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US4566875A Expired / Lapsed US ⏱️ 0.0 years remaining

Two-stage process for dyeing keratin fibres and composition for use therein

Assignee: L'Oréal SA
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Filing: 1979-04-05
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Granted: 1986-01-28
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Expires: 1999-04-05
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Abstract

Abstract A two-stage process for dyeing keratin fibres, especially human hair, which comprises applying a first composition containing at least one mercaptan present in a concentration insufficient to causes degradation of the hair and subsequently without intermediate rinsing, applying an oxidising composition so as to develop the dyestuff, and optionally one or more couplers, which is applied to the fibres, the dyestuff being an oxidative dyestuff precursor of the para type, a diphenylamine, a polyhydroxybenzene, a polyhydroxynaphthalene, a polyaminobenzene, a polyaminophenol or a polyaminopolyhydroxybenzene is described and compositions for use therein.

Inventors

  • 👤 Jean F. Grollier
  • 👤 Chantal Fourcadier

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 03:59
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/46; A61K8/40; A61K8/41; A61K8/411; A61Q; A61Q5/00; A61Q5/10; A61K2800/00; A61K2800/80; A61K2800/88; A61K2800/884

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 541 words
A process for dyeing hair which comprises applying to the hair for 5 to 45 minutes a first composition containing at least one mercaptan corresponding to the formula: R--SH (I) in which R denotes an alkylene group bonded to a group of the formula --COOH, --CONH 2 , --OH, --SH or --COOR', R' denoting an unsubstituted alkyl group or hydroxy-substituted alkyl group, said alkylene group being unsubstituted or substituted by one or more lower alkyl, amino or COOH groups, an ammonium, alkali metal or alkaline earth metal salt thereof or an organic or inorganic acid addition salt thereof, present in an amount greater than 1% and less than 5% by weight and subsequently without intermediate rinsing applying to the hair for 5 to 40 minutes an oxidising composition so as to develop an oxidisable dyestuff applied to the hair, said oxidisable dyestuff being a paraphenylenediamine of the formula: ##STR7## in which R 1 and R 2 independently of one another denote hydrogen; phenyl; furfuryl; tetrahydrofurfuryl; a linear or branched alkyl group which is unsubstituted or chain-terminated by a hydroxyl, alkoxy or a primary, secondary or tertiary amino group, acylamino, alkyl- or arylsulphonylamino, carbalkoxyamino, ureido, carboxyl, carbamyl in which the nitrogen atom is unsubstituted or mono- or di-substituted, sulpho, sulphonamido in which the nitrogen atom is unsubstituted or mono- or di-substituted, said alkyl groups including alkyl groups containing an oxygen or nitrogen atom and alkyl groups substituted by other hydroxy or amino groups; or R 1 and R 2 together form, with the nitrogen atom to which they are attached, a piperidino or morpholino ring; and R 3 , R 4 , R 5 and R 6 independently of one another denote hydrogen, halogen, linear or branched alkyl which is unsubstituted or substituted by one or more OH, amino or alkoxy groups, or a group OZ, Z denoting alkyl, hydroxyalkyl, alkoxyalkyl, acylaminoalkyl, carbalkoxyaminoalkyl, mesylaminoalkyl, ureidoalkyl, aminoalkyl or mono- or di-alkylaminoalkyl, with the proviso that if R 2 denotes phenyl, R 1 , R 3 , R 4 , R 5 and R 6 denote hydrogen, and that if R 1 and R 2 are both different from hydrogen, R 3 and R 6 both denote hydrogen, and that if R 1 and R 2 simultaneously denote hydrogen, at least two of the substituents R 3 , R 4 , R 5 and R 6 are different from hydrogen; or an organic or inorganic acid salt thereof; a para-aminophenol, a 2,5-diamino pyridine, an amino benzomorpholine, or a N,N'-diarylalkylenediamine in which the aryl groups are substituted in the para position by an OH, amino or amino substituted by alkyl, unsubstituted or substituted on the nucleus by alkyl or halogen, and in which the alkylene group is uninterrupted or interrupted by O or N or is unsubstituted or substituted by OH or an alkyl group, the nitrogen atoms carried by the alkylenediamine groups being unsubstituted or substituted by an alkyl, hydroxyalkyl or aminoalkyl group, present in an amount of 0.005 to 10% by weight, or a 4,4'-diaminodiphenylamine, a 4-hydroxy 4'-aminodiphenylamine or a 4,4'-dihydroxydiphenylamine present in an amount of 0.005 to 4% by weight, or pyrogallol, 1,2,4-trihydroxybenzene, 1,3,5-trihydroxybenzene, 1,4,5-trihydroxynaphthalene, 2,4,5-trihydroxytoluene, alphajuglone, triaminobenzene, di- or tri-aminophenol, polyaminopolyhydroxybenzene present in an amount of 0.01 to 8% by weight.
Claim 2
Dependent Claim 541 words
A process for dyeing hair which comprises applying to the hair for 5 to 45 minutes a first composition containing at least one mercaptan corresponding to the formula: R--SH (I) in which R denotes an alkylene group bonded to a group of the formula --COOH, --CONH 2 , --OH, --SH or --COOR', R' denoting an unsubstituted alkyl group or hydroxy-substituted alkyl group, said alkylene group being unsubstituted or substituted by one or more lower alkyl, amino or COOH groups, an ammonium, alkali metal or alkaline earth metal salt thereof or an organic or inorganic acid addition salt thereof, present in an amount greater than 1% and less than 5% by weight and subsequently without intermediate rinsing applying to the hair for 5 to 40 minutes an oxidising composition so as to develop an oxidisable dyestuff applied to the hair, said oxidisable dyestuff being a paraphenylenediamine of the formula: ##STR7## in which R 1 and R 2 independently of one another denote hydrogen; phenyl; furfuryl; tetrahydrofurfuryl; a linear or branched alkyl group which is unsubstituted or chain-terminated by a hydroxyl, alkoxy or a primary, secondary or tertiary amino group, acylamino, alkyl- or arylsulphonylamino, carbalkoxyamino, ureido, carboxyl, carbamyl in which the nitrogen atom is unsubstituted or mono- or di-substituted, sulpho, sulphonamido in which the nitrogen atom is unsubstituted or mono- or di-substituted, said alkyl groups including alkyl groups containing an oxygen or nitrogen atom and alkyl groups substituted by other hydroxy or amino groups; or R 1 and R 2 together form, with the nitrogen atom to which they are attached, a piperidino or morpholino ring; and R 3 , R 4 , R 5 and R 6 independently of one another denote hydrogen, halogen, linear or branched alkyl which is unsubstituted or substituted by one or more OH, amino or alkoxy groups, or a group OZ, Z denoting alkyl, hydroxyalkyl, alkoxyalkyl, acylaminoalkyl, carbalkoxyaminoalkyl, mesylaminoalkyl, ureidoalkyl, aminoalkyl or mono- or di-alkylaminoalkyl, with the proviso that if R 2 denotes phenyl, R 1 , R 3 , R 4 , R 5 and R 6 denote hydrogen, and that if R 1 and R 2 are both different from hydrogen, R 3 and R 6 both denote hydrogen, and that if R 1 and R 2 simultaneously denote hydrogen, at least two of the substituents R 3 , R 4 , R 5 and R 6 are different from hydrogen; or an organic or inorganic acid salt thereof; a para-aminophenol, a 2,5-diamino pyridine, an amino benzomorpholine, or a N,N'-diarylalkylenediamine in which the aryl groups are substituted in the para position by an OH, amino or amino substituted by alkyl, unsubstituted or substituted on the nucleus by alkyl or halogen, and in which the alkylene group is uninterrupted or interrupted by O or N or is unsubstituted or substituted by OH or an alkyl group, the nitrogen atoms carried by the alkylenediamine groups being unsubstituted or substituted by an alkyl, hydroxyalkyl or aminoalkyl group, present in an amount of 0.005 to 10% by weight, or a 4,4'-diaminodiphenylamine, a 4-hydroxy 4'-aminodiphenylamine or a 4,4'-dihydroxydiphenylamine present in an amount of 0.005 to 4% by weight, or pyrogallol, 1,2,4-trihydroxybenzene, 1,3,5-trihydroxybenzene, 1,4,5-trihydroxynaphthalene, 2,4,5-trihydroxytoluene, alphajuglone, triaminobenzene, di- or tri-aminophenol, polyaminopolyhydroxybenzene present in an amount of 0.01 to 8% by weight.
Claim 3
Dependent Claim 16 words
Process according to claim 1 in which said oxidisable dyestuff is present in the oxidising composition.
Claim 4
Dependent Claim 59 words
Process for dyeing hair of claim 1 which comprises applying a first composition containing at least the said mercaptan present in an amount greater than 1% and less than 5% by weight and at least one of the said oxidisable dyestuff, and, subsequently, without intermediate rinsing, applying an oxidising composition so as to develop the dyestuff on the hair.
Claim 5
Dependent Claim 21 words
Process according to claim 1 in which the said mercaptan is present in an amount from 1.5 to 3.5% by weight.
Claim 6
Dependent Claim 25 words
Process according to claim 1 or 3 in which all or part of the said mercaptan is introduced into the first composition just before use.
Claim 7
Dependent Claim 21 words
Process according to claim 1 or 3 in which the oxidising composition contains 0.1 to 12% by weight of hydrogen peroxide.
Claim 8
Dependent Claim 20 words
Process according to claim 1 in which a coupler is present in an amount of 0.005 to 10% by weight.

References Cited (Backward Citations)

US2101696A Cited
FR951538A Cited
FR1036111A Cited
FR1067850A Cited
FR65506E Cited
FR1257394A Cited
GB1010973A Cited
GB1276771A Cited
FR2134003A1 Cited
GB1476239A Cited
FR2252841A1 Cited
GB1460952A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-01-27 1989-07-29 1990-01-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-01-27 1993-07-29 1994-01-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-01-27 1997-07-29 1998-01-28 $7700.00 Window Closed / Lapsed

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