GB2255567A - Polymerisation of olefinic-containing monomers employing anionic initiators - Google Patents
Polymerisation of olefinic-containing monomers employing anionic initiatorsInfo
- Publication number
- GB2255567A GB2255567A GB9215291A GB9215291A GB2255567A GB 2255567 A GB2255567 A GB 2255567A GB 9215291 A GB9215291 A GB 9215291A GB 9215291 A GB9215291 A GB 9215291A GB 2255567 A GB2255567 A GB 2255567A
- Authority
- GB
- United Kingdom
- Prior art keywords
- typically
- polymer
- polydiene
- terminated
- polymerisation
- 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.)
- Granted
Links
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
- 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
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
Abstract
Process for anionically polymerising a conjugated 1,3-diene monomer consists of contacting the monomer in an inert hydrocarbon solvent with a monofunctional silyl ether initiator of general formula R<1>R<2>R<3>Si-O-A-Li where R<1> to R<3> are independently selected from monovalent organic substituent groups and A is a short chain hydrocarbon bridging group, to yield a polydiene having a molecular weight of typically 1,000 - 10,000, a high 1.4 content of typically 90% and a low polydispensity of typically 1.15. The reactive ends of the living polymer chains may be terminated with a reactive group such as hydroxyl by treating the polymer with ethylene oxide. Subsequent removal of the polymer's relatively unreactive silyl end groups by reaction with tetra-n-butylammonium fluoride produces a difunctional, chain-extendable, hydroxy-terminated polydiene useful as a rubbery binder prepolymer.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9322691A GB2272221B (en) | 1990-02-08 | 1993-11-03 | Monofunctional silyl ether initiators |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB909002804A GB9002804D0 (en) | 1990-02-08 | 1990-02-08 | Anionic polymerisation |
PCT/GB1991/000187 WO1991012277A1 (en) | 1990-02-08 | 1991-02-06 | Polymerisation of olefinic-containing monomers employing anionic initiators |
Publications (3)
Publication Number | Publication Date |
---|---|
GB9215291D0 GB9215291D0 (en) | 1992-09-16 |
GB2255567A true GB2255567A (en) | 1992-11-11 |
GB2255567B GB2255567B (en) | 1994-08-03 |
Family
ID=10670616
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB909002804A Pending GB9002804D0 (en) | 1990-02-08 | 1990-02-08 | Anionic polymerisation |
GB9102587A Withdrawn GB2241239A (en) | 1990-02-08 | 1991-02-06 | Olefinic polymerisation using silylether initiators |
GB9215291A Expired - Fee Related GB2255567B (en) | 1990-02-08 | 1992-07-17 | Polymerisation of olefinic-containing monomers employing anionic initiators |
GB9322691A Revoked GB2272221B (en) | 1990-02-08 | 1993-11-03 | Monofunctional silyl ether initiators |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB909002804A Pending GB9002804D0 (en) | 1990-02-08 | 1990-02-08 | Anionic polymerisation |
GB9102587A Withdrawn GB2241239A (en) | 1990-02-08 | 1991-02-06 | Olefinic polymerisation using silylether initiators |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9322691A Revoked GB2272221B (en) | 1990-02-08 | 1993-11-03 | Monofunctional silyl ether initiators |
Country Status (10)
Country | Link |
---|---|
US (2) | US5331058B1 (en) |
EP (1) | EP0513217B1 (en) |
JP (1) | JP3031566B2 (en) |
AT (1) | ATE224919T1 (en) |
CA (1) | CA2074722C (en) |
DE (1) | DE69133119T2 (en) |
DK (1) | DK0513217T3 (en) |
ES (1) | ES2179035T3 (en) |
GB (4) | GB9002804D0 (en) |
WO (1) | WO1991012277A1 (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5523364A (en) * | 1994-12-13 | 1996-06-04 | Fmc Corporation | Functionalized amine initiators for anionic polymerization |
US5565526A (en) * | 1994-05-13 | 1996-10-15 | Fmc Corporation | Functionalized initiators for anionic polymerization |
US5567774A (en) * | 1994-02-18 | 1996-10-22 | Fmc Corporation | Anionic polymerization process using functionalized initiators |
US5792815A (en) * | 1995-05-08 | 1998-08-11 | Fmc Corporation | Functionalized polymer produced with functionalized initiators by anionic polymerization |
US5827929A (en) * | 1994-10-31 | 1998-10-27 | Fmc Corporation | Functionalized initiators for anionic polymerization |
US6121474A (en) * | 1999-02-24 | 2000-09-19 | Fmc Corporation | Amine anionic polymerization initiators and functionalized polymers derived therefrom |
US6610859B1 (en) | 1999-02-24 | 2003-08-26 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
US6943250B2 (en) | 2001-03-06 | 2005-09-13 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
Families Citing this family (104)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5665829A (en) * | 1990-02-08 | 1997-09-09 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Gt. Britain & Northern Ireland | Process for the polymerization of olefinic-containing monomers employing anionic initiators |
US5393843A (en) * | 1992-08-31 | 1995-02-28 | Shell Oil Company | Butadiene polymers having terminal functional groups |
US5336726A (en) * | 1993-03-11 | 1994-08-09 | Shell Oil Company | Butadiene polymers having terminal silyl groups |
JPH0753630A (en) * | 1993-06-30 | 1995-02-28 | Shell Internatl Res Maatschappij Bv | Liquid star polymer with terminal hydroxyl groups |
US5391663A (en) * | 1993-11-22 | 1995-02-21 | Shell Oil Company | Protected functional initiators for making terminally functionalized polymers |
US5391637A (en) * | 1993-11-23 | 1995-02-21 | Shell Oil Company | Capping of anionic polymers with oxetanes |
US5376745A (en) * | 1993-12-01 | 1994-12-27 | Shell Oil Company | Low viscosity terminally functionalized isoprene polymers |
US5321148A (en) * | 1993-12-30 | 1994-06-14 | Fmc Corporation | Process for preparing functionalized alkyllithium compounds |
US6160054A (en) | 1995-05-08 | 2000-12-12 | Fmc Corporation | Hetero-telechelic polymers and processes for making same |
US5416168A (en) * | 1994-03-31 | 1995-05-16 | Shell Oil Company | Protected functional initiators for making terminally functionalized polymers |
US5654371A (en) * | 1994-05-13 | 1997-08-05 | Fmc Corporation | Anionic polymerization process using functionalized initiators |
US5708092A (en) * | 1994-05-13 | 1998-01-13 | Fmc Corporation | Functionalized chain extended initiators for anionic polymerization |
US6197891B1 (en) | 1994-05-13 | 2001-03-06 | Fmc Corporation | Functionalized chain extended initiators for anionic polymerization |
US5821307A (en) * | 1994-05-13 | 1998-10-13 | Fmc Corporation | Functionalized chain extended initiators for anionic polymerization |
US5403946A (en) * | 1994-07-25 | 1995-04-04 | Fmc Corporation | Process of preparing trimethylsilyloxy functionalized alkyllithium compounds |
US5912378A (en) * | 1994-07-25 | 1999-06-15 | Fmc Corporation | Process for preparing trimethylsilyloxy functionalized alkyllithium compounds |
US5478899A (en) * | 1994-10-27 | 1995-12-26 | Shell Oil Company | Alkoxy silyl capping agents for making terminally functionalized polymers |
US5461116A (en) * | 1994-11-10 | 1995-10-24 | Shell Oil Company | Core functionalized star block copolymers |
US5486568A (en) * | 1994-12-20 | 1996-01-23 | Shell Oil Company | Protected functional initiated polymers capped with low surface energy fluorocarbons |
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US5900464A (en) * | 1995-07-25 | 1999-05-04 | Fmc Corporation | Processes for making methacrylate and acrylate polymers |
US5798418A (en) * | 1995-07-31 | 1998-08-25 | Fmc Corporation | Star polymers from mixed initiators |
US5922810A (en) * | 1995-07-31 | 1999-07-13 | Fmc Corporation | Deprotection of protected functional polymers |
US5919870A (en) * | 1995-07-31 | 1999-07-06 | Fmc Corporation | Functional telechelic star polymers |
AU6643096A (en) * | 1995-08-03 | 1997-03-05 | Fmc Corporation | Functionalized polystyrene/polydiene copolymers and processes for making same |
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US5780551A (en) * | 1995-11-02 | 1998-07-14 | Fmc Corporation | Telechelic polymers from mixed initiator |
WO1997023520A1 (en) * | 1995-12-22 | 1997-07-03 | Fmc Corporation | Functionalized chain extended initiators for anionic polymerization |
US5663250A (en) * | 1996-05-16 | 1997-09-02 | Shell Oil Company | Deprotection with molten salt |
US5663398A (en) * | 1996-05-17 | 1997-09-02 | Fmc Corporation | Processes for preparing functionalized alkyllithium compounds |
US5965681A (en) * | 1996-06-18 | 1999-10-12 | Fmc Corporation | Protected functionalized telechelic polymers and processes for making the same |
AU3641897A (en) * | 1996-07-17 | 1998-02-09 | Conrad W Kamienski | Protected functionalized heterotelechelic polymers and processes for preparing the same |
FR2761995B1 (en) * | 1997-04-10 | 1999-05-28 | Atochem Elf Sa | PRIMING SYSTEM COMPRISING A SYLILE PRIMER FOR THE ANIONIC (CO) POLYMERIZATION OF (METH) ACRYLIC MONOMERS AND METHOD OF USING SAME |
US6075097A (en) * | 1997-06-06 | 2000-06-13 | Shell Oil Company | Process for producing conjugated diene diols using carbon dioxide |
US6153706A (en) * | 1997-07-30 | 2000-11-28 | Fmc Corporation | Protected multi-functionalized star polymers and processes for making the same |
US6605564B1 (en) * | 1997-11-14 | 2003-08-12 | Fmc Corporation | Compositions providing improved functionalization of terminal anions and processes for improved functionalization of terminal anions |
US6545103B2 (en) | 1997-11-14 | 2003-04-08 | Fmc Corporation | Compositions providing improved functionalization of terminal anions and processes for improved functionalization of terminal anions |
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US6090902A (en) * | 1998-12-21 | 2000-07-18 | Dow Corning Corporation | Organopolysiloxane-modified graft copolymers |
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US6228947B1 (en) | 1999-02-26 | 2001-05-08 | Shell Oil Company | Deprotection of polymers prepared with silyloxy protected functional initiators by reaction with aqueous fluoroboric acid |
US6391981B1 (en) | 1999-04-23 | 2002-05-21 | Kraton Polymers Us Llc | Increased throughput in the manufacture of anionic polymers by reduction in polymer cement viscosity through the addition of metal alkyls |
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-
1990
- 1990-02-08 GB GB909002804A patent/GB9002804D0/en active Pending
-
1991
- 1991-02-06 WO PCT/GB1991/000187 patent/WO1991012277A1/en active IP Right Grant
- 1991-02-06 DK DK91904601T patent/DK0513217T3/en active
- 1991-02-06 ES ES91904601T patent/ES2179035T3/en not_active Expired - Lifetime
- 1991-02-06 DE DE69133119T patent/DE69133119T2/en not_active Expired - Fee Related
- 1991-02-06 GB GB9102587A patent/GB2241239A/en not_active Withdrawn
- 1991-02-06 CA CA002074722A patent/CA2074722C/en not_active Expired - Lifetime
- 1991-02-06 EP EP91904601A patent/EP0513217B1/en not_active Expired - Lifetime
- 1991-02-06 JP JP3504781A patent/JP3031566B2/en not_active Expired - Fee Related
- 1991-02-06 AT AT91904601T patent/ATE224919T1/en not_active IP Right Cessation
-
1992
- 1992-07-17 GB GB9215291A patent/GB2255567B/en not_active Expired - Fee Related
- 1992-08-17 US US07920368 patent/US5331058B1/en not_active Expired - Lifetime
-
1993
- 1993-10-29 US US08/142,966 patent/US5362699A/en not_active Expired - Lifetime
- 1993-11-03 GB GB9322691A patent/GB2272221B/en not_active Revoked
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Cited By (15)
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US5567774A (en) * | 1994-02-18 | 1996-10-22 | Fmc Corporation | Anionic polymerization process using functionalized initiators |
US5621149A (en) * | 1994-02-18 | 1997-04-15 | Fmc Corporation | Process for preparing functionalized initiators for anionic polymerization |
US5600021A (en) * | 1994-02-18 | 1997-02-04 | Fmc Corporation | Functionalized initiators for anionic polymerization |
US5565526A (en) * | 1994-05-13 | 1996-10-15 | Fmc Corporation | Functionalized initiators for anionic polymerization |
US5827929A (en) * | 1994-10-31 | 1998-10-27 | Fmc Corporation | Functionalized initiators for anionic polymerization |
US5550203A (en) * | 1994-12-13 | 1996-08-27 | Fmc Corporation | Functionalized amine initiators for anionic polymerization |
US5605872A (en) * | 1994-12-13 | 1997-02-25 | Fmc Corporation | Functionalized amine initiators for anionic polymerization |
US5527753A (en) * | 1994-12-13 | 1996-06-18 | Fmc Corporation | Functionalized amine initiators for anionic polymerization |
US5523364A (en) * | 1994-12-13 | 1996-06-04 | Fmc Corporation | Functionalized amine initiators for anionic polymerization |
US5792815A (en) * | 1995-05-08 | 1998-08-11 | Fmc Corporation | Functionalized polymer produced with functionalized initiators by anionic polymerization |
US6121474A (en) * | 1999-02-24 | 2000-09-19 | Fmc Corporation | Amine anionic polymerization initiators and functionalized polymers derived therefrom |
US6610859B1 (en) | 1999-02-24 | 2003-08-26 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
US6875876B2 (en) | 1999-02-24 | 2005-04-05 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
US6891019B2 (en) | 1999-02-24 | 2005-05-10 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
US6943250B2 (en) | 2001-03-06 | 2005-09-13 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
Also Published As
Publication number | Publication date |
---|---|
GB9002804D0 (en) | 1990-04-04 |
GB2272221A (en) | 1994-05-11 |
GB2255567B (en) | 1994-08-03 |
DE69133119D1 (en) | 2002-10-31 |
JP3031566B2 (en) | 2000-04-10 |
DK0513217T3 (en) | 2003-01-06 |
GB9102587D0 (en) | 1991-03-27 |
JPH05504164A (en) | 1993-07-01 |
GB2241239A (en) | 1991-08-28 |
CA2074722A1 (en) | 1991-08-09 |
EP0513217B1 (en) | 2002-09-25 |
US5362699A (en) | 1994-11-08 |
CA2074722C (en) | 2001-04-17 |
GB2272221B (en) | 1994-08-10 |
US5331058B1 (en) | 1999-12-14 |
GB9322691D0 (en) | 1993-12-22 |
US5331058A (en) | 1994-07-19 |
GB9215291D0 (en) | 1992-09-16 |
ES2179035T3 (en) | 2003-01-16 |
ATE224919T1 (en) | 2002-10-15 |
WO1991012277A1 (en) | 1991-08-22 |
EP0513217A1 (en) | 1992-11-19 |
DE69133119T2 (en) | 2003-07-31 |
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