CA2401838C - Novel polymer blend membranes for use in fuel cells - Google Patents
Novel polymer blend membranes for use in fuel cells Download PDFInfo
- Publication number
- CA2401838C CA2401838C CA002401838A CA2401838A CA2401838C CA 2401838 C CA2401838 C CA 2401838C CA 002401838 A CA002401838 A CA 002401838A CA 2401838 A CA2401838 A CA 2401838A CA 2401838 C CA2401838 C CA 2401838C
- Authority
- CA
- Canada
- Prior art keywords
- membrane
- polymer
- polyether
- pes
- plasticizer
- 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 abstract description 141
- 229920002959 polymer blend Polymers 0.000 title claims abstract description 38
- 239000000446 fuel Substances 0.000 title claims abstract description 36
- 229920006393 polyether sulfone Polymers 0.000 claims abstract description 69
- 229920000642 polymer Polymers 0.000 claims abstract description 56
- 125000003118 aryl group Chemical group 0.000 claims abstract description 24
- 239000004014 plasticizer Substances 0.000 claims abstract description 21
- 229920005649 polyetherethersulfone Polymers 0.000 claims abstract description 17
- 230000003014 reinforcing effect Effects 0.000 claims abstract description 9
- 229920001002 functional polymer Polymers 0.000 claims abstract description 8
- 239000005518 polymer electrolyte Substances 0.000 claims abstract description 7
- 239000004695 Polyether sulfone Substances 0.000 claims description 59
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 18
- 230000008961 swelling Effects 0.000 claims description 14
- 230000003993 interaction Effects 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 13
- 229920001643 poly(ether ketone) Polymers 0.000 claims description 13
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000004693 Polybenzimidazole Substances 0.000 claims description 12
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 7
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 4
- 239000004696 Poly ether ether ketone Substances 0.000 claims description 4
- 229920002530 polyetherether ketone Polymers 0.000 claims description 4
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 claims description 3
- 238000006277 sulfonation reaction Methods 0.000 claims description 3
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- 239000002033 PVDF binder Substances 0.000 claims 2
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 35
- 230000035699 permeability Effects 0.000 description 13
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 12
- 229920002480 polybenzimidazole Polymers 0.000 description 12
- 239000000463 material Substances 0.000 description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 9
- 239000001257 hydrogen Substances 0.000 description 9
- 229910052739 hydrogen Inorganic materials 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 238000005342 ion exchange Methods 0.000 description 7
- 229920002492 poly(sulfone) Polymers 0.000 description 7
- 229910006069 SO3H Inorganic materials 0.000 description 6
- JUPQTSLXMOCDHR-UHFFFAOYSA-N benzene-1,4-diol;bis(4-fluorophenyl)methanone Chemical class OC1=CC=C(O)C=C1.C1=CC(F)=CC=C1C(=O)C1=CC=C(F)C=C1 JUPQTSLXMOCDHR-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229910052697 platinum Inorganic materials 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 238000012512 characterization method Methods 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 230000001143 conditioned effect Effects 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229920001657 poly(etheretherketoneketone) Polymers 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 229920012266 Poly(ether sulfone) PES Polymers 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000005341 cation exchange Methods 0.000 description 2
- 238000013016 damping Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 238000003918 potentiometric titration Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 101100114661 Mus musculus Cep250 gene Proteins 0.000 description 1
- 229920008285 Poly(ether ketone) PEK Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006664 bond formation reaction Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 238000001566 impedance spectroscopy Methods 0.000 description 1
- 230000037427 ion transport Effects 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 230000004807 localization Effects 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- -1 poly(arylene ether sulfone Chemical class 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920005597 polymer membrane Polymers 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000012546 transfer 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
- C08J5/2206—Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
- C08J5/2275—Heterogeneous membranes
-
- 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
- H01M8/02—Details
-
- 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
-
- 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
- B01D71/66—Polymers having sulfur in the main chain, with or without nitrogen, oxygen or carbon only
- B01D71/68—Polysulfones; Polyethersulfones
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/102—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
- H01M8/1023—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having only carbon, e.g. polyarylenes, polystyrenes or polybutadiene-styrenes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/102—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer
- H01M8/1027—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having carbon, oxygen and other atoms, e.g. sulfonated polyethersulfones [S-PES]
-
- 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
- H01M8/1032—Polymeric electrolyte materials characterised by the chemical structure of the main chain of the ion-conducting polymer having sulfur, e.g. sulfonated-polyethersulfones [S-PES]
-
- 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
- H01M8/1039—Polymeric electrolyte materials halogenated, e.g. sulfonated polyvinylidene fluorides
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1041—Polymer electrolyte composites, mixtures or blends
- H01M8/1044—Mixtures of polymers, of which at least one is ionically conductive
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1016—Fuel cells with solid electrolytes characterised by the electrolyte material
- H01M8/1018—Polymeric electrolyte materials
- H01M8/1041—Polymer electrolyte composites, mixtures or blends
- H01M8/1053—Polymer electrolyte composites, mixtures or blends consisting of layers of polymers with at least one layer being ionically conductive
-
- 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
- C08J2381/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen, or carbon only; Polysulfones; Derivatives of such polymers
- C08J2381/02—Polythioethers; Polythioether-ethers
-
- 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
- C08J2427/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers
- C08J2427/02—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment
- C08J2427/12—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C08J2427/16—Homopolymers or copolymers of vinylidene fluoride
-
- 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
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Electrochemistry (AREA)
- Sustainable Energy (AREA)
- Sustainable Development (AREA)
- Crystallography & Structural Chemistry (AREA)
- Composite Materials (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Fuel Cell (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10010001A DE10010001A1 (de) | 2000-03-02 | 2000-03-02 | Neue Blendpolymermembranen zum Einsatz in Brennstoffzellen |
| DE10010001.5 | 2000-03-02 | ||
| PCT/EP2001/002311 WO2001064322A1 (de) | 2000-03-02 | 2001-03-01 | Neue blendpolymermembranen zum einsatz in brennstoffzellen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2401838A1 CA2401838A1 (en) | 2001-09-07 |
| CA2401838C true CA2401838C (en) | 2007-09-18 |
Family
ID=7633133
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002401838A Expired - Fee Related CA2401838C (en) | 2000-03-02 | 2001-03-01 | Novel polymer blend membranes for use in fuel cells |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6869980B2 (enExample) |
| EP (1) | EP1268045B1 (enExample) |
| JP (1) | JP2003526716A (enExample) |
| KR (1) | KR100734800B1 (enExample) |
| CN (1) | CN1227056C (enExample) |
| AT (1) | ATE270141T1 (enExample) |
| CA (1) | CA2401838C (enExample) |
| DE (2) | DE10010001A1 (enExample) |
| ES (1) | ES2228818T3 (enExample) |
| MX (1) | MXPA02008584A (enExample) |
| WO (1) | WO2001064322A1 (enExample) |
Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003535940A (ja) * | 2000-06-02 | 2003-12-02 | エスアールアイ インターナショナル | 高分子組成物 |
| DE10140147A1 (de) * | 2001-08-16 | 2003-03-06 | Celanese Ventures Gmbh | Verfahren zur Herstellung einer Blend-Membran aus verbrücktem Polymer und Brennstoffzelle |
| JP3561250B2 (ja) | 2001-09-21 | 2004-09-02 | 株式会社日立製作所 | 燃料電池 |
| JP4399586B2 (ja) * | 2002-01-08 | 2010-01-20 | 本田技研工業株式会社 | 高分子電解質膜、該高分子電解質膜を備える膜電極構造体及び該膜電極構造体を備える固体高分子型燃料電池 |
| JP2006508493A (ja) | 2002-01-23 | 2006-03-09 | ポリフューエル・インコーポレイテッド | 酸−塩基プロトン伝導性ポリマーブレンド膜 |
| JP4638220B2 (ja) * | 2002-04-25 | 2011-02-23 | ビーエーエスエフ フューエル セル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 多層電解質膜 |
| US7202001B2 (en) * | 2002-05-13 | 2007-04-10 | Polyfuel, Inc. | Sulfonated copolymer |
| KR100977234B1 (ko) | 2002-05-13 | 2010-08-23 | 더 유니버시티 오브 노스 플로리다 보드 오브 트러스티즈 | 술폰화된 공중합체 |
| KR100968398B1 (ko) * | 2002-06-28 | 2010-07-07 | 스미또모 가가꾸 가부시끼가이샤 | 고분자 적층막, 그 제조 방법 및 그 용도 |
| US7019819B2 (en) | 2002-11-13 | 2006-03-28 | Molecular Imprints, Inc. | Chucking system for modulating shapes of substrates |
| US7271209B2 (en) | 2002-08-12 | 2007-09-18 | Exxonmobil Chemical Patents Inc. | Fibers and nonwovens from plasticized polyolefin compositions |
| US7622523B2 (en) | 2002-08-12 | 2009-11-24 | Exxonmobil Chemical Patents Inc. | Plasticized polyolefin compositions |
| US8003725B2 (en) | 2002-08-12 | 2011-08-23 | Exxonmobil Chemical Patents Inc. | Plasticized hetero-phase polyolefin blends |
| US7531594B2 (en) | 2002-08-12 | 2009-05-12 | Exxonmobil Chemical Patents Inc. | Articles from plasticized polyolefin compositions |
| US7998579B2 (en) | 2002-08-12 | 2011-08-16 | Exxonmobil Chemical Patents Inc. | Polypropylene based fibers and nonwovens |
| WO2004014997A2 (en) | 2002-08-12 | 2004-02-19 | Exxonmobil Chemical Patents Inc. | Plasticized polyolefin compositions |
| DE10246461A1 (de) * | 2002-10-04 | 2004-04-15 | Celanese Ventures Gmbh | Protonenleitende Polymermembran enthaltend Polyazolblends und deren Anwendung in Brennstoffzellen |
| US7641840B2 (en) * | 2002-11-13 | 2010-01-05 | Molecular Imprints, Inc. | Method for expelling gas positioned between a substrate and a mold |
| DE10301810A1 (de) * | 2003-01-20 | 2004-07-29 | Sartorius Ag | Membran-Elektroden-Einheit, Polymermembranen für eine Membran-Elektroden-Einheit und Polymerelektrolyt-Brennstoffzellen sowie Verfahren zur Herstellung derselben |
| JP4852828B2 (ja) * | 2003-07-31 | 2012-01-11 | 東洋紡績株式会社 | 電解質膜・電極構造体 |
| US8192813B2 (en) | 2003-08-12 | 2012-06-05 | Exxonmobil Chemical Patents, Inc. | Crosslinked polyethylene articles and processes to produce same |
| JP2008500701A (ja) * | 2004-05-22 | 2008-01-10 | フオスター・ミラー・インコーポレイテツド | 固体ポリマー電解質膜 |
| JP5028736B2 (ja) * | 2004-09-02 | 2012-09-19 | 東レ株式会社 | 高分子電解質材、ならびにそれを用いた高分子電解質膜、膜電極複合体および高分子電解質型燃料電池 |
| US8389615B2 (en) | 2004-12-17 | 2013-03-05 | Exxonmobil Chemical Patents Inc. | Elastomeric compositions comprising vinylaromatic block copolymer, polypropylene, plastomer, and low molecular weight polyolefin |
| DE102005001599A1 (de) * | 2005-01-12 | 2006-07-20 | Basf Ag | Funktionalisierte Polyarylether |
| FR2883293B1 (fr) * | 2005-03-16 | 2007-05-25 | Inst Nat Polytech Grenoble | Extrusion de polymeres ioniques a groupements ioniques alcalins |
| FR2883292B1 (fr) * | 2005-03-16 | 2008-01-04 | Inst Nat Polytech Grenoble | Extrusion de polymeres ioniques a groupements ioniques acides |
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| KR100707163B1 (ko) * | 2005-10-12 | 2007-04-13 | 삼성에스디아이 주식회사 | 고체산, 이를 포함하는 고분자 전해질막 및 이를 채용한연료전지 |
| KR101324413B1 (ko) * | 2006-02-27 | 2013-11-01 | 삼성에스디아이 주식회사 | 고온 고분자 전해질 연료전지 스택의 기동 방법 및 이를이용하는 연료전지 시스템 |
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| CA2671870C (en) * | 2006-12-14 | 2017-05-16 | Arkema Inc. | High temperature stable polyelectrolytes having backbone aromatic groups |
| 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 |
| KR100986493B1 (ko) * | 2008-05-08 | 2010-10-08 | 주식회사 동진쎄미켐 | 연료전지용 고분자 전해질 막 |
| US20100096764A1 (en) * | 2008-10-20 | 2010-04-22 | Molecular Imprints, Inc. | Gas Environment for Imprint Lithography |
| KR101118202B1 (ko) | 2009-10-01 | 2012-03-28 | 한국과학기술연구원 | 연료전지용 고분자 전해질막 및 이의 제조방법 |
| US8815467B2 (en) | 2010-12-02 | 2014-08-26 | Basf Se | Membrane electrode assembly and fuel cells with improved lifetime |
| DE102010055143B4 (de) | 2010-12-18 | 2022-12-01 | Umicore Galvanotechnik Gmbh | Direktkontakt-Membrananode für die Verwendung in Elektrolysezellen |
| AU2015278210B2 (en) | 2014-06-16 | 2019-06-20 | Core Energy Recovery Solutions Inc. | Blended membranes for water vapor transport and methods for preparing same |
| JP6530630B2 (ja) * | 2015-03-31 | 2019-06-12 | 株式会社Ihi | 高分子アロイ電解質膜およびその製造方法 |
| CN105789657B (zh) * | 2016-04-27 | 2018-09-11 | 工业和信息化部电子第五研究所华东分所 | 一种用于钒电池的改性pes-pvp共混阴离子交换膜及其制备方法 |
| CN106750436B (zh) * | 2017-01-18 | 2019-07-23 | 吉林大学 | 一种表面磺化聚醚醚酮微纳米粒子/磺化聚醚醚酮复合膜及其制备方法 |
| CN110197918A (zh) * | 2018-02-27 | 2019-09-03 | 湖南省银峰新能源有限公司 | 一种全钒液流电池用全氟磺酸复合膜及其制备方法和用途 |
| JPWO2019220845A1 (ja) * | 2018-05-17 | 2021-04-22 | パナソニックＩｐマネジメント株式会社 | フロー電池 |
| JP7355038B2 (ja) * | 2018-12-07 | 2023-10-03 | Ａｇｃ株式会社 | ペルフルオロポリマー、液状組成物、固体高分子電解質膜、膜電極接合体および固体高分子形燃料電池 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3936997A1 (de) * | 1989-11-07 | 1991-05-08 | Hoechst Ag | Semipermeable membran aus polyetherketonen |
| DE19813613A1 (de) * | 1998-03-27 | 1999-09-30 | Jochen Kerres | Modifiziertes Polymer und modifizierte Polymermembran |
| DE19817374A1 (de) * | 1998-04-18 | 1999-10-21 | Univ Stuttgart Lehrstuhl Und I | Engineering-Ionomerblends und Engineering-Ionomermembranen |
| DE19817376A1 (de) * | 1998-04-18 | 1999-10-21 | Univ Stuttgart Lehrstuhl Und I | Säure-Base-Polymerblends und ihre Verwendung in Membranprozessen |
-
2000
- 2000-03-02 DE DE10010001A patent/DE10010001A1/de not_active Withdrawn
-
2001
- 2001-03-01 CN CNB018058868A patent/CN1227056C/zh not_active Expired - Fee Related
- 2001-03-01 MX MXPA02008584A patent/MXPA02008584A/es not_active Application Discontinuation
- 2001-03-01 CA CA002401838A patent/CA2401838C/en not_active Expired - Fee Related
- 2001-03-01 JP JP2001563213A patent/JP2003526716A/ja not_active Withdrawn
- 2001-03-01 AT AT01911711T patent/ATE270141T1/de not_active IP Right Cessation
- 2001-03-01 DE DE50102740T patent/DE50102740D1/de not_active Expired - Lifetime
- 2001-03-01 ES ES01911711T patent/ES2228818T3/es not_active Expired - Lifetime
- 2001-03-01 WO PCT/EP2001/002311 patent/WO2001064322A1/de not_active Ceased
- 2001-03-01 KR KR1020027011424A patent/KR100734800B1/ko not_active Expired - Fee Related
- 2001-03-01 EP EP01911711A patent/EP1268045B1/de not_active Expired - Lifetime
- 2001-03-01 US US10/220,899 patent/US6869980B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2401838A1 (en) | 2001-09-07 |
| KR20020084165A (ko) | 2002-11-04 |
| DE10010001A1 (de) | 2001-09-06 |
| EP1268045A1 (de) | 2003-01-02 |
| ES2228818T3 (es) | 2005-04-16 |
| CN1406150A (zh) | 2003-03-26 |
| JP2003526716A (ja) | 2003-09-09 |
| CN1227056C (zh) | 2005-11-16 |
| EP1268045B1 (de) | 2004-06-30 |
| US20030187081A1 (en) | 2003-10-02 |
| ATE270141T1 (de) | 2004-07-15 |
| MXPA02008584A (es) | 2003-02-24 |
| DE50102740D1 (de) | 2004-08-05 |
| WO2001064322A1 (de) | 2001-09-07 |
| US6869980B2 (en) | 2005-03-22 |
| KR100734800B1 (ko) | 2007-07-03 |
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