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US4447244A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for mass-dyeing of thermoplastics: polystyrene and styrene copolymers with indoline methine dyes

Assignee: Bayer AG
•
Filing: 1983-02-04
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Granted: 1984-05-08
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Expires: 2003-02-04
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Abstract

Abstract Process for mass-dyeing of thermoplastics, characterized in that the dyestuffs used are of the formula ##STR1## in which X designates a radical ##STR2## R designates hydrogen or alkyl, R 1 and R 2 designate alkyl, R 3 designates hydrogen, cyano, aroyl, alkoxycarbonyl, alkylcarbonyl or carbamoyl, R 4 designates aryl, R 5 designates alkyl, alkylcarbonyl, alkoxycarbonyl or aryl, R 6 designates alkyl, aryl, aralkyl or aralkenyl, and Y designates O or NR 7 , with R 7 having the meaning hydrogen, alkyl, aralkyl or aryl, it being possible for the radicals which have been mentioned for R 7 and R 1 -R 7 and which contain C--H or N--H bonds to be substituted, and wherein the ring A can carry 1, 2 or 3 substituents from the series comprising halogen, cyano, alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, carbamoyl, sulphamoyl, alkylsulphonyl and arylsulphonyl, or can have a benzene ring fused to it, it being possible for the radicals which have been mentioned as substituents of the ring A and which contain C--H or N--H bonds to be substituted.

Inventors

  • 👤 Bernhard Wehling

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 16:13
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3442; C08K5/3445; C08K5/3412; C08K5/3415; C08K5/3417

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 178 words
Process for mass-dyeing of polystyrene and styrene copolymers, characterised in that the dyestuffs used are of the formula ##STR15## in which X designates a radical ##STR16## R designates hydrogen or alkyl, R 1 and R 2 designate alkyl, R 3 designates hydrogen, cyano, aroyl, alkoxycarbonyl, alkylcarbonyl or carbamoyl, R 4 designates aryl, R 5 designates alkyl, alkylcarbonyl, alkoxycarbonyl or aryl, R 6 designates alkyl, aryl, aralkyl or aralkenyl, and Y designates O or NR 7 , with R 7 having the meaning hydrogen, alkyl, aralkyl or aryl, it being possible for the radicals which have been mentioned for R 7 and R 1 -R 7 and which contain C--H or N--H bonds to be substituted, and wherein the ring A can carry 1, 2 or 3 substituents from the series comprising halogen, cyano, alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, carbamoyl, sulphamoyl, alkylsulphonyl and arylsulphonyl, or can have a benzene ring fused to it, it being possible for the radicals which have been mentioned as substituents of the ring A and which contain C--H or N--H bonds to be substituted.
Claim 2
Dependent Claim 178 words
Process for mass-dyeing of polystyrene and styrene copolymers, characterised in that the dyestuffs used are of the formula ##STR15## in which X designates a radical ##STR16## R designates hydrogen or alkyl, R 1 and R 2 designate alkyl, R 3 designates hydrogen, cyano, aroyl, alkoxycarbonyl, alkylcarbonyl or carbamoyl, R 4 designates aryl, R 5 designates alkyl, alkylcarbonyl, alkoxycarbonyl or aryl, R 6 designates alkyl, aryl, aralkyl or aralkenyl, and Y designates O or NR 7 , with R 7 having the meaning hydrogen, alkyl, aralkyl or aryl, it being possible for the radicals which have been mentioned for R 7 and R 1 -R 7 and which contain C--H or N--H bonds to be substituted, and wherein the ring A can carry 1, 2 or 3 substituents from the series comprising halogen, cyano, alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, carbamoyl, sulphamoyl, alkylsulphonyl and arylsulphonyl, or can have a benzene ring fused to it, it being possible for the radicals which have been mentioned as substituents of the ring A and which contain C--H or N--H bonds to be substituted.
Claim 3
Dependent Claim 219 words
Process according to claim 1, characterised in that compounds of the formula ##STR17## are used, in which X' represents ##STR18## and R' designates hydrogen, methyl or ethyl, R 1 ' and R 2 ' designate methyl or ethyl, R 3 ' designates hydrogen, cyano, aroyl, in particular benzoyl and naphthoyl, alkoxycarbonyl, in particular (C 1 -C 4 -alkoxy)-carbonyl or carbamoyl, R 4 ' designates phenyl which can be substituted by methyl, ethyl, methoxy, ethoxy or chlorine, R 5 ' designates methyl, methoxycarbonyl or ethoxycarbonyl, or phenyl which can be substituted by methyl and/or ethyl, R 6 ' designates C 1 -C 4 -alkyl, phenyl, chlorophenyl or methylphenyl, or phenyl-C 1 -C 3 -alkyl which can be substituted in the phenyl nucleus by chlorine and/or methyl, or designates phenylallyl or phenoxyethyl, Y' designates O or NR 7 ', wherein R 7 ' represents alkyl, in particular C 1 -C 4 -alkyl, or aralkyl, in particular phenyl-C 1 -C 3 -alkyl, L designates hydrogen, chlorine, cyano, methyl, ethyl, methoxy, ethoxy, methoxycarbonyl, ethoxycarbonyl or benzyloxycarbonyl, or sulphamoyl or carbamoyl which is optionally substituted by methyl, ethyl or phenyl, or designates methylsulphonyl or phenylsulphonyl, and M and Q designate hydrogen, methyl, ethyl, methoxy, ethoxy, chlorine or methoxycarbonyl, and two of the substituents L, M and Q together can form a fused benzene ring.
Claim 4
Dependent Claim 111 words
Process according to claim 1, characterised in that compounds of the formula II are used, in which R' designates hydrogen or methyl, R 1 ' and R 2 ' designate methyl, R 3 ' designates hydrogen, cyano or benzoyl, R 4 ' designates phenyl which can be substituted by methyl, methoxy and/or chlorine, R 5 ' designates methyl or methoxycarbonyl, L designates hydrogen, methoxycarbonyl, cyano, methoxy or chlorine, M and Q designate hydrogen, Y' designates O, and R 6 ' designates C 1 -C 4 -alkyl, phenyl, chlorophenyl or methylphenyl, or phenyl-C 1 -C 3 -alkyl, the phenyl radical of which can be substituted by chlorine or methyl, or designates phenoxyethyl.
Claim 5
Dependent Claim 16 words
Process according to claim 1, characterised in that the dyestuff of the formula ##STR19## is used.
Claim 6
Dependent Claim 16 words
Process according to claim 1, characterised in that the dyestuff of the formula ##STR20## is used.
Claim 7
Dependent Claim 8 words
Process according to claim 1, for dyeing polystyrene.
Claim 8
Dependent Claim 9 words
Process according to claim 1, for dyeing polystyrene copolymers.
Claim 9
Dependent Claim 8 words
Process according to claim 1, for dyeing ABS.

References Cited (Backward Citations)

US2840443A Cited
DE1569728A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-05-08 1987-11-07 1988-05-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-05-08 1991-11-07 1992-05-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-05-08 1995-11-07 1996-05-08 $7700.00 Window Closed / Lapsed

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