JP6062407B2 - 離型フィルム、積層体及びその製造方法並びに燃料電池の製造方法 - Google Patents
離型フィルム、積層体及びその製造方法並びに燃料電池の製造方法 Download PDFInfo
- Publication number
- JP6062407B2 JP6062407B2 JP2014190098A JP2014190098A JP6062407B2 JP 6062407 B2 JP6062407 B2 JP 6062407B2 JP 2014190098 A JP2014190098 A JP 2014190098A JP 2014190098 A JP2014190098 A JP 2014190098A JP 6062407 B2 JP6062407 B2 JP 6062407B2
- Authority
- JP
- Japan
- Prior art keywords
- release film
- release
- layer
- ion exchange
- cyclic olefin
- 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.)
- Active
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 51
- 239000000446 fuel Substances 0.000 title claims description 26
- 239000012528 membrane Substances 0.000 claims description 80
- 229920001577 copolymer Polymers 0.000 claims description 45
- 125000000217 alkyl group Chemical group 0.000 claims description 41
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 39
- 238000000034 method Methods 0.000 claims description 39
- 239000003456 ion exchange resin Substances 0.000 claims description 38
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 38
- 239000003792 electrolyte Substances 0.000 claims description 33
- 230000009477 glass transition Effects 0.000 claims description 23
- 238000005342 ion exchange Methods 0.000 claims description 22
- 239000000463 material Substances 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 239000005518 polymer electrolyte Substances 0.000 claims description 15
- 238000003475 lamination Methods 0.000 claims description 14
- 238000003860 storage Methods 0.000 claims description 14
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 14
- 238000005096 rolling process Methods 0.000 claims description 13
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 8
- 239000005977 Ethylene Substances 0.000 claims description 8
- 238000010030 laminating Methods 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 6
- 229920000098 polyolefin Polymers 0.000 claims description 6
- 239000004952 Polyamide Substances 0.000 claims description 5
- 229920002647 polyamide Polymers 0.000 claims description 5
- 239000001913 cellulose Substances 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 4
- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 239000010408 film Substances 0.000 description 151
- 239000010410 layer Substances 0.000 description 104
- -1 polyethylene terephthalate Polymers 0.000 description 55
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 51
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 44
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 30
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 27
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- 238000000576 coating method Methods 0.000 description 25
- 150000001336 alkenes Chemical group 0.000 description 23
- 239000011248 coating agent Substances 0.000 description 23
- 239000003054 catalyst Substances 0.000 description 20
- 229920005989 resin Polymers 0.000 description 20
- 239000011347 resin Substances 0.000 description 20
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 19
- 238000006116 polymerization reaction Methods 0.000 description 18
- 125000004122 cyclic group Chemical group 0.000 description 17
- 229920005672 polyolefin resin Polymers 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- 238000003786 synthesis reaction Methods 0.000 description 12
- 230000007704 transition Effects 0.000 description 11
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 10
- 239000004642 Polyimide Substances 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- 229920001721 polyimide Polymers 0.000 description 10
- 238000001035 drying Methods 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 7
- 150000002848 norbornenes Chemical class 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000007796 conventional method Methods 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 229920001038 ethylene copolymer Polymers 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 229920005992 thermoplastic resin Polymers 0.000 description 5
- WMWDGZLDLRCDRG-UHFFFAOYSA-N 5-hexylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCCCC)CC1C=C2 WMWDGZLDLRCDRG-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000005266 casting Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 229920002521 macromolecule Polymers 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 238000007152 ring opening metathesis polymerisation reaction Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 229920000557 Nafion® Polymers 0.000 description 3
- 238000012644 addition polymerization Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003729 cation exchange resin Substances 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229920006267 polyester film Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004962 Polyamide-imide Substances 0.000 description 2
- 239000004734 Polyphenylene sulfide Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- SFFFIHNOEGSAIH-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-ene;ethene Chemical group C=C.C1C2CCC1C=C2 SFFFIHNOEGSAIH-UHFFFAOYSA-N 0.000 description 2
- 239000003575 carbonaceous material Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000007888 film coating Substances 0.000 description 2
- 238000009501 film coating Methods 0.000 description 2
- 239000002737 fuel gas Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- FUKUFMFMCZIRNT-UHFFFAOYSA-N hydron;methanol;chloride Chemical compound Cl.OC FUKUFMFMCZIRNT-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 239000010954 inorganic particle Substances 0.000 description 2
- 239000003014 ion exchange membrane Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000005649 metathesis reaction Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical class C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 229920002312 polyamide-imide Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 229920001601 polyetherimide Polymers 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 229920000069 polyphenylene sulfide Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 1
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 1
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 description 1
- POPHMOPNVVKGRW-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7-octahydronaphthalene Chemical compound C1CCC2CCCCC2=C1 POPHMOPNVVKGRW-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 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
- ZXZCKPPMLQJSSV-UHFFFAOYSA-N 1-octylbicyclo[2.2.1]hept-2-ene Chemical compound C(CCCCCCC)C12C=CC(CC1)C2 ZXZCKPPMLQJSSV-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical compound CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 description 1
- UFERIGCCDYCZLN-UHFFFAOYSA-N 3a,4,7,7a-tetrahydro-1h-indene Chemical compound C1C=CCC2CC=CC21 UFERIGCCDYCZLN-UHFFFAOYSA-N 0.000 description 1
- YRIYXMAKROEVBQ-UHFFFAOYSA-N 5,5-dimethylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C)(C)CC1C=C2 YRIYXMAKROEVBQ-UHFFFAOYSA-N 0.000 description 1
- YSWATWCBYRBYBO-UHFFFAOYSA-N 5-butylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCC)CC1C=C2 YSWATWCBYRBYBO-UHFFFAOYSA-N 0.000 description 1
- VTWPBVSOSWNXAX-UHFFFAOYSA-N 5-decylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCCCCCCCC)CC1C=C2 VTWPBVSOSWNXAX-UHFFFAOYSA-N 0.000 description 1
- QHJIJNGGGLNBNJ-UHFFFAOYSA-N 5-ethylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CC)CC1C=C2 QHJIJNGGGLNBNJ-UHFFFAOYSA-N 0.000 description 1
- SLLQHXBUQMCLGK-UHFFFAOYSA-N 5-methyl-5-phenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C(C=C2)CC2C1(C)C1=CC=CC=C1 SLLQHXBUQMCLGK-UHFFFAOYSA-N 0.000 description 1
- PCBPVYHMZBWMAZ-UHFFFAOYSA-N 5-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C)CC1C=C2 PCBPVYHMZBWMAZ-UHFFFAOYSA-N 0.000 description 1
- AGEZPEIXDLBEAF-UHFFFAOYSA-N 5-pentylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCCCC)CC1C=C2 AGEZPEIXDLBEAF-UHFFFAOYSA-N 0.000 description 1
- PGNNHYNYFLXKDZ-UHFFFAOYSA-N 5-phenylbicyclo[2.2.1]hept-2-ene Chemical compound C1=CC2CC1CC2C1=CC=CC=C1 PGNNHYNYFLXKDZ-UHFFFAOYSA-N 0.000 description 1
- AKHDGSRSWWFVIZ-UHFFFAOYSA-N 5-propylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(CCC)CC1C=C2 AKHDGSRSWWFVIZ-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- CXHVOHRNVHBVSU-UHFFFAOYSA-N CCC1CC=C2CCCCC2C1 Chemical compound CCC1CC=C2CCCCC2C1 CXHVOHRNVHBVSU-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004696 Poly ether ether ketone Substances 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 239000004697 Polyetherimide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229910000929 Ru alloy Inorganic materials 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 238000007611 bar coating method Methods 0.000 description 1
- KOKLYLSZOGGBHE-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-ene-4-carbonitrile Chemical compound C1CC2C=CC1(C#N)C2 KOKLYLSZOGGBHE-UHFFFAOYSA-N 0.000 description 1
- OXFCIXOXOWYRQI-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-ene;toluene Chemical compound CC1=CC=CC=C1.C1C2CCC1C=C2 OXFCIXOXOWYRQI-UHFFFAOYSA-N 0.000 description 1
- NIDNOXCRFUCAKQ-UHFFFAOYSA-N bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1C2C=CC1C(C(=O)O)C2C(O)=O NIDNOXCRFUCAKQ-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000011246 composite particle Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- CFBGXYDUODCMNS-UHFFFAOYSA-N cyclobutene Chemical compound C1CC=C1 CFBGXYDUODCMNS-UHFFFAOYSA-N 0.000 description 1
- ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 description 1
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 description 1
- 239000004913 cyclooctene Substances 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229920000840 ethylene tetrafluoroethylene copolymer Polymers 0.000 description 1
- 238000007765 extrusion coating Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000012784 inorganic fiber Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000012968 metallocene catalyst Substances 0.000 description 1
- AEBDJCUTXUYLDC-UHFFFAOYSA-N methyl 5-methylbicyclo[2.2.1]hept-2-ene-5-carboxylate Chemical compound C1C2C(C(=O)OC)(C)CC1C=C2 AEBDJCUTXUYLDC-UHFFFAOYSA-N 0.000 description 1
- RMAZRAQKPTXZNL-UHFFFAOYSA-N methyl bicyclo[2.2.1]hept-2-ene-5-carboxylate Chemical compound C1C2C(C(=O)OC)CC1C=C2 RMAZRAQKPTXZNL-UHFFFAOYSA-N 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- XBFJAVXCNXDMBH-GEDKWGBFSA-N molport-035-785-283 Chemical compound C1[C@@H](C23)C=C[C@H]1C3[C@@H]1C[C@H]2CC1 XBFJAVXCNXDMBH-GEDKWGBFSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 239000011146 organic particle Substances 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- CFQCIHVMOFOCGH-UHFFFAOYSA-N platinum ruthenium Chemical compound [Ru].[Pt] CFQCIHVMOFOCGH-UHFFFAOYSA-N 0.000 description 1
- 229920003192 poly(bis maleimide) Polymers 0.000 description 1
- 229920003055 poly(ester-imide) Polymers 0.000 description 1
- 229920001643 poly(ether ketone) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920001955 polyphenylene ether Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000003578 releasing effect Effects 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920006259 thermoplastic polyimide Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000002341 toxic gas Substances 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000004056 waste incineration Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C33/00—Moulds or cores; Details thereof or accessories therefor
- B29C33/56—Coatings, e.g. enameled or galvanised; Releasing, lubricating or separating agents
- B29C33/68—Release sheets
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/86—Inert electrodes with catalytic activity, e.g. for fuel cells
- H01M4/88—Processes of manufacture
- H01M4/8803—Supports for the deposition of the catalytic active composition
- H01M4/8814—Temporary supports, e.g. decal
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
- B32B37/0046—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by constructional aspects of the apparatus
- B32B37/0053—Constructional details of laminating machines comprising rollers; Constructional features of the rollers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F232/00—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system
- C08F232/08—Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system having condensed rings
-
- 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
-
- 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
-
- 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
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/042—Coating with two or more layers, where at least one layer of a composition contains a polymer binder
-
- 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
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
-
- 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
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/86—Inert electrodes with catalytic activity, e.g. for fuel cells
-
- 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
-
- 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]
-
- 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
-
- 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
- H01M8/1086—After-treatment of the membrane other than by polymerisation
- H01M8/1093—After-treatment of the membrane other than by polymerisation mechanical, e.g. pressing, puncturing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2457/00—Electrical equipment
- B32B2457/18—Fuel cells
-
- 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
- C08J2300/00—Characterised by the use of unspecified polymers
- C08J2300/12—Polymers characterised by physical features, e.g. anisotropy, viscosity or electrical conductivity
-
- 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
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
-
- 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
- C08J2427/18—Homopolymers or copolymers of tetrafluoroethylene
-
- 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
- C08J2427/22—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 modified by chemical 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
- C08J2445/00—Characterised by the use of homopolymers or copolymers of compounds having no unsaturated aliphatic radicals in side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic or in a heterocyclic ring system; Derivatives of such polymers
-
- 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
- H01M2008/1095—Fuel cells with polymeric electrolytes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/86—Inert electrodes with catalytic activity, e.g. for fuel cells
- H01M4/88—Processes of manufacture
- H01M4/8803—Supports for the deposition of the catalytic active composition
- H01M4/881—Electrolytic membranes
-
- 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
Description
本発明の離型フィルムは、固体高分子型燃料電池の膜電極接合体(MEA)を製造するための離型フィルムであって、側鎖に炭素数3〜10のアルキル基を有するオレフィン単位を含む環状オレフィン系樹脂で形成された離型層を含む。本発明の離型フィルムは、特に、イオン交換樹脂を含む電解質膜及び/又は電極膜をその上に積層し、MEAを製造した後、MEAから剥離するためのフィルムであってもよい。
本発明の離型層は、環状オレフィン系樹脂を含み、この環状オレフィン系樹脂が側鎖に炭素数3〜10のアルキル基を有するオレフィン単位を含んでいるため、所定の粘弾特性を有していている。
本発明の離型フィルムは、前記離型層を含む限り、特に限定されず、前記離型層単独で形成された単層の離型フィルム(例えば、押出成形により形成された離型フィルム)であってもよく、基材層の少なくとも一方の面に前記離型層が積層された積層構造の離型フィルムであってもよい。これらのうち、燃料電池の生産性を向上でき、薄肉で厚みの均一な離型層を容易に製造できる点から、積層構造の離型フィルムが好ましい。
離型フィルムの製造方法としては、慣用の方法を利用でき、単独の離型層で形成されている場合は、例えば、押出成形やコーティングで形成してもよく、基材層との積層構造の場合は、例えば、コーティング、共押出や押出ラミネート、加熱圧着などの方法であってもよく、粘着剤や接着剤を介して積層してもよい。
本発明の積層体は、固体高分子型燃料電池を製造するための積層体であり、離型フィルムと、この離型フィルムの離型層の上に積層され、かつイオン交換樹脂を含むイオン交換層(電解質膜、電極膜、膜電極接合体)とで形成されている。
本発明の積層体の製造方法は、離型フィルムの離型層の上(離型層の少なくとも一方の面)にイオン交換樹脂を含むイオン交換層を積層する積層工程を含む。
示差走査熱量計(エスアイアイ・ナノテクノロジー(株)製「DSC6200」)を用い、JIS K7121に準じ、窒素気流下、昇温速度10℃/分で測定を行った。
試験片について、熱プレス法又は溶液キャスト法により厚み50〜100μmのフィルムを作製し、幅5mm、長さ50mmに切り出し、動的粘弾性測定装置(ティー・エイ・インスツルメント・ジャパン(株)製、RSA−III)を用い、チャック間距離20mm、昇温速度5℃/分及び角周波数10Hzの条件で、−100℃から250℃まで動的貯蔵弾性率(E’)を測定した。
環状オレフィン系樹脂(共重合体)の組成比は、13C−NMRで測定した。
離型フィルムを構成する環状オレフィン系樹脂1重量部を、トルエン9重量部中に添加して攪拌し、室温での溶解状態を目視で観察し、以下の基準で評価した。
△:溶解に所定の時間を要する
×:溶解しない。
易接着性二軸延伸ポリエステルフィルム(東洋紡(株)製「コスモシャインA4100」、厚み50μm)、イオン交換樹脂分散液(デュポン社製「ナフィオン(登録商標)DE2020CS」、イオン交換樹脂の水−アルコール分散液、固形分濃度20重量%)を用意し、ドクターブレードを用いて、前記ポリエステルフィルムの易接着層面に前記イオン交換樹脂分散液をキャストし、その塗膜を130℃のオーブン内で乾燥させて、電解質膜であるイオン交換層(厚み20μm)を含む積層体を形成した。
△…離型層に電極膜が僅かに残存している
×…離型層に電極膜が残存している。
ロールに離型フィルムをセットし、0.3m/分の速度で離型フィルムを送り出し、Pt目付量0.5mg/cm2の塗布量で、実施例で使用した電極膜の塗布液を、ロール・ツー・ロール方式で塗工し、以下の基準で評価した。
×:離型層が割れて塗工できない。
乾燥した300mLの2口フラスコ内を窒素ガスで置換した後、ジメチルアニリニウム テトラキス(ペンタフルオロフェニル)ボレート8.1mg、トルエン235.7mL、7.5モル/Lの濃度でノルボルネンを含有するトルエン溶液7.0mL、1−オクテン5.7mL、トリイソブチルアルミニウム2mLを添加して、反応溶液を25℃に保持した。この溶液とは別個に、グローブボックス中で、触媒として、92.9mgの(t−ブチルアミド)ジメチル−9−フルオレニルシランチタンジメチル[(t−BuNSiMe2Flu)TiMe2]をフラスコに入れ、5mLのトルエンに溶解させた。この触媒溶液2mLを300mLフラスコに加えて重合を開始した。2分後に2mLのメタノールを添加して反応を終了させた。次いで、得られた反応混合物を塩酸で酸性に調整した大量のメタノール中に放出して沈殿物を析出させ、濾別、洗浄後、乾燥して、2−ノルボルネン・1−オクテン共重合体Aを5.0g得た。得られた共重合体Aの数平均分子量Mnは30,000、ガラス転移温度Tgは215℃、動的貯蔵弾性率(E’)が−20℃付近に転移点を有し、2−ノルボルネンと1−オクテンとの組成(モル比)は、前者/後者=70/30であった。
1−オクテンの配合量を3.3mLに変更する以外は合成例1と同様にして、2−ノルボルネン・1−オクテン共重合体Bを5.0g得た。得られた共重合体BのMnは121,000、Tgは269℃、動的貯蔵弾性率(E’)が−20℃付近に転移点を有し、2−ノルボルネンと1−オクテンとの組成(モル比)は、前者/後者=83/17であった。
1−オクテンの配合量を1.7mLに変更する以外は合成例1と同様にして、2−ノルボルネン・1−オクテン共重合体Cを4.6g得た。得られた共重合体CのMnは123,000、Tgは325℃、動的貯蔵弾性率(E’)が−20℃付近に転移点を有し、2−ノルボルネンと1−オクテンとの組成(モル比)は、前者/後者=94/6であった。
乾燥したガラス反応器に、トルエン199.3g、2−ノルボルネン33.9g、5−ヘキシル−2−ノルボルネン15.4g、及びMMAO−3A(Modified methyl aluminoxane type 3、東ソーファインケム(株)製、濃度2.23モル/L)3.1gを添加した。次に、トルエン0.87gに溶解させた(t−ブチルアミド)ジメチル−9−フルオレニルシランチタンジメチル0.0074g(20μモル)を、前記反応器に添加した。40℃で7時間攪拌して重合を継続した後、メタノール3gを添加して反応を終了させた。その後、重合反応液を多量の塩酸酸性メタノールに注いで重合体を完全に析出させ、濾別、洗浄後、70℃で3時間以上減圧乾燥して、2−ノルボルネン・5−ヘキシル−2−ノルボルネン共重合体Dを21.3g得た。得られた共重合体DのMnは175,000、Tgは331℃、動的貯蔵弾性率(E’)が−20℃付近に転移点を有し、2−ノルボルネンと5−ヘキシル−2−ノルボルネンとの組成(モル比)は、前者/後者=79/21であった。
乾燥したガラス反応器に、トルエン646.1mL、2−ノルボルネン117.5g、1−ヘキセン114.7mL、及びMMAO−3A(Modified methyl aluminoxane type 3、東ソーファインケム(株)製、濃度2.23モル/L)7.0mLを添加した。次に、トルエン2.6mLに溶解させた(t−ブチルアミド)ジメチル−9−フルオレニルシランチタンジメチル0.0074gを、前記反応器に添加した。40℃で3時間攪拌して重合を継続した後、メタノール3gを添加して反応を終了させた。その後、重合反応液を多量の塩酸酸性メタノールに注いで重合体を完全に析出させ、濾別、洗浄後、70℃で3時間以上減圧乾燥して、2−ノルボルネン・1−ヘキセン共重合体Eを8.7g得た。得られた共重合体Eの数平均分子量Mnは32,000、ガラス転移温度Tgは300℃、動的貯蔵弾性率(E’)が−20℃付近に転移点を有し、2−ノルボルネンと1−ヘキセンとの組成(モル比)は、前者/後者=88/12であった。
1−ヘキセンを1−デセンに変更し、配合量を174.7mLに変更する以外は合成例5と同様にして、2−ノルボルネン・1−デセン共重合体Fを8.5g得た。得られた共重合体Fの数平均分子量Mnは27,000、ガラス転移温度Tgは244℃、動的貯蔵弾性率(E’)が−20℃付近に転移点を有し、2−ノルボルネンと1−デセンとの組成(モル比)は、前者/後者=85/15であった。
メタロセン化合物として、(t−BuNSiMe2Flu)TiMe2を、「Macromolecules, 1998年, 第31巻, 3184頁」の記載に基づいて調製し、−20℃にてヘキサン中で再結晶して精製した。また、乾燥アルミノキサンを、「Macromolecules, 2001年, 第34巻, 3142頁」の記載に基づいて調製した。
2−ノルボルネン濃度を1.9Mに変更する以外は合成例7と同様にして、2−ノルボルネン・エチレン共重合体Hを0.9g得た。得られた共重合体HのMnは55,000、Tgは212℃、2−ノルボルネンとエチレンとの組成(モル比)は、前者/後者=95/5であった。なお、動的貯蔵弾性率(E’)は、−50〜100℃に転移点は認められなかった。
1重量部の2−ノルボルネン・1−オクテン共重合体Aを、9重量部のトルエンに溶解し、塗工液を調製した。基材フィルムとして、易接着性二軸延伸ポリエステルフィルム(コスモシャインA4100)を用い、塗工液をメイヤーバーコーティング法により基材のフィルムの片面にコーティングし、100℃の温度で1分間乾燥して離型層(乾燥厚み1μm)を形成し、離型フィルム1を得た。
1重量部の2−ノルボルネン・1−オクテン共重合体Bを、99重量部のトルエンに溶解する以外は製造例1と同様にして、離型フィルム2(離型層の乾燥厚み1μm)を得た。
1重量部の2−ノルボルネン・1−オクテン共重合体Cを、99重量部のトルエンに溶解する以外は製造例1と同様にして、離型フィルム3(離型層の乾燥厚み1μm)を得た。
1重量部の2−ノルボルネン・5−ヘキシル−2−ノルボルネン共重合体Dを、99重量部のトルエンに溶解する以外は製造例1と同様にして、離型フィルム4(離型層の乾燥厚み1μm)を得た。
2−ノルボルネン・1−オクテン共重合体Aの代わりに、2−ノルボルネン・1−ヘキセン共重合体Eを用いる以外は製造例1と同様にして、離型フィルム5(離型層の乾燥厚み1μm)を得た。
2−ノルボルネン・1−オクテン共重合体Aの代わりに、2−ノルボルネン・1−デセン共重合体Fを用いる以外は製造例1と同様にして、離型フィルム6(離型層の乾燥厚み1μm)を得た。
2−ノルボルネン・1−オクテン共重合体Aの代わりに、2−ノルボルネン・エチレン共重合体(Topas Advanced Polymers,GmbH社製「TOPAS(登録商標)6017S−04」、Tg178℃)を用いる以外は製造例1と同様にして、離型フィルム7(離型層の乾燥厚み1μm)を得た。
2−ノルボルネン・1−オクテン共重合体Aの代わりに、2−ノルボルネン・エチレン共重合体Gを用いる以外は製造例1と同様にして、離型フィルム8(離型層の乾燥厚み1μm)を得た。
2−ノルボルネン・1−オクテン共重合体Aの代わりに、2−ノルボルネン・エチレン共重合体Hをトルエンに溶解しようと試みたが、溶解しなかったため、離型フィルムを作製できなかった。
Pt担持カーボン(田中貴金属工業(株)製「TEC10E50E」)7重量部、前記イオン交換樹脂分散液(ナフィオンDE2020CS)35重量部をボールミルで混合し、電極膜(電極用触媒層)の塗布液とした。離型フィルム1の離型層の上に、ドクターブレードを用いて電極膜の塗布液を塗工後、100℃で10分乾燥し、Pt目付量が0.5mg/cm2の電極膜を含む積層体を得た。
離型フィルム1の代わりに、それぞれ離型フィルム2〜8を用いる以外は実施例1と同様にして積層体を得た。
Claims (12)
- 固体高分子型燃料電池の膜電極接合体を製造するための離型フィルムであって、繰り返し単位として、炭素数3〜10のアルキル基を有さない環状オレフィン単位(A)と、炭素数3〜10のアルキル基を有する鎖状又は環状オレフィン単位(B)とを含む共重合体を含む離型層を含む離型フィルム。
- 離型層のガラス転移温度が210〜350℃である請求項1記載の離型フィルム。
- 離型層の動的貯蔵弾性率E’が−50〜100℃の範囲に転移点を有する請求項1又は2記載の離型フィルム。
- 鎖状又は環状オレフィン単位(B)が、炭素数4〜8の直鎖状アルキル基を有するエチレン又はノルボルネン単位である請求項1〜3のいずれかに記載の離型フィルム。
- 環状オレフィン単位(A)と鎖状又は環状オレフィン単位(B)との割合(モル比)が、前者/後者=50/50〜99/1である請求項1〜4のいずれかに記載の離型フィルム。
- 離型層の平均厚みが0.2〜5μmである請求項1〜5のいずれかに記載の離型フィルム。
- さらに基材層を含み、離型層が基材層の少なくとも一方の面に積層され、かつ基材層がポリオレフィン、ポリビニルアルコール系重合体、ポリエステル、ポリアミド及びセルロース誘導体からなる群より選択された少なくとも1種で形成されている請求項1〜6のいずれかに記載の離型フィルム。
- 固体高分子型燃料電池を製造するための積層体であり、請求項1〜7のいずれかに記載の離型フィルムと、この離型フィルムの離型層の上に積層され、かつイオン交換樹脂を含むイオン交換層とで形成された積層体。
- イオン交換樹脂が側鎖にスルホン酸基を有するフッ素樹脂であり、かつイオン交換樹脂を含むイオン交換層が、電解質膜及び/又は電極膜である請求項8記載の積層体。
- 離型フィルムの離型層の上にイオン交換樹脂を含むイオン交換層を積層する積層工程を含む請求項8又は9記載の積層体の製造方法。
- 積層工程において、ロール・ツー・ロール方式で積層する請求項10記載の製造方法。
- 請求項8又は9記載の積層体から離型フィルムを剥離する剥離工程を含む固体高分子型燃料電池の膜電極接合体の製造方法。
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2014190098A JP6062407B2 (ja) | 2013-11-14 | 2014-09-18 | 離型フィルム、積層体及びその製造方法並びに燃料電池の製造方法 |
CN201480062591.3A CN105722654B (zh) | 2013-11-14 | 2014-11-04 | 脱模膜、叠层体及其制造方法以及燃料电池的制造方法 |
PCT/JP2014/079256 WO2015072372A1 (ja) | 2013-11-14 | 2014-11-04 | 離型フィルム、積層体及びその製造方法並びに燃料電池の製造方法 |
EP14861826.7A EP3070770B1 (en) | 2013-11-14 | 2014-11-04 | Release film, laminate and method for manufacturing same, and method for manufacturing fuel cell |
KR1020167015322A KR102220134B1 (ko) | 2013-11-14 | 2014-11-04 | 이형 필름, 적층체 및 그의 제조 방법, 및 연료 전지의 제조 방법 |
US15/033,302 US10622658B2 (en) | 2013-11-14 | 2014-11-04 | Release film, laminate and method for manufacturing same, and method for manufacturing fuel cell |
TW103139322A TWI641179B (zh) | 2013-11-14 | 2014-11-13 | 脫模薄膜、積層體及其製造方法及固體高分子型燃料電池之膜電極接合體之製造方法 |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2013235988 | 2013-11-14 | ||
JP2013235988 | 2013-11-14 | ||
JP2014190098A JP6062407B2 (ja) | 2013-11-14 | 2014-09-18 | 離型フィルム、積層体及びその製造方法並びに燃料電池の製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2015118916A JP2015118916A (ja) | 2015-06-25 |
JP6062407B2 true JP6062407B2 (ja) | 2017-01-18 |
Family
ID=53057308
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2014190098A Active JP6062407B2 (ja) | 2013-11-14 | 2014-09-18 | 離型フィルム、積層体及びその製造方法並びに燃料電池の製造方法 |
Country Status (7)
Country | Link |
---|---|
US (1) | US10622658B2 (ja) |
EP (1) | EP3070770B1 (ja) |
JP (1) | JP6062407B2 (ja) |
KR (1) | KR102220134B1 (ja) |
CN (1) | CN105722654B (ja) |
TW (1) | TWI641179B (ja) |
WO (1) | WO2015072372A1 (ja) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6081959B2 (ja) * | 2014-05-19 | 2017-02-15 | ダイセルバリューコーティング株式会社 | 樹脂フィルム、積層体及びその製造方法並びに燃料電池の製造方法 |
JP2016037577A (ja) * | 2014-08-08 | 2016-03-22 | ポリプラスチックス株式会社 | ノルボルネン系重合体溶液及び絶縁被膜の製造方法 |
JP6580455B2 (ja) * | 2015-10-28 | 2019-09-25 | ダイセルバリューコーティング株式会社 | 積層フィルム及びその製造方法並びに積層体及び触媒層−電解質膜複合体の製造方法 |
JP6561800B2 (ja) * | 2015-11-26 | 2019-08-21 | トヨタ自動車株式会社 | 膜電極接合体の製造方法 |
JP7133893B2 (ja) * | 2015-12-14 | 2022-09-09 | 東洋紡株式会社 | 固体高分子型燃料電池部材成型用離型フィルム |
JP7251596B2 (ja) * | 2015-12-14 | 2023-04-04 | 東洋紡株式会社 | 固体高分子型燃料電池部材成型用離型フィルム |
EP3488481B1 (en) * | 2016-07-20 | 2021-06-30 | W. L. Gore & Associates, Inc. | Roll construction of laminated material and method for producing |
JP2018045841A (ja) * | 2016-09-13 | 2018-03-22 | トヨタ自動車株式会社 | 膜電極ガス拡散接合体の製造方法 |
CN110520296A (zh) * | 2017-03-30 | 2019-11-29 | 日东电工株式会社 | 耐热脱模片和其制造方法 |
KR102440588B1 (ko) * | 2017-05-10 | 2022-09-05 | 현대자동차 주식회사 | 연료전지용 막-전극 어셈블리의 제조장치 및 방법 |
KR20200028903A (ko) * | 2017-07-12 | 2020-03-17 | 니폰 제온 가부시키가이샤 | 전기 화학 소자용 적층체 및 전기 화학 소자용 부재의 제조 방법 |
US10971708B2 (en) * | 2018-04-23 | 2021-04-06 | International Business Machines Corporation | Release layer for preparation of ion conducting membranes |
EP3862161A4 (en) * | 2018-10-04 | 2022-06-29 | Nitto Denko Corporation | Heat-resistant release sheet and thermocompression bonding method |
US20210380771A1 (en) * | 2018-10-05 | 2021-12-09 | Rensselaer Polytechnic Institute | Preparation of ion exchange membranes from polyolefins and polycyclic olefins |
JP6967128B1 (ja) * | 2020-08-26 | 2021-11-17 | 株式会社ダイセル | 積層フィルムおよびその製造方法ならびに燃料電池の製造方法 |
JP2022040112A (ja) * | 2020-08-26 | 2022-03-10 | 株式会社ダイセル | 積層フィルムおよびその製造方法ならびに燃料電池の製造方法 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5017222B2 (ja) | 1971-10-04 | 1975-06-19 | ||
JPS6019758A (ja) | 1983-07-15 | 1985-01-31 | Mitsui Toatsu Chem Inc | ビウレツト構造を有するポリイソシアナ−トの製造方法 |
DE69836911T2 (de) * | 1997-07-18 | 2007-10-31 | Nippon Zeon Co., Ltd. | Modifiziertes cycloolefin-additionspolymer und härtbare harzzusammensetzung die dieses enthält |
DE60143511D1 (de) * | 2000-07-06 | 2011-01-05 | Asahi Glass Co Ltd | Herstellungsverfahren für aus filmelektroden zusam festpolymer-elektrolyt-brennstoffzelle |
JP4213956B2 (ja) | 2002-12-19 | 2009-01-28 | シロキ工業株式会社 | ワイヤ式ウィンドレギュレータ |
JP2006257399A (ja) * | 2005-02-21 | 2006-09-28 | Kureha Corp | 離型フィルム、積層離型フィルム及びそれらの製造方法 |
JP2007119660A (ja) | 2005-10-31 | 2007-05-17 | Nippon Zeon Co Ltd | 環状オレフィン付加共重合体、その製造方法、及び成形用材料 |
US7868107B2 (en) * | 2007-03-09 | 2011-01-11 | Zeon Corporation | Process for producing cycloolefin addition polymer, catalyst for addition polymerization of cycloolefin, and transition metal compound |
KR101041125B1 (ko) * | 2007-09-19 | 2011-06-13 | 삼성에스디아이 주식회사 | 연료 전지용 전극, 연료 전지용 막-전극 어셈블리, 및 이를포함하는 연료 전지 시스템 |
JP5017222B2 (ja) | 2007-09-25 | 2012-09-05 | 富士フイルム株式会社 | 環状オレフィン系共重合体、フィルム、これを用いた偏光板および液晶表示装置 |
JP2009298999A (ja) | 2008-05-14 | 2009-12-24 | Kaneka Corp | 環状オレフィン付加共重合体、光学用フィルム及び液晶またはel表示素子用透明導電性フィルム |
JP5343485B2 (ja) * | 2008-09-25 | 2013-11-13 | 大日本印刷株式会社 | 固体高分子形燃料電池用触媒転写フィルム並びにそれを用いて得られる触媒層−電解質膜積層体及び固体高分子形燃料電池 |
JP5321181B2 (ja) * | 2009-03-24 | 2013-10-23 | 凸版印刷株式会社 | 燃料電池部材の触媒層と電解質膜の接合体の製造方法 |
JP5566040B2 (ja) * | 2009-03-30 | 2014-08-06 | 日本ゴア株式会社 | 積層体およびその製造方法 |
SG183280A1 (en) * | 2010-02-09 | 2012-09-27 | Sumitomo Bakelite Co | Laminated film |
KR20130118332A (ko) * | 2011-03-28 | 2013-10-29 | 제온 코포레이션 | 열경화성 가교 고리형 올레핀 수지 조성물, 열경화성 가교 고리형 올레핀 수지 필름, 열경화성 가교 고리형 올레핀 수지 조성물의 제조 방법 및 열경화성 가교 고리형 올레핀 수지 필름의 제조 방법 |
JP5155500B2 (ja) * | 2011-04-21 | 2013-03-06 | 株式会社ダイセル | 環状オレフィン系樹脂の架橋体及びその製造方法 |
JP6085185B2 (ja) * | 2013-02-06 | 2017-02-22 | 株式会社ダイセル | 燃料電池製造用離型フィルム及び積層体並びに燃料電池の製造方法 |
-
2014
- 2014-09-18 JP JP2014190098A patent/JP6062407B2/ja active Active
- 2014-11-04 WO PCT/JP2014/079256 patent/WO2015072372A1/ja active Application Filing
- 2014-11-04 CN CN201480062591.3A patent/CN105722654B/zh active Active
- 2014-11-04 KR KR1020167015322A patent/KR102220134B1/ko active IP Right Grant
- 2014-11-04 EP EP14861826.7A patent/EP3070770B1/en active Active
- 2014-11-04 US US15/033,302 patent/US10622658B2/en active Active
- 2014-11-13 TW TW103139322A patent/TWI641179B/zh active
Also Published As
Publication number | Publication date |
---|---|
EP3070770B1 (en) | 2020-07-15 |
KR102220134B1 (ko) | 2021-02-25 |
US10622658B2 (en) | 2020-04-14 |
WO2015072372A1 (ja) | 2015-05-21 |
US20160276689A1 (en) | 2016-09-22 |
KR20160085831A (ko) | 2016-07-18 |
EP3070770A4 (en) | 2017-05-24 |
EP3070770A1 (en) | 2016-09-21 |
CN105722654B (zh) | 2018-02-02 |
JP2015118916A (ja) | 2015-06-25 |
CN105722654A (zh) | 2016-06-29 |
TW201535851A (zh) | 2015-09-16 |
TWI641179B (zh) | 2018-11-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6062407B2 (ja) | 離型フィルム、積層体及びその製造方法並びに燃料電池の製造方法 | |
JP6085185B2 (ja) | 燃料電池製造用離型フィルム及び積層体並びに燃料電池の製造方法 | |
JP6790421B2 (ja) | 離型フィルム | |
JP6081959B2 (ja) | 樹脂フィルム、積層体及びその製造方法並びに燃料電池の製造方法 | |
JP2016210129A (ja) | 積層フィルム、積層体及びその製造方法並びに燃料電池の製造方法 | |
JP6013398B2 (ja) | 樹脂フィルム、積層体及びその製造方法並びに燃料電池の製造方法 | |
JP6580455B2 (ja) | 積層フィルム及びその製造方法並びに積層体及び触媒層−電解質膜複合体の製造方法 | |
JP6946644B2 (ja) | 固体高分子型燃料電池部材成型用離型フィルム | |
JP6950144B2 (ja) | 固体高分子型燃料電池部材成型用離型フィルム | |
JP6988947B2 (ja) | 離型フィルム | |
JP6967128B1 (ja) | 積層フィルムおよびその製造方法ならびに燃料電池の製造方法 | |
JP2023022070A (ja) | 積層フィルムおよびその製造方法ならびに燃料電池の製造方法 | |
JP2016210128A (ja) | 積層フィルム、積層体及びその製造方法並びに燃料電池の製造方法 | |
JP2022040112A (ja) | 積層フィルムおよびその製造方法ならびに燃料電池の製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20151112 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20160712 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20160818 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20161206 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20161214 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6062407 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |