Silicone oil/cosolvent system concentrated in active liposoluble cosmetic substance(s), corresponding cosmetic emulsion and formulation

• US 20030219394A1
• Filed: 11/26/2002
• Published: 11/27/2003
• Est. Priority Date: 03/22/2000
• Status: Active Grant

• Current Assignee: Rhodia Chimie (Peroxide do Brasil Ltda.)
• Original Assignee: Rhodia Chimie (Peroxide do Brasil Ltda.)
• Inventors: Martin, Nadia, Mercier, Jean-Michel, Ricca, Jean-Marc
• Granted Patent: US 6,890,519 B2
• Time in Patent Office: Days
• US Class Current: 424/70.12
• CPC Class Codes: A61K 8/06 Emulsions
• CPC Class Codes: A61K 8/35 Ketones, e.g. benzophenone
• CPC Class Codes: A61K 8/37 Esters of carboxylic acids
• CPC Class Codes: A61K 8/585 Organosilicon compounds
• CPC Class Codes: A61K 8/891 saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• CPC Class Codes: A61Q 17/04 Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
• CPC Class Codes: C08K 5/10 Esters; Ether-esters
• CPC Class Codes: C08K 5/13 Phenols; Phenolates
• CPC Class Codes: C08K 5/136 Phenols containing halogens
• CPC Class Codes: C08K 5/5465 containing at least one C=N bond
• CPC Class Codes: C08L 83/04 Polysiloxanes

Abstract

The invention concerns a silicone oil/cosolvent/active substance(s) system, characterised in that it comprises in solubilized form at least 25 wt. % relative to silicone weight of at least an active substance fat soluble and naturally non-soluble in said silicone.

Claims

1. Silicone/co-solvent/active substance(s) system, characterized in that it comprises as a solubilized form at least 25% by weight based on the weight of the silicone, of at least one liposoluble active substance which naturally is insoluble in said silicone.

2. System according to claim 1, wherein the co-solvent has in the solubility medium space of Hansen the following parameters:

δ

_D London interactions from 11 to 17 (J/cm³)^1/2,

δ

_P Keesom interactions greater than 2,5 (J/cm³)^1/2, and

δ

_H hydrogen bond from 0 to 23 (J/cm³)^1/2.

3. System according to claim 1 or 2, wherein the silicone has in the solubility space of Hansen the following parameters:

δ

_D London interactions lower than 15 (J/cm³)^1/2,

δ

_P Keesom interactions lower than 1 (J/cm³)^1/2, and

δ

_H hydrogen bond lower than 5 (J/cm³)^1/2.

4. System according to claims 1 to 3, wherein the silicone has a viscosity greater than 300 mPa.s, preferably greater than 10.000 mPa.s and more preferably greater than 100.000 mPa.s.

5. System according to any one of the previous claims, characterized in that it includes at least a silicone which is totally on partially constituted of moieties of formula:

R′

<sub>3−

a</sub> R_aSiO_1/2 et T₂SiO

where;

a is a integer from 0 to 3

the radicals R are identical or different and represent;

an aliphatic saturated on unsaturated hydrocarbon group containing from 1 to 10 atoms of carbon;

an aromatic hydrocarbon group containing from 6 to 13 atoms of carbon;

a polar organic group linked to the silicone by a bond Si—

C or Si—

O—

C;

a an hydrogen atom,

the radicals R′

, identical or different, represent;

A an hydroxyl group

an alcoxy or alcenyloxy group having from 1 to 10 atoms of carbon;

an aryloxy group having from 6 to 13 atoms of carbon

an acyloxy group having from 2 to 13 atoms of carbon

a cetiminoxy group having from 3 to 8 atoms of carbon;

an amino- or amido- group having from 1 to 6 atoms of carbon, linked to the silicone atom by a bond Si—

N.

6. System according to one of the previous claims, wherein the silicone comprises a silicone like dimethicone or diphenyldimethicone.

7. System according to one of the previous claims, wherein the co-solvent is a (C₁₀ to C₂₀-alkyl) aliphatic ester.

8. System according to one of the previous claims, wherein the co-solvent is a (C₅ to C₁₂-alkyl) neopentanoate.

9. System according to one of the previous claims, wherein the co-solvent is isodecyl neopentanoate.

10. System according to one of the previous claims, comprising isodecyl neopentanoate and a polydimethylsiloxane having a viscosity of 500 000 mPa.s.

11. System according to claim 10, wherein the co-solvent and the silicone are present in a weight ratio from 3:

2 to 3;

1.

12. System according to any one of the previous claims containing from 25 to 100% by weight based on silicone weight of active substance(s).

13. System according to any one of the previous claims, wherein the liposoluble active substance(s) are selected among perfumes, essential oils, fatty acids, color agents, opacity agents, UV-absorbing organic compounds, vitamins, flavanoids, α

- and β

- hydroxyacids, sea extracts, vegetable extracts, bactericides, and mixtures thereof.

14. Use of a system according to any one of claims 1 to 13, for preparing an emulsion and/or a formulation, which is concentrated in liposoluble active substance(s).

15. Oil-in-water emulsion comprising as oily phase at least a system according to any one of claims 1 to 13.

16. Emulsion according to claim 15, stabilized with one or several surfactants.

17. Emulsion according to claims 15 to 16, consisting at least 50% by weight, and preferably at least 70% by weight, of a system according to lo any one of claims 1 to 13.

18. Emulsion according to any one of claims 15 to 17, having a size dropplets from 25 nm to 350 μ

m, preferably lower than 3 μ

m, and more preferably lower than 0,3 μ

m.

19. Cosmetic formulation comprising at least an emulsion according to any one of claims 15 to 18 or a system according to any one of claims 1 to 13.

20. Cosmetic formulation according to claim 19, further comprising a cationic polymer.