COMPOSITION COMPRISING A DICARBONYL DERIVATIVE AND METHOD FOR STRAIGHTENING THE HAIR USING THIS COMPOSITION

Abstract

The present invention relates to a cosmetic composition comprising: one or more dicarbonyl derivatives corresponding to formula (I) below, and/or derivatives thereof and/or hydrates thereof and/or salts thereof:

##STR00001##

in which formula (I) R=H, COOH, linear or branched C.sub.1-C.sub.6 alkyl which is optionally substituted with an OH or COOH or Br radical; phenyl or benzyl optionally substituted with an OH or COOH radical; or alternatively an indolyl radical or

##STR00002## one or more silanes corresponding to formula (II) below and/or oligomers thereof:

R.sub.1Si(OR.sub.2).sub.z(R.sub.3).sub.x(OH).sub.y  (II)

in which formula (II): R.sub.1 is a linear or branched, saturated or unsaturated, cyclic or acyclic C.sub.1-C.sub.6 hydrocarbon-based chain substituted with a group chosen from the following groups: amine NH.sub.2 or NHR (R=C.sub.1-C.sub.20 and especially C.sub.1-C.sub.6 alkyl optionally substituted with a radical comprising a silicon atom, C.sub.3-C.sub.40 cycloalkyl or C.sub.6-C.sub.30 aromatic), or with a hydroxyl group, a thiol group, an aryl or aryloxy group which is unsubstituted or substituted, in particular with an amino group or with a C.sub.1-C.sub.4 aminoalkyl group;  R.sub.1 possibly being interrupted with a heteroatom (O, S or NH) or a carbonyl group (CO), R.sub.2 and R.sub.3, which may be identical or different, represent a linear or branched alkyl group comprising from 1 to 6 carbon atoms, y denotes an integer ranging from 0 to 3, and z denotes an integer ranging from 0 to 3, and x denotes an integer ranging from 0 to 2,
with z+x+y=3.

The invention also relates to a process for straightening keratin fibers, especially the hair, using the compounds of formulae (I) and (II) with a straightening step using a straightening iron at a temperature of at least 150° C., preferably ranging from 150 to 250° C.

Claims

1. A cosmetic composition comprising: one or more dicarbonyl compounds corresponding to formula (I) below, and/or derivatives thereof and/or hydrates thereof and/or salts thereof: ##STR00005## in which formula (I): R represents an atom or group chosen from i) hydrogen, ii) carboxy —C(O)—OH, iii) linear or branched C.sub.1-C.sub.6 alkyl which is optionally substituted, preferably with at least one hydroxyl —OH radical, carboxy —C(O)—OH radical or halogen such as Br; iv) optionally substituted phenyl, v) optionally substituted benzyl, iv) and v) preferably being optionally substituted with at least one —OH or —C(O)—OH radical; vi) an indolyl radical and vii) an imidazolylmethyl radical and tautomers thereof such as ##STR00006## with * representing the part linked to the rest of the molecule, one or more silanes corresponding to formula (II) below and/or oligomers thereof:
R.sub.1Si(OR.sub.2).sub.z(R.sub.3).sub.x(OH).sub.y  (II) in which formula (II): R.sub.1 is a linear or branched, saturated or unsaturated, cyclic or acyclic C.sub.1-C.sub.6 hydrocarbon-based chain substituted with a group chosen from the following groups: amine NH.sub.2 or NHR (R=C.sub.1-C.sub.20 and especially C.sub.1-C.sub.6 alkyl optionally substituted with a radical comprising a silicon atom, C.sub.3-C.sub.40 cycloalkyl or C.sub.6-C.sub.30 aromatic), or with a hydroxyl group, a thiol group, an aryl or aryloxy group which is unsubstituted or substituted, in particular with an amino group or with a C.sub.1-C.sub.4 aminoalkyl group;  R.sub.1 possibly being interrupted with a heteroatom (O, S or NH) or a carbonyl group (CO), R.sub.2 and R.sub.3, which may be identical or different, represent a linear or branched alkyl group comprising from 1 to 6 carbon atoms, y denotes an integer ranging from 0 to 3, and z denotes an integer ranging from 0 to 3, and x denotes an integer ranging from 0 to 2, with z+x+y=3.

2. The composition as claimed in claim 1, in which R represents i) a hydrogen atom or ii) a linear or branched C.sub.1-C.sub.6 alkyl group optionally substituted with a carboxyl group.

3. The composition as claimed in either of the preceding claims, in which the dicarbonyl compound(s) corresponding to formula (I) and/or derivatives thereof and/or hydrates thereof and/or salts thereof are chosen from glyoxylic acid and pyruvic acid, a derivative thereof, salts thereof and hydrates thereof, preferably from glyoxylic acid, a derivative thereof and the hydrate forms of these compounds.

4. The composition as claimed in any one of the preceding claims, in which the dicarbonyl derivative(s) corresponding to formula (I) and/or derivatives thereof are chosen from glyoxylic acid esters, glyoxylic acid amides, glyoxylic acid (thio)acetals and hemi(thio)acetals, and glyoxylic acid ester (thio)acetals and hemi(thio)acetals.

5. The composition as claimed in claim 3, in which the glyoxylic acid is in its hydrate form.

6. The composition as claimed in any one of claims 1 to 5, comprising from 0.5% to 15% by weight of one or more dicarbonyl derivatives corresponding to formula (I) and/or derivatives thereof and/or hydrates thereof and/or salts thereof, preferably from 3% to 15% and preferentially from 5% to 10% by weight relative to the total weight of the composition.

7. The composition as claimed in any one of claims 1 to 6, in which R.sub.2 represents an alkyl group comprising from 1 to 4 carbon atoms, better still a linear alkyl group comprising from 1 to 4 carbon atoms, and preferably the ethyl group, and R.sub.3 represents an alkyl group comprising from 1 to 4 carbon atoms, better still a linear alkyl group comprising from 1 to 4 carbon atoms, and preferably methyl or ethyl groups.

8. The composition as claimed in any one of the preceding claims, characterized in that R.sub.1 represents a C.sub.1-C.sub.6 aminoalkyl group.

9. The composition as claimed in any one of the preceding claims, characterized in that z ranges from 1 to 3 and preferably z is equal to 3.

10. The composition as claimed in any one of the preceding claims, characterized in that R.sub.1 is an acyclic chain and in that the compound of formula (II) comprises only one silicon atom in its structure.

11. The composition as claimed in any one of the preceding claims, characterized in that it comprises at least one compound of formula (II) chosen from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, N-(2-aminoethyl)-3-aminopropyltriethoxysilane, 3-(m-aminophenoxy)propyltrimethoxysilane, p-aminophenyltrimethoxysilane and N-(2-aminoethylaminomethyl)phenethyltrimethoxysilane, better still from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane and N-(2-aminoethyl)-3-aminopropyltriethoxysilane or oligomers thereof.

12. The composition as claimed in any one of the preceding claims, characterized in that it comprises at least one compound chosen from 3-aminopropyltriethoxysilane and oligomers thereof.

13. The composition as claimed in one of the preceding claims, characterized in that the silane(s) of formula (II) and/or the oligomers thereof are present in an active material content ranging from 0.05% to 20% by weight, preferably from 0.1% to 10% by weight, preferably ranging from 0.2% to 20% by weight, relative to the total weight of the composition.

14. The composition as claimed in any one of the preceding claims, in which the weight ratio of dicarbonyl derivatives corresponding to formula (I) and/or a derivative thereof and/or hydrate forms thereof and/or salts/silanes thereof of formula (II) and/or oligomers thereof ranges from 0.1 to 10 and better still from 0.2 to 5.

15. The composition as claimed in any one of the preceding claims, characterized in that it is aqueous and comprises water in a concentration preferably ranging from 5% to 98%, better still from 5% to 90% and even better still from 10% to 90% by weight relative to the total weight of the composition.

16. The composition as claimed in any one of the preceding claims, characterized in that it has a pH of less than 4, the pH preferentially ranging from 1 to 3, better still from 1.5 to 3 and even better still from 1.7 to 3.

17. The composition as claimed in any one of the preceding claims, characterized in that it may be obtained by mixing two compositions, one comprising at least one silane as described in one of claims 1 and 7 to 13 and the other comprising one or more dicarbonyl compounds corresponding to formula (I) and/or derivatives thereof and/or hydrates thereof and/or salts thereof as described in any one of claims 1 to 6.

18. A process for straightening keratin fibers, especially the hair, using one or more dicarbonyl compounds corresponding to formula (I) and/or derivatives thereof and/or hydrates thereof and/or salts thereof as described in any one of claims 1 to 6 and one or more silanes corresponding to formula (II) and/or oligomers thereof as described in one of claims 1 and 7 to 13, with a straightening step using a straightening iron at a temperature of at least 150° C., preferably ranging from 150 to 250° C.

19. The straightening process as claimed in claim 18, which comprises the application to the hair of the composition as claimed in any one of claims 1 to 17, followed by a contact time of between 10 and 60 minutes, followed by a straightening step using a straightening iron at a temperature of at least 150° C., preferably between 150 and 250° C.

20. The straightening process as claimed in claim 18, which comprises the successive application to the hair, in any order, with or without intermediate rinsing, of a composition comprising one or more dicarbonyl compounds corresponding to formula (I) and/or derivatives thereof and/or hydrates thereof and/or salts thereof (composition B) and a composition comprising one or more silanes corresponding to formula (II) and/or oligomers thereof (composition C), the application of these compositions being followed by a time of contact for each of them ranging from 10 to 60 minutes and then a straightening step using a straightening iron at a temperature of at least 150° C., preferably ranging from 150 to 250° C.

21. The use of the composition as claimed in any one of claims 1 to 17, for straightening/relaxing keratin fibers, especially the hair.

Description

EXAMPLES

[0132] The following compositions are prepared, compositions 1 and 2 being compositions in accordance with the invention and compositions C1 to C6 being comparative examples.

TABLE-US-00001 1 C1 C2 C3 2 C4 Glyoxylic acid 5 g 5 g — — — — Pyruvic acid — — — 8 g 8 g Aminopropyltriethoxysilane 5 g — 5 g 5 g 5 g — Water qs 100 g qs 100 g qs 100 g qs 100 g qs 100 g qs 100 g Sodium qs pH qs pH — qs pH qs pH qs pH hydroxide/hydrochloric acid 2.2 2.2 2.2 2.2 2.2

[0133] Process for a One-Step Use:

[0134] The compositions, optionally shaken before use, are applied at room temperature to curly hair, which may be natural or dyed, or sensitized by a prior bleaching step, at a rate of 1 g per 2 g of hair. After 15 minutes, the hair is rinsed, dried with a hairdryer (blow-drying) and then straightened by treating with flat tongs heated to 210° C. It is subsequently shampooed to examine the persistence of the straightening effects and of modification of the mechanical and cosmetic properties of the fibers.

[0135] Compositions C2 and C3 do not make it possible to obtain permanent straightening. Composition 1 makes it possible to obtain straightening properties superior to those obtained with composition C1 and composition 2 makes it possible to obtain straightening properties superior to those obtained with composition C4, whether in terms of curl relaxation, protection of the natural or artificial color, resistance of the fibers to mechanical stresses (pulling, rubbing, twisting), sheen, smooth feel and smooth look.

[0136] Process for a Two-Step Use:

[0137] According to another process in two steps without rinsing, composition C2 or C3, or alternatively C1, is first applied to hair, at a rate of 1 g per 2 g of hair, the compositions are left to act for 15 minutes and then, without rinsing, 1 g per 2 g of hair of composition C1, or alternatively C2 or C3, is applied for 15 minutes. The hair is then dried (blow-drying) and then straightened by passing through flat tongs brought to 210° C. (10 passes on locks separated into two thicknesses).

[0138] The application of composition C1 combined with the application of compositions C2 or C3 leads to performance superior to that obtained with composition C1 used alone.

[0139] Similarly, composition C2 or C3, or alternatively C4, is first applied to hair, at a rate of 1 g per 2 g of hair, the compositions are left to act for 15 minutes and then, without rinsing, 1 g per 2 g of hair of composition C4, or alternatively C2 or C3, is applied for 15 minutes. The hair is then dried (blow-drying) and then straightened by passing through flat tongs brought to 210° C. (10 passes on locks separated into two thicknesses).

[0140] The application of composition C4 combined with the application of compositions C2 or C3 leads to performance superior to that obtained with composition C4 used alone.