JP5856145B2 - プロトン伝導性材料 - Google Patents

プロトン伝導性材料 Download PDF

Info

Publication number
JP5856145B2
JP5856145B2 JP2013504909A JP2013504909A JP5856145B2 JP 5856145 B2 JP5856145 B2 JP 5856145B2 JP 2013504909 A JP2013504909 A JP 2013504909A JP 2013504909 A JP2013504909 A JP 2013504909A JP 5856145 B2 JP5856145 B2 JP 5856145B2
Authority
JP
Japan
Prior art keywords
group
polymer
formula
typically
compound
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.)
Active
Application number
JP2013504909A
Other languages
English (en)
Japanese (ja)
Other versions
JP2013525519A5 (enExample
JP2013525519A (ja
Inventor
ジェイ．ハムロック スティーブン
ジェイ．ハムロック スティーブン
エス．シャバーグ マーク
エス．シャバーグ マーク
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
Publication of JP2013525519A publication Critical patent/JP2013525519A/ja
Publication of JP2013525519A5 publication Critical patent/JP2013525519A5/ja
Application granted granted Critical
Publication of JP5856145B2 publication Critical patent/JP5856145B2/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00—Fuel cells; Manufacture thereof
    • H01M8/10—Fuel cells with solid electrolytes
    • H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018—Polymeric electrolyte materials
    • H01M8/1039—Polymeric electrolyte materials halogenated, e.g. sulfonated polyvinylidene fluorides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00—Preparation of sulfones; Preparation of sulfoxides
    • C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F214/00—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 halogen
    • C08F214/18—Monomers containing fluorine
    • C08F214/26—Tetrafluoroethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/12—Hydrolysis
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/26—Removing halogen atoms or halogen-containing groups from the molecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/34—Introducing sulfur atoms or sulfur-containing groups
    • 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
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/20—Polysulfones
    • C08G75/23—Polyethersulfones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
    • C08L81/06—Polysulfones; Polyethersulfones
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/86—Inert electrodes with catalytic activity, e.g. for fuel cells
    • H01M4/8663—Selection of inactive substances as ingredients for catalytic active masses, e.g. binders, fillers
    • H01M4/8668—Binders
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2810/00—Chemical modification of a polymer
    • C08F2810/50—Chemical modification of a polymer wherein the polymer is a copolymer and the modification is taking place only on one or more of the monomers present in minority
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2381/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen, or carbon only; Polysulfones; Derivatives of such polymers
    • C08J2381/06—Polysulfones; Polyethersulfones
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M2300/00—Electrolytes
    • H01M2300/0017—Non-aqueous electrolytes
    • H01M2300/0065—Solid electrolytes
    • H01M2300/0082—Organic polymers
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00—Fuel cells; Manufacture thereof
    • H01M8/10—Fuel cells with solid electrolytes
    • H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018—Polymeric electrolyte materials
    • H01M8/102—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
    • H01M8/1025—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having only carbon and oxygen, e.g. polyethers, sulfonated polyetheretherketones [S-PEEK], sulfonated polysaccharides, sulfonated celluloses or sulfonated polyesters
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00—Fuel cells; Manufacture thereof
    • H01M8/10—Fuel cells with solid electrolytes
    • H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018—Polymeric electrolyte materials
    • H01M8/102—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
    • H01M8/1027—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having carbon, oxygen and other atoms, e.g. sulfonated polyethersulfones [S-PES]
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00—Fuel cells; Manufacture thereof
    • H01M8/10—Fuel cells with solid electrolytes
    • H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018—Polymeric electrolyte materials
    • H01M8/102—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
    • H01M8/103—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having nitrogen, e.g. sulfonated polybenzimidazoles [S-PBI], polybenzimidazoles with phosphoric acid, sulfonated polyamides [S-PA] or sulfonated polyphosphazenes [S-PPh]
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00—Fuel cells; Manufacture thereof
    • H01M8/10—Fuel cells with solid electrolytes
    • H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018—Polymeric electrolyte materials
    • H01M8/102—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
    • H01M8/1032—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having sulfur, e.g. sulfonated-polyethersulfones [S-PES]
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00—Fuel cells; Manufacture thereof
    • H01M8/10—Fuel cells with solid electrolytes
    • H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
    • H01M8/1018—Polymeric electrolyte materials
    • H01M8/1041—Polymer electrolyte composites, mixtures or blends
    • H01M8/1044—Mixtures of polymers, of which at least one is ionically conductive
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/30—Hydrogen technology
    • Y02E60/50—Fuel cells
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
    • Y02P70/50—Manufacturing or production processes characterised by the final manufactured product

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Electrochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Sustainable Development (AREA)
  • Sustainable Energy (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Conductive Materials (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Inert Electrodes (AREA)
  • Fuel Cell (AREA)
JP2013504909A 2010-04-16 2011-03-23 プロトン伝導性材料 Active JP5856145B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US32506210P 2010-04-16 2010-04-16
US61/325,062 2010-04-16
PCT/US2011/029555 WO2011129967A2 (en) 2010-04-16 2011-03-23 Proton conducting materials

Publications (3)

Publication Number Publication Date
JP2013525519A JP2013525519A (ja) 2013-06-20
JP2013525519A5 JP2013525519A5 (enExample) 2014-05-01
JP5856145B2 true JP5856145B2 (ja) 2016-02-09

Family

ID=44799240

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2013504909A Active JP5856145B2 (ja) 2010-04-16 2011-03-23 プロトン伝導性材料

Country Status (5)

Country Link
US (1) US9419300B2 (enExample)
EP (1) EP2558442A4 (enExample)
JP (1) JP5856145B2 (enExample)
CN (2) CN104016891B (enExample)
WO (1) WO2011129967A2 (enExample)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103004001B (zh) 2010-05-25 2016-02-17 3M创新有限公司 强化的电解质膜
US8765327B2 (en) 2010-07-12 2014-07-01 3M Innovative Properties Company Fuel cell electrodes with conduction networks
EP2684239B1 (en) 2011-03-11 2025-01-01 Audi AG Unitized electrode assembly with high equivalent weight ionomer
JP6007647B2 (ja) * 2011-08-31 2016-10-12 旭硝子株式会社 イオン性ポリマーおよびその製造方法
US9562872B2 (en) 2012-05-29 2017-02-07 3M Innovative Properties Company Humidity sensor and sensor element
JP6229662B2 (ja) * 2012-11-14 2017-11-15 旭硝子株式会社 イオン性ポリマー膜の製造方法
JP2016507611A (ja) 2012-12-21 2016-03-10 トヨタ自動車株式会社 プロトン交換材料およびその製造方法
JP6165878B2 (ja) 2012-12-21 2017-07-19 アウディ アクチェンゲゼルシャフトＡｕｄｉ Ａｇ 電解質膜、分散体、および分散方法
WO2014098907A1 (en) 2012-12-21 2014-06-26 Utc Power Corporation Method of fabricating an electrolyte material
EP3157079B1 (en) * 2014-06-13 2018-10-17 LG Chem, Ltd. Lithium electrode and lithium battery including same
US10312502B2 (en) 2014-06-13 2019-06-04 Lg Chem, Ltd. Lithium electrode and lithium secondary battery comprising same
CN107004881A (zh) * 2014-12-03 2017-08-01 3M创新有限公司 用于氧化还原液流电池的聚合物电解质膜
WO2017004495A1 (en) * 2015-07-01 2017-01-05 3M Innovative Properties Company Composite membranes with improved performance and/or durability and methods of use
EP3316997A1 (en) 2015-07-01 2018-05-09 3M Innovative Properties Company Pvp- and/or pvl-containing composite membranes and methods of use
WO2017004496A1 (en) * 2015-07-01 2017-01-05 3M Innovative Properties Company Polymeric ionomer separation membranes and methods of use
US20200368690A1 (en) 2017-08-16 2020-11-26 3M Innovative Properties Company Polymeric ionomer separation membranes and methods of use
JP7369774B2 (ja) 2018-12-21 2023-10-26 スリーエム イノベイティブ プロパティズ カンパニー 触媒毒を低減したフルオロポリマーアイオノマー及びそれからの物品
EP4127002A1 (en) 2020-03-30 2023-02-08 3M Innovative Properties Company Fluoropolymer comprising pendent groups with ionic bis(sulfonyl)imide moiety and perfluoroether terminal group
US11888197B2 (en) * 2020-05-04 2024-01-30 Robert Bosch Gmbh Dual surface property composite fuel cell polymer electrolyte membrane
WO2023007289A1 (en) 2021-07-28 2023-02-02 3M Innovative Properties Company Making an electrochemical membrane from low t(alpha) fluorinated ionomer salts
EP4442741A1 (en) * 2023-04-03 2024-10-09 DECHEMA-Forschungsinstitut A method for conditioning and hydrolysis of an extruded membrane

Family Cites Families (55)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2732398A (en) 1953-01-29 1956-01-24 cafiicfzsojk
DE3034537A1 (de) * 1980-09-12 1982-05-06 Hoechst Ag, 6000 Frankfurt Verfahren zur herstellung von monohydroperfluoralkansulfonsaeurehalogeniden sowie einige spezielle vertreter dieser verbindungsklasse
US4329478A (en) 1981-01-30 1982-05-11 Minnesota Mining And Manufacturing Company Cyclic perfluoroaliphaticdisulfonic acid anhydrides
US4386214A (en) 1981-01-30 1983-05-31 Minnesota Mining And Manufacturing Company Process for the preparation of cyclic perfluoroaliphaticdisulfonic acid anhydrides
US4423197A (en) 1981-12-01 1983-12-27 Minnesota Mining And Manufacturing Company Cyclic perfluoroaliphatic-disulfonic acid anhydrides and sulfonamide derivatives thereof
US5011983A (en) * 1987-01-23 1991-04-30 Minnesota Mining And Manufacturing Company Preparation and reactions of omega-halosulfonyl perfluoroalkanesulfonates
US5463005A (en) * 1992-01-03 1995-10-31 Gas Research Institute Copolymers of tetrafluoroethylene and perfluorinated sulfonyl monomers and membranes made therefrom
USRE37701E1 (en) 1994-11-14 2002-05-14 W. L. Gore & Associates, Inc. Integral composite membrane
US5547551A (en) 1995-03-15 1996-08-20 W. L. Gore & Associates, Inc. Ultra-thin integral composite membrane
US6254978B1 (en) 1994-11-14 2001-07-03 W. L. Gore & Associates, Inc. Ultra-thin integral composite membrane
USRE37307E1 (en) 1994-11-14 2001-08-07 W. L. Gore & Associates, Inc. Ultra-thin integral composite membrane
US5514493A (en) 1995-03-06 1996-05-07 Minnesota Mining And Manufacturing Company Perfluoroalkylsulfonates, sulfonimides, and sulfonyl methides, and electrolytes containing them
GB9716454D0 (en) * 1997-08-05 1997-10-08 Univ St Andrews Polymer
US5910378A (en) 1997-10-10 1999-06-08 Minnesota Mining And Manufacturing Company Membrane electrode assemblies
EP1400539B1 (fr) 1998-01-30 2008-12-03 Hydro Quebec Procédé de préparation de polymères sulfonés réticulés
US6090895A (en) 1998-05-22 2000-07-18 3M Innovative Properties Co., Crosslinked ion conductive membranes
US6277512B1 (en) 1999-06-18 2001-08-21 3M Innovative Properties Company Polymer electrolyte membranes from mixed dispersions
US6461724B1 (en) 1999-08-30 2002-10-08 3M Innovative Properties Company Microporous material resistant to capillary collapse
CN1318398C (zh) * 2001-02-01 2007-05-30 旭化成株式会社 具有磺酰胺基的全氟乙烯基醚单体
US20040122256A1 (en) 2001-02-01 2004-06-24 Masanori Ikeda Perfluorvinyl ether monomer having sulfonamide group
JP3630306B2 (ja) * 2001-02-23 2005-03-16 株式会社豊田中央研究所 多官能化電解質及びこれを用いた電気化学デバイス並びに多官能化電解質の製造方法
US20020160272A1 (en) 2001-02-23 2002-10-31 Kabushiki Kaisha Toyota Chuo Process for producing a modified electrolyte and the modified electrolyte
US6727386B2 (en) 2001-10-25 2004-04-27 3M Innovative Properties Company Aromatic imide and aromatic methylidynetrissulfonyl compounds and method of making
US6624328B1 (en) 2002-12-17 2003-09-23 3M Innovative Properties Company Preparation of perfluorinated vinyl ethers having a sulfonyl fluoride end-group
US20040116742A1 (en) 2002-12-17 2004-06-17 3M Innovative Properties Company Selective reaction of hexafluoropropylene oxide with perfluoroacyl fluorides
US7348088B2 (en) 2002-12-19 2008-03-25 3M Innovative Properties Company Polymer electrolyte membrane
GB0229688D0 (en) 2002-12-20 2003-01-29 Imaging Res Solutions Ltd Solid-phase preparation of [18F] Fluorohaloalkanes
US7338692B2 (en) 2003-09-12 2008-03-04 3M Innovative Properties Company Microporous PVDF films
US7071271B2 (en) 2003-10-30 2006-07-04 3M Innovative Properties Company Aqueous emulsion polymerization of functionalized fluoromonomers
US7259208B2 (en) 2003-11-13 2007-08-21 3M Innovative Properties Company Reinforced polymer electrolyte membrane
US7074841B2 (en) 2003-11-13 2006-07-11 Yandrasits Michael A Polymer electrolyte membranes crosslinked by nitrile trimerization
US7060756B2 (en) 2003-11-24 2006-06-13 3M Innovative Properties Company Polymer electrolyte with aromatic sulfone crosslinking
US7112614B2 (en) 2003-12-08 2006-09-26 3M Innovative Properties Company Crosslinked polymer
US7060738B2 (en) 2003-12-11 2006-06-13 3M Innovative Properties Company Polymer electrolytes crosslinked by ultraviolet radiation
US7173067B2 (en) 2003-12-17 2007-02-06 3M Innovative Properties Company Polymer electrolyte membranes crosslinked by direct fluorination
US7473748B2 (en) 2004-01-22 2009-01-06 Asahi Kasei Kabushiki Kaisha Vinyl monomer with superacid ester group and polymer of the same
JP4334375B2 (ja) * 2004-03-08 2009-09-30 旭化成株式会社 Ｎ−アルキルビススルホニルイミド基含有ビニルモノマー
US7449573B2 (en) 2004-02-16 2008-11-11 Fujifilm Corporation Photosensitive composition, compound for use in the photosensitive composition, and method of pattern formation with the photosensitive composition
JP4557576B2 (ja) * 2004-03-25 2010-10-06 富士フイルム株式会社 感光性組成物及びこれを用いたパターン形成方法
US7572534B2 (en) 2004-09-20 2009-08-11 3M Innovative Properties Company Fuel cell membrane electrode assembly
US8101317B2 (en) 2004-09-20 2012-01-24 3M Innovative Properties Company Durable fuel cell having polymer electrolyte membrane comprising manganese oxide
JP2007003619A (ja) 2005-06-21 2007-01-11 Fujifilm Holdings Corp 感光性組成物、該感光性組成物を用いたパターン形成方法及び該感光性組成物に用いる化合物
JP2007095433A (ja) 2005-09-28 2007-04-12 Asahi Glass Co Ltd 固体高分子形燃料電池用電解質膜及びその製造方法
US8367267B2 (en) 2005-10-28 2013-02-05 3M Innovative Properties Company High durability fuel cell components with cerium oxide additives
US8628871B2 (en) 2005-10-28 2014-01-14 3M Innovative Properties Company High durability fuel cell components with cerium salt additives
JP4830610B2 (ja) 2006-04-25 2011-12-07 Ｊｓｒ株式会社 芳香族化合物及びスルホン化ポリアリーレン系重合体
JP5449675B2 (ja) 2007-09-21 2014-03-19 富士フイルム株式会社 感光性組成物、該感光性組成物を用いたパターン形成方法及び該感光性組成物に用いられる化合物
JP5119854B2 (ja) 2007-10-22 2013-01-16 ダイキン工業株式会社 含フッ素ポリマー分散体及び含フッ素ポリマー分散体製造方法
JP5432167B2 (ja) 2007-11-09 2014-03-05 スリーエム イノベイティブ プロパティズ カンパニー ポリマー電解質膜
JP5291121B2 (ja) 2007-12-27 2013-09-18 スリーエム イノベイティブ プロパティズ カンパニー 組み合わせ添加物を含む耐久性を備えた燃料電池の膜電極組立体
JP4966886B2 (ja) * 2008-02-12 2012-07-04 富士フイルム株式会社 感光性組成物、該感光性組成物を用いたパターン形成方法及び該感光性組成物に用いられる化合物
JP2011523398A (ja) 2008-04-24 2011-08-11 スリーエム イノベイティブ プロパティズ カンパニー プロトン伝導性材料
JP5658920B2 (ja) * 2009-06-23 2015-01-28 富士フイルム株式会社 化学増幅型レジスト組成物、並びに、これを用いたモールドの作成方法、及び、レジスト膜
JP5448651B2 (ja) 2009-08-31 2014-03-19 富士フイルム株式会社 感活性光線性または感放射線性樹脂組成物、及びそれを用いたパターン形成方法
JP2011140605A (ja) * 2010-01-08 2011-07-21 Toyota Central R&D Labs Inc 高酸素透過電解質及びその製造方法、並びに、スルホンイミドモノマ

Also Published As

Publication number Publication date
CN104016891A (zh) 2014-09-03
US9419300B2 (en) 2016-08-16
US20130029249A1 (en) 2013-01-31
CN102834374A (zh) 2012-12-19
WO2011129967A2 (en) 2011-10-20
JP2013525519A (ja) 2013-06-20
EP2558442A2 (en) 2013-02-20
WO2011129967A3 (en) 2012-03-01
EP2558442A4 (en) 2014-04-30
CN102834374B (zh) 2016-08-03
CN104016891B (zh) 2016-08-17

Similar Documents

Publication Publication Date Title
US9419300B2 (en) Proton conducting materials
KR101684036B1 (ko) 레독스 플로우 2차 전지 및 레독스 플로우 2차 전지용 전해질막
JP3992040B2 (ja) 高分子電解質膜およびその製造法
US7534516B2 (en) Solid polymer membrane for fuel cell with polyamine imbibed therein for reducing methanol permeability
CN101461084A (zh) 由含氟聚合物分散体制成的膜电极组件
CN100448087C (zh) 聚合物电解质膜和制备方法
Nykaza et al. Polymerized ionic liquid diblock copolymer as an ionomer and anion exchange membrane for alkaline fuel cells
WO2012088166A1 (en) Ionomers and ionically conductive compositions
WO2012088176A9 (en) High molecular weight ionomers and ionically conductive compositions for use as one or more electrode of a fuel cell
JP4102299B2 (ja) 燃料電池に用いるイオノマー及びその製造方法
WO2012088170A1 (en) Ionomers and ionically conductive compositions for use as one or more electrode of a fuel cell
EP3197906A1 (en) Polyoxometalate salts, proton exchange membranes and precursors, membrane-electrode assemblies, fuel cells and methods
CN107820502A (zh) 全氟离聚物纳米粒子分散液及其制造方法
EP4142002A1 (en) Diaphragm for redox flow batteries, method for producing diaphragm for redox flow batteries, diaphragm electrode assembly for redox flow batteries, cell for redox flow batteries, and redox flow battery
Mabrouk et al. Synthesis and characterization of polymer blends of sulfonated polyethersulfone and sulfonated polyethersulfone octylsulfonamide for PEMFC applications
JP2009538966A (ja) フルオロポリマー分散体および膜
CN115667332A (zh) 包含具有离子双(磺酰基)酰亚胺部分和全氟醚末端基团的侧基的含氟聚合物
US20080032184A1 (en) Stable Trifluorostyrene Containing Compounds, And Their Use In Polymer Electroyte Membranes
WO2024243683A1 (en) Ionomeric copolymers, methods, and uses thereof
Yang et al. Preparation and characterization of directional conducting and lower methanol permeable ultrathin membrane based on poly (vinyl alcohol) and imidazolium compounds
Mabrouk et al. Synthesis and characterization of new membranes deriving from sulfonated polyethersulfone for PEMFC applications
Aslan et al. Proton conducting properties of ionically cross-linked poly (1-vinyl-1, 2, 4 triazole) and poly (2-acrylamido-2-methyl-1-propanesulfonic acid) electrolytes
JP2012059406A (ja) 膜電極接合体
JP2009266724A (ja) 膜電極接合体

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20140313

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20140313

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20141112

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20141209

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20150304

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20150608

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20151110

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20151210

R150 Certificate of patent or registration of utility model

Ref document number: 5856145

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250