Compositions containing a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function

• US 20030206871A1
• Filed: 04/22/2003
• Published: 11/06/2003
• Est. Priority Date: 08/27/1998
• Status: Abandoned Application

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Sturla, Jean-Michel, Bremenson, Jean-Luc
• Application Number:
  US10/419,920
• Publication Number:
  US 20030206871A1
• Time in Patent Office: Days
• US Class Current: 424/47
• CPC Class Codes: A61K 8/87 Polyurethanes
• CPC Class Codes: A61K 8/899 containing sulfur, e.g. sodium PG-propyldimethicone thiosulfate copolyol
• CPC Class Codes: A61Q 5/06 Preparations for styling the hair, e.g. by temporary shaping or colouring

Abstract

The invention relates to hair compositions comprising, in a cosmetically acceptable medium, a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function. The invention is also directed towards a process for shaping or maintaining the hairstyle, comprising the use of these compositions, and to their use for the manufacture of hair products, in order to maintain or shape the hairstyle.

Claims

1. A hair composition comprising, in a cosmetically acceptable medium, in relative proportions by weight relative to the total weight of the composition,

(a) from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas,

(b) from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.

2. The composition according to claim 1, wherein the polycondensate is formed by an arrangement of blocks obtained using:

(1) at least one compound which contains at least two active hydrogen atoms per molecule;

(2) at least one diol containing at least one functional group chosen from acid radicals and salts thereof; and

(3) at least one isocyanate chosen from di- and polyisocyanates.

3. The composition according to claim 2, wherein said at least one compound (1) is chosen from diols, diamines, polyesterols, and polyetherols.

4. The composition according to claim 2, wherein said at least one diol (2) is a 2,2-hydroxymethylcarboxylic acid.

5. The composition according to claim 2, wherein said at least one isocyanate (3) is chosen from hexamethylene diisocyanate, isophorone diisocyanate, toluylene diisocyanate, diphenylmethane 4,4′

-diisocyanate, dicyclohexylmethane 4,4′

-diisocyanate, methylenebis(p-phenyl) diisocyanate, methylenebis(4-cyclohexyl isocyanate), isophorone diisocvanate, toluene diisocyanate, 1,5-naphthalene diisocyanate, 4,4′

-diphenylmethane diisocyanate, 2,2′

-dimethyl-4,4′

-diphenylmethane diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, mixtures of 2,4- and 2,6-toluene diisocyanate, 2,2′

-dichloro-4,4′

-diisocyanatodiphenylmethane, 2,4-dibromo-1,5-diisocyanatonaphthalene, butane 1,4-diisocyanate, 1,6-hexane diisocyanate, and 1,4-cyclohexane diisocyanate.

6. The composition according to claim 2, wherein the polycondensate is formed from at least one additional compound having a silicone skeleton.

7. The composition according to claim 6, wherein the at least one additional compound having a silicone skeleton is chosen from polysiloxanes, polyalkylsiloxanes, and polyarylsiloxanes, and wherein said polysiloxanes, polyalkylsiloxanes, and polyarylsiloxanes optionally contain hydrocarbon-based chains grafted onto at least one silicon atom.

8. The composition according to claim 7, wherein the polyalkylsiloxane is chosen from polyethylsiloxanes or polymethylsiloxanes, and the polyarylsiloxane is chosen from polyphenyisiloxanes.

9. The composition according to claim 1, wherein said at least one sequence chosen from polyurethanes and polyureas has a repeating base unit corresponding to the formula (I′

);

—

X′

—

B—

X′

—

CO—

NH—

R—

NH—

CO—

 

 

(I′

)

in which;

X′

is chosen from O and NH,

B is a divalent hydrocarbon-based radical, this radical being substituted or unsubstituted, and

R is a divalent substituted or unsubstituted radical chosen from aromatic alkylene radicals, C₁ to C₂₀ aliphatic radicals, and C₁ to C₂₀ cycloaliphatic radicals.

10. The composition according to claim 9, wherein B is a C₁ to C₃₀ divalent hydrocarbon-based radical.

11. The composition according to claim 9, wherein radical R is chosen from hexamethylene, 4,4′

-biphenylenemethane, 2,4-tolylene, 2,6-tolylene, 1,5-naphthylene, p-phenylene and methylene-4,4-bis-cyclohexyl radicals, and divalent radicals derived from isophorone.

12. The composition according to claim 1, wherein the polycondensate has a repeating base unit corresponding to formula (II′

);

—

X′

—

P—

X′

—

CO—

NH—

R—

NH—

CO—

 

 

(II′

)

in which;

P is a polysiloxane segment,

X′

is chosen from O and NH, and

R is chosen from divalent substituted and unsubstituted radicals chosen from aromatic alkylene radicals, C₁ to C₂₀ aliphatic radicals, and C₁ to C₂₀ cycloaliphatic radicals.

13. The composition according to claim 1, wherein the silicone compound is an organopolysiloxane comprising at least one unit corresponding to formula (I):

14. The composition according to claim 13, wherein the quaternary ammonium group is chosen from mono-, di-, tri- and tetra(C₁-C₄ alkyl)-ammonium groups.

15. The composition according to claim 1, wherein the silicone compound comprises a main chain corresponding to the formula (≡

Si—

O—

)_n onto which is grafted, inside the chain as well as, optionally, on at least one of its ends, at least one hydrocarbon-based group comprising at least one carboxylic functional group.

16. The composition according to claim 15, wherein the silicone compound comprises the unit (IX):

17. The composition according to claim 1, wherein the silicone compound comprises at least one unit of formula (IV):

ZR_aSiO_(3-a)/2 

 

(IV)

in which Z is a radical corresponding to formula (V);

18. The composition according to claim 17, wherein the radicals R of formula (IV), which may be identical or different, are chosen from C₁ to C₁₀ alkyl radicals, C₁ to C₁₀ fluoroalkyl radicals, and C₆ to C₁₂ aryl radicals.

19. The composition according to claim 1, wherein the relative proportion by weight of said at least one silicone is between 0.01 and 10%, inclusive.

20. The composition according to claim 1, wherein the relative proportion by weight of said at least one silicone is between 0.05 and 5%, inclusive.

21. The composition according to claim 1, comprising between 1 and 15%, inclusive, of said polycondensate, by weight of the total weight of the composition.

22. The composition according to claim 21, comprising between 2 and 8%, inclusive, of said polycondensate, by weight of the total weight of the composition.

24. The composition according to claim 1, further comprising:

(i) an organic solvent in a relative concentration by weight of between 7.5 and 70%, inclusive, and

(ii) a propellant gas in a relative concentration by weight of between 15 and 85%, inclusive.

25. The composition according to claim 24, comprising between 10 and 50%, inclusive, of organic solvent.

26. The composition according to claim 24, comprising between 10 and 25%, inclusive, of organic solvent.

27. The composition according to claim 24, comprising between 25 and 60%, inclusive, of propellant gas.

28. The composition according to claim 24, comprising between 30 and 50%, inclusive, of propellant gas.

31. An aerosol device comprising a container containing the composition according to claim 24, and a means for distributing the composition.

32. The composition according to claim 1, further comprising at least one cosmetic additive chosen from fatty substances, thickeners, softeners, anti-foaming agents, moisturizers, antiperspirants, basifying agents, dyes, pigments, fragrances, preserving agents, surfactants, hydrocarbon-based polymers, additional volatile and non-volatile silicones, proteins, and vitamins.

33. The composition according to claim 1, containing at least one fixing polymer chosen from nonionic, cationic, anionic, and amphoteric fixing polymers.

23. A pump-dispenser bottle or an aerosol device comprising, in a cosmetically acceptable medium, in relative proportions by weight relative to the total weight of the composition,

(a) from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas,

(b) from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.

29. A composition comprising:

a) Lactic acid/ethylene glycol P(MIS-EG)-dimethylolpropanoic acid (DMPA)-isophorone-diisocyanate polyester polycondensate;

b) a polydimethylsiloxane onto which is grafted, via a thiopropylene connecting chain, mixed polymer units of poly(meth)acrylic acid and polybutyl (meth)acrylate ester;

c) Aminomethyipropanol;

d) Ethanol;

e) Dimethyl ether; and

f) Demineralized water.

30. The composition according to claim 29, comprising:

a) 4%, by weight, lactic acid/ethylene glycol P(MIS-EG)-dimethylolpropanoic acid (DMPA)-isophorone-diisocyanate polyester polycondensate;

b) 0.2%, by weight, polydimethylsiloxane onto which is grafted, via a thiopropylene connecting chain, mixed polymer units of poly(meth)acrylic acid and polybutyl (meth)acrylate ester;

c) a sufficient amount of aminomethylpropanol to adjust the composition to a neutral pH;

d) 15%, by weight, ethanol;

e) 35%, by weight, dimethyl ether; and

f) a sufficient amount of demineralized water to adjust the total weight to 100%.

34. A process for shaping or maintaining a hairstyle, said process comprising applying to hair a composition comprising in a relative proportion by weight, relative to the total weight of the composition:

(a) from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas,

(b) from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.

35. A process for manufacturing at least one hair care product for maintaining or shaping a hairstyle, said process comprising including in said hair product a composition comprising in a relative proportion by weight, relative to the total weight of the composition:

(a) from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas,

(b) from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.