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US4433138A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of polyarylene sulphides

Assignee: Bayer AG
•
Filing: 1982-05-17
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Granted: 1984-02-21
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Expires: 2002-05-17
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Abstract

Abstract High molecular weight p-polyarylensulfides having a high melt viscosity, capable of being processed thermoplastically, and have good mechanical properties are produced by reacting components (a), (b), and (c) in a polar solvent with a molar ratio of (a):(c) in the range of 0.85:1 to 1.15:1 and a molar ratio of (c): solvent in the range of 1:2 to 1:15, for a time of up to 10 hours at a temperature of from 160° C. to 300° C., and in the presence of from 2 to 100 mole percent, relative to (c), of an N,N-dialkylcarboxamide; wherein component (a) is dihalogenobenzene with 50 to 100 mole percent of the formula ##STR1## and 0 to 50 mole percent of the formula ##STR2## wherein X is fluoro, chloro, bromo or iodo, and R is the same or different and each is selected from the group consisting of hydrogen, alkyl having 1 to 20 carbon atoms, cycloalkyl having 5 to 20 carbon atoms, aryl having 6 to 24 carbon atoms, alkaryl having 7 to 24 carbon atoms, aralkyl having 7 to 24 carbon atoms, and two R moieties linked together forming aryl having 6 to 24 carbon atoms or a heterocyclic moiety having an oxygen, nitrogen or sulphur hetero-atom and having 6 to 24 carbon atoms; with the proviso that at least one R is not hydrogen; component (b) is 0.1 to 2.4 mole percent, relative to the dihalogenobenzene, of a polyhalogenoaromatic of the formula ArX.sub.n wherein Ar is aryl or a heterocyclic moiety having an oxygen, nitrogen or sulphur heteroatom with said aryl and said heterocyclic each having from 6 to 24 carbon atoms; X is fluoro, chloro, bromo or iodo; and n is 3 or 4; and component (c) is alkali metal sulphide.

Inventors

  • 👤 Karsten Idel
  • 👤 Dieter Freitag
  • 👤 Ludwig Bottenbruch
  • 👤 Otto Neuner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 18:05
CPC Classifications
C; C08; C08G; C08G75/00; C08G75/02; C08G75/0204; C08G75/025; C08G75/0254; C08G75/0231

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 309 words
In the process for preparation of high molecular weight thermoplastic branched polyarylene sulphide having a melt viscosity between 0.5×10 3 and 5×10 5 Pa.s by reacting halogenoaromatic compounds with alkali metal sulphides, the improvement comprises reacting components (a), (b) and (c) in a lactam without further metal salt catalyst with a molar ratio of (a):(c) in the range of 0.85:1 to 1.15:1 and a molar ratio of (c): solvent in the range of 1:2 to 1:15, for a time of up to 10 hours at a temperature of from 160° C. to 300° C., and in the presence of from 2 to 100 mole percent, relative to (c), of an N,N-dialkylcarboxamide; wherein component (a) is dihalogenobenzene with 50 to 100 mole percent of the formula ##STR6## and 0 to 50 mole percent of the formula ##STR7## wherein X is fluoro, chloro, bromo or iodo, and R is the same or different and each is selected from the group consisting of hydrogen, alkyl having 1 to 20 carbon atoms cycloalkyl having 5 to 20 carbon atoms, aryl having 6 to 24 carbon atoms, alkaryl having 7 to 24 carbon atoms, aralkyl having 7 to 24 carbon atoms, and two R moieties linked together forming aryl having 6 to 24 carbon atoms or a heterocyclic moiety having an oxygen, nitrogen or sulphur hetero-atom and having 6 to 24 carbon atoms; with the proviso that at least one R is not hydrogen; component (b) is 0.1 to 2.4 mole percent, relative to the dihalogenobenzene, of a polyhalogenoaromatic of the formula ArX.sub.n (III) wherein Ar is aryl or a heterocyclic moiety having an oxygen, nitrogen or sulphur heteroatom with said aryl and said heterocyclic each having from 6 to 24 carbon atoms; X is fluoro, chloro, bromo or iodo; and n is 3 or 4; and component (c) is an alkali metal sulphide.
Claim 2
Dependent Claim 309 words
In the process for preparation of high molecular weight thermoplastic branched polyarylene sulphide having a melt viscosity between 0.5×10 3 and 5×10 5 Pa.s by reacting halogenoaromatic compounds with alkali metal sulphides, the improvement comprises reacting components (a), (b) and (c) in a lactam without further metal salt catalyst with a molar ratio of (a):(c) in the range of 0.85:1 to 1.15:1 and a molar ratio of (c): solvent in the range of 1:2 to 1:15, for a time of up to 10 hours at a temperature of from 160° C. to 300° C., and in the presence of from 2 to 100 mole percent, relative to (c), of an N,N-dialkylcarboxamide; wherein component (a) is dihalogenobenzene with 50 to 100 mole percent of the formula ##STR6## and 0 to 50 mole percent of the formula ##STR7## wherein X is fluoro, chloro, bromo or iodo, and R is the same or different and each is selected from the group consisting of hydrogen, alkyl having 1 to 20 carbon atoms cycloalkyl having 5 to 20 carbon atoms, aryl having 6 to 24 carbon atoms, alkaryl having 7 to 24 carbon atoms, aralkyl having 7 to 24 carbon atoms, and two R moieties linked together forming aryl having 6 to 24 carbon atoms or a heterocyclic moiety having an oxygen, nitrogen or sulphur hetero-atom and having 6 to 24 carbon atoms; with the proviso that at least one R is not hydrogen; component (b) is 0.1 to 2.4 mole percent, relative to the dihalogenobenzene, of a polyhalogenoaromatic of the formula ArX.sub.n (III) wherein Ar is aryl or a heterocyclic moiety having an oxygen, nitrogen or sulphur heteroatom with said aryl and said heterocyclic each having from 6 to 24 carbon atoms; X is fluoro, chloro, bromo or iodo; and n is 3 or 4; and component (c) is an alkali metal sulphide.
Claim 3
Dependent Claim 13 words
The process according to claim 1 wherein component (a) is p-dichlorobenzene or p-dibromobenzene.
Claim 4
Dependent Claim 20 words
The process according to claim 1 wherein component (b) amounts to 0.4 to 2.0 mole percent, relative to component (a).
Claim 5
Dependent Claim 21 words
The process according to claim 1 wherein the amount of N,N-dialkylcarboxamide is 2 to 50 mole percent, relative to component (c).
Claim 6
Dependent Claim 48 words
The process according to claim 1 wherein the N,N-dialkylcarboxamide is of the formula ##STR8## wherein R 1 is the same or different alkyl having 1 to 6 carbon atoms and R 2 is alkyl having 1 to 18 carbon atoms, or aryl having 6 to 12 carbon atoms.
Claim 7
Dependent Claim 15 words
The process according to claim 5 wherein each R 1 is either methyl or ethyl.
Claim 8
Dependent Claim 30 words
The process according to claim 1 wherein the lactam is an N-alkyl lactam having 3 to 5 lactam ring carbons and 1 to 6 carbon atoms in the N-alkyl moiety.

References Cited (Backward Citations)

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JPS5333297A Cited
US4073774A Cited
US4116947A Cited
EP0023313A1 Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-02-20 1987-08-22 1988-02-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-02-20 1991-08-22 1992-02-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-02-20 1995-08-22 1996-02-21 $7700.00 Window Closed / Lapsed

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