CN1926131B - 杂环接枝单体和相关聚合物以及杂化无机-有机聚合物膜 - Google Patents

杂环接枝单体和相关聚合物以及杂化无机-有机聚合物膜 Download PDF

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CN1926131B
CN1926131B CN2005800064394A CN200580006439A CN1926131B CN 1926131 B CN1926131 B CN 1926131B CN 2005800064394 A CN2005800064394 A CN 2005800064394A CN 200580006439 A CN200580006439 A CN 200580006439A CN 1926131 B CN1926131 B CN 1926131B
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polymer
triazole
group
heterocycle
pka
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CN1926131A (zh
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S·李
Z·周
M·刘
W·李
K·哈泽
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Toyota Motor Corp
Georgia Tech Research Corp
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Toyota Technical Center USA Inc
Georgia Tech Research Institute
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    • C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
    • C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
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    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
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    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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CN2005800064394A 2004-01-27 2005-01-27 杂环接枝单体和相关聚合物以及杂化无机-有机聚合物膜 Expired - Fee Related CN1926131B (zh)

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Application Number Priority Date Filing Date Title
US53964104P 2004-01-27 2004-01-27
US60/539,641 2004-01-27
US61481404P 2004-09-30 2004-09-30
US60/614,814 2004-09-30
US11/044,527 US7576165B2 (en) 2004-01-27 2005-01-26 Heterocycle grafted monomers and related polymers and hybrid inorganic-organic polymer membranes
US11/044,527 2005-01-26
PCT/US2005/002922 WO2005072413A2 (en) 2004-01-27 2005-01-27 Heterocycle grafted monomers and related polymers and hybrid inorganic-organic polymer membranes

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CN1926131B true CN1926131B (zh) 2012-10-31

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Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060083976A1 (en) * 2004-06-09 2006-04-20 California Institute Of Technology Substituted nitrogen heterocycles as proton carriers for water-free proton exchange membranes for fuel cells
US7208243B2 (en) * 2004-12-01 2007-04-24 Toyota Technical Center Usa, Inc. Proton exchange membranes using cycloaddition reaction between azide and alkyne containing components
EP1906473B1 (en) * 2005-07-15 2014-02-12 JSR Corporation Electrode paste for use in solid polymer fuel cell
US20070066762A1 (en) * 2005-09-22 2007-03-22 Acosta Erick J Triazole-containing fluorinated polymers
CN101336265B (zh) 2005-12-22 2012-11-07 Bdfip控股有限公司 改进离子交换膜的传导率的水不溶性添加剂
US7964651B2 (en) * 2006-12-21 2011-06-21 Toyota Motor Engineering & Manufacturing North America, Inc. Sulfonyl grafted heterocycle materials for proton conducting electrolytes
FR2921517B1 (fr) * 2007-09-26 2010-12-03 Commissariat Energie Atomique Membranes conductrices de protons pour pile a combustible presentant un gradient de protons et procedes de preparation desdites membranes
US20090269644A1 (en) * 2008-04-24 2009-10-29 3M Innovative Properties Company Proton conducting materials
US7947410B2 (en) * 2008-08-22 2011-05-24 Toyota Motor Engineering & Manufacturing North America, Inc. Fuel cell electrodes with triazole modified polymers and membrane electrode assemblies incorporating same
WO2010104837A1 (en) * 2009-03-11 2010-09-16 Isp Investments Inc. Functionalized 4-and 5-vinyl substituted regioisomers of 1,2,3-triazoles via 1,3-dipolar cycloaddition and polymers thereof
US8993698B2 (en) * 2009-07-08 2015-03-31 Isp Investments Inc. 4- and 5 substituted 1,2,3-triazole moieties with at least one remote polymerizable moiety and polymers thereof
US20110045381A1 (en) * 2009-08-18 2011-02-24 Gm Global Technology Operations, Inc. Hydrocarbon PEM Membranes with Perfluorosulfonic Acid Groups for Automotive Fuel Cells
US9101886B2 (en) 2009-11-10 2015-08-11 Daimler Ag Composite proton conducting membrane with low degradation and membrane electrode assembly for fuel cells
US20110111321A1 (en) * 2009-11-10 2011-05-12 Daimler Ag Composite proton conducting membrane with low degradation and membrane electrode assembly for fuel cells
US8519074B2 (en) * 2010-01-15 2013-08-27 The University of Massachusettes Comb polymers for supramolecular nanoconfinement
KR101767370B1 (ko) * 2011-07-29 2017-08-24 코오롱인더스트리 주식회사 연료전지용 고분자 전해질막 및 그 제조방법
FR2992650B1 (fr) * 2012-06-29 2014-08-08 Peugeot Citroen Automobiles Sa Procede de synthese de polymeres et leur utilisation pour realiser des membranes pour piles a combustible fonctionnant a faible humidite relative
CN103396551B (zh) * 2012-09-14 2015-09-30 深圳市泰康新材料科技有限公司 一种咪唑基改性硅油及其制备与应用
CN102945975A (zh) * 2012-12-10 2013-02-27 厦门大学 吡啶鎓盐聚合物阴离子交换膜及其制备方法
CN103346341A (zh) * 2013-06-08 2013-10-09 上海大学 酸碱复合型高温质子交换膜及其制备方法
CN103755650B (zh) * 2013-10-24 2016-03-30 上海大学 三唑官能化的4,4’-二氟二苯砜类化合物及其合成方法
CN108779275B (zh) * 2016-02-03 2024-10-15 坎麦克斯动力有限责任公司 双极性离聚物膜
US10950882B2 (en) * 2018-02-05 2021-03-16 Toyota Jidosha Kabushiki Kaisha Proton-conductive membrane and fuel cell
CN108417870B (zh) * 2018-03-13 2021-03-23 中国科学院上海有机化学研究所 一种有机高温质子交换膜及其制备方法
CN108384170B (zh) * 2018-05-29 2020-03-10 中国科学院上海有机化学研究所 一种交联型有机膦酸高温质子交换膜及其制备方法
CN108777314B (zh) * 2018-05-29 2020-08-07 中国科学院上海有机化学研究所 一种复合型有机膦酸高温质子交换膜及其制备方法
CN108666603B (zh) * 2018-05-29 2020-03-10 中国科学院上海有机化学研究所 一种有机膦酸高温质子交换膜及其制备方法
CN108767298B (zh) * 2018-05-29 2020-10-30 中国科学院上海有机化学研究所 一种有机高分子交联的有机膦酸高温质子交换膜及其制备方法
CN108598532B (zh) * 2018-05-29 2020-08-07 中国科学院上海有机化学研究所 一种燃料电池用有机膦酸高温质子交换膜及其制备方法
JP7103912B2 (ja) * 2018-10-24 2022-07-20 トヨタ自動車株式会社 橋架け構造を有するプロトン伝導膜及び燃料電池
JP7441947B2 (ja) * 2019-11-26 2024-03-01 ギリアード サイエンシーズ， インコーポレイテッド Ｍｃｌ１阻害剤を調製するためのプロセス及び中間体
WO2023281505A1 (en) * 2021-07-05 2023-01-12 Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. Compounds and uses thereof in the treatment and prevention of diseases and conditions associate with or aggravated by impaired mitophagy or oxidative stress
JP7636291B2 (ja) 2021-08-04 2025-02-26 トヨタ自動車株式会社 プロトン伝導材料
US12278363B1 (en) 2024-04-29 2025-04-15 Camx Power, Llc Multiple morphology composite cathode materials providing high energy and long cycle life and cells employing the same

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4766052A (en) * 1984-05-08 1988-08-23 Fuji Photo Film Co., Ltd. Photographic element with polymeric imidazole dye mordant
US6096899A (en) * 1998-04-14 2000-08-01 The Regents Of The University Of Michigan Cylic imidazole compounds having relatively low hydrogen content and relatively high nitrogen content and polymers formed therefrom

Family Cites Families (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3122581A (en) 1961-10-27 1964-02-25 Union Carbide Corp Preparation of phosphorus-containing organosilicon compounds
US3408420A (en) 1964-04-30 1968-10-29 Du Pont Silane-modified olefinic copolymers
GB8418591D0 (en) 1984-07-20 1984-08-22 Bp Chem Int Ltd Polymer composition
FR2601017B1 (fr) 1986-07-02 1988-09-23 Centre Nat Rech Scient Nouvelles compositions a base de derives de silice modifiee par des groupements organiques, leur preparation et leur application, notamment comme conducteurs protoniques
GB9118597D0 (en) 1991-08-30 1991-10-16 Biocompatibles Ltd Polymer treatments
EP0532408A1 (fr) 1991-09-13 1993-03-17 Saint-Gobain Vitrage International Polymère conducteur protonique, application en tant qu'électrolyte dans des dispositifs électrochimiques
CH691209A5 (de) 1993-09-06 2001-05-15 Scherrer Inst Paul Herstellungsverfahren für einen Polmerelektrolyten und elektrochemische Zelle mit diesem Polymerelektrolyten.
US5389726A (en) 1994-05-05 1995-02-14 Dow Corning Corporation Nail lacquer primary film forming resin
DE19500253A1 (de) 1995-01-05 1996-07-11 Wacker Chemie Gmbh Phosphorhaltige Organosiliciumverbindungen
US5548055A (en) 1995-01-13 1996-08-20 Sri International Single-ion conducting solid polymer electrolytes
US5840800A (en) 1995-11-02 1998-11-24 Dow Corning Corporation Crosslinked emulsions of pre-formed silicon modified organic polymers
FR2748485B1 (fr) 1996-05-07 1998-08-07 Commissariat Energie Atomique Polyimides sulfones, membranes preparees avec ceux-ci, et dispositif de pile a combustible comprenant ces membranes
DE19632285A1 (de) * 1996-08-09 1998-02-19 Hoechst Ag Protonenleiter mit einer Temperaturbeständigkeit in einem weiten Bereich und guten Protonenleitfähigkeiten
US6201064B1 (en) 1997-11-06 2001-03-13 Kaneka Corporation Crosslinked rubber particles, graft copolymer particles and thermoplastic resin composition
US6124060A (en) 1998-05-20 2000-09-26 Honda Giken Kogyo Kabushiki Kaisha Solid polymer electrolytes
US6310110B1 (en) 1999-07-30 2001-10-30 Michael A. Markowitz Molecularly-imprinted material made by template-directed synthesis
US6488343B1 (en) 1999-08-19 2002-12-03 Bendix Commercial Vehicle Systems Llc Parking control circuit
JP4539896B2 (ja) 1999-09-17 2010-09-08 独立行政法人産業技術総合研究所 プロトン伝導性膜、その製造方法及びそれを用いた燃料電池
EP1230278B1 (en) 1999-11-08 2005-06-01 E.I. Du Pont De Nemours And Company Moisture curable, melt processible graft ethylene copolymers
US6423784B1 (en) 1999-12-15 2002-07-23 3M Innovative Properties Company Acid functional fluoropolymer membranes and method of manufacture
JP2001199961A (ja) 2000-01-21 2001-07-24 Fuji Photo Film Co Ltd 重合性溶融塩モノマー、電解質組成物および電気化学電池
DE10017654A1 (de) 2000-04-08 2001-10-18 Degussa Organosiliciumverbindungen
DE10021104A1 (de) 2000-05-02 2001-11-08 Univ Stuttgart Organisch-anorganische Membranen
DE10021106A1 (de) * 2000-05-02 2001-11-08 Univ Stuttgart Polymere Membranen
JP3513097B2 (ja) * 2000-09-29 2004-03-31 株式会社東芝 プロトン伝導性膜およびそれを用いた燃料電池
US20020127474A1 (en) 2001-01-09 2002-09-12 E.C.R.-Electro-Chemical Research Ltd. Proton-selective conducting membranes
WO2002088222A1 (de) 2001-03-13 2002-11-07 Fraunhofer-Gesellschaft Zur Foerderung Der Angewandten Forschung E.V. Phosphorhaltige, organisch polymerisierbare silane und damit hergestellte kieselsäure-polykondensate
US6713643B2 (en) 2001-05-24 2004-03-30 Board Of Trustees Of Michigan State University Ultrastable organofunctional microporous to mesoporous silica compositions
US6756436B2 (en) 2001-06-26 2004-06-29 Acushnet Company Golf balls comprising highly-neutralized acid polymers
JP4004769B2 (ja) * 2001-10-17 2007-11-07 Ｎｅｃトーキン株式会社 電解液、並びにこれを用いた電気化学セル
DE10163518A1 (de) 2001-12-21 2003-07-10 Fraunhofer Ges Forschung Protonenleitfähige Membranen/Schichten und Verfahren zu deren Herstellung
US6716908B2 (en) 2002-01-30 2004-04-06 Dow Corning Corporation Alkoxysilyl functional silicone based materials
EP1474839B1 (en) 2002-02-06 2010-04-07 Battelle Memorial Institute Polymer electrolyte membranes for use in fuel cells
WO2004005380A1 (en) 2002-07-04 2004-01-15 Ben-Gurion University Of The Negev Highly conductive ordered ion exchange membranes
JP3884340B2 (ja) 2002-07-10 2007-02-21 本田技研工業株式会社 プロトン伝導性高分子固体電解質
WO2004107477A2 (en) 2003-05-28 2004-12-09 Toyota Technical Center Usa, Inc. Conductive membranes formed from silanes having functional groups
JP4990624B2 (ja) 2003-05-28 2012-08-01 トヨタ モーター エンジニアリング アンド マニュファクチャリング ノース アメリカ，インコーポレイティド アルキルオキシシラングラフト化熱可塑性ポリマーに基づくハイブリッド無機−有機ポリマー電解質膜（ｐｅｍ）
US7183370B2 (en) 2003-09-11 2007-02-27 Toyota Technical Center Usa, Inc Phosphonic-acid grafted hybrid inorganic-organic proton electrolyte membranes (PEMs)

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4766052A (en) * 1984-05-08 1988-08-23 Fuji Photo Film Co., Ltd. Photographic element with polymeric imidazole dye mordant
US6096899A (en) * 1998-04-14 2000-08-01 The Regents Of The University Of Michigan Cylic imidazole compounds having relatively low hydrogen content and relatively high nitrogen content and polymers formed therefrom

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
H.G. Herz, et al..New fully polymeric proton solvents with high proton mobility.《Electrochimica Acta》.2003,第48卷2165-2171. *

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