Dyeing composition for keratinous fibres with a direct...

Details Dyeing composition for keratinous fibres with a direct... Dyeing composition for keratinous fibres with a direct...

2000-06-22

2003-03-11

Gupta, Yogendra N. (Department: 1751)

Bleaching and dyeing; fluid treatment and chemical modification

Dyeing involving animal-derived natural fiber material ,...

Hair dyeing

C008S406000, C008S407000, C008S408000, C008S412000, C008S426000, C008S435000, C008S437000

Reexamination Certificate

active

06530959

ABSTRACT:

The invention relates to a composition for dyeing keratinous fibres, in particular human keratinous fibres such as hair, comprising, in an appropriate dyeing medium, at least one cationic direct dye of a given formula, and at least one particular anionic surfactant.
The subject of the invention is also the dyeing methods and devices using the said composition.
In the hair domain, it is possible to distinguish two types of dyeing.
The first is the semipermanent or temporary dyeing, or direct dyeing, which involves dyes capable of bringing the natural colour of the hair a more or less marked colour modification which is resistant, where appropriate, to several shampooings. These dyes are called direct dyes; they can be used with or without oxidizing agent. In the presence of oxidizing agent, the aim is to obtain a lightening dyeing. Lightening dyeing is performed by applying to the hair the fresh mixture of a direct dye and of an oxidizing agent and makes it possible in particular to obtain, by lightening of the melanin of the hair, an advantageous effect such as a uniform colour in the case of grey hair or to make the colour stand out in the case of naturally pigmented hair.
The second is permanent dyeing or oxidation dyeing. The latter is performed with so-called “oxidation” dyes comprising oxidation dye precursors and couplers. The oxidation dye precursors, commonly called “oxidation bases” are compounds which are initially colourless or faintly coloured which develop their dyeing power inside the hair in the presence of oxidizing agents added at the time of use, leading to the formation of coloured and dyeing compounds. The formation of these coloured and dyeing compounds results either from an oxidative condensation of the “oxidation bases” with themselves, or an oxidative condensation of the “oxidation bases” with colour modifying compounds commonly called “couplers” and generally present in the dyeing compositions used in oxidation dyeing.
To vary the shades obtained with the said oxidation dyes, or to increase their shimmer, direct dyes are sometimes added to them.
Among the cationic direct dyes available in the field of dyeing of keratinous fibres, especially human keratinous fibres, compounds are already known whose structure is developed in the text which follows; nevertheless, these dyes lead to colours which exhibit characteristics which are still inadequate from the point of view of the intensity and homogeneity of the colour distributed along the fibre; it is said, in this case, that the colour is too selective, and from the point of view of fastness, in terms of resistance to various attacks to which the hair may be subjected (light, adverse weather conditions, shampooings).
However, after major research studies carried out on this question, the applicant has just now discovered that it is possible to obtain novel compositions for dyeing keratinous fibres which are capable of giving intense and only slightly selective colours which are quite resistant nevertheless to the various attacks to which the hair may be subjected, by combining at least one particular anionic surfactant with at least one cationic direct dye known in the prior art and which have the respective formulae defined hereinafter.
This discovery forms the basis of the present invention.
The first subject of the present invention is therefore a composition for dyeing keratinous fibres and in particular human keratinous fibres such as hair, containing in an appropriate dyeing medium, (i) at least one cationic direct dye whose structure corresponds to the formulae (I) to (IV) defined hereinafter, characterized in that it contains in addition (ii) at least one particular anionic surfactant.
(i) The cationic direct dye which can be used according to the present invention is a compound chosen from those of the following formulae (I), (II), (III), (III′), (IV):
a) the compounds of the following formula (I):
 in which:
D represents a nitrogen atom or the —CH group,
R
1
and R
2
, which are identical or different, represent a hydrogen atom; a C
1
-C
4
alkyl radical which may be substituted with a —CN, —OH or —NH
2
radical or form with a carbon atom of the benzene ring an optionally oxygen-containing or nitrogen-containing heterocycle which may be substituted with one or more C
1
-C
4
alkyl radicals; a 4′-aminophenyl radical,
R
3
and R′
3
, which are identical or different, represent a hydrogen or halogen atom chosen from chlorine, bromine, iodine and fluorine, a cyano, C
1
-C
4
alkyl, C
1
-C
4
alkoxy or acetyloxy radical,
X
−
represents an anion which is preferably chosen from chloride, methylsulphate and acetate,
A represents a group chosen from the following structures A
1
to A
19
:
 in which R
4
represents a C
1
-C
4
alkyl radical which may be substituted with a hydroxyl radical and R
5
represents a C
1
-C
4
alkoxy radical, with the proviso that when D represents —CH, A represents A
4
or A
13
and R
3
is different from an alkoxy radical, then R
1
and R
2
do not simultaneously denote a hydrogen atom;
b) the compounds of the following formula (II):
 in which:
R
6
represents a hydrogen atom or a C
1
-C
4
alkyl radical,
R
7
represents a hydrogen atom, an alkyl radical which may be substituted with a —CN radical or with an amino group, a 4′-aminophenyl radical or forms with R
6
an optionally oxygen-containing and/or nitrogen-containing heterocycle which may be substituted with a C
1
-C
4
alkyl radical,
R
8
and R
9
, which are identical or different, represent a hydrogen atom, a halogen atom such as bromine, chlorine, iodine or fluorine, a C
1
-C
4
alkyl or C
1
-C
4
alkoxy radical, a —CN radical,
X
−
represents an anion which is preferably chosen from chloride, methylsulphate and acetate,
B represents a group chosen from the following structures B1 to B6:
 in which R
10
represents a C
1
-C
4
alkyl radical, R
11
and R
12
, which are identical or different, represent a hydrogen atom or a C
1
-C
4
alkyl radical;
c) the compounds of the following formulae (III) and (III′):
 in which:
R
13
represents a hydrogen atom, a C
1
-C
4
alkoxy radical, a halogen atom such as bromine, chlorine, iodine or fluorine or an amino radical,
R
14
represents a hydrogen atom, a C
1
-C
4
alkyl radical or forms with a carbon atom of the benzene ring a heterocycle which is optionally oxygen-containing and/or substituted with one or more C
1
-C
4
alkyl groups,
R
1
represents a hydrogen or halogen atom such as bromine, chlorine, iodine of fluorine,
R
16
and R
17
, which are identical or different, represent a hydrogen atom or a C
1
-C
4
alkyl radical,
D
1
and D
2
, which are identical or different, represent a nitrogen atom or the —CH group,
m=0 or 1, it being understood that when R
13
represents an unsubstituted amino group, then D
1
and D
2
simultaneously represent a —CH group and m=0,
X
−
represents an anion which is preferably chosen from chloride, methylsulphate and acetate,
E represents a group chosen from the following structures E1 to E8:
 in which R′ represents a C
1
-C
4
alkyl radical;
when m=0 and D
1
represents a nitrogen atom, then E may also denote a group having the following structure E9:
 in which R′ represents a C
1
-C
4
alkyl radical,
d) the compounds of the following formula (IV):
G—N══N—J  (IV)
in which:
the symbol G represents a group chosen from the following structures G
1
to G
3
:
 in which structures G
1
to G
3
,
R
18
denotes a C
1
-C
4
alkyl radical, a phenyl radical which may be substituted with a C
1
-C
4
alkyl radical or a halogen atom chosen from chlorine, bromine, iodine and fluorine;
R
19
denotes a C
1
-C
4
alkyl radical or a phenyl radical;
R
20
and R
21
, which are identical or different, represent a C
1
-C
4
alkyl radical, a phenyl radical, or form together in G
1
a benzene ring which is substituted with one or more C
1
-C
4
alkyl, C
1
-C
4
alkoxy or NO
2
radicals, or form together in G
2
a benzene

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