JP2015502449A5 - - Google Patents
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- Publication number
- JP2015502449A5 JP2015502449A5 JP2014548884A JP2014548884A JP2015502449A5 JP 2015502449 A5 JP2015502449 A5 JP 2015502449A5 JP 2014548884 A JP2014548884 A JP 2014548884A JP 2014548884 A JP2014548884 A JP 2014548884A JP 2015502449 A5 JP2015502449 A5 JP 2015502449A5
- Authority
- JP
- Japan
- Prior art keywords
- nitrogen
- membered
- oxygen
- sulfur
- catalyst
- 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
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 206
- 239000003054 catalyst Substances 0.000 claims description 175
- 229910052757 nitrogen Inorganic materials 0.000 claims description 144
- 125000005842 heteroatom Chemical group 0.000 claims description 142
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 140
- 229910052760 oxygen Inorganic materials 0.000 claims description 139
- 239000001301 oxygen Chemical group 0.000 claims description 139
- 229920006395 saturated elastomer Polymers 0.000 claims description 135
- 229910052717 sulfur Chemical group 0.000 claims description 134
- 239000011593 sulfur Chemical group 0.000 claims description 134
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 132
- 238000000034 method Methods 0.000 claims description 82
- 150000002118 epoxides Chemical class 0.000 claims description 79
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 76
- 239000000203 mixture Substances 0.000 claims description 64
- 125000000623 heterocyclic group Chemical group 0.000 claims description 52
- 125000001931 aliphatic group Chemical group 0.000 claims description 42
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 33
- 125000003367 polycyclic group Chemical group 0.000 claims description 31
- 125000004429 atom Chemical group 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 29
- 239000001257 hydrogen Substances 0.000 claims description 28
- 150000002431 hydrogen Chemical class 0.000 claims description 19
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 18
- 238000007334 copolymerization reaction Methods 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims description 15
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 230000007062 hydrolysis Effects 0.000 claims description 13
- 238000006460 hydrolysis reaction Methods 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 13
- 239000002184 metal Substances 0.000 claims description 13
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 10
- 125000000524 functional group Chemical group 0.000 claims description 10
- 239000003446 ligand Substances 0.000 claims description 10
- 125000005647 linker group Chemical group 0.000 claims description 10
- 239000001569 carbon dioxide Substances 0.000 claims description 9
- 125000004585 polycyclic heterocycle group Chemical group 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 150000001450 anions Chemical group 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000002252 acyl group Chemical group 0.000 claims description 6
- 239000010941 cobalt Substances 0.000 claims description 6
- 229910017052 cobalt Inorganic materials 0.000 claims description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 239000004417 polycarbonate Substances 0.000 claims description 6
- 229920000515 polycarbonate Polymers 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- VEUMANXWQDHAJV-UHFFFAOYSA-N 2-[2-[(2-hydroxyphenyl)methylideneamino]ethyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCN=CC1=CC=CC=C1O VEUMANXWQDHAJV-UHFFFAOYSA-N 0.000 claims description 5
- 230000003213 activating effect Effects 0.000 claims description 5
- 230000003197 catalytic effect Effects 0.000 claims description 5
- 230000003301 hydrolyzing effect Effects 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 4
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- 125000002837 carbocyclic group Chemical group 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 229910052804 chromium Inorganic materials 0.000 claims description 4
- 239000011651 chromium Substances 0.000 claims description 4
- JAWGVVJVYSANRY-UHFFFAOYSA-N cobalt(3+) Chemical compound [Co+3] JAWGVVJVYSANRY-UHFFFAOYSA-N 0.000 claims description 4
- 150000004696 coordination complex Chemical class 0.000 claims description 4
- 150000007857 hydrazones Chemical class 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 150000002466 imines Chemical class 0.000 claims description 4
- 230000006698 induction Effects 0.000 claims description 4
- 229910052748 manganese Inorganic materials 0.000 claims description 4
- 239000011572 manganese Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 150000002923 oximes Chemical class 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000011574 phosphorus Substances 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- 230000004913 activation Effects 0.000 claims description 3
- 125000001072 heteroaryl group Chemical group 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 2
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical group NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 2
- 125000000909 amidinium group Chemical group 0.000 claims description 2
- VUEDNLCYHKSELL-UHFFFAOYSA-N arsonium Chemical group [AsH4+] VUEDNLCYHKSELL-UHFFFAOYSA-N 0.000 claims description 2
- 150000004700 cobalt complex Chemical class 0.000 claims description 2
- 125000005496 phosphonium group Chemical group 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 125000005208 trialkylammonium group Chemical group 0.000 claims description 2
- 125000001620 monocyclic carbocycle group Chemical group 0.000 claims 10
- 150000001721 carbon Chemical group 0.000 claims 5
- 125000002950 monocyclic group Chemical group 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 description 2
- 125000006239 protecting group Chemical group 0.000 description 2
- 229920005603 alternating copolymer Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161577800P | 2011-12-20 | 2011-12-20 | |
| US61/577,800 | 2011-12-20 | ||
| PCT/US2012/070904 WO2013096602A1 (en) | 2011-12-20 | 2012-12-20 | Methods for polymer synthesis |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018031931A Division JP2018087350A (ja) | 2011-12-20 | 2018-02-26 | ポリマー合成方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015502449A JP2015502449A (ja) | 2015-01-22 |
| JP2015502449A5 true JP2015502449A5 (cg-RX-API-DMAC10.html) | 2016-02-12 |
| JP6619140B2 JP6619140B2 (ja) | 2019-12-11 |
Family
ID=48669492
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014548884A Active JP6619140B2 (ja) | 2011-12-20 | 2012-12-20 | ポリマー合成方法 |
| JP2018031931A Pending JP2018087350A (ja) | 2011-12-20 | 2018-02-26 | ポリマー合成方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018031931A Pending JP2018087350A (ja) | 2011-12-20 | 2018-02-26 | ポリマー合成方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US9512269B2 (cg-RX-API-DMAC10.html) |
| EP (1) | EP2794719B1 (cg-RX-API-DMAC10.html) |
| JP (2) | JP6619140B2 (cg-RX-API-DMAC10.html) |
| KR (1) | KR102093604B1 (cg-RX-API-DMAC10.html) |
| CN (1) | CN104114605B (cg-RX-API-DMAC10.html) |
| ES (1) | ES2963032T3 (cg-RX-API-DMAC10.html) |
| WO (1) | WO2013096602A1 (cg-RX-API-DMAC10.html) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2321364T3 (pl) | 2008-08-22 | 2016-01-29 | Novomer Inc | Sposoby syntezy polimerów |
| WO2010062703A1 (en) | 2008-11-01 | 2010-06-03 | Novomer, Inc. | Polycarbonate block copolymers |
| CN103827128B (zh) | 2011-07-18 | 2017-08-08 | 诺沃梅尔公司 | 金属络合物 |
| EP2794719B1 (en) | 2011-12-20 | 2023-08-23 | Saudi Aramco Technologies Company | Methods for polymer synthesis |
| KR102110746B1 (ko) | 2012-04-16 | 2020-05-14 | 사우디 아람코 테크놀로지스 컴퍼니 | 접착제 조성물 및 방법 |
| ES2974014T3 (es) | 2012-05-24 | 2024-06-25 | Saudi Aramco Tech Co | Sistema de polimerización para la copolimerización de CO2 y epóxidos y método relacionado |
| WO2014010250A1 (en) | 2012-07-13 | 2014-01-16 | Chiralgen, Ltd. | Asymmetric auxiliary group |
| KR102096761B1 (ko) * | 2012-08-24 | 2020-04-03 | 사우디 아람코 테크놀로지스 컴퍼니 | 금속 착물 |
| KR101975036B1 (ko) | 2013-03-21 | 2019-05-03 | 에스케이이노베이션 주식회사 | 신규 착화합물 존재 하에 이산화탄소/에폭사이드 공중합에 의한 폴리(알킬렌 카보네이트)의 제조방법 |
| KR102105891B1 (ko) * | 2013-07-09 | 2020-05-04 | 에스케이이노베이션 주식회사 | 신규 착화합물 및 이를 이용한 폴리(알킬렌 카보네이트)의 제조방법 |
| US10875959B2 (en) * | 2016-05-27 | 2020-12-29 | Dsm Ip Assets B.V. | Polymers, processes, compositions and uses |
| PL3538588T3 (pl) * | 2016-11-11 | 2023-04-11 | Dow Global Technologies Llc | Poliole na bazie poliwęglanu |
| CN106977709A (zh) * | 2017-04-27 | 2017-07-25 | 华东理工大学 | 一种以CN为轴向配体的Salen催化剂及其制备方法和应用 |
| WO2019126221A1 (en) | 2017-12-22 | 2019-06-27 | Saudi Aramco Technologies Company | Catalysts for polycarbonate production |
| US11230625B2 (en) | 2018-04-18 | 2022-01-25 | Saudi Aramco Technologies Company | End-group isomerization of poly(alkylene carbonate) polymers |
| WO2020028606A1 (en) | 2018-08-02 | 2020-02-06 | Saudi Aramco Technologies Company | Sustainable polymer compositions and methods |
| WO2020068796A1 (en) | 2018-09-24 | 2020-04-02 | Saudi Aramco Technologies Company | Polycarbonate block copolymers and methods thereof |
| TWI906317B (zh) | 2020-06-24 | 2025-12-01 | 沙烏地阿拉伯商沙烏地阿美科技公司 | 多元醇組合物及方法 |
| WO2022153149A1 (en) | 2021-01-12 | 2022-07-21 | Saudi Aramco Technologies Company | Continuous manufacturing of polyol |
| WO2022160078A1 (zh) * | 2021-01-26 | 2022-08-04 | 万华化学集团股份有限公司 | 一种用于环氧化物连续聚合的诱导体系、诱导剂以及环氧化物连续聚合的方法 |
| JP2024525422A (ja) | 2021-06-23 | 2024-07-12 | サウジ アラムコ テクノロジーズ カンパニー | ポリオール組成物及び方法 |
| CN113845661A (zh) * | 2021-10-18 | 2021-12-28 | 天津大学 | 一种苯硫酐与环氧烷烃开环交替共聚合制备聚硫酯的方法 |
| CN116408119B (zh) * | 2021-12-29 | 2024-11-01 | 中国石油天然气股份有限公司 | 一种用于co2和环氧化物合成环碳酸酯的非金属催化剂、制备方法及应用 |
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| US5637739A (en) | 1990-03-21 | 1997-06-10 | Research Corporation Technologies, Inc. | Chiral catalysts and catalytic epoxidation catalyzed thereby |
| US6262278B1 (en) | 1995-03-14 | 2001-07-17 | President And Fellows Of Harvard College | Stereoselective ring opening reactions |
| US5665890A (en) | 1995-03-14 | 1997-09-09 | President And Fellows Of Harvard College | Stereoselective ring opening reactions |
| AU3813997A (en) | 1996-07-26 | 1998-02-20 | Princeton University | Catalytic oxygenation of hydrocarbons by metalloporphyrin and metallosalen complexes |
| TW420693B (en) | 1997-04-25 | 2001-02-01 | Mitsui Chemicals Inc | Olefin polymerization catalysts, transition metal compounds, and <alpha>-olefin/conjugated diene copolymers |
| US6130340A (en) | 1998-01-13 | 2000-10-10 | President And Fellows Of Harvard College | Asymmetric cycloaddition reactions |
| US6521561B1 (en) | 1998-05-01 | 2003-02-18 | President And Fellows Of Harvard College | Main-group metal based asymmetric catalysts and applications thereof |
| KR100342659B1 (en) | 2000-12-15 | 2002-07-04 | Rstech Co Ltd | Chiral polymer salene catalyst and process for preparing chiral compounds from racemic epoxide using the same |
| JP3968076B2 (ja) | 2001-06-27 | 2007-08-29 | アールエス テック コーポレイション | 新しいキラルサレン化合物、キラルサレン触媒及びこれを利用したラセミックエポキシ化合物からキラル化合物を製造する方法 |
| US6639087B2 (en) | 2001-08-22 | 2003-10-28 | Rhodia Pharma Solutions Inc. | Kinetic resolution method |
| DE10235316A1 (de) | 2002-08-01 | 2004-02-12 | Basf Ag | Katalysator und Verfahren zur Carbonylierung von Oxiranen |
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| KR100724550B1 (ko) | 2004-12-16 | 2007-06-04 | 주식회사 엘지화학 | 이중 금속 아연 착화합물과 이를 촉매로 사용한폴리카보네이트의 제조 방법 |
| WO2006099162A2 (en) | 2005-03-14 | 2006-09-21 | Georgia Tech Research Corporation | Polymeric salen compounds and methods thereof |
| WO2008094222A2 (en) | 2006-10-06 | 2008-08-07 | Trustees Of Princeton | Porphyrin catalysts and methods of use thereof |
| GB0708016D0 (en) | 2007-04-25 | 2007-06-06 | Univ Newcastle | Synthesis of cyclic carbonates |
| JP5238802B2 (ja) | 2007-05-04 | 2013-07-17 | エスケー イノベーション カンパニー リミテッド | ポリカーボネートの製造方法及びこれに使用される配位錯物 |
| US20100256329A1 (en) | 2007-06-08 | 2010-10-07 | The University Of Tokyo | Stereoselective alternating copolymerization of epoxide with carbon dioxide |
| EP2096132A1 (en) | 2008-02-26 | 2009-09-02 | Total Petrochemicals Research Feluy | Monomers issued from renewable resources and process for polymerising them |
| EP2257559B1 (en) | 2008-03-07 | 2014-10-15 | University Of York | Synthesis of cyclic carbonates |
| JP2009215471A (ja) * | 2008-03-11 | 2009-09-24 | Univ Of Tokyo | 金属錯体を用いたエポキシドと二酸化炭素との交互共重合 |
| BRPI0911886B1 (pt) * | 2008-05-09 | 2019-09-24 | Cornell University | Métodos de sintetização de um polímero de poli(carbonato de etileno) e complexos metálicos |
| CN102076738B (zh) * | 2008-07-30 | 2012-08-29 | Sk新技术株式会社 | 新型配位络合物和使用该络合物作为催化剂通过二氧化碳和环氧化物的共聚合制备聚碳酸酯的方法 |
| JP5129887B2 (ja) | 2008-08-22 | 2013-01-30 | マーベル ワールド トレード リミテッド | 高精度時間プロトコルおよび媒体アクセス制御セキュリティをネットワークエレメントに統合するシステム |
| PL2321364T3 (pl) * | 2008-08-22 | 2016-01-29 | Novomer Inc | Sposoby syntezy polimerów |
| KR102089887B1 (ko) * | 2008-09-08 | 2020-03-16 | 사우디 아람코 테크놀로지스 컴퍼니 | 폴리카보네이트 폴리올 조성물 |
| CA2639870A1 (en) | 2008-09-29 | 2010-03-29 | Nova Chemicals Corporation | Trimerization |
| EP2414505B1 (en) | 2009-04-02 | 2019-05-22 | University of Florida Research Foundation, Inc. | Engineering the pathway for succinate production |
| KR101221404B1 (ko) | 2009-06-18 | 2013-01-11 | 아주대학교산학협력단 | 이산화탄소/에폭사이드 공중합 촉매 시스템 |
| KR101308580B1 (ko) * | 2009-09-03 | 2013-09-12 | 에스케이이노베이션 주식회사 | 지방족 폴리카보네이트의 연속 제조방법 |
| KR101503745B1 (ko) | 2010-02-25 | 2015-03-19 | 에스케이이노베이션 주식회사 | 나이트레이트 음이온의 이산화탄소/에폭사이드 공중합 촉매 시스템 |
| KR101715657B1 (ko) * | 2010-04-06 | 2017-03-14 | 에스케이이노베이션 주식회사 | 이산화탄소／에폭사이드 공중합의 분자량 및 사슬 모양 정밀 제어 및 이를 통한 저분자량의 폴리(알킬렌 카보네이트)의 제조 |
| KR101805648B1 (ko) | 2010-09-14 | 2017-12-14 | 사우디 아람코 테크놀로지스 컴퍼니 | 중합체 합성용의 촉매 및 방법 |
| GB201115565D0 (en) | 2011-09-08 | 2011-10-26 | Imp Innovations Ltd | Method of synthesising polycarbonates in the presence of a bimetallic catalyst and a chain transfer agent |
| EP2794719B1 (en) | 2011-12-20 | 2023-08-23 | Saudi Aramco Technologies Company | Methods for polymer synthesis |
-
2012
- 2012-12-20 EP EP12859891.9A patent/EP2794719B1/en active Active
- 2012-12-20 KR KR1020147020309A patent/KR102093604B1/ko active Active
- 2012-12-20 JP JP2014548884A patent/JP6619140B2/ja active Active
- 2012-12-20 WO PCT/US2012/070904 patent/WO2013096602A1/en not_active Ceased
- 2012-12-20 US US14/367,333 patent/US9512269B2/en active Active
- 2012-12-20 CN CN201280069467.0A patent/CN104114605B/zh active Active
- 2012-12-20 ES ES12859891T patent/ES2963032T3/es active Active
-
2016
- 2016-12-02 US US15/368,144 patent/US10308761B2/en active Active
-
2018
- 2018-02-26 JP JP2018031931A patent/JP2018087350A/ja active Pending
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