Process for dyeing in the presence of oxidation bases comprising at least one sulfonic, sulfonamide, sulfone, amid or acid group and a metal catalyst, device and ready-to-use composition

Patent metadata

Field	Value
Publication number	US-9872822-B2
Application number	US-201414899639-A
Country	US
Kind code	B2
Filing date	Jun 20, 2014
Priority date	Jun 21, 2013
Publication date	Jan 23, 2018
Grant date	Jan 23, 2018

Abstract

The present invention relates to a process for dyeing human keratin fibres, in which use is made of one or more metal catalysts and a composition (A) comprising: (a) at least 10% by weight of one or more fatty substances, (b) one or more oxidation bases of formula (I) or (II), the addition salts thereof, solvates thereof and mixtures thereof: Formula (I), Formula (II) (c) one or more chemical oxidizing agents other than atmospheric oxygen. The invention also relates to a multi-compartment device and to a composition comprising all of the above-mentioned ingredients.

First claim

The invention claimed is:

1. A composition comprising:
(a) at least one fatty substance, the fatty substance present in an amount of at least 10% by weight, relative to the total weight of the composition;
(b) at least one oxidation base chosen from:
i) compounds of formula (I), the addition salts thereof, solvates thereof, or mixtures thereof:

wherein:

R 1 is chosen from:
a hydroxyl radical,
a C 1 -C 10 alkyl radical optionally bearing at least one hydroxyl, C 1 -C 4 alkoxy, —O—SO 3 H, —SO 3 H, —COOH, halo group, or fluoro,
an amino radical optionally substituted with one or two identical or different groups, chosen from:
a C 1 -C 20 linear or C 3 -C 20 branched or cyclic alkyl group or a C 3 -C 20 linear or branched alkenyl group, the alkyl or alkenyl group optionally bearing at least one hydroxyl or C 1 -C 4 alkoxy radical optionally substituted with a hydroxyl group, an amino optionally substituted with one or two identical or different C 1 -C 4 alkyl groups, pyridyl, furyl, or combinations thereof; the alkyl or alkenyl group optionally forming, together with the nitrogen atom that bears them, a saturated or unsaturated 5- to 7-membered heterocycle optionally comprising one or two identical or different additional endocyclic heteroatoms, chosen from nitrogen, oxygen or sulfur, the heterocycle being optionally substituted on a carbon or nitrogen atom with at least one C 1 -C 4 alkyl radical, and the heterocycle being optionally fused to a phenyl nucleus;
a R′SO 2 — group wherein R′ is chosen from a C 1 -C 4 alkyl or phenyl radical;
benzyl (C 6 H 6 —CH 2 —), phenyl, or naphthyl groups optionally substituted with at least one C 1 -C 4 alkyl group; trifluoromethyl or hydroxyl groups; a C 1 -C 20 alkoxy group; an amino group; a sulfonic (—SO 3 H) group; a halogen atom, or chlorine; or
a saturated, unsaturated, or aromatic 5- or 6-membered heterocycle comprising one to three identical or different endocyclic heteroatoms, nitrogen, or sulfur,

a phenyl or benzyl radical, optionally substituted with at least one radical chosen from C 1 -C 6 alkyl, C 1 -C 20 alkoxy, hydroxyl, amino, trifluoromethyl, a (C 1 -C 4 )alkylamido (alk-CONH—) groups, a sulfonic (—SO 3 H) group, a halogen atom, or chlorine;

R 2 and R 3 , which may be identical or different, are chosen from a hydrogen atom or a C 1 -C 4 alkyl radical,
R 4 , which may be identical or different, is chosen from a hydrogen atom, a C 1 -C 4 alkyl radical, a C 1 -C 4 alkoxy radical, a carboxylic (—COOH) group, a sulfonic (—SO 3 H) group, a (C 1 -C 4 )alkyl(C 6 )arylsulfonyl (alk-aryl—SO 2 —) group, a sulfonamido (NH 2 —SO 2 —) group, a halogen, chlorine, or bromine,
with the proviso that two radicals R 4 borne by adjacent carbon atoms may optionally form, with the carbon atoms, a saturated, unsaturated or aromatic 6-membered ring, optionally comprising an endocyclic nitrogen atom, the ring being optionally fused to another 6-membered aromatic nucleus or optionally substituted with a (C 1 -C 4 )alkylamido (alk-CONH—) or sulfonic (—SO 3 H) radical; and

Z is chosen from a hydroxyl group or an amino group optionally substituted with one or two identical or different radicals R 6 chosen from:
a linear C 1 -C 10 alkyl or branched C 3 -C 10 alkyl radical,
the linear C 1 -C 10 alkyl or branched C 3 -C 10 alkyl radical optionally interrupted with a heteroatom chosen from oxygen, an amino group optionally substituted with a C 1 -C 4 alkyl radical, or an ammonium group substituted with three identical or different C 1 -C 4 alkyl radicals;
the alkyl radical optionally bearing at least one group chosen from:
a hydroxyl radical;
an amino radical optionally substituted with a C 1 -C 4 alkyl group;
an ammonium radical substituted with three identical or different C 1 -C 4 alkyl groups, wherein at least one of the groups is optionally substituted with a —COOH group or a hydroxyl group;
a phenyl optionally bearing a radical —SO 2 —R 7 wherein R 7 is a C 1 -C 4 alkyl radical, optionally bearing a hydroxyl radical, or an amino group;
a —O—SO 3 H group;
a —SO 3 H group;
a —COOH group;
a radical —SO 2 —R 7 wherein R 7 is chosen from a C 1 -C 4 alkyl radical, a phenyl group optionally bearing a hydroxyl radical, an amino group, or an ammonium radical comprising three identical or different radicals chosen from C 1 -C 4 alkyls optionally bearing a carboxylic group in acid or salified form; or
a —NHCO—R 8 or —NH—CO—NH—R 8 group, wherein R 8 is chosen from a phenyl group or a C 1 -C 4 alkyl radical, optionally bearing a carboxylic group;

a benzyl radical or a phenyl radical,
optionally substituted with at least one group chosen from:
a C 1 -C 4 alkyl radical optionally bearing at least one hydroxyl radical;
a hydroxyl radical;
a C 1 -C 4 alkoxy radical;
a halogen atom or chlorine;
an amino radical optionally substituted with one or two C 1 -C 4 alkyl groups optionally bearing a hydroxyl;
a sulfonic group (—SO 3 H); or
a radical —SO 2 —R 9 wherein R 9 is a C 1 -C 4 alkyl radical, optionally bearing a hydroxyl radical or an amino group,

with the proviso that two radicals borne by adjacent carbon atoms may form, together with the carbon atoms, a 6-membered heterocycle; the heterocycle comprising one or two endocyclic oxygen atoms;

two alkyl radicals R 6 , which may form, together with the nitrogen atom that bears them, a saturated or unsaturated 5- to 7-membered heterocycle, the heterocycle optionally comprising another endocyclic group having a heteroatom, —O—, —S—, or —NR 10 , wherein R 10 is chosen from a hydrogen atom or a C 1 -C 4 alkyl radical optionally substituted with a hydroxyl group;
the heterocycle being optionally fused with a phenyl nucleus;
the heterocycle being optionally substituted on one of its carbon atoms with a group chosen from: a C 1 -C 4 alkyl radical optionally bearing a hydroxyl radical; an amino radical optionally substituted with one or two identical or different radicals R 11 chosen from a C 1 -C 4 alkyl radical optionally bearing a hydroxyl radical; or an amino radical optionally substituted with one or two identical or different C 1 -C 4 alkyl radicals, wherein two of the radicals R 11 may form a 5- to 6-membered heterocycle optionally comprising another endocyclic heteroatom, —O—, —S—, or —NR 12 , wherein R 12 is chosen from a hydrogen atom or a C 1 -C 4 alkyl radical; or

a radical

 wherein R 13 is chosen from a C 1 -C 4 alkyl radical or a phenyl radical;
with the proviso that if R 1 is a hydroxyl radical, then at least one of the groups R 4 or R 6 is not hydrogen; or
ii) compounds of formula (II), the addition salts thereof, solvates thereof, or mixtures thereof:

wherein:

Z is chosen from a hydroxyl group or an amino group optionally substituted with one or two C 1 -C 4 alkyl radicals, which may be identical or different;
R 1 is chosen from:
a hydroxyl radical,
an amino radical —NR 11 R 12 , wherein R 11 and R 12 , which may be identical or different, are chosen from:
a hydrogen atom;
a C 1 -C 20 alkyl radical, optionally bearing at least one group chosen from:
a hydroxyl, C 1 -C 15 alkoxy, or phenoxy group,
a —COOH group;
a —SO 3 H group;
a cyano group;
a (C 1 -C 4 )alkylcarbonyl amino (or (C 2 -C 4 )acylamino) group, or mono- or di-(C 1 -C 4 )alkylaminocarbonyl;
an amino, optionally substituted with one or two C 1 -C 4 alkyl radicals, which may be identical or different;
a saturated or unsaturated, aromatic or non

Assignees

• Oreal

Inventors

• Lagrange Alain
• Mignon Marie

Classifications

• A61K8/411

  Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus · CPC title

• A61K2800/884

  Sequential application · CPC title

• A61K8/466

  containing sulfonic acid derivatives; Salts · CPC title

• A61K8/58

  containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus · CPC title

• A61K2800/882

  Mixing prior to application · CPC title