Particular azomethine direct dyes, dye composition comprising at least one such compound, implementation process therefore and use thereof

Patent metadata

Field	Value
Publication number	US-9226883-B2
Application number	US-201214365211-A
Country	US
Kind code	B2
Filing date	Dec 11, 2012
Priority date	Dec 13, 2011
Publication date	Jan 5, 2016
Grant date	Jan 5, 2016

Abstract

The present invention relates to direct dyes of azomethine type of formula (I) below; and also to the use thereof for dyeing keratin fibers, in particular human keratin fibers such as the hair. The invention also relates to a composition for dyeing keratin fibers, comprising such direct dyes in a suitable dyeing medium. Similarly, a subject of the invention is a process for dyeing keratin fibers using the said dye composition, and also a device comprising the same. Finally, the present invention also relates to precursors of these direct dyes.

First claim

The invention claimed is:

1. An azomethine compound chosen from the following compounds, organic or mineral acid salts thereof, tautomeric forms, optical isomers or geometrical isomers thereof, or solvates thereof:

2. Composition for dyeing keratin fibers, comprising at least one azomethine compound chosen from the following compounds, organic or mineral acid salts thereof, tautomeric forms, optical isomers or geometrical isomers thereof, or solvates thereof:

3. A process for lightening keratin fibers, the process comprising:
applying to the keratin fibers:
(i) a dye composition comprising at least one azomethine compound of formula (I) to the fibers, which may be wet or dry, wherein the dye composition is free of oxidizing agent, and
(ii) a cosmetic composition comprising one or more oxidizing agents;
wherein compositions (i) and (ii) are applied to the said keratin fibers sequentially or simultaneously for a time that is sufficient to obtain a desired lightening:

wherein:
n represents an integer equal to 0, 1, 2, 3 or 4,
R represents:
a linear or branched C 1 -C 4 alkyl radical, optionally substituted with one or more identical or different radicals chosen from hydroxyl or imidazolium radicals, An − ; An − denoting a cosmetically acceptable anion or mixture of anions,
a C 1 -C 4 alkoxy radical,
a halogen atom,
R 1 represents:
a linear or branched C 1 -C 10 alkyl radical, optionally substituted with one or more hydroxyl radicals,
R 2 and R 3 represent independently of each other:
a hydrogen atom,
a linear or branched C 1 -C 4 alkyl radical, optionally substituted with one or more hydroxyl radicals,
R 2 and R 3 may form, together with the nitrogen atom to which they are attached, a pyrrolidino, piperidino or morpholino ring,
X represents:
a hydroxyl radical,
a radical —NR 4 R 5 in which R 4 and R 5 represent, independently of each other:
a hydrogen atom,
a linear or branched C 1 -C 6 alkyl radical, optionally substituted with one or more hydroxyl C 1 -C 4 alkoxy radicals,

it being understood that the compounds of formula (I) cannot represent the following compounds (A), (B), (C), (D) or (E):

rinsing the keratin fibers,
optionally washing the keratin fibers with shampoo;
optionally rinsing the keratin fibers again, and
drying the keratin fibers or leaving the keratin fibers to dry.

4. A process for lightening keratin fibers, the process comprising:
applying to the keratin fibers:
(i) a dye composition comprising at least one azomethine compound of formula (II) to the fibers, which may be wet or dry, wherein (i) the dye composition is free of oxidizing agent, and
(ii) an oxidizing composition comprising one or more oxidizing agents,

wherein compositions (i) and (ii) are applied to the keratin fibers sequentially or simultaneously for a time that is sufficient to obtain a desired lightening:

wherein:
n represents an integer equal to 0, 1, 2, 3 or 4,
R represents:
a linear or branched C 1 -C 4 alkyl radical, optionally substituted with one or more identical or different radicals chosen from hydroxyl or imidazolium radicals, An − ; An − denoting a cosmetically acceptable anion or mixture of anions,
a C 1 -C 4 alkoxy radical,
a halogen atom,
R 1 represents:
a linear or branched C 1 -C 10 alkyl radical, optionally substituted with one or more hydroxyl radicals,
R 2 and R 3 represent, independently of each other:
a hydrogen atom,
a linear or branched C 1 -C 4 alkyl radical, optionally substituted with one or more hydroxyl radicals,
R 2 and R 3 may form, together with the nitrogen atom to which they are attached, a pyrrolidino, piperidino or morpholino ring,
X represents:
a hydroxyl radical,
a radical —NR 4 R 5 in which R 4 and R 5 represent, independently of each other:
a hydrogen atom,
a linear or branched C 1 -C 6 alkyl radical, optionally substituted with one or more hydroxyl C 1 -C 4 alkoxy radicals;

rinsing the keratin fibers,
optionally washing the keratin fibers with shampoo;
optionally rinsing the keratin fibers again, and
drying the keratin fibers or leaving the keratin fibers to dry.

5. A multi-compartment device or dyeing kit comprising:
a first compartment containing a composition comprising at least one compound chosen from the following compounds, organic or mineral acid salts thereof, tautomeric forms, optical isomers or geometrical isomers thereof, or solvates thereof, wherein the composition is free of oxidizing agent:

Assignees

• Oreal

Inventors

• Sabelle Stephane
• Leduc Madeleine

Classifications

• A61K8/342

  Alcohols having more than seven atoms in an unbroken chain · CPC title

• A61K2800/4322

  in preparations for temporarily coloring the hair further containing an oxidizing agent · CPC title

• A61K8/35

  Ketones, e.g. benzophenone · CPC title

• A61K8/42

  Amides · CPC title

• A61K8/34

  Alcohols · CPC title