Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Reexamination Certificate
2001-03-29
2004-05-11
Gupta, Yogendra N. (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
C008S406000, C008S407000, C008S409000, C008S410000, C008S421000, C008S435000, C008S568000
Reexamination Certificate
active
06733539
ABSTRACT:
The invention relates to a ready-to-use composition for the oxidation dyeing of keratinous fibers, such as, human keratinous fibers, for example, hair, comprising, in a medium which is suitable for dyeing, at least one oxidation dye chosen from pyridines of formula (I), and at least one enzymatic oxidizing agent, and the oxidation dyeing method for using them.
It is known to dye keratinous fibers, for example, human hair, with dye compositions containing oxidation dye precursors, such as, ortho- or para-phenylenediamines, ortho- or para-aminophenols and heterocyclic bases, which are generally referred to as oxidation bases. Oxidation dye precursors, or oxidation bases, are colorless or weakly colored compounds which, when combined with oxidizing products, can give rise to colored compounds and dyes by an oxidative condensation process.
It is also known that it is possible to vary the shades obtained with these oxidation bases by combining them with couplers or color modifiers, the latter chosen, for example, from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds such as, indoles, indolines and pyridine derivatives (see, for example, patent applications DE 3 132 885 and EP-A-0 106 987).
The variety of molecules used as oxidation bases and couplers allows a wide rich palette of colors to be obtained.
The “permanent” colors obtained using these oxidation dyes may moreover satisfy at least one of a number of objectives. Thus, it should, for example, satisfy at least one of the following: be without toxicological drawbacks, make it possible to obtain shades in the desired intensity, and exhibit good resistance towards external agents (at least one of light, adverse weather conditions, washing, permanent waving, perspiration, and rubbing).
The dyes may also cover white and gray hair and, may also be the least selective possible, that is to say, make it possible to obtain the smallest possible differences in color right along the same keratinous fiber, which may indeed be differently sensitised (i.e. damaged) between its tip and its root.
Oxidation dyeing of keratinous fibers is generally carried out in alkaline medium, in the presence of hydrogen peroxide. However, the use of alkaline media in the presence of hydrogen peroxide may possess the undesirable drawbacks of causing appreciable degradation of the fibers, as well as, considerable bleaching of the keratinous fibers.
Oxidation dyeing of keratinous fibers may also be carried out using oxidizing systems other than hydrogen peroxide, for example, enzymatic systems. Patent application EP-A-0,310,675, has proposed dyeing keratinous fibers with compositions comprising an oxidation base and optionally a coupler, in combination with enzymes, such as, pyranose oxidase, glucose oxidase and uricase, in the presence of a donor for the said enzymes. Although these compounds are used under conditions which may diminish the degradation of the keratinous fibers below the level of degradation found by the dyes used in the presence of hydrogen peroxide, these dyeing processes nevertheless lead to colors which are not entirely satisfactory. For example, the processes may affect the intensity (strength) of the colors or the colors' resistance to the various attacking factors to which the hair may be subjected.
The inventor has now discovered that combination of at least one oxidation dye chosen from the pyridines of formula (I), defined below, and at least one enzymatic oxidizing agent make it possible to obtain dye compositions leading to at least one of the following advantages: intense colors without giving rise to any significant degradation of the keratinous fibers, colors which are not very selective, and properties of resistance to the various treatments to which keratinous fibers, such as, hair may be subjected.
One embodiment of the invention is thus a ready-to-use composition for the oxidation dyeing of keratinous fibers, and in particular human keratinous fibers, for example, hair, comprising, in a medium suitable for dyeing:
(a) at least one oxidation dye chosen from the pyridines of formula (I), and acid addition salts thereof:
wherein:
R
1
is chosen from a (C
1
-C
4
)alkyl group, a (C
1
-C
4
)monohydroxyalkyl group, and a (C
2
-C
4
)polyhydroxyalkyl group,
R
2
is chosen from a (C
1
-C
4
)alkoxy group, a (C
1
-C
4
)monohydroxyalkoxy group, a (C
2
-C
4
)polyhydroxyalkoxy group, an amino group, a mono(C
1
-C
4
)alkylamino group, a di-(C
1
-C
4
)alkylamino group, a monophenylamino group, a monohydroxyphenylamino group, a monoalkoxyphenylamino group, a monohydroxy(C
1
-C
4
)alkylamino group, a dihydroxy-(C
1
-C
4
)alkylamino group, a monohydroxy-(C
2
-C
4
)alkylamino group, a dihydroxy-(C
2
-C
4
)alkylamino group, a (C
1
-C
4
)alkylmonohydroxy-(C
1
-C
4
)alkylamino group and a (C
1
-C
4
)alkyl-polyhydroxy(C
2
-C
4
)alkylamino group,
R
3
is chosen from a hydrogen atom, an amino group, a mono(C
1
-C
4
)alkylamino group,
a monohydroxy(C
1
-C
4
)alkylamino group and a
mono(polyhydroxy(C
2
-C
4
)alkyl)amino group;
provided that: when R
2
is chosen form a (C
1
-C
4
)alkoxy group, a
(C
1
-C
4
)monohydroxyalkoxy group and a (C
2
-C
4
)polyhydroxyalkoxy group, then R
3
is a hydrogen atom; and
(b) at least one enzymatic oxidizing agent chosen from:
(i) a system comprising at least one 2-electron oxidoreductase and its corresponding at least one donor,
(ii) at least one 4-electron oxidoreductase, and
(iii) at least one peroxidase.
As indicated above, the colors obtained with the oxidation dyeing composition comprising a pyridine of formula (I) according to the invention, can be intense and can contribute to a palette of highly chromatic colors. Such compositions may also exhibit properties of resistance towards the action of various external agents (at least one of light, adverse weather conditions, washing, permanent waving and perspiration).
One embodiment of the invention is a method for the oxidation dyeing of keratinous fibers using the ready-to-use dye composition described above.
In one embodiment of the invention, the at least one oxidation dye of formula (I) is chosen from 2,6-dimethoxy-3,5-diaminopyridine, 2,3-diamino-6-methoxypyridine, 2-methylamino-3-amino-6-methoxypyridine, 2-(2′-hydroxyphenyl)amino-3-amino-6-methoxypyridine, 2-(4′-hydroxyphenyl)amino-3-amino-6-methoxypyridine, 2-(4′-methoxyphenyl)amino-3-amino-6-methoxypyridine, 2-phenylamino-3-amino-6-methoxypyridine, and acid addition salts thereof.
In another embodiment, the at least one oxidation dye of formula (I) is chosen from 2,6-dimethoxy-3,5-diaminopyridine and optionally, at least one acid addition salt thereof.
The at least one oxidation dye of formula (I) according to the invention, may be present, for example, in an amount ranging from 0.0001 to 10% by weight relative to the total weight of the dye composition. In another embodiment of the invention, the at least one oxidation dye of formula (I) is present in an amount ranging from 0.005 to 5% by weight relative to the total weight of the dye composition.
In addition to the at least one oxidation dye of formula (I) above, the ready-to-use dye composition of the invention may optionally contain at least one oxidation base and at least one coupler.
According to one embodiment, the ready-to-use dye composition further comprises at least one oxidation base.
The nature of the at least one oxidation base used in the ready-to-use dye composition is not critical. The at least one oxidation base, for example, may be chosen from para-phenylenediamines, double bases, para-aminophenols, ortho-aminophenols and heterocyclic oxidation bases. Examples of the para-phenylenediamines which can be used as oxidation bases in the dye compositions in accordance with the invention, may be chosen from the compounds of formula (II) and acid addition salts thereof:
wherein:
R
4
is chosen from a hydrogen atom, a (C
1
-C
4
)alkyl group optionally substituted with a nitrogenous group, a (C
1
-C
4
)monohydroxyalkyl group, a (C
2
-C
4
)polyhydroxyalkyl group, a (C
1
-C
4
)alkoxy
Elhilo Eisa
Finnegan Henderson Farabow Garrett & Dunner L.L.P.
Gupta Yogendra N.
L'Oreal (S.A.)
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