Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Reexamination Certificate
1999-06-18
2003-01-07
Einsmann, Margaret (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
C008S410000, C008S411000, C008S412000, C008S416000, C008S421000, C008S423000, C008S426000, C008S409000
Reexamination Certificate
active
06503283
ABSTRACT:
The invention relates to a composition for dyeing keratin fibres, and in particular human keratin fibres such as the hair, comprising, in a medium which is suitable for dyeing, at least one cationic direct dye and at least one auto-oxidizable dye, as well as to the dyeing process using this composition.
It is known practice to dye keratin fibres, and in particular human hair, with dye compositions containing auto-oxidizable dyes such as benzene derivatives containing at least three hydroxyl and/or amino groups and indole derivatives, such as 5,6-dihydroxyindole. These auto-oxidizable dyes have the particular feature of being able to be oxidized without any oxidizing agent other than atmospheric oxygen, to give rise to coloured and colouring molecules. However, the colorations obtained using these dyes are still not satisfactory, in particular as regards their intensity and their chromaticity.
It is also known practice to dye keratin fibres with direct dyes, and in particular with cationic direct dyes. Direct dyes have the drawback, when they are incorporated into dye compositions, of leading to colorations which are of insufficient staying power, in particular with respect to shampooing.
The Applicant has now discovered that it is possible to obtain novel compositions for dyeing keratin fibres, which are capable of leading to intense, unselective colorations which show good resistance to the various attacking factors to which the hair may be subjected, by combining at least one cationic direct dye and at least one auto-oxidizable dye.
This discovery forms the basis of the present invention.
A first subject of the invention is thus a ready-to-use composition for dyeing keratin fibres, and in particular human keratin fibres such as the hair, characterized in that it comprises, in a medium which is suitable for dyeing:
at least one cationic direct dye,
at least one auto-oxidizable dye.
The ready-to-use dye composition in accordance with the invention leads to intense, chromatic colorations which show low selectivity and excellent properties of resistance both with respect to atmospheric agents such as light and bad weather, and with respect to perspiration and the various treatments to which the hair may be subjected (washing, permanent-waving).
A subject of the invention is also a process for dyeing keratin fibres using this ready-to-use dye composition.
The cationic direct dye(s) which can be used in the ready-to-use dye composition in accordance with the invention is (are) preferably chosen from cationic aminoanthraquinone dyes, cationic monoazo or diazo dyes and cationic naphthoquinone dyes.
By way of example, mention may be made in particular of [8-[(p-aminophenyl)azo]-7-hydroxy-2-naphthyl]trimethylammonium chloride (also known as Basic Brown 16 or Arianor Mahogany 306002 in the Color Index), 3-[(4-amino-6-bromo-5,8-dihydro-1-hydroxy-8-imino-5-oxo-2-naphthalenyl)amino]-N,N,N-trimethyl-benzenaminium chloride (also known as Basic Blue 99 or Arianor Steel Blue 306004 in the Color Index), 7-hydroxy-8-[(2-methoxyphenyl)azo]-N,N,N-trimethyl-2-naphthalenaminium chloride (also known as Basic Red 76 or Arianor Madder Red in the Color Index), [8-[(4-amino-2-nitrophenyl)azo]-7-hydroxy-2-naphthyl]-trimethylammonium chloride (also known as Basic Brown 17 or Arianor Sienna Brown 306001 in the Color Index) and 3-[(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)azo]-N,N,N-trimethylbenzenaminium chloride (also known as Basic Yellow 57 or Arianor Straw Yellow 306005 in the Color Index).
The cationic direct dye(s) can also be chosen from:
a) the compounds of formula (I) below:
in which:
D represents a nitrogen atom or a —CH group,
R
1
and R
2
, which may be identical or different, represent a hydrogen atom; a C
1
-C
4
alkyl radical which can be substituted with a —CN, —OH or —NH
2
radical; or form, with a carbon atom of the benzene ring, an optionally oxygenated or nitrogenous heterocycle, which can be substituted with one or more C
1
-C
4
alkyl radicals; a 4′-aminophenyl radical,
R
3
and R′
3
, which may be identical or different, represent a hydrogen or halogen atom chosen from chlorine, bromine, iodine and fluorine, or a cyano, C
1
-C
4
alkoxy or acetyloxy radical,
X
−
represents an anion preferably chosen from chloride, methyl sulphate and acetate,
A represents a group chosen by structures A1 to A19 below:
in which R
4
represents a C
1
-C
4
alkyl radical which can 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, when A represents A
4
or A
13
and when R
3
is other than an alkoxy radical, then R
1
and R
2
do not simultaneously denote a hydrogen atom;
b) the compounds of formula (II) below:
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 can be substituted with a —CN radical or with an amino group, a 4′-aminophenyl radical or forms, with R
6
, an optionally oxygenated and/or nitrogenous heterocycle which can be substituted with a C
1
-C
4
alkyl radical,
R
8
and R
9
, which may be 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 or a —CN radical,
X
−
represents an anion preferably chosen from chloride, methyl sulphate and acetate,
B represents a group chosen by structures B1 to B6 below:
in which R
10
represents a C
1
-C
4
alkyl radical, R
11
, and R
12
, which may be identical or different, represent a hydrogen atom or a C
1
-C
4
alkyl radical;
c) the compounds of formulae (III) and (III′) below:
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 oxygenated and/or substituted with one or more C
1
-C
4
alkyl groups,
R
15
represents a hydrogen atom or a halogen atom such as bromine, chlorine, iodine or fluorine,
R
16
and R
17
, which may be identical or different, represent a hydrogen atom or a C
1
-C
4
alkyl radical,
D
1
and D
2
, which may be identical or different, represent a nitrogen atom or a —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 preferably chosen from chloride, methyl sulphate and acetate,
E represents a group chosen by structures E1 to E8 below:
in which R′ represents a C
1
-C
4
alkyl radical;
when m=0 and when D
1
represents a nitrogen atom, then E can also denote a group of structure E9 below:
in which R′ represents a C
1
-C
4
alkyl radical.
The cationic direct dyes of formulae (I), (II), (III) and (III′) which can be used in the ready-to-use dye compositions in accordance with the invention are known compounds and are described, for example, in patent applications WO 95/01772, WO 95/15144 and EP-A-0,714,954.
Among the cationic direct dyes of formula (I) which can be used in the ready-to-use dye compositions in accordance with the invention, mention may be made more particularly of the compounds corresponding to structures (I1) to (I52) below:
Among the compounds of structures (I1) to (I52) described above, the compounds most particularly preferred are the ones corresponding to structures (I1), (I2), (I14) and (I31).
Among the cationic direct dyes of formula (II) which can be used in the ready-to-use dye compositions in accordance with the invention, mention may be made more particularly of the compounds corresponding to structures (II1) to (II12) below:
Among the cationic direct dyes of formula (III) which can be used in the ready-to-use dye compositions in accordance with the invention, mention may be made more parti
Audousset Marie-Pascale
Lang Gerard
Einsmann Margaret
L'Oreal (S.A.)
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