L'oreal

Societe Anonyme Dite: L'oreal

Other

The French Joint Stock Company 'l'oreal'

Andree Bugaut

Gregoire Kalopissis

Francoise Estradier

Alex M Junino

Patrick Andrillon

Jean Cotteret

Alain R Genet

Jean-Jacques H Vandenbossche

Monique Laudon

Jean-Francois Grollier

Chantal S Fourcadier

Ginette Jeanminet

Gerard Lang

Jean F Grollier

Koovi G Dossou

Hubert Gaston-Breton

Majdi M Shahin

Guy G Vanlerberghe

Henri Sebag

Pierre M Bore

Christian Monnais

Herve Borowiak

Giuliana Ghilardi

Vahan Zorayan

Jacqueline Gallien

Philippe Thouvenin

Jean Gascon

Jean J Vandenboosche

Monique Andrillon

Alexandre Zysmann

Jean-Louis Huron

Jean-Jacques Vandenboosche

Jean-Jacques M Vandenbossche

The invention provides dyeing compositions for keratin fibres, which contain at least one dyestuff corresponding to the formula: ##STR1## in which R.sub.1 and R.sub.2 independently of one another denote a hydrogen atom, an alkyl group, a monohydroxyalkyl or polyhydroxyalkyl group, an alkyl group substituted by an alkoxy group, or an aminoalkyl group of which the amino group can optionally be monosubstituted or disubstituted by an alkyl group, and the radical R.sub.2 can also denote a phenyl group or a phenyl group substituted by an alkyl, hydroxyl or amino group, and Z denotes a hydrogen atom or an alkyl group, or their cosmetically acceptable salts. Many of the dyestuffs are novel.

Dyeing compositions for keratin fibres, based on

The invention relates to a process for the preparation of nitroanilines, which consists in reacting an amine RNH.sub.2, or ammonia, with 3,4-methylenedioxynitrobenzene to give the products of the formula: ##STR1## in which R denotes hydrogen, alkyl, monohydroxyalkyl or polyhydroxyalkyl, alkoxyalkyl or aminoalkyl of the formula: ##STR2## in which R.sub.1 and R.sub.2, which are identical or different, denote hydrogen, alkyl or monohydroxyalkyl or polyhydroxyalkyl and n denotes an integer from 2 to 4, or of the formula: ##STR3## in which A denotes OCH.sub.2 or ##STR4## and R.sub.1 denotes --CH.sub.2 CH.sub.2 OH or ##STR5## or their salts. The invention also relates to the dyeing compositions for keratin fibres, and in particular for hair, which contain a dyestuff of the above formula (I) in which R denotes alkyl, polyhydroxyalkyl, alkoxyalkyl or aminoalkyl of the abovementioned formula, and to the dyestuffs of the formula (I) in which R denotes alkoxyalkyl or aminoalkyl of the above formula, and of the formula (IIB), which are novel.

Nitroanilines and hair-dyeing compositions in which they are present

There are described dyeing compositions for keratin fibres, and in particular for human hair, containing a dyestuff of the formula: ##STR1## in which A denotes an alkylene group, an alkylene group substituted by one or more OH groups, or an alkylene group interrupted by a hetero-atom such as oxygen or by an --NH-- group, R.sub.1 and R.sub.2, which are identical or different, denote hydrogen, alkyl, monohydroxyalkyl or polyhydroxyalkyl, or R.sub.1 and R.sub.2 can together form a heterocyclic ring chosen from among piperidino or morpholino groups, Y denotes alkoxy or NO.sub.2, R denotes hydrogen or lower alkyl, and if Y denotes alkoxy, Z denotes NO.sub.2 and is located in the para-position to the amine group, and if Y denotes NO.sub.2, (a) Z denotes alkoxy or OH and is located in the para-position to the NO.sub.2 group, or alternatively (b) Z denotes OH and is located in the para-position to the amine group, and also their cosmetically acceptable salts. Many of these dyestuff are novel.

Dyeing compositions for kerating fibres based on nitroanilines and

A new substituted metaaminophenol of formula (I): ##STR1## wherein Z represents a monohydroxylated or polyhydroxylated hydrocarbon radical of 1 to 6 carbon atoms or an aminoalkyl radical of the formula: ##STR2## wherein n is an integer from 1 to 6 and R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom or an alkyl or hydroxyalkyl radical of 1 to 6 carbon atoms or an acyl radical of 1 to 4 carbon atoms, and R represents a hydrogen atom, an alkyl radical or monohydroxyalkyl or polyhydroxyalkyl, monocarbamylalkyl, dicarbamylalkyl, aminoalkyl, acyl, carbalkoxy, carbamyl or monoalkylcarbamyl radical, the abovementioned alkyl radicals containing 1 to 6 carbon atoms, or an acid salt thereof with the proviso that if R represents a hydrogen atom, Z cannot represent --CH.sub.2 CH.sub.2 OH is disclosed, together with a process for their preparation, hair-dyeing compositions containing them and a hair-dyeing process.

New substituted metaaminophenols, a process for their preparation,

The invention relates to a process for the preparation of nitroanilines, which consists in reacting an amine RNH.sub.2, or ammonia, with 3,4-methylenedioxynitriobenzene to give the products of the formula: ##STR1## in which R denotes hydrogen, alkyl, monohydroxyalkyl or polyhydroxyalkyl, alkoxyalkyl or aminoalkyl of the formula: ##STR2## in which R.sub.1 and R.sub.2, which are identical or different, denote hydrogen, alkyl or monohydroxyalkyl or polyhydroxyalkyl and n denotes an integer from 2 to 4, or of the formula: ##STR3## in which A denotes OCH.sub.2 or ##STR4## and R.sub.1 denotes --CH.sub.2 CH.sub.2 OH or ##STR5## or their salts. The invention also relates to the dyeing compositions for keratin fibres, and in particular for hair, which contain a dyestuff of the above formula (I) in which R denotes alkyl, polyhydroxyalkyl, alkoxyalkyl or aminoalkyl of the abovementioned formula, and to the dyestuffs of the formula (I) in which R denotes alkoxyalkyl or aminoalkyl of the above formula, and of the formula (IIB), which are novel.

Process for the preparation of nitroanilines

Substituted metaaminophenols, a process for their preparation,

The present invention relates to new 1-(substituted phenoxy)-3-aminopropan-2-ol compounds in which the extra-nuclear amine group may or may not be substituted, and to the process for their preparation. The invention also relates to hair-dyeing compositions containing these new compounds and to a dyeing process using the said compositions.

Compounds which can be used for hair dyeing, process for their

The present invention relates to a composition for dyeing keratinic fibres, and human hair in particular, comprising the azo dye of formula: ##STR1## optionally in combination with at least one nitro benzene dye or with at least one aminoanthraquinone dye or with at least one nitro benzene and at least one aminoanthraquinone dye. The azo dye of formula (II) is nonmutagenic, has good solubility properties in the usual dye carriers, and imparts to hair hues which are stable, particularly to washing. The invention also relates to a process for dyeing human hair by direct coloration which comprises applying the dyeing composition defined above onto the hair, leaving it on the hair for 3 to 60 minutes and then rinsing and drying the hair.

Dyeing composition for human hair containing an azo dye

A new substituted metaaminophenol of formula (I): ##STR1## wherein Z represents a monohydroxylated or polyhydroxylated hydrocarbon radical of 1 to 6 carbon atoms or an aminoalkyl radical of the formula: ##STR2## wherein n is an integer from 1 to 6 and R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom or an alkyl or hydroxyalkyl radical of 1 to 6 carbom atoms or an acyl radical of 1 to 4 carbon atoms, and R represents a hydrogen atom, an alkyl radical or monohydroxyalkyl or polyhydroxyalkyl, monocarbamylalkyl, dicarbamylalkyl, aminoalkyl, acyl, carbalkoxy, carbamyl or monoalkylcarbamyl radical, the abovementioned alkyl radicals containing 1 to 6 carbon atoms, or an acid salt thereof with the proviso that if R represents a hydrogen atom, Z cannot represent --CH.sub.2 CH.sub.2 OH is disclosed, together with a process for their preparation, hair-dyeing compositions containing them and a hair-dyeing process.

Substituted metaaminophenols, a process for their preparation, hair

New dimethyl derivatives of 3-nitro-4-aminoaniline, process for their preparation, and their use for dyeing keratinic fibres. The invention relates to dimethyl derivatives of 3-nitro-4-aminoaniline of formula: ##STR1## in which CH.sub.3 is in position 2 or 5 of the benzene ring and R.sub.1 and R.sub.2 denote independently of each other a hydrogen atom, a lower alkyl group, a lower mono- or polyhydroxyalkyl or a lower aminoalkyl group in which the amino group is optionally mono- or disubstituted by a lower alkyl radical or by a lower mono- or polyhydroxyalkyl radical, it being understood that the two symbols R.sub.1 and R.sub.2 can be simultaneously other than hydrogen only when the mobile CH.sub.3 radical is in position 5, or cosmetically acceptable salts of these compounds, as well as the process for preparing them and their use in dye compositions, in particular for hair, equally for direct coloring and for coloring by an oxidation route.

New dimethyl derivatives of 3-nitro-4-aminoaniline, process for their

New indolaniline and indophenol compounds of formula (I): ##STR1## wherein Z represents a monohydroxylated or polyhydroxylated hydrocarbon radical, of 1 to 6 carbon atoms, or an aminoalkyl radical of formula ##STR2## wherein n is an integer from 1 to 6 and R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom or an alkyl, hydroxyalkyl or acyl radical of 1 to 4 carbon atoms; R represents a hydrogen atom or an alkyl, hydroxyalkyl, polyhydroxyalkyl, monocarbamylalkyl, dicarbamylalkyl, aminoalkyl, acyl, alkoxycarbonyl, carbamyl or monoalkylcarbamyl radical of 1 to 6 carbon atoms; R'.sub.1, R'.sub.2, R'.sub.3 and R'.sub.4, which are identical or different, represent a hydrogen atom, a halogen atom or an alkyl, hydroxyalkyl, alkoxy or hydroxyalkoxy radical, of 1 to 6 carbon atoms; and Y represents OH or NR'.sub.5 R'.sub.6, wherein R'.sub.5 and R'.sub.6, which are identical or different, represent a hydrogen atom or an alkyl, monohydroxyalkyl, polyhydroxyalkyl, carbamylalkyl, mesylaminoalkyl or methoxy alkyl radical of 1 to 6 carbon atoms are disclosed, together with a process for their preparation, hair-dyeing compositions containing them and a hair dyeing process.

Indoaniline and indophenol compounds, a process for their preparation,

A two-stage process for producing indoanilines includes oxidizing in a first stage a paraphenylene diamine to a quinone diimine and in a second stage condensing the said quinone diimine with a phenolic compound. The resulting indoanilines can be incorporated into a dye composition for keratinous fibers, especially, human hair.

Process for producing indoanilines and keratin fiber dye composition

The invention provides a composition and process for directly dyeing keratinic fibres. The combination of 1-N-methylamino-2-nitro-4-N'-methyl-N'-(2' ,3'-dihydroxypropyl)amino benzene with certain 2-nitroparaphenylenediamine direct nitro dyes produces a dye composition in which the dyes can be more concentrated (without crystallizing out) and hence produce darker shades.

Dye composition for the direct dyeing of keratinic fibres, containing at

New para-phenylenediamines suitable for use in the oxidative dyeing of hair are described which provide useful 'background' green shades. These compounds have the formula: ##STR1## in which n is an integer from 2 to 6 and R denotes an unsubstituted or mono- or poly-hydroxy substituted linear or branched alkylene group containing up to 6 carbon atoms, which alkylene group can optionally contain one or more ether groups.

Para-phenylenediamines which can be used in oxidative hair dyeing

Dyeing compositions are disclosed which comprise at least one oxidation dyestuff precursor in combination with at least one direct dyestuff, in an aqueous vehicle, the direct dyestuff being a nitro derivative of the benzene series having the formula: ##STR1## in which R.sub.1 denotes the methyl group, R.sub.2 and R.sub.4 denote hydrogen and R.sub.3 denotes the .beta.-hydroxyethoxy group, or alternatively R.sub.1, R.sub.3 and R.sub.4 denote hydrogen and R.sub.2 denotes the methyl or hydroxyl group, or alternatively R.sub.1 and R.sub.2 denote hydrogen, R.sub.3 denotes the methyl group and R.sub.4 denotes the hydroxyl, (.beta.-hydroxyethyl)-amino or (.beta.-N,N-diethylaminoethyl)-amino group, or R.sub.1, R.sub.2 and R.sub.3 denote hydrogen and R.sub.4 denotes the N,N-bis-(.beta.-hydroxyethyl)-amino group.

Growing community of inventors

Boulogne-sur-Seine, France

Andree Bugaut