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US4045170A Expired / Lapsed US ⏱️ 0.0 years remaining

Hair dye composition containing an indoaniline

Assignee: L'Oréal SA
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Filing: 1976-03-01
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Granted: 1977-08-30
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Expires: 1996-03-01
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Abstract

Abstract A dye composition for keratinic fibers comprises an aqueous alcoholic solution of an indoaniline selected from (a) one having the formula <IMAGE> wherein Z is selected from amino, acetylamino and hydroxy; R5, R6 and R7 each independently are selected from hydrogen, lower alkyl having 1-6 carbon atoms and lower alkoxy having 1-6 carbon atoms; R8 is selected from hydrogen, lower alkyl having 1-6 carbon atoms and together with R5 and the nitrogen atom to which R8 is attached form dihydro-paroxazine; and R9 is selected from hydrogen, lower alkyl having 1-6 carbon atoms and together with R6 and the nitrogen atom to which R9 is attached form dihydro-paroxazine, with the proviso that at least two of R5, R6, R7, R8 and R9 are other than hydrogen when Z is NH2 and that only one of R8 and R9 form dihydro-paroxazine; (b) an acid salt of said indoaniline in (a); and (c) a double chloride of zinc and said indoaniline in (a). When the indoaniline is employed in combination with an aqueous alcoholic solution, a hair dyeing lotion which also sets the hair is provided by the inclusion therein of a cosmetic film forming resin.

Inventors

  • 👤 Gregoire Kalopissis
  • 👤 Andree Bugaut
  • 👤 Francoise Estradier

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 17:57
CPC Classifications
C; C09; C09B; C09B53/00; C09B53/02; A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/413; A61Q; A61Q5/00; A61Q5/10

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 216 words
A dye composition for keratinic fibers comprising an aqueous or aqueous alcoholic solution of an indoaniline selected from the group consisting of (a) an indoaniline having the formula ##STR15## wherein Z is selected from the group consisting of amino, acetylamino and hydroxy; R 5 , R 6 and R 7 each independently are selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and lower alkoxy having 1-6 carbon atoms; R 8 is selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and together with R 5 and the nitrogen atom to which R 8 is attached form dihydro-paroxazine; and R 9 is selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and together with R 6 and the nitrogen atom to which R 9 is attached form dihydro-paroxazine, with the proviso that at least two of R 5 , R 6 , R 7 , R 8 and R 9 are other than hydrogen when Z is NH 2 and that only one of R 8 and R 9 form dihydro-paroxazine; b. an acid salt of said indoaniline in (a); and c. a double chloride of zinc and said indoaniline in (a); said indoaniline being present in an amount effective to color said fibers.
Claim 2
Dependent Claim 216 words
A dye composition for keratinic fibers comprising an aqueous or aqueous alcoholic solution of an indoaniline selected from the group consisting of (a) an indoaniline having the formula ##STR15## wherein Z is selected from the group consisting of amino, acetylamino and hydroxy; R 5 , R 6 and R 7 each independently are selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and lower alkoxy having 1-6 carbon atoms; R 8 is selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and together with R 5 and the nitrogen atom to which R 8 is attached form dihydro-paroxazine; and R 9 is selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and together with R 6 and the nitrogen atom to which R 9 is attached form dihydro-paroxazine, with the proviso that at least two of R 5 , R 6 , R 7 , R 8 and R 9 are other than hydrogen when Z is NH 2 and that only one of R 8 and R 9 form dihydro-paroxazine; b. an acid salt of said indoaniline in (a); and c. a double chloride of zinc and said indoaniline in (a); said indoaniline being present in an amount effective to color said fibers.
Claim 3
Dependent Claim 22 words
The dye composition of claim 1 wherein said indoaniline is present in an amount of 0.002-2 percent by weight of said composition.
Claim 4
Dependent Claim 12 words
The dye composition of claim 1 having a pH ranging between 4-11.
Claim 5
Dependent Claim 36 words
The dye composition of claim 1 wherein said aqueous alcoholic solution is an aqueous solution of a low molecular weight alkanol werein said alkanol is present in an amount of 20-70 weight percent of said composition.
Claim 6
Dependent Claim 22 words
The dye composition of claim 4 wherein said low molecular weignt alkanol is selected from the group consisting of ethanol and isopropanol.
Claim 7
Dependent Claim 22 words
The dye composition of claim 1 which also includes a glycol present in an amount of 1-6 weight percent of said composition.
Claim 8
Dependent Claim 21 words
The dye composition of claim 6 wherein said glycol is selected from the group consisting of propylene glycol ad butyl glycol.
Claim 9
Dependent Claim 32 words
The dye composition of claim 1 which also includes a dye selected from the group consisting of a nitrobenzene dye, an indophenol and an indoaniline other than that defined in claim 1.
Claim 10
Dependent Claim 56 words
The dye composition of claim 1 wherein said indoaniline is selected from the group consisting of N-[(2'-amino-4'-dimethylamino)phenyl] benzoquinone imine, N-[(2',4'-diamino-3',5'-dimethyl)phenyl] benzoquinone imine, N-[(2'-acetylamino-4'-amino)phenyl] benzoquinone imine, N-[(2'-acetylamino-4'-amino-5'-methyl)phenyl] benzoquinone imine hydrochloride, N-[(2'-acetylamino-4'-dimethylamino)phenyl] benzoquinone imine hydrochloride, N[(6'-amino-1'-oxa-4'-aza-1',2',3',4'-tetrahydro) 7'-naphthyl] benzoquinone imine, the double chloride of zinc and N-[(6'-amino-1'-oxa-4'-methyl-4'-aza-1',2',3',4'-tetrahydro) 7'-naphthyl] benzoquinone imine, and the double chloride of zinc and N-[(4'-diethyl-amino-2'-hydroxy)phenyl]benzoquinone imine.
Claim 11
Dependent Claim 13 words
The dye composition of claim 1 wherein said indoaniline is N-[(2',4'-diamino-3',5'-dimethyl)phenyl] benzoquinone imine.
Claim 12
Dependent Claim 54 words
A process for dyeing keratinic fibers comprising impregnating said fibers to be dyed with the composition of claim 1 in an amount effective to dye said fibers, permitting said composition to remain in contact with said fibers for a period ranging from about 3 to 30 minutes, rinsing said fibers and drying said fibers.
Claim 13
Dependent Claim 243 words
A hair dyeing composition comprising in an aqueous solution of a lower alkanol an indoaniline selected from the group consisting of (a) an indoaniline having the formula ##STR16## wherein Z is selected from the group consisting of amino, acetylamino and hydroxy; R 5 , R 6 and R 7 each independently are selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and lower alkoxy having 1-6 carbon atoms; R 8 is selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and together with R 5 and the nitrogen atom to which R 8 is attached form dihydro-paroxazine; and R 9 is selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and together with R 6 and the nitrogen atom to which R 9 is attached form dihydro-paroxazine, with the proviso that at least two of R 5 , R 6 , R 7 , R 8 and R 9 are other than hydrogen when Z is NH 2 and that only one of R 8 and R 9 form dihydro-paroxazine; (b) an acid salt of said indoaniline in (a); and (c) a double chloride of zinc and said indoaniline in (a); and a cosmetic film forming resin, said indoaniline being present in an amount effective to dye said hair and said cosmetic film forming resin being present in an amount of about 1 to 3 percent by weight of said composition.
Claim 14
Dependent Claim 243 words
A hair dyeing composition comprising in an aqueous solution of a lower alkanol an indoaniline selected from the group consisting of (a) an indoaniline having the formula ##STR16## wherein Z is selected from the group consisting of amino, acetylamino and hydroxy; R 5 , R 6 and R 7 each independently are selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and lower alkoxy having 1-6 carbon atoms; R 8 is selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and together with R 5 and the nitrogen atom to which R 8 is attached form dihydro-paroxazine; and R 9 is selected from the group consisting of hydrogen, lower alkyl having 1-6 carbon atoms and together with R 6 and the nitrogen atom to which R 9 is attached form dihydro-paroxazine, with the proviso that at least two of R 5 , R 6 , R 7 , R 8 and R 9 are other than hydrogen when Z is NH 2 and that only one of R 8 and R 9 form dihydro-paroxazine; (b) an acid salt of said indoaniline in (a); and (c) a double chloride of zinc and said indoaniline in (a); and a cosmetic film forming resin, said indoaniline being present in an amount effective to dye said hair and said cosmetic film forming resin being present in an amount of about 1 to 3 percent by weight of said composition.
Claim 15
Dependent Claim 18 words
The hair dyeing composition of claim 12 containing from about 0.002 to 1% by weight of said indoaniline.
Claim 16
Dependent Claim 12 words
The hair dyeing composition of claim 12 having a pH between 5-8.
Claim 17
Dependent Claim 45 words
The hair dyeing composition of claim 12 wherein said cosmetic film forming resin is selected from the group consisting of polyvinylpyrrolidone, a copolymer of vinyl acetate and crotonic acid, a copolymer of vinyl-pyrrolidone and vinyl acetate and a copolymer of maleic anhydride and butylvinyl ether.
Claim 18
Dependent Claim 42 words
A process for dyeing hair comprising washing and rinsing said hair, applying to said washed and rinsed hair the hair dyeing compositions of claim 12 in an amount effective to dye said hair, rolling said hair on curlers and drying said hair.

References Cited (Backward Citations)

FR350077A Cited
US2013394A Cited
GB707705A Cited
US2895826A Cited
US3148062A Cited
US3210252A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-29 1981-02-28 1981-08-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-29 1985-02-28 1985-08-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-29 1989-02-28 1989-08-30 $7700.00 Window Closed / Lapsed

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