CN101402725B - 用于二氧化碳和环氧化物共聚合的负载稀土三元催化剂及制法 - Google Patents
用于二氧化碳和环氧化物共聚合的负载稀土三元催化剂及制法 Download PDFInfo
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- CN101402725B CN101402725B CN2008100514137A CN200810051413A CN101402725B CN 101402725 B CN101402725 B CN 101402725B CN 2008100514137 A CN2008100514137 A CN 2008100514137A CN 200810051413 A CN200810051413 A CN 200810051413A CN 101402725 B CN101402725 B CN 101402725B
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- ternary catalyst
- earth ternary
- carbonic acid
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- rare earth
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- 239000003054 catalyst Substances 0.000 title claims abstract description 85
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 68
- 229910052761 rare earth metal Inorganic materials 0.000 title claims abstract description 67
- 150000002910 rare earth metals Chemical class 0.000 title claims abstract description 67
- 238000007334 copolymerization reaction Methods 0.000 title claims abstract description 43
- 150000002118 epoxides Chemical class 0.000 title claims description 40
- 238000002360 preparation method Methods 0.000 title claims description 17
- 229910002092 carbon dioxide Inorganic materials 0.000 title abstract description 14
- 239000001569 carbon dioxide Substances 0.000 title abstract description 13
- 238000000227 grinding Methods 0.000 claims abstract description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 42
- 235000011089 carbon dioxide Nutrition 0.000 claims description 39
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 28
- 230000004913 activation Effects 0.000 claims description 21
- 239000011701 zinc Substances 0.000 claims description 14
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 11
- 239000002245 particle Substances 0.000 claims description 11
- 230000010358 mechanical oscillation Effects 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 238000013019 agitation Methods 0.000 claims description 9
- 229910052727 yttrium Inorganic materials 0.000 claims description 9
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 claims description 9
- 239000011521 glass Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 229910010413 TiO 2 Inorganic materials 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 230000010355 oscillation Effects 0.000 claims description 5
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 238000007789 sealing Methods 0.000 claims description 4
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 238000003801 milling Methods 0.000 claims description 3
- 239000000741 silica gel Substances 0.000 claims description 3
- 229910002027 silica gel Inorganic materials 0.000 claims description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 2
- 238000001354 calcination Methods 0.000 claims description 2
- 239000001110 calcium chloride Substances 0.000 claims description 2
- 229910001628 calcium chloride Inorganic materials 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 239000002808 molecular sieve Substances 0.000 claims description 2
- 238000010926 purge Methods 0.000 claims description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 2
- HUAUNKAZQWMVFY-UHFFFAOYSA-M sodium;oxocalcium;hydroxide Chemical compound [OH-].[Na+].[Ca]=O HUAUNKAZQWMVFY-UHFFFAOYSA-M 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- HQWPLXHWEZZGKY-UHFFFAOYSA-N diethylzinc Chemical group CC[Zn]CC HQWPLXHWEZZGKY-UHFFFAOYSA-N 0.000 claims 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract description 13
- 230000003197 catalytic effect Effects 0.000 abstract description 10
- 229920000642 polymer Polymers 0.000 abstract description 3
- 150000002924 oxiranes Chemical class 0.000 abstract 2
- 238000003760 magnetic stirring Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 description 24
- 238000006116 polymerization reaction Methods 0.000 description 23
- 238000003756 stirring Methods 0.000 description 19
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 10
- 230000009711 regulatory function Effects 0.000 description 10
- 239000004593 Epoxy Substances 0.000 description 8
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N dimethylmethane Natural products CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000001294 propane Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 238000006555 catalytic reaction Methods 0.000 description 4
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 description 3
- 229920002521 macromolecule Polymers 0.000 description 3
- SCRKTTJILRGIEY-UHFFFAOYSA-N pentanedioic acid;zinc Chemical compound [Zn].OC(=O)CCCC(O)=O SCRKTTJILRGIEY-UHFFFAOYSA-N 0.000 description 3
- -1 phenol zincum salts Chemical class 0.000 description 3
- 238000001291 vacuum drying Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- IPSRAFUHLHIWAR-UHFFFAOYSA-N zinc;ethane Chemical group [Zn+2].[CH2-]C.[CH2-]C IPSRAFUHLHIWAR-UHFFFAOYSA-N 0.000 description 3
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical group CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LKMJVFRMDSNFRT-UHFFFAOYSA-N 2-(methoxymethyl)oxirane Chemical compound COCC1CO1 LKMJVFRMDSNFRT-UHFFFAOYSA-N 0.000 description 1
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 description 1
- 101100189378 Caenorhabditis elegans pat-3 gene Proteins 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- ZLSWBLPERHFHIS-UHFFFAOYSA-N Fenoprop Chemical compound OC(=O)C(C)OC1=CC(Cl)=C(Cl)C=C1Cl ZLSWBLPERHFHIS-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 229910000071 diazene Inorganic materials 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 150000002483 hydrogen compounds Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
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- Polyesters Or Polycarbonates (AREA)
- Catalysts (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Abstract
Description
Claims (10)
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CN2008100514137A CN101402725B (zh) | 2008-11-12 | 2008-11-12 | 用于二氧化碳和环氧化物共聚合的负载稀土三元催化剂及制法 |
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CN2008100514137A CN101402725B (zh) | 2008-11-12 | 2008-11-12 | 用于二氧化碳和环氧化物共聚合的负载稀土三元催化剂及制法 |
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CN101402725A CN101402725A (zh) | 2009-04-08 |
CN101402725B true CN101402725B (zh) | 2011-03-30 |
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Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
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EP2608767B1 (en) * | 2010-08-27 | 2023-07-26 | Saudi Aramco Technologies Company | Polymer compositions and methods |
CN102558246B (zh) * | 2010-12-29 | 2014-08-27 | 苏州大学 | 一种双金属苄氧基化合物及其制备方法与应用 |
KR101404702B1 (ko) * | 2011-03-08 | 2014-06-17 | 에스케이이노베이션 주식회사 | 에테르 결합 단위체를 함유한 이산화탄소/에폭사이드 공중합체의 제조 방법 |
CN102382288A (zh) * | 2011-06-23 | 2012-03-21 | 中国海洋石油总公司 | 氧化铝改性硅胶负载型催化剂及其制备方法与应用 |
CN103923308B (zh) * | 2014-03-24 | 2015-09-02 | 中国化学赛鼎宁波工程有限公司 | 一种环氧丙烷-二氧化碳共聚用多元催化剂的制备方法 |
CN112495441A (zh) * | 2020-11-27 | 2021-03-16 | 华南理工大学 | 一种用于合成环状碳酸酯的二氧化铈包覆zif-67催化剂及其制备 |
CN114044893B (zh) * | 2021-11-22 | 2023-04-28 | 常州大学 | 一种用于二氧化碳和环氧化合物共聚的催化剂及其制备方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1193552A (zh) * | 1998-04-13 | 1998-09-23 | 中国石油化工总公司 | 一种烯烃齐聚固体催化剂及其制备 |
CN1257753A (zh) * | 1998-12-24 | 2000-06-28 | 中国科学院长春应用化学研究所 | 稀土配合物组合催化剂的制备方法 |
US20020082363A1 (en) * | 2000-12-27 | 2002-06-27 | Xiaojiang Zhao | Catalyst for producing aliphatic polycarbonate and the preparation thereof |
-
2008
- 2008-11-12 CN CN2008100514137A patent/CN101402725B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1193552A (zh) * | 1998-04-13 | 1998-09-23 | 中国石油化工总公司 | 一种烯烃齐聚固体催化剂及其制备 |
CN1257753A (zh) * | 1998-12-24 | 2000-06-28 | 中国科学院长春应用化学研究所 | 稀土配合物组合催化剂的制备方法 |
US20020082363A1 (en) * | 2000-12-27 | 2002-06-27 | Xiaojiang Zhao | Catalyst for producing aliphatic polycarbonate and the preparation thereof |
Non-Patent Citations (6)
Title |
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BINYUAN LIU, XIAOJIANG ZHAO, XIANHONG WANG, FOSONG WANG.Copolymerization of Carbon Dioxide and Propylene Oxide with Ln(CCl3COO)3-Based Catalyst: The Role of Rare-Earth Compound in the Catalytic System.《Journal of Polymer Science: Part A: Polymer Chemistry》.2001,第39卷2751-2754. * |
Binyuan Liu, Xiaojiang Zhao, Xianhong Wang, Fosong Wang.Copolymerization of carbon dioxide and propylene oxide with neodymium trichloroacetate-based coordination catalyst.《Polymer》.2003,第44卷1803-1808. * |
Chung-Sung Tan,Tsung-Ju Hsu.Alternating Copolymerization of Carbon Dioxide and Propylene Oxide with a Rare-Earth-Metal Coordination Catalyst.《Macromolecules》.1997,第30卷(第11期),3147-3150. * |
Dong Xie, Xianhong Wang , Xiaojiang Zhao, Fosong Wang.The copolymerization of carbon dioxide and propylene oxide with Y(CCl3COO)3-diphenylzinc-glycerol catalyst.《Polymer Bulletin》.2008,第61卷679-688. |
Dong Xie, Xianhong Wang, Xiaojiang Zhao, Fosong Wang.The copolymerization of carbon dioxide and propylene oxide with Y(CCl3COO)3-diphenylzinc-glycerol catalyst.《Polymer Bulletin》.2008,第61卷679-688. * |
Youhua Tao,Xianhong Wang,Xiaojiao Zhao,Ji Li,Fosong Wang.Double propagation based on diepoxide, a facile route to high molecular weight poly(propylene carbonate).《Polymer》.2006,第47卷7368-7373. * |
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Owner name: CHANGCHUN APPLIED CHEMICAL TECHNOLOGY HEAD OFFICE, Free format text: FORMER OWNER: CHANGCHUN INST. OF APPLIED CHEMISTRY, CHINESE ACADEMY OF SCIENCES Effective date: 20130418 |
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Address after: 130022 No. 5625 Renmin Street, Jilin, Changchun Patentee after: Zhongke Yinghua (Changchun) Technology Co.,Ltd. Address before: 130022 No. 5625 Renmin Street, Jilin, Changchun Patentee before: Changchun applied chemical science and Technology General Corporation of Chinese Academy of Sciences |