← Back to Patent Explorer
US4125367A Expired / Lapsed US ⏱️ 0.0 years remaining

Metaphenylenediamines and dyeing compositions containing the same

Assignee: L'Oréal SA
•
Filing: 1976-09-13
•
Granted: 1978-11-14
•
Expires: 1996-09-13
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract A coupler having the general formula (I): <IMAGE> (I) in which R is selected from the group consisting of hydrogen, alkyl or hydroxyalkyl having 1 to 3 carbon atoms, and in which Z is selected from the group consisting of hydroxyalkyl, alkoxyalkyl in which the alkoxy group comprises 1 to 2 carbon atoms, mesylaminoalkyl, acetylaminoalkyl, ureidoaminoalkyl or carbethoxyaminoalkyl, the alkyl groups constituting Z comprising from 2 to 3 carbon atoms, or the salts of the corresponding acids.

Inventors

  • 👤 Andree Bugaut
  • 👤 Jean-Jacques Vandenbossche

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 18:41
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/411; A61K8/42; A61K8/46; A61K8/466; A61Q; A61Q5/00; A61Q5/10

Claims Analysis

Total Claims: 33
Claim 1
Independent Claim 109 words
A dyeing composition for keratinic fibers and human hair, said composition containing in aqueous solution a dyeing amount of at least 1 oxidation base that contains as a coupler, at least 1 compound according to having the general formula (I): ##STR11## in which R is selected from the group consisting of hydrogen, alkyl or hydroxyalkyl having 1 to 3 carbon atoms, and in which Z is selected from the group consisting of hydroxyalkyl, alkoxyalkyl in which the alkoxy group comprises 1 to 2 carbon atoms, mesylaminoalkyl, acetylaminoalkyl, ureidoaminoalkyl or carbethoxyaminoalkyl, the alkyl groups constituting Z comprising from 2 to 3 carbon atoms, or the salts of the corresponding acids.
Claim 2
Dependent Claim 109 words
A dyeing composition for keratinic fibers and human hair, said composition containing in aqueous solution a dyeing amount of at least 1 oxidation base that contains as a coupler, at least 1 compound according to having the general formula (I): ##STR11## in which R is selected from the group consisting of hydrogen, alkyl or hydroxyalkyl having 1 to 3 carbon atoms, and in which Z is selected from the group consisting of hydroxyalkyl, alkoxyalkyl in which the alkoxy group comprises 1 to 2 carbon atoms, mesylaminoalkyl, acetylaminoalkyl, ureidoaminoalkyl or carbethoxyaminoalkyl, the alkyl groups constituting Z comprising from 2 to 3 carbon atoms, or the salts of the corresponding acids.
Claim 3
Dependent Claim 21 words
The composition of claim 1 which contains as a coupler the compound in which R is H and Z is hydroxyethyl.
Claim 4
Dependent Claim 21 words
The composition of claim 1 which contains as a coupler, the compound in which R is methyl and Z is hydroxyethyl.
Claim 5
Dependent Claim 21 words
The composition of claim 1 which contains as a coupler, the compound in which R is H and Z is methoxyethyl.
Claim 6
Dependent Claim 21 words
The composition of claim 1 which contains as a coupler, the compound in which R is H and Z is mesylaminoethyl.
Claim 7
Dependent Claim 124 words
Composition according to claim 1 characterized by the fact that it contains as oxidation base at least one paraphenylenediamine of the general formula (II): ##STR12## or the corresponding acid salts; in which R 1 , R 2 , R 3 are identical or different and represent hydrogen, alkyl, or alkoxy having 1 to 2 carbon atoms, R 4 and R 5 are identical or different and represent hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl in which the alkoxy group comprises 1 to 2 atoms of carbon, carbamylalkyl, mesylaminoalkyl, acetylaminoalkyl, ureidoaminoalkyl, carbethoxyaminoalkyl, the alkyl groups R 4 and R 5 having 1 to 3 carbon atoms, with the reservation that when R 1 and R 3 represent hydrogen when R 4 , R 5 do not represent hydrogen.
Claim 8
Dependent Claim 34 words
Composition according to claim 2 which contains as the oxidation base, a base selected from the group consisting of paraphenylenediamine, paratoluylenediamine, 2-methyl-5-methoxy paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-dimethyl-3-methoxy paraphenylenediamine, 4-amino-N-methoxy-ethyl aniline, 4-amino-N,N-ethyl-carbamylmethyl aniline, and 4-amino-N-N,di-β-hydroxyethyl aniline.
Claim 9
Dependent Claim 15 words
Composition according to claim 2 which contains as the oxidation base paraaminophenol or 2-methyl-4-amino phenol.
Claim 10
Dependent Claim 42 words
Composition according to claim 1 which contains on the one hand leucoderivatives of indoanilines or indophenols such as 4,4'-dihydroxy-2-amino-5-methyl diphenylamine, 4,4'-dihydroxy-2-amino-N-β-hydroxyethyl-5-methyl-2'-chloro diphenylamine, 2,4'-diamino-4-hydroxy-5-methyl diphenylamine and on the other hand direct dyes such for example as 3-nitro-4-amino-N-β-hydroxyethyl anisole, (3-nitro-4-amino) phenoxyethanol, 3-nitro-4-amino-N-β-hydroxyethyl phenol, 2-amino-β-hydroxyethyl-5-nitro-anisole.
Claim 11
Dependent Claim 17 words
Composition according to claim 1 which contains at least one coupler other than those of formula (I).
Claim 12
Dependent Claim 43 words
Composition according to claim 10 in which the other coupler or couplers than those of formula (I) is or are selected from the group consisting of resorcin, metaaminophenol, 2-methyl-5-amino phenol, 5-amino-N-methyl-N-β-hydroxyethyl phenol, 6-hydroxy benzomorpholine, 2,6-dimethyl-5-acetylamino phenol, 2-methyl-5-carbethoxyamino phenol, 2-methoxy-5-carbethoxyamino phenol and 2-methyl-5-ureido phenol.
Claim 13
Dependent Claim 21 words
Composition according to claim 1, which contains at least one compound taken in the group formed by polyaminophenols, monoaminodiphenols, diaminodiphenols, polyphenols.
Claim 14
Dependent Claim 12 words
Composition according to claim 1, which contains at least one direct dye.
Claim 15
Dependent Claim 28 words
Composition according to claim 13 in which the correct dye or dyes is or are taken in the group formed by the nitrated dyes of the benzene series.
Claim 16
Dependent Claim 44 words
Composition according to claim 14 in which the nitrated dye or dyes of the benzene series is or are taken from the group consisting of 1-amino-N,N-dihydroethyl-3-nitro-4-amino-N'-methyl benzene, the 1-amino-N,N-methyl-β-hydroxyethyl-3-nitro-4-amino-N'-hydroxyethyl benzene, 1-amino-N,N-methyl-β-hydroxyethyl-3-nitro-4-amino-N'-methyl benzene, 3-nitro-4-amino-N-β-hydroxyethyl anisole, 3-nitro-4-amino-N-β-hydroxyethyl phenol, (3-nitro 4-amino) phenoxyethanol, (3-nitro-4-amino-N-methyl) phenoxyethanol and 2-β-hydroxyethylamino-5-nitro anisole.
Claim 17
Dependent Claim 42 words
Composition according to claim 1, which contains at least one additive taken in the group formed by the penetrating agents, the foaming agents, the thickening agents, the anti-oxidizing agents, the alkalizing agents, the perfumes, the sequestrating agents, and the film forming products.
Claim 18
Dependent Claim 18 words
Composition according to claim 1, having a pH between 8 and 11.5 and preferably between 9 and 10.
Claim 19
Dependent Claim 37 words
Composition according to claim 17 in which the alkalyzing agents are selected from the group consisting of ammonia, the alkylamines, the alkanolamines, the ammonium derivatives, the hydroxides of sodium or potassium, the carbonates of sodium or potassium.
Claim 20
Dependent Claim 34 words
Composition according to claim 1 which contains when about to be applied to the hair at least one oxidizing agent such as hydrogen peroxide, urea peroxide, or persalts such as the persulfate of ammonium.
Claim 21
Dependent Claim 14 words
Composition according to claim 1 which contains at least one hydrosoluble surface active agent.
Claim 22
Dependent Claim 57 words
Composition according to claim 20, in which the hydrosoluble surface active agent is selected from the group consisting of alkylbenzene-sulfonates, the alkylnaphthalene-sulfonates, the sulfates, ether sulfates and sulfonates of fatty alcohols, the quaternary ammonium salts such as trimethyl cetylammonium bromide, cetyl pyridinium bromide, the diethanolamides of fatty acids, the polyoxyethylenated acids and alcohols, and the polyoxyethylenated alkylphenols.
Claim 23
Dependent Claim 21 words
Composition according to claim 20 which contains 0.5 to 30% by weight of surface-active agents in proportion to the total composition.
Claim 24
Dependent Claim 12 words
Composition according to claim 1 which contains at least one organic solvent.
Claim 25
Dependent Claim 34 words
Composition according to claim 23 in which the organic solvent is selected from the group consisting of ethanol, isopropanol, glycerin, glycols such as ethylene glycol, propylene glycol, the monoethylether and monomethylether of diethylene glycol.
Claim 26
Dependent Claim 24 words
Composition according to claim 23 which contains 1 to 40% by weight of organic solvent in proportion to the total weight of the composition.
Claim 27
Dependent Claim 12 words
Composition according to claim 1 which contains at least one thickening product.
Claim 28
Dependent Claim 42 words
Composition according to claim 26 in which the thickening product is selected from the group consisting of sodium alginate, gum arabic, the derivatives of cellulose such as methylcellulose, hydroxyethylcellulose, hydroxypropylmethylcellulose, the sodium salt of carboxymethylcellulose, the polymers of acrylic acid and bentonite.
Claim 29
Dependent Claim 24 words
Composition according to claim 26 which contains 0.5 to 5% by weight of thickening agent in proportion to the total weight of the composition.
Claim 30
Dependent Claim 12 words
Composition according to claim 1 which contains at least one anti-oxidizing agent.
Claim 31
Dependent Claim 28 words
Composition according to claim 29 in which the anti-oxidizing agent is selected from the group consisting of sodium sulfite, thioglycolic acid, sodium acid sulfite, ascorbic acid and hydroquinone.
Claim 32
Dependent Claim 24 words
Composition according to claim 29 which contains 0.05 to 1% by weight of anti-oxidizing agent in proportion to the total weight of the composition.
Claim 33
Dependent Claim 18 words
Composition according to claim 1 which contains 0.01-2.5% by weight of at least one compound of formula (I).

References Cited (Backward Citations)

GB707618A Cited
US3037057A Cited
GB1012793A Cited
DE2549451A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-11-13 1982-05-15 1982-11-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-11-13 1986-05-15 1986-11-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-11-13 1990-05-15 1990-11-14 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag