JP5665734B2 - エチレンオキシドと二酸化炭素とのポリマー - Google Patents

エチレンオキシドと二酸化炭素とのポリマー Download PDF

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Publication number
JP5665734B2
JP5665734B2 JP2011508617A JP2011508617A JP5665734B2 JP 5665734 B2 JP5665734 B2 JP 5665734B2 JP 2011508617 A JP2011508617 A JP 2011508617A JP 2011508617 A JP2011508617 A JP 2011508617A JP 5665734 B2 JP5665734 B2 JP 5665734B2
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metal complex
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aliphatic
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JP2011520013A (ja
JP2011520013A5 (enExample
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ジェフ コーツ，
ジェフ コーツ，
スコット アレン，
スコット アレン，
安藤　剛
剛 安藤
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Cornell University
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/20—General preparatory processes
    • C08G64/32—General preparatory processes using carbon dioxide
    • C08G64/34—General preparatory processes using carbon dioxide and cyclic ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/06—Cobalt compounds
    • C07F15/065—Cobalt compounds without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/02—Aliphatic polycarbonates
    • C08G64/0208—Aliphatic polycarbonates saturated
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/18—Block or graft polymers
    • C08G64/183—Block or graft polymers containing polyether sequences

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Epoxy Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
JP2011508617A 2008-05-09 2009-05-06 エチレンオキシドと二酸化炭素とのポリマー Active JP5665734B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US5206108P 2008-05-09 2008-05-09
US61/052,061 2008-05-09
PCT/US2009/042926 WO2009137540A1 (en) 2008-05-09 2009-05-06 Polymers of ethylene oxide and carbon dioxide

Related Child Applications (1)

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JP2014076312A Division JP6097245B2 (ja) 2008-05-09 2014-04-02 エチレンオキシドと二酸化炭素とのポリマー

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JP2011520013A JP2011520013A (ja) 2011-07-14
JP2011520013A5 JP2011520013A5 (enExample) 2012-06-21
JP5665734B2 true JP5665734B2 (ja) 2015-02-04

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JP2011508617A Active JP5665734B2 (ja) 2008-05-09 2009-05-06 エチレンオキシドと二酸化炭素とのポリマー
JP2014076312A Active JP6097245B2 (ja) 2008-05-09 2014-04-02 エチレンオキシドと二酸化炭素とのポリマー

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US (4) US20110087001A1 (enExample)
EP (1) EP2285864B1 (enExample)
JP (2) JP5665734B2 (enExample)
CN (2) CN104193980B (enExample)
BR (1) BRPI0911886B1 (enExample)
ES (1) ES2625322T3 (enExample)
PL (1) PL2285864T3 (enExample)
WO (1) WO2009137540A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10376868B2 (en) 2015-02-17 2019-08-13 Lg Chem, Ltd. Linear inorganic coordination polymer, metal complex compound, and metal nanostructure and catalyst composition comprising the same

Families Citing this family (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0807607D0 (en) 2008-04-25 2008-06-04 Imp Innovations Ltd Catalyst
US20110087001A1 (en) 2008-05-09 2011-04-14 Cornell University Polymers of ethylene oxide and carbon dioxide
KR102128706B1 (ko) 2008-08-22 2020-07-02 사우디 아람코 테크놀로지스 컴퍼니 촉매 및 중합체 합성방법
CN103333330A (zh) 2008-09-08 2013-10-02 诺沃梅尔公司 聚碳酸酯多元醇组合物和方法
BRPI0919237B1 (pt) 2008-09-17 2019-08-13 Novomer Inc método de remoção de um catalisador de um produto de uma reação de polimerização de policarbonato alifático e método de purificação de um produto de reação de polimerização de policarbonato alifático
WO2010062703A1 (en) 2008-11-01 2010-06-03 Novomer, Inc. Polycarbonate block copolymers
US8575245B2 (en) 2008-12-23 2013-11-05 Novomer, Inc. Tunable polymer compositions
JP2011153186A (ja) * 2010-01-26 2011-08-11 Univ Of Tokyo コバルト−ケトイミナト錯体、および当該錯体を用いたポリカルボナートの製造方法
JP2011153181A (ja) * 2010-01-26 2011-08-11 Keio Gijuku コバルト−ケトイミナト錯体、および当該錯体を用いたポリカルボナートの製造方法
KR101503745B1 (ko) * 2010-02-25 2015-03-19 에스케이이노베이션 주식회사 나이트레이트 음이온의 이산화탄소/에폭사이드 공중합 촉매 시스템
KR101486483B1 (ko) * 2010-04-13 2015-01-27 에스케이이노베이션 주식회사 폴리(알킬렌 카보네이트)와 다양한 고분자와의 블록 또는 그라프트 공중합체
US8859822B2 (en) 2010-09-22 2014-10-14 Novomer, Inc. Synthesis of substituted salicylaldehyde derivatives
EP2643385A1 (en) 2010-11-23 2013-10-02 DSM IP Assets B.V. Polycarbonate polyol compositions
EP2643374B1 (en) 2010-11-23 2019-09-18 Saudi Aramco Technologies Company Polycarbonate polyol compositions
JP2014524965A (ja) 2011-07-25 2014-09-25 ノボマー， インコーポレイテッド ポリウレタンに使用するための脂肪族ポリカーボネート
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
ES2963032T3 (es) 2011-12-20 2024-03-25 Saudi Aramco Tech Co Métodos para la síntesis de polímeros
TR201202779A2 (tr) 2012-03-12 2013-10-21 Petkim Petrokimya Holding Anonim Sirketi Polietilen karbonat üretim yöntemi.
EP2664641B1 (en) 2012-05-18 2018-04-25 Petkim Petrokimya Holding Anonim Sirekti Method for producing polyethylene carbonate with metal salts
US9388277B2 (en) 2012-05-24 2016-07-12 Novomer, Inc. Polycarbonate polyol compositions and methods
ES2761880T3 (es) 2012-08-24 2020-05-21 Saudi Aramco Tech Co Complejos metálicos
ES2752043T3 (es) 2012-11-07 2020-04-02 Saudi Aramco Tech Co Composiciones de espuma de poliuretano de gran resistencia y métodos
KR101654149B1 (ko) * 2013-03-11 2016-09-05 주식회사 엘지화학 착화합물과 그 제조방법 및 이를 이용한 폴리카보네이트의 제조방법
GB201308978D0 (en) 2013-05-17 2013-07-03 Imp Innovations Ltd Method for producing polymers and block copolymers
KR101640557B1 (ko) * 2013-06-05 2016-07-18 주식회사 엘지화학 폴리카보네이트의 제조방법
KR101702040B1 (ko) * 2013-09-10 2017-02-02 주식회사 엘지화학 폴리카보네이트의 제조방법
CA2976255A1 (en) * 2015-02-13 2016-08-18 Novomer, Inc. Process and system for production of polypropiolactone
GB201514506D0 (en) 2015-08-14 2015-09-30 Imp Innovations Ltd Multi-block copolymers
GB201515350D0 (en) 2015-08-28 2015-10-14 Econic Technologies Ltd Method for preparing polyols
PT3328915T (pt) 2016-10-18 2019-06-06 Repsol Sa Novos polímeros de alto peso molecular a partir de matérias-primas de refugo
US11180609B2 (en) 2018-08-02 2021-11-23 Saudi Aramco Technologies Company Sustainable polymer compositions and methods
CN110054766B (zh) * 2019-05-22 2021-08-17 河南省科学院化学研究所有限公司 一种利用氯化亚锡配合物催化制备脂肪族共聚碳酸酯多元醇的方法
JP2023512188A (ja) * 2020-01-31 2023-03-24 ダウ グローバル テクノロジーズ エルエルシー アルミニウム化合物及び環状アミジンを使用するアルキレンオキシド重合
US20220002469A1 (en) 2020-06-24 2022-01-06 Saudi Aramco Technologies Company Polyol compositions and methods
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

Family Cites Families (49)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US684961A (en) * 1901-02-25 1901-10-22 Christian Louis Vonderahe Bicycle-rest.
JPS5438397A (en) 1977-08-31 1979-03-22 Hidetoshi Tsuchida Copolymerization catalyst consisting of carbon dioxide and oxirane compoud
US5637739A (en) 1990-03-21 1997-06-10 Research Corporation Technologies, Inc. Chiral catalysts and catalytic epoxidation catalyzed thereby
US5266283A (en) * 1990-05-11 1993-11-30 Bend Research, Inc. Sterically hindered, regenerable Schiff base complexes, solutions thereof and process using the same
JPH07247351A (ja) 1994-03-10 1995-09-26 Mitsubishi Gas Chem Co Inc ポリカーボネートの製造方法
US5665890A (en) 1995-03-14 1997-09-09 President And Fellows Of Harvard College Stereoselective ring opening reactions
JP2798905B2 (ja) 1995-11-29 1998-09-17 日本酸素株式会社 コバルトシッフ塩基錯体及び酸素分離用錯体溶液並びに酸素分離方法
JPH09235364A (ja) 1996-03-01 1997-09-09 Kanegafuchi Chem Ind Co Ltd ポリエステルおよびポリエステルカーボネートの製造方法
JPH09235376A (ja) 1996-03-01 1997-09-09 Kanegafuchi Chem Ind Co Ltd シロキサン系共重合体の製造方法
JPH09235377A (ja) 1996-03-01 1997-09-09 Kanegafuchi Chem Ind Co Ltd シロキサン系共重合体の製造方法
JPH09235362A (ja) 1996-03-01 1997-09-09 Kanegafuchi Chem Ind Co Ltd ポリエステルおよびポリエステルカーボネートの製造方法
EP0803532A1 (en) 1996-04-23 1997-10-29 PAC Polymers Inc. Oxygen-barrier articles
AU3813997A (en) 1996-07-26 1998-02-20 Princeton University Catalytic oxygenation of hydrocarbons by metalloporphyrin and metallosalen complexes
DE19710158A1 (de) 1997-03-12 1998-09-17 Buna Sow Leuna Olefinverb Gmbh Polyzinkcarboxylat-Katalysatoren zur Herstellung von Polyalkylencarbonaten
TW420693B (en) 1997-04-25 2001-02-01 Mitsui Chemicals Inc Olefin polymerization catalysts, transition metal compounds, and <alpha>-olefin/conjugated diene copolymers
DE19737547A1 (de) 1997-08-28 1999-03-04 Buna Sow Leuna Olefinverb Gmbh Katalysatorsystem zur Herstellung von Polyalkylencarbonaten
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
AUPR413401A0 (en) 2001-04-02 2001-05-03 Luminis Pty Limited Cyclopropanation process
DE60200346T2 (de) 2001-06-27 2005-03-24 Rs Tech Corp. Neuer chiraler salen-katalysator und verfahren zur herstellung chiraler verbindungen aus racemischen epoxiden unter verwendung des neuen katalysators
US6639087B2 (en) 2001-08-22 2003-10-28 Rhodia Pharma Solutions Inc. Kinetic resolution method
DE10147712A1 (de) * 2001-09-27 2003-04-17 Basf Ag Verfahren zur Herstellung aliphatischer Polycarbonate
DE10235316A1 (de) 2002-08-01 2004-02-12 Basf Ag Katalysator und Verfahren zur Carbonylierung von Oxiranen
US7304172B2 (en) * 2004-10-08 2007-12-04 Cornell Research Foundation, Inc. Polycarbonates made using highly selective catalysts
KR100724550B1 (ko) 2004-12-16 2007-06-04 주식회사 엘지화학 이중 금속 아연 착화합물과 이를 촉매로 사용한폴리카보네이트의 제조 방법
JP4590284B2 (ja) * 2005-03-01 2010-12-01 学校法人東京理科大学 ポリカーボネートの製造方法
WO2006099162A2 (en) 2005-03-14 2006-09-21 Georgia Tech Research Corporation Polymeric salen compounds and methods thereof
US7268204B2 (en) * 2005-03-29 2007-09-11 Basf Corporation Complex of a multimetal cyanide compound and methods of forming polyethercarbonate polyols
CN100384909C (zh) * 2006-01-20 2008-04-30 大连理工大学 一种呈交替结构的聚碳酸酯材料
JP5095954B2 (ja) 2006-05-09 2012-12-12 住友精化株式会社 有機亜鉛触媒およびそれを用いたポリアルキレンカーボネートの製造方法
WO2008094222A2 (en) 2006-10-06 2008-08-07 Trustees Of Princeton Porphyrin catalysts and methods of use thereof
CN100484984C (zh) 2007-02-12 2009-05-06 江苏中科金龙化工股份有限公司 双金属催化剂及其制备方法与用途
CN100494248C (zh) * 2007-03-21 2009-06-03 大连理工大学 用于合成聚碳酸酯的双功能催化剂
GB0708016D0 (en) 2007-04-25 2007-06-06 Univ Newcastle Synthesis of cyclic carbonates
EP2147037B1 (en) 2007-05-04 2014-08-20 SK Innovation Co. Ltd. A process for producing polycarbonates and a coordination complex used therefor
EP2157116A4 (en) 2007-06-08 2010-11-03 Univ Tokyo STEREOSELECTIVE ALTERNATIVE EPOXY-CARBON DIOXIDE COPOLYMER
JP2009215529A (ja) * 2008-02-14 2009-09-24 Keio Gijuku ポリカーボネート樹脂の製造方法
EP2096132A1 (en) 2008-02-26 2009-09-02 Total Petrochemicals Research Feluy Monomers issued from renewable resources and process for polymerising them
ES2527520T3 (es) 2008-03-07 2015-01-26 University Of York Síntesis de carbonatos cíclicos
US20110087001A1 (en) 2008-05-09 2011-04-14 Cornell University Polymers of ethylene oxide and carbon dioxide
EP2307477A4 (en) 2008-07-30 2014-12-10 Sk Innovation Co Ltd NOVEL COORDINATION COMPLEXES AND METHOD FOR THE PRODUCTION OF POLYCARBONATES BY COPOLYMERIZATION OF CARBON DIOXIDE AND EPOXYDIDE THEREOF AS A CATALYST
KR102128706B1 (ko) 2008-08-22 2020-07-02 사우디 아람코 테크놀로지스 컴퍼니 촉매 및 중합체 합성방법
CN103333330A (zh) 2008-09-08 2013-10-02 诺沃梅尔公司 聚碳酸酯多元醇组合物和方法
BRPI0919237B1 (pt) 2008-09-17 2019-08-13 Novomer Inc método de remoção de um catalisador de um produto de uma reação de polimerização de policarbonato alifático e método de purificação de um produto de reação de polimerização de policarbonato alifático
CN101367924B (zh) 2008-09-28 2011-04-27 中国科学院广州化学研究所 一种低温热分解材料及其制备方法和应用
CA2639870A1 (en) 2008-09-29 2010-03-29 Nova Chemicals Corporation Trimerization
KR101503745B1 (ko) 2010-02-25 2015-03-19 에스케이이노베이션 주식회사 나이트레이트 음이온의 이산화탄소/에폭사이드 공중합 촉매 시스템
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

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10376868B2 (en) 2015-02-17 2019-08-13 Lg Chem, Ltd. Linear inorganic coordination polymer, metal complex compound, and metal nanostructure and catalyst composition comprising the same

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JP2011520013A (ja) 2011-07-14
BRPI0911886A2 (pt) 2015-10-13
WO2009137540A1 (en) 2009-11-12
CN104193980A (zh) 2014-12-10
US20140066591A1 (en) 2014-03-06
CN102015826A (zh) 2011-04-13
EP2285864B1 (en) 2017-02-22
CN104193980B (zh) 2018-11-13
US20110087001A1 (en) 2011-04-14
PL2285864T3 (pl) 2017-07-31
BRPI0911886B1 (pt) 2019-09-24
EP2285864A1 (en) 2011-02-23
JP6097245B2 (ja) 2017-03-15
JP2014139324A (ja) 2014-07-31
US10214614B2 (en) 2019-02-26
US20150353680A1 (en) 2015-12-10
ES2625322T3 (es) 2017-07-19
US20190202982A1 (en) 2019-07-04

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