GB1185308A - Copolymers of Acrylonitrile. - Google Patents
Copolymers of Acrylonitrile.Info
- Publication number
- GB1185308A GB1185308A GB42898/67A GB4289767A GB1185308A GB 1185308 A GB1185308 A GB 1185308A GB 42898/67 A GB42898/67 A GB 42898/67A GB 4289767 A GB4289767 A GB 4289767A GB 1185308 A GB1185308 A GB 1185308A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acrylonitrile
- styrene
- maleimide
- vinyl
- aromatic olefin
- 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
Links
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title abstract 10
- 229920001577 copolymer Polymers 0.000 title abstract 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 9
- KPQOXMCRYWDRSB-UHFFFAOYSA-N 1-(2-chlorophenyl)pyrrole-2,5-dione Chemical compound ClC1=CC=CC=C1N1C(=O)C=CC1=O KPQOXMCRYWDRSB-UHFFFAOYSA-N 0.000 abstract 5
- -1 aromatic olefin Chemical class 0.000 abstract 5
- 229920001897 terpolymer Polymers 0.000 abstract 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 4
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 abstract 3
- 239000005062 Polybutadiene Substances 0.000 abstract 3
- 229920000578 graft copolymer Polymers 0.000 abstract 3
- 229920002857 polybutadiene Polymers 0.000 abstract 3
- 238000006116 polymerization reaction Methods 0.000 abstract 3
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical class C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 abstract 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical class C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 abstract 2
- AJQVASAUQUTVJK-UHFFFAOYSA-N 3-methylidenebicyclo[2.2.1]heptane Chemical compound C1CC2C(=C)CC1C2 AJQVASAUQUTVJK-UHFFFAOYSA-N 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 abstract 2
- HIDBROSJWZYGSZ-UHFFFAOYSA-N 1-phenylpyrrole-2,5-dione Chemical group O=C1C=CC(=O)N1C1=CC=CC=C1 HIDBROSJWZYGSZ-UHFFFAOYSA-N 0.000 abstract 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical class C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 abstract 1
- 150000003923 2,5-pyrrolediones Chemical class 0.000 abstract 1
- ORNUPNRNNSVZTC-UHFFFAOYSA-N 2-vinylthiophene Chemical class C=CC1=CC=CS1 ORNUPNRNNSVZTC-UHFFFAOYSA-N 0.000 abstract 1
- GSOQJPAPFAGIOM-UHFFFAOYSA-N 3-ethenylphenanthrene Chemical class C1=CC=C2C3=CC(C=C)=CC=C3C=CC2=C1 GSOQJPAPFAGIOM-UHFFFAOYSA-N 0.000 abstract 1
- VJOWMORERYNYON-UHFFFAOYSA-N 5-ethenyl-2-methylpyridine Chemical class CC1=CC=C(C=C)C=N1 VJOWMORERYNYON-UHFFFAOYSA-N 0.000 abstract 1
- 125000004054 acenaphthylenyl group Chemical class C1(=CC2=CC=CC3=CC=CC1=C23)* 0.000 abstract 1
- HXGDTGSAIMULJN-UHFFFAOYSA-N acetnaphthylene Chemical class C1=CC(C=C2)=C3C2=CC=CC3=C1 HXGDTGSAIMULJN-UHFFFAOYSA-N 0.000 abstract 1
- 229920001893 acrylonitrile styrene Polymers 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical class C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 abstract 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 abstract 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 abstract 1
- 229920005604 random copolymer Polymers 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 150000003440 styrenes Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0006—Controlling or regulating processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/18—Stationary reactors having moving elements inside
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/42—Nitriles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/42—Nitriles
- C08F20/44—Acrylonitrile
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/42—Nitriles
- C08F220/44—Acrylonitrile
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
- C08F279/04—Vinyl aromatic monomers and nitriles as the only monomers
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Graft Or Block Polymers (AREA)
Abstract
1,185,308. Acrylonitrile terpolymers. IMPERIAL CHEMICAL INDUSTRIES Ltd. 29 Feb., 1968 [7 March, 1967; 20 Sept., 1967], Nos. 42897/67 and 42898/67. Divided out of 1,185,305. Headings C3G and C3P. A random copolymer comprises units of acrylonitrile and units of at least one aromatic olefin in a molar ratio of acrylonitrile to aromatic olefin of between 2 and 6 and contains up to 10 mole per cent (where the sum of acrylonitrile and aromatic olefin units represents 100 mole per cent) of copolymerized units of at least one monomer selected from maleimide and its N- substituted derivatives and norbornene and its derivatives, including methylene norbornane. The aromatic olefin is, e.g. styrene or a substituted styrene, acenaphthylene, indene, coumarone, 1-vinyl naphthalene, 2-vinyl thiophene, 3-vinyl phenanthrene, 2-methyl-5-vinyl pyridine or N-vinyl carbazole. Preferred maleimides are N-aryl maleimides, e.g. N-phenyl or N-o-chlorophenyl maleimide. The copolymer is used in blends with graft copolymers such as polybutadiene grafted with acrylonitrile and isobutene or styrene. The copolymer is prepared by a process in which at least the aromatic olefin is fed into the reaction medium as the polymerization proceeds, at a rate determined by the heat evolved by the polymerization. In the examples, terpolymers of acrylonitrile and styrene with N-o-chlorophenyl maleimide, 5- cyanonorbomene, maleimide or methylene norbornane are prepared, as are terpolymers of acrylonitrile and alpha-methyl styrene with N- o-chlorophenyl maleimide or maleimide, by polymerization in an aqueous medium. The acrylonitrile / styrene / N-o-chlorophenyl maleimide terpolymer is blended with a stabilized polybutadiene/acrylonitrile-isobutene graft copolymer, or polybutadiene / acrylonitrilestyrene graft copolymer and the acrylonitrile/ alpha-methyl styrene/N-o-chlorophenyl maleimide terpolymer is similarly blended.
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB42898/67A GB1185308A (en) | 1967-03-07 | 1967-03-07 | Copolymers of Acrylonitrile. |
| SE7011813A SE372540B (en) | 1967-03-07 | 1968-03-06 | |
| SE02965/68A SE354665B (en) | 1967-03-07 | 1968-03-06 | |
| LU55628D LU55628A1 (en) | 1967-03-07 | 1968-03-06 | |
| SE05934/69A SE354666B (en) | 1967-03-07 | 1968-03-06 | |
| NL6803178A NL6803178A (en) | 1966-03-24 | 1968-03-06 | |
| BE711836D BE711836A (en) | 1967-03-07 | 1968-03-07 | |
| DE19681745028 DE1745028A1 (en) | 1966-03-24 | 1968-03-07 | Acrylonitrile copolymers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB42898/67A GB1185308A (en) | 1967-03-07 | 1967-03-07 | Copolymers of Acrylonitrile. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1185308A true GB1185308A (en) | 1970-03-25 |
Family
ID=35613627
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB42898/67A Expired GB1185308A (en) | 1966-03-24 | 1967-03-07 | Copolymers of Acrylonitrile. |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE711836A (en) |
| GB (1) | GB1185308A (en) |
| LU (1) | LU55628A1 (en) |
| SE (3) | SE354665B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2160422A1 (en) * | 2007-06-15 | 2010-03-10 | Korea Kumho Petrochemical Co., Ltd. | Maleimide-alpha-alkylstyrene-based terpolymer with low molten viscosity and continuous bulk process for producing it |
-
1967
- 1967-03-07 GB GB42898/67A patent/GB1185308A/en not_active Expired
-
1968
- 1968-03-06 LU LU55628D patent/LU55628A1/xx unknown
- 1968-03-06 SE SE02965/68A patent/SE354665B/xx unknown
- 1968-03-06 SE SE05934/69A patent/SE354666B/xx unknown
- 1968-03-06 SE SE7011813A patent/SE372540B/xx unknown
- 1968-03-07 BE BE711836D patent/BE711836A/xx unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2160422A1 (en) * | 2007-06-15 | 2010-03-10 | Korea Kumho Petrochemical Co., Ltd. | Maleimide-alpha-alkylstyrene-based terpolymer with low molten viscosity and continuous bulk process for producing it |
| EP2160422A4 (en) * | 2007-06-15 | 2011-03-09 | Korea Kumho Petrochem Co Ltd | Maleimide-alpha-alkylstyrene-based terpolymer with low molten viscosity and continuous bulk process for producing it |
| US8507623B2 (en) | 2007-06-15 | 2013-08-13 | Korea Kumho Petrochemical Co., Ltd. | Maleimide-alpha-alkylstyrene-based terpolymer with low molten viscosity and continuous bulk process for producing it |
Also Published As
| Publication number | Publication date |
|---|---|
| LU55628A1 (en) | 1968-05-21 |
| SE354666B (en) | 1973-03-19 |
| BE711836A (en) | 1968-09-09 |
| SE372540B (en) | 1974-12-23 |
| SE354665B (en) | 1973-03-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |