FLUID PHOTOPROTECTIVE COMPOSITION

Abstract

The present invention relates to a fluid composition intended for the protection of keratin materials against ultraviolet radiation, characterized in that it comprises at least: (a) a photoprotective system capable of screening out UV radiation, (b) at least one diester of a C.sub.2-C.sub.8 carboxylic acid and of a C.sub.1-C.sub.4 alcohol, (c) at least one diester of a C.sub.9-C.sub.14 carboxylic acid and of a C.sub.1-C.sub.4 alcohol, (d) at least one (C.sub.4-C.sub.26) dialkyl ether.

The present invention relates more particularly to aqueous vaporizable compositions in particular in spray form and also to the pressurization devices containing them.

Claims

1. A fluid composition intended for the protection of keratin materials against ultraviolet radiation, which comprises at least: (a) a photoprotective system capable of screening out UV radiation; (b) at least one diester of a C2-C8 carboxylic acid and of a C1-C4 alcohol, (c) at least one diester of a C9-C14 carboxylic acid and of a C1-C4 alcohol, and (d) at least one (C4-C26) dialkyl ether.

2. The composition as claimed in claim 1, wherein the diester(s) of a C2-C8 carboxylic acid and of a C1-C4 alcohol b) are chosen from the compounds of formula (I):
R1-O—CO—X—CO—O—R2  (I) wherein: R1 and R2, which may be identical or different, are chosen from C1-C4 linear alkyls, C3-C4 branched alkyls and mixtures thereof X is a C2-C6, linear or branched, hydrocarbon-based divalent radical.

3. The composition as claimed in claim 1, wherein the diester of a C2-C8 carboxylic acid and of a C1-C4 alcohol b) is diisopropyl adipate.

4. The composition as claimed in claim 1, wherein the diester b) is present in the composition in amounts preferably ranging from 0.1% to 10% by weight relative to the total weight of the composition.

5. The composition as claimed in claim 1, wherein the diester(s) of a C9-C14 carboxylic acid and of a C1-C4 alcohol c) are chosen from the compounds of formula (II):
R1-O—CO—X—CO—O—R2  (II) wherein R1 and R2, which may be identical or different, are chosen from C1-C4 linear alkyls, C3-C4 branched alkyls and mixtures thereof X is a C7-C12 linear or branched hydrocarbon-based divalent radical.

6. The composition as claimed in claim 1, wherein the diester of a C9-C14 carboxylic acid and of a C1-C4 alcohol c) is diisopropyl sebacate.

7. The composition as claimed in claim 1, wherein the diester c) is present in the composition in amounts ranging from 0.1% to 10% by weight relative to the total weight of the composition.

8. The composition as claimed in claim 1, wherein the diether d) is of formula (III),
R5-O—R6  (III) wherein R5 et R6, which may be identical or different, denote a C6-C25 linear or branched alkyl or alkenyl radical.

9. The composition as claimed in claim 1, wherein the diether d) is present in the composition in amounts preferably ranging from 0.1% to 10% by weight relative to the total weight of the composition.

10. The composition as claimed in claim 1, wherein the photoprotective system comprises one or more hydrophilic, lipophilic or insoluble organic screening agents and/or one or more mineral (nano)pigments.

11. The composition as claimed in claim 10, wherein the photoprotective system comprises at least one hydrophilic, lipophilic or insoluble organic screening agent.

12. The composition as claimed in claim 10, wherein the organic screening agents are chosen from; anthranilates; cinnamic derivatives; dibenzoylmethane derivatives; salicylic derivatives; camphor derivatives; triazine 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; screening polymers and screening silicones; α-alkylstyrene-based dimers; 4,4-diarylbutadienes; and mixtures thereof.

13. The composition as claimed in claim 12, wherein the organic screening agents are chosen from Ethylhexyl methoxycinnamate, Ethylhexyl salicylate, Homosalate, 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, Bis-ethylhexyloxyphenol methoxyphenyl triazine, Ethylhexyl triazone, Diethylhexyl butamidotriazone, 2,4,6-Tris(dineopentyl 4′-aminobenzalmalonate)-s-triazine, 2,4,6-Tris(diisobutyl 4′-aminobenzalmalonate)-s-triazine, 2,4-Bis(n-butyl 4′-aminobenzoate)-6-(aminopropyltrisiloxane)-s-triazine, 2,4-Bis(dineopentyl 4′-aminobenzalmalonate)-6-(n-butyl 4′-aminobenzoate)-s-triazine, 2,4-Bis(n-butyl 4′-aminobenzalmalonate)-6-[(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)amino]-s-triazine, 2,4,6-Tris(diphenyl)triazine, 2,4,6-Tris(terphenyl)triazine, Phenylene bis-diphenyltriazine 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.

14. The composition as claimed in claim 10, wherein the mineral UV-radiation-screening agents are chosen from coated or uncoated metal oxides.

15. The composition as claimed in claim 1, wherein the photoprotective system is present in a content ranging from 0.1% to 40% by weight relative to the total weight of the composition.

16. The composition as claimed in claim 1, wherein the viscosity is less than or equal to 0.5 Pa.Math.s.

17. The composition as claimed in claim 1, wherein it is in a vaporizable form.

18. A pressurization device comprising at least (A) a reservoir containing at least one vaporizable fluid composition as claimed in claim 1 and (B) means for pressurizing said composition.

19. The device as claimed in claim 18, wherein it is a non-aerosol pump.

20. The device as claimed in claim 18, wherein it is an aerosol container or an aerosol pump.

21. The device as claimed in claim 17, wherein it is a two-compartment aerosol container or aerosol pump.

22. A method of reducing or eliminating the effect of migration of a composition in a physiologically acceptable aqueous support, and comprising at least one photoprotective system capable of screening out UV radiation out of the application area on keratin materials by including in the composition at least one mixture of (b) at least one diester of a C2-C8 carboxylic acid and of a C1-C4 alcohol, (c) at least one diester of a C9-C14 carboxylic acid and of a C1-C4 alcohol, and (d) at least one (C4-C26) dialkyl ether.

23. A method of improving the cosmetic pleasantness and the comfort of use of a cosmetic composition in the form of an oil-in-water emulsion or water-in-oil-in-water multiple emulsion comprising, in a physiologically acceptable medium, and comprising at least one UV-radiation-absorbing agent by including in the composition at least one mixture of (b) at least one diester of a C2-C8 carboxylic acid and of a C1-C4 alcohol, (c) at least one diester of a C9-C14 carboxylic acid and of a C1-C4 alcohol, and (d) at least one (C4-C26) dialkyl ether.

Description

EXAMPLES A to E

[0257] Vaporizable fluid antisun formulations containing the following ingredients were prepared:

TABLE-US-00001 D E of the of the INCI Name Phase A B C invention invention AQUA A1 43.73 43.73 43.73 43.73 43.73 PROPANEDIOL A1 2.5 2.5 2.5 2.5 2.5 GLYCEROL A1 6.0 6.0 6.0 6.0 6.0 TRISODIUM A1 0.3 0.3 0.3 0.3 0.3 ETHYLEDIAMINE DISUCCINATE ACRYLATES COPOLYMER A1 2.0 2.0 2.0 2.0 2.0 (AQUA SF1) TRIETHANOLAMINE A1 0.1 0.1 0.1 0.1 0.1 BUTYLMETHOXYDIBENZOYL B 5 5 5 5 5 METHANE ETHYLHEXYL SALICYLATE B 5 5 5 5 5 ETHYLHEXYL TRIAZONE B 2 2 2 2 2 OCTOCRYLENE B 2 2 2 2 2 HOMOSALATE B 10 10 10 10 10 DROMETRIZOLE B 1.5 1.5 1.5 1.5 1.5 TRISOLOXANE BIS- B 4 4 4 4 4 ETHYLHEXYLOXYPHENOL METHOXYOPHENYL TRIAZINE (TINOSORB S from BASF) C12-22 ALKYL ACRYLATE/ B 2 2 2 2 2 HYDROXYETHYLACRYLATE COPOLYMER DIISOPROPYL ADIPATE B 10 4 2 DICAPRYLYL ETHER B 10 3 2 DIISOPROPYL SEBACATE B 10 3 6 PHENOXYETHANOL B 0.5 0.5 0.5 0.5 0.5 CAPRYLYL GLYCOL B 0.3 0.3 0.3 0.3 0.3 CITRIC ACID C 0.07 0.07 0.07 0.07 0.07 DENATURED ALCOHOL D 3 3 3 3 3 (absolute ethanol)

[0258] Compositions A to E are prepared according to the following protocol:

[0259] Preparation of Phase A1

[0260] The starting materials of A1 are weighed out carefully beforehand using a balance (precision=0.01 g), and are heated to a temperature of 65° C. in a tank of a cos 1000 with a jacket.

[0261] Preparation of Phase B

[0262] Phase B is heated to 80-85° C., cooled to 65° C., and introduced into phase A1 with turbine stirring of Turrax type and scraper blades.

[0263] The stirring is maintained for 10 minutes.

[0264] The preparation is brought back to ambient temperature with turbine stirring for 10 minutes.

[0265] Addition of Phases C, D, E

[0266] Phases C and D are successively introduced every 5 minutes into phase (A1+B) with stirring (turbine+scraper blades).

[0267] Viscosity

[0268] The viscosities of compositions A to E were measured by means of a Rheomat 180 viscometer at 25° C. at the rotational speed of 200 rpm after 10 minutes.

[0269] SPF Determination

[0270] For each of the compositions A to E, the sun protection factor (SPF) associated therewith was then determined. Said sun protection factor was determined using the in vitro method described by B. L. Diffey et al. in J. Soc. Cosmet. Chem. 40 127-133 (1989); this method consists in determining the monochromatic protection factors over a wavelength range from 290 to 400 nm and in calculating therefrom the sun protection factor according to a given mathematical equation. The measurement was taken with a 1 nm increment on a UV-2000S machine from the company Labsphere, 1.3 mg/cm.sup.2 of product being spread on a frosted PMMA plate. The results (mean value corresponding to 5 plates per product, 8 points per plate) are collated in table (I) below:

[0271] Protocol for Evaluating Migration

[0272] The migration is evaluated in the following way:

[0273] 10 μl of composition are deposited by means of an Eppendorf micropipette onto a circular surface 25 mm in diameter, on a block of PMMA.

[0274] A template is placed below in order to simulate the placement.

[0275] Two opposite diameters which make it possible to calculate the surface area of the spreading are accurately measured.

[0276] The diameters of the deposit are taken at TO using a graduated ruler on 2 diagonals.

[0277] The plates are deposited on a hot plate at 32° C., which is skin temperature.

[0278] The diameters of the deposit are taken at T24 h using a graduated ruler on the 2 diagonals.

[0279] The initial surface area of the deposit S0 is calculated from the mean of the 2 diameters.

S=π4×mean(D1;D2)2

The final surface area after migration of the deposit S24 h is calculated from the mean of the 2 diameters.

[0280] The migration index is the ratio

[0281] S24 h+S0

[0282] The higher the diffusion index, the greater the migration of the formula.

[0283] Protocol for Evaluating the Tack

[0284] The tack is evaluated by a panel of sensory experts made up of 10 individuals. Each composition is applied to the forearm at a dose of 2 mg/cm.sup.2. The product is spread by circular movements until it had penetrated (approximately 30 seconds). The tack is evaluated after 2 minutes of drying, by applying the back of the hand to the treated area, according to a scale ranging from 1 to 15 wherein 1 constitutes a very tacky reference and 15 constitutes a non-tacky reference.

[0285] Protocol for Evaluating the Greasy Appearance

[0286] The greasy appearance is evaluated by a panel of sensory experts made up of 10 individuals. Each composition is applied to the forearm at a dose of 2 mg/cm.sup.2. The product is spread by circular movements until it had penetrated (approximately 30 seconds). The greasy appearance is evaluated with a finger after 2 minutes of drying according to a scale ranging from 1 to 15, where 1 represents a very greasy reference and 15 constitutes a sparingly greasy reference.

[0287] Protocol for Evaluating the Sprayability of the Compositions

[0288] The spray quality or sprayability is evaluated by the uniformity and evenness of the trace obtained by spraying each composition at a distance of 15 cm from a black paper support (1 press on the pushbutton).

[0289] The pump used is a PZ2 DLE PSK pump (Aptar) with a DU3527 nozzle.

[0290] The uniformity and evenness of the impact of the product sprayed on the surface are evaluated on a scale of 1 to 5 (where 1 represents a non-uniform and uneven impact and 5 represents a uniform even impact.

[0291] Results

TABLE-US-00002 TABLE I A B C D E VISCOSITY (in cP) 120 95 130  86 90 Vitro SPF 72.5 ± 5.4  71.0 ± 4.4 69.7 ± 7.7 71.9 ± 4.2 75.1 ± 6.3 MIGRATION INDEX 119 22 89 84 67 Spray impact quality  2  1  3  5  5 score Non-tacky finish 5.6 ± 0.6 10.3 ± 1.9 11.5 ± 0.5 11.4 ± 1.2 10.7 ± 1.2 (Score by sensory expert panel, out of 15; 1 = Very tacky; 15 = Non-tacky) Non-greasy finish 6.3 ± 1.2  8.6 ± 0.3 10.1 ± 1.9 10.4 ± 0.6 10.0 ± 0.9 (Score by sensory expert panel, out of 15; 1 = Greasy finish; 15 = Non-greasy finish) STABILITY Compliant Compliant Creaming Compliant Compliant 2 months 45° C.

[0292] These results show that the combination of a mixture of particular diesters and of a dialkyl ether, and of at least one UV-screening agent in an aqueous composition makes it possible to obtain a stable photoprotective composition which has a good SPF, good cosmetic properties, limited migration and also excellent sprayability. The compositions according to the invention are non-greasy and non-tacky.

EXAMPLES F TO J

[0293] Vaporizable fluid antisun formulations according to the invention containing the following ingredients were prepared.

TABLE-US-00003 INCI name Phase F G H I J AQUA A1 QS QS QS QS QS 100 100 100 100 100 PROPANEDIOL A1 2.5 2.5 2.5 2.5 2.5 GLYCEROL A1 6.0 6.0 6.0 6.0 6.0 TRISODIUM A1 0.3 0.3 0.3 0.3 0.3 ETHYLEDIAMINE DISUCCINATE ACRYLATES COPOLYMER A1 2.0 2.0 2.0 2.0 2.0 (AQUA SF1) TRIETHANOLAMINE A1 0.1 0.1 0.4 0.1 0.1 BUTYLMETHOXYDIBENZOYL B 5 5 5 5 5 METHANE ETHYLHEXYL SALICYLATE B 5 5 5 5 5 ETHYLHEXYL TRIAZONE B 2 2 2 2 2 OCTOCRYLENE B 7 7 7 7 7 HOMOSALATE B 10 10 10 10 10 C12-22 ALKYL ACRYLATE/ B 2 2 HYDROXYETHYLACRYLATE COPOLYMER STEARIC ACID B 1.5 GLYCERYL STEARATE (and) B 2 PEG-100 STEARATE POLYESTER-5 2 BEHENYL ALCOHOL (and) 2 GLYCERYL STEARATE (and) DISODIUM ETHYLENE DICOCAMIDE PEG-15 DISULFATE (and) GLYCERYL STEARATE CITRATE DIISOPROPYL ADIPATE B 5 3 4 4 2 DICAPRYLYL ETHER B 5 3 4 3 2 DIISOPROPYL SEBACATE B 2 3 4 3 6 PHENOXYETHANOL B 0.5 0.5 0.5 0.5 0.5 CAPRYLYL GLYCOL B 0.3 0.3 0.3 0.3 0.3 CITRIC ACID C 0.07 0.07 0.07 0.07 0.07 DENATURED ALCOHOL D 3 3 3 3 3 (absolute ethanol)

[0294] Compositions F to J are stable with a good SPF, good cosmetic properties, limited migration and also excellent sprayability.

[0295] Furthermore, the compositions according to the invention are non-greasy and non-tacky.