CN115991816B - 耐高温质子交换膜及其制备方法 - Google Patents
耐高温质子交换膜及其制备方法 Download PDFInfo
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- CN115991816B CN115991816B CN202211268613.4A CN202211268613A CN115991816B CN 115991816 B CN115991816 B CN 115991816B CN 202211268613 A CN202211268613 A CN 202211268613A CN 115991816 B CN115991816 B CN 115991816B
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- proton exchange
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- high temperature
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- 239000012528 membrane Substances 0.000 title claims abstract description 120
- 238000002360 preparation method Methods 0.000 title abstract description 12
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 47
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- 239000000835 fiber Substances 0.000 claims abstract description 23
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 39
- 239000000178 monomer Substances 0.000 claims description 38
- 239000007788 liquid Substances 0.000 claims description 29
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 28
- -1 perfluorovinyl phosphonate Chemical compound 0.000 claims description 28
- 239000000243 solution Substances 0.000 claims description 28
- OBTWBSRJZRCYQV-UHFFFAOYSA-N sulfuryl difluoride Chemical compound FS(F)(=O)=O OBTWBSRJZRCYQV-UHFFFAOYSA-N 0.000 claims description 28
- 229910052751 metal Inorganic materials 0.000 claims description 25
- 239000002184 metal Substances 0.000 claims description 25
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 24
- 239000002243 precursor Substances 0.000 claims description 23
- 239000003446 ligand Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 17
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- 150000001336 alkenes Chemical class 0.000 claims description 13
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 12
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- 239000002904 solvent Substances 0.000 claims description 12
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- 238000010438 heat treatment Methods 0.000 claims description 9
- HDMTWPVKWCLZNV-UHFFFAOYSA-N sulfuryl difluoride 1,1,2-trifluoro-2-(1,2,2-trifluoroethenoxy)ethene Chemical compound FS(F)(=O)=O.FC(F)=C(F)OC(F)=C(F)F HDMTWPVKWCLZNV-UHFFFAOYSA-N 0.000 claims description 9
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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
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- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- 238000013329 compounding Methods 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- 229910000667 (NH4)2Ce(NO3)6 Inorganic materials 0.000 claims description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910002492 Ce(NO3)3·6H2O Inorganic materials 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 150000004696 coordination complex Chemical class 0.000 claims description 2
- 238000007598 dipping method Methods 0.000 claims description 2
- 235000019253 formic acid Nutrition 0.000 claims description 2
- 239000011521 glass Substances 0.000 claims description 2
- 229910044991 metal oxide Inorganic materials 0.000 claims description 2
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 238000010345 tape casting Methods 0.000 claims 1
- 239000000446 fuel Substances 0.000 abstract description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
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- 238000006243 chemical reaction Methods 0.000 description 13
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 13
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- 125000000623 heterocyclic group Chemical group 0.000 description 10
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
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- 239000000126 substance Substances 0.000 description 5
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- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- 230000005540 biological transmission Effects 0.000 description 4
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 4
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- MNKLWIRFRFGHEL-UHFFFAOYSA-N 1,2,2-trifluoroethenylphosphonic acid Chemical compound OP(O)(=O)C(F)=C(F)F MNKLWIRFRFGHEL-UHFFFAOYSA-N 0.000 description 2
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- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 230000008859 change Effects 0.000 description 2
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- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 2
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- 238000011084 recovery Methods 0.000 description 2
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- XGYRMXJKGPTMRR-UHFFFAOYSA-N 1,1,2,3,3-pentafluoroprop-2-enylphosphonic acid Chemical compound OP(O)(=O)C(F)(F)C(F)=C(F)F XGYRMXJKGPTMRR-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical class CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- 235000017166 Bambusa arundinacea Nutrition 0.000 description 1
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- 241001330002 Bambuseae Species 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000012028 Fenton's reagent Substances 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
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- UZUODNWWWUQRIR-UHFFFAOYSA-L disodium;3-aminonaphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].C1=CC=C(S([O-])(=O)=O)C2=CC(N)=CC(S([O-])(=O)=O)=C21 UZUODNWWWUQRIR-UHFFFAOYSA-L 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
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- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
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- 239000002002 slurry Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
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- 229910001220 stainless steel Inorganic materials 0.000 description 1
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- 238000003786 synthesis reaction Methods 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- 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
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Fuel Cell (AREA)
Abstract
Description
Claims (18)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202111209191 | 2021-10-18 | ||
CN2021112091919 | 2021-10-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN115991816A CN115991816A (zh) | 2023-04-21 |
CN115991816B true CN115991816B (zh) | 2024-01-23 |
Family
ID=85993147
Family Applications (31)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202211268637.XA Active CN115991819B (zh) | 2021-10-18 | 2022-10-17 | 一种膦酸磺酸复合质子交换膜及其制备方法 |
CN202211269764.1A Active CN115991824B (zh) | 2021-10-18 | 2022-10-17 | 含环状结构单元的质子交换膜及制备方法 |
CN202211268626.1A Active CN115991818B (zh) | 2021-10-18 | 2022-10-17 | 一种多元共聚离子交换膜及其制备方法 |
CN202211270059.3A Active CN115991826B (zh) | 2021-10-18 | 2022-10-17 | 全氟膦酸离子交换膜及制备方法 |
CN202211269112.8A Pending CN115991822A (zh) | 2021-10-18 | 2022-10-17 | 一种含全氟丁基乙基醚的离子聚合物膜及其制备方法 |
CN202211269108.1A Active CN115991820B (zh) | 2021-10-18 | 2022-10-17 | 聚合型膦酸离子膜及制备方法 |
CN202211269110.9A Active CN115991821B (zh) | 2021-10-18 | 2022-10-17 | 含有膦酸结构单元的质子交换膜及其制备方法 |
CN202211268622.3A Active CN115991817B (zh) | 2021-10-18 | 2022-10-17 | 膦酸磺酸共聚离子交换膜及其制备方法 |
CN202211270056.XA Active CN115991825B (zh) | 2021-10-18 | 2022-10-17 | 含氟离子膜及其制备方法 |
CN202211268613.4A Active CN115991816B (zh) | 2021-10-18 | 2022-10-17 | 耐高温质子交换膜及其制备方法 |
CN202211269114.7A Active CN115991823B (zh) | 2021-10-18 | 2022-10-17 | 混合型全氟质子交换膜及其制备方法 |
CN202410035282.2A Pending CN117866133A (zh) | 2021-10-18 | 2022-10-18 | 一种含有膦酸结构单元的全氟磺酸树脂分散液及其制备方法和应用 |
CN202211276153.XA Active CN115991833B (zh) | 2021-10-18 | 2022-10-18 | 透气型含氟离子聚合物及其制备方法 |
CN202410230517.3A Pending CN118165162A (zh) | 2021-10-18 | 2022-10-18 | 透气型含氟离子交换树脂分散液及其制备方法 |
CN202211272311.4A Pending CN115991829A (zh) | 2021-10-18 | 2022-10-18 | 一种含全氟丁基乙基醚的多元共聚物、含氟树脂及制备方法 |
CN202211272339.8A Active CN115991831B (zh) | 2021-10-18 | 2022-10-18 | 含环状结构的含氟树脂及其制备方法 |
CN202410230518.8A Pending CN118165163A (zh) | 2021-10-18 | 2022-10-18 | 一种混合型含氟离子树脂分散液及其制备方法 |
CN202410035268.2A Pending CN117946314A (zh) | 2021-10-18 | 2022-10-18 | 一种多元共聚离子交换树脂分散液及其制备方法和应用 |
CN202211272307.8A Pending CN115991828A (zh) | 2021-10-18 | 2022-10-18 | 含有膦酸结构单元的全氟磺酸树脂 |
CN202211276307.5A Active CN115991836B (zh) | 2021-10-18 | 2022-10-18 | 膦酸磺酸共聚离子树脂及制备方法 |
CN202410243495.4A Pending CN118184854A (zh) | 2021-10-18 | 2022-10-18 | 一种高透氧的含氟磷酸-磺酸树脂分散液及其制备方法 |
CN202311588777.XA Pending CN117700597A (zh) | 2021-10-18 | 2022-10-18 | 一种聚合型膦酸树脂分散液及其制备方法和应用 |
CN202410252886.2A Pending CN118184855A (zh) | 2021-10-18 | 2022-10-18 | 膦酸磺酸共聚离子树脂分散液及制备方法 |
CN202410033647.8A Pending CN117866132A (zh) | 2021-10-18 | 2022-10-18 | 一种含氟树脂分散液及其制备方法和应用 |
CN202211272292.5A Pending CN115991827A (zh) | 2021-10-18 | 2022-10-18 | 一种含磺酰氟基的多元共聚物、离子交换树脂及制备方法 |
CN202211272321.8A Active CN115991830B (zh) | 2021-10-18 | 2022-10-18 | 耐高温功能聚合物 |
CN202311638556.9A Pending CN117683166A (zh) | 2021-10-18 | 2022-10-18 | 耐高温含氟离子交换树脂分散液及其制备方法 |
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006152249A (ja) * | 2004-10-26 | 2006-06-15 | Asahi Glass Co Ltd | フルオロスルホニル基と1,3−ジオキソラン構造を有する重合体およびその用途 |
CN101768236A (zh) * | 2009-12-25 | 2010-07-07 | 山东东岳神舟新材料有限公司 | 一种全氟离子交换树脂及其制备方法和用途 |
CN102008905A (zh) * | 2010-06-18 | 2011-04-13 | 山东东岳神舟新材料有限公司 | 一种质子交换膜及其制备方法和应用 |
WO2011075877A1 (zh) * | 2009-12-25 | 2011-06-30 | 山东东岳神舟新材料有限公司 | 一种全氟离子交换树脂及其制备方法和用途 |
CN102473473A (zh) * | 2009-07-31 | 2012-05-23 | 旭硝子株式会社 | 电解质材料、液状组合物及固体高分子型燃料电池用膜电极接合体 |
Family Cites Families (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4810806A (en) * | 1987-07-31 | 1989-03-07 | E. I. Du Pont De Nemours And Company | Halogenated 1,3-dioxolanes and derivatives |
JPH09188795A (ja) * | 1995-12-29 | 1997-07-22 | Asahi Glass Co Ltd | フルオロスルホニル基含有パーフルオロカーボン重合体の液状組成物 |
JPH11307108A (ja) * | 1998-04-23 | 1999-11-05 | Asahi Glass Co Ltd | 固体高分子電解質型の燃料電池用電極−膜接合体の製造方法 |
US6087032A (en) * | 1998-08-13 | 2000-07-11 | Asahi Glass Company Ltd. | Solid polymer electrolyte type fuel cell |
JP4406984B2 (ja) * | 1999-12-22 | 2010-02-03 | 旭硝子株式会社 | 固体高分子電解質型燃料電池用電極用塗工液及び固体高分子電解質型燃料電池用電極の製造方法 |
JP5028711B2 (ja) * | 2000-02-15 | 2012-09-19 | 旭硝子株式会社 | 固体高分子型燃料電池 |
EP1596453B1 (en) * | 2003-01-20 | 2010-09-08 | Asahi Glass Company Ltd. | Process for production of electrolyte material for solid polymer fuel cells and membrane electrode assembly for solid polymer fuel cells |
WO2004097851A1 (ja) * | 2003-04-28 | 2004-11-11 | Asahi Glass Company Limited | 固体高分子電解質材料、製造方法及び固体高分子型燃料電池用膜電極接合体 |
DE602005018755D1 (de) * | 2004-04-02 | 2010-02-25 | Asahi Glass Co Ltd | Elektrolytmaterial für eine polymerelektrolyt-brennstoffzelle , elektrolytmembran und membranelektrodenbaugruppe |
JP4810868B2 (ja) * | 2005-04-19 | 2011-11-09 | 旭硝子株式会社 | 固体高分子型燃料電池用電解質膜、その製造方法、固体高分子型燃料電池用膜電極接合体及びその運転方法 |
JP5011662B2 (ja) * | 2005-07-01 | 2012-08-29 | 旭硝子株式会社 | 固体高分子形燃料電池用電解質膜の製造方法 |
JP4867843B2 (ja) * | 2007-08-09 | 2012-02-01 | 旭硝子株式会社 | フルオロスルホニル基含有モノマーおよびそのポリマー、ならびにスルホン酸基含有ポリマー |
EP2192646B1 (en) * | 2007-09-12 | 2012-11-07 | Shin-Etsu Chemical Co., Ltd. | Solid polymer electrolyte membrane, method for production of solid polymer electrolyte membrane, and fuel cell |
US7989566B2 (en) * | 2008-01-22 | 2011-08-02 | Dupont Performance Elastomers Llc | Process for producing fluoropolymers |
CN101320818B (zh) * | 2008-07-15 | 2010-06-09 | 山东东岳神舟新材料有限公司 | 一种纤维增强多层含氟离子交换膜 |
CN101721922B (zh) * | 2008-07-22 | 2011-12-28 | 山东华夏神舟新材料有限公司 | 一种微孔膜增强的多层含氟交联掺杂离子膜及其制备方法 |
CN102449006B (zh) * | 2009-05-29 | 2014-10-15 | 旭硝子株式会社 | 电解质材料、液状组合物及固体高分子型燃料电池用膜电极接合体 |
FR2951729B1 (fr) * | 2009-10-22 | 2011-12-23 | Commissariat Energie Atomique | Copolymeres comprenant des groupes phosphonates et/ou acide phosphonique utilisables pour constituer des membranes de pile a combustible |
CN101768234B (zh) * | 2009-12-03 | 2010-12-29 | 山东东岳神舟新材料有限公司 | 氟化高聚物及其制备方法 |
CN101768235B (zh) * | 2009-12-03 | 2010-12-29 | 山东东岳神舟新材料有限公司 | 功能性高交换容量离子交换树脂及其制备方法 |
CN101775095B (zh) * | 2009-12-03 | 2010-12-29 | 山东东岳神舟新材料有限公司 | 功能性全氟树脂及其制备方法 |
CN101773792B (zh) * | 2009-12-07 | 2012-11-14 | 山东华夏神舟新材料有限公司 | 一种无机金属离子掺杂含氟质子交换膜及其制备方法 |
CN101777658A (zh) * | 2009-12-07 | 2010-07-14 | 山东东岳神舟新材料有限公司 | 一种燃料电池用含氟质子交换膜 |
CN101728549B (zh) * | 2009-12-10 | 2011-05-04 | 山东东岳神舟新材料有限公司 | 高温质子交换复合膜 |
JP5577411B2 (ja) * | 2009-12-11 | 2014-08-20 | シャンドン・フアシャ・シェンゾウ・ニュー・マテリアル・カンパニー・リミテッド | パーフルオロイオン交換樹脂、その調製法および使用 |
CN101709102B (zh) * | 2009-12-15 | 2012-11-14 | 山东华夏神舟新材料有限公司 | 高交换容量全氟树脂及其制备方法和用途 |
CN101709101B (zh) * | 2009-12-15 | 2011-09-07 | 山东东岳神舟新材料有限公司 | 高交换容量全氟离子交换树脂及其制备方法和用途 |
CA2784539C (en) * | 2009-12-15 | 2015-06-30 | Shandong Huaxia Shenzhou New Material Co., Ltd | High exchange capacity perfluorinated ion exchange resin, preparation method and use thereof |
US9012106B2 (en) * | 2010-06-18 | 2015-04-21 | Shandong Huaxia Shenzhou New Material Co., Ltd | Fluorine containing ionomer composite with ion exchange function, preparation method and use thereof |
CN102024958B (zh) * | 2010-06-18 | 2013-09-25 | 山东华夏神舟新材料有限公司 | 一种质子交换膜及其制备方法和应用 |
CN102522576B (zh) * | 2011-12-24 | 2013-12-04 | 山东东岳高分子材料有限公司 | 一种高耐受性的燃料电池膜及其制备方法 |
CN104134812B (zh) * | 2013-05-02 | 2017-02-08 | 山东东岳高分子材料有限公司 | 一种纤维网增强的聚合物电解质膜及其制备方法 |
CN104134813B (zh) * | 2013-05-02 | 2016-12-28 | 山东东岳高分子材料有限公司 | 一种长寿命聚电解质膜及其制备方法 |
CN103864979A (zh) * | 2014-03-06 | 2014-06-18 | 山东华夏神舟新材料有限公司 | 含氟聚合物及其制备方法 |
JP6524835B2 (ja) * | 2015-07-27 | 2019-06-05 | Agc株式会社 | フルオロスルホニル基含有モノマー、フルオロスルホニル基含有ポリマー、スルホン酸基含有ポリマー、液状組成物および膜電極接合体の製造方法 |
CN113273006A (zh) * | 2019-01-08 | 2021-08-17 | Agc株式会社 | 催化剂层、催化剂层形成用液体及膜电极接合体 |
CN112436168A (zh) * | 2020-11-30 | 2021-03-02 | 山东东岳未来氢能材料股份有限公司 | 长寿命增强型全氟质子膜及其制备方法 |
CN115991819B (zh) * | 2021-10-18 | 2024-05-03 | 山东东岳未来氢能材料股份有限公司 | 一种膦酸磺酸复合质子交换膜及其制备方法 |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006152249A (ja) * | 2004-10-26 | 2006-06-15 | Asahi Glass Co Ltd | フルオロスルホニル基と1,3−ジオキソラン構造を有する重合体およびその用途 |
CN102473473A (zh) * | 2009-07-31 | 2012-05-23 | 旭硝子株式会社 | 电解质材料、液状组合物及固体高分子型燃料电池用膜电极接合体 |
CN101768236A (zh) * | 2009-12-25 | 2010-07-07 | 山东东岳神舟新材料有限公司 | 一种全氟离子交换树脂及其制备方法和用途 |
WO2011075877A1 (zh) * | 2009-12-25 | 2011-06-30 | 山东东岳神舟新材料有限公司 | 一种全氟离子交换树脂及其制备方法和用途 |
CN102008905A (zh) * | 2010-06-18 | 2011-04-13 | 山东东岳神舟新材料有限公司 | 一种质子交换膜及其制备方法和应用 |
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