CA2134026A1 - Tapered Block Copolymers of Monovinylarenes and Conjugated Dienes - Google Patents
Tapered Block Copolymers of Monovinylarenes and Conjugated DienesInfo
- Publication number
- CA2134026A1 CA2134026A1 CA2134026A CA2134026A CA2134026A1 CA 2134026 A1 CA2134026 A1 CA 2134026A1 CA 2134026 A CA2134026 A CA 2134026A CA 2134026 A CA2134026 A CA 2134026A CA 2134026 A1 CA2134026 A1 CA 2134026A1
- Authority
- CA
- Canada
- Prior art keywords
- monovinylaromatic
- tapered block
- monomers
- copolymers
- initiator
- 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
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
- C08F297/04—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and 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
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
- C08F297/04—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes
- C08F297/044—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes using a coupling agent
-
- 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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/021—Block or graft polymers containing only sequences of polymers of C08C or C08F
-
- 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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/021—Block or graft polymers containing only sequences of polymers of C08C or C08F
- C08G81/022—Block or graft polymers containing only sequences of polymers of C08C or C08F containing sequences of polymers of conjugated dienes and of polymers of alkenyl aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/06—Polystyrene
Abstract
A method for preparing tapered block copolymers which are particularly useful for blend components in blends with polymers of styrene. In the first embodiment of this invention the copolymers are prepared in a polymerization process by sequentially charging: (1) an initiator and monovinylaromatic monomers in the presence of a randomizer; (2) an initiator and monovinylaromatic monomers; (3) a mixture of monovinylaromatic and conjugated diene monomers; and (4) a coupling agent; to produce a polymodal tapered block copolymer. In a second embodiment of the invention tapered block copolymers are prepared in a polymerization process by sequentially charging: (1) an initiator and monovinylaromatic monomers in the presence of a randomizer; (2) an initiator and monovinylaromatic monomers; (3) a mixture of monovinylaromatic and conjugated diene monomers; (4) a mixture of monovinylaromatic and conjugated diene monomers; and (5) a coupling agent; to produce a polymodal tapered block copolymer. The invention copolymers and blends of the invention copolymers with polymers of styrene are particularly useful for applications such as packaging and food or drink containers which require transparency, low blueness, colorlessness, good impact strength and ductility.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US15340893A | 1993-11-15 | 1993-11-15 | |
US08/153,408 | 1993-11-15 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2134026A1 true CA2134026A1 (en) | 1995-05-16 |
CA2134026C CA2134026C (en) | 1998-06-09 |
Family
ID=22547105
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002134026A Expired - Fee Related CA2134026C (en) | 1993-11-15 | 1994-10-21 | Tapered block copolymers of monovinylarenes and conjugated dienes |
Country Status (9)
Country | Link |
---|---|
US (3) | US5545690A (en) |
EP (2) | EP0654488B2 (en) |
JP (1) | JP3529868B2 (en) |
KR (1) | KR100364160B1 (en) |
AT (2) | ATE175686T1 (en) |
CA (1) | CA2134026C (en) |
DE (2) | DE69415935T3 (en) |
ES (2) | ES2264178T3 (en) |
SG (2) | SG96577A1 (en) |
Families Citing this family (79)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1037848C (en) * | 1995-08-04 | 1998-03-25 | 北京燕山石油化工公司研究院 | Production of butadiene-styrene block copolymer |
CN1036346C (en) * | 1995-08-04 | 1997-11-05 | 中国石油化工总公司 | Thermoplastic elastomer of butadiene-styrene block copolymer and its production |
US6835778B2 (en) * | 1995-08-29 | 2004-12-28 | Chevron Phillips Chemical Company Lp | Conjugated diene/monovinylarene block copolymers blends |
DE19615533A1 (en) * | 1996-04-19 | 1997-10-23 | Basf Ag | Thermoplastic molding compound |
DE19621688A1 (en) * | 1996-05-30 | 1997-12-04 | Basf Ag | Transparent, non-blocking film |
US6127487A (en) * | 1998-10-14 | 2000-10-03 | Phillips Petroleum Company | Process to produce coupled block copolymers and said copolymers |
DE19914075A1 (en) | 1999-03-27 | 2000-09-28 | Basf Ag | Transparent high-impact styrene-butadiene block copolymers comprises at least two hard blocks and a soft block with a low 1,2-vinyl content for improved thermal stability |
US6593430B1 (en) | 1999-03-27 | 2003-07-15 | Basf Aktiengesellschaft | Transparent, impact-resistant polystyrene on a styrene-butadiene block copolymer basis |
EP1059307A1 (en) * | 1999-06-10 | 2000-12-13 | Fina Research S.A. | Production of haze-free block copolymers |
KR100332458B1 (en) * | 1999-06-29 | 2002-04-13 | 박찬구 | A block copolymers resin and its preparation method |
US6599798B2 (en) * | 2001-07-24 | 2003-07-29 | Infineon Technologies Ag | Method of preparing buried LOCOS collar in trench DRAMS |
US6734247B2 (en) * | 2001-12-13 | 2004-05-11 | Nova Chemicals Inc. | Transparent high impact alloy |
US20030181584A1 (en) | 2002-02-07 | 2003-09-25 | Kraton Polymers U.S. Llc | Elastomeric articles prepared from controlled distribution block copolymers |
US6987142B2 (en) | 2002-02-07 | 2006-01-17 | Kraton Polymers U.S. Llc | Adhesives and sealants from controlled distribution block copolymers |
US20040138371A1 (en) * | 2002-02-07 | 2004-07-15 | St. Clair David John | Gels from controlled distribution block copolymers |
KR100452813B1 (en) * | 2002-05-15 | 2004-10-14 | 금호석유화학 주식회사 | Bimodal linear block copolymers, its manufacturing method and usage |
KR100452812B1 (en) * | 2002-05-15 | 2004-10-14 | 금호석유화학 주식회사 | Bimodal linear block copolymers, its manufacturing method and usage |
EP1408061A1 (en) * | 2002-10-11 | 2004-04-14 | ATOFINA Research | Process for the production of a transparent copolymer |
US20040115381A1 (en) * | 2002-12-12 | 2004-06-17 | Chevron Phillips Chemical Company, Lp | Method for manufacturing articles with materials containing tapered polymers |
CN100393763C (en) * | 2003-03-19 | 2008-06-11 | 电气化学工业株式会社 | Linear block copolymer composition |
EP1625178B1 (en) * | 2003-05-14 | 2007-07-04 | Dow Global Technologies Inc. | Block copolymer composition and transparent elastomeric articles produced therefrom |
CN100393800C (en) * | 2003-07-28 | 2008-06-11 | 电气化学工业株式会社 | Block copolymer composition |
US7166679B2 (en) * | 2003-09-24 | 2007-01-23 | Kraton Polymers Llc | Conjugated diene polymers and copolymer blocks having high vinyl content prepared using mixed microstructure control agents and process for preparing same |
US20050090587A1 (en) * | 2003-10-28 | 2005-04-28 | Dunn John E. | Ultraviolet light stability of monovinylarene-conjugated diene copolymer compositions |
US7037980B2 (en) * | 2003-11-10 | 2006-05-02 | Chevron Phillips Chemical Company, Lp | Monovinylarene/conjugated diene copolymers having lower glass transition temperatures |
DE10352695B4 (en) * | 2003-11-12 | 2019-07-18 | Jungheinrich Aktiengesellschaft | Drawbar for power-driven industrial truck |
US7211611B2 (en) * | 2003-12-11 | 2007-05-01 | Nike, Inc. | Rubber compositions with non-petroleum oils |
US20050166551A1 (en) * | 2004-02-02 | 2005-08-04 | Keane J. A. | Multilayer high clarity shrink film comprising monovinylarene-conjugated diene copolymer |
US7193014B2 (en) * | 2004-02-20 | 2007-03-20 | Chevron Phillips Chemical Company, Lp | Binary and ternary blends comprising monovinylarene/conjugated diene block copolymers and monovinylarene/alkyl (meth)acrylate copolymers |
US7348076B2 (en) | 2004-04-08 | 2008-03-25 | Saint-Gobain Ceramics & Plastics, Inc. | Single crystals and methods for fabricating same |
US7717893B2 (en) | 2004-06-04 | 2010-05-18 | The Procter & Gamble Company | Absorbent articles comprising a slow recovery elastomer |
US7905872B2 (en) | 2004-06-04 | 2011-03-15 | The Procter & Gamble Company | Absorbent articles comprising a slow recovery stretch laminate |
WO2006036301A1 (en) * | 2004-09-27 | 2006-04-06 | Dow Global Technologies, Inc. | Asymmetric linear tapered monoalkenyl arene-conjugated diene block copolymers |
US20060100371A1 (en) * | 2004-11-08 | 2006-05-11 | Foss David R | Polymer blends of a monovinylarene conjugated diene block copolymer and a monvinylarene acrylate copolymer |
US7776965B2 (en) * | 2004-11-09 | 2010-08-17 | Chevron Phillips Chemical Company, Lp | Monovinylarene conjugated diene copolymer compositions for acrylate blends |
US8419701B2 (en) | 2005-01-10 | 2013-04-16 | The Procter & Gamble Company | Absorbent articles with stretch zones comprising slow recovery elastic materials |
CA2620260A1 (en) | 2005-01-26 | 2006-08-03 | The Procter & Gamble Company | Disposable pull-on diaper having a low force, slow recovery elastic waist |
US20060235118A1 (en) * | 2005-04-18 | 2006-10-19 | Selby Larry M | Antiblock additives for monovinylarene-conjugated diene block copolymers |
US20070026251A1 (en) * | 2005-07-26 | 2007-02-01 | Kraton Polymers U.S. Llc | Flexible packaging laminate films including a block copolymer layer |
US20070066753A1 (en) * | 2005-09-16 | 2007-03-22 | Ehrlich Martin L | Highly processible compounds of high MW conventional block copolymers and controlled distribution block copolymers |
US20070078206A1 (en) * | 2005-10-04 | 2007-04-05 | Clair David J S | Sound damping composition |
US20070078205A1 (en) * | 2005-10-04 | 2007-04-05 | St Clair David J | Hot melt adhesive composition having improved stability |
US20070078194A1 (en) * | 2005-10-04 | 2007-04-05 | St Clair David J | Flexographic printing plate and flexographic printing plate precursor composition for preparing same |
US7737216B2 (en) * | 2006-01-26 | 2010-06-15 | Chevron Phillips Chemical Company Lp | Monovinylarene conjugated diene block copolymer compositions for shrinkable films |
US7858693B2 (en) | 2006-03-24 | 2010-12-28 | Kratonpolymers U.S. Llc | Unhydrogenated block copolymer compositions |
US7585916B2 (en) | 2006-03-24 | 2009-09-08 | Kraton Polymers Us Llc | Block copolymer compositions |
US7582702B2 (en) | 2006-03-24 | 2009-09-01 | Kraton Polymers U.S. Llc | Block copolymer compositons |
US7592390B2 (en) * | 2006-03-24 | 2009-09-22 | Kraton Polymers U.S. Llc | Hydrogenated block copolymer compositions |
WO2007127155A2 (en) * | 2006-04-24 | 2007-11-08 | Kraton Polymers U.S Llc | Polymeric compositions and films formed therefrom |
US20070269670A1 (en) * | 2006-05-17 | 2007-11-22 | Ronald Wilmer | Multilayered structures and their use as optical storage media |
US8415429B2 (en) | 2006-12-11 | 2013-04-09 | Chervron Phillips Chemical Company LP | Styrene butadiene block copolymers for film applications |
SI2144959T1 (en) | 2007-04-11 | 2011-05-31 | Basf Se | Elastic particle foam based on polyolefin/styrene polymer mixtures |
ES2361797T3 (en) | 2007-07-10 | 2011-06-22 | Basf Se | PIRORRETARDANTES THERMOPLASTIC MOLDING COMPOSITIONS. |
WO2009037115A1 (en) | 2007-09-14 | 2009-03-26 | Basf Se | Transparent, tough and rigid molding compositions based on styrene-butadiene block copolymer mixtures |
US8323257B2 (en) | 2007-11-21 | 2012-12-04 | The Procter & Gamble Company | Absorbent articles comprising a slow recovery stretch laminate and method for making the same |
KR100923535B1 (en) * | 2007-11-21 | 2009-10-27 | 금호석유화학 주식회사 | Composition of asphalt containing tapered block copolymer |
EP2382092B1 (en) | 2008-12-23 | 2019-04-17 | INEOS Styrolution Europe GmbH | Phase-separating block copolymers comprising incompatible hard blocks and moulding compositions having a high stiffness |
KR20110110281A (en) | 2008-12-30 | 2011-10-06 | 바스프 에스이 | Elastic particle foam based on polyolefin/styrene polymer mixtures |
KR101353631B1 (en) | 2009-03-05 | 2014-02-18 | 바스프 에스이 | Elastic particle foam material based on polyolefin/styrene polymer mixtures |
CN101831133B (en) * | 2009-03-13 | 2012-05-30 | 中国石油天然气股份有限公司 | Transparent block copolymer composition and preparation method thereof |
US20100272975A1 (en) * | 2009-04-23 | 2010-10-28 | Chevron Phillips Chemical Company Lp | System and method for the production and use of lamination films |
JP5739814B2 (en) * | 2009-09-29 | 2015-06-24 | 電気化学工業株式会社 | Heat shrinkable laminated film |
US8835560B2 (en) | 2010-10-27 | 2014-09-16 | Styrolution GmbH | Elastomeric block copolymers having star-shaped molecular architecture, where the star-shaped molecular architecture has at least two different arms in the star |
KR101934127B1 (en) * | 2010-10-27 | 2018-12-31 | 이네오스 스티롤루션 유럽 게엠베하 | Elastomeric block copolymers with a star-shaped molecular architecture, said star-shaped molecular architecture having at least two different star arms |
US9017305B2 (en) | 2010-11-12 | 2015-04-28 | The Procter Gamble Company | Elastomeric compositions that resist force loss and disintegration |
WO2012089574A1 (en) | 2010-12-28 | 2012-07-05 | Basf Se | Foam board based on styrene polymer-polyolefin mixtures |
CN108587535B (en) * | 2011-01-30 | 2020-05-05 | 戴纳索尔伊莱斯托米罗斯公司 | Tapered triblock copolymers |
MX362954B (en) | 2012-05-08 | 2019-02-27 | Denka Company Ltd | Block copolymer composition, and sheet. |
EP3092269A4 (en) * | 2014-01-10 | 2017-09-27 | CommScope Connectivity Belgium BVBA | Thermoplastic gel compositions and their methods of making |
US9441090B1 (en) | 2015-03-12 | 2016-09-13 | Chevron Phillips Chemical Company Lp | Methods for controlling hardness of styrene-butadiene block copolymers |
US9540475B2 (en) | 2015-03-12 | 2017-01-10 | Chevron Phillips Chemical Company Lp | Styrene-butadiene block copolymers for tubing applications |
US9598524B1 (en) | 2015-09-18 | 2017-03-21 | Chevron Phillips Chemical Company Lp | Styrene-butadiene block copolymers with a terminal butadiene block for tubing applications |
US9738781B2 (en) | 2015-09-03 | 2017-08-22 | Ineos Styrolution Group Gmbh | Blends of styrene-butadiene block copolymer with styrenic thermoplastic elastomers for tubing applications |
PL3408325T3 (en) | 2016-01-26 | 2023-07-24 | Dynasol Elastómeros, S.A.De C.V. | Counter tapered thermoplastic elastomers |
US10023676B2 (en) | 2016-02-24 | 2018-07-17 | Ineos Styrolution Group Gmbh | Styrene-butadiene block copolymers with an internal butadiene block for tubing applications |
US9828455B2 (en) | 2016-02-24 | 2017-11-28 | Ineos Styrolution Group Gmbh | Styrene-butadiene block copolymers with an internal butadiene block for tubing applications |
US10662284B2 (en) * | 2017-02-24 | 2020-05-26 | Zeus Industrial Products, Inc. | Polymer blends |
US20200199334A1 (en) * | 2018-12-20 | 2020-06-25 | Dynasol Elastómeros, S.A. De C.V. | Dual Composition Block Copolymers |
RU2767539C1 (en) * | 2020-10-25 | 2022-03-17 | Публичное акционерное общество «СИБУР Холдинг» | Block copolymer composition and method for its preparation |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4167545A (en) * | 1975-11-08 | 1979-09-11 | Basf Aktiengesellschaft | Branched block copolymers and their manufacture |
DE2550227C2 (en) * | 1975-11-08 | 1984-12-20 | Basf Ag, 6700 Ludwigshafen | Branched block copolymers and process for their preparation |
US4248982A (en) * | 1979-04-30 | 1981-02-03 | Arco Polymers, Inc. | Clear impact resistant thermoplastic star-block copolymers |
US4248981A (en) * | 1979-04-30 | 1981-02-03 | Arco Polymers, Inc. | Clear impact resistant thermoplastic star-block copolymers |
DE2940861A1 (en) * | 1979-10-09 | 1981-04-23 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING MIXTURES OF LINEAR THREE-BLOCK COPOLYMERS AND MOLDED PARTS THEREOF |
US4704434A (en) * | 1986-03-24 | 1987-11-03 | Phillips Petroleum Company | Craze-resistant polymodal linear block copolymers with terminal tapered blocks |
IT1196517B (en) * | 1986-07-17 | 1988-11-16 | Montedipe Spa | RADIAL AND BIMODAL BLOCK COPOLYMERS HAVING EXCELLENT OPTICAL PROPERTIES AND IMPACT RESISTANCE AND PROCESS FOR THEIR PREPARATION |
US5319033A (en) * | 1990-01-02 | 1994-06-07 | Phillips Petroleum Company | Tapered block monovinyl aromatic/conjugated diene copolymer |
CA2028410C (en) * | 1990-01-02 | 1996-09-17 | William J. Trepka | Tapered block styrene/butadiene copolymers |
US5227419A (en) * | 1990-12-20 | 1993-07-13 | Phillips Petroleum Company | Tapered block styrene/butadiene copolymers |
US5256736A (en) * | 1991-05-08 | 1993-10-26 | Phillips Petroleum Company | Tapered block copolymers of conjugated dienes and monovinylarenes |
US5290875A (en) * | 1992-11-30 | 1994-03-01 | Phillips Petroleum Company | Conjugated diene/monovinylarene block copolymers with multiple tapered blocks |
US5436298A (en) * | 1993-09-30 | 1995-07-25 | Phillips Petroleum Company | Block copolymers of monovinylarenes and conjugated dienes and preparation thereof |
US5399628A (en) * | 1993-12-02 | 1995-03-21 | Phillips Petroleum Company | Block copolymers of monovinylarenes and conjugated dienes containing two interior tapered blocks |
US5438103A (en) * | 1994-03-23 | 1995-08-01 | Phillips Petroleum Company | Block copolymers of monovinylaromatic and conjugated diene monomers |
-
1994
- 1994-10-21 CA CA002134026A patent/CA2134026C/en not_active Expired - Fee Related
- 1994-11-14 SG SG200006018A patent/SG96577A1/en unknown
- 1994-11-14 ES ES98111995T patent/ES2264178T3/en not_active Expired - Lifetime
- 1994-11-14 SG SG1996005986A patent/SG73397A1/en unknown
- 1994-11-14 DE DE69415935T patent/DE69415935T3/en not_active Expired - Lifetime
- 1994-11-14 KR KR1019940029809A patent/KR100364160B1/en not_active IP Right Cessation
- 1994-11-14 AT AT94117957T patent/ATE175686T1/en not_active IP Right Cessation
- 1994-11-14 ES ES94117957T patent/ES2126045T5/en not_active Expired - Lifetime
- 1994-11-14 EP EP94117957A patent/EP0654488B2/en not_active Expired - Lifetime
- 1994-11-14 EP EP98111995A patent/EP0877038B1/en not_active Expired - Lifetime
- 1994-11-14 AT AT98111995T patent/ATE328921T1/en not_active IP Right Cessation
- 1994-11-14 DE DE69434761T patent/DE69434761T2/en not_active Expired - Lifetime
- 1994-11-14 JP JP31546094A patent/JP3529868B2/en not_active Expired - Lifetime
-
1995
- 1995-06-07 US US08/478,306 patent/US5545690A/en not_active Expired - Lifetime
-
1997
- 1997-11-04 US US08/963,964 patent/US5910546A/en not_active Expired - Lifetime
- 1997-11-12 US US08/968,001 patent/US6265485B1/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
CA2134026C (en) | 1998-06-09 |
SG73397A1 (en) | 2000-06-20 |
ATE175686T1 (en) | 1999-01-15 |
DE69415935T3 (en) | 2003-12-24 |
ATE328921T1 (en) | 2006-06-15 |
ES2126045T5 (en) | 2003-07-16 |
EP0654488A1 (en) | 1995-05-24 |
KR950014161A (en) | 1995-06-15 |
US5545690A (en) | 1996-08-13 |
DE69415935T2 (en) | 1999-06-02 |
DE69434761D1 (en) | 2006-07-20 |
JPH07252335A (en) | 1995-10-03 |
EP0877038A3 (en) | 1999-05-26 |
JP3529868B2 (en) | 2004-05-24 |
EP0654488B2 (en) | 2003-03-19 |
DE69434761T2 (en) | 2007-05-10 |
ES2264178T3 (en) | 2006-12-16 |
EP0877038A2 (en) | 1998-11-11 |
EP0654488B1 (en) | 1999-01-13 |
US6265485B1 (en) | 2001-07-24 |
EP0877038B1 (en) | 2006-06-07 |
KR100364160B1 (en) | 2003-02-07 |
SG96577A1 (en) | 2003-06-16 |
ES2126045T3 (en) | 1999-03-16 |
DE69415935D1 (en) | 1999-02-25 |
US5910546A (en) | 1999-06-08 |
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