JP2015524018A5 - - Google Patents
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- Publication number
- JP2015524018A5 JP2015524018A5 JP2015517732A JP2015517732A JP2015524018A5 JP 2015524018 A5 JP2015524018 A5 JP 2015524018A5 JP 2015517732 A JP2015517732 A JP 2015517732A JP 2015517732 A JP2015517732 A JP 2015517732A JP 2015524018 A5 JP2015524018 A5 JP 2015524018A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- polybutadiene
- fatty acid
- neodymium
- sulfur
- 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
- 238000000034 method Methods 0.000 claims 19
- 239000005062 Polybutadiene Substances 0.000 claims 15
- 229920002857 polybutadiene Polymers 0.000 claims 15
- 235000014113 dietary fatty acids Nutrition 0.000 claims 14
- 239000000194 fatty acid Substances 0.000 claims 14
- 229930195729 fatty acid Natural products 0.000 claims 14
- PXJJSXABGXMUSU-UHFFFAOYSA-N disulfur dichloride Chemical compound ClSSCl PXJJSXABGXMUSU-UHFFFAOYSA-N 0.000 claims 13
- 229910052779 Neodymium Inorganic materials 0.000 claims 9
- -1 neodymium carboxylates Chemical class 0.000 claims 9
- 239000003054 catalyst Substances 0.000 claims 8
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 claims 8
- 150000001735 carboxylic acids Chemical class 0.000 claims 7
- 150000004665 fatty acids Chemical class 0.000 claims 7
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims 4
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 claims 3
- 239000005639 Lauric acid Substances 0.000 claims 3
- 241001465754 Metazoa Species 0.000 claims 3
- 229920006395 saturated elastomer Polymers 0.000 claims 3
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 claims 3
- 235000013311 vegetables Nutrition 0.000 claims 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims 2
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 claims 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims 2
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 claims 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims 2
- 239000005642 Oleic acid Substances 0.000 claims 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims 2
- 235000021314 Palmitic acid Nutrition 0.000 claims 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims 2
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 claims 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims 2
- 230000004048 modification Effects 0.000 claims 2
- 238000012986 modification Methods 0.000 claims 2
- 239000000178 monomer Substances 0.000 claims 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 2
- 235000021313 oleic acid Nutrition 0.000 claims 2
- 238000006116 polymerization reaction Methods 0.000 claims 2
- 235000012424 soybean oil Nutrition 0.000 claims 2
- 239000003549 soybean oil Substances 0.000 claims 2
- 239000003381 stabilizer Substances 0.000 claims 2
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 claims 2
- 241001441571 Hiodontidae Species 0.000 claims 1
- 235000021355 Stearic acid Nutrition 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 150000007942 carboxylates Chemical class 0.000 claims 1
- 229920003244 diene elastomer Polymers 0.000 claims 1
- 150000001993 dienes Chemical class 0.000 claims 1
- 229920001971 elastomer Polymers 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 239000005060 rubber Substances 0.000 claims 1
- 239000008117 stearic acid Substances 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12172485.0A EP2676968A1 (de) | 2012-06-18 | 2012-06-18 | Hoch Mooney NdBR mit Mooneysprung |
| EP12172485.0 | 2012-06-18 | ||
| PCT/EP2013/062656 WO2013189947A1 (de) | 2012-06-18 | 2013-06-18 | Hoch mooney ndbr mit mooneysprung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015524018A JP2015524018A (ja) | 2015-08-20 |
| JP2015524018A5 true JP2015524018A5 (enExample) | 2016-07-07 |
| JP6333812B2 JP6333812B2 (ja) | 2018-05-30 |
Family
ID=48692465
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015517732A Active JP6333812B2 (ja) | 2012-06-18 | 2013-06-18 | 高ムーニー値のＮｄＢＲ |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US9845366B2 (enExample) |
| EP (2) | EP2676968A1 (enExample) |
| JP (1) | JP6333812B2 (enExample) |
| KR (1) | KR102009776B1 (enExample) |
| CN (1) | CN104395351B (enExample) |
| BR (1) | BR112014031695B1 (enExample) |
| ES (1) | ES2581545T3 (enExample) |
| HU (1) | HUE027784T2 (enExample) |
| IN (1) | IN2014DN10479A (enExample) |
| MX (1) | MX363333B (enExample) |
| MY (1) | MY167860A (enExample) |
| PL (1) | PL2861629T3 (enExample) |
| RU (1) | RU2638960C2 (enExample) |
| SA (1) | SA113340657B1 (enExample) |
| SG (1) | SG11201408255YA (enExample) |
| TW (1) | TWI589608B (enExample) |
| WO (1) | WO2013189947A1 (enExample) |
| ZA (1) | ZA201409048B (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9758646B2 (en) * | 2011-11-03 | 2017-09-12 | Arlanxeo Deutschland Gmbh | NdBR wet masterbatch |
| CN105764928A (zh) | 2013-10-16 | 2016-07-13 | 阿朗新科德国有限责任公司 | 具有摩尔质量断裂的NdBR |
| EP2865540A1 (de) * | 2013-10-24 | 2015-04-29 | LANXESS Deutschland GmbH | Kautschukzusammensetzung |
| EP3053934A1 (en) * | 2015-02-06 | 2016-08-10 | LANXESS Deutschland GmbH | Heteroatom containing modified diene polymers |
| US11332556B2 (en) * | 2016-12-28 | 2022-05-17 | Bridgestone Americas Tire Operations, Llc | Methods of making polymers with reduced tack, and rubber compositions incorporating these polymers |
| KR102173756B1 (ko) | 2017-10-18 | 2020-11-04 | 주식회사 엘지화학 | 변성 공액디엔계 중합체의 제조방법 |
| EP3480031A1 (en) | 2017-11-03 | 2019-05-08 | Trinseo Europe GmbH | Polymer blend |
| KR102035177B1 (ko) * | 2018-07-11 | 2019-11-08 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이를 포함하는 고무 조성물 |
| KR102490391B1 (ko) * | 2018-12-21 | 2023-01-25 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
| EP3875501B1 (en) * | 2018-12-21 | 2024-08-21 | LG Chem, Ltd. | Modified conjugated diene-based polymer and rubber composition comprising same |
| JP7160472B2 (ja) * | 2018-12-21 | 2022-10-25 | エルジー・ケム・リミテッド | 変性共役ジエン系重合体の製造方法 |
| KR102793191B1 (ko) * | 2019-09-24 | 2025-04-08 | 주식회사 엘지화학 | 연속식 중합에 의한 공액디엔계 중합체의 제조방법 |
| KR102776321B1 (ko) * | 2019-09-27 | 2025-03-07 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이를 포함하는 고무 조성물 |
| KR102666895B1 (ko) * | 2019-11-21 | 2024-05-20 | 주식회사 엘지화학 | 변성 공액디엔계 중합체의 제조방법 |
| BR112022014875A2 (pt) | 2020-08-05 | 2023-02-28 | Lg Chemical Ltd | Polímero conjugado modificado com base em dieno e composição de borracha incluindo o mesmo |
| TW202231668A (zh) | 2020-09-28 | 2022-08-16 | 德商艾朗希歐德意志有限公司 | 部分氫化之二烯聚合物 |
| JP2025510694A (ja) | 2022-04-08 | 2025-04-15 | アランセオ・ドイチュランド・ゲーエムベーハー | 分岐状改質ジエンゴム |
| CN120858124A (zh) * | 2023-03-10 | 2025-10-28 | 西布尔控股公共股份公司 | 交联的聚二烯和基于所述交联的聚二烯的混炼胶 |
| WO2025093385A1 (en) | 2023-10-30 | 2025-05-08 | Arlanxeo Deutschland Gmbh | Oil-extended polybutadiene polymer |
| WO2025183581A1 (ru) * | 2024-02-26 | 2025-09-04 | Общество С Ограниченной Ответственностью "Ай Си Би Рус" | Способ получения цис-1,4-полиденов |
| CN118812759B (zh) * | 2024-09-20 | 2025-06-17 | 新疆独山子石油化工有限公司 | 稀土顺丁橡胶及其制备方法和应用 |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3374191A (en) | 1965-08-05 | 1968-03-19 | Bayer Ag | Process for the production of elastomeric diene polymers with improved properties |
| DE1260794B (de) | 1963-08-06 | 1968-02-08 | Bayer Ag | Verfahren zur Herstellung kautschukelastischer Dienpolymerer mit verbesserten Eigenschaften |
| US4076550A (en) | 1971-08-17 | 1978-02-28 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler | Reinforcing additive |
| DE2141159C3 (de) | 1971-08-17 | 1983-11-24 | Degussa Ag, 6000 Frankfurt | Schwefel enthaltende Organosiliciumverbindungen |
| US3978103A (en) | 1971-08-17 | 1976-08-31 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler | Sulfur containing organosilicon compounds |
| DE2830080A1 (de) | 1978-07-08 | 1980-01-17 | Bayer Ag | Katalysator, dessen herstellung und verwendung zur loesungspolymerisation von butadien |
| DE2848964A1 (de) | 1978-11-11 | 1980-05-22 | Bayer Ag | Katalysator, dessen herstellung und verwendung zur loesungspolymerisation von butadien |
| IT1164238B (it) | 1983-05-25 | 1987-04-08 | Anic Spa | Procedimento per la polimerizzazione del butadiene |
| DE69119125T3 (de) | 1990-03-02 | 2001-01-11 | Bridgestone Corp., Tokio/Tokyo | Luftreifen |
| DE4406947A1 (de) | 1994-03-03 | 1995-09-07 | Bayer Ag | Schwefel-/Silizium-haltige Verstärkungsadditive enthaltende Kautschukmischungen |
| DE4435311A1 (de) | 1994-10-01 | 1996-04-04 | Huels Silicone Gmbh | Verstärkungsadditive |
| DE4436059A1 (de) | 1994-10-10 | 1996-04-11 | Bayer Ag | Verfahren zur Herstellung von mittels Nd-Katalysatoren polymerisierten Dienkautschuken mit niedrigem cold-flow und geringem Eigengeruch |
| DE19544469A1 (de) | 1995-09-23 | 1997-03-27 | Degussa | Organosilanverbindungen und Kieselsäure enthaltende vulkanisierbare Kautschukmischungen und Verfahren zur Herstellung |
| 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 |
| FR2785637B1 (fr) | 1998-11-09 | 2000-12-29 | Valeo Securite Habitacle | Serrure de porte de vehicule automobile a condamnation/decondamnation electrique |
| DE19939842A1 (de) | 1999-08-23 | 2001-03-01 | Bayer Ag | Verfahren zur Copolymerisation von konjugierten Diolefinen (Dienen) und vinylaromatischen Monomeren mit Katalysatoren der Seltenen Erden sowie die Verwendung der Copolymerisate in Kautschukmischungen für Reifenanwendungen |
| DE10003743A1 (de) * | 2000-01-28 | 2001-08-16 | Bayer Ag | Verfahren zur Herstellung eines Copolymerisats auf der Basis von vinylaromatischen Verbindungen und konjugierten Dienen |
| DE10037076A1 (de) | 2000-07-27 | 2002-02-07 | Bayer Ag | Polybutadiene mit verringertem Verhältnis Lösungsviskosität/ Mooney-Viskosität |
| DE10151391A1 (de) * | 2001-04-23 | 2002-10-24 | Bayer Ag | Modifizierte Polymere mit einem hohen Anteil an cis-ständigen Doppelbindungen, ein Verfahren zu deren Herstellung sowie deren Verwendung |
| CN1552491A (zh) * | 2003-05-30 | 2004-12-08 | 固特异轮胎和橡胶公司 | 高尔夫球 |
| ITMI20042022A1 (it) | 2004-10-25 | 2005-01-25 | Polimeri Europa Spa | Processo per la preparazione di polibutadiene a basso grado di ramificazione |
| CN101052673A (zh) * | 2004-12-22 | 2007-10-10 | 宇部兴产株式会社 | 橡胶组合物和含有该橡胶组合物的高尔夫球 |
| ITMI20080570A1 (it) * | 2008-04-02 | 2009-10-03 | Polimeri Europa Spa | Procedimento per la preparazione di polibutadiene ramificato ad alto contenuto in unita' 1,4-cis |
| JP2010275427A (ja) * | 2009-05-28 | 2010-12-09 | Bridgestone Corp | ゴム組成物およびそれを用いた空気入りタイヤ |
| EP2363303A1 (de) * | 2010-02-19 | 2011-09-07 | LANXESS Deutschland GmbH | Bimodales NdBR |
| RU2442796C1 (ru) * | 2010-12-03 | 2012-02-20 | Открытое акционерное общество "Воронежский синтетический каучук" | Способ получения модифицированного 1,4-цис-полибутадиена |
| JP2013231156A (ja) | 2012-04-05 | 2013-11-14 | Sumitomo Chemical Co Ltd | ゴム組成物および架橋ゴム組成物 |
-
2012
- 2012-06-18 EP EP12172485.0A patent/EP2676968A1/de not_active Withdrawn
-
2013
- 2013-06-18 IN IN10479DEN2014 patent/IN2014DN10479A/en unknown
- 2013-06-18 WO PCT/EP2013/062656 patent/WO2013189947A1/de not_active Ceased
- 2013-06-18 HU HUE13731093A patent/HUE027784T2/en unknown
- 2013-06-18 BR BR112014031695-3A patent/BR112014031695B1/pt not_active IP Right Cessation
- 2013-06-18 CN CN201380032367.5A patent/CN104395351B/zh active Active
- 2013-06-18 ES ES13731093.4T patent/ES2581545T3/es active Active
- 2013-06-18 US US14/405,814 patent/US9845366B2/en active Active
- 2013-06-18 EP EP13731093.4A patent/EP2861629B1/de active Active
- 2013-06-18 PL PL13731093.4T patent/PL2861629T3/pl unknown
- 2013-06-18 TW TW102121458A patent/TWI589608B/zh not_active IP Right Cessation
- 2013-06-18 SA SA113340657A patent/SA113340657B1/ar unknown
- 2013-06-18 MY MYPI2014703802A patent/MY167860A/en unknown
- 2013-06-18 JP JP2015517732A patent/JP6333812B2/ja active Active
- 2013-06-18 RU RU2015101154A patent/RU2638960C2/ru active
- 2013-06-18 MX MX2014015760A patent/MX363333B/es unknown
- 2013-06-18 KR KR1020147035405A patent/KR102009776B1/ko active Active
- 2013-06-18 SG SG11201408255YA patent/SG11201408255YA/en unknown
-
2014
- 2014-12-09 ZA ZA2014/09048A patent/ZA201409048B/en unknown
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