Cosmetic compositions containing an anionic hydroxyalkyl ether surfactant and a cationic polymer, and uses thereof

• US 6,511,669 B1
• Filed: 02/15/2000
• Issued: 01/28/2003
• Est. Priority Date: 02/16/1999
• Status: Expired due to Fees

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Garnier, Nathalie, Cauwet-Martin, Danièle, Restle, Serge
• Primary Examiner(s): Hartley, Michael G.
• Assistant Examiner(s): Willis, Michael A.
• Application Number:
  US09/504,606
• Time in Patent Office: 1,078 Days
• Field of Search: 510/122, 510/125, 514/183, 424/59, 424/401
• US Class Current: 424/401
• CPC Class Codes: A61K 2800/5426 cationic
• CPC Class Codes: A61K 8/365 Hydroxycarboxylic acids; Ketocarboxylic acids
• CPC Class Codes: A61K 8/817 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
• CPC Class Codes: A61K 8/84 obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
• CPC Class Codes: A61Q 19/10 Washing or bathing preparations
• CPC Class Codes: A61Q 5/02 Preparations for cleaning the hair

Abstract

The invention relates to novel detergent cosmetic compositions comprising, in a cosmetically acceptable medium, at least one anionic surfactant chosen from 2-hydroxyalkyl ether carboxylic acid and salts thereof and at least one non-cellulosic cationic polymer the cationic charge density of which is greater than or equal to 2 meq/g. The invention also relates to processes for washing and/or treating keratin substances with the novel detergent cosmetic compositions.

Claims

1. A detergent cosmetic composition comprising at least one non-cellulosic cationic polymer with a cationic charge density of greater than or equal to 2 meq/g, and at least one anionic surfactant chosen from 2-hydroxyalkyl ether carboxylic acids and salts thereof.

2. A composition according to claim 1, wherein said at least one anionic surfactant has the following structure:

wherein R₁ denotes a saturated or unsaturated, linear or branched alkyl radical comprising from 8 to 30 carbon atoms; and

X denotes hydrogen or an inorganic or organic cation.

3. A composition according to claim 2, wherein said radical R₁ denotes a saturated or unsaturated, linear or branched alkyl radical comprising from 8 to 18 carbon atoms.

4. A composition according to claim 2, wherein said radical R₁ is a radical derived from coconut oil.

5. A composition according claim 1, wherein said at least one non-cellulosic cationic polymer has a cationic charge density of between about 2 and 8.5 meq/g.

6. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises quaternized or non-quaternized vinylpyrrolidone/dialkylaminoalkyl acrylate or methacrylate copolymers.

7. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises piperazinyl units and divalent alkylene or hydroxyalkylene radicals containing straight or branched chains, optionally interrupted by oxygen, sulphur or nitrogen atoms or by aromatic or heterocyclic rings, and optionally the oxidation and/or quaternization products of these polymers.

8. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises water-soluble polyamino amides.

9. A composition according to claim 8, wherein said water-soluble polyamino amides are prepared by polycondensation of an acidic compound with a polyamine.

10. A composition according to claim 9, wherein said water-soluble polyamino amides are crosslinked with an epihalohydrin, a diepoxide, a dianhydride, an unsaturated dianhydride, a bis-unsaturated compound, a bis-halohydrin, a bis-azetidinium, a bis-haloacyidiamine, or a bis-alkyl halide.

11. A composition according to claim 9, wherein said water-soluble polyamino amides are crosslinked with an oligomer resulting from the reaction of a difunctional compound which is reactive with a bis-halohydrin, a bis-azetidinium, a bis-haloacyldiamine, a bis-alkyl halide, an epihalohydrin, a diepoxide or a bis-unsaturated compound.

12. A composition according to claim 9, wherein the crosslinking agent is used in proportions ranging from 0.025 to 0.35 mol per amine group of the polyamino amide.

13. A composition according to claim 9, wherein said water-soluble polyamino amides are alkylated.

14. A composition according to claim 9, wherein said water-soluble polyamino amides contain one or more tertiary amine functions and are optionally quaternized.

15. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises polyamino amide derivatives resulting from the condensation of polyalkylene polyamines with polycarboxylic acids followed by alkylation with difunctional agents.

16. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises polymers obtained by reaction of a polyalkylene polyamine containing two primary amine groups and at least one secondary amine group with a dicarboxylic acid chosen from diglycolic acid and saturated aliphatic dicarboxylic acids having from 3 to 8 carbon atoms.

17. A composition according to claim 16, wherein the molar ratio between said polyalkylene polyamine and said dicarboxylic acid is between 0.8:

1 and 1.4;

1.

18. A composition according to claim 16, wherein the polyamino amide resulting therefrom is reacted with epichlorohydrin in a molar ratio of epichlorohydrin relative to the secondary amine group of the polyamino amide of between 0.5:

1 and 1.8;

1.

19. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises homopolymers or copolymers of units corresponding to formula (II) or (III):

wherein;

k and t are equal to 0 or 1, the sum k+t being equal to 1;

R₄ denotes a hydrogen atom or a methyl radical;

R₂ and R₃, which may be identical or different, denote an alkyl group having from 1 to 22 carbon atoms, a hydroxyalkyl group in which the alkyl group has 1 to 5 carbon atoms, a lower (C₁-C₄) amidoalkyl group, or heterocyclic groups, together with the nitrogen atom to which they are attached; and

Y⁻

denotes an anion.

20. A composition according to claim 19, wherein R₂ and R₃ denote, together with the nitrogen atom to which they are attached, the heterocyclic groups piperidyl or morpholinyl.

21. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises a quaternary diammonium polymer containing repeating units corresponding to formula (IV):

wherein

R₅, R₆, R₇ and R₈, which may be identical or different, are chosen from aliphatic, alicyclic or arylaliphatic radicals containing from 1 to 20 carbon atoms or lower hydroxyalkylaliphatic radicals;

heterocycles together with the nitrogen atoms to which they are attached which optionally contain a second heteroatom other than nitrogen; and

linear or branched C₁-C₆ alkyl radicals substituted with a nitrile, ester, acyl or amide group or a group —

CO—

O—

R₉—

D or —

CO—

NH—

R₉—

D where R₉ is an alkylene and D is a quaternary ammonium group;

A₁ and B₁, which may be identical or different, denote polymethylene groups containing from 2 to 20 carbon atoms which may be linear or branched, saturated or unsaturated, and which may contain, linked to or intercalated in the main chain, one or more aromatic rings or one or more oxygen or sulphur atoms or sulphoxide, sulphone, disulphide, amino, alkylamino, hydroxyl, quaternary ammonium, ureido, amide or ester groups; and

X⁻

denotes an anion derived from an inorganic or organic acid.

22. A composition according to claim 21, wherein A₁, R₅ and R₇ form, together with the two nitrogen atoms to which they are attached, a piperazine ring.

23. A composition according to claim 21, wherein A₁ denotes a linear or branched, saturated or unsaturated alkylene or hydroxyalkylene radical and B₁ denotes a group (CH₂)_n—

CO—

D—

OC—

(CH₂)_n—

,

wherein D denotes;

a) a glycol residue of formula;

—

O—

Z—

O—

, wherein Z denotes a linear or branched hydrocarbon radical or a group corresponding to one of the following formulae;

24. Composition according to claim 23, wherein said bis-secondary diamine residue is a piperazine derivative.

25. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises quaternary polyammonium polymers consisting of units of formula (VI):

wherein;

R₁₄, R₁₅, R₁₆ and R₁₇, which may be identical or different, denote a hydrogen atom or a methyl, ethyl, propyl, β

-hydroxyethyl, β

-hydroxypropyl or —

CH₂CH₂(OCH₂CH₂)_pOH radical, wherein p is equal to 0 or to an integer between 1 and 6, with the proviso that R₁₄, R₁₅, R₁₆ and R₁₇ do not simultaneously represent a hydrogen atom;

r and s, which may be identical or different, are integers between 1 and 6;

q is equal to 0 or to an integer between 1 and 34;

X⁻

denotes an anion; and

A denotes a radical derived from a dihalide or —

CH₂—

CH₂—

O—

CH₂—

CH₂—

.

26. A composition according to claim 25, wherein X denotes a halide.

27. A composition according to claim 1, said at least one non-cellulosic cationic polymer comprises homopolymers or copolymers containing at least one unit chosen from:

the groups R₁₈, which may be identical or different, denote H or CH₃;

the groups A₂, which may be identical or different, denote a linear or branched alkyl group of 1 to 6 carbon atoms or a hydroxyalkyl group of 1 to 4 carbon atoms;

the groups R₁₉, R₂₀ and R₂₁, which may be identical or different, denote an alkyl group of 1 to 18 carbon atoms or a benzyl radical;

the groups R₂₂ and R₂₃ denote a hydrogen atom or an alkyl group of 1 to 6 carbon atoms; and

X denotes an anion.

28. A composition according to claim 27, wherein X denotes a halide.

29. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises quaternary polymers of vinylpyrrolidone and of vinylimidazole.

30. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises crosslinked polymers of methacryloyloxy(C₁-C₄)alkyltri(C₁-C₄)alkylammonium salts.

31. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer is chosen from polymers comprising polyalkyleneimines, polymers comprising vinylpyridine units, polymers comprising vinylpyridinium units, polymers comprising condensates of polyamines and of epichlorohydrin, polymers comprising quaternary polyureylenes, and polymers comprising chitin derivatives.

32. A composition according to claim 31, wherein said polyalkyleneimines are chosen from polyethyleneimines.

33. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises dimethyidiallylammonium chloride homopolymers or copolymers of dimethyldiallylammonium chloride and of acrylamide.

34. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer comprises polymers consisting of repeating units corresponding to the formula (V):

wherein R₁₀, R₁₁, R₁₂ and R₁₃, which may be identical or different, denote an alkyl or hydroxyalkyl radical containing from 1 to 4 carbon atoms approximately;

n and p are integers ranging from approximately 2 to 20 and X⁻

is an anion derived from an inorganic or organic acid.

35. A composition according to claim 1, wherein said at least one anionic surfactant is present in a concentration ranging from 1 and 30% by weight, relative to the total weight of the composition.

36. A composition according to claim 1, wherein said at least one anionic surfactant is present in a concentration ranging from 3 and 15% by weight, relative to the total weight of the composition.

37. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer is present in a concentration ranging from 0.001% and 10% by weight relative to the total weight of the composition.

38. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer is present in a concentration ranging from 0.005% and 5% by weight relative to the total weight of the composition.

39. A composition according to claim 1, wherein said at least one non-cellulosic cationic polymer is present in a concentration ranging from 0.01% and 3% by weight relative to the total weight of the composition.

40. A composition according to claim 1, further comprising at least one additional surfactant chosen from an anionic surfactant, a cationic surfactant, a nonionic surfactant, and an amphoteric surfactant.

41. A composition according to claim 40, wherein said at least one additional surfactant is present in a concentration ranging from 0.5% and 40% by weight, relative to the total weight of the composition.

42. A composition according to claim 40, wherein said at least one additional surfactant is present in a concentration ranging from 5% and 20% by weight, relative to the total weight of the composition.

43. A composition according to claim 1, further comprising at least one additive chosen from thickeners, fragrances, nacres, preserving agents, sunscreens, anionic polymers, nonionic polymers, amphoteric polymers, cationic polymers with a charge density of less than 2 meq/g, proteins, protein hydrolysates, ceramides, pseudoceramides, a fatty acid containing linear or branched C₁₆-C₄₀ chains, hydroxy acids, vitamins, panthenol, silicones, plant oils, mineral oils, synthetic oils and antidandruff agents.

44. A composition according to claim 43, wherein said fafty acid containing linear or branched C₁₆-C₄₀ chains is 18-methyleicosanoic acid.

45. A composition according to claim 1, wherein said composition is in a cosmetically acceptable aqueous medium.

46. A composition according to claim 1, wherein said composition is in the form of a shampoo, a composition for washing the skin, a rinse-out or leave-in conditioner, permanent-waving the hair, a composition for straightening the hair, a composition for dyeing the hair, or a composition for bleaching the hair.

47. A composition according to claim 1, wherein said composition is in the form of a rinse-out composition to be applied before or after dyeing, bleaching, permanent-waving or straightening the hair, or between the two steps of a permanent-waving or hair-straightening operation.

48. A process for washing keratin substances comprising applying to said keratin substances a cosmetic composition comprising at least one non-cellulosic cationic polymer with a cationic charge density of greater than or equal to 2 meq/g, and at least one anionic surfactant chosen from 2-hydroxyalkyl ether carboxylic acid and salts thereof, and rinsing said washed keratin substances.

49. A process according to claim 48, wherein said keratin substances are hair.

50. A process for the treatment of keratinous substances comprising applying to said keratin substances a cosmetic composition comprising at least one non-cellulosic cationic polymer with a cationic charge density of greater than or equal to 2 meq/g, and at least one anionic surfactant chosen from 2-hydroxyalkyl ether carboxylic acid and salts thereof.

51. A process according to claim 50, wherein said keratin substances are hair.

52. A process according to claim 50, further comprising rinsing said treated keratin substances.