JP5583341B2 - 枝分れブロックポリマーを含むゴム組成物 - Google Patents
枝分れブロックポリマーを含むゴム組成物 Download PDFInfo
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- JP5583341B2 JP5583341B2 JP2008524543A JP2008524543A JP5583341B2 JP 5583341 B2 JP5583341 B2 JP 5583341B2 JP 2008524543 A JP2008524543 A JP 2008524543A JP 2008524543 A JP2008524543 A JP 2008524543A JP 5583341 B2 JP5583341 B2 JP 5583341B2
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- diene polymer
- living
- polymer
- compound
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- 229920000642 polymer Polymers 0.000 title claims description 127
- 229920001971 elastomer Polymers 0.000 title claims description 91
- 239000000203 mixture Substances 0.000 title claims description 85
- 239000005060 rubber Substances 0.000 title claims description 27
- 150000001993 dienes Chemical class 0.000 claims description 69
- 239000000806 elastomer Substances 0.000 claims description 64
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 36
- 238000004519 manufacturing process Methods 0.000 claims description 33
- 238000000034 method Methods 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 25
- 239000007822 coupling agent Substances 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 14
- 125000000524 functional group Chemical group 0.000 claims description 14
- 239000003999 initiator Substances 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 12
- 230000008569 process Effects 0.000 claims description 12
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- 239000012763 reinforcing filler Substances 0.000 claims description 10
- 150000001412 amines Chemical class 0.000 claims description 9
- 230000002378 acidificating effect Effects 0.000 claims description 8
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 8
- 239000003513 alkali Substances 0.000 claims description 7
- 230000001588 bifunctional effect Effects 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- 238000010534 nucleophilic substitution reaction Methods 0.000 claims description 7
- 229910052710 silicon Inorganic materials 0.000 claims description 7
- 229910052718 tin Inorganic materials 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 239000002243 precursor Substances 0.000 claims description 6
- 125000000129 anionic group Chemical group 0.000 claims description 5
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- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000004122 cyclic group Chemical group 0.000 claims description 5
- 229910052732 germanium Inorganic materials 0.000 claims description 5
- 230000000269 nucleophilic effect Effects 0.000 claims description 5
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- 125000005843 halogen group Chemical group 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 125000000732 arylene group Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
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- -1 multiester Chemical group 0.000 description 16
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 15
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 14
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- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 11
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 9
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 8
- 229920003244 diene elastomer Polymers 0.000 description 8
- 239000012535 impurity Substances 0.000 description 8
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- 229910003475 inorganic filler Inorganic materials 0.000 description 8
- 239000000523 sample Substances 0.000 description 8
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 7
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 7
- 239000006229 carbon black Substances 0.000 description 7
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- 238000005859 coupling reaction Methods 0.000 description 7
- 229910052744 lithium Inorganic materials 0.000 description 7
- 239000000377 silicon dioxide Substances 0.000 description 7
- 150000001735 carboxylic acids Chemical class 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 230000002787 reinforcement Effects 0.000 description 6
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 5
- VUFKMYLDDDNUJS-UHFFFAOYSA-N 2-(ethoxymethyl)oxolane Chemical compound CCOCC1CCCO1 VUFKMYLDDDNUJS-UHFFFAOYSA-N 0.000 description 5
- 241001441571 Hiodontidae Species 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 150000001340 alkali metals Chemical class 0.000 description 5
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical class CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 238000003490 calendering Methods 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 239000012834 electrophilic reactant Substances 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
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- 239000011787 zinc oxide Substances 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
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- 125000002897 diene group Chemical group 0.000 description 3
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical group [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
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- APPOKADJQUIAHP-GGWOSOGESA-N (2e,4e)-hexa-2,4-diene Chemical compound C\C=C\C=C\C APPOKADJQUIAHP-GGWOSOGESA-N 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 2
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 2
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- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- 241000640882 Condea Species 0.000 description 1
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- GCTFWCDSFPMHHS-UHFFFAOYSA-M Tributyltin chloride Chemical compound CCCC[Sn](Cl)(CCCC)CCCC GCTFWCDSFPMHHS-UHFFFAOYSA-M 0.000 description 1
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Images
Classifications
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- 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
- C08F287/00—Macromolecular compounds obtained by polymerising monomers on to block polymers
-
- 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
- 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
- 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
- C08F297/046—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 polymerising vinyl aromatic monomers and isoprene, optionally with other conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/006—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to block copolymers containing at least one sequence of polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T152/00—Resilient tires and wheels
- Y10T152/10—Tires, resilient
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
- Graft Or Block Polymers (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0508207 | 2005-08-01 | ||
| FR0508207A FR2889195B1 (fr) | 2005-08-01 | 2005-08-01 | Composition de caoutchouc comportant des polymeres blocs branches |
| PCT/FR2006/001852 WO2007014998A1 (fr) | 2005-08-01 | 2006-07-31 | Composition de caoutchouc comportant des polymeres blocs branches |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009503218A JP2009503218A (ja) | 2009-01-29 |
| JP2009503218A5 JP2009503218A5 (enExample) | 2009-09-24 |
| JP5583341B2 true JP5583341B2 (ja) | 2014-09-03 |
Family
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| Application Number | Title | Priority Date | Filing Date |
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| JP2008524543A Expired - Fee Related JP5583341B2 (ja) | 2005-08-01 | 2006-07-31 | 枝分れブロックポリマーを含むゴム組成物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8835561B2 (enExample) |
| EP (1) | EP1915408B1 (enExample) |
| JP (1) | JP5583341B2 (enExample) |
| CN (1) | CN101233163B (enExample) |
| FR (1) | FR2889195B1 (enExample) |
| WO (1) | WO2007014998A1 (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US7279531B1 (en) | 2007-03-05 | 2007-10-09 | The Goodyear Tire & Rubber Company | Rubbery polymers containing tin coupling agents and rubber compounds including the same |
| KR101738709B1 (ko) | 2009-06-30 | 2017-05-22 | 가부시키가이샤 브리지스톤 | 히드록실기 함유 디페닐에틸렌으로 관능화된 중합체 |
| JP5508066B2 (ja) * | 2010-03-08 | 2014-05-28 | 住友ゴム工業株式会社 | タイヤ用ゴム組成物及び空気入りタイヤ |
| FR2975044B1 (fr) * | 2011-05-12 | 2013-06-14 | Michelin Soc Tech | Pneumatique pourvu d'une bande de roulement comprenant un elastomere thermoplastique |
| RU2561179C1 (ru) * | 2011-08-31 | 2015-08-27 | Мишлен Решерш Э Текник С.А. | Протектор шины с улучшенным сцеплением со снегом или с сухим дорожным покрытием |
| FR2995559B1 (fr) | 2012-09-17 | 2014-09-05 | Michelin & Cie | Pneumatique pourvu d'une bande de roulement comprenant un elastomere thermoplastique et du noir de carbone |
| CN103146322A (zh) * | 2013-03-06 | 2013-06-12 | 华东理工大学 | 一种丁基再生胶系阻尼胶黏剂 |
| FR3022263B1 (fr) * | 2014-06-12 | 2017-10-27 | Michelin & Cie | Cable gomme in situ comprenant une composition de gommage comprenant un inhibiteur de corrosion |
| FR3022842B1 (fr) * | 2014-06-26 | 2016-06-10 | Michelin & Cie | Pneumatique comportant une couche d'elements de renforcement circonferentiels |
| FR3022844A1 (fr) * | 2014-06-26 | 2016-01-01 | Michelin & Cie | Pneumatique comportant une couche d'elements de renforcement circonferentiels |
| FR3022849B1 (fr) * | 2014-06-26 | 2016-06-10 | Michelin & Cie | Pneumatique presentant des proprietes dynamiques ameliorees |
| FR3022843B1 (fr) * | 2014-06-26 | 2017-11-24 | Michelin & Cie | Pneumatique comportant une couche d'elements de renforcement circonferentiels |
| FR3022848B1 (fr) * | 2014-06-26 | 2016-06-10 | Michelin & Cie | Pneumatique presentant des proprietes dynamiques ameliorees |
| FR3022838B1 (fr) * | 2014-06-26 | 2016-06-10 | Michelin & Cie | Pneumatique comportant une couche d'elements de renforcement circonferentiels |
| PL3255087T3 (pl) * | 2016-06-07 | 2019-07-31 | Trinseo Europe Gmbh | Kompozycja gumowa |
| US10544241B2 (en) | 2016-09-15 | 2020-01-28 | Fina Technology, Inc. | Farnesene-based macromonomers and methods of making and using the same |
| FR3058148A1 (fr) * | 2016-10-31 | 2018-05-04 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant une charge renforcante specifique |
| FR3105225B1 (fr) * | 2019-12-18 | 2021-12-03 | Michelin & Cie | Copolymère d’éthylène et d’un 1,3-diène |
| US12171898B2 (en) | 2020-02-19 | 2024-12-24 | Nusmile, Ltd. | Bioactive medical ceramic cement |
| CN113493553B (zh) * | 2020-04-08 | 2023-05-26 | 中国石油天然气股份有限公司 | 一种高支化丁基橡胶的制备方法 |
| CN116234846B (zh) * | 2020-09-25 | 2024-07-02 | 株式会社可乐丽 | 树脂组合物和成形品 |
| CN116199979B (zh) * | 2023-01-10 | 2024-05-17 | 苏州硕宏高分子材料有限公司 | 一种预分散橡胶促进剂及其制备的橡胶 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57200403A (en) * | 1981-06-03 | 1982-12-08 | Phillips Petroleum Co | Polymerization as initiator of organic lithium base agent |
| US4996266A (en) * | 1987-10-09 | 1991-02-26 | Minnesota Mining And Manufacturing Company | Method of making condensed phase polymers |
| US5268427A (en) * | 1990-01-16 | 1993-12-07 | Mobil Oil Corporation | Solid block and random elastomeric copolymers |
| JP3157033B2 (ja) * | 1992-03-10 | 2001-04-16 | 日本エラストマー株式会社 | 末端変性共役ジエン系重合体の製造方法 |
| DE69501999T2 (de) * | 1994-10-28 | 1998-09-10 | Bridgestone Corp | Kautschukmischung für Laufflächen |
| EP1018521A1 (fr) * | 1999-01-06 | 2000-07-12 | Société de Technologie Michelin | Procede de preparation de polymeres dieniques fonctionnalises amine, de tels polymeres, composition de caoutchouc et enveloppe de pneumatique comportant ces polymeres. |
| US6630535B1 (en) * | 2000-08-18 | 2003-10-07 | Bridgestone Corporation | Rubber compositions & vulcanizates including comb polymers |
| JP4000874B2 (ja) * | 2001-03-16 | 2007-10-31 | 日本ゼオン株式会社 | 油展ゴムおよびゴム組成物 |
| FR2854635B1 (fr) * | 2003-05-07 | 2006-07-14 | Michelin Soc Tech | Procede de preparation de copolymeres a blocs pour compositions de bande de roulement de pneumatique, et ces copolymeres |
| FR2854636B1 (fr) * | 2003-05-07 | 2006-07-14 | Michelin Soc Tech | Procede de preparation de copolymeres a blocs pour compositions de bande de roulement de pneumatique, et ces copolymeres |
| WO2005054320A1 (en) * | 2003-12-04 | 2005-06-16 | Korea Kumho Petrochemical Co., Ltd. | Hetero-branched radial polystyrene-polyisoprene block copolymer composition and preparation method thereof |
| US7687580B2 (en) * | 2005-12-08 | 2010-03-30 | Exxonmobil Research And Engineering Company | Synthesis and use of well-defined, highly-branched saturated hydrocarbon polymers |
-
2005
- 2005-08-01 FR FR0508207A patent/FR2889195B1/fr not_active Expired - Fee Related
-
2006
- 2006-07-31 CN CN200680028321.6A patent/CN101233163B/zh not_active Expired - Fee Related
- 2006-07-31 WO PCT/FR2006/001852 patent/WO2007014998A1/fr not_active Ceased
- 2006-07-31 EP EP06794246.6A patent/EP1915408B1/fr not_active Not-in-force
- 2006-07-31 US US11/989,917 patent/US8835561B2/en not_active Expired - Fee Related
- 2006-07-31 JP JP2008524543A patent/JP5583341B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US8835561B2 (en) | 2014-09-16 |
| FR2889195B1 (fr) | 2007-09-28 |
| CN101233163A (zh) | 2008-07-30 |
| CN101233163B (zh) | 2012-10-03 |
| EP1915408B1 (fr) | 2013-10-02 |
| FR2889195A1 (fr) | 2007-02-02 |
| JP2009503218A (ja) | 2009-01-29 |
| EP1915408A1 (fr) | 2008-04-30 |
| US20100154945A1 (en) | 2010-06-24 |
| WO2007014998A1 (fr) | 2007-02-08 |
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