GB1003543A - Method of preparing polymers and copolymers - Google Patents
Method of preparing polymers and copolymersInfo
- Publication number
- GB1003543A GB1003543A GB39589/63A GB3958963A GB1003543A GB 1003543 A GB1003543 A GB 1003543A GB 39589/63 A GB39589/63 A GB 39589/63A GB 3958963 A GB3958963 A GB 3958963A GB 1003543 A GB1003543 A GB 1003543A
- Authority
- GB
- United Kingdom
- Prior art keywords
- lithium
- butyl lithium
- polymerization
- copolymers
- butyl
- 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
- 229920000642 polymer Polymers 0.000 title abstract 3
- 229920001577 copolymer Polymers 0.000 title abstract 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 abstract 6
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- VUAXHMVRKOTJKP-UHFFFAOYSA-M 2,2-dimethylbutanoate Chemical compound CCC(C)(C)C([O-])=O VUAXHMVRKOTJKP-UHFFFAOYSA-M 0.000 abstract 1
- WFRBDWRZVBPBDO-UHFFFAOYSA-N 2-methyl-2-pentanol Chemical compound CCCC(C)(C)O WFRBDWRZVBPBDO-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229920001519 homopolymer Polymers 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- LZWQNOHZMQIFBX-UHFFFAOYSA-N lithium;2-methylpropan-2-olate Chemical compound [Li+].CC(C)(C)[O-] LZWQNOHZMQIFBX-UHFFFAOYSA-N 0.000 abstract 1
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000002685 polymerization catalyst Substances 0.000 abstract 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0211—Oxygen-containing compounds with a metal-oxygen link
- B01J31/0212—Alkoxylates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/68—Preparation of metal alcoholates
- C07C29/70—Preparation of metal alcoholates by converting hydroxy groups to O-metal groups
-
- 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
- C08F2/36—Polymerisation in solid state
-
- 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
- C08F4/08—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of alkali metals
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
- C08F4/12—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of boron, aluminium, gallium, indium, thallium or rare earths
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/10—Polymerisation reactions involving at least dual use catalysts, e.g. for both oligomerisation and polymerisation
- B01J2231/12—Olefin polymerisation or copolymerisation
- B01J2231/127—Anionic (co)polymerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymerization Catalysts (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Homopolymers and copolymers are produced by anionic chain polymerization of esters or nitriles of alpha-beta-mono-unsaturated carboxylic acids and dienes using a tertiary alcoholate of an alkali metal as a polymerization catalyst. The polymerization is effected in bulk or in inert organic solvents and produces polymers with an isotactic structure. In the examples, acrylonitrile, butyl acrylate, isoprene, and methyl methacrylate are homopolymerized. Catalysts exemplified are: lithium t-hexanolate alone or with butyl lithium; lithium t-butoxide alone or with n-butyl lithium or sec.-butyl lithium; potassium t-butoxide; and the reaction product of n-butyl lithium and methyl pivalate. The polymers may be used for making films.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS572762 | 1962-10-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1003543A true GB1003543A (en) | 1965-09-08 |
Family
ID=5402698
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB39589/63A Expired GB1003543A (en) | 1962-10-08 | 1963-10-08 | Method of preparing polymers and copolymers |
Country Status (4)
| Country | Link |
|---|---|
| DE (1) | DE1227235B (en) |
| FR (1) | FR1428476A (en) |
| GB (1) | GB1003543A (en) |
| NL (1) | NL298889A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2171708A (en) * | 1985-02-20 | 1986-09-03 | Central Glass Co Ltd | Method for anionic homopolymerization of alpha-trifluoromethylacrylate |
| FR2647795A1 (en) * | 1989-06-05 | 1990-12-07 | Norsolor Sa | Process and system for initiating anionic polymerisation of (meth)acrylates |
| EP0402219A1 (en) * | 1989-06-05 | 1990-12-12 | Elf Atochem S.A. | Process and anionic polymerisation catalyst for acrylic monomers |
| EP0599671A1 (en) * | 1992-11-27 | 1994-06-01 | Elf Atochem S.A. | Process for preparing sequenced copolymers derived from conjugated dienes and methyl methacrylate |
| US5629393A (en) * | 1989-06-05 | 1997-05-13 | Elf Atochem S.A. | Initiating process and system for the anionic polymerization of acrylic monomers |
| US5686534A (en) * | 1991-07-19 | 1997-11-11 | Elf Atochem S.A. | Initiation system for the anionic polymerisation of (meth)acrylic monomers |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2856391A (en) * | 1956-01-09 | 1958-10-14 | Goodrich Co B F | Polymerization of 2-substituted butadiene-1,3 hydrocarbons with a catalyst comprising a lithium alkoxide and an alkenyl lithium compound |
-
1963
- 1963-10-07 NL NL298889D patent/NL298889A/xx unknown
- 1963-10-07 DE DEC31069A patent/DE1227235B/en active Pending
- 1963-10-08 FR FR949983A patent/FR1428476A/en not_active Expired
- 1963-10-08 GB GB39589/63A patent/GB1003543A/en not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2171708A (en) * | 1985-02-20 | 1986-09-03 | Central Glass Co Ltd | Method for anionic homopolymerization of alpha-trifluoromethylacrylate |
| FR2647795A1 (en) * | 1989-06-05 | 1990-12-07 | Norsolor Sa | Process and system for initiating anionic polymerisation of (meth)acrylates |
| EP0402219A1 (en) * | 1989-06-05 | 1990-12-12 | Elf Atochem S.A. | Process and anionic polymerisation catalyst for acrylic monomers |
| WO1990015084A1 (en) * | 1989-06-05 | 1990-12-13 | Atochem | Initiating process and system for the anionic polymerisation of acrylic monomers |
| US5629393A (en) * | 1989-06-05 | 1997-05-13 | Elf Atochem S.A. | Initiating process and system for the anionic polymerization of acrylic monomers |
| US5723559A (en) * | 1989-06-05 | 1998-03-03 | Elf Atochem S.A. | Initiating process and system for the anionic polymerisation of acrylic monomers |
| JP2926607B2 (en) * | 1989-06-05 | 1999-07-28 | エルク アトケム ソシエテ アノニム | Ion polymerization method of acrylic monomer and polymerization initiation system |
| US5686534A (en) * | 1991-07-19 | 1997-11-11 | Elf Atochem S.A. | Initiation system for the anionic polymerisation of (meth)acrylic monomers |
| EP0599671A1 (en) * | 1992-11-27 | 1994-06-01 | Elf Atochem S.A. | Process for preparing sequenced copolymers derived from conjugated dienes and methyl methacrylate |
| FR2698630A1 (en) * | 1992-11-27 | 1994-06-03 | Atochem Elf Sa | Process for the preparation of thermoplastic elastomeric block copolymers derived from conjugated dienes and methyl methacrylate, with improved heat resistance and products obtained |
| US5476904A (en) * | 1992-11-27 | 1995-12-19 | Elf Atochem S.A. | Thermoplastic elastomers having improved heat resistance comprising conjugated diene/methyl methacrylate block copolymers |
Also Published As
| Publication number | Publication date |
|---|---|
| NL298889A (en) | 1965-08-10 |
| DE1227235B (en) | 1966-10-20 |
| FR1428476A (en) | 1966-02-18 |
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