by the company Henkel, and also arachidyl glucoside, for example in the form of a mixture of arachidyl alcohol, behenyl alcohol and arachidyl glucoside, sold under the name Montanov 202 by the company SEPPIC. According to one particular embodiment of the invention, the mixture of the alkylpolyglucoside as defined above with the corresponding fatty alcohol may be in the form of a self-emulsifying composition as described, for example, in document WO-A-92/06778.

When it is an emulsion, the aqueous phase of ^• this emulsion may comprise a -nonionic- vesicular dispersion prepared according to known processes (Bangham, Standish and Watkins, J. MoI. Biol. 13, 238 (1965), FR 2 315 991 and FR 2 416 008) .

The compositions according to the invention find their application in a large number of treatments, especially cosmetic treatments, of the skin, the lips and the hair, including the scalp, especially for protecting and/or caring for the skin, the lips and/or the hair, and/or for making up the skin and/or the lips.

Another subject of the present invention consists of the use of the compositions according to the invention as defined above for the manufacture of products for cosmetically treating the skin, the lips, the nails, the hair, the eyelashes, the eyebrows and/or the scalp, especially care products and makeup products.

The cosmetic compositions according to the invention may be used, for example, as care products and/or antisun products for the face and/or the body, of liquid to semi-liquid consistency, such as milks, more or less rich creams, cream-gels and pastes. They may optionally be packaged as an aerosol and may be in the form of mousses or sprays.

The compositions according to the invention in the form of vaporizable fluid lotions in accordance with the invention are applied to the skin or the hair ^• in the form of fine particles- by means-of pressurization devices. The devices in accordance with the invention are well known to those skilled in the art and include non-aerosol pumps or "atomizers", aerosol containers comprising a propellant and also aerosol pumps using compressed air as propellant. The latter pumps are described in patents US 4 077 441 and US 4 850 517 (forming an integral part of the content of the description) .

The compositions packaged in aerosol form in accordance with the invention generally contain conventional propellants, for instance hydrofluoro compounds, dichlorodifluoromethane, difluoroethane, dimethyl ether, isobutane, n-butane, propane or trichlorofluoromethane. They are preferably present in amounts ranging from 15% to 50% by weight relative to the total weight of the- composition. Concrete but in no way limiting examples illustrating the invention will now be given. The antisun formulations below were prepared; the amounts are indicated as weight percentages:

The aqueous phase (Phase B) containing all of its ingredients is heated to 8O⁰C in a water bath. The fatty phase (Phase A) containing all of its ingredients is heated to 8O⁰C in a water bath. A is emulsified in B with stirring of rotor-stator type (machine from the company Moritz) . Phase C is incorporated and the ^• mixture is allowed to cool to- room temperature with moderate stirring. The triethanolamine is introduced so as to adjust the pH to the desired value at the end of manufacture.

Claims

1. Photoprotective composition, characterized in that it comprises: a) at least one 1,3,5-triazine derivative and b) at least one arylalkyl benzoate derivative and c) at least one eutectic mixture of n-butylphthalimide and isopropylphthalimide.

2. Composition according to Claim 1, in which the arylalkyl benzoate derivative is chosen from those of formula (1) or (2) below:

in which: X denotes 0, S or N; n is an integer -from 1 to 10 and more preferably from 2 to 6;

R¹ and R², which may be identical or different, denote a hydrogen atom;^• a hydroxyl group; a linear or branched Ci-C₄ alkoxy radical; a nitro radical; an amino radical; a CeH₆SO₂ radical;

^• R³, R⁴ and R⁵, which may be identical or different, denote a group of formula:

in which n has the same meaning as defined above; R⁶ denotes a hydrogen atom; a hydroxyl group; a linear or branched Ci-C₄ alkoxy radical; a nitro radical; an amino radical; a CeHeSO₂ radical.

3. Composition according to Claim 2, in which the arylalkyl benzoate derivative is 2-phenyl- ethyl benzoate of formula:

4. Composition according to any one of Claims 1 to 3, in which the alkylaryl benzoate compound is present in concentrations ranging from 0.1% to 40% by weight and more preferably from 1% to 30% by weight relative to the total weight of the composition.

5. Composition according to any one of Claims 1 to 4, in which the eutectic mixture is composed of: a) 60% to 75% by weight of n-butylphthalimide of structure (3) below:

6. Composition according to Claim 5, in which the eutectic mixture is selected from: n-butylphthalimide/isopropylphthalimide (60/40% by weight) n-butylphthalimide/isopropylphthalimide (62/38% by- weight) n-butylphthalimide/isopropylphthalimide (65/35% by weight) n-butylphthalimide/isopropylphthalimide (70/30% by weight) n-butylphthalimide/isopropylphthalimide (75/25% by weight) .

7. Composition according to any one of Claims 1 to 6, in which the eutectic mixture is present at concentrations ranging from 0.1% to 50% by weight and more preferably from 1% to 30% by weight relative to the total weight of the composition.

8. Composition according to any one of Claims 1 to 7, in which the 1, 3, 5-triazine derivative corresponds to formula (I) be-low: -

in which:

- X_a (each of the groups X_a may be identical or different) represents oxygen or -NH-;

R₃ (each of the groups R_a may be identical or different) is chosen from hydrogen; an alkali metal; an ammonium radical optionally substituted with one or more linear or branched Ci-Ciβ alkyl or linear or branched Ci-Ciβ hydroxyalkyl radicals; a linear or branched Ci-Ciβ and preferably C6-C12 alkyl radical; a C₅- C₁₂ cycloalkyl radical optionally substituted with one or more Ci-C₄ alkyl radicals; a polyoxyethylenated radical comprising from 1 to 6 ethylene oxide units, the terminal OH group of which is methylated; a radical of formula (X), (XI) or (XII) below:

-O CH_rCH- (Xl)

in which:

Re is hydrogen or a methyl radical;

Rg is a Ci-Cg alkyl radical; q is an integer equal to 0; 1; 2; 3; - r is an integer equal to 1; 2; 3; 4; 5; 6; 7; 8; 9; 10;

A is a C4-C8 alkyl radical or a C₅-C₈ cycloalkyl radical;

B is chosen from: a linear or branched Ci-C₈ alkyl radical; a C₅-Ce cycloalkyl radical; an aryl radical optionally substituted with one or more Ci-C₄ alkyl radicals;

Ri denotes a C3-C18 alkyl radical; a C₂-C₁₈ alkenyl radical; a residue of formula -CH₂-CH(OH)-CH₂-OTi in which Ti is a hydrogen atom or a Ci-Ce alkyl radical; a residue of formula (XIII) below:

in which:

Ri₃ denotes a covalent bond; a linear or branched • Ci-C₄ alkyl radical or a radical of formula -C_mi^_mi-O- in which mi is an integer equal to 1; 2; 3; 4; - P₁ is an integer equal to 0; 1; 2; 3; 4; 5; the radicals Rio, Rn and R₁₂, which may be identical or different, denote a C₁-C₁S alkyl radical; a Ci-Ciβ alkoxy radical or a radical of formula:

in which R₁₄ is a C₁-C₅ alkyl radical,

R₂ denotes a hydrogen atom, a linear or branched C₁- C₄ alkyl radical or a Ci-C₄ alkoxy radical;

R₃ and R₄, which may be identical or different, ^■ denote a linear or branched C₁-C20 alkyl radical;

R₅ represents a hydrogen atom or a phenyl radical optionally substituted with a halogen or with a Ci-C₄ alkyl radical or with a Ci-C₄ alkoxy radical;

R₆ is a linear or branched C_x-C₈ alkyl radical or a C₁-C₃ alkoxy radical, it being understood that, in the latter case, two adjacent radicals R₆ on the same aromatic nucleus can together form an alkylidenedioxy group in which the alkylidene group contains 1 or 2 carbon atoms, OH, NHCOCH₃ or NH₂, - R₇ denotes a hydrogen atom, a Ci-Ci₀ alkyl radical, a radical of formula: -(CH₂CHR₅-O)_nIR₈ in which Ti₁ is a ^■ number from 1 to 16, or a radical -of structure -CH₂-CH-

(OH)-CH₂θTi with R_B and Ti having the same meaning as indicated above,

Z represents oxygen, sulfur, -NH- or -NR₃- with R3 representing a linear or branched Ci-C_2O alkyl radical; p is 0, 1, 2 or 3,

Ai can also be a halogen, a radical -N (R₃)₂, the two radicals R₃ together possibly forming a ring of 4 or 5 carbon atoms, or a group -OR₃, R₃ having the same definition as above.

9. Composition according to Claim 8, in which the 1, 3, 5-triazine derivative corresponds to formula (I) in which Ai, A₂ and A₃ are of formula (II) and have all of the following characteristics: one of the groups X_a-R_a represents a radical-NH-R_a with R_a chosen from: a C₅-C1₂ cycloalkyl radical optionally substituted with one or more Ci-C₄ alkyl radicals; a radical of formula (X) , (XI) or (XII) above in which:

B is a C₁-C₄ alkyl radical; Rg is a methyl radical; the other two groups X_a-R_a represent a radical -O-R_a with R_a, which may be identical or different, chosen from: hydrogen; an alkali metal; an ammonium radical optionally substituted with one or more alkyl or hydroxyalkyl radicals; a linear or branched Ci-Ciβ alkyl radical; a C₅-Ci₂ cycloalkyl radical optionally substituted with one or more C₁-C₄ alkyl radicals; a ^• radical of formula (X), (XI) -or (XII) --above in which:

B is a Ci-C₄ alkyl radical; - R₉ is a methyl radical.

10. Composition according to Claim 8, in which the 1,3, 5-triazine derivative corresponds to formula (I) in which Ai,- A.₂ and A₃ are of formula (II) and have all of the following characteristics: - one or two groups X_a-R_a represent a radical -NH-R₃, with R_a chosen from: a linear or branched C_x-Ci₈ alkyl radical; a C5-C12 cycloalkyl radical optionally substituted with one or more C₁-C₄ alkyl radicals; a radical of formula (X), (XI) or (XII) above in which: - B is a Ci-C₄ alkyl radical;

R₉ is a methyl radical; the other or the other two group(s) X_a-R_a being a radical . -O-R_a with R_a, which may be identical or different, chosen from: hydrogen; an alkali metal; an ammonium radical optionally substituted with one or more alkyl or hydroxyalkyl radicals; a linear or branched Ci-Ciβ alkyl radical; a C5-C₁2 cycloalkyl radical optionally substituted with one or more Ci-C₄ alkyl radicals; a radical of formula (X) , (XI) or (XII) above in which:

B is a C_x-C₄ alkyl radical; R₉ is a methyl radical.

11. Composition according to Claim 10, in which the 1, 3, 5-triazine derivative is 2-[(p-(tert- ^• butylamido) anilino] -4, 6-bis [ (p- (2'-ethylhexyl-l' - oxycarbonyl) anilino] -1, 3, 5-triazine of the following formula:

in which R' denotes a 2-ethylhexyl radical and R denotes a tert-butyl radical.

12. Composition according to Claim 8, in which the 1, 3, 5-triazine derivative corresponds to formula (I) in which Ai, A₂ and A₃ are of formula (II) and have all of the following characteristics: - X_a are identical and represent oxygen;

- R_a, which may be identical or different, represent a C₆-C₁₂ alkyl radical or a polyoxyethylenated radical comprising from 1 to 6 ethylene oxide units, the terminal OH group of which is methylated.

13. Composition according to Claim 12, in which the 1, 3, 5-triazine derivative is 2, 4, 6-tris [p (2' ethylhexyl-1' -oxycarbonyl) anilino] -1, 3, 5-triazine of the following formula:

in which R^Λ denotes a 2-ethylhexyl radical.

14. Composition according to Claim 8, in which the 1, 3, 5-triazine derivative corresponds to formula (I) in which Ai and A₂ are of formula (III) and A₃ is of formula (IX) and have all of the following characteristics: Ri, which may be identical or different, denote a C3-C18 alkyl radical; a C₂-Ci₈ alkenyl radical or a residue of formula -CH₂-CH(OH)-CH₂- OTi in which Ti is a hydrogen atom or a Ci-Cs alkyl radical; R₇ denotes a hydrogen atom or a C₁-C₁₀ aikyl radical.

15. Composition according to Claim 14, in which the 1, 3,5-triazine derivative is 2, 4-bis{ [4-2- ethylhexyloxy) ] -2-hydroxy]phenyl}-6- (4-methoxyphenyl) - 1, 3, 5-triazine of the following formula: _

53

in which R' denotes a 2-ethylhexyl radical.

16. Composition according to Claim 8, in which the 1, 3, 5-triazine derivative corresponds to formula (I) in which Ai, A₂ and A₃ are of formulae (VII) to (XI) .

17. Composition according to Claim 16, in which the 1, 3, 5-triazine derivative is chosen from: 2, 4, 6-tris (diisobutyl 4'-aminobenzalmalonate) -s- triazine,

2,4, 6-tris (bis (2-ethylhexyl) 4'-aminobenzalmalonate) -s- triazine,

2,4, 6-tris (bis (2-ethylhexyl) 4' -aminobenzalmalonate) -6- chloro-s-triazine,

2,4, 6-tris (bis (2-ethylhexyl) 4' -aminobenzalmalonate) -6-

(2-ethylhexyl 4' -aminobenzoate)-s-triazine,

2,4, 6-tris (diisobutyl 4'-aminobenzalmalonate) -6-butoxy- s-triazine, 2, 4, 6-tris (diisobutyl 4'-aminobenzalmalonate) -6- (2- ethylhexylamino) -s-triazine, 2, 4-bis (4' -aminobenzylidenecamphor) -6- (2-ethyl- hexylamino) -s-triazine, ^■ 2, 4-bis (4' -aminobenzylidenecamphor-) -β---(diisobutyl 4'- aminobenzalmalonate) -s-triazine, 2, 4, 6-tris (diethyl 4' -aminobenzalmalonate) -s-triazine, 2,4, 6-tris (diisopropyl 4' -aminobenzalmalonate) - s-triazine,

2,4, 6-tris (dimethyl 4'-aminobenzalmalonate) -s-triazine, 2, 4, 6-tris (ethyl α-cyano-4-aminocinnamate) -s-triazine, 2, 4, 6-tris [ (3' -benzotriazol-2-yl-2' -hydroxy-5' - methyl)phenylamino] -s-triazine,

2,4, 6-tris [ (3' -benzotriazol-2-yl-2'-hydroxy-5' -tert- octyl)phenylamino] -s-triazine.

18. Composition according to any one of Claims 1 to 17, in which the 1,3, 5-triazine derivative (s) is (are) present in concentrations ' ranging from 0.05% to 15% and preferably from 0.1% to 10% by weight relative to the total weight of the said composition.

19. Composition according to any one of

Claims 1 to 18, also containing at least one additional organic photoprotective agent and/or at least one additional mineral photoprotective agent, which is water-soluble, liposoluble or insoluble in the cosmetic solvents commonly used.

20. Composition according to Claim 19, in which the additional organic photoprotective agents are chosen from anthranilates; cinnarrtic derivatives; dibenzoylmethane derivatives; salicylic derivatives; camphor derivatives; benzophenone 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-alkyl- styrene; 4, 4-diarylbutadienes, and mixtures thereof.

21. Composition according to Claim 20, in which the additional organic screening agents are chosen from:

Homosalate, Ethylhexyl salicylate,

Ethylhexyl methoxycinnamate,

Butyl methoxydibenzoylmethane,

Octocrylene,

Phenylbenzimidazolesulfonic acid, Benzophenone-3,

Benzophenone-4,

Benzophenone-5, 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-diphenyl-

■ butadiene, -

22. Composition according to Claim 19, in which the additional mineral photoprotective agents are chosen from coated or uncoated metal oxide pigments or nanopigments.

23. Composition according to Claim 22, in which the additional mineral screening agents are nanopigments 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.

24. Composition according to any one of Claims 1 to 23, characterized in that it also comprises at least one agent for artificially tanning and/or browning the skin. 25. Composition according to any one of

Claims 1 to 24, characterized in that it also comprises at least one adjuvant chosen from fatty substances, organic solvents, ionic or nonionic, hydrophilic or lipophilic thickeners, softeners, humectants, opacifiers, stabilizers, emollients, silicones, antifoams, fragrances, preserving agents, anionic, cationic, nonionic, zwitterionic or amphoteric surfactants, active agents, fillers, polymers, propellants and acidifying or basifying agents.

^■ 26. Composition ac-cording to any one of Claims 1 to 25, characterized in that the eutectic mixture of n-butylphthalimide and isopropylphthalimide/arylalkyl benzoate derivative combination is present in an amount that is sufficient for dissolving by itself all of the triazine screening agent present in the composition.

27. Use of a composition as defined in any one of Claims 1 to 26, for the manufacture of products for cosmetically treating the skin, the lips, the nails, the hair, the eyelashes, the eyebrows and/or the scalp.

28. Use of a composition as defined in any one of Claims 1 to 26, for the manufacture of products for caring for the skin, the lips, the nails, the hair and/or the scalp.

29. Use of a composition as defined in any one of Claims 1 to 26, for the manufacture of makeup products.

30. Use of the combination of (i) at least one alkylaryl benzoate compound and (ii) at least one eutectic mixture of n-butylphthalimide and isopropylphthalimide as defined in any one of the preceding claims, in a cosmetic or dermatological composition containing a 1, 3, 5-triazine derivative as , defined in the preceding claims, to improve the sun protection factor, the cosmetic properties and/or the stability of this composition.