2,4-Dihydroxydiphenylamines and hair dyeing compositions and method

Claim 2

A 2,4-dihydroxydiphenylamine of the formula: ##STR13## or an acid addition salt thereof, in which formula R 1 and R 2 form, together with the nitrogen atom to which they are bonded, a morpholino or piperidino ring and R represents a hydrogen atom.

Claim 3

A dihydroxydiphenylamine according to claim 1 which is 2,4-dihydroxy-4'-piperidino-diphenylamine.

Claim 4

A dihydroxydiphenylamine according to claim 1 which is 2,4-dihydroxy-4'-morpholino diphenylamine.

Claim 5

A composition suitable for dyeing keratin fibers which comprises at least one 2,4-dihydroxydiphenylamine of the formula: ##STR14## or an acid addition salt thereof, in which formula either R 1 and R 2 form, together with the nitrogen atom to which they are bonded, a morpholino or piperidino ring and R represents a hydrogen atom, or R 1 represents a hydrogen atom, R 2 represents a tetrahydrofurfuryl or methoxyethyl radical and R represents a hydrogen atom or a methyl radical, together with an aqueous carrier or diluent.

Claim 6

A composition suitable for dyeing keratin fibers which comprises at least one 2,4-dihydroxydiphenylamine of the formula: ##STR14## or an acid addition salt thereof, in which formula either R 1 and R 2 form, together with the nitrogen atom to which they are bonded, a morpholino or piperidino ring and R represents a hydrogen atom, or R 1 represents a hydrogen atom, R 2 represents a tetrahydrofurfuryl or methoxyethyl radical and R represents a hydrogen atom or a methyl radical, together with an aqueous carrier or diluent.

Claim 7

A composition according to claim 4 in which said dihydroxydiphenylamine is 2,4-dihydroxy-4'-N-(β-methoxyethylamino)-diphenylamine dihydrochloride.

Claim 8

A composition according to claim 4 in which said dihydroxydiphenylamine is 2,4-dihydroxy-5-methyl-4'-N-(β-methoxyethylamino)-diphenylamine dihydrochloride.

Claim 9

A composition according to claim 4 in which said dihydroxydiphenylamine is 2,4-dihydroxy-4'-tetrahydrofurfurylamino-diphenylamine dihydrochloride.

Claim 10

A composition according to claim 4 wherein said dihydroxydiphenylamine is 2,4-dihydroxy-5-methyl-4'-tetrahydrofurfurylamino diphenylamine dihydrochloride.

Claim 11

A composition according to claim 4 wherein said dihydroxydiphenylamine is 2,4-dihydroxy-4'-piperidino-diphenylamine.

Claim 12

A composition according to claim 4 wherein said dihydroxydiphenylamine is 2,4-dihydroxy-4'-morpholino diphenylamine.

Claim 13

A composition according to any one of claims 4-10 which contains at least one diphenylamine other than the one encompassed by formula (I).

Claim 14

Composition according to claim 11, which contains at least one diphenylamine of the formula: ##STR15## or an acid addition salt thereof, in which formula: R 1 and R 4 , which are identical or different, each represents a hydrogen or halogen atom or a lower alkyl, lower alkoxy, acylamino or ureido group, R 2 and R 3 , which are identical or different, each represents a hydrogen or halogen atom or a lower alkyl, lower alkoxy, amino, N-alkylamino, N-hydroxyalkylamino, acylamino, N-carbamylalkylamino or ureido group, R 5 represents a hydrogen or halogen atom or a lower alkyl or lower alkoxy group, R 6 , R 7 and R 8 , which are identical or different, each represents a hydrogen or halogen atom or a lower alkyl or lower alkoxy group, Y represents a hydroxyl or amino group and Z represents a hydroxyl group or a group of the formula ##STR16## in which R 9 and R 10 , which are identical or different, each represent a hydrogen atom or a lower alkyl group which is unsubstituted or substituted by carbamyl, amino, di(lower alkyl)amino, acylamino, lower alkylsulphonamido, arylsulphonamido, sulpho, piperidino or morpholino or hydroxyalkyl group of 2 to 6 carbon atoms.

Claim 15

Composition according to any one of claims 4-10 which contains at least one direct dyestuff.

Claim 16

Composition according to claim 13, in which the direct dyestuff is 3-nitro-4-aminophenol, 3-nitro-4-N-(β-hydroxyethyl)-aminophenol, 3nitro-6-N-(β-hydroxyethyl)-aminophenol, 3-nitro-4-N'-methylamino-N,N-(β-hydroxyethyl)-aniline, 2-hydroxy-1,4-naphthoquinone or 5-hydroxy-1,4-naphthoquinone.

Claim 17

A composition for dyeing human hair according to any one of claims 4-10 which contains at least one paraphenylenediamine of the formula: ##STR17## or an acid addition salt thereof, in which formula R 1 , R 2 and R 3 are identical or different and represent a hydrogen atom, an alkyl radical having from 1 to 4 carbon atoms or an alkoxy radical having from 1 or 2 carbon atoms, and R 4 and R 5 are identical or different and represent a hydrogen atom, an alkyl or hydroxyalkyl radical, an alkoxyalkyl radical in which the alkoxy group contains from 1 or 2 carbon atoms, or a carbamylalkyl, mesylaminoalkyl, acetylaminoalkyl, ureidoalkyl or carbethoxyaminoalkyl radical, the alkyl groups in R 4 and R 5 having from 1 to 4 carbon atoms, with the provide that R 1 and R 3 represent hydrogen if R 4 and R 5 do not represent a hydrogen atom.

Claim 18

A composition according to any one of claims 4-10 which contains at least one para-aminophenol corresponding to the formula: ##STR18## or an addition salt thereof, in which formula R 6 represents a hydrogen atom, an alkyl radical containing from 1 to 4 carbon atoms, or a halogen atom.

Claim 19

Composition according to claims 4-10 which contains at least one coupler.

Claim 20

Composition according to claim 17 in which the coupler is a meta-phenylenediamine, resorcinol, meta-aminophenol, 2-methyl-5-aminophenol, 2-methyl-5-N-(β-hydroxyethyl)-aminophenol, 6-hydroxybenzomorpholine, 2,6-dimethyl-5-acetylaminophenol, 2-methyl-5-carbethoxyaminophenol, 2-methoxy-5-carbethoxyaminophenol or 2-methyl-5-ureidophenol.

Claim 21

Composition according to any one of claims 4-10 which contains at least one ortho-phenylenediamine or ortho-aminophenol.

Claim 22

Composition according to claims 4-10 which contains at least one oxidative dye precursor having the benzene structure, which contains at least three groups which are OH, OCH 3 and substituted or unsubstituted amino groups.

Claim 23

Composition according to claim 20 in which the oxidative precursor is 2,6-diamino-4-N,N-diethylaminophenol, 2,5-diamino-4-methylphenol, trihydroxybenzene or trihydroxytoluene.

Claim 24

Composition according to claims 4-10 which contains at least one of a penetrating agent, foaming agent, thickener, antioxidant, alkalizing agent, perfume, sequestering agent or film-forming product.

Claim 25

Composition according to claim 22, in which the alkalizing agent is ammonia, an alkylamine, alkanolamine or alkylalkanolamine, sodium hydroxide or potassium hydroxide or sodium carbonate, potassium carbonate or ammonium carbonate.

Claim 26

Composition according to claims 4-10 which has a pH from 8 to 11.5.

Claim 27

Composition according to claims 4-10 which contains at least one water-soluble surface-active agent in an amount from 0.5 to 30% by weight, based on the total weight of the composition.

Claim 28

Composition according to claim 25 in which the surface-active agent is present in an amount from 4 to 25% by weight based on the total weight of the composition.

Claim 29

Composition according to claim 25 in which the surface-active agent is an alkylbenzenesulphonate, alkylnaphthalesesulphonate, sulphate, ether-sulphate or sulphonate of a fatty alcohol, a trimethylcetylammonium bromide or cetylpyridinium bromide, a fatty acid diethanolamide, a polyoxyethyleneated acid or alcohol or a polyoxyethyleneated alkylphenol.

Claim 30

Composition according to claims 4-10 which contains at least one organic solvent in an amount from 1 to 40% by weight, based on the total weight of the composition.

Claim 31

Composition according to claim 28 in which the organic solvent is present in an amount from 5 to 30% by weight based on the total weight of the composition.

Claim 32

Composition according to claim 28 in which the organic solvent is ethanol, isopropanol, glycerol, butylglycol, ethylene glycol, propylene glycol, or diethylene glycol monoethyl ether or monomethyl ether.

Claim 33

Composition according to claim 22 which contains at least one thickener in an amount from 0.5 to 5% by weight, based on the total weight of the composition.

Claim 34

Composition according to claim 31 in which the thickener is present in an amount from 0.5 to 3% by weight based on the total weight of the composition.

Claim 35

Composition according to claim 22 in which the thickener is sodium alginate, gum arabic, a cellulose derivative, an acrylic acid polymer or bentonite.

Claim 36

Composition according to claim 22 which contains at least one antioxidant in an amount from 0.05 to 1.5% by weight, based on the total weight of the composition.

Claim 37

Composition according to claim 22 in which the antioxidant is sodium sulphite, thioglycolic acid, sodium bisulphite, ascorbic acid or hydroquinone.

Claim 38

Composition according to any one of claims 4-10 in which the compound of formula (I) is present in an amount from 0.001% to 5% by weight, based on the total weight of the composition.

Claim 39

Composition according to claims 4-10 which is in the form of a liquid, a cream, a gel or an aerosol.

Claim 40

Composition according to any one of claims 4-10 in which the diphenylamine of formula (I) is formed in situ.

Claim 42

A method according to claim 39 in which hydrogen peroxide is added to said composition before application.