CS209535B2 - Method of polymerization and copolymerization of diolefins - Google Patents
Method of polymerization and copolymerization of diolefins Download PDFInfo
- Publication number
- CS209535B2 CS209535B2 CS785060A CS506078A CS209535B2 CS 209535 B2 CS209535 B2 CS 209535B2 CS 785060 A CS785060 A CS 785060A CS 506078 A CS506078 A CS 506078A CS 209535 B2 CS209535 B2 CS 209535B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- halogen
- lanthanide
- carried out
- polymerization
- component
- Prior art date
Links
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 24
- 238000007334 copolymerization reaction Methods 0.000 title claims abstract description 7
- 150000001993 dienes Chemical class 0.000 title claims description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 26
- 150000002602 lanthanoids Chemical class 0.000 claims abstract description 24
- 229910052747 lanthanoid Inorganic materials 0.000 claims abstract description 23
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 18
- 239000002841 Lewis acid Substances 0.000 claims abstract description 10
- 150000007517 lewis acids Chemical class 0.000 claims abstract description 10
- 229910052751 metal Inorganic materials 0.000 claims abstract description 10
- 239000002184 metal Substances 0.000 claims abstract description 10
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 9
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 5
- 230000003197 catalytic effect Effects 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 3
- -1 aluminum compound Chemical class 0.000 claims description 22
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 150000002367 halogens Chemical group 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 239000003446 ligand Substances 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 150000002736 metal compounds Chemical class 0.000 claims description 3
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 125000005309 thioalkoxy group Chemical group 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 4
- 238000002360 preparation method Methods 0.000 abstract description 3
- 150000002894 organic compounds Chemical class 0.000 abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 41
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 37
- 229920000642 polymer Polymers 0.000 description 29
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 21
- 229920001971 elastomer Polymers 0.000 description 12
- 229910052779 Neodymium Inorganic materials 0.000 description 11
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 11
- 239000000806 elastomer Substances 0.000 description 10
- 238000004458 analytical method Methods 0.000 description 9
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 101100334117 Caenorhabditis elegans fah-1 gene Proteins 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 239000003708 ampul Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 2
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 229920001084 poly(chloroprene) Polymers 0.000 description 2
- 229910052761 rare earth metal Inorganic materials 0.000 description 2
- 150000002910 rare earth metals Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- KTOQRRDVVIDEAA-UHFFFAOYSA-N 2-methylpropane Chemical compound [CH2]C(C)C KTOQRRDVVIDEAA-UHFFFAOYSA-N 0.000 description 1
- LQIIEHBULBHJKX-UHFFFAOYSA-N 2-methylpropylalumane Chemical compound CC(C)C[AlH2] LQIIEHBULBHJKX-UHFFFAOYSA-N 0.000 description 1
- 241001441571 Hiodontidae Species 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910052777 Praseodymium Inorganic materials 0.000 description 1
- 229910052772 Samarium Inorganic materials 0.000 description 1
- 229910008046 SnC14 Inorganic materials 0.000 description 1
- KNXGUSVYMKEOHC-UHFFFAOYSA-N [Dy].[Gd] Chemical compound [Dy].[Gd] KNXGUSVYMKEOHC-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007707 calorimetry Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000007863 gel particle Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002601 lanthanoid compounds Chemical class 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- PUDIUYLPXJFUGB-UHFFFAOYSA-N praseodymium atom Chemical compound [Pr] PUDIUYLPXJFUGB-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2637777A IT1085663B (it) | 1977-08-01 | 1977-08-01 | Procedimento per la polimerizzazione e copolimerizzazione di diolefine e mezzi adatti allo scopo |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS209535B2 true CS209535B2 (en) | 1981-12-31 |
Family
ID=11219355
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS785060A CS209535B2 (en) | 1977-08-01 | 1978-08-01 | Method of polymerization and copolymerization of diolefins |
| CS781135A CS209536B2 (en) | 1977-08-01 | 1978-08-01 | Catalytic system for polymerization and copolymerization of diolefins |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS781135A CS209536B2 (en) | 1977-08-01 | 1978-08-01 | Catalytic system for polymerization and copolymerization of diolefins |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US4429089A (enExample) |
| JP (1) | JPS5440890A (enExample) |
| AR (1) | AR223650A1 (enExample) |
| AU (1) | AU519419B2 (enExample) |
| BE (1) | BE869438A (enExample) |
| BR (1) | BR7804950A (enExample) |
| CA (1) | CA1113915A (enExample) |
| CS (2) | CS209535B2 (enExample) |
| DD (1) | DD137592A5 (enExample) |
| DE (1) | DE2833721C2 (enExample) |
| EG (1) | EG13467A (enExample) |
| ES (1) | ES472634A1 (enExample) |
| FR (1) | FR2399447A1 (enExample) |
| GB (1) | GB2002003B (enExample) |
| IE (1) | IE47219B1 (enExample) |
| IN (1) | IN150161B (enExample) |
| IT (1) | IT1085663B (enExample) |
| MX (1) | MX151421A (enExample) |
| NL (1) | NL186449C (enExample) |
| PL (1) | PL208756A1 (enExample) |
| PT (1) | PT68360A (enExample) |
| TR (1) | TR20144A (enExample) |
| YU (1) | YU39510B (enExample) |
| ZA (1) | ZA784294B (enExample) |
Families Citing this family (51)
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|---|---|---|---|---|
| CA1223396A (en) * | 1981-06-29 | 1987-06-23 | Tooru Shibata | Process for producing conjugated diene polymer |
| IT1140452B (it) * | 1981-09-25 | 1986-09-24 | Anic Spa | Procedimento per la polimerizzazione di diolefine coniugate e mezzi adatti allo scopo |
| CA1212932A (en) * | 1982-04-01 | 1986-10-21 | Derek K. Jenkins | Polymerisation of conjugated dienes |
| JPS5945337A (ja) * | 1982-09-07 | 1984-03-14 | Japan Synthetic Rubber Co Ltd | 生強度の改良されたポリブタジエンゴム組成物 |
| JPS6084338A (ja) * | 1983-10-14 | 1985-05-13 | Japan Synthetic Rubber Co Ltd | 新規なジエン系ポリマ−組成物 |
| JPS60108410A (ja) * | 1983-11-18 | 1985-06-13 | Japan Synthetic Rubber Co Ltd | 熱可塑性樹脂の製造方法 |
| US4699962A (en) * | 1984-01-30 | 1987-10-13 | Phillips Petroleum Company | Olefin polymerization |
| US4791086A (en) * | 1984-01-30 | 1988-12-13 | Phillips Petroleum Company | Olefin polymerization |
| US4575538A (en) * | 1984-12-20 | 1986-03-11 | Phillips Petroleum Company | Olefin polymerization |
| JPS61128971U (enExample) * | 1985-01-31 | 1986-08-13 | ||
| IT1186747B (it) * | 1985-07-01 | 1987-12-16 | Enichem Elastomers | Procedimento migliorato per la polimerizzazione o copolimerizzazione del butadiene |
| KR910008275B1 (ko) * | 1987-08-19 | 1991-10-12 | 아사히가세이고오교 가부시끼가이샤 | 공역 디엔 화화물 예비중합체 용액 제조를 위한 예비중합방법 |
| US5238891A (en) * | 1989-06-15 | 1993-08-24 | Phillips Petroleum Company | Olefin polymerization catalyst and process |
| US5403904A (en) * | 1993-05-27 | 1995-04-04 | Amoco Corporation | Process for preparation of telechelic difunctional unsaturated oligomers or polymers by acyclic olefin metathesis |
| US5512635A (en) * | 1993-05-27 | 1996-04-30 | Amoco Corporation | Process for preparing linear monofunctional and telechelic difunctional polymers and compositions obtained thereby |
| US5519101A (en) * | 1993-05-27 | 1996-05-21 | Amoco Corporation | Process for preparation of unsaturated oligomers or polymers by acyclic olefin metathesis |
| US5405815A (en) * | 1993-06-17 | 1995-04-11 | The Goodyear Tire & Rubber Company | Process for preparing a catalyst system useful in the synthesis of isoprene-butadiene rubber |
| DE4334045A1 (de) * | 1993-10-06 | 1995-04-13 | Bayer Ag | Katalysator, dessen Herstellung und Verwendung zur Gasphasenpolymerisation von konjugierten Dienen |
| US5914377A (en) * | 1995-04-04 | 1999-06-22 | Bayer Ag | Method for the production of diene rubbers in the gas phase |
| RU2109753C1 (ru) * | 1996-02-14 | 1998-04-27 | Акционерное общество открытого типа "Ефремовский завод синтетического каучука" | Способ получения диенового каучука |
| US6018007A (en) * | 1997-09-22 | 2000-01-25 | Bridgestone Corporation | Synthesis of 1,4-trans-polybutadiene using a lanthanide organic acid salt catalyst |
| DE19746266A1 (de) | 1997-10-20 | 1999-04-22 | Bayer Ag | Katalysator auf Basis von Verbindungen der seltenen Erdmetalle für die Polymerisation von ungesättigten organischen Verbindungen |
| US6197713B1 (en) * | 1997-12-19 | 2001-03-06 | Bridgestone Corporation | Use of Lewis acids for the breakdown of gelatinous rare earth compounds in hydrocarbon solutions |
| US6441107B1 (en) * | 1998-12-18 | 2002-08-27 | Union Carbide Chemicals & Plastics Technology Corporation | Molecular weight control of gas phase polymerized polybutadiene when using a rare earth catalyst |
| US6767927B1 (en) * | 1999-04-26 | 2004-07-27 | Rhodia Rare Earths Inc. | Synthesis of stable solutions of rare earth tris (organophosphate) in hydrocarbon solvents |
| DE19919870A1 (de) * | 1999-04-30 | 2000-11-02 | Bayer Ag | Verfahren zur Suspensions-Polymerisation von konjugierten Dienen |
| DE10115106A1 (de) | 2001-03-27 | 2002-10-10 | Bayer Ag | Blockcopolymerisat auf Basis von konjugierten Diolefinen und polaren Monomeren |
| US9226876B2 (en) * | 2001-10-19 | 2016-01-05 | The Goodyear Tire & Rubber Company | Rubber for baby bottle nipples, pacifiers, and syringe plungers |
| US6699813B2 (en) | 2001-11-07 | 2004-03-02 | Bridgestone Corporation | Lanthanide-based catalyst composition for the manufacture of polydienes |
| US6780948B2 (en) | 2002-03-28 | 2004-08-24 | The Goodyear Tire & Rubber Company | Synthesis of polyisoprene with neodymium catalyst |
| US7586548B2 (en) * | 2002-12-02 | 2009-09-08 | Sony Corporation | Stand-by power supply shutdown at power on |
| KR100553249B1 (ko) | 2003-05-15 | 2006-02-20 | 금호석유화학 주식회사 | 고 1,4-시스 폴리부타디엔-폴리우레탄 공중합체 및 그 제조방법 |
| JP4467258B2 (ja) * | 2003-06-25 | 2010-05-26 | 株式会社ブリヂストン | ブタジエン系重合体及びその製造方法、並びにそれを用いたゴム組成物及びタイヤ |
| JP4651921B2 (ja) * | 2003-07-17 | 2011-03-16 | 株式会社ブリヂストン | 空気入りタイヤ |
| US7008899B2 (en) * | 2003-08-11 | 2006-03-07 | Bridgestone Corporation | Lanthanide-based catalyst composition for producing cis-1,4-polydienes |
| US7094849B2 (en) * | 2003-12-15 | 2006-08-22 | Bridgestone Corporation | Bulk polymerization process for producing polydienes |
| US7091150B2 (en) * | 2003-12-19 | 2006-08-15 | The Goodyear Tire & Rubber Company | Synthetic polyisoprene rubber |
| WO2007021215A1 (fr) | 2005-08-12 | 2007-02-22 | Otkrytoe Aktsionernoe Obschestvo 'efremovsky Zavod Sinteticheskogo Kauchuka' | Procede de production de caoutchouc cis-1,4-dienique, catalyseur, caoutchouc |
| CN101365729B (zh) | 2005-12-05 | 2010-08-11 | Jsr株式会社 | 制备共轭二烯聚合物的方法、共轭二烯聚合物和橡胶组合物 |
| US20100317794A1 (en) * | 2006-12-27 | 2010-12-16 | Jsr Corporation | Method for producing modified conjugated diene polymer, modified conjugated diene polymer, and rubber composition |
| BRPI0813678B1 (pt) * | 2007-06-18 | 2019-02-19 | Bridgestone Corporation | Polímeros funcionalizados com halossilanos contendo um grupo amino |
| KR100970767B1 (ko) | 2007-12-12 | 2010-07-16 | 금호석유화학 주식회사 | 방향족 유기황화합물로 기능화된 1,4-시스 폴리부타디엔 |
| US7825201B2 (en) * | 2007-12-31 | 2010-11-02 | Bridgestone Corporation | Process for producing polydienes |
| US7741418B2 (en) * | 2007-12-31 | 2010-06-22 | Bridgestone Corporation | Process for producing polydienes |
| US8623975B2 (en) | 2009-06-24 | 2014-01-07 | Bridgestone Corporation | Process for producing polydienes |
| KR101194401B1 (ko) * | 2009-12-09 | 2012-10-25 | 금호석유화학 주식회사 | 골프공 코어의 제조용 방향족 유기황화합물로 기능화된 1,4-시스 폴리부타디엔 |
| RU2422468C1 (ru) * | 2009-12-30 | 2011-06-27 | Открытое акционерное общество "Нижнекамскнефтехим" | Способ получения полимеров и сополимеров сопряженных диенов (варианты) |
| JP6204646B2 (ja) * | 2012-09-19 | 2017-09-27 | 旭化成株式会社 | 変性共役ジエン系重合体の製造方法及び変性共役ジエン系重合体、並びに変性共役ジエン系重合体組成物 |
| EP2975067B1 (en) * | 2013-03-13 | 2017-10-04 | UBE Industries, Ltd. | Catalyst for use in polymerization of conjugated diene, conjugated diene polymer and modified conjugated diene polymer each produced using said catalyst, methods respectively for producing said polymers, rubber composition for tires, and rubber composition for rubber belts |
| US11767388B1 (en) | 2019-09-18 | 2023-09-26 | The Goodyear Tire & Rubber Company | Silicon-functionalized rubber |
| EP3838932B1 (en) | 2019-12-20 | 2022-08-10 | The Goodyear Tire & Rubber Company | Synthesis of isoprene-butadiene copolymer rubbers |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB865248A (en) | 1956-12-28 | 1961-04-12 | Hoechst Ag | Process for the polymerisation of olefines |
| US3394156A (en) | 1960-03-07 | 1968-07-23 | Monsanto Co | Titanium amide borohydrides and chlorides |
| US3297667A (en) | 1963-02-28 | 1967-01-10 | Union Carbide Corp | Production of cis-1, 4-polydienes by polymerization of 1, 3-dienes |
| DE1257431B (de) * | 1965-02-03 | 1967-12-28 | Snam Spa | Verfahren zur Polymerisation von Butadien |
| US3541063A (en) * | 1967-12-29 | 1970-11-17 | Goodyear Tire & Rubber | Process for the polymerization of diolefins with a catalyst comprising alkylaluminum compounds,group iii-b organo metal compounds and organoaluminum fluoride compounds |
| US3641188A (en) * | 1968-05-08 | 1972-02-08 | Atlantic Richfield Co | Process for polymerizing olefins |
| GB1294725A (en) * | 1969-03-27 | 1972-11-01 | Goodyear Tire & Rubber | Polymerization of diolefins |
| DE2051936C3 (de) | 1969-11-07 | 1980-01-24 | Snam Progetti S.P.A., Mailand (Italien) | Äthylen/ a -Olefin-Mischpolymerisate und Verfahren zu ihrer Herstellung |
| US3657205A (en) * | 1970-09-03 | 1972-04-18 | Goodyear Tire & Rubber | Preparation of high 1 4-polypentadienes |
| US3676411A (en) | 1970-12-17 | 1972-07-11 | Goodyear Tire & Rubber | Ternary catalyst systems for the polymerization of conjugated diolefins |
| IT971308B (it) | 1972-11-29 | 1974-04-30 | Snam Progetti | Processo per la polimerizzazion e di composti insaturi |
-
1977
- 1977-08-01 IT IT2637777A patent/IT1085663B/it active
-
1978
- 1978-07-25 CA CA308,070A patent/CA1113915A/en not_active Expired
- 1978-07-25 AU AU38319/78A patent/AU519419B2/en not_active Expired
- 1978-07-27 GB GB7831302A patent/GB2002003B/en not_active Expired
- 1978-07-27 IN IN819/CAL/78A patent/IN150161B/en unknown
- 1978-07-28 PT PT68360A patent/PT68360A/pt unknown
- 1978-07-28 ZA ZA00784294A patent/ZA784294B/xx unknown
- 1978-07-28 DD DD78207010A patent/DD137592A5/xx not_active IP Right Cessation
- 1978-07-28 FR FR7822391A patent/FR2399447A1/fr active Granted
- 1978-07-28 ES ES472634A patent/ES472634A1/es not_active Expired
- 1978-07-28 AR AR273128A patent/AR223650A1/es active
- 1978-07-30 EG EG474/78A patent/EG13467A/xx active
- 1978-07-31 MX MX174370A patent/MX151421A/es unknown
- 1978-07-31 PL PL20875678A patent/PL208756A1/xx unknown
- 1978-07-31 YU YU1853/78A patent/YU39510B/xx unknown
- 1978-07-31 IE IE1551/78A patent/IE47219B1/en not_active IP Right Cessation
- 1978-08-01 BE BE78189640A patent/BE869438A/xx not_active IP Right Cessation
- 1978-08-01 CS CS785060A patent/CS209535B2/cs unknown
- 1978-08-01 TR TR20144A patent/TR20144A/xx unknown
- 1978-08-01 JP JP9324178A patent/JPS5440890A/ja active Granted
- 1978-08-01 CS CS781135A patent/CS209536B2/cs unknown
- 1978-08-01 BR BR7804950A patent/BR7804950A/pt unknown
- 1978-08-01 DE DE2833721A patent/DE2833721C2/de not_active Expired
- 1978-08-01 NL NLAANVRAGE7808104,A patent/NL186449C/xx not_active IP Right Cessation
-
1981
- 1981-07-15 US US06/283,615 patent/US4429089A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| TR20144A (tr) | 1980-09-26 |
| JPS5440890A (en) | 1979-03-31 |
| US4429089A (en) | 1984-01-31 |
| GB2002003B (en) | 1982-02-24 |
| IE47219B1 (en) | 1984-01-25 |
| FR2399447B1 (enExample) | 1982-06-18 |
| ZA784294B (en) | 1979-07-25 |
| IE781551L (en) | 1979-02-01 |
| PL208756A1 (pl) | 1979-03-12 |
| NL186449C (nl) | 1990-12-03 |
| ES472634A1 (es) | 1979-02-16 |
| AR223650A1 (es) | 1981-09-15 |
| CA1113915A (en) | 1981-12-08 |
| DD137592A5 (de) | 1979-09-12 |
| DE2833721A1 (de) | 1979-02-08 |
| PT68360A (en) | 1978-08-01 |
| IN150161B (enExample) | 1982-08-07 |
| AU3831978A (en) | 1980-01-31 |
| YU39510B (en) | 1984-12-31 |
| NL7808104A (nl) | 1979-02-05 |
| AU519419B2 (en) | 1981-12-03 |
| DE2833721C2 (de) | 1985-02-21 |
| IT1085663B (it) | 1985-05-28 |
| JPS6213363B2 (enExample) | 1987-03-26 |
| FR2399447A1 (fr) | 1979-03-02 |
| YU185378A (en) | 1982-10-31 |
| BR7804950A (pt) | 1979-03-13 |
| EG13467A (en) | 1981-12-31 |
| NL186449B (nl) | 1990-07-02 |
| MX151421A (es) | 1984-11-15 |
| BE869438A (fr) | 1979-02-01 |
| GB2002003A (en) | 1979-02-14 |
| CS209536B2 (en) | 1981-12-31 |
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