CN102838863B - 一种新型聚合物质子交换膜及其制备方法 - Google Patents
一种新型聚合物质子交换膜及其制备方法 Download PDFInfo
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- CN102838863B CN102838863B CN201210345050.4A CN201210345050A CN102838863B CN 102838863 B CN102838863 B CN 102838863B CN 201210345050 A CN201210345050 A CN 201210345050A CN 102838863 B CN102838863 B CN 102838863B
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- Prior art keywords
- proton exchange
- ether
- sulfonated polyether
- ketone
- divinylbenzene
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- 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.)
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- 239000012528 membrane Substances 0.000 title claims abstract description 29
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 229920000642 polymer Polymers 0.000 title description 8
- 229920002530 polyetherether ketone Polymers 0.000 claims abstract description 58
- 239000004696 Poly ether ether ketone Substances 0.000 claims abstract description 56
- 238000006277 sulfonation reaction Methods 0.000 claims abstract description 14
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229920006037 cross link polymer Polymers 0.000 claims abstract description 4
- 229920005597 polymer membrane Polymers 0.000 claims description 42
- 238000006243 chemical reaction Methods 0.000 claims description 29
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 18
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 13
- 239000003999 initiator Substances 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 7
- 238000010792 warming Methods 0.000 claims description 7
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 5
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 3
- -1 and wherein Substances 0.000 claims description 3
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 claims description 3
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 73
- 239000000446 fuel Substances 0.000 abstract description 25
- 238000006116 polymerization reaction Methods 0.000 abstract description 5
- 229920003053 polystyrene-divinylbenzene Polymers 0.000 abstract description 3
- 238000011065 in-situ storage Methods 0.000 abstract description 2
- 230000002349 favourable effect Effects 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 238000012360 testing method Methods 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 229920001187 thermosetting polymer Polymers 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920000557 Nafion® Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- JUPQTSLXMOCDHR-UHFFFAOYSA-N benzene-1,4-diol;bis(4-fluorophenyl)methanone Chemical compound OC1=CC=C(O)C=C1.C1=CC(F)=CC=C1C(=O)C1=CC=C(F)C=C1 JUPQTSLXMOCDHR-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000008358 core component Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 230000005518 electrochemistry Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
- CFQCIHVMOFOCGH-UHFFFAOYSA-N platinum ruthenium Chemical compound [Ru].[Pt] CFQCIHVMOFOCGH-UHFFFAOYSA-N 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- XTUSEBKMEQERQV-UHFFFAOYSA-N propan-2-ol;hydrate Chemical compound O.CC(C)O XTUSEBKMEQERQV-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229960001866 silicon dioxide Drugs 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004154 testing of material Methods 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000003245 working effect 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
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- Manufacture Of Macromolecular Shaped Articles (AREA)
- Fuel Cell (AREA)
Abstract
Description
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CN201210345050.4A CN102838863B (zh) | 2012-09-18 | 2012-09-18 | 一种新型聚合物质子交换膜及其制备方法 |
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CN201210345050.4A CN102838863B (zh) | 2012-09-18 | 2012-09-18 | 一种新型聚合物质子交换膜及其制备方法 |
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CN102838863A CN102838863A (zh) | 2012-12-26 |
CN102838863B true CN102838863B (zh) | 2014-12-31 |
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Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104448771B (zh) * | 2014-09-17 | 2017-01-25 | 上海大学 | 对氨基苯磺酸氧化石墨烯接枝磺化聚醚醚酮质子交换膜材料及其制备方法 |
CN106299428A (zh) * | 2016-10-13 | 2017-01-04 | 东华理工大学 | 一种磺化聚磷腈/醚醚酮质子交换膜材料及其制备方法 |
CN109053979B (zh) * | 2018-09-05 | 2020-11-03 | 九江天赐高新材料有限公司 | 一种交联磺化聚醚醚酮的制备方法 |
CN110797562B (zh) * | 2019-10-15 | 2022-10-25 | 新研氢能源科技有限公司 | 一种钒电池用聚醚醚酮基质子交换膜 |
CN111793235A (zh) * | 2020-06-08 | 2020-10-20 | 金华市金秋环保水处理有限公司 | Ipn结构的阳离子交换膜制备方法 |
CN111848999A (zh) * | 2020-06-08 | 2020-10-30 | 金华市金秋环保水处理有限公司 | Ipn结构的阴离子交换膜制备方法 |
CN112909277B (zh) * | 2020-12-31 | 2022-02-11 | 大连融科储能技术发展有限公司 | 一种离子交换膜及其制备方法和应用 |
CN113270622A (zh) * | 2021-04-28 | 2021-08-17 | 中国石油大学(北京) | 聚合物基双层纳米纤维复合质子交换膜及其制备方法 |
CN114094154A (zh) * | 2021-11-25 | 2022-02-25 | 重庆交通大学绿色航空技术研究院 | 一种纳米纤维复合质子交换膜及其制备方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101367903A (zh) * | 2008-08-07 | 2009-02-18 | 同济大学 | 一种基于半互穿网络的增强型复合质子交换膜及其制备方法 |
WO2010142080A1 (zh) * | 2009-06-12 | 2010-12-16 | 北京普能世纪科技有限公司 | 聚合物共混质子交换膜及其制备方法 |
CN102532586A (zh) * | 2011-12-29 | 2012-07-04 | 湖北大学 | 一种基于交联网状的半互穿网络复合高质子传导性能组合物及其制备方法 |
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2012
- 2012-09-18 CN CN201210345050.4A patent/CN102838863B/zh not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101367903A (zh) * | 2008-08-07 | 2009-02-18 | 同济大学 | 一种基于半互穿网络的增强型复合质子交换膜及其制备方法 |
WO2010142080A1 (zh) * | 2009-06-12 | 2010-12-16 | 北京普能世纪科技有限公司 | 聚合物共混质子交换膜及其制备方法 |
CN102532586A (zh) * | 2011-12-29 | 2012-07-04 | 湖北大学 | 一种基于交联网状的半互穿网络复合高质子传导性能组合物及其制备方法 |
Non-Patent Citations (2)
Title |
---|
"Polymer Electrolyte Membranes for the Direct Methanol Fuel Cell: A Review";NICHOLAS W. DELUCA等;《Journal of Polymer Science: Part B: Polymer Physics》;20060815;第44卷(第16期);第2201-2225页 * |
"燃料电池非氟质子交换膜的研究进展";贺高红等;《膜科学与技术》;20110625;第31卷(第3期);第140-144,155页 * |
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Publication number | Publication date |
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CN102838863A (zh) | 2012-12-26 |
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Effective date of registration: 20160223 Address after: 610500 8 hi tech Avenue, Xindu District, Sichuan, Chengdu Patentee after: SICHUAN TIANCE JUCAI TECHNOLOGY CO.,LTD. Address before: No. 5 high tech Zone Gaopeng road in Chengdu city of Sichuan Province in 610041 Patentee before: CHENGDU BOLIHENG TECHNOLOGY Co.,Ltd. |
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Address after: Xindu Avenue in Xindu District of Chengdu city of Sichuan Province, Southwest Petroleum University No. 8 610500 Patentee after: SICHUAN TIANCE JUCAI TECHNOLOGY CO.,LTD. Address before: 610500 8 hi tech Avenue, Xindu District, Sichuan, Chengdu Patentee before: SICHUAN TIANCE JUCAI TECHNOLOGY CO.,LTD. |
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Granted publication date: 20141231 |