Cosmetic composition comprising silicone particles

• US 8,440,763 B2
• Filed: 06/09/2006
• Issued: 05/14/2013
• Est. Priority Date: 06/09/2005
• Status: Active Grant

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Kani, Toshiyuki, Dumousseaux, Christophe
• Primary Examiner(s): PENG, KUO LIANG
• Application Number:
  US11/449,799
• Publication Number:
  US 20060293431A1
• Time in Patent Office: 2,531 Days
• Field of Search: 524/588, 424/59, 424/70.12
• US Class Current: 524/588
• CPC Class Codes: A61K 2800/412 Microsized, i.e. having sizes between 0.1 and 100 microns
• CPC Class Codes: A61K 8/02 characterised by special physical form
• CPC Class Codes: A61K 8/87 Polyurethanes
• CPC Class Codes: A61K 8/891 saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• CPC Class Codes: A61Q 1/02 Preparations containing skin colorants, e.g. pigments preparations in powder form A61Q1/12
• CPC Class Codes: A61Q 1/06 Lipsticks
• CPC Class Codes: Y10T 428/2982 Particulate matter [e.g., sphere, flake, etc.]

Abstract

Disclosed herein is a composition comprising concave particles of a silicone material and a fatty phase comprising at least one oil and at least one non-spherical silicone elastomer. The composition may make it possible to obtain a make-up for the skin and/or lips which is non-drying and/or which does not exhibit tightness and/or which is comfortable.

Claims

1. A composition comprising concave silicone particles composed of at least one silicone material chosen from crosslinked polysiloxanes with a three-dimensional structure comprising units of formula (I):

SiO₂ and formula (II);

R¹SiO_1.5, wherein R¹ is an organic group comprising a carbon atom directly connected to the silicon atom; and

a fatty phase comprising at least one oil and at least one non-spherical silicone elastomers,

wherein the at least one non-spherical silicone elastomer is present in the composition in an amount ranging from 0.01 to 30% by weight, with respect to the total weight of the composition; and

water,

wherein the composition is in the form of an emulsion.

2. The composition of claim 1, wherein the concave silicone particles are dispersed in the fatty phase.

3. The composition of claim 1, wherein the concave silicone particles are in the form of portions of hollow spheres.

4. The composition of claim 1, wherein the concave silicone particles have a mean diameter of less than or equal to 5 μ

m.

5. The composition of claim 4, wherein the concave silicone particles have a mean diameter ranging from 0.1 μ

m to 5 μ

m.

6. The composition of claim 5, wherein the concave silicone particles have a mean diameter ranging from 0.5 μ

m to 3 μ

m.

7. The composition of claim 1, wherein the concave silicone particles are in the form of portions of hollow spheres having a transverse cross section with the shape of a horseshoe or arch.

8. The composition of claim 1, wherein the organic group is chosen from reactive organic groups and unreactive organic groups.

9. The composition of claim 8, wherein the unreactive organic group is chosen from C1-C4 alkyl groups and phenyl groups.

10. The composition of claim 9, wherein the unreactive organic group is a methyl group.

11. The composition of claim 8, wherein the reactive organic group is chosen from epoxy groups, (meth)acryloyloxy groups, alkenyl groups, mercaptoalkyl groups, aminoalkyl groups, haloalkyl groups, glyceroxy groups, ureido groups, and cyano groups.

12. The composition of claim 11, wherein the reactive organic group is chosen from epoxy groups, (meth)acryloyloxy groups, alkenyl groups, mercaptoalkyl groups, and aminoalkyl groups.

13. The composition of claim 1, wherein R¹ is a methyl group.

14. The composition of claim 1, wherein the at least one silicone material comprises units (I) and (II) in a unit (I)/unit (II) molar ratio ranging from 30/70 to 50/50.

15. The composition of claim 14, wherein the unit (I)/unit (II) molar ratio ranges from 35/65 to 45/55.

16. The composition of claim 1, wherein the concave silicone particles are obtained according to a process comprising:

(a) introducing into an aqueous medium, in the presence of at least one hydrolysis catalyst and optionally at least one surfactant, a compound (III) of formula SiX4 and a compound (IV) of formula RSiY3, wherein X and Y, which may be identical or different, are chosen from C1-C4 alkoxy groups, alkoxyethoxy groups comprising a C1-C4 alkoxy group, C2-C4 acyloxy groups, N,N-dialkylamino groups comprising a C1-C4 alkyl group, hydroxyl groups, halogen atoms, and hydrogen, and R is an organic group comprising a carbon atom connected directly to the silicon atom; and

(b) bringing the mixture resulting from stage (a) into contact with an aqueous solution comprising at least one polymerization catalyst and optionally at least one surfactant, at a temperature ranging from 30 to 85°

C., for at least two hours.

17. The composition of claim 16, wherein in stage (a), the molar ratio of compound (III) to compound (IV) ranges from 30/70 to 50/50.

18. The composition of claim 17, wherein in stage (a), the molar ratio of compound (III) to compound (IV) is 40/60.

19. The composition of claim 16, wherein the ratio by weight of the water to the total weight of compounds (III) and (IV) ranges from 10/90 to 70/30 in stage (a).

20. The composition of claim 16, wherein the organic group is chosen from reactive organic groups and unreactive organic groups.

21. The composition of claim 20, wherein the unreactive organic group is chosen from C1-C4 alkyl groups and phenyl groups.

22. The composition of claim 21, wherein the unreactive organic group is a methyl group.

23. The composition of claim 20, wherein the reactive organic group is chosen from epoxy groups, (meth)acryloyloxy groups, alkenyl groups, mercaptoalkyl groups, aminoalkyl groups, haloalkyl groups, glyceroxy groups, ureido groups, and cyano groups.

24. The composition of claim 23, wherein the reactive organic group is chosen from epoxy groups, (meth)acryloyloxy groups, alkenyl groups, mercaptoalkyl groups, and aminoalkyl groups.

25. The composition of claim 16, wherein R is a methyl group.

26. The composition of claim 16, wherein the hydrolysis and polymerization catalysts, which may be identical or different, are chosen from sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogencarbonate, ammonia, trimethylamine, triethylamine, tetramethylammonium hydroxide, citric acid, acetic acid, methanesulphonic acid, p-toluenesulphonic acid, dodecylbenzenesulphonic acid, dodecylsulphonic acid, hydrochloric acid, sulphuric acid, and phosphoric acid.

27. The composition of claim 1, wherein the concave silicone particles comprise (in cross section) a small internal arc, a large external arc, and segments which connect the ends of the respective arcs, wherein the width between the two ends of the small internal arc range from 0.01 to 8 μ

m on average, the width between the two ends of the large external arc range from 0.05 to 10 μ

m on average, and the height (H) of the large external arc ranges from 0.015 to 8 μ

m on average.

28. The composition of claim 1, wherein the concave silicone particles are present in an amount ranging from 0.01% to 50% by weight, with respect to the total weight of the composition.

29. The composition of claim 28, wherein the concave silicone particles are present in the composition in an amount ranging from 1% to 15% by weight, with respect to the total weight of the composition.

30. The composition of claim 1, wherein the at least one nonspherical silicone elastomer is chosen from those obtained:

by a crosslinking addition reaction of a diorganosiloxane comprising at least one silicon-bonded hydrogen and of a polyoxyalkylene comprising at least two groups comprising ethylenic unsaturation;

by a crosslinking addition reaction of a diorganosiloxane comprising at least one silicon-bonded hydrogen and of polyglycerolated compounds comprising groups comprising ethylenic unsaturation, optionally in the presence of a platinum catalyst;

by a crosslinking addition reaction of a diorganosiloxane comprising at least one silicon-bonded hydrogen and of a diorganopolysiloxane comprising siliconbonded groups comprising ethylenic unsaturation;

by a crosslinking condensation/dehydrogenation reaction between a diorganopolysiloxane comprising hydroxyl endings and a diorganopolysiloxane comprising at least one silicon-bonded hydrogen;

by a crosslinking condensation reaction of a diorganopolysiloxane comprising hydroxyl endings and of a hydrolysable organopolysilane;

by thermal crosslinking of an organopolysiloxane;

by crosslinking of an organopolysiloxane by high energy radiation.

31. The composition of claim 26, wherein the at least one nonspherical silicone elastomer is obtained by a crosslinking addition reaction of a diorganopolysiloxane comprising at least two hydrogens each bonded to a silicon and a diorganopolysiloxane comprising at least two silicon-bonded groups comprising ethylenic unsaturation, optionally in the presence of a platinum catalyst.

32. The composition of claim 30, wherein the at least one non-spherical silicone elastomer is obtained by reaction of a dimethylpolysiloxane comprising dimethylvinylsiloxy endings and a methylhydropolysiloxane comprising trimethylsiloxy endings, in the presence of a platinum catalyst.

33. The composition of claim 1, further comprising at least one volatile oil.

34. The composition of claim 1, further comprising at least one nonvolatile oil.

35. The composition of claim 1, wherein the at least one non-spherical silicone elastomer is present in the composition in an amount ranging from 0.2 to 10% by weight, with respect to the total weight of the composition.

36. The composition of claim 1, wherein the ratio by weight of the concave silicone particles to the non-spherical silicone elastomers ranges from 0.1 to 100.

37. The composition of claim 36, wherein the ratio by weight of the concave silicone particles to the non-spherical silicone elastomers ranges from 0.5 to 10.

38. The composition of claim 1, wherein the fatty phase comprises a fatty substance chosen from waxes, pasty fatty substances, and mixtures thereof.

39. The composition of claim 1, further comprising at least one coloring material.

40. The composition of claim 39, wherein the at least one coloring material is chosen from pigments, pearlescent agents, glitter, fat-soluble dyes, water-soluble dyes, and mixtures thereof.

41. The composition of claim 1, further comprising at least one cosmetic ingredient chosen from hydrophilic or lipophilic gelling and/or thickening agents, antioxidants, fragrances, preservatives, neutralizing agents, sunscreens, vitamins, moisturizing agents, self-tanning compounds, antiwrinkle active agents, emollients, hydrophilic or lipophilic active agents, agents for combating pollution or free radicals, sequestering agents, film-forming agents, dermo-decontracting active agents, soothing agents, agents which stimulate the synthesis of dermal or epidermal macromolecules and/or which prevent their decomposition, antiglycation agents, agents which combat irritation, desquamating agents, depigmenting agents, antipigmenting agents, propigmenting agents, NO-synthase inhibitors, agents which stimulate the proliferation of fibroblasts and/or keratinocytes and/or the differentiation of keratinocytes, agents which act on the microcirculation, agents which act on the energy metabolism of the cells, healing agents, and mixtures thereof.

46. The composition of claim 1, wherein the at least one non-spherical elastomer is a non-emulsifying silicone elastomer.

47. The composition of claim 1, in the form of an oil-in water emulsion.

48. The composition of claim 1, wherein the composition comprises an aqueous phase comprising 5% to 75% by weight with respect to the total weight of the composition.

42. A cosmetic composition comprising:

i) concave silicone particles having a mean diameter of less than 5 82 m, wherein the concave silicone particles are composed of at least one silicone material chosen from crosslinked polysiloxanes with a three-dimensional structure comprising units of formula (I);

SiO₂ and formula (II);

R¹SiO_1.5, wherein R¹ is an organic group comprising a carbon atom directly connected to the silicon atom;

ii) non-spherical particles of at least one silicone elastomer;

iii) at least one oil;

wherein the ratio by weight of the concave silicone particles to the non-spherical particles of silicone elastomer ranges from 0.1 to 100,

wherein the at least one non-spherical silicone elastomer is present in the composition in an amount ranging from 0.01 to 30% by weight, with respect to the total weight of the composition; and

water,

wherein the composition is in the form of an emulsion.

43. A method for making up and/or caring for keratinous substances comprising applying a cosmetic composition to the keratinous substances, wherein the cosmetic composition comprises water, concave silicone particles composed of at least one silicone material chosen from crosslinked polysiloxanes with a three-dimensional structure comprising units of formula (I):

SiO₂and formula (II);

R¹SiO_1.5, wherein R¹ is an organic group comprising a carbon atom directly connected to the silicon atom, and a fatty phase comprising at least one oil and at least one nonspherical silicone elastomer, wherein the at least one non-spherical silicone elastomer is present in the composition in an amount ranging from 0.01 to 30% by weight, with respect to the total weight of the composition, wherein the composition is in the form of an emulsion.

44. A method for producing a deposited layer on the skin and/or lips which is non-drying and/or which does not exhibit tightness and/or which is comfortable comprising applying a cosmetic composition to the skin and/or lips, wherein the cosmetic composition comprises water, concave silicone particles composed of at least one silicone material chosen from crosslinked polysiloxanes with a three dimensional structure comprising units of formula (I):

SiO₂ and formula (II);

R¹SiO_1.5,

wherein R1 is an organic group comprising a carbon atom directly connected to the silicon atom, and a fatty phase comprising at least one oil and at least one non-spherical silicone elastomer,

wherein the at least one non-spherical silicone elastomer is present in the composition in an amount ranging from 0.01 to 30% by weight, with respect to the total weight of the composition, wherein the composition is in the form of an emulsion.

45. The method of claim 44, wherein the deposited layer is a make-up layer.