Dye composition for keratin fibers, with a cationic direct...

Details Dye composition for keratin fibers, with a cationic direct... Dye composition for keratin fibers, with a cationic direct...

1999-05-25

2003-07-15

Einsmann, Margaret (Department: 1751)

Bleaching and dyeing; fluid treatment and chemical modification

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

Hair dyeing

C008S409000, C008S423000, C008S426000, C008S431000, C008S553000, C008S554000, C008S555000, C008S561000, C008S562000, C008S654000, C008S655000, C008S657000, C008S659000

Reexamination Certificate

active

06592633

ABSTRACT:

The invention relates to a dye composition for keratin fibers, especially for human keratin fibers such as the hair, comprising, in a medium suitable for dyeing, at least one cationic direct dye of given formula, and at least one specific cationic or amphoteric substantive polymer.
The invention also relates to the dyeing processes and devices using said composition.
Two types of dyeing processes can be distinguished in the field of hair treatment. The first type of dyeing process is semi-permanent or temporary dyeing, or direct dyeing, which involves dyes capable of giving the hair's natural colour a more or less pronounced colour change that may withstand shampooing several times. These dyes are known as direct dyes; they can be used with or without an oxidizing agent. In the presence of an oxidizing agent, the aim is to obtain a lightening coloration. The lightening coloration is carried out by applying a mixture, prepared at the time of use, of a direct dye and an oxidizing agent to the hair. This mixture makes it possible to obtain, by lightening the melanin in the hair, an advantageous effect such as unifying the colour in the case of grey hair, or bringing out the colour in the case of naturally pigmented hair.
The second type of dyeing process is permanent dyeing or oxidation dyeing. This dyeing is carried out with dyes known as “oxidation” dyes comprising oxidation dye precursors and couplers. Oxidation dye precursors, commonly known as “oxidation bases,” are initially colourless or weakly coloured compounds that develop their dyeing power on the hair in the presence of oxidizing agents added at the time of use, leading to the formation of coloured compounds and dyes. The formation of these coloured compounds and dyes results either from an oxidative condensation of the “oxidation bases” with themselves, or from an oxidative condensation of the “oxidation bases” with coloration modifier compounds commonly known as “couplers,” which are generally present in the dye compositions used in oxidation dyeing.
To vary the shades obtained with the oxidation dyes, or to enrich them with glints, it is known to add direct dyes thereto.
Among the cationic direct dyes available in the field of dyeing keratin fibres, especially human keratin fibres, compounds which are already known are those whose structure is developed in the following text; nevertheless, these dyes have insufficient coloration properties, both with regard to the homogeneity of the colour distributed along the fibre (“unison”), where it is said that the coloration is too selective, and with regard to the staying power, or resistance to the various attacking factors to which the hair may be subjected (light, bad weather, shampooing).
After considerable research conducted in this field, the Applicants have now discovered that it is possible to obtain novel compositions for dyeing keratin fibres, which are capable of leading to less selective colorations and which are particularly resistant to the various attacking factors to which the hair may be subjected, by combining at least one specific cationic or amphoteric substantive polymer with at least one cationic direct dye known in the prior art and of formula (I) defined below.
This discovery forms the basis of the present invention.
Additional features and advantages of the invention are set forth in the description that follows, and, in part, will be apparent from the description or may be learned from the practice of the invention. The advantages of the invention will be realized and attained by the dyeing compositions, processes, and kits particularly pointed out in the written description and claims.
Both the foregoing general description and the following detailed description of the invention are exemplary and explanatory only and are not restrictive of the claimed invention.
A first subject of the present invention is, therefore, a composition for dyeing keratin fibres, especially human keratin fibres such as the hair, comprising, in a medium suitable for dyeing, (i) at least one cationic direct dye whose structure corresponds to formula (I) below, further comprising (ii) at least one specific cationic or amphoteric substantive polymer.
(i) The cationic direct dye which can be used according to the present invention is a compound of formula (I) below:
A—N═N—B  (1)
in which: the symbol A represents a group selected from structures A1 to A3 below:
in which structures A1 to A3,
R
1
represents a C
1
-C
4
alkyl radical, a phenyl radical which can be substituted with a C
1
-C
4
alkyl radical or a halogen atom selected from chlorine, bromine, iodine and fluorine;
R
2
represents a C
1
-C
4
alkyl radical or a phenyl radical;
R
3
and R
4
, which may be identical or different, represent a C
1
-C
4
alkyl radical, a phenyl radical or, in the case of structure A1, can together form a substituted benzene ring, and in the case of structure A2, can together form a benzene ring optionally substituted with one or more C
1
-C
4
alkyl, C
1
-C
4
alkoxy or NO
2
radicals;
R
3
can also represent a hydrogen atom;
Z represents an oxygen or sulphur atom or a group —NR
2
;
M represents a group —CH, —CR (R denoting C
1
-C
4
alkyl) or —NR
5
(X
−
)
r
;
K represents a group —CH, —CR (R denoting C
1
-C
4
alkyl) or —NR
5
(X
−
)
r
;
P represents a group —CH, —CR (R denoting C
1
-C
4
alkyl) or —NR
5
(X
−
)
r
; r represents 0 or 1;
R
5
represents an atom O
−
, a C
1
-C
4
alkoxy radical or a C
1
-C
4
alkyl radical;
R
6
and R
7
, which may be identical or different, represent a hydrogen atom or a halogen atom selected from chlorine, bromine, iodine and fluorine, a C
1
-C
4
alkyl or C
1
-C
4
alkoxy radical or an —NO
2
radical;
X
−
represents an anion preferably selected from chloride, iodide, methyl sulphate, ethyl sulphate, acetate and perchlorate;
with the provisos that,
if R
4
represents a C
1
-C
4
alkyl radical and Z represents a sulphur atom, R
3
does not represent a hydrogen atom;
if R
5
represents O
−
, then r represents zero;
if K or P or M represent C
1
-C
4
—N-alkyl X
−
, then R
6
or R
7
is other than a hydrogen atom;
if K represents —NR
5
(X
−
)
r
, then M═P═—CH; —CR;
if M represents —NR
5
(X
−
)
r
, then K═P═—CH; —CR;
if P represents —NR
5
(X
−
)
r
, then K═M and represent —CH or —CR;
if Z represents —NR
2
and R
2
represents a C
1
-C
4
alkyl radical, then at least one of the radicals R
1
, R
3
or R
4
of A
2
is other than a C
1
-C
4
alkyl radical;
the symbol B represents:
(a) a group of structure B1 below:
in which structure B1,
R
8
represents a hydrogen atom, a halogen atom selected from chlorine, bromine, iodine and fluorine, a C
1
-C
4
alkyl or C
1
-C
4
alkoxy radical, a radical —OH, —NO
2
, —NHR
11
, —NR
12
R
13
or —NHCO(C
1
-C
4
)alkyl radical or forms, with R
9
, a 5- or 6-membered ring which may or may not contain one or more hetero atoms selected from nitrogen, oxygen and sulphur;
R
9
represents a hydrogen atom, a halogen atom selected from chlorine, bromine, iodine and fluorine, or a C
1
-C
4
alkyl or C
1
-C
4
alkoxy radical, or forms, with R
10
or R
11
, a 5- or 6-membered ring which may or may not contain one or more hetero atoms selected from nitrogen, oxygen and sulphur;
R
10
represents a hydrogen atom, an —OH radical, a radical —NHR
11
or a radical —NR
12
R
13
;
R
11
represents a hydrogen atom, a C
1
-C
4
alkyl radical, a C
1
-C
4
monohydroxyalkyl or
C
2
-C
4
polyhydroxyalkyl radical or a phenyl radical;
R
12
and R
13
, which may be identical or different, represent a C
1
-C
4
alkyl radical or a
C
1
-C
4
monohydroxyalkyl or C
2
-C
4
polyhydroxyalkyl radical;
(b) a 5- or 6-membered nitrogenous heterocyclic group which can contain other hetero atoms and/or carbonyl groups and which can be substituted with one or more
C
1
-C
4
alkyl, amino or phenyl radicals, and in particular a group of structure B2 below:
in which structure B2,
R
14
and R
15
, which may be identical or different, represent a hydrogen atom, a C
1
-C

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