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GB1056226A - Amylene sulfide polymers - Google Patents

Amylene sulfide polymers

Info

Publication number
GB1056226A
GB1056226A GB47027/64A GB4702764A GB1056226A GB 1056226 A GB1056226 A GB 1056226A GB 47027/64 A GB47027/64 A GB 47027/64A GB 4702764 A GB4702764 A GB 4702764A GB 1056226 A GB1056226 A GB 1056226A
Authority
GB
United Kingdom
Prior art keywords
reaction
polymers
dichlorotoluene
na2s
dichlorobenzene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB47027/64A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Phillips Petroleum Co
Original Assignee
Phillips Petroleum Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US326389A external-priority patent/US3322834A/en
Priority claimed from US327143A external-priority patent/US3354129A/en
Application filed by Phillips Petroleum Co filed Critical Phillips Petroleum Co
Publication of GB1056226A publication Critical patent/GB1056226A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C08G75/0209—Polyarylenethioethers derived from monomers containing one aromatic ring
    • C08G75/0213—Polyarylenethioethers derived from monomers containing one aromatic ring containing elements other than carbon, hydrogen or sulfur
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C08G75/0227—Polyarylenethioethers derived from monomers containing two or more aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C08G75/0231—Polyarylenethioethers containing chain-terminating or chain-branching agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C08G75/0236—Polyarylenethioethers containing atoms other than carbon or sulfur in a linkage between arylene groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C08G75/025—Preparatory processes
    • C08G75/0254—Preparatory processes using metal sulfides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C08G75/0277—Post-polymerisation treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/0204—Polyarylenethioethers
    • C08G75/0286—Chemical after-treatment
    • C08G75/0295—Modification with inorganic compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Arylene sulphide polymers are produced by reacting a polyhalo-substituted cyclic compound, containing unsaturation between adjacent ring atoms and having from 1 to 3 aromatic or heterocyclic rings, with an alkali metal sulphide in a polar organic medium at an elevated temperature; a monohalo aromatic compound may be present during the reaction to limit the polymer molecular weight. The polymer may be subsequently heat-treated, preferably in presence of oxygen or other oxidizing agent. In examples, p-dichlorobenzene was reacted with Na2S, with the following optional additions:-(a) monochlorobenzene, (b) o-chloroaniline, (c) dichlorotoluene, (d) 1,2,4-trichlorobenzene; the reaction is also effected in presence of graphite or MoS2 (fillers). Other examples describe the reaction with Na2S of (i) m-dichlorobenzene, (ii) 4,41-dibromodiphenyl, (iii) 2,5-dibromothiophene, (iv) 4,41-bis-p-bromophenyl ether, (v) 2,5-dichlorobenzenesulphonic acid and (vi) 2,4-dichlorotoluene. The polymers may be blended with, e.g., C-black, TiO2, glass fibres, metal powders, MgO, asbestos, clays, wood flour, cotton flock, alpha-cellulose or mica.
GB47027/64A 1963-11-27 1964-11-18 Amylene sulfide polymers Expired GB1056226A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US326389A US3322834A (en) 1963-11-27 1963-11-27 Process for production of diaryl and di(alkaryl) sulfides
US327143A US3354129A (en) 1963-11-27 1963-11-27 Production of polymers from aromatic compounds

Publications (1)

Publication Number Publication Date
GB1056226A true GB1056226A (en) 1967-01-25

Family

ID=26985384

Family Applications (2)

Application Number Title Priority Date Filing Date
GB47027/64A Expired GB1056226A (en) 1963-11-27 1964-11-18 Amylene sulfide polymers
GB15744/66A Expired GB1056227A (en) 1963-11-27 1964-11-18 Production of aryl sulfides

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB15744/66A Expired GB1056227A (en) 1963-11-27 1964-11-18 Production of aryl sulfides

Country Status (3)

Country Link
DE (1) DE1468782A1 (en)
ES (1) ES306341A1 (en)
GB (2) GB1056226A (en)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0067676A1 (en) * 1981-06-12 1982-12-22 Toray Industries, Inc. Poly-p-phenylene sulfide film
EP0215312A1 (en) * 1985-08-20 1987-03-25 Idemitsu Petrochemical Co. Ltd. Method for producing of polyarylene sulfides
US4659761A (en) * 1983-03-18 1987-04-21 Phillips Petroleum Company Zinc oxide in poly(arylene sulfide) compositions
EP0296250A1 (en) * 1986-12-26 1988-12-28 Idemitsu Petrochemical Company Limited Polyarylene sulfide and process for its production
EP0339424A2 (en) * 1988-04-29 1989-11-02 Bayer Ag Polyarylene sulphides containing phosphine groups
EP0353717A2 (en) * 1988-08-05 1990-02-07 Idemitsu Petrochemical Co. Ltd. Polyarylene sulfides, a process for preparing the same and a resin composition containing the same
EP0395883A2 (en) * 1989-04-11 1990-11-07 Bayer Ag Mixtures of poly(arylene sulfides) with sulfonic end groups or their derivates with poly(arylene sulfides, and their use
US5231163A (en) * 1988-08-05 1993-07-27 Idemitsu Petrochemical Company, Ltd. Polyarylene sulfide from aromatic compound having at least three functional groups
US5475081A (en) * 1992-11-12 1995-12-12 Tonen Chemical Corporation Process for controlling a particle size of polyarylene sulfide and polyarylene sulfide thus produced
US6369191B1 (en) 1992-11-12 2002-04-09 Dainippon Ink And Chemicals, Incorporated Process for controlling a particle size of polyarylene sulfide and polyarylene sulfide thus produced
CN111349339A (en) * 2018-12-24 2020-06-30 东丽先端材料研究开发（中国）有限公司 Polyphenylene sulfide resin composition and molded article thereof
US11155682B2 (en) 2018-08-29 2021-10-26 Kureha Corporation Continuous dehydration method and method for producing polyarylene sulfide
EP4130101A4 (en) * 2020-03-31 2024-05-15 Toray Industries, Inc. Poly(arylene sulfide) and production method therefor

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4102875A (en) * 1976-06-22 1978-07-25 Phillips Petroleum Company Aromatic sulfide/sulfone polymer production
US4116947A (en) * 1977-04-29 1978-09-26 Phillips Petroleum Company Branched arylene sulfide polymer production
CA2027409C (en) * 1989-10-12 1999-10-05 Hiroshi Inoue Easily crystallizable polyphenylene sulfide copolymer and preparation thereof

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4426479A (en) 1981-06-12 1984-01-17 Toray Industries, Inc. Poly-p-phenylene sulfide resin composition and film made thereof
EP0067676A1 (en) * 1981-06-12 1982-12-22 Toray Industries, Inc. Poly-p-phenylene sulfide film
US4659761A (en) * 1983-03-18 1987-04-21 Phillips Petroleum Company Zinc oxide in poly(arylene sulfide) compositions
US4810773A (en) * 1985-08-20 1989-03-07 Idemitsu Petrochemical Co., Ltd. Method for producing polyarylene sulfide with lithium halide catalyst
EP0215312A1 (en) * 1985-08-20 1987-03-25 Idemitsu Petrochemical Co. Ltd. Method for producing of polyarylene sulfides
EP0296250A4 (en) * 1986-12-26 1991-03-13 Idemitsu Petrochemical Company Limited Polyarylene sulfide and process for its production
EP0296250A1 (en) * 1986-12-26 1988-12-28 Idemitsu Petrochemical Company Limited Polyarylene sulfide and process for its production
EP0339424A2 (en) * 1988-04-29 1989-11-02 Bayer Ag Polyarylene sulphides containing phosphine groups
EP0339424A3 (en) * 1988-04-29 1990-11-22 Bayer Ag Polyarylene sulphides containing phosphine groups
US5010169A (en) * 1988-04-29 1991-04-23 Bayer Aktiengesellschaft Polyarylene sulphide containing phosphine groups
US5066781A (en) * 1988-04-29 1991-11-19 Bayer Aktiengesellschaft Heat treated polyarylene sulphide containing phosphine groups
EP0353717A2 (en) * 1988-08-05 1990-02-07 Idemitsu Petrochemical Co. Ltd. Polyarylene sulfides, a process for preparing the same and a resin composition containing the same
US5231163A (en) * 1988-08-05 1993-07-27 Idemitsu Petrochemical Company, Ltd. Polyarylene sulfide from aromatic compound having at least three functional groups
EP0353717A3 (en) * 1988-08-05 1992-01-08 Idemitsu Petrochemical Co. Ltd. Polyarylene sulfides, a process for preparing the same and a resin composition containing the same
US5068312A (en) * 1989-04-11 1991-11-26 Bayer Aktiengesellschaft Polyarylene sulfides terminated by sulfonic acid and/or sulfonic acid derivative groups, their production and use
EP0395883A3 (en) * 1989-04-11 1991-03-20 Bayer Ag Mixtures of poly(arylene sulfides) with sulfonic end groups or their derivates with poly(arylene sulfides, and their use
EP0395883A2 (en) * 1989-04-11 1990-11-07 Bayer Ag Mixtures of poly(arylene sulfides) with sulfonic end groups or their derivates with poly(arylene sulfides, and their use
US5475081A (en) * 1992-11-12 1995-12-12 Tonen Chemical Corporation Process for controlling a particle size of polyarylene sulfide and polyarylene sulfide thus produced
US6369191B1 (en) 1992-11-12 2002-04-09 Dainippon Ink And Chemicals, Incorporated Process for controlling a particle size of polyarylene sulfide and polyarylene sulfide thus produced
US11155682B2 (en) 2018-08-29 2021-10-26 Kureha Corporation Continuous dehydration method and method for producing polyarylene sulfide
CN111349339A (en) * 2018-12-24 2020-06-30 东丽先端材料研究开发（中国）有限公司 Polyphenylene sulfide resin composition and molded article thereof
EP4130101A4 (en) * 2020-03-31 2024-05-15 Toray Industries, Inc. Poly(arylene sulfide) and production method therefor

Also Published As

Publication number Publication date
ES306341A1 (en) 1965-05-01
GB1056227A (en) 1967-01-25
DE1468782A1 (en) 1969-09-25

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