DE60010937D1 - Sulfonierte ionenleitende perfluorocyclobutan-membranen - Google Patents

Sulfonierte ionenleitende perfluorocyclobutan-membranen

Info

Publication number
DE60010937D1
DE60010937D1 DE60010937T DE60010937T DE60010937D1 DE 60010937 D1 DE60010937 D1 DE 60010937D1 DE 60010937 T DE60010937 T DE 60010937T DE 60010937 T DE60010937 T DE 60010937T DE 60010937 D1 DE60010937 D1 DE 60010937D1
Authority
DE
Germany
Prior art keywords
unsubstituted
substituted
polymer
membranes
saturated
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.)
Expired - Fee Related
Application number
DE60010937T
Other languages
English (en)
Other versions
DE60010937T2 (de
Inventor
S Mao
A Lewinski
A Ylitalo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
3M Innovative Properties Co
Original Assignee
3M Innovative Properties Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by 3M Innovative Properties Co filed Critical 3M Innovative Properties Co
Application granted granted Critical
Publication of DE60010937D1 publication Critical patent/DE60010937D1/de
Publication of DE60010937T2 publication Critical patent/DE60010937T2/de
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00Chemical modification by after-treatment
    • C08F8/34Introducing sulfur atoms or sulfur-containing groups
    • C08F8/36Sulfonation; Sulfation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18Manufacture of films or sheets
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2800/00Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/20Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/30Hydrogen technology
    • Y02E60/50Fuel cells
DE60010937T 2000-06-05 2000-10-10 Sulfonierte ionenleitende perfluorocyclobutan-membranen Expired - Fee Related DE60010937T2 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US587522 2000-06-05
US09/587,522 US6559237B1 (en) 2000-06-05 2000-06-05 Sulfonated perfluorocyclobutane ion-conducting membranes
PCT/US2000/027939 WO2001094427A1 (en) 2000-06-05 2000-10-10 Sulfonated perfluorocyclobutane ion-conducting membranes

Publications (2)

Publication Number Publication Date
DE60010937D1 true DE60010937D1 (de) 2004-06-24
DE60010937T2 DE60010937T2 (de) 2005-06-16

Family

ID=24350141

Family Applications (1)

Application Number Title Priority Date Filing Date
DE60010937T Expired - Fee Related DE60010937T2 (de) 2000-06-05 2000-10-10 Sulfonierte ionenleitende perfluorocyclobutan-membranen

Country Status (9)

Country Link
US (1) US6559237B1 (de)
EP (1) EP1290041B1 (de)
JP (1) JP2003535929A (de)
KR (1) KR100650483B1 (de)
AT (1) ATE267218T1 (de)
AU (1) AU2001210762A1 (de)
CA (1) CA2407665A1 (de)
DE (1) DE60010937T2 (de)
WO (1) WO2001094427A1 (de)

Families Citing this family (54)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4106983B2 (ja) 2002-03-25 2008-06-25 住友化学株式会社 芳香族系高分子、その製造方法およびその用途
US7094490B2 (en) * 2002-05-13 2006-08-22 Polyfuel, Inc. Ion conductive block copolymers
AU2003233275A1 (en) * 2002-05-17 2003-12-02 Greenlight Power Technologies, Inc. Methods and apparatus for indicating a fault condition in fuel cells and fuel cell components
JP3868419B2 (ja) * 2002-12-27 2007-01-17 日本特殊陶業株式会社 ガスセンサ
US7022810B1 (en) 2003-05-09 2006-04-04 Sandia Corporation Proton exchange membrane materials for the advancement of direct methanol fuel-cell technology
US7207732B2 (en) * 2003-06-04 2007-04-24 Corning Incorporated Coated optical fiber and curable compositions suitable for coating optical fiber
CA2554160A1 (en) * 2004-01-23 2005-09-22 The University Of North Carolina At Chapel Hill Liquid materials for use in electrochemical cells
US20070259256A1 (en) * 2004-11-29 2007-11-08 Jean-Marc Le Canut Systems and methods for detecting and indicating fault conditions in electrochemical cells
JP4237156B2 (ja) * 2005-03-28 2009-03-11 富士通株式会社 電解質組成物、固体電解質膜、固体高分子型燃料電池および固体電解質膜の製造方法
US7582704B2 (en) * 2005-07-01 2009-09-01 Bausch & Lomb Incorporated Biomedical devices
US7538160B2 (en) 2005-07-01 2009-05-26 Bausch & Lomb Incorporated Trifluorovinyl aromatic containing poly(alkyl ether) prepolymers
US7425600B2 (en) * 2005-07-01 2008-09-16 Bausch & Lomb Incorporated Polymerization products and biomedical devices containing same
US7402634B2 (en) * 2005-07-01 2008-07-22 Bausch And Lamb Incorporated Perfluorocyclobutane copolymers
US7534836B2 (en) * 2005-07-01 2009-05-19 Bausch & Lomb Incorporated Biomedical devices
WO2007052954A1 (en) 2005-11-01 2007-05-10 Lg Chem, Ltd. Block copolymers containing perfluorocyclobutane rings and electrolyte membranes using the same
US20070099054A1 (en) * 2005-11-01 2007-05-03 Fuller Timothy J Sulfonated-perfluorocyclobutane polyelectrolyte membranes for fuel cells
US7635744B2 (en) * 2006-04-05 2009-12-22 General Electric Company Trifluorovinyloxy monomers and polymers
US8492460B2 (en) * 2006-07-28 2013-07-23 GM Global Technology Operations LLC Fluorinated polymer blocks for PEM applications
US20090137925A1 (en) * 2007-11-23 2009-05-28 Divya Cantor Impedance Spectroscopy Cervix Scanning Apparatus and Method
WO2009116446A1 (ja) * 2008-03-19 2009-09-24 旭化成イーマテリアルズ株式会社 高分子電解質及びその製造方法
US7897693B2 (en) * 2008-05-09 2011-03-01 Gm Global Technology Operations, Inc. Proton conductive polymer electrolytes and fuel cells
US8008404B2 (en) 2008-05-09 2011-08-30 GM Global Technology Operations LLC Composite membrane
US7897692B2 (en) * 2008-05-09 2011-03-01 Gm Global Technology Operations, Inc. Sulfonated perfluorocyclobutane block copolymers and proton conductive polymer membranes
US7985805B2 (en) * 2008-05-09 2011-07-26 GM Global Technology Operations LLC Polyelectrolyte membranes comprised of blends of PFSA and sulfonated PFCB polymers
US7897691B2 (en) * 2008-05-09 2011-03-01 Gm Global Technology Operations, Inc. Proton exchange membranes for fuel cell applications
US7888433B2 (en) * 2008-05-09 2011-02-15 Gm Global Technology Operations, Inc. Sulfonated-polyperfluoro-cyclobutane-polyphenylene polymers for PEM fuel cell applications
US8030405B2 (en) * 2008-05-09 2011-10-04 GM Global Technology Operations LLC Blended PEM's with elastomers for improved mechanical durability
US7976730B2 (en) * 2008-08-25 2011-07-12 GM Global Technology Operations LLC Blends of low equivalent molecular weight PFSA ionomers with Kynar 2751
US8003732B2 (en) * 2008-08-25 2011-08-23 GM Global Technology Operations LLC Gradient reinforced proton exchange membrane
KR101012124B1 (ko) 2008-12-17 2011-02-07 한국화학연구원 퍼플루오로싸이클로부탄기를 포함하는 술폰화 공중합체, 이의 제조방법 및 이의 용도
KR101017649B1 (ko) * 2008-12-30 2011-02-25 한국화학연구원 퍼플루오로싸이클로부탄기를 포함하는 후술폰화된 공중합체, 이의 제조방법 및 이의 용도
US20110045381A1 (en) * 2009-08-18 2011-02-24 Gm Global Technology Operations, Inc. Hydrocarbon PEM Membranes with Perfluorosulfonic Acid Groups for Automotive Fuel Cells
US8053530B2 (en) * 2009-08-26 2011-11-08 GM Global Technology Operations LLC Polyelectrolyte membranes made of poly(perfluorocyclobutanes) with pendant perfluorosulfonic acid groups and blends with poly(vinylidene fluoride)
US8852823B2 (en) * 2009-08-26 2014-10-07 GM Global Technology Operations LLC Sodium stannate additive to improve the durability of PEMS for H2/air fuel cells
US8354201B2 (en) * 2009-08-28 2013-01-15 GM Global Technology Operations LLC Fuel cell with spatially non-homogeneous ionic membrane
US20110053008A1 (en) * 2009-08-28 2011-03-03 Gm Global Technology Operations, Inc. Water vapor transfer membrane and paper integrated assembly
US8058352B2 (en) * 2009-08-28 2011-11-15 GM Global Technology Operations LLC Perfluorocyclobutane based water vapor transfer membranes
US20110053009A1 (en) * 2009-08-28 2011-03-03 Gm Global Technology Operations, Inc. Customized water vapor transfer membrane layered structure
US7972732B2 (en) * 2009-08-28 2011-07-05 GM Global Technology Operations LLC Perfluorocyclobutane based water vapor transfer membranes with side chain perfluorosulfonic acid moieties
US8048963B2 (en) * 2009-08-31 2011-11-01 GM Global Technology Operations LLC Ion exchange membrane having lamellar morphology and process of making the same
US8409765B2 (en) * 2009-08-31 2013-04-02 GM Global Technology Operations LLC Co(II)tetramethoxyphenylporphyrin additive to PFSA PEMS for improved fuel cell durability
EP2479212B1 (de) * 2009-09-18 2023-06-07 Asahi Kasei Kabushiki Kaisha Elektrolytemulsion und herstellungsverfahren dafür
US8252712B2 (en) * 2009-11-13 2012-08-28 GM Global Technology Operations LLC Polymer dispersant addition to fuel cell electrode inks for improved manufacturability
US8735023B2 (en) 2009-12-14 2014-05-27 GM Global Technology Operations LLC Fuel cell with layered electrode
US20110159404A1 (en) * 2009-12-29 2011-06-30 Gm Global Technology Operations, Inc. Polyolefin Support to Prevent Dielectric Breakdown in PEMS
US20110159405A1 (en) * 2009-12-30 2011-06-30 Gm Global Technology Operations, Inc. Hydrophilic Polyelectrolyte Membranes Containing Poly(Vinyl Acetate) and Poly(Vinyl Alcohol)
US20110165497A1 (en) * 2010-01-06 2011-07-07 Gm Global Technology Operations, Inc. Method for Mitigating Fuel Cell Chemical Degradation
US7989512B1 (en) 2010-03-17 2011-08-02 GM Global Technology Operations LLC Polyelectrolyte membranes derived from soluble perfluorocyclobutane polymers with sulfonyl chloride groups
US8735021B2 (en) 2010-04-16 2014-05-27 GM Global Technology Operations LLC Cobalt(II) tetramethoxyphenylporphyrin (CoTMPP) ionomer stabilization to prevent electrode degradation
US8044146B1 (en) 2010-04-16 2011-10-25 GM Global Technology Operations LLC Combination of main-chain and side-chain sulfonation of PFCB-6F high-temperature fuel cell membranes
US8609739B2 (en) * 2011-02-17 2013-12-17 GM Global Technology Operations LLC Poly(perfluorocyclobutane) ionomer with phosphonic acid groups for high temperature fuel cells
US20130084516A1 (en) * 2011-09-30 2013-04-04 GM Global Technology Operations LLC Poly(Methyl Methacrylate) Additive to Polyelectrolyte Membrane
US9163337B2 (en) * 2012-10-24 2015-10-20 GM Global Technology Operations LLC PFCB nanometer scale fibers
JP7103830B2 (ja) * 2018-04-16 2022-07-20 旭化成株式会社 高分子電解質

Family Cites Families (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4337211A (en) 1980-06-11 1982-06-29 The Dow Chemical Company Fluorocarbon ethers having substituted halogen site(s) and process to prepare
US4358412A (en) 1980-06-11 1982-11-09 The Dow Chemical Company Preparation of vinyl ethers
JPS5794006A (en) 1980-12-03 1982-06-11 Toyo Soda Mfg Co Ltd Perfluorocarbon polymer
WO1986000624A1 (fr) 1984-07-13 1986-01-30 Societe Atochem Nouveau polymere fluore ionique, son procede de preparation et les membranes d'electrolyse formees a partir de ce polymere
JPS6223401A (ja) 1985-07-22 1987-01-31 Nok Corp 限外ロ過膜
JP2609524B2 (ja) 1987-06-15 1997-05-14 旭化成工業株式会社 フッ素系イオン交換樹脂膜の加水分解方法
US4812352A (en) 1986-08-25 1989-03-14 Minnesota Mining And Manufacturing Company Article having surface layer of uniformly oriented, crystalline, organic microstructures
US5039561A (en) 1986-08-25 1991-08-13 Minnesota Mining And Manufacturing Company Method for preparing an article having surface layer of uniformly oriented, crystalline, organic microstructures
US5159038A (en) 1989-06-09 1992-10-27 Dow Chemical Company Perfluorocyclobutane ring-containing polymers
US5364547A (en) 1989-06-09 1994-11-15 The Dow Chemical Company Lubricants containing perfluorocyclobutane rings
US5037918A (en) 1989-12-15 1991-08-06 The Dow Chemical Company Perfluorocyclobutane ring-containing polymers with crosslinking
US5210265A (en) 1989-06-09 1993-05-11 The Dow Chemical Company Reactive compounds containing perfluorocyclobutane rings
US5021602A (en) 1989-06-09 1991-06-04 The Dow Chemical Company Reactive compounds containing perfluorocyclobutane rings
US5023380A (en) 1989-06-09 1991-06-11 The Dow Chemical Company Perfluorovinyl compounds
US5037917A (en) 1989-06-09 1991-08-06 The Dow Chemical Company Perfluorocyclobutane ring-containing polymers
US5159037A (en) 1989-06-09 1992-10-27 The Dow Chemical Company Perfluorocyclobutane ring-containing polymers
US5364917A (en) 1989-06-09 1994-11-15 The Dow Chemical Company Perfluorocyclobutane ring-containing polymers
US5198513A (en) 1989-06-09 1993-03-30 The Dow Chemical Company Reactive compounds containing perfluorovinyl groups
US5037919A (en) 1989-06-09 1991-08-06 The Dow Chemical Company Reactive compounds containing perfluorovinyl groups
US5066746A (en) 1989-06-09 1991-11-19 The Dow Chemical Company Perfluorocyclobutane ring-containing polymers
US5162468A (en) 1989-06-09 1992-11-10 The Dow Chemical Company Perfluorovinyl compounds
US5246782A (en) 1990-12-10 1993-09-21 The Dow Chemical Company Laminates of polymers having perfluorocyclobutane rings and polymers containing perfluorocyclobutane rings
US5159036A (en) 1989-12-15 1992-10-27 The Dow Chemical Company Perfluorocyclobutane ring-containing polymers with crosslinking
US5264508A (en) 1992-06-25 1993-11-23 The Dow Chemical Company Polymers of haloperfluoro and perfluoro ethers
US5449825A (en) 1992-06-25 1995-09-12 The Dow Chemical Company Preparation of haloperfluoro and perfluoro ethers
US5338430A (en) 1992-12-23 1994-08-16 Minnesota Mining And Manufacturing Company Nanostructured electrode membranes
US5426164A (en) 1992-12-24 1995-06-20 The Dow Chemical Company Photodefinable polymers containing perfluorocyclobutane groups
US5834523A (en) 1993-09-21 1998-11-10 Ballard Power Systems, Inc. Substituted α,β,β-trifluorostyrene-based composite membranes
US5525436A (en) 1994-11-01 1996-06-11 Case Western Reserve University Proton conducting polymers used as membranes
US5620807A (en) 1995-08-31 1997-04-15 The Dow Chemical Company Flow field assembly for electrochemical fuel cells
AU1831397A (en) 1996-01-16 1997-08-11 Memtec America Corporation Method for gas phase sulfonation of polymer membranes
JP4657390B2 (ja) 1997-07-25 2011-03-23 アセップ・インク ペルフルオロビニルイオン化合物および重合体型のイオン電導体の成分、選択膜の成分または触媒の成分としてのそれらの使用
US5910378A (en) 1997-10-10 1999-06-08 Minnesota Mining And Manufacturing Company Membrane electrode assemblies
US5879828A (en) 1997-10-10 1999-03-09 Minnesota Mining And Manufacturing Company Membrane electrode assembly
WO1999038842A1 (fr) 1998-01-30 1999-08-05 Hydro-Quebec Derives bis-sulfonyles polymerisables et leur utilisation dans la preparation de membranes echangeuses d'ions

Also Published As

Publication number Publication date
ATE267218T1 (de) 2004-06-15
AU2001210762A1 (en) 2001-12-17
DE60010937T2 (de) 2005-06-16
JP2003535929A (ja) 2003-12-02
WO2001094427A1 (en) 2001-12-13
EP1290041B1 (de) 2004-05-19
EP1290041A1 (de) 2003-03-12
US6559237B1 (en) 2003-05-06
CA2407665A1 (en) 2001-12-13
KR100650483B1 (ko) 2006-11-30
KR20030007864A (ko) 2003-01-23

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