AU2001210762A1 - Sulfonated perfluorocyclobutane ion-conducting membranes - Google Patents
Sulfonated perfluorocyclobutane ion-conducting membranesInfo
- Publication number
- AU2001210762A1 AU2001210762A1 AU2001210762A AU1076201A AU2001210762A1 AU 2001210762 A1 AU2001210762 A1 AU 2001210762A1 AU 2001210762 A AU2001210762 A AU 2001210762A AU 1076201 A AU1076201 A AU 1076201A AU 2001210762 A1 AU2001210762 A1 AU 2001210762A1
- Authority
- AU
- Australia
- Prior art keywords
- unsubstituted
- substituted
- polymer
- conducting 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.)
- Abandoned
Links
- BCCOBQSFUDVTJQ-UHFFFAOYSA-N octafluorocyclobutane Chemical class FC1(F)C(F)(F)C(F)(F)C1(F)F BCCOBQSFUDVTJQ-UHFFFAOYSA-N 0.000 title abstract 3
- 239000012528 membrane Substances 0.000 title abstract 2
- 229920000642 polymer Polymers 0.000 abstract 5
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 235000019407 octafluorocyclobutane Nutrition 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 abstract 1
- 125000000732 arylene group Chemical group 0.000 abstract 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 abstract 1
Classifications
-
- 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
-
- 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
- C08J5/18—Manufacture of films or sheets
-
- 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
- C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
- C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
-
- 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
Abstract
Disclosed are sulfonated aromatic perfluorocyclobutane polymers meeting a condition selected from: a) the equivalent weight of the polymer is 5000 or less, and b) the proton conductivity of the polymer at 25° C. is 0.01 Siemens per centimeter (S/cm) or higher, and methods of making same, especially sulfonated aromatic perfluorocyclobutane polymers which comprise units according to the formula:wherein -B- is 1,2-perfluorocyclobutylene (C4F6); each -X- is independently selected from the group consisting of: a bond, -O-, -S-, -SO-, -SO2-, -CO-, -NH-, -NR1-, and -R2-, wherein R1 is C1-C25 substituted or unsubstituted, saturated or unsaturated alkyl or aryl and R2 is C1-C25 substituted or unsubstituted, saturated or unsaturated alkylene or arylene; -Ar- is a substituted or unsubstituted C1-C30 at least divalent aromatic hydrocarbon group; n is a non-negative integer chosen independently for each of said repeating units such that the average for the polymer is greater than 0. They are particularly useful in ion conducting membranes for use in electrochemical cells.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09587522 | 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 (1)
Publication Number | Publication Date |
---|---|
AU2001210762A1 true AU2001210762A1 (en) | 2001-12-17 |
Family
ID=24350141
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU2001210762A Abandoned AU2001210762A1 (en) | 2000-06-05 | 2000-10-10 | Sulfonated perfluorocyclobutane ion-conducting membranes |
Country Status (9)
Country | Link |
---|---|
US (1) | US6559237B1 (en) |
EP (1) | EP1290041B1 (en) |
JP (1) | JP2003535929A (en) |
KR (1) | KR100650483B1 (en) |
AT (1) | ATE267218T1 (en) |
AU (1) | AU2001210762A1 (en) |
CA (1) | CA2407665A1 (en) |
DE (1) | DE60010937T2 (en) |
WO (1) | WO2001094427A1 (en) |
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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 (en) * | 2005-03-28 | 2009-03-11 | 富士通株式会社 | Electrolyte composition, solid electrolyte membrane, polymer electrolyte fuel cell, and method for producing solid electrolyte membrane |
US7425600B2 (en) * | 2005-07-01 | 2008-09-16 | Bausch & Lomb Incorporated | Polymerization products and biomedical devices containing same |
US7534836B2 (en) * | 2005-07-01 | 2009-05-19 | Bausch & Lomb Incorporated | Biomedical devices |
US7402634B2 (en) * | 2005-07-01 | 2008-07-22 | Bausch And Lamb Incorporated | Perfluorocyclobutane copolymers |
US7538160B2 (en) | 2005-07-01 | 2009-05-26 | Bausch & Lomb Incorporated | Trifluorovinyl aromatic containing poly(alkyl ether) prepolymers |
US7582704B2 (en) * | 2005-07-01 | 2009-09-01 | Bausch & Lomb Incorporated | Biomedical devices |
US20070099054A1 (en) * | 2005-11-01 | 2007-05-03 | Fuller Timothy J | Sulfonated-perfluorocyclobutane polyelectrolyte membranes for fuel cells |
WO2007052954A1 (en) | 2005-11-01 | 2007-05-10 | Lg Chem, Ltd. | Block copolymers containing perfluorocyclobutane rings and electrolyte membranes using the same |
US7635744B2 (en) * | 2006-04-05 | 2009-12-22 | General Electric Company | Trifluorovinyloxy monomers and polymers |
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US7888433B2 (en) * | 2008-05-09 | 2011-02-15 | Gm Global Technology Operations, Inc. | Sulfonated-polyperfluoro-cyclobutane-polyphenylene polymers for PEM fuel cell applications |
US7897691B2 (en) | 2008-05-09 | 2011-03-01 | Gm Global Technology Operations, Inc. | Proton exchange membranes for fuel cell applications |
US7897692B2 (en) | 2008-05-09 | 2011-03-01 | Gm Global Technology Operations, Inc. | Sulfonated perfluorocyclobutane block copolymers and proton conductive polymer membranes |
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US7976730B2 (en) * | 2008-08-25 | 2011-07-12 | GM Global Technology Operations LLC | Blends of low equivalent molecular weight PFSA ionomers with Kynar 2751 |
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KR101017649B1 (en) * | 2008-12-30 | 2011-02-25 | 한국화학연구원 | Post-sulfonated copolymers including perfluorocyclic butane group, preparation method thereof and use 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 |
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 |
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) |
US8058352B2 (en) * | 2009-08-28 | 2011-11-15 | GM Global Technology Operations LLC | Perfluorocyclobutane based water vapor transfer membranes |
US8354201B2 (en) * | 2009-08-28 | 2013-01-15 | GM Global Technology Operations LLC | Fuel cell with spatially non-homogeneous ionic membrane |
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 |
US20110053008A1 (en) * | 2009-08-28 | 2011-03-03 | Gm Global Technology Operations, Inc. | Water vapor transfer membrane and paper integrated assembly |
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 |
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 |
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US7989512B1 (en) | 2010-03-17 | 2011-08-02 | GM Global Technology Operations LLC | Polyelectrolyte membranes derived from soluble perfluorocyclobutane polymers with sulfonyl chloride groups |
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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 |
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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 (en) * | 2018-04-16 | 2022-07-20 | 旭化成株式会社 | Polyelectrolyte |
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-
2000
- 2000-06-05 US US09/587,522 patent/US6559237B1/en not_active Expired - Lifetime
- 2000-10-10 KR KR1020027016521A patent/KR100650483B1/en not_active IP Right Cessation
- 2000-10-10 EP EP00972045A patent/EP1290041B1/en not_active Expired - Lifetime
- 2000-10-10 CA CA002407665A patent/CA2407665A1/en not_active Abandoned
- 2000-10-10 WO PCT/US2000/027939 patent/WO2001094427A1/en active IP Right Grant
- 2000-10-10 AT AT00972045T patent/ATE267218T1/en not_active IP Right Cessation
- 2000-10-10 DE DE60010937T patent/DE60010937T2/en not_active Expired - Fee Related
- 2000-10-10 AU AU2001210762A patent/AU2001210762A1/en not_active Abandoned
- 2000-10-10 JP JP2002501975A patent/JP2003535929A/en active Pending
Also Published As
Publication number | Publication date |
---|---|
KR20030007864A (en) | 2003-01-23 |
EP1290041B1 (en) | 2004-05-19 |
CA2407665A1 (en) | 2001-12-13 |
KR100650483B1 (en) | 2006-11-30 |
EP1290041A1 (en) | 2003-03-12 |
JP2003535929A (en) | 2003-12-02 |
ATE267218T1 (en) | 2004-06-15 |
DE60010937T2 (en) | 2005-06-16 |
DE60010937D1 (en) | 2004-06-24 |
WO2001094427A1 (en) | 2001-12-13 |
US6559237B1 (en) | 2003-05-06 |
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