Solid colorant for keratin fibers

Details Solid colorant for keratin fibers Solid colorant for keratin fibers

2002-06-14

2004-01-06

Gupta, Yogendra N. (Department: 1751)

Bleaching and dyeing; fluid treatment and chemical modification

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

Hair dyeing

C008S406000, C008S409000, C008S410000

Reexamination Certificate

active

06673123

ABSTRACT:

BACKGROUND OF THE INVENTION
The present invention relates to shaped bodies for coloring keratin fibers, which comprise at least one indole derivative and/or indoline derivative, to the use of these compositions for the preparation of hair-coloring preparations, and to a method of coloring keratin fibers using these shaped bodies.
Human hair is nowadays treated in many diverse ways with hair cosmetic preparations. These include, for example, cleansing of the hair using shampoos, care and regeneration using rinses and cures, and bleaching, coloring and shaping the hair using colorants, tints, waving compositions and styling preparations. In this connection, compositions for changing or shading the color of the hair on the head play a prominent role.
For temporary colorations, use is usually made of colorants or tints which comprise substantive dyes as coloring component. These are dye molecules which attach directly to the hair and do not require an oxidative process to develop the color. These dyes include, for example, henna, which has been known from antiquity for coloring body and hair. These colorations are generally significantly more sensitive toward shampooing than the oxidative colorations, meaning that an often undesired shift in shade or even a visible “decoloration” occurs very much more quickly.
For permanent intensive colorations with corresponding fastness properties, use is made of oxidation dyes. Such dyes usually comprise oxidation dye precursors, termed developer components and coupler components. The developer components form, under the influence of oxidizing agents or of atmospheric oxygen among themselves, or with coupling with one or more coupler components, the actual dyes. The oxidation dyes are characterized by excellent, long-lasting color results. For natural colorations, it is usually necessary to use a mixture of a relatively large number of oxidation dye precursors; in many cases, substantive dyes are also used for shading.
Finally, a novel coloring process has recently attracted significant attention. In this process, precursors of the natural hair dye melanin are applied to the hair; these then develop nature-analogous dyes within the scope of oxidative processes within the hair. Such a process using 5,6-dihydroxyindoline as dye precursor has been described in EP-B1-530 229. The application, in particular repeated application, of compositions comprising 5,6-dihydroxyindoline enables people with gray hair to regain their natural hair color. The coloration can be developed here with atmospheric oxygen as the sole oxidizing agent, meaning that recourse does not have to be made to further oxidizing agents. In people with originally mid-blond to brown hair, the indoline can be used as the sole dye precursor. For application in the case of people with an originally red and, in particular, dark to black hair color, satisfactory results can, by contrast, often only be achieved through the co-use of further dye components, in particular specific oxidation dye precursors.
Hair colorants are usually formulated in the form of aqueous emulsions or color gels which, where appropriate, are mixed with an oxidizing agent preparation directly prior to application. However, this process could still be improved upon with regard to the storage stability of the formulations, the dosability and ease of handling.
The object was therefore to optimize the formulations with regard to their storage stability, their coloring properties, their dosability and their dissolution behavior.
Surprisingly, it has now been found that the colorations which can be achieved with indole derivatives and/or indoline derivatives can be significantly improved with regard to their intensity and fastness properties if the corresponding colorants are formulated in the form of a solid tablet.
SUMMARY OF THE INVENTION
The present invention firstly therefore provides shaped bodies for coloring keratin fibers, which comprise, in a cosmetically acceptable carrier, at least one indole derivative and/or indoline derivative.
DETAILED DESCRIPTION OF THE INVENTION
Keratin fibers are to be understood according to the invention as meaning furs, wool, feathers and, in particular, human hair. Although the shaped bodies according to the invention are primarily suitable for coloring keratin fibers, nothing in principle opposes a use in other fields.
Indole Derivatives and/or Indoline Derivatives
The shaped bodies according to the invention preferably comprise those indole derivatives and/or indoline derivatives which have at least one hydroxyl or amino group, preferably as substituent on the six-membered ring. These groups can carry further substituents, e.g. in the form of an etherification or esterification of the hydroxyl group or an alkylation of the amino group.
Of particular suitability according to the invention are derivatives of 5,6-dihydroxyindoline of the formula (Ia),
in which, independently of one another,
R
1
is hydrogen, a C
1
-C
4
-alkyl group or a C
1
-C
4
-hydroxyalkyl group,
R
2
is hydrogen or a —COOH group, where the —COOH group can also be in the form of a salt with a physiologically compatible cation,
R
3
is hydrogen or a C
1
-C
4
-alkyl group,
R
4
is hydrogen, a C
1
-C
4
-alkyl group or a group —CO—R
6
in which
R
6
is a C
1
-C
4
-alkyl group, and
R
5
is one of the groups given under R
4
,
and physiologically compatible salts of these compounds with an organic or inorganic acid.
Particularly preferred indoline derivatives are 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline, 5,6-diacetoxyindoline, 5,6-dihydroxyindoline-2-carboxylic acid, and 6-hydroxyindoline, 6-aminoindoline and 4-aminoindoline.
Within this group, particular preference is given to N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and, in particular, 5,6-dihydroxy-indoline.
Also highly suitable are derivatives of 5,6-dihydroxyindole of the formula (Ib),
in which, independently of one another,
R
1
is hydrogen, a C
1
-C
4
-alkyl group or a C
1
-C
4
-hydroxyalkyl group,
R
2
is hydrogen or a —COOH group, where the —COOH group may also be in the form of a salt with a physiologically compatible cation,
R
3
is hydrogen or a C
1
-C
4
-alkyl group,
R
4
is hydrogen, a C
1
-C
4
-alkyl group or a group —CO—R
6
, in which
R
6
is a C
1
-C
4
-alkyl group, and
R
5
is one of the groups given under R
4
,
and physiologically compatible salts of these compounds with an organic or inorganic acid.
Particularly preferred indole derivatives are 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 5,6-diacetoxyindole 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
Within this group, preference is given to N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole and, in particular, 5,6-dihydroxyindole.
The indoline and indole derivatives can be used in the colorants according to the invention either as free bases or in the form of their physiologically compatible salts with inorganic or organic acids, e.g. the hydrochlorides, sulfates and hydrobromides.
The indole or indoline derivatives are usually present therein in amounts of from 0.05-10% by weight, preferably 0.2-5% by weight.
Alkalinizing Agents
The shaped bodies according to the invention can be formulated without any alkalinizing agent of any type. Nevertheless, it has often proven advantageous if the shaped bodies comprise an alkalinizing agent.
In principle, the alkalinizing agents which are suitable according to the invention are not subject to any limitations. Suitable alkalinizing agents are, for example, ammonium salts, carbonates, amino acids, alkali metal hydroxides or alkaline earth metal hydroxides and organic amines.
In a preferred embodiment of the present invention, solid alkalinizing agents are used.
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