COMPOSITION COMPRISING A COMPOUND OF THIOLACTONE TYPE AND A PARTICULAR SOLVENT AND PROCESS FOR TREATING KERATIN MATERIALS WITH THE COMPOSITION

Abstract

The present invention relates to a composition comprising: (a) at least one compound of thiolactone type, and (b) one or more solvents, which may be identical or different, chosen from polar (non-)protic organic solvents; the pH of said composition being less than or equal to 7.

Claims

1.-25. (canceled)

26. A composition comprising: (a) at least one compound chosen from the compounds of formula (I) below: ##STR00035## organic or mineral acid or base salts thereof, optical isomers thereof, geometrical isomers thereof, tautomers thereof, or solvates thereof; wherein in formula (I): Y represents an oxygen or sulfur atom or a group NR with R representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group; R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6, which may be identical or different, represent: i) a hydrogen atom, ii) hydroxyl, iii) amino NRR, with R and R, which may be identical or different, representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group; iv) cyano, v) (Y).sub.pC(Y)(Y).sub.qR.sub.7 with R.sub.7 representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group, p and q, which may be identical or different, being equal to 0 or 1, Y, Y and Y, which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group, vi) optionally substituted (C.sub.1-C.sub.6)alkyl, vii) optionally substituted (C.sub.2-C.sub.6)alkenyl, viii) optionally substituted (C.sub.1-C.sub.6)alkoxy, or alternatively: ix) R.sub.1 and R.sub.3 together form a covalent bond; x) R.sub.1 and R.sub.2, and/or R.sub.3 and R.sub.4, and/or R.sub.5 and R.sub.6 form, together with the carbon atom that bears them, a double bond oxo O or C(R.sub.9)R.sub.10 with R.sub.9 and R.sub.10 representing a) a hydrogen atom or a group chosen from b) hydroxyl, c) (C.sub.1-C.sub.6)alkyl optionally substituted with one or more hydroxyl groups, and d) (C.sub.2-C.sub.6)alkenyl, e) (Y).sub.pC(Y)(Y).sub.qR.sub.7 with p and q, which may be identical or different, being equal to 0 or 1, Y, Y and Y, which may be identical or different, representing an oxygen or sulfur atom, and R.sub.7 representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group; n represents an integer between 0 and 6 inclusive; wherein: when n is greater than or equal to 2, then the contiguous groups C(R.sub.5)R.sub.6 may be identical or different; and (b) at least one solvent, which may be identical or different, chosen from polar (non-)protic organic solvents; wherein the pH of the composition is less than or equal to 7.

27. The composition according to claim 26, wherein the at least one compound of formula (I) is such that n is 1 or 2 and the compound is selected from compounds of formula (Ia): ##STR00036## organic or mineral acid or base salts thereof, optical isomers thereof, geometrical isomers thereof, tautomers thereof, or solvates thereof; wherein in formula (Ia): R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6, which may be identical or different, represent: i) a hydrogen atom, ii) hydroxyl, iii) amino NRR, with R and R, which may be identical or different, representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group; iv) cyano, v) (Y).sub.pC(O)(Y).sub.qR.sub.7 with R.sub.7 representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group, p and q, which may be identical or different, being equal to 0 or 1, with Y and Y, which may be identical or different, representing an oxygen atom or NR with R representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group, vi) (C.sub.1-C.sub.6)alkyl optionally substituted with one or more groups chosen from hydroxyl and C(O)R.sub.8 with R.sub.8 representing a) a hydrogen atom, b) a hydroxyl group, c) (C.sub.1-C.sub.6)alkoxy, vii) (C.sub.2-C.sub.6)alkenyl, viii) (C.sub.1-C.sub.6)alkoxy, or alternatively: ix) R.sub.1 and R.sub.2, and/or R.sub.3 and R.sub.4, and/or R.sub.5 and R.sub.6 form, together with the carbon atom that bears them, a double bond oxo O or C(R.sub.9)R.sub.10 with R.sub.9 and R.sub.10 representing a) a hydrogen atom or a group chosen from b) hydroxyl, c) (C.sub.1-C.sub.6)alkyl.

28. The composition according to claim 26, wherein in the at least one compound of formula (I) n is 1, and the compound is selected from compounds of formula (Ia): ##STR00037## organic or mineral acid or base salts thereof, optical isomers thereof, geometrical isomers thereof, tautomers thereof, or solvates thereof; wherein in formula (Ib): R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6, which may be identical or different, represent: i) a hydrogen atom, ii) hydroxyl, iii) amino NRR, with R and R, which may be identical or different, representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group; iv) cyano, v) (Y).sub.pC(O)(O).sub.qR.sub.7 with R.sub.7 representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group, p and q, which may be identical or different, being equal to 0 or 1, with p+q=0 or 1, with Y representing an oxygen atom or NR with R representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group; vi) optionally substituted (C.sub.1-C.sub.6)alkyl, vii) (C.sub.2-C.sub.6)alkenyl, viii) (C.sub.1-C.sub.6)alkoxy, wherein the alkyl groups are optionally substituted with one or more groups chosen from hydroxyl and (O).sub.tC(O)R.sub.8 with t being equal to 0 or 1, R.sub.8 representing a) a hydrogen atom, b) a hydroxyl group, c) (C.sub.1-C.sub.6)alkyl, d) (C.sub.1-C.sub.6)alkoxy, e) (di)(C.sub.1-C.sub.6)(alkyl)amino, f) (di)hydroxy(C.sub.1-C.sub.6)alkylamino; or alternatively: ix) R.sub.1 and R.sub.2, and/or R.sub.3 and R.sub.4, and/or R.sub.5 and R.sub.6 form, together with the carbon atom that bears them, a double bond oxo O or C(R.sub.9)R.sub.10 with R.sub.9 and R.sub.10 representing i) a hydrogen atom or a group chosen from ii) hydroxyl, iii) (C.sub.1-C.sub.6)alkyl optionally substituted with one or more hydroxyl groups.

29. The composition according to claim 26, wherein in the at least one compound of formula (I) n is 1, and the compound is selected from compounds of formula (Ic): ##STR00038## organic or mineral acid or base salts thereof, optical isomers thereof, geometrical isomers thereof, tautomers thereof, or solvates thereof; wherein in formula (Ic): R.sub.11 and R.sub.12, which may be identical or different, represent a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group.

30. The composition according to claim 26, wherein in the at least one compound of formula (I) n is 1 or 2, and the compound is selected from the compounds of formula (Ib): ##STR00039## organic or mineral acid or base salts thereof, optical isomers thereof, geometrical isomers thereof, tautomers thereof, or solvates thereof; wherein in formula (Ib): R.sub.2, R.sub.4, R.sub.5 and R.sub.6, which may be identical or different, represent: i) a hydrogen atom, ii) hydroxyl, iii) amino NRR, R and R, which may be identical or different, representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group; iv) cyano, v) (Y).sub.pC(O)(O).sub.qR.sub.7 with R.sub.7 representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group, p and q, which may be identical or different, being equal to 0 or 1, with p+q=0 or 1, with Y representing an oxygen atom or NR with R representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group, vi) (C.sub.1-C.sub.6)alkyl optionally substituted with one or more groups chosen from hydroxyl and C(O)R.sub.8 with R.sub.8 representing a) a hydrogen atom, b) a hydroxyl group, c) (C.sub.1-C.sub.6)alkoxy, vii) (C.sub.2-C.sub.6)alkenyl, viii) (C.sub.1-C.sub.6)alkoxy, or alternatively: ix) R.sub.5 and R.sub.6 form, together with the carbon atom that bears them, a double bond oxo O or C(R.sub.9)R.sub.10 with R.sub.9 and R.sub.10 representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group.

31. The composition according to claim 26, wherein the at least one compound of formula (I) is chosen from the following compounds: ##STR00040## ##STR00041## ##STR00042## ##STR00043## ##STR00044## ##STR00045## ##STR00046## ##STR00047## ##STR00048## ##STR00049## ##STR00050## ##STR00051## ##STR00052## ##STR00053## ##STR00054## ##STR00055## ##STR00056## ##STR00057## ##STR00058## ##STR00059## ##STR00060## ##STR00061## ##STR00062## ##STR00063## ##STR00064## organic or mineral acid or base salts thereof, optical isomers thereof, geometrical isomers thereof, tautomers thereof, or solvates thereof.

32. The composition according to claim 31, wherein the at last one compound of formula (I) is chosen from the compounds of formulae (38) to (122) and (153) to (258).

33. The composition according to claim 26, wherein the at least one compound of formula (I) is present in an amount ranging from 0.01% to 50% by weight, relative to the total weight of the composition.

34. The composition according to claim 26, wherein the at least one polar (non-)protic organic solvent is chosen from: (b1) monoalcohols comprising a hydroxyl group and a C.sub.1-C.sub.6(alkyl); (b2) polyols comprising from 2 to 30 hydroxyl groups and a (C.sub.2-C.sub.8)alkyl group; (b3) the compounds of formula R.sub.aS(O).sub.pR.sub.a, wherein R.sub.a and R.sub.a, which may be identical or different, represent a (C.sub.1-C.sub.6)alkyl, and p is equal to 1 or 2.

35. The composition according to claim 34, wherein the composition comprises at least two solvents each chosen from a different category (b1), (b2) and (b3).

36. The composition according to claim 34, wherein the monoalcohols are chosen from ethanol, propanol, isopropanol, butanol, or a mixture of these compounds.

37. The composition according to claim 34, wherein the polyalcohols are chosen from polyols comprising at least three carbon atoms and ethylene glycol.

38. The composition according to claim 34, wherein the solvents are chosen from the compounds of formula R.sub.aS(O).sub.pR.sub.a (III) below wherein in formula (III):
R.sub.aS(O).sub.pR.sub.a Wherein R.sub.a and R.sub.a, which may be identical or different, represent: a linear or branched (C.sub.1-C.sub.6)alkyl group, optionally substituted with one or more atoms or groups, which may be identical or different, chosen from i) halogen, ii) hydroxyl, iii) phenyl optionally substituted with one or more halogen, hydroxyl or (di)(C.sub.1-C.sub.4)(alkyl)amino atoms or groups; a phenyl group optionally substituted with at least one atom or group, which may be identical or different, chosen from i) halogen, ii) hydroxyl, iii) phenyl optionally substituted with one or more halogen, hydroxyl or (di)(C.sub.1-C.sub.4)(alkyl)amino atoms or groups, or else R.sub.a and R.sub.a form, together with the sulfur atom of the sulfone group, a saturated or unsaturated, 4- or 6-membered heterocycle, preferably R.sub.a and R.sub.a together form a divalent (C.sub.3-C.sub.6)alkylene or (C.sub.3-C.sub.6)alkenylene chain; and p is 1 or 2

39. The composition according to claim 34, wherein the solvents are chosen from the compounds of formula R.sub.aS(O).sub.pR.sub.a wherein p is 1 and preferably R.sub.a and R.sub.a, which may be identical or different, represent a linear or branched (C.sub.1-C.sub.6)alkyl group.

40. The composition according to claim 26, wherein the at least one polar (non-)protic organic solvent is a polar protic organic solvent.

41. The composition according to claim 26, wherein the at least one polar (non-)protic solvent is present in a total amount ranging from 1% to 70% by weight, relative to the total weight of the composition.

42. The composition according to claim 34, wherein the at least one solvent (b1) is present in an amount ranging from 1% to 60% by weight, relative to the total weight of the composition.

43. The composition according to claim 34, wherein the at least one solvent (b2) or (b3) is present in an amount ranging from 1% to 50% by weight, relative to the total weight of the composition.

44. The composition according to claim 26, wherein the composition has a pH ranging from 1 to 6.

45. The composition according to claim 26, wherein the composition does not comprise any thiol-based reducing agents.

46. A process for treating keratin materials, comprising applying to the keratin materials a composition comprising: (a) at least one compound chosen from the compounds of formula (I) below: ##STR00065## organic or mineral acid or base salts thereof, optical isomers thereof, geometrical isomers thereof, tautomers thereof, or solvates thereof; wherein in formula (I): Y represents an oxygen or sulfur atom or a group NR with R representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group; R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6, which may be identical or different, represent: i) a hydrogen atom, ii) hydroxyl, iii) amino NRR, with R and R, which may be identical or different, representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group; iv) cyano, v) (Y).sub.pC(Y)(Y).sub.qR.sub.7 with R.sub.7 representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group, p and q, which may be identical or different, being equal to 0 or 1, Y, Y and Y, which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl or hydroxy(C.sub.1-C.sub.6)alkyl group, vi) optionally substituted (C.sub.1-C.sub.6)alkyl, vii) optionally substituted (C.sub.2-C.sub.6)alkenyl, viii) optionally substituted (C.sub.1-C.sub.6)alkoxy, or alternatively: ix) R.sub.1 and R.sub.3 together form a covalent bond; x) R.sub.1 and R.sub.2, and/or R.sub.3 and R.sub.4, and/or R.sub.5 and R.sub.6 form, together with the carbon atom that bears them, a double bond oxo O or C(R.sub.9)R.sub.10 with R.sub.9 and R.sub.10 representing a) a hydrogen atom or a group chosen from b) hydroxyl, c) (C.sub.1-C.sub.6)alkyl optionally substituted with one or more hydroxyl groups, and d) (C.sub.2-C.sub.6)alkenyl, e) (Y).sub.pC(Y)(Y).sub.qR.sub.7 with p and q, which may be identical or different, being equal to 0 or 1, Y, Y and Y, which may be identical or different, representing an oxygen or sulfur atom, and R.sub.7 representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group; n represents an integer between 0 and 6 inclusive; wherein: when n is greater than or equal to 2, then the contiguous groups C(R.sub.S)R.sub.6 may be identical or different; and (b) at least one solvent, which may be identical or different, chosen from polar (non-)protic organic solvents; wherein the pH of the composition is less than or equal to 7.

47. The process according to claim 46, wherein applying the composition to the hair is followed by shaping the hair by means of a heat treatment at a temperature of at least 100 C.

48. The process according to claim 46, wherein the process does not use any thiol-comprising reducing agent.

Description

EXAMPLES

[0164] The following compositions were prepared from the ingredients indicated in the tables below, all the amounts being indicated as percent by weight of active material, relative to the total weight of the composition.

[0165] Examples: compositions T1 to T6 for comparative controls

TABLE-US-00001 T1 T2 T3 T4 T5 T6 Ethanol 30 30 30 30 30 Butylene glycol 10 1,3-Propanediol 10 Propylene glycol 10 Dimethyl sulfone 10 Water (qs) 100 100 100 100 100 100

[0166] Examples: compositions 1 to 10 according to the invention

TABLE-US-00002 1 2 3 4 5 Thiolactone 38 10 Thiolactone 107 10 Thiolactone 163 10 Thiolactone 153 10 Thiolactone 82 10 Ethanol 30 20 30 30 50 Water (qs) 100 100 100 100 100 pH 5.7 1.7 2.1 3.5 6.3 6 7 8 Thiolactone 38 5 5 5 Ethanol 30 30 30 Butylene glycol 10 1,3-Propanediol 10 Propylene glycol 10 Water (qs) 100 100 100 pH 5.3 5.3 5.3 9 10 Thiolactone 38 10 15 Thiolactone 82 Ethanol 30 30 Dimethyl sulfone 10 10 Water (qs) 100 100 pH 5.9 5.8

[0167] For each example, a lock of frizzy natural Caucasian hair of frizziness type IV, weighing 2.7 g having a length of 20 or 27 cm was treated in the following way:

[0168] The locks are wetted, a shampoo is applied (DOP camomille based on sodium laureth sulfate, on coco betaine, on glycerol and on cocamide MEA) in a proportion of 400 mg per lock. The locks are massaged and then rinsed with running water, wiped dry with a finger and dried with a hairdryer. The composition (from T1 to T6 for the controls, and from 1 to 10 according to the invention) is applied in a proportion of 2.7 g per lock, the lock is left in contact with the composition for 30 minutes, then it is dried with a hairdryer and straightened with flat tongs brought to 230 C. which are passed over each lock 10 times.

[0169] Each lock is then evaluated according to 3 main criteria for an indication of the performance level of the straightening, in the time: [0170] ILevel of relaxation after 1 shampooing operation and natural drying [0171] IILevel of relaxation after 5 shampooing cycles and natural drying [0172] The level of relaxation is evaluated using a set of reference locks, with the following grades: [0173] 1: no relaxation [0174] 2: medium relaxation [0175] 3: good level of relaxation [0176] 4: very good level of relaxation
The results obtained for the controls are as follows:

TABLE-US-00003 Example T1 T2 T3 T4 T5 T6 Criterion I 1 1 1 2 2 1 Criterion II 1 1 1 1 1 1
The results obtained for the compositions according to the invention are as follows:

TABLE-US-00004 Example 1 2 3 4 5 6 7 8 9 10 Criterion I 4 3 4 4 4 3 4 4 3 4 Criterion II 3 2 3 4 3 2 3 3 3 3

[0177] Moreover, locks having been bleached or dyed via a commercial oxidation colouring or relaxed locks are treated using the same protocol in order to evaluate the integrity and the latter is respected.

[0178] The composition according to the invention thus makes it possible to improve the relaxation of curls and the persistence thereof with respect to several shampooing operations, while at the same time keeping good integrity of the hair.