CN112375180A - 一种合成星形支化丁基橡胶的支化剂及其制备方法、以及星形支化丁基橡胶及其制备方法 - Google Patents
一种合成星形支化丁基橡胶的支化剂及其制备方法、以及星形支化丁基橡胶及其制备方法 Download PDFInfo
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- CN112375180A CN112375180A CN202011279501.XA CN202011279501A CN112375180A CN 112375180 A CN112375180 A CN 112375180A CN 202011279501 A CN202011279501 A CN 202011279501A CN 112375180 A CN112375180 A CN 112375180A
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- butyl rubber
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- reaction
- branched butyl
- branching agent
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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
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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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
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- 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
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CN202011279501.XA CN112375180B (zh) | 2020-11-16 | 2020-11-16 | 一种合成星形支化丁基橡胶的支化剂及其制备方法、以及星形支化丁基橡胶及其制备方法 |
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Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1775822A (zh) * | 2005-10-21 | 2006-05-24 | 大连海事大学 | 一种氮锂引发剂合成端胺基苯乙烯/丁二烯共聚物及其制备贮存稳定的改性沥青的方法 |
CN101353403A (zh) * | 2007-07-27 | 2009-01-28 | 中国石油化工股份有限公司 | 星形支化聚异丁烯或丁基橡胶的制备方法 |
US20090229729A1 (en) * | 2008-03-17 | 2009-09-17 | The Goodyear Tire & Rubber Company | Boron containing functionalizing agent |
US20110275755A1 (en) * | 2010-05-06 | 2011-11-10 | Sumitomo Chemical Company, Limited | Conjugated diene polymer, conjugated diene polymer composition, and method for producing conjugated diene polymer |
CN106008864A (zh) * | 2016-06-23 | 2016-10-12 | 大连海事大学 | 一种端基官能化橡胶及其制备方法和应用 |
CN107406467A (zh) * | 2015-02-18 | 2017-11-28 | 盛禧奥欧洲有限责任公司 | 作为官能化弹性体聚合物的支化剂的多乙烯基氨基硅烷 |
CN108541254A (zh) * | 2017-01-06 | 2018-09-14 | 株式会社Lg化学 | 胺化合物、包含由其衍生的官能团的改性共轭二烯类聚合物、以及该聚合物的制备方法 |
CN110248969A (zh) * | 2016-12-21 | 2019-09-17 | 米其林集团总公司 | 用氨基化锂引发剂连续合成经改性的二烯弹性体的方法 |
CN110845650A (zh) * | 2019-11-22 | 2020-02-28 | 北京石油化工学院 | 一种端亚氨基官能化大分子支化剂制备双峰分布星形支化丁基橡胶的淤浆聚合方法 |
CN111100232A (zh) * | 2018-10-25 | 2020-05-05 | 中国石油天然气股份有限公司 | 用于星形支化聚合物合成的稀土催化剂及星形支化聚合物的合成方法 |
CN111777729A (zh) * | 2019-04-03 | 2020-10-16 | 中国石油化工股份有限公司 | 一种宽分布、高弹性及官能化的溶聚丁苯橡胶及其制备方法和在轮胎胎面胶中的应用 |
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2020
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Patent Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1775822A (zh) * | 2005-10-21 | 2006-05-24 | 大连海事大学 | 一种氮锂引发剂合成端胺基苯乙烯/丁二烯共聚物及其制备贮存稳定的改性沥青的方法 |
CN101353403A (zh) * | 2007-07-27 | 2009-01-28 | 中国石油化工股份有限公司 | 星形支化聚异丁烯或丁基橡胶的制备方法 |
US20090229729A1 (en) * | 2008-03-17 | 2009-09-17 | The Goodyear Tire & Rubber Company | Boron containing functionalizing agent |
US20110275755A1 (en) * | 2010-05-06 | 2011-11-10 | Sumitomo Chemical Company, Limited | Conjugated diene polymer, conjugated diene polymer composition, and method for producing conjugated diene polymer |
CN107406467A (zh) * | 2015-02-18 | 2017-11-28 | 盛禧奥欧洲有限责任公司 | 作为官能化弹性体聚合物的支化剂的多乙烯基氨基硅烷 |
CN106008864A (zh) * | 2016-06-23 | 2016-10-12 | 大连海事大学 | 一种端基官能化橡胶及其制备方法和应用 |
CN110248969A (zh) * | 2016-12-21 | 2019-09-17 | 米其林集团总公司 | 用氨基化锂引发剂连续合成经改性的二烯弹性体的方法 |
CN108541254A (zh) * | 2017-01-06 | 2018-09-14 | 株式会社Lg化学 | 胺化合物、包含由其衍生的官能团的改性共轭二烯类聚合物、以及该聚合物的制备方法 |
CN111100232A (zh) * | 2018-10-25 | 2020-05-05 | 中国石油天然气股份有限公司 | 用于星形支化聚合物合成的稀土催化剂及星形支化聚合物的合成方法 |
CN111777729A (zh) * | 2019-04-03 | 2020-10-16 | 中国石油化工股份有限公司 | 一种宽分布、高弹性及官能化的溶聚丁苯橡胶及其制备方法和在轮胎胎面胶中的应用 |
CN110845650A (zh) * | 2019-11-22 | 2020-02-28 | 北京石油化工学院 | 一种端亚氨基官能化大分子支化剂制备双峰分布星形支化丁基橡胶的淤浆聚合方法 |
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