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US5710311A Expired / Lapsed US ⏱️ 0.0 years remaining

2-sulphured metaphenylenediamines for dyeing hair

Assignee: L'Oréal SA
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Filing: 1995-09-29
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Granted: 1998-01-20
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Expires: 2015-09-29
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Abstract

Abstract At least one 2-sulphured metaphenylenediamine of formula (I) <IMAGE> (I) used for dyeing keratin fibres, wherein Z is alkyl, aralkyl, monohydroxyalkyl, polyhydroxyalkyl, aryl or aminoalkyl; R1 and R2, which are the same or different, are hydrogen, alkyl, monohydroxyalkyl, polyhydroxyalkyl, monocarbamylalkyl, dialkylcarbamyl, aminoalkyl, acyl carbalkoxy, carbamyl, or monoalkylcarbamyl; R3 is hydrogen, alkyl, nitrile, amide, fluoroalkyl, or -COOR; and the corresponding acid salts. A method for dyeing keratin fibres, and novel 2-sulphured metaphenylenediamines, are also disclosed.

Inventors

  • 👤 Alex Junino
  • 👤 Alain Genet
  • 👤 Alain Lagrange

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 15:08
CPC Classifications
A; A61; A61Q; A61Q5/00; A61Q5/10; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/46; C; C07; C07C; C07C323/00; C07C323/23; C07C323/31; C07C323/33; C07C323/35; C07C323/36; C07C323/39; C07C323/40; C07C323/41

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 309 words
A 2-sulfurated metaphenylenediamine having the formula ##STR19## wherein Z' represents C 1 -C 18 alkyl, aralkyl wherein the alkyl moiety is C 1 -C 6 , C 1 -C 6 monohydroxyalkyl, C 2 -C 6 polyhydroxyalkyl, aryl, aminoalkyl having the formula ##STR20## wherein n is an integer from 1 to 6; R' 4 and R' 5 , each independently, represent hydrogen, C 1 -C 4 alkyl, C 1 -C 4 hydroxyalkyl or C 1 -C 6 acyl; R' 1 and R' 2 , each independently, represent hydrogen, C 1 -C 6 alkyl, C 1 -C 6 monohydroxyalkyl, C 2 -C 6 polyhydroxyalkyl, C 1 -C 6 monocarbamoylalkyl, C 1 -C 6 dialkylcarbamoyl, C 1 -C 6 aminoalkyl, C 1 -C 6 acyl, C 2 -C 6 carbalkoxy, carbamyl or C 1 -C 6 monoalkylcarbamoyl; R' 3 represents hydrogen, C 1 -C 4 alkyl, nitrile, amide, C 1 -C 4 fluoroalkyl or --COOR wherein R represents hydrogen or C 1 -C 4 alkyl; and the acid salt thereof, with the proviso that: (a) when R' 1 , R' 2 and R' 3 represent hydrogen, Z' is other than said C 1 -C 18 alkyl or said aryl; (b) when Z' represents methyl and R' 3 represents hydrogen, R' 1 and R' 2 do not represent the same C 1 -C 6 acyl, (c) when Z' represents methyl and when R' 3 represents hydrogen and when one of R' 1 and R' 2 represents hydrogen, the other R' 1 and R' 2 do not represent a C 4 acyl; (d) when R' 1 and R' 2 represent hydrogen and R' 3 represents a trifluoromethyl in the 5 position, Z' does not represent C 1 -C 4 alkyl; and (e) when R' 1 and R' 2 represent hydrogen and R' 3 represents methyl in the 4 position, Z' does not represent methyl.
Claim 2
Dependent Claim 309 words
A 2-sulfurated metaphenylenediamine having the formula ##STR19## wherein Z' represents C 1 -C 18 alkyl, aralkyl wherein the alkyl moiety is C 1 -C 6 , C 1 -C 6 monohydroxyalkyl, C 2 -C 6 polyhydroxyalkyl, aryl, aminoalkyl having the formula ##STR20## wherein n is an integer from 1 to 6; R' 4 and R' 5 , each independently, represent hydrogen, C 1 -C 4 alkyl, C 1 -C 4 hydroxyalkyl or C 1 -C 6 acyl; R' 1 and R' 2 , each independently, represent hydrogen, C 1 -C 6 alkyl, C 1 -C 6 monohydroxyalkyl, C 2 -C 6 polyhydroxyalkyl, C 1 -C 6 monocarbamoylalkyl, C 1 -C 6 dialkylcarbamoyl, C 1 -C 6 aminoalkyl, C 1 -C 6 acyl, C 2 -C 6 carbalkoxy, carbamyl or C 1 -C 6 monoalkylcarbamoyl; R' 3 represents hydrogen, C 1 -C 4 alkyl, nitrile, amide, C 1 -C 4 fluoroalkyl or --COOR wherein R represents hydrogen or C 1 -C 4 alkyl; and the acid salt thereof, with the proviso that: (a) when R' 1 , R' 2 and R' 3 represent hydrogen, Z' is other than said C 1 -C 18 alkyl or said aryl; (b) when Z' represents methyl and R' 3 represents hydrogen, R' 1 and R' 2 do not represent the same C 1 -C 6 acyl, (c) when Z' represents methyl and when R' 3 represents hydrogen and when one of R' 1 and R' 2 represents hydrogen, the other R' 1 and R' 2 do not represent a C 4 acyl; (d) when R' 1 and R' 2 represent hydrogen and R' 3 represents a trifluoromethyl in the 5 position, Z' does not represent C 1 -C 4 alkyl; and (e) when R' 1 and R' 2 represent hydrogen and R' 3 represents methyl in the 4 position, Z' does not represent methyl.
Claim 3
Dependent Claim 14 words
A 2-sulfurated metaphenylenediamine selected from the group consisting of 2-(β-acetylaminoethylthio)-1,3-diaminobenzene, 2-methylthio-5-methyl-1,3-diaminobenzene, 2-methylthio-5-amido-1,3-diaminobenzene and 2-methylthio-5-nitrilo-1,3-diaminobenzene.
Claim 4
Dependent Claim 14 words
A 2-sulfurated metaphenylenediamine selected from the group consisting of 2-(β-acetylaminoethylthio)-1,3-diaminobenzene, 2-methylthio-5-methyl-1,3-diaminobenzene, 2-methylthio-5-amido-1,3-diaminobenzene and 2-methylthio-5-nitrilo-1,3-diaminobenzene.

References Cited (Backward Citations)

US1940757A Cited
US4085217A Cited
US4146688A Cited
US4260634A Cited
DE3343642A1 Cited
US4973760A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2001-01-19 2001-07-21 2002-01-20 $2000.00 Window Closed / Lapsed
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