WO2007044353A3 - Methods for making sulfonated non-aromatic polymer electrolyte membranes - Google Patents

Methods for making sulfonated non-aromatic polymer electrolyte membranes Download PDF

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Publication number
WO2007044353A3
WO2007044353A3 PCT/US2006/038682 US2006038682W WO2007044353A3 WO 2007044353 A3 WO2007044353 A3 WO 2007044353A3 US 2006038682 W US2006038682 W US 2006038682W WO 2007044353 A3 WO2007044353 A3 WO 2007044353A3
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WO
WIPO (PCT)
Prior art keywords
polymer electrolyte
methods
aromatic polymer
electrolyte membranes
sulfonated non
Prior art date
Application number
PCT/US2006/038682
Other languages
French (fr)
Other versions
WO2007044353A2 (en
Inventor
Lukas M Bonorand
Original Assignee
Ballard Power Systems
Lukas M Bonorand
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
Priority claimed from US11/377,901 external-priority patent/US20070218334A1/en
Application filed by Ballard Power Systems, Lukas M Bonorand filed Critical Ballard Power Systems
Publication of WO2007044353A2 publication Critical patent/WO2007044353A2/en
Publication of WO2007044353A3 publication Critical patent/WO2007044353A3/en

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    • 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
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/20—Manufacture of shaped structures of ion-exchange resins
    • C08J5/22—Films, membranes or diaphragms
    • C08J5/2206—Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
    • C08J5/2218—Synthetic macromolecular compounds
    • C08J5/2231—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions involving unsaturated carbon-to-carbon bonds
    • C08J5/2243—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions involving unsaturated carbon-to-carbon bonds obtained by introduction of active groups capable of ion-exchange into compounds of the type C08J5/2231
    • 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
    • C08F8/36—Sulfonation; Sulfation
    • 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
    • H01M8/1023—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having only carbon, e.g. polyarylenes, polystyrenes or polybutadiene-styrenes
    • 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
    • H01M8/1046—Mixtures of at least one polymer and at least one additive
    • H01M8/1048—Ion-conducting additives, e.g. ion-conducting particles, heteropolyacids, metal phosphate or polybenzimidazole with phosphoric acid
    • 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
    • H01M8/1046—Mixtures of at least one polymer and at least one additive
    • H01M8/1051—Non-ion-conducting additives, e.g. stabilisers, SiO2 or ZrO2
    • 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
    • H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
    • H01M8/1086—After-treatment of the membrane other than by polymerisation
    • H01M8/1088—Chemical modification, e.g. sulfonation
    • 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
    • H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
    • H01M8/1086—After-treatment of the membrane other than by polymerisation
    • H01M8/109—After-treatment of the membrane other than by polymerisation thermal other than drying, e.g. sintering
    • 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
    • H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
    • H01M8/1086—After-treatment of the membrane other than by polymerisation
    • H01M8/1093—After-treatment of the membrane other than by polymerisation mechanical, e.g. pressing, puncturing
    • 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
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/26—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers modified by chemical after-treatment
    • C08J2323/28—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers modified by chemical after-treatment by reaction with halogens or halogen-containing compounds
    • 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
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/26—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers modified by chemical after-treatment
    • C08J2323/32—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers modified by chemical after-treatment by reaction with phosphorus- or sulfur-containing compounds
    • 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
    • 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

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Sustainable Energy (AREA)
  • Electrochemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Composite Materials (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Treatments Of Macromolecular Shaped Articles (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Fuel Cell (AREA)

Abstract

A method for making a sulfonated polymer electrolyte membrane for use in an electrochemical fuel cell is disclosed, the method comprising sulfonating a non-aromatic polymer membrane material, wherein the membrane material is not irradiated prior to sulfonation. A sulfonated polymer electrolyte membrane for use in an electrochemical fuel cell produced according to the foregoing method and an electrochemical fuel cell comprising such a sulfonated polymer electrolyte membrane are also disclosed.
PCT/US2006/038682 2005-10-04 2006-10-03 Methods for making sulfonated non-aromatic polymer electrolyte membranes WO2007044353A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US24345505A 2005-10-04 2005-10-04
US11/243,455 2005-10-04
US11/377,901 US20070218334A1 (en) 2006-03-16 2006-03-16 Methods for making sulfonated non-aromatic polymer electrolyte membranes
US11/377,901 2006-03-16

Publications (2)

Publication Number Publication Date
WO2007044353A2 WO2007044353A2 (en) 2007-04-19
WO2007044353A3 true WO2007044353A3 (en) 2007-06-21

Family

ID=37882269

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2006/038682 WO2007044353A2 (en) 2005-10-04 2006-10-03 Methods for making sulfonated non-aromatic polymer electrolyte membranes

Country Status (1)

Country Link
WO (1) WO2007044353A2 (en)

Citations (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB747948A (en) * 1953-07-11 1956-04-18 Permutit Co Ltd Improvements in the production of cation-exchange membranes
US2858264A (en) * 1953-08-29 1958-10-28 Stamicarbon Selective cation-permeable barriers
US2948637A (en) * 1957-01-03 1960-08-09 Nat Res Dev Process of sulfonating a plasticized polyvinyl chloride film to form a cation permselective membrane
US3205285A (en) * 1961-01-19 1965-09-07 Exxon Research Engineering Co Sulfonation of an olefin polymer
US3642728A (en) * 1968-10-07 1972-02-15 Exxon Research Engineering Co Sulfonated polymers
GB1372443A (en) * 1971-03-12 1974-10-30 Exxon Research Engineering Co Process for preparing sulphonic acid ionomers
US3925332A (en) * 1974-06-18 1975-12-09 Asahi Dow Ltd Hydrophilic membrane and process for the preparation thereof
US3940377A (en) * 1971-01-11 1976-02-24 Polymer Research Corporation Of America Method of activating polymers
US4113666A (en) * 1976-06-24 1978-09-12 Sumitomo Chemical Company, Limited Method for producing strong-acid cation exchange fiber by treating fibrous polyethylene with gaseous sulfur trioxide
US4220739A (en) * 1978-07-28 1980-09-02 The Dow Chemical Company Method for sulfonating organic materials
GB2061812A (en) * 1979-10-16 1981-05-20 Asahi Chemical Ind Sulfonated polyolefin porous membrane
JPS58145705A (en) * 1982-02-24 1983-08-30 Asahi Chem Ind Co Ltd Production of hydrophilic polyolefin
JPS58149905A (en) * 1982-03-03 1983-09-06 Asahi Chem Ind Co Ltd Sulfonation of polyolefin
JPS5938242A (en) * 1982-08-27 1984-03-02 Asahi Chem Ind Co Ltd Anion-charged porous polyolefin resin membrane and production thereof
JPS62131004A (en) * 1985-12-03 1987-06-13 Japan Synthetic Rubber Co Ltd Production of sulfonated resin composition
GB2203438A (en) * 1987-04-06 1988-10-19 Asahi Chemical Ind Photosensitive and heat-sensitive polymers, process for producing the same and process for recording information using the same
JPS644626A (en) * 1987-06-26 1989-01-09 Toray Industries Preparation of porous polyethylene cation-exchange membrane
DE4232577A1 (en) * 1992-09-29 1994-03-31 Hoechst Ag Hydrophilic treatment of ultrahigh mol.wt. polyethylene powder - using inert gas contg. sulphur tri:oxide at low to moderate temp., without impairing mechanical properties
WO2000049069A1 (en) * 1999-02-16 2000-08-24 Mikael Paronen Polymer membrane and a process for the production thereof
DE10201691A1 (en) * 2001-01-19 2002-09-05 Honda Motor Co Ltd Polymer electrolyte membrane for electrolyte fuel cell, is obtained by subjecting ion-conductive, aromatic polymer membrane having preset water absorption to hot-water treatment
WO2003018655A1 (en) * 2001-08-27 2003-03-06 Ballard Power Systems Inc. Process for preparing graft copolymer membranes
JP2005113052A (en) * 2003-10-09 2005-04-28 Kaneka Corp Method for manufacturing sulfonated polymer membrane

Patent Citations (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB747948A (en) * 1953-07-11 1956-04-18 Permutit Co Ltd Improvements in the production of cation-exchange membranes
US2858264A (en) * 1953-08-29 1958-10-28 Stamicarbon Selective cation-permeable barriers
US2948637A (en) * 1957-01-03 1960-08-09 Nat Res Dev Process of sulfonating a plasticized polyvinyl chloride film to form a cation permselective membrane
US3205285A (en) * 1961-01-19 1965-09-07 Exxon Research Engineering Co Sulfonation of an olefin polymer
US3642728A (en) * 1968-10-07 1972-02-15 Exxon Research Engineering Co Sulfonated polymers
US3940377A (en) * 1971-01-11 1976-02-24 Polymer Research Corporation Of America Method of activating polymers
GB1372443A (en) * 1971-03-12 1974-10-30 Exxon Research Engineering Co Process for preparing sulphonic acid ionomers
US3925332A (en) * 1974-06-18 1975-12-09 Asahi Dow Ltd Hydrophilic membrane and process for the preparation thereof
US4113666A (en) * 1976-06-24 1978-09-12 Sumitomo Chemical Company, Limited Method for producing strong-acid cation exchange fiber by treating fibrous polyethylene with gaseous sulfur trioxide
US4220739A (en) * 1978-07-28 1980-09-02 The Dow Chemical Company Method for sulfonating organic materials
GB2061812A (en) * 1979-10-16 1981-05-20 Asahi Chemical Ind Sulfonated polyolefin porous membrane
JPS58145705A (en) * 1982-02-24 1983-08-30 Asahi Chem Ind Co Ltd Production of hydrophilic polyolefin
JPS58149905A (en) * 1982-03-03 1983-09-06 Asahi Chem Ind Co Ltd Sulfonation of polyolefin
JPS5938242A (en) * 1982-08-27 1984-03-02 Asahi Chem Ind Co Ltd Anion-charged porous polyolefin resin membrane and production thereof
JPS62131004A (en) * 1985-12-03 1987-06-13 Japan Synthetic Rubber Co Ltd Production of sulfonated resin composition
GB2203438A (en) * 1987-04-06 1988-10-19 Asahi Chemical Ind Photosensitive and heat-sensitive polymers, process for producing the same and process for recording information using the same
JPS644626A (en) * 1987-06-26 1989-01-09 Toray Industries Preparation of porous polyethylene cation-exchange membrane
DE4232577A1 (en) * 1992-09-29 1994-03-31 Hoechst Ag Hydrophilic treatment of ultrahigh mol.wt. polyethylene powder - using inert gas contg. sulphur tri:oxide at low to moderate temp., without impairing mechanical properties
WO2000049069A1 (en) * 1999-02-16 2000-08-24 Mikael Paronen Polymer membrane and a process for the production thereof
US20040086764A1 (en) * 1999-02-16 2004-05-06 Mikael Paronen Polymer membrane and a process for the production thereof
DE10201691A1 (en) * 2001-01-19 2002-09-05 Honda Motor Co Ltd Polymer electrolyte membrane for electrolyte fuel cell, is obtained by subjecting ion-conductive, aromatic polymer membrane having preset water absorption to hot-water treatment
WO2003018655A1 (en) * 2001-08-27 2003-03-06 Ballard Power Systems Inc. Process for preparing graft copolymer membranes
JP2005113052A (en) * 2003-10-09 2005-04-28 Kaneka Corp Method for manufacturing sulfonated polymer membrane

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
J.P. DASSAUD ET AL.: "Sulfonated Polypropylene Ionomers", POLYMERS FOR ADVANCED TECHNOLOGIES, vol. 5, no. 2, 1 February 1994 (1994-02-01), pages 79 - 89, XP000429305, ISSN: 1042-7147 *

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