Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Reexamination Certificate
2000-06-05
2004-02-03
Gupta, Yogendra N. (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
C008S401000, C008S405000, C008S406000, C008S410000, C008S411000
Reexamination Certificate
active
06685750
ABSTRACT:
A subject of the invention is a composition for the oxidation dyeing of keratin fibers, and, in particular, human keratin fibers, such as the hair, comprising, in a medium suitable for dyeing, at least one oxidation base, at least one ammonia-generating 2-electron oxidoreductase type enzyme, and at least one donor for the enzyme, as well as the dyeing process using this composition.
It is known to dye keratin fibers, and, in particular, human hair, with dye compositions containing oxidation dye precursors, in particular, ortho- or para-phenylene-diamines, ortho- or para-aminophenols and heterocyclic bases, generally referred to as oxidation bases. Oxidation dye precursors, or oxidation bases, are colorless or weakly colored compounds that, when combined with oxidizing products, can give rise to colored compounds and dyes by a process of oxidative condensation.
It is also known that the shades obtained with these oxidation bases can be varied by combining them with couplers or color modifiers, the latter being chosen, in particular, from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds.
The variety of molecules used as the oxidation bases and the couplers allows a wide range of colors to be obtained.
The so-called “permanent coloration” obtained through these oxidation dyes should, moreover, satisfy a certain number of desired properties. Desirably, there should be no toxicological drawbacks, shades of the desired intensity to be obtained, and the dyes should be able to,withstand external agents, e.g., light, bad weather, washing, permanent waving, perspiration, and/or rubbing.
Desirably, the dyes should also be able to cover white hair and, lastly, they should be as unselective as possible, i.e., they should give the smallest possible color differences along the same length of keratin fiber, which may in fact be differently sensitized, i.e., damaged, between its tip and its root.
The oxidation dyeing of keratin fibers is generally carried out in strongly alkaline medium, in the presence of hydrogen peroxide. However, the use of alkaline media in the presence of hydrogen peroxide has the drawback of causing appreciable degradation of the fibers, as well as bleaching of the keratin fibers, which is not always desirable.
The oxidation dyeing of keratin fibers can also be carried out using oxidizing systems other than hydrogen peroxide, such as enzymatic systems. Thus, it has already been proposed to dye keratin fibers, in particular, in European patent application EP-A-0,310,675, the disclosure of which is incorporated herein by reference, with compositions comprising a benzene-type oxidation dye precursor in combination with enzymes, such as pyranose oxidase, glucose oxidase or uricase, in the presence of a donor for the enzymes. Although being used under conditions not resulting in degradation of the keratin fibers, comparable to that caused by the dyes used in the presence of hydrogen peroxide, these dyeing processes are not entirely satisfactory, in particular, regarding the intensity of the colorations obtained. The problem of the lack of solubility of the donor is also sometimes posed, which is the case, in particular, for uric acid, the donor corresponding to uricase.
The inventors have discovered that it is possible to obtain novel dyes, capable of leading to colorations that are more intense than those of the prior art using an enzymatic system, by combining at least one oxidation base, at least one ammonia-generating 2-electron oxidoreductase-type enzyme, and at least one donor for the enzyme.
This discovery forms the basis of the present invention.
A first subject of the invention is thus a ready-to-use composition for the oxidation dyeing of keratin fibers, and, in particular, human keratin fibers, such as the hair, characterized in that it comprises, in a medium suitable for dyeing:
at least one oxidation base,
at least one ammonia-generating 2-electron oxidoreductase-type enzyme,
and at least one donor for the enzyme.
The dye composition according to the invention makes it possible to obtain colorations that are more intense than those obtained with the compositions of the prior art using an enzymatic oxidizing system, such as, for example, the uric acid/uricase oxidizing system.
In addition, the colorations obtained with the dye composition according to the invention may be relatively unselective, and may stand up well to the various attacking factors to which the hair may be subjected, e.g., light, bad weather, washing, permanent-waving, etc.
A subject of the invention is also a process for the oxidation dyeing of keratin fibers using this ready-to-use dye composition.
According to the invention, the term ammonia-generating means: which releases ammonia gas or aqueous ammonia during the enzyme-donor reaction.
The nature of the oxidation base(s) used in the ready-to-use dye composition is not critical. It (they) can be chosen, for example, from para-phenylenediamines, double bases, para-aminophenols, ortho-aminophenols and heterocyclic oxidation bases.
Examples of para-phenylenediamines that can be used as oxidation base in the dye compositions according to the invention include the compounds of formula (I) below, and the acid addition salts thereof:
in which:
R
1
is chosen from 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, a C
1
-C
4
alkyl radical substituted with a nitrogenous group, a phenyl radical and a 4′-aminophenyl radical;
R
2
is chosen from 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 and a C
1
-C
4
alkyl radical substituted with a nitrogenous group;
R
3
is chosen from a hydrogen atom, a halogen atom, such as a chlorine, bromine, iodine or fluorine atom, a C
1
-C
4
alkyl radical, a C
1
-C
4
monohydroxyalkyl radical, a C
1
-C
4
hydroxyalkoxy radical, an acetylamino(C
1
-C
4
)alkoxy radical, a C
1
-C
4
mesylaminoalkoxy radical and a carbamoylamino(C
1
-C
4
)alkoxy radical,
R
4
is chosen from a hydrogen atom, a halogen atom and a C
1
-C
4
alkyl radical.
Particular examples of the nitrogenous groups of formula (I) above include amino, mono(C
1
-C
4
)alkylamino, di(C
1
-C
4
)alkylamino, tri(C
1
-C
4
)alkylamino, monohydroxy(C
1
-C
4
)alkylamino, imidazolinium and ammonium radicals.
More particular examples of the para-phenylenediamines of formula (I) above include para-phenylenediamine, para-tolylenediamine, 2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamino, 2,6-diethyl-para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para-phenylenediamine, N,N-diethyl-para-phenylenediamine, N,N-dipropyl-para-phenylenediamine, 4-amino-N,N-diethyl-3-methylaniline, N,N-bis(&bgr;-hydroxyethyl)-para-phenylenediamine, 4-N,N-bis(&bgr;-hydroxyethyl)amino-2-methylaniline, 4-N,N-bis(&bgr;-hydroxyethyl)amino-2-chloro-aniline, 2-&bgr;-hydroxyethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N-(&bgr;-hydroxypropyl)-para-phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N,N-dimethyl-3-methyl-para-phenylenediarmine, N-ethyl-N-(&bgr;-hydroxyethyl)-para-phenylenediamine, N-(&bgr;,&ggr;-dihydroxypropyl)-para-phenylenediamine, N-(4′-aminophenyl)-para-phenylenediamine, N-phenyl-para-phenylenediamine, 2-&bgr;-hydroxyethyloxy-para-phenylenediamine, 2-&bgr;-acetylaminoethyloxy-para-phenylenediamine and N-(&bgr;-methoxyethyl)-para-phenylenediamine, and the acid addition salts thereof.
The most particularly preferred examples of the para-phenylenediamines of formula (I) above include para-phenylenediamine, para-tolylenediamine, 2-isopropyl-para-phenylenediamine, 2-&bgr;-hydroxyethyl-para-phenylenediamine, 2-&bgr;-hydroxyethyloxy-para-phenylenediamine,2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N,N-bis(&bgr;-hyd
Kravtchenko Sylvain
Plos Grégory
Elhilo Eisa
Gupta Yogendra N.
L'Oreal (S.A.)
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