Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Reexamination Certificate
1999-07-06
2001-08-21
Einsmann, Margaret (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
C008S405000, C008S406000, C008S408000, C008S409000, C008S410000, C008S411000, C008S421000, C008S412000
Reexamination Certificate
active
06277156
ABSTRACT:
The subject-matter of the present invention is a composition for the oxidation dyeing of keratinous fibres, in particular of human keratinous fibres, such as hair, comprising 2-chloro-6-methyl-3-aminophenol as coupler, in combination with at least one suitably selected oxidation base, and the dyeing process employing this composition with an oxidizing agent.
It is known to dye keratinous fibres and in particular human hair with dyeing compositions comprising oxidation dye precursors, in particular ortho- or para-phenylenediamines, ortho- or para-aminophenols, or heterocyclic compounds, such as pyrimidine derivatives, generally known as oxidation bases. Oxidation dye precursors or oxidation bases are colourless or weakly coloured compounds which, in combination with oxidizing substances, can give rise, by an oxidative coupling process, to coloured and colouring compounds.
It is also known that it is possible to vary the shades obtained with oxidation bases by combining them with suitably chosen couplers or colouring modifiers, it being possible for the latter in particular to be chosen from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds.
The variety of the molecules involved as oxidation bases and couplers makes it possible to obtain a rich palette of colours.
The so-called “permanent” colouring obtained by virtue of these oxidation dyes has, however, to satisfy a certain number of requirements. Thus, it must be without disadvantage toxicologically and it must make it possible to obtain shades with the desired intensity and behave well in the face of external agents (light, bad weather, washing, permanent waving, perspiration or rubbing).
The dyes must also make it possible to cover white hair and, finally, be as non-selective as possible, that is to say make it possible to obtain the smallest possible difference in colouring along the same keratinous fibre, which can in fact be differently sensitized (i.e. damaged) between its tip and its root.
Provision has already been made, in particular in German Patent Application DE 3,016,008, for compositions for the oxidation dyeing of keratinous fibres comprising, as coupler, 2-chloro-6-methyl-3-aminophenol or 2-methyl-5-chloro-3-aminophenol in combination with oxidation bases conventionally used for oxidation dyeing, such as, for example, certain para-phenylenediamines, para-aminophenol or tetraaminopyrimidine. However, such compositions are not entirely satisfactory, in particular from the viewpoint of the behaviour of the colourings obtained with respect to various attacks which hair can be subjected to and in particular with respect to shampoos and permanent deformations.
Provision has also been made, in Patent Applications WO 96/15765 and WO 96/15766, for compositions for the oxidation dyeing of keratinous fibres comprising the specific combination of 2-chloro-6-methyl-3-aminophenol as coupler and of specific oxidation bases, such as 2-(&bgr;-hydroxyethyl)-para-phenylenediamine or certain specific para-aminophenols, such as, for example, 3-methyl-4-aminophenol, 2-allyl-4-aminophenol or 2-aminomethyl-4-aminophenol. However, such compositions are not entirely satisfactory either, in particular from the viewpoint of the strength of the colourings obtained.
The Applicant Company has now just discovered that it is possible to obtain powerful novel dyes which are particularly resistant to the various attacks which hair can be subjected to by combining 2-chloro-6-methyl-3-aminophenol and at least one suitably selected oxidation base.
This discovery is at the basis of the present invention.
The first subject-matter of the invention is therefore a composition for the oxidation dyeing of keratinous fibres and in particular of human keratinous fibres, such as hair, characterized in that it comprises, in a medium appropriate for dyeing:
2-chloro-6-methyl-3-aminophenol and/or at least one of its addition salts with an acid, as coupler;
and at least one oxidation base chosen from:
(a) the para-phenylenediamines of following formula (I) and their addition salts with an acid:
in which:
R
1
represents a hydrogen atom, a C
1
-C
4
alkyl radical, a C
1
-C
4
monohydroxyalkyl radical, a C
2
-C
4
polyhydroxyalkyl radical, a (C
1
-C
4
)alkoxy(C
1
-C
4
)alkyl radical or a C
1
-C
4
alkyl radical substituted by a nitrogenous, phenyl or 4′-aminophenyl group;
R
2
represents a hydrogen atom, a C
1
-C
4
alkyl radical, a C
1
-C
4
monohydroxyalkyl radical, a C
2
-C
4
polyhydroxyalkyl radical, a (C
1
-C
4
)alkoxy(C
1
-C
4
)alkyl radical or a C
1
-C
4
alkyl radical substituted by a nitrogenous group;
R
3
represents a hydrogen atom, a C
1
-C
4
alkyl radical, a C
1
-C
4
monohydroxyalkoxy radical, a C
1
-C
4
mesylaminoalkoxy radical, a C
1
-C
4
acetylaminoalkoxy radical, a C
1
-C
4
carbamoylaminoalkoxy radical or a C
1
-C
4
alkyl radical substituted by a nitrogenous group;
R
4
represents a hydrogen atom or a C
1
-C
4
alkyl radical;
it being understood that:
at least one of the R
1
, R
2
, R
3
and R
4
radicals is other than a hydrogen atom,
when the R
1
, R
2
and R
4
radicals simultaneously represent a hydrogen atom, then the R
3
radical is other than a methyl radical,
when the R
1
, R
2
and R
3
radicals simultaneously represent a hydrogen atom and when the R
4
radical occupies the 6 position, then R
4
is other than a methyl radical,
when one of the R
1
and R
2
radicals represents a C
1
-C
4
alkyl radical or a C
1
-C
4
monohydroxyalkyl radical and when the other R
1
or R
2
radical represents a hydrogen atom, then at least one of the R
3
and R
4
radicals is other than a hydrogen atom;
when R
1
and R
2
simultaneously represent a C
1
-C
4
monohydroxyalkyl radical, then at least one of the
R
3
and R
4
radicals is other than a hydrogen atom;
(b) the following double bases of formula (II) and their addition salts with an acid:
in which:
Z
1
and Z
2
, which are identical or different, represent a hydroxyl or —NH
2
radical which can be substituted by a C
1
-C
4
alkyl radical or by a connecting arm Y;
the connecting arm Y represents a linear or branched alkylene chain comprising from 1 to 14 carbon atoms which can be interrupted by one or more nitrogenous groups and/or by one or more heteroatoms, such as oxygen, sulphur or nitrogen atoms, and which is optionally substituted by one or more hydroxyl or C
1
-C
6
alkoxy radicals;
R
5
and R
6
represent a hydrogen or halogen atom, a C
1
-C
4
alkyl radical, a C
1
-C
4
monohydroxyalkyl radical, a C
2
-C
4
polyhydroxyalkyl radical, a C
1
-C
4
aminoalkyl radical or a connecting arm Y;
R
7
, R
8
, R
9
, R
10
, R
11
and R
12
, which are identical or different, represent a hydrogen atom, a connecting arm Y or a C
1
-C
4
alkyl radical;
it being understood that the compounds of formula (II) only comprise a single connecting arm Y per molecule;
(c) the pyrazolo[1,5-a]pyrimidines of following formula (III), their addition salts with an acid or with a base and their tautomeric forms, when a tautomeric equilibrium exists:
in which:
R
13
, R
14
, R
15
and R
16
, which are identical or different, denote a hydrogen atom, a C
1
-C
4
alkyl radical, an aryl radical, a C
1
-C
4
hydroxyalkyl radical, a C
2
-C
4
polyhydroxyalkyl radical, a (C
1
-C
4
)alkoxy(C
1
-C
4
)alkyl radical, a C
1
-C
4
aminoalkyl radical (it being possible for the amine to be protected by an acetyl, amido or sulphonyl radical), a (C
1
-C
4
)alkylamino(C
1
-C
4
)alkyl radical, a di[(C
1
-C
4
)alkyl]amino(C
1
-C
4
)alkyl radical (it being possible for the dialkyl radicals to form a carbonaceous ring or a heterocycle with 5 or 6 ring members) or a hydroxy(C
1
-C
4
)alkyl- or di[hydroxy(C
1
-C
4
)alkyl]amino(C
1
-C
4
)alkyl radical;
the X radicals, which are identical or different, denote a hydrogen atom, a C
1
-C
4
alkyl radical, an aryl radical, a C
1
-C
4
hydroxyalkyl radical, a C
2
-C
4
polyhydroxyalkyl radical, a C
1
-C
4
aminoalkyl radical, a (C
1
-C
4
)alkylamino(C
1
-C
4
)alkyl radical, a di[(C
1
-C
4
)alkyl]amino(C
1
-C
Einsmann Margaret
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
L'Oreal (S.A.)
Puri Aniy K.
LandOfFree
Oxidation dyeing composition for keratin fibres comprising... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Oxidation dyeing composition for keratin fibres comprising..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Oxidation dyeing composition for keratin fibres comprising... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2504282