Bleaching composition for dyed keratinous fibers

• US 20040034944A1
• Filed: 08/18/2003
• Published: 02/26/2004
• Est. Priority Date: 08/21/2000
• Status: Abandoned Application

• Current Assignee: Frederic Legrand, Jean-Marie Millequant
• Original Assignee: Frederic Legrand, Jean-Marie Millequant
• Inventors: Legrand, Frederic, Millequant, Jean-Marie
• Application Number:
  US10/362,077
• Publication Number:
  US 20040034944A1
• Time in Patent Office: Days
• US Class Current: 8/405
• CPC Class Codes: A61K 8/365 Hydroxycarboxylic acids; Ketocarboxylic acids
• CPC Class Codes: A61K 8/46 containing sulfur A61K8/44 takes precedence
• CPC Class Codes: A61Q 5/08 Preparations for bleaching the hair

Abstract

The invention concerns a composition for bleaching keratinous fibres dyed with oxidation dyes and/or direct dyes, in particular human keratinous fibres such as hair, comprising in a suitable bleaching medium with acid pH, a combination based on at least a sulphinic acid and at least an alpha-oxocarboxylic acid and/or their respective cosmetically acceptable salts. The invention also concerns multi-part kits devices for dyeing and bleaching said fibres and the bleaching method using said composition.

Claims

1. A composition for bleaching keratinous fibers dyed with oxidation dyes and/or direct dyes, in particular human keratinous fibers, such as the hair, comprising at least one dye reducing agent in an aqueous medium appropriate for bleaching at an acidic pH and characterized in that said reducing agent is a system combining (i) at least one sulfinic acid or one of their cosmetically acceptable salts with (ii) at least one α

-oxocarboxylic acid or one of their cosmetically acceptable salts.

2. The composition as claimed in claim 1, characterized in that it exhibits a pH of between 1.8 and 6.

3. The composition as claimed in claims 1 or 2, characterized in that, among sulfinic acids and their salts, the choice is made of hydroxymethanesulfinic acid and its salts.

4. The composition as claimed in any one of the preceding claims, characterized in that the salt or salts of sulfinic acids are chosen from alkali metal sulfinates, alkaline earth metal sulfinates or zinc sulfinates.

5. The composition as claimed in claims 3 or 4, characterized in that it relates to sodium hydroxymethanesulfinate.

6. The composition as claimed in any one of the preceding claims, characterized in that the α

-oxocarboxylic acid is α

-ketoglutaric acid or one of [lacuna] alkali metal or alkaline earth metal salts.

7. The composition as claimed in any one of claims 1 to 5, characterized in that the α

-oxocarboxylic acid is chosen from oxalic acid, glyoxalic acid, pyruvic acid or one of their alkali metal or alkaline earth metal salts.

8. The composition as claimed in any one of the preceding claims, characterized in that the sulfinic acid or acids or their cosmetically acceptable salts represent 0.01 to 20% by weight of the total weight of the composition.

9. The composition as claimed in claim 8, characterized in that they represent 0.1 to 10% by weight of the total weight of the composition.

10. The composition as claimed in any one of the preceding claims, characterized in that the α

-oxocarboxylic acid or acids represent 0.01 to 15% by weight of the total weight of the composition.

11. The composition as claimed in claim 10, characterized in that they represent 0.1 to 10% by weight of the total weight of the composition.

12. The composition as claimed in any one of the preceding claims, characterized in that the ratio by weight of the sulfinic acid or acids or their salts to the α

-oxocarboxylic acid or acids or their salts is between 10/1 and 1/10.

13. The composition as claimed in any one of the preceding claims, characterized in that the aqueous medium comprises one or more organic solvents present in a concentration ranging from 0.5 to 20% and preferably from 2 to 10% by weight with respect to the total weight of the composition.

14. The composition as claimed in any one of the preceding claims, characterized in that it comprises at least one thickening agent.

15. The composition as claimed in claim 14, characterized in that the thickening agent is a cellulose derivative, a guar derivative, a gum of microbial or plant origin or a synthetic thickener.

16. The composition as claimed in claims 14 or 15, characterized in that the thickening agent or agents represent 0.01 to 10% by weight of the total weight of the composition.

17. The composition as claimed in any one of the preceding claims, characterized in that it additionally comprises at least one basifying or acidifying agent in amounts ranging from 0.01 to 30% by weight of the total weight of the composition.

18. The composition as claimed in claim 17, characterized in that the basifying agent is chosen from ammonia, alkaline carbonates, alkanolamines, such as mono-, di- and triethanolamines and their derivatives, oxyethylenated and/or oxypropylenated ethylenediamines and hydroxyalkylamines, sodium hydroxide, potassium hydroxide and compounds of following formula (K):

19. The composition as claimed in claim 17, characterized in that the acidifying agent is chosen from inorganic or organic acids, such as etidronic acid, hydrochloric acid, orthophosphoric acid, carboxylic acids, such as tartaric acid, citric acid or lactic acid, or sulfonic acids.

20. The composition as claimed in any one of the preceding claims, characterized in that it is obtained by extemporaneous mixing at the time of use either (a) of an anhydrous composition comprising at least one bleaching system as defined in any one of the preceding claims and of an aqueous composition at an acidic pH, or (b) of two aqueous compositions, one of which comprises at least one sulfinic acid or one of its salts at an acidic or alkaline pH and the other of which comprises at least one α

-oxycarboxylic acid or one of its salts at an acidic pH, or (c) of an anhydrous composition comprising at least one sulfinic acid or one of its salts and of an aqueous composition comprising at least one α

-oxocarboxylic acid or one of its salts at an acidic pH, or (d) of an anhydrous composition comprising at least one α

-oxocarboxylic acid or one of its salts and of an aqueous composition comprising at least one sulfinic acid or one of its salts at an acidic or alkaline pH.

21. The composition as claimed in claim 20, characterized in that it is obtained by extemporaneous mixing at the time of use of two aqueous compositions, one of which comprises at least one sulfinic acid or one of its salts at an acidic or alkaline pH and the other of which comprises at least one α

-oxocarboxylic acid or one of its salts at an acidic pH.

22. The composition as claimed in claim 21, characterized in that it is obtained by extemporaneous mixing at the time of use of two aqueous compositions, one of which comprises at least sodium hydroxymethanesulfinate at an alkaline pH and the other of which comprises at least x-ketoglutaric acid at an acidic pH.

23. The composition as claimed in any one of the preceding claims, characterized in that it is provided in the form of a gel, of a cream, of a mousse, of a solution or of an emulsion.

24. A multicompartment device intended (i) for the dyeing and then (ii) for the bleaching of keratinous fibers dyed with oxidation dyes and/or direct dyes, in particular human keratinous fibers, such as the hair, characterized in that it comprises a first compartment comprising a composition for the oxidizing dyeing or the nonoxidizing dyeing of said fibers and, in a second compartment, the composition for the reductive bleaching of said colored fibers as defined in any one of claims 1 to 23.

25. The device as claimed in claim 24, characterized in that, in the first compartment, the composition for oxidizing dyeing comprises oxidation bases and/or couplers which form an oxidation dye by mixing with an oxidizing agent.

26. The device as claimed in claim 25, characterized in that, in the first compartment, the composition for oxidizing dyeing additionally comprises direct dyes.

27. The device as claimed in claim 24, characterized in that, in the first compartment, the composition for oxidizing dyeing comprises direct dyes, preferably cationic direct dyes, which form a lightening direct dye by mixing with an oxidizing agent.

28. The device as claimed in claim 24, characterized in that, in the first compartment, the composition for nonoxidizing dyeing comprises direct dyes and preferably cationic direct dyes.

29. The device as claimed in claims 27 or 28, characterized in that the cationic direct dyes are chosen from the dyes with the following structures (I) to (VII) and their mesomeric forms:

(i) dyes of formulae (I), (II)a, (II)b, (III)a and (III)b;

in which formulae (I), (II)a, (II)b, (III)a and (III)b;

R₁ represents a hydrogen atom or an amino radical;

R₂ represents a hydrogen atom or a nitro group;

R₃ represents a hydrogen atom, a nitro group or a C₁-C₄ alkoxy radical;

R₄ represents a C₁-C₄ alkyl radical;

R₅ represents a hydrogen atom or a para-triC₁-C₄alkylammoniophenyl group;

R₆ represents a bromine atom or an NH-para-triC₁-C₄alkylammoniophenyl group;

X⁻

represents an anion;

(ii) dyes of formulae (IV), (V), (VI), (VI′

) and (VII);

a) the compounds of following formula (IV);

in which;

Z and D represent, which are identical or different, a nitrogen atom or the —

CH—

radical,

R₇ and R₈, which are identical or different, represent a hydrogen atom;

a C₁-C₄ alkyl radical which can be substituted by a —

CN, —

OH or —

NH₂ radical or form, with a carbon atom of the benzene ring, an optionally oxygen-comprising or nitrogen-comprising heterocycle which can be substituted by one or more C₁-C₄ alkyl radicals;

or a 4′

-aminophenyl radical,

R₉ and R′

₉, which are identical or different, represent a hydrogen atom, a halogen atom, a cyano radical, a C₁-C₄ alkyl radical, a C₁-C₄ alkoxy radical or an acetyloxy radical,

X⁻

represents an anion;

A represents a group chosen by the following structures A1 to A19;

in which R₁₀ represents a C₁-C₄ alkyl radical which can be substituted by a hydroxyl radical and R₁₁ represents a C₁-C₄ alkoxy radical;

b) the compounds of following formula (V);

in which;

R₁₂ represents a hydrogen atom or a C₁-C₄ alkyl radical,

R₁₃ represents a hydrogen atom, an alkyl radical which can be substituted by a —

CN radical or by an amino group, or a 4′

-aminophenyl radical or forms, with R₁₂, an optionally oxygen-comprising and/or nitrogen-comprising heterocycle which can be substituted by a C₁-C₄ alkyl radical,

R₁₄ and R₁₅, which are identical or different, represent a hydrogen atom, a halogen atom, a C₁-C₄ alkyl radical, a C₁-C₄ alkoxy radical or a —

CN radical,

X⁻

represents an anion;

B represents a group chosen by the following structures B1 to B6;

in which R₁₆ represents a C₁-C₄ alkyl radical and R₁₇ and R₁₈, which are identical or different, represent a hydrogen atom or a C₁-C₄ alkyl radical;

c) the compounds of following formulae (VI) and (VI′

);

in which;

R₁₉ represents a hydrogen atom, a C₁-C₄ alkoxy radical, a halogen atom, such as bromine, chlorine, iodine or fluorine, or an amino radical,

R₂₀ represents a hydrogen atom or a C₁-C₄ alkyl radical or forms, with a carbon atom of the benzene ring, a heterocycle which optionally comprises oxygen and/or is substituted by one or more C₁-C₄ alkyl groups,

R₂₁ represents a hydrogen atom or a halogen atom,

R₂₂ and R₂₃, which are identical or different, represent a hydrogen atom or a C₁-C₄ alkyl radical,

D₁ and D₂, which are identical or different, represent a nitrogen atom or the —

CH group,

m =0 or 1,

X⁻

represents an anion;

E represents a group chosen by the following structures E1 to E8;

in which R′

represents a C₁-C₄ alkyl radical;

when m=0 and when D₁₃ represents a nitrogen atom, then E can also denote a group with the following structure E9;

in which R′

represents a C₁-C₄ alkyl radical.

d) the compounds of following formula (VII);

G-N—

N-J  

 

(VII)

in which;

the symbol G represents a group chosen from the following structures G₁ to G₃;

in which structures G₁ to G₃,

R₂₄ denotes a C₁-C₄ alkyl radical or a phenyl radical which can be substituted by a C₁-C₄ alkyl radical or a halogen atom chosen from chlorine, bromine, iodine and fluorine;

R₂₅ denotes a C₁-C₄ alkyl radical or a phenyl radical;

R₂₆ and R₂₇, which are identical or different, represent a C₁-C₄ alkyl radical or a phenyl radical or together form, in G₁, a benzene ring substituted by one or more C₁-C₄ alkyl, C₁-C₄ alkoxy or NO₂ radicals or together form, in G₂, a benzene ring optionally substituted by one or more C₁-C₄ alkyl, C₁-C₄ alkoxy or NO₂ radicals;

R₂₆ can additionally denote a hydrogen atom;

Z denotes an oxygen or sulfur atom or an —

NR₂₅ group;

M represents a —

CH, —

CR (R denoting C₁-C₄ alkyl) or —

NR₂₈(X⁻

)_r group;

K represents a —

CH, —

CR (R denoting C₁-C₄ alkyl) or —

NR₂₈(X⁻

)_r group;

P represents a —

CH, —

CR (R denoting C₁-C₄ alkyl) or —

NR₂₈(X⁻

)_r group;

r denotes zero or 1;

R₂₈ represents an O⁻

atom, a C₁-C₄ alkoxy radical or a C₁-C₄ alkyl radical;

R₂₉ and R₃₀, which are identical or different, represent a hydrogen atom, a halogen atom, a C₁-C₄ alkyl radical, a C₁-C₄ alkoxy radical or an —

NO₂ radical;

X⁻

represents an anion;

the symbol J represents;

(a) a group with the following structure J₁;

in which structure J₁,

R₃₁ represents a hydrogen atom, a halogen atom, a C₁-C₄ alkyl radical, a C₁-C₄ alkoxy radical or an —

OH, —

NO₂, —

NHR₃₄, —

NR₃₅R₃₆ or —

NHCO(C₁-C₄)alkyl radical or forms, with R₃₂, a 5- or 6-membered ring which may or may not comprise one or more heteroatoms chosen from nitrogen, oxygen or sulfur;

R₃₂ represents a hydrogen atom, a halogen atom, a C₁-C₄ alkyl radical or a C₁-C₄ alkoxy radical

or forms, with R₃₃ or R₃₄, a 5- or 6-membered ring which may or may not comprise one or more heteroatoms chosen from nitrogen, oxygen or sulfur;

R₃₃ represents a hydrogen atom, an —

OH radical, an —

NHR₃₄ radical or an —

NR₃₅R₃₆ radical;

R₃₄ represents a hydrogen atom, a C₁-C₄ alkyl radical, a C₁-C₄ monohydroxyalkyl radical, a C₂-C₄ polyhydroxyalkyl radical or a phenyl radical;

R₃₅ and R₃₆, which are identical or different, represent a C,-C₄ alkyl radical, a C₁-C₄ monohydroxyalkyl radical or a C₂-C₄ polyhydroxyalkyl radical;

(b) a 5- or 6-membered nitrogenous heterocyclic group which can include other heteroatoms and/or carbonyl groups and which can be substituted by one or more C₁-C₄alkyl, amino or phenyl radicals,

and in particular a group with the following structure J₂;

in which structure J₂,

R₃₇ and R₃₈, which are identical or different, represent a hydrogen atom, a C₁₃-C₁₀ alkyl radical or a phenyl radical;

Y denotes the —

CO—

radical or the

radical;

n=0 or 1, with, when n denotes 1, U denotes the —

CO—

radical,

and the mesomeric forms of these structures (IV) to (VII).

30. A process for bleaching keratinous fibers dyed with oxidation dyes and/or direct dyes, in particular human keratinous fibers, such as the hair, characterized in that the composition as defined in any one of claims 1 to 23 is applied to said fibers, at an application temperature between ambient temperature and 80°

C., for a time sufficient to partially or completely destroy the dyeing of the hair, the fibers are subsequently rinsed, they are optionally washed with a shampoo, they are rinsed again and then they are dried.

31. The process as claimed in claim 30, characterized in that the application temperature is between 35°

C. and 50°

C.

32. The process as claimed in claim 30 or 31, characterized in that the time sufficient for the development of the bleaching is between 1 and 60 minutes.

33. The process as claimed in claim 32, characterized in that the time sufficient for the development of the bleaching is between 5 and 30 minutes.

34. The process as claimed in any one of claims 30 to 33, characterized in that, after the rinsing following the shampooing, an aqueous hydrogen peroxide composition is applied to the fibers, they are rinsed, they are washed with a shampoo, they are again rinsed and they are dried.