JP3342106B2 - 高分子電解質膜およびその製造方法 - Google Patents
高分子電解質膜およびその製造方法Info
- Publication number
- JP3342106B2 JP3342106B2 JP14222693A JP14222693A JP3342106B2 JP 3342106 B2 JP3342106 B2 JP 3342106B2 JP 14222693 A JP14222693 A JP 14222693A JP 14222693 A JP14222693 A JP 14222693A JP 3342106 B2 JP3342106 B2 JP 3342106B2
- Authority
- JP
- Japan
- Prior art keywords
- sulfonic acid
- sulfonation
- polyether ketone
- membrane
- film
- 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
Links
- 239000012528 membrane Substances 0.000 title claims description 70
- 239000005518 polymer electrolyte Substances 0.000 title claims description 13
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 238000006277 sulfonation reaction Methods 0.000 claims description 39
- 229920001643 poly(ether ketone) Polymers 0.000 claims description 27
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 25
- 125000003118 aryl group Chemical group 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 22
- 229920000642 polymer Polymers 0.000 claims description 21
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical group ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 14
- -1 aromatic sulfonamide Chemical class 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 11
- 238000004132 cross linking Methods 0.000 claims description 10
- 239000003960 organic solvent Substances 0.000 claims description 9
- 125000000524 functional group Chemical group 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000001174 sulfone group Chemical group 0.000 claims description 7
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 6
- 238000012545 processing Methods 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 229940124530 sulfonamide Drugs 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000000565 sulfonamide group Chemical group 0.000 claims description 4
- 125000004653 anthracenylene group Chemical group 0.000 claims description 2
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 claims description 2
- 230000003301 hydrolyzing effect Effects 0.000 claims description 2
- 125000004957 naphthylene group Chemical group 0.000 claims description 2
- 230000005855 radiation Effects 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 20
- 239000000243 solution Substances 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 13
- 239000000446 fuel Substances 0.000 description 9
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 229920001519 homopolymer Polymers 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 230000035484 reaction time Effects 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 238000004090 dissolution Methods 0.000 description 6
- 238000005868 electrolysis reaction Methods 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 238000005341 cation exchange Methods 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 239000007784 solid electrolyte Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000006352 cycloaddition reaction Methods 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- JOLPMPPNHIACPD-ZZXKWVIFSA-N (e)-3-(4-aminophenyl)prop-2-enoic acid Chemical compound NC1=CC=C(\C=C\C(O)=O)C=C1 JOLPMPPNHIACPD-ZZXKWVIFSA-N 0.000 description 3
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000011067 equilibration Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 150000002576 ketones Chemical group 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000003825 pressing Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 150000003456 sulfonamides Chemical class 0.000 description 3
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- NPFYZDNDJHZQKY-UHFFFAOYSA-N 4-Hydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 NPFYZDNDJHZQKY-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 150000008378 aryl ethers Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- DDRPCXLAQZKBJP-UHFFFAOYSA-N furfurylamine Chemical compound NCC1=CC=CO1 DDRPCXLAQZKBJP-UHFFFAOYSA-N 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 description 1
- MILSYCKGLDDVLM-UHFFFAOYSA-N 2-phenylpropan-2-ylbenzene Chemical group C=1C=CC=CC=1C(C)(C)C1=CC=CC=C1 MILSYCKGLDDVLM-UHFFFAOYSA-N 0.000 description 1
- PYLRHKZMKRVFMN-UHFFFAOYSA-N 5,5-diphenoxy-6-propylcyclohexa-1,3-diene Chemical group O(C1=CC=CC=C1)C1(C(C=CC=C1)CCC)OC1=CC=CC=C1 PYLRHKZMKRVFMN-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 238000005698 Diels-Alder reaction Methods 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- FHBHJCBLGWTYHZ-UHFFFAOYSA-N O=S(=O)NCC1=CC=CO1 Chemical compound O=S(=O)NCC1=CC=CO1 FHBHJCBLGWTYHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004696 Poly ether ether ketone Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 241000529895 Stercorarius Species 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007336 electrophilic substitution reaction Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 238000007731 hot pressing Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000001566 impedance spectroscopy Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000010416 ion conductor Substances 0.000 description 1
- 230000037427 ion transport Effects 0.000 description 1
- 229920000831 ionic polymer Polymers 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011244 liquid electrolyte Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- HYVLKRMLVXUWQE-QPJJXVBHSA-N methyl (e)-3-(4-aminophenyl)prop-2-enoate Chemical compound COC(=O)\C=C\C1=CC=C(N)C=C1 HYVLKRMLVXUWQE-QPJJXVBHSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 238000007344 nucleophilic reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229920003192 poly(bis maleimide) Polymers 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
- C08J5/2287—After-treatment
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/52—Polyethers
- B01D71/522—Aromatic polyethers
- B01D71/5222—Polyetherketone, polyetheretherketone, or polyaryletherketone
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/48—Polymers modified by chemical after-treatment
-
- 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
- H01M8/1069—Polymeric electrolyte materials characterised by the manufacturing processes
- H01M8/1072—Polymeric electrolyte materials characterised by the manufacturing processes by chemical reactions, e.g. in situ polymerisation or in situ crosslinking
-
- 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
- C08J2371/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
- C08J2371/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08J2371/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
-
- 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
- H01M8/1004—Fuel cells with solid electrolytes characterised by membrane-electrode assemblies [MEA]
-
- 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
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S522/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S522/904—Monomer or polymer contains initiating group
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S522/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S522/904—Monomer or polymer contains initiating group
- Y10S522/905—Benzophenone group
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Electrochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Sustainable Development (AREA)
- Sustainable Energy (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Fuel Cell (AREA)
- Polyethers (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Conductive Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4219412 | 1992-06-13 | ||
| DE4242692 | 1992-12-17 | ||
| DE4219412.1 | 1992-12-17 | ||
| DE4242692:8 | 1992-12-17 |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001334882A Division JP3645851B2 (ja) | 1992-06-13 | 2001-10-31 | 高分子電解質膜 |
| JP2002180436A Division JP3594940B2 (ja) | 1992-06-13 | 2002-06-20 | 高分子電解質膜 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0693114A JPH0693114A (ja) | 1994-04-05 |
| JP3342106B2 true JP3342106B2 (ja) | 2002-11-05 |
Family
ID=25915663
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14222693A Expired - Fee Related JP3342106B2 (ja) | 1992-06-13 | 1993-06-14 | 高分子電解質膜およびその製造方法 |
| JP2001334882A Expired - Fee Related JP3645851B2 (ja) | 1992-06-13 | 2001-10-31 | 高分子電解質膜 |
| JP2002180436A Expired - Fee Related JP3594940B2 (ja) | 1992-06-13 | 2002-06-20 | 高分子電解質膜 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001334882A Expired - Fee Related JP3645851B2 (ja) | 1992-06-13 | 2001-10-31 | 高分子電解質膜 |
| JP2002180436A Expired - Fee Related JP3594940B2 (ja) | 1992-06-13 | 2002-06-20 | 高分子電解質膜 |
Country Status (8)
| Country | Link |
|---|---|
| US (4) | US5438082A (forum.php) |
| EP (1) | EP0574791B1 (forum.php) |
| JP (3) | JP3342106B2 (forum.php) |
| KR (5) | KR100289851B1 (forum.php) |
| CA (1) | CA2098238C (forum.php) |
| DE (1) | DE59309908D1 (forum.php) |
| SG (1) | SG73410A1 (forum.php) |
| TW (1) | TW250485B (forum.php) |
Families Citing this family (220)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE59309908D1 (de) * | 1992-06-13 | 2000-01-27 | Aventis Res & Tech Gmbh & Co | Polymerelektrolyt-Membran und Verfahren zu ihrer Herstellung |
| DE4415678A1 (de) * | 1994-05-04 | 1995-11-09 | Hoechst Ag | Elektrochemische Zelle |
| US6254978B1 (en) * | 1994-11-14 | 2001-07-03 | W. L. Gore & Associates, Inc. | Ultra-thin integral composite membrane |
| US6054230A (en) | 1994-12-07 | 2000-04-25 | Japan Gore-Tex, Inc. | Ion exchange and electrode assembly for an electrochemical cell |
| DE59610504D1 (de) * | 1995-03-20 | 2003-07-10 | Celanese Ventures Gmbh | Verfahren zur herstellung von polymerelektrolyten |
| DE19538025C2 (de) * | 1995-10-12 | 2001-03-29 | Fraunhofer Ges Forschung | Sulfonierte Polyaryletherketone |
| US5795496A (en) * | 1995-11-22 | 1998-08-18 | California Institute Of Technology | Polymer material for electrolytic membranes in fuel cells |
| DE19548421B4 (de) | 1995-12-22 | 2004-06-03 | Celanese Ventures Gmbh | Verfahren zur kontinuierlichen Herstellung von Membranelektrodeneinheiten |
| CA2241552A1 (en) * | 1995-12-28 | 1997-07-10 | The Research Foundation Of State University Of New York | Blend membranes based on sulfonated poly(phenylene oxide) for enhanced polymer electrochemical cells |
| DE19616160A1 (de) * | 1996-04-24 | 1997-10-30 | Hoechst Ag | Verfahren zur Herstellung einer Kationenaustauschermembran |
| US5994425A (en) * | 1996-08-29 | 1999-11-30 | Xerox Corporation | Curable compositions containing photosensitive high performance aromatic ether polymers |
| US6007877A (en) * | 1996-08-29 | 1999-12-28 | Xerox Corporation | Aqueous developable high performance photosensitive curable aromatic ether polymers |
| US5939206A (en) * | 1996-08-29 | 1999-08-17 | Xerox Corporation | Stabilized porous, electrically conductive substrates |
| US5849809A (en) * | 1996-08-29 | 1998-12-15 | Xerox Corporation | Hydroxyalkylated high performance curable polymers |
| US5958995A (en) | 1996-08-29 | 1999-09-28 | Xerox Corporation | Blends containing photosensitive high performance aromatic ether curable polymers |
| US6124372A (en) * | 1996-08-29 | 2000-09-26 | Xerox Corporation | High performance polymer compositions having photosensitivity-imparting substituents and thermal sensitivity-imparting substituents |
| US5889077A (en) * | 1996-08-29 | 1999-03-30 | Xerox Corporation | Process for direct substitution of high performance polymers with unsaturated ester groups |
| US5761809A (en) * | 1996-08-29 | 1998-06-09 | Xerox Corporation | Process for substituting haloalkylated polymers with unsaturated ester, ether, and alkylcarboxymethylene groups |
| US5945253A (en) * | 1996-08-29 | 1999-08-31 | Xerox Corporation | High performance curable polymers and processes for the preparation thereof |
| US5863963A (en) * | 1996-08-29 | 1999-01-26 | Xerox Corporation | Halomethylated high performance curable polymers |
| US5739254A (en) * | 1996-08-29 | 1998-04-14 | Xerox Corporation | Process for haloalkylation of high performance polymers |
| GB9708365D0 (en) * | 1997-04-25 | 1997-06-18 | Johnson Matthey Plc | Proton conducting membranes |
| US5837783A (en) * | 1997-05-08 | 1998-11-17 | The United States Of America As Represented By The Secretary Of The Air Force | Sulfo-pendent aryletherketone polymer film containing NLO chromophore |
| JP4398522B2 (ja) * | 1997-05-22 | 2010-01-13 | バスフ・ヒュエル・セル・ゲーエムベーハー | 燃料電池用高分子電解質膜の製造方法及び燃料電池 |
| WO1999005100A1 (fr) * | 1997-07-25 | 1999-02-04 | Acep Inc | Composes ioniques ayant une charge anionique delocalisee, leur utilisation comme composants de conducteurs ioniques ou de catalyseur |
| DE19732578C2 (de) * | 1997-07-29 | 2000-08-24 | Aventis Res & Tech Gmbh & Co | Verwendung von sulfonierten aromatischen Polyetherketon-Kationenaustauschern und sulfonierten Polyphenylensulfid-Kationenaustauschern als Katalysatoren |
| US6248469B1 (en) | 1997-08-29 | 2001-06-19 | Foster-Miller, Inc. | Composite solid polymer electrolyte membranes |
| US6635384B2 (en) | 1998-03-06 | 2003-10-21 | Gore Enterprise Holdings, Inc. | Solid electrolyte composite for electrochemical reaction apparatus |
| US6096449A (en) | 1997-11-20 | 2000-08-01 | Avista Labs | Fuel cell and method for controlling same |
| USRE39556E1 (en) * | 1997-11-20 | 2007-04-10 | Relion, Inc. | Fuel cell and method for controlling same |
| US6030718A (en) | 1997-11-20 | 2000-02-29 | Avista Corporation | Proton exchange membrane fuel cell power system |
| DE19754305A1 (de) * | 1997-12-08 | 1999-06-10 | Hoechst Ag | Verfahren zur Herstellung einer Membran zum Betrieb von Brennstoffzellen und Elektrolyseuren |
| JP4477149B2 (ja) | 1998-01-30 | 2010-06-09 | ハイドロ−ケベック | 架橋したスルホン化ポリマーおよびその製造法 |
| DE19813613A1 (de) | 1998-03-27 | 1999-09-30 | Jochen Kerres | Modifiziertes Polymer und modifizierte Polymermembran |
| US6759441B1 (en) | 1998-04-18 | 2004-07-06 | Universitat Stuttgart Lehrstuhl Und Institut Fur Chemische Verfahrenstechnik | Acid-base polymer blends and their use in membrane processes |
| DE19817376A1 (de) * | 1998-04-18 | 1999-10-21 | Univ Stuttgart Lehrstuhl Und I | Säure-Base-Polymerblends und ihre Verwendung in Membranprozessen |
| US6090895A (en) * | 1998-05-22 | 2000-07-18 | 3M Innovative Properties Co., | Crosslinked ion conductive membranes |
| US6248480B1 (en) * | 1998-06-29 | 2001-06-19 | Sri International | High temperature polymer electrolytes |
| DE19836514A1 (de) * | 1998-08-12 | 2000-02-17 | Univ Stuttgart | Modifikation von Engineeringpolymeren mit N-basischen Gruppe und mit Ionenaustauschergruppen in der Seitenkette |
| CA2342221A1 (en) * | 1998-08-28 | 2000-05-04 | Robert F. Kovar | Novel ion-conducting materials suitable for use in electrochemical applications and methods related thereto |
| DE19840186C2 (de) * | 1998-09-03 | 2003-03-13 | Daimler Chrysler Ag | Verbundglasscheibe mit elektrisch steuerbarem Reflexionsgrad |
| GB9921380D0 (en) * | 1998-09-11 | 1999-11-10 | Victrex Mfg Ltd | Ion-exchange polymers |
| GB9819706D0 (en) * | 1998-09-11 | 1998-11-04 | Victrex Mfg Ltd | Sulphonated polymers |
| US20040266299A1 (en) * | 1998-10-16 | 2004-12-30 | Fongalland Dharshini Chryshatha | Substrate |
| US20040209965A1 (en) * | 1998-10-16 | 2004-10-21 | Gascoyne John Malcolm | Process for preparing a solid polymer electrolyte membrane |
| DE19847782A1 (de) * | 1998-10-16 | 2000-04-20 | Aventis Res & Tech Gmbh & Co | Verfahren zum Betrieb einer Brennstoffzelle |
| US6139920A (en) * | 1998-12-21 | 2000-10-31 | Xerox Corporation | Photoresist compositions |
| US7550216B2 (en) * | 1999-03-03 | 2009-06-23 | Foster-Miller, Inc. | Composite solid polymer electrolyte membranes |
| DE19919988A1 (de) * | 1999-04-30 | 2000-11-02 | Univ Stuttgart | Protonenleitende Keramik-Polymer-Kompositmembran für den Temperaturbereich bis 300 DEG C |
| DE19919708A1 (de) * | 1999-04-30 | 2001-03-01 | Univ Stuttgart | Stufenweise Alkylierung von polymeren Aminen |
| DE19919881A1 (de) * | 1999-04-30 | 2000-11-02 | Univ Stuttgart | Organisch-Anorganische Komposites und Kompositmembranen aus Ionomeren oder Ionomerblends und aus Schicht- oder Gerätsilicaten |
| US6174636B1 (en) | 1999-06-04 | 2001-01-16 | Xerox Corporation | Imaging members containing arylene ether alcohol polymers |
| US6117967A (en) * | 1999-06-04 | 2000-09-12 | Xerox Corporation | Arylene ether alcohol polymers |
| US6177238B1 (en) | 1999-06-04 | 2001-01-23 | Xerox Corporation | Ink jet printheads containing arylene ether alcohol polymers and processes for their formation |
| GB9914499D0 (en) | 1999-06-22 | 1999-08-25 | Johnson Matthey Plc | Non-woven fibre webs |
| US6517962B1 (en) * | 1999-08-23 | 2003-02-11 | Ballard Power Systems Inc. | Fuel cell anode structures for voltage reversal tolerance |
| DE60033681T2 (de) * | 1999-09-10 | 2007-10-31 | Victrex Mfg. Ltd., Thornton Cleveleys | Komposit-ionenaustauschmembranen |
| JP3656244B2 (ja) | 1999-11-29 | 2005-06-08 | 株式会社豊田中央研究所 | 高耐久性固体高分子電解質及びその高耐久性固体高分子電解質を用いた電極−電解質接合体並びにその電極−電解質接合体を用いた電気化学デバイス |
| JP4802354B2 (ja) * | 1999-12-27 | 2011-10-26 | 住友化学株式会社 | 高分子電解質およびその製造方法 |
| GB0006429D0 (en) | 2000-03-17 | 2000-05-03 | Johnson Matthey Plc | Electrochemical cell |
| EP1275164A2 (en) | 2000-03-22 | 2003-01-15 | Victrex Manufacturing Limited | Ion exchange materials |
| CA2402840C (en) * | 2000-03-22 | 2010-10-05 | Victrex Manufacturing Limited | Composite ion exchange material |
| WO2001070857A2 (en) * | 2000-03-22 | 2001-09-27 | Victrex Manufacturing Limited | Ion-exchange materials |
| WO2001071835A2 (en) * | 2000-03-22 | 2001-09-27 | Victrex Manufacturing Limited | Membrane/electrode composite |
| EP1138712B1 (en) * | 2000-03-29 | 2006-01-18 | JSR Corporation | Polyarylene copolymers and proton-conductive membrane |
| US7326480B2 (en) | 2000-05-17 | 2008-02-05 | Relion, Inc. | Fuel cell power system and method of controlling a fuel cell power system |
| US6468682B1 (en) | 2000-05-17 | 2002-10-22 | Avista Laboratories, Inc. | Ion exchange membrane fuel cell |
| DE10024575A1 (de) * | 2000-11-02 | 2001-11-22 | Univ Stuttgart | Kovalent vernetzte Polymere und Polymermembranen via Sulfinatalkylierung |
| DE10054233A1 (de) * | 2000-05-19 | 2002-05-08 | Univ Stuttgart Lehrstuhl Und I | Kovalent vernetzte Kompositmembranen |
| DE10024576A1 (de) * | 2000-05-19 | 2001-11-22 | Univ Stuttgart | Kovalent und ionisch vernetzte Polymere und Polymermembranen |
| TW522435B (en) * | 2000-05-23 | 2003-03-01 | Toray Industries | Slurry, display component and process for producing the display component |
| US7052805B2 (en) | 2000-06-02 | 2006-05-30 | Sri International | Polymer electrolyte having acidic, basic and elastomeric subunits |
| GB0016752D0 (en) | 2000-07-08 | 2000-08-30 | Johnson Matthey Plc | Electrochemical structure |
| GB0016750D0 (en) * | 2000-07-08 | 2000-08-30 | Johnson Matthey Plc | Improved material for electrode manufacture |
| JP3607862B2 (ja) | 2000-09-29 | 2005-01-05 | 株式会社日立製作所 | 燃料電池 |
| ATE318854T1 (de) | 2000-11-13 | 2006-03-15 | Toyo Boseki | Polybenzazolverbindung mit sulfo- und/oder phosphonogruppe, diese enthaltende harzzusammensetzung, harzformteil, polymerfestelektrolytfolie, verbund aus festelektrolytfolie und elektrodenkatalysatorschicht und verfahren zur herstellung des verbunds |
| JP4240263B2 (ja) * | 2000-12-22 | 2009-03-18 | 富士フイルム株式会社 | 電解質組成物及び非水電解質二次電池 |
| JP3412762B2 (ja) * | 2001-01-19 | 2003-06-03 | 本田技研工業株式会社 | 複合高分子電解質膜及びその製造方法 |
| JP5021864B2 (ja) * | 2001-02-21 | 2012-09-12 | パナソニック株式会社 | 固体高分子電解質型燃料電池用膜・電極接合体および固体高分子電解質膜 |
| US20020160272A1 (en) * | 2001-02-23 | 2002-10-31 | Kabushiki Kaisha Toyota Chuo | Process for producing a modified electrolyte and the modified electrolyte |
| DE10116391A1 (de) * | 2001-03-28 | 2002-10-10 | Fuma Tech Gmbh | Sulfoniertes Polyetherketonketon |
| JP4221164B2 (ja) * | 2001-03-30 | 2009-02-12 | 本田技研工業株式会社 | 固体高分子型燃料電池 |
| US7208242B2 (en) * | 2001-03-30 | 2007-04-24 | Honda Giken Kogyo Kabushiki Kaisha | Solid polymer type fuel cell |
| US7005206B2 (en) | 2001-06-01 | 2006-02-28 | Polyfuel, Inc. | Fuel cell assembly for portable electronic device and interface, control, and regulator circuit for fuel cell powered electronic device |
| US7316855B2 (en) | 2001-06-01 | 2008-01-08 | Polyfuel, Inc. | Fuel cell assembly for portable electronic device and interface, control, and regulator circuit for fuel cell powered electronic device |
| US7494733B2 (en) | 2001-06-11 | 2009-02-24 | Honda Giken Kogyo Kabushiki Kaisha | Electrode structure for solid polymer fuel cell, its production method, and solid polymer fuel cell |
| WO2003001622A1 (en) * | 2001-06-25 | 2003-01-03 | Honda Giken Kogyo Kabushiki Kaisha | Electrode structure for solid-polymer type fuel cell |
| CA2392241A1 (en) * | 2001-07-03 | 2003-01-03 | Sumitomo Chemical Co., Ltd. | Polymer electrolyte membrane and fuel cell |
| JP2003068327A (ja) * | 2001-08-28 | 2003-03-07 | Kanegafuchi Chem Ind Co Ltd | 燃料電池用膜 |
| JP3561250B2 (ja) | 2001-09-21 | 2004-09-02 | 株式会社日立製作所 | 燃料電池 |
| GB0123109D0 (en) * | 2001-09-26 | 2001-11-14 | Victrex Mfg Ltd | Cells |
| DE10149716A1 (de) * | 2001-09-28 | 2003-04-30 | Inst Polymerforschung Dresden | Polymere Brennstoffzellen-Membran und Verfahren zu ihrer Herstellung |
| TWI236486B (en) * | 2001-10-10 | 2005-07-21 | Mitsui Chemicals Inc | Crosslinkable aromatic resin having protonic acid group, and ion conductive polymer membrane, binder and fuel cell using the resin |
| AU2002363823A1 (en) * | 2001-11-22 | 2003-07-30 | Haring, Rima | Modified covalently cross-linked polymers |
| US7196151B2 (en) * | 2001-11-22 | 2007-03-27 | Haering Thomas | Functionalized main chain polymers |
| WO2003046080A1 (fr) | 2001-11-29 | 2003-06-05 | Ube Industries, Ltd. | Compositions polyelectrolytiques |
| JP3737751B2 (ja) * | 2001-12-20 | 2006-01-25 | 株式会社日立製作所 | 燃料電池、それに用いる高分子電解質及びイオン交換性樹脂 |
| DE10163518A1 (de) | 2001-12-21 | 2003-07-10 | Fraunhofer Ges Forschung | Protonenleitfähige Membranen/Schichten und Verfahren zu deren Herstellung |
| GB0200253D0 (en) * | 2002-01-08 | 2002-02-20 | Johnson Matthey Plc | Improved material for electrode manufacture |
| JP4501052B2 (ja) * | 2002-01-24 | 2010-07-14 | 東洋紡績株式会社 | 熱架橋性高分子固体電解質、高分子固体電解質膜及びその製造方法 |
| EP1500158A2 (en) | 2002-02-06 | 2005-01-26 | Battelle Memorial Institute | Methods of removing contaminants from a fuel cell electrode |
| AU2003210939A1 (en) * | 2002-02-06 | 2003-09-02 | Battelle Memorial Institute | Polymer electrolyte membrane fuel cell system |
| DE10207411A1 (de) | 2002-02-21 | 2003-09-04 | Daimler Chrysler Ag | Verfahren zur Herstellung von Kompositmembranen |
| GB0210194D0 (en) * | 2002-05-03 | 2002-06-12 | Johnson Matthey Plc | Composite membrane |
| US7572535B2 (en) * | 2002-05-13 | 2009-08-11 | Polyfuel, Inc. | Ion conductive copolymers containing one or more hydrophobic oligomers |
| WO2003095509A1 (en) | 2002-05-13 | 2003-11-20 | Polyfuel, Inc. | Sulfonated copolymer |
| CN1669169A (zh) * | 2002-05-13 | 2005-09-14 | 复合燃料公司 | 离子导电嵌段共聚物 |
| US7354679B2 (en) | 2002-05-13 | 2008-04-08 | Polyfuel, Inc. | Ion conductive random copolymers |
| GB0212636D0 (en) * | 2002-05-31 | 2002-07-10 | Johnson Matthey Plc | Electrode |
| US7141322B2 (en) * | 2002-06-27 | 2006-11-28 | H Power Corporation | Alcohol fueled direct oxidation fuel cells |
| US6630265B1 (en) * | 2002-08-13 | 2003-10-07 | Hoku Scientific, Inc. | Composite electrolyte for fuel cells |
| AU2003266083A1 (en) * | 2002-09-25 | 2004-04-19 | National Research Council Of Canada | Proton exchange membrane materials based on sulfonated poly(phthalazinones) |
| EP1561768B8 (en) * | 2002-10-08 | 2010-02-17 | Toyo Boseki Kabushiki Kaisha | Polyarylene ether compound containing sulfonic acid group, composition containing same, and method for manufacturing those |
| WO2004036679A1 (ja) * | 2002-10-17 | 2004-04-29 | Toyo Boseki Kabushiki Kaisha | 複合イオン交換膜 |
| US20040175598A1 (en) * | 2002-12-02 | 2004-09-09 | Bliven David C. | Fuel cell power supply for portable computing device and method for fuel cell power control |
| AU2003298806A1 (en) * | 2002-12-02 | 2004-06-23 | Polyfuel, Inc. | Fuel cell cartridge for portable electronic device |
| WO2004054022A2 (en) * | 2002-12-05 | 2004-06-24 | Battelle Memorial Institute | Methods of removing sulfur from a fuel cell electrode |
| DE10309135A1 (de) * | 2003-02-28 | 2004-09-09 | Basf Ag | Verfahren zur Herstellung eines zum Protonenaustausch befähigten Polymersystems auf der Basis von Polyaryletherketonen |
| KR101055105B1 (ko) * | 2003-03-06 | 2011-08-08 | 도레이 카부시키가이샤 | 고분자 전해질 재료, 고분자 전해질 부품, 막 전극 복합체및 고분자 전해질형 연료 전지 |
| DE602004009047T2 (de) * | 2003-04-07 | 2008-06-19 | Mitsui Chemicals, Inc. | Vernetztes ionenleitendes harz und damit hergestellte ionenleitende polymermembranen, bindemittel und brennstoffzellen |
| US20040258972A1 (en) * | 2003-04-08 | 2004-12-23 | Yanhai Du | Solid state electrochemical devices |
| WO2004091027A1 (ja) * | 2003-04-09 | 2004-10-21 | Nec Corporation | 燃料電池およびその製造方法 |
| CN100446312C (zh) * | 2003-06-25 | 2008-12-24 | 东丽株式会社 | 高分子电解质、以及使用了该高分子电解质的高分子电解质膜、膜电极复合体和高分子电解质型燃料电池 |
| US6962959B2 (en) | 2003-08-28 | 2005-11-08 | Hoku Scientific, Inc. | Composite electrolyte with crosslinking agents |
| GB0322598D0 (en) * | 2003-09-26 | 2003-10-29 | Victrex Mfg Ltd | Polymeric material |
| KR100748049B1 (ko) * | 2003-10-02 | 2007-08-09 | 고쿠리츠다이가쿠호징 야마나시다이가쿠 | 술폰산화 방향족 폴리에테르, 그의 제조 방법, 및 전해질막 |
| TW200518377A (en) * | 2003-10-17 | 2005-06-01 | Sumitomo Chemical Co | Block copolymer and applications thereof |
| KR100506096B1 (ko) | 2003-10-27 | 2005-08-03 | 삼성에스디아이 주식회사 | 말단 술폰산기를 포함하는 고분자 및 이를 채용한 고분자전해질과 연료 전지 |
| CA2546015A1 (en) * | 2003-11-13 | 2005-06-02 | Polyfuel Inc. | Ion conductive copolymers containing one or more hydrophobic oligomers |
| CN100558793C (zh) * | 2003-11-13 | 2009-11-11 | 复合燃料公司 | 离子导电无规共聚物 |
| CA2553233A1 (en) * | 2004-02-23 | 2005-09-01 | Universite Laval | Method for cross-linking sulfonated polymers |
| KR20070004019A (ko) * | 2004-03-12 | 2007-01-05 | 폴리퓨얼, 인코포레이티드 | 하나 이상의 이온 전도성 올리고머를 함유하는 이온 전도성공중합체 |
| US20090233142A2 (en) * | 2004-04-30 | 2009-09-17 | Sumitomo Chemical Company, Limited | Polymer having oxocarbon group, and use thereof |
| JP4752318B2 (ja) * | 2004-04-30 | 2011-08-17 | 住友化学株式会社 | オキソカーボン基を有する高分子及びその用途 |
| CA2511112A1 (en) * | 2004-06-30 | 2005-12-30 | Her Majesty The Queen In Right Of Canada, As Represented By The Minister Of National Research Council Of Canada | Synthesis of poly(arylene)s copolymers containing pendant sulfonic acid groups bonded to naphthalene as proton exchange membrane meterials |
| US20080020253A1 (en) * | 2004-07-09 | 2008-01-24 | Ingo Neubert | Method for Producing a Membrane-Electrode Unit |
| US20080075999A1 (en) * | 2004-09-03 | 2008-03-27 | Toray Industries, Inc. | Polyelectrolyte Material, Polyelectrolyte Component, Membrane Electrode Composite Body, and Polyelectrolyte Type Fuel Cell |
| US20060088748A1 (en) * | 2004-10-26 | 2006-04-27 | Gangadhar Panambur | Novel compositions of monomers, oligomers and polymers and methods for making the same |
| DK1810997T3 (da) | 2004-11-10 | 2011-05-02 | Toyo Boseki | Prontonledende polymersammensætning og fremgangsmåde til fremstilling deraf, katalysatorblæk indeholdende den protonledende polymersammensætning og brændselscelle indeholdende nævnte katalysator |
| EP1826846A4 (en) | 2004-11-10 | 2010-01-13 | Toyo Boseki | AROMATIC HYDROCARBON PROTONIC EXCHANGE MEMBRANE AND DIRECT METHANOL FUEL CELL USING SAID MEMBRANE |
| 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 |
| KR100657918B1 (ko) * | 2004-12-11 | 2006-12-14 | 삼성에스디아이 주식회사 | 고분자 전해질 및 이를 채용한 연료전지 |
| KR100657740B1 (ko) * | 2004-12-22 | 2006-12-14 | 주식회사 엘지화학 | 브랜치된 술폰화 멀티 블록 공중합체 및 이를 이용한전해질막 |
| CN101111959B (zh) | 2004-12-27 | 2010-06-02 | 株式会社可乐丽 | 聚合物电解质燃料电池用聚合物电解质膜、膜电极组件和燃料电池 |
| CN101103076B (zh) * | 2005-01-12 | 2012-05-30 | 住友化学株式会社 | 含有氧碳化合物类的组合物及其用途 |
| DE102005001599A1 (de) * | 2005-01-12 | 2006-07-20 | Basf Ag | Funktionalisierte Polyarylether |
| US8986903B2 (en) | 2005-02-15 | 2015-03-24 | Toray Industries, Inc. | Method for producing polymer electrolyte molded article, polymer electrolyte material, polymer electrolyte membrane, and polymer electrolyte fuel cell |
| EP2362473B1 (en) | 2005-03-04 | 2012-10-24 | Ube Industries, Ltd. | Producion method for polymer electrolyte |
| WO2006098495A1 (ja) | 2005-03-17 | 2006-09-21 | Teijin Limited | 電解質膜 |
| TW200702363A (en) * | 2005-04-05 | 2007-01-16 | Sumitomo Chemical Co | Crosslinked polymer electrolyte and method for producing the same |
| KR20080018181A (ko) * | 2005-05-24 | 2008-02-27 | 폴리퓨얼, 인코포레이티드 | 이온-전도성 올리고머를 함유하는 이온 전도성 코폴리머 |
| US8445141B2 (en) * | 2005-06-09 | 2013-05-21 | Toyo Boseki Kabushiki Kaisha | Sulfonic acid group-containing polymer, method for producing the same, resin composition containing such sulfonic acid group-containing polymer, polymer electrolyte membrane, polymer electrolyte membrane/electrode assembly, and fuel cell |
| TWI366941B (en) * | 2005-06-17 | 2012-06-21 | Sumitomo Chemical Co | Electrolyte containing oxocarbons and its use |
| US20100103590A1 (en) * | 2005-06-27 | 2010-04-29 | Showa Denko K.K. | Solid electrolytic capacitor and production method thereof |
| JP4978827B2 (ja) * | 2005-06-27 | 2012-07-18 | 株式会社村田製作所 | 固体電解コンデンサ及びその製造方法 |
| DE102005030970A1 (de) | 2005-06-30 | 2007-01-11 | Basf Ag | Wässrige Formulierungen enthaltend Säuregruppen tragende polyaromatische Verbindungen |
| CN101273115A (zh) * | 2005-08-03 | 2008-09-24 | 阿拉巴马大学 | 硅烷作为氢源 |
| DE102005054149A1 (de) * | 2005-11-14 | 2007-05-16 | Basf Ag | Aminhaltige Katalysatortinte für Brennstoffzellen |
| KR100723391B1 (ko) * | 2006-01-13 | 2007-05-30 | 삼성에스디아이 주식회사 | 고분자 전해질막 및 이를 구비한 연료전지 |
| JP4857789B2 (ja) | 2006-02-01 | 2012-01-18 | 株式会社日立製作所 | 燃料電池、それに用いる高分子電解質及びイオン交換性樹脂 |
| US8637174B2 (en) | 2006-02-03 | 2014-01-28 | Thomas Häring | Phosphonic acid-containing blends and phosphonic acid-containing polymers |
| US8349513B2 (en) | 2006-02-13 | 2013-01-08 | Kuraray Co., Ltd. | Polymer electrolyte membrane, membrane-electrode assembly and polymer electrolyte fuel cell |
| KR101367535B1 (ko) | 2006-02-16 | 2014-03-14 | 바스프 에스이 | 고온 중합체의 포스포닐화를 위한 촉매 공정 |
| US8455557B2 (en) | 2006-05-24 | 2013-06-04 | Ben Gurion University Of The Negev R&D Authority | Membranes, coatings and films and methods for their preparation |
| DE102006036496A1 (de) | 2006-07-28 | 2008-02-07 | Leibniz-Institut Für Polymerforschung Dresden E.V. | Sulfonierte Polyarylverbindungen, Membranmaterial daraus, Verfahren zu ihrer Herstellung und Verwendung |
| EP2051321B1 (en) | 2006-08-11 | 2014-05-07 | Toray Industries, Inc. | Polymer electrolyte material, polymer electrolyte molded product using the polymer electrolyte material and method for manufacturing the polymer electrolyte molded product, membrane electrode composite, and solid polymer fuel cell |
| WO2008023835A1 (en) | 2006-08-25 | 2008-02-28 | Sumitomo Chemical Company, Limited | Polymer electrolyte membrane, laminate thereof, and their production methods |
| TW200819483A (en) | 2006-08-25 | 2008-05-01 | Sumitomo Chemical Co | Polymer electrolyte membrane, laminate thereof, and their production methods |
| JP5334382B2 (ja) | 2006-10-27 | 2013-11-06 | 国立大学法人横浜国立大学 | 電気化学セル及びこれを用いた燃料電池 |
| JP2008108673A (ja) * | 2006-10-27 | 2008-05-08 | Hitachi Ltd | 炭化水素系固体高分子電解質膜、膜／電極接合体、その製造方法並びに燃料電池電源、燃料電池電源システム及び電子機器 |
| EP2117678A4 (en) * | 2006-12-14 | 2012-03-07 | Arkema Inc | HIGH TEMPERATURE STABLE POLYELECTROLYTES HAVING SKELETAL AROMATIC GROUPS |
| JP2008195748A (ja) * | 2007-02-08 | 2008-08-28 | Japan Atomic Energy Agency | 架橋芳香族高分子電解質膜及びその製造方法 |
| WO2008101132A2 (en) * | 2007-02-16 | 2008-08-21 | Polyfuel, Inc. | Composite polymer electrolyte membranes |
| US8026020B2 (en) | 2007-05-08 | 2011-09-27 | Relion, Inc. | Proton exchange membrane fuel cell stack and fuel cell stack module |
| US20080286626A1 (en) * | 2007-05-18 | 2008-11-20 | Polyfuel, Inc. | Bis(aryl)sulfonimide functionalized ion conducting polymers |
| WO2008144660A2 (en) * | 2007-05-18 | 2008-11-27 | Polyfuel, Inc. | Chemically cross linked ionomer membrane |
| ITMI20071034A1 (it) * | 2007-05-23 | 2008-11-24 | St Microelectronics Srl | Sintesi e caratterizzazione di una nuova membrana a scambio protonico (pem) per applicazioni in celle a combustibile |
| US20100159353A1 (en) | 2007-06-04 | 2010-06-24 | Kuraray Co., Ltd | Polymer electrolyte, polymer electrolyte membrane, membrane-electrode assembly and polymer electrolyte fuel cell |
| US9293778B2 (en) | 2007-06-11 | 2016-03-22 | Emergent Power Inc. | Proton exchange membrane fuel cell |
| KR100928718B1 (ko) * | 2007-10-09 | 2009-11-27 | 성균관대학교산학협력단 | 유기 용매 건조법에 의한 균일하게 황산기가 부착된ｐｅｅｋ 전해질 막의 제조 방법 |
| US8003274B2 (en) | 2007-10-25 | 2011-08-23 | Relion, Inc. | Direct liquid fuel cell |
| US8138231B2 (en) * | 2007-10-29 | 2012-03-20 | Sumitomo Chemical Company, Limited | Polymer having oxycarbon group, and use thereof |
| US7981567B2 (en) * | 2007-10-29 | 2011-07-19 | Sumitomo Chemical Company, Limited | Polymer having oxocarbon group, and use thereof |
| KR100964238B1 (ko) * | 2008-01-03 | 2010-06-16 | (주)엘켐텍 | 고분자 전해질 막, 수전해 장치, 연료 전지 및 이를포함하는 연료 전지 시스템 |
| WO2009109545A1 (de) * | 2008-03-04 | 2009-09-11 | Basf Se | Verfahren zur herstellung von sulfonierten polyaryletherketonen mit regelung des sulfonierungsgrades mittels uv-spektroskopie |
| DE102009014906A1 (de) | 2008-04-01 | 2009-10-15 | Basf Se | Polymerelektrolyte basierend auf Lewis-Säure modifizierten Imidazoliumsalzen |
| ES2570553T3 (es) * | 2008-04-11 | 2016-05-19 | Christopher M Mcwhinney | Procedimiento electroquímico |
| US9598782B2 (en) | 2008-04-11 | 2017-03-21 | Christopher M. McWhinney | Membrane module |
| JP5557430B2 (ja) * | 2008-04-11 | 2014-07-23 | 日東電工株式会社 | プロトン伝導性高分子電解質膜およびその製造方法ならびにそれを用いた膜−電極接合体および高分子電解質型燃料電池 |
| JP5358261B2 (ja) * | 2008-05-08 | 2013-12-04 | 日東電工株式会社 | 固体高分子型燃料電池用の電解質膜およびその製造方法 |
| TW201024333A (en) * | 2008-12-26 | 2010-07-01 | Ind Tech Res Inst | Sulfonated polyether ether ketone ketone, film utilizing the same, and method for manufacturing the same |
| EP2381522B1 (en) | 2009-01-19 | 2017-09-13 | Toray Industries, Inc. | Process for producing polymeric electrolyte membrane |
| WO2010095139A1 (en) | 2009-02-19 | 2010-08-26 | Ben-Gurion University Of The Negev Research And Development Authority | Chemically resistant membranes, coatings and films and methods for their preparation |
| DE102009013207A1 (de) | 2009-03-17 | 2010-09-23 | Rheinisch-Westfälische Technische Hochschule Aachen | Bipolare Membran |
| KR101064986B1 (ko) | 2009-06-04 | 2011-09-15 | 강원대학교산학협력단 | 세라믹 다공성 지지체, 그를 이용한 강화 복합 전해질 막 및 그를 구비한 막-전극 어셈블리 |
| KR101267904B1 (ko) | 2010-11-26 | 2013-05-27 | 한국화학연구원 | 술폰화된 방향족 단량체의 개선된 정제방법 |
| JP6008870B2 (ja) * | 2010-12-12 | 2016-10-19 | ベン‐グリオン ユニバーシティ オブ ザ ネゲヴ リサーチ アンド デベロップメント オーソリティ | 陰イオン交換膜、その調製方法および用途 |
| DE102010055143B4 (de) | 2010-12-18 | 2022-12-01 | Umicore Galvanotechnik Gmbh | Direktkontakt-Membrananode für die Verwendung in Elektrolysezellen |
| WO2012095805A1 (en) | 2011-01-11 | 2012-07-19 | Etv Energy Ltd. | Membranes suitable for use as separators and electrochemical cells including such separators |
| JP2013056953A (ja) | 2011-09-07 | 2013-03-28 | Hitachi Ltd | 電解質材料並びにこれを用いたプロトン伝導性電解質膜、膜電極接合体及び固体高分子形燃料電池 |
| KR101380839B1 (ko) * | 2012-05-30 | 2014-04-10 | 한국원자력연구원 | 기름 수거용 구조체 및 기름 수거용 구조체의 제조방법 |
| WO2014030573A1 (ja) | 2012-08-23 | 2014-02-27 | 株式会社クラレ | 高分子電解質膜 |
| JP6395272B2 (ja) | 2013-04-29 | 2018-09-26 | エルジー・ケム・リミテッド | 高分子電解質膜、高分子電解質膜を含む膜電極接合体および膜電極接合体を含む燃料電池 |
| EP3076466B1 (en) | 2013-11-26 | 2018-02-28 | LG Chem, Ltd. | Polymer electrolyte membrane, membrane electrode assembly comprising polymer electrolyte membrane, and fuel cell comprising membrane electrode assembly |
| JP6362879B2 (ja) * | 2014-03-11 | 2018-07-25 | 国立研究開発法人物質・材料研究機構 | プロトン交換膜燃料電池用電解質膜の製造方法 |
| FR3024145B1 (fr) * | 2014-07-23 | 2018-03-16 | Cdp Innovation | Nouveaux polymeres contenant des sels de lithium ou de sodium de sulfonamides, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries |
| FR3024146B1 (fr) * | 2014-07-23 | 2018-02-16 | Cdp Innovation | Nouveaux polymeres contenant des sels de lithium ou de sodium de bis(sulfonyl)imides greffes, leurs procedes de preparation et leurs utilisations comme electrolytes pour batteries |
| KR20160024137A (ko) | 2014-08-25 | 2016-03-04 | (주)엘켐텍 | 고분자 전해질 막, 수전해 장치, 연료 전지 및 이를 포함하는 연료 전지 시스템 |
| WO2016089658A1 (en) * | 2014-12-03 | 2016-06-09 | 3M Innovative Properties Company | Polymeric electrolyte membrane for a redox flow battery |
| JP2016207609A (ja) * | 2015-04-28 | 2016-12-08 | 東洋紡株式会社 | 複合高分子電解質膜およびその製造方法ならびに膜電極接合体、燃料電池 |
| JP2016207610A (ja) * | 2015-04-28 | 2016-12-08 | 東洋紡株式会社 | 複合高分子電解質膜およびその製造方法ならびに膜電極接合体、燃料電池 |
| JP6548176B2 (ja) | 2015-08-17 | 2019-07-24 | 国立研究開発法人物質・材料研究機構 | ポリフェニルスルホン系プロトン伝導性高分子電解質、プロトン伝導性固体高分子電解質膜、固体高分子形燃料電池用の電極触媒層及びその製造方法、並びに燃料電池 |
| KR102096130B1 (ko) | 2016-05-02 | 2020-04-01 | 주식회사 엘지화학 | 담체-나노입자 복합체, 이를 포함하는 촉매 및 이의 제조방법 |
| US20200048781A1 (en) * | 2016-11-04 | 2020-02-13 | Tanaka Kikinzoku Kogyo K.K. | Solid polymer membrane electrode |
| KR102022413B1 (ko) | 2016-11-21 | 2019-09-18 | 주식회사 엘지화학 | 촉매 및 이의 제조방법 |
| KR102012213B1 (ko) | 2018-01-18 | 2019-10-21 | 명지대학교 산학협력단 | 고정된 무기산을 포함하는 고분자 전해질 막, 이를 이용한 수전해 장치, 연료 전지 및 연료 전지 시스템 |
| WO2019157377A1 (en) * | 2018-02-09 | 2019-08-15 | Board Of Regents, The University Of Texas System | Sulfonated poly(arylene ether) membranes with high monovalent salt rejection even in the presence of mixed salt feeds that contain multivalent salts |
| US12410289B2 (en) | 2018-10-05 | 2025-09-09 | Rensselaer Polytechnic Institute | Preparation of ion exchange membranes from polyolefins and polycyclic olefins |
| KR102365496B1 (ko) | 2020-02-19 | 2022-02-18 | 한국화학연구원 | 술폰화 가지형 고분자, 이의 제조방법 및 용도 |
| WO2025037493A1 (ja) * | 2023-08-17 | 2025-02-20 | 東洋紡株式会社 | 変性ポリフェニレンオキサイド分離膜およびその製造方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2964904D1 (en) * | 1978-09-05 | 1983-03-31 | Ici Plc | Sulphonated polyarylethersulphone copolymers and process for the manufacture thereof |
| EP0041780A1 (en) * | 1980-06-10 | 1981-12-16 | Imperial Chemical Industries Plc | Sulphonated polyaryletherketones |
| US4414368A (en) * | 1982-12-27 | 1983-11-08 | Albany International Corp. | Chlorosulfonated polysulfones and derivatives thereof |
| US4508852A (en) * | 1983-09-22 | 1985-04-02 | Albany International Corp. | Compositions and method of preparation by chlorosulfonation of difficultly sulfonatable poly(ether sulfone) |
| GB8412673D0 (en) * | 1984-05-18 | 1984-06-27 | Raychem Ltd | Polymer membrane |
| GB8428525D0 (en) * | 1984-11-12 | 1984-12-19 | Ici Plc | Membranes |
| GB8513113D0 (en) * | 1985-05-23 | 1985-06-26 | Ici Plc | Polymer solutions |
| IL89970A (en) * | 1989-04-14 | 1994-10-21 | Weizmann Kiryat Membrane Prod | Composite membranes containing a coated layer of crosslinked polyaromatic polymers and/or sulfonated poly (haloalkylenes) |
| DE4128569C1 (forum.php) * | 1991-08-28 | 1992-12-24 | Mira Dr.Rer.Nat. Josowicz | |
| TW256843B (forum.php) * | 1992-06-11 | 1995-09-11 | Hoechst Ag | |
| DE59309908D1 (de) * | 1992-06-13 | 2000-01-27 | Aventis Res & Tech Gmbh & Co | Polymerelektrolyt-Membran und Verfahren zu ihrer Herstellung |
| DE4314745C1 (de) * | 1993-05-04 | 1994-12-08 | Fraunhofer Ges Forschung | Brennstoffzelle |
| DE4415678A1 (de) * | 1994-05-04 | 1995-11-09 | Hoechst Ag | Elektrochemische Zelle |
-
1993
- 1993-06-07 DE DE59309908T patent/DE59309908D1/de not_active Expired - Fee Related
- 1993-06-07 EP EP93109139A patent/EP0574791B1/de not_active Expired - Lifetime
- 1993-06-07 SG SG1996006972A patent/SG73410A1/en unknown
- 1993-06-10 US US08/075,219 patent/US5438082A/en not_active Expired - Lifetime
- 1993-06-11 CA CA002098238A patent/CA2098238C/en not_active Expired - Fee Related
- 1993-06-11 KR KR1019930010580A patent/KR100289851B1/ko not_active Expired - Fee Related
- 1993-06-14 JP JP14222693A patent/JP3342106B2/ja not_active Expired - Fee Related
- 1993-07-24 TW TW082105952A patent/TW250485B/zh active
-
1995
- 1995-05-19 US US08/444,392 patent/US5741408A/en not_active Expired - Lifetime
- 1995-05-19 US US08/444,716 patent/US5561202A/en not_active Expired - Lifetime
-
1997
- 1997-10-06 US US08/944,667 patent/US6214488B1/en not_active Expired - Fee Related
-
2000
- 2000-03-29 KR KR1020000016046A patent/KR100308844B1/ko not_active Expired - Fee Related
- 2000-03-29 KR KR1020000016045A patent/KR100308843B1/ko not_active Expired - Fee Related
- 2000-03-29 KR KR1020000016048A patent/KR100308846B1/ko not_active Expired - Fee Related
- 2000-03-29 KR KR1020000016047A patent/KR100308845B1/ko not_active Expired - Fee Related
-
2001
- 2001-10-31 JP JP2001334882A patent/JP3645851B2/ja not_active Expired - Fee Related
-
2002
- 2002-06-20 JP JP2002180436A patent/JP3594940B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| TW250485B (forum.php) | 1995-07-01 |
| JP2002220458A (ja) | 2002-08-09 |
| KR100308843B1 (ko) | 2001-11-14 |
| SG73410A1 (en) | 2000-06-20 |
| JP3594940B2 (ja) | 2004-12-02 |
| KR100289851B1 (ko) | 2001-05-15 |
| CA2098238C (en) | 2004-04-13 |
| JP2003086023A (ja) | 2003-03-20 |
| JPH0693114A (ja) | 1994-04-05 |
| US6214488B1 (en) | 2001-04-10 |
| DE59309908D1 (de) | 2000-01-27 |
| US5438082A (en) | 1995-08-01 |
| US5741408A (en) | 1998-04-21 |
| CA2098238A1 (en) | 1993-12-14 |
| US5561202A (en) | 1996-10-01 |
| EP0574791B1 (de) | 1999-12-22 |
| JP3645851B2 (ja) | 2005-05-11 |
| KR100308845B1 (ko) | 2001-11-14 |
| EP0574791A2 (de) | 1993-12-22 |
| KR100308846B1 (ko) | 2001-11-14 |
| KR940005726A (ko) | 1994-03-22 |
| KR100308844B1 (ko) | 2001-11-14 |
| EP0574791A3 (en) | 1995-10-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3342106B2 (ja) | 高分子電解質膜およびその製造方法 | |
| JP5101889B2 (ja) | 分岐スルホン化マルチブロック共重合体及びこれを用いた電解質膜 | |
| EP2206547B1 (en) | Nitrogen-containing aromatic compounds and processes for the production of the same, polymers and proton conductive membranes of these compounds | |
| JP4428181B2 (ja) | ニトリル型疎水性ブロックを有するスルホン化ポリマーおよび固体高分子電解質 | |
| JPH11502249A (ja) | スルホン化されたポリエーテルケトン、その調製方法、及び膜製造としてのその使用 | |
| JP4356547B2 (ja) | スルホン化ポリマーおよび固体高分子電解質 | |
| JP2003147075A (ja) | スルホン化フッ素含有重合体、それを含有する樹脂組成物および高分子電解質膜 | |
| JP4508954B2 (ja) | 固体高分子型燃料電池用膜−電極構造体 | |
| JP4356546B2 (ja) | スルホン化ポリマーおよび固体高分子電解質 | |
| JP2003147076A (ja) | スルホン化フッ素含有重合体、それを含有する樹脂組成物および高分子電解質膜 | |
| CA2579014C (en) | Sulfonated polymer comprising nitrile-type hydrophobic block and solid polymer electrolyte | |
| JP2005054170A (ja) | 共重合体およびその用途 | |
| JP4752336B2 (ja) | 熱安定性改良プロトン伝導膜および該伝導膜形成用組成物 | |
| JP2005112985A (ja) | 疎水性ブロックを有するスルホン化ポリマーおよび固体高分子電解質 | |
| JP2006176682A (ja) | アルキル基側鎖を有する化合物およびスルホン化ポリマー | |
| JP2007109472A (ja) | 燃料電池用膜−電極接合体 | |
| KR100508691B1 (ko) | 직접메탄올 연료전지용 술폰산 함유폴리아릴에테르벤즈이미다졸 전해질 및 이를 이용한전해질 복합막 | |
| JP2005190675A (ja) | 固体高分子電解質膜および固体高分子電解質型燃料電池 | |
| JP5454561B2 (ja) | 固体高分子電解質膜形成用溶液 | |
| JP2012059406A (ja) | 膜電極接合体 | |
| JP4459744B2 (ja) | 固体高分子型燃料電池用膜・電極構造体及び固体高分子型燃料電池 | |
| JP2006282957A (ja) | 架橋高分子電解質およびその製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313113 |
|
| R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080823 Year of fee payment: 6 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080823 Year of fee payment: 6 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090823 Year of fee payment: 7 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090823 Year of fee payment: 7 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100823 Year of fee payment: 8 |
|
| LAPS | Cancellation because of no payment of annual fees |