JPH01159024A - 気体分離膜 - Google Patents
気体分離膜Info
- Publication number
- JPH01159024A JPH01159024A JP62316014A JP31601487A JPH01159024A JP H01159024 A JPH01159024 A JP H01159024A JP 62316014 A JP62316014 A JP 62316014A JP 31601487 A JP31601487 A JP 31601487A JP H01159024 A JPH01159024 A JP H01159024A
- Authority
- JP
- Japan
- Prior art keywords
- dicarboxylic acid
- aromatic
- general formula
- separation membrane
- gas separation
- 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.)
- Granted
Links
- 239000012528 membrane Substances 0.000 title claims abstract description 33
- 238000000926 separation method Methods 0.000 title claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims abstract description 14
- 239000011347 resin Substances 0.000 claims abstract description 14
- 229920002577 polybenzoxazole Polymers 0.000 claims abstract description 12
- 239000000126 substance Substances 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract description 13
- 238000006243 chemical reaction Methods 0.000 abstract description 12
- 238000010438 heat treatment Methods 0.000 abstract description 7
- 239000004760 aramid Substances 0.000 abstract description 6
- 229920003235 aromatic polyamide Polymers 0.000 abstract description 6
- 239000003960 organic solvent Substances 0.000 abstract description 5
- 150000004984 aromatic diamines Chemical class 0.000 abstract description 2
- 239000012024 dehydrating agents Substances 0.000 abstract description 2
- JRHNUZCXXOTJCA-UHFFFAOYSA-N 1-fluoropropane Chemical compound CCCF JRHNUZCXXOTJCA-UHFFFAOYSA-N 0.000 abstract 1
- 239000007789 gas Substances 0.000 description 19
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 11
- 239000010408 film Substances 0.000 description 11
- 239000004305 biphenyl Substances 0.000 description 10
- 235000010290 biphenyl Nutrition 0.000 description 9
- 230000035699 permeability Effects 0.000 description 9
- -1 dicarboxylic acid diester Chemical class 0.000 description 8
- 229920006122 polyamide resin Polymers 0.000 description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 5
- 125000006267 biphenyl group Chemical group 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VTDMBRAUHKUOON-UHFFFAOYSA-N 4-[(4-carboxyphenyl)methyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1CC1=CC=C(C(O)=O)C=C1 VTDMBRAUHKUOON-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- MSTZGVRUOMBULC-UHFFFAOYSA-N 2-amino-4-[2-(3-amino-4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropan-2-yl]phenol Chemical compound C1=C(O)C(N)=CC(C(C=2C=C(N)C(O)=CC=2)(C(F)(F)F)C(F)(F)F)=C1 MSTZGVRUOMBULC-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- QDBOAKPEXMMQFO-UHFFFAOYSA-N 4-(4-carbonochloridoylphenyl)benzoyl chloride Chemical compound C1=CC(C(=O)Cl)=CC=C1C1=CC=C(C(Cl)=O)C=C1 QDBOAKPEXMMQFO-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- ZCILODAAHLISPY-UHFFFAOYSA-N biphenyl ether Natural products C1=C(CC=C)C(O)=CC(OC=2C(=CC(CC=C)=CC=2)O)=C1 ZCILODAAHLISPY-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- RBHJBMIOOPYDBQ-UHFFFAOYSA-N carbon dioxide;propan-2-one Chemical compound O=C=O.CC(C)=O RBHJBMIOOPYDBQ-UHFFFAOYSA-N 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- FHESUNXRPBHDQM-UHFFFAOYSA-N diphenyl benzene-1,3-dicarboxylate Chemical compound C=1C=CC(C(=O)OC=2C=CC=CC=2)=CC=1C(=O)OC1=CC=CC=C1 FHESUNXRPBHDQM-UHFFFAOYSA-N 0.000 description 1
- HPGJOUYGWKFYQW-UHFFFAOYSA-N diphenyl benzene-1,4-dicarboxylate Chemical compound C=1C=C(C(=O)OC=2C=CC=CC=2)C=CC=1C(=O)OC1=CC=CC=C1 HPGJOUYGWKFYQW-UHFFFAOYSA-N 0.000 description 1
- 238000000578 dry spinning Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000003779 heat-resistant material Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 239000011356 non-aqueous organic solvent Substances 0.000 description 1
- 238000006213 oxygenation reaction Methods 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000002166 wet spinning Methods 0.000 description 1
Classifications
-
- 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
- B01D71/58—Other polymers having nitrogen in the main chain, with or without oxygen or carbon only
- B01D71/62—Polycondensates having nitrogen-containing heterocyclic rings in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/22—Polybenzoxazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62316014A JPH01159024A (ja) | 1987-12-16 | 1987-12-16 | 気体分離膜 |
| GB8829152A GB2211193B (en) | 1987-12-16 | 1988-12-14 | Semipermeable membrane of polybenzoxazole for separating gases |
| DE3842093A DE3842093A1 (de) | 1987-12-16 | 1988-12-14 | Semipermeable membran aus polybenzoxazol zur trennung von gasen |
| FR8816565A FR2624756A1 (fr) | 1987-12-16 | 1988-12-15 | Membrane semipermeable en polybenzoxazole pour la separation des gaz |
| IT8822960A IT1228033B (it) | 1987-12-16 | 1988-12-16 | Membrana semipermeabile di polibenzossazolo per la separazione di gas |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62316014A JPH01159024A (ja) | 1987-12-16 | 1987-12-16 | 気体分離膜 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01159024A true JPH01159024A (ja) | 1989-06-22 |
| JPH0477610B2 JPH0477610B2 (enExample) | 1992-12-08 |
Family
ID=18072290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62316014A Granted JPH01159024A (ja) | 1987-12-16 | 1987-12-16 | 気体分離膜 |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPH01159024A (enExample) |
| DE (1) | DE3842093A1 (enExample) |
| FR (1) | FR2624756A1 (enExample) |
| GB (1) | GB2211193B (enExample) |
| IT (1) | IT1228033B (enExample) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5409525A (en) * | 1992-09-30 | 1995-04-25 | Agency Of Industrial Science & Technology | Hydrous gel membranes for gas separation |
| JP2009501286A (ja) * | 2005-07-13 | 2009-01-15 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ポリベンゾビスオキサゾール含有繊維の製造方法 |
| JP2011523683A (ja) * | 2008-05-19 | 2011-08-18 | アイユーシーエフ エイチワイユー （インダストリー ユニヴァーシティー コオペレイション ファウンデイション ハンヤン ユニヴァーシティー） | 中空糸、中空糸形成用ドープ溶液組成物、およびそれを用いた中空糸の製造方法 |
| JP2011523589A (ja) * | 2008-05-19 | 2011-08-18 | アイユーシーエフ エイチワイユー （インダストリー ユニヴァーシティー コオペレイション ファウンデイション ハンヤン ユニヴァーシティー） | 中空糸、中空糸形成用ドープ溶液組成物、およびそれを用いた中空糸の製造方法 |
| JP2013505822A (ja) * | 2009-09-25 | 2013-02-21 | ユーオーピー エルエルシー | ポリベンゾオキサゾール膜の選択性を向上させる方法 |
| WO2013111732A1 (ja) * | 2012-01-24 | 2013-08-01 | 公益財団法人名古屋産業科学研究所 | 気体分離膜 |
| JP2014108391A (ja) * | 2012-12-03 | 2014-06-12 | Fujifilm Corp | ガス分離膜 |
| US8821617B2 (en) | 2008-02-28 | 2014-09-02 | Industry-University Cooperation Foundation, Hanyang University | Polyimide-co-polybenzoxazole copolymer, preparation method thereof, and gas separation membrane comprising the same |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5034026A (en) * | 1990-04-20 | 1991-07-23 | The Dow Chemical Company | Polybenzazole polymers containing indan moieties |
| EP0525113A4 (en) * | 1990-04-20 | 1993-04-21 | The Dow Chemical Company | Porous polybenzoxazole and polybenzothiazole membranes |
| US5837032A (en) * | 1991-01-30 | 1998-11-17 | The Cynara Company | Gas separations utilizing glassy polymer membranes at sub-ambient temperatures |
| US5352272A (en) * | 1991-01-30 | 1994-10-04 | The Dow Chemical Company | Gas separations utilizing glassy polymer membranes at sub-ambient temperatures |
| KR100966176B1 (ko) * | 2008-03-12 | 2010-06-25 | 한양대학교 산학협력단 | 열전환 반응을 이용한 벤조옥사졸계 고분자의 제조방법, 이로써 얻어진 벤조옥사졸계 고분자, 및 이를 포함하는 기체 분리막 |
| US8083834B2 (en) * | 2008-05-07 | 2011-12-27 | Uop Llc | High permeability membrane operated at elevated temperature for upgrading natural gas |
| US8536299B2 (en) * | 2008-12-08 | 2013-09-17 | University Of Dayton | Rigid-rod copolymer compositions and the polymeric fibers fabricated from those compositions for enhanced flame resistance |
| US8127937B2 (en) * | 2009-03-27 | 2012-03-06 | Uop Llc | High performance cross-linked polybenzoxazole and polybenzothiazole polymer membranes |
| US8561812B2 (en) | 2009-03-27 | 2013-10-22 | Uop Llc | Blend polymer membranes comprising thermally rearranged polymers derived from aromatic polyimides containing ortho-positioned functional groups |
| US8132678B2 (en) * | 2009-03-27 | 2012-03-13 | Uop Llc | Polybenzoxazole polymer-based mixed matrix membranes |
| US8613362B2 (en) * | 2009-03-27 | 2013-12-24 | Uop Llc | Polymer membranes derived from aromatic polyimide membranes |
| US8132677B2 (en) * | 2009-03-27 | 2012-03-13 | Uop Llc | Polymer membranes prepared from aromatic polyimide membranes by thermal treating and UV crosslinking |
| US8127936B2 (en) * | 2009-03-27 | 2012-03-06 | Uop Llc | High performance cross-linked polybenzoxazole and polybenzothiazole polymer membranes |
| US8459469B2 (en) | 2009-06-25 | 2013-06-11 | Uop Llc | Polybenzoxazole membranes prepared from aromatic polyamide membranes |
| CN115970522A (zh) * | 2022-08-18 | 2023-04-18 | 齐齐哈尔大学 | 一种硅烷化热重排聚苯并恶唑气体分离膜材料的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1059474A (en) * | 1963-06-14 | 1967-02-22 | Toyo Rayon Co Ltd | Polybenzoxazoles and process for their preparation |
| US3332907A (en) * | 1963-06-17 | 1967-07-25 | Du Pont | Oxy aromatic polyamides and process for preparation |
| US3306876A (en) * | 1965-02-09 | 1967-02-28 | Gen Electric | Heat-fusible polybenzoxazoles |
| DE1595723A1 (de) * | 1965-02-09 | 1970-04-30 | Gen Electric | Verfahren zur Herstellung von stickstoffhaltigen Polymeren |
| FR2193634A1 (en) * | 1972-07-20 | 1974-02-22 | Du Pont | Polyimide semi-permeable membranes |
| GB1499608A (en) * | 1976-11-01 | 1978-02-01 | Korshak V | Polybenzoxazoles |
| JPS5715819A (en) * | 1980-07-01 | 1982-01-27 | Ube Ind Ltd | Gas separating material |
| GB2188936B (en) * | 1986-03-06 | 1988-12-21 | Central Glass Co Ltd | Aromatic polyamides and polybenoxazoles having diphenylhexafluoropropane units |
| JPS62226987A (ja) * | 1986-03-27 | 1987-10-05 | Central Glass Co Ltd | 芳香族ジアミンおよびその製造法 |
| GB2191496A (en) * | 1986-05-30 | 1987-12-16 | Central Glass Co Ltd | Method of preparing aromatic polyamides and polybenzoxazoles |
-
1987
- 1987-12-16 JP JP62316014A patent/JPH01159024A/ja active Granted
-
1988
- 1988-12-14 DE DE3842093A patent/DE3842093A1/de not_active Withdrawn
- 1988-12-14 GB GB8829152A patent/GB2211193B/en not_active Expired - Fee Related
- 1988-12-15 FR FR8816565A patent/FR2624756A1/fr active Pending
- 1988-12-16 IT IT8822960A patent/IT1228033B/it active
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5409525A (en) * | 1992-09-30 | 1995-04-25 | Agency Of Industrial Science & Technology | Hydrous gel membranes for gas separation |
| JP2009501286A (ja) * | 2005-07-13 | 2009-01-15 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ポリベンゾビスオキサゾール含有繊維の製造方法 |
| US8821617B2 (en) | 2008-02-28 | 2014-09-02 | Industry-University Cooperation Foundation, Hanyang University | Polyimide-co-polybenzoxazole copolymer, preparation method thereof, and gas separation membrane comprising the same |
| JP2011523683A (ja) * | 2008-05-19 | 2011-08-18 | アイユーシーエフ エイチワイユー （インダストリー ユニヴァーシティー コオペレイション ファウンデイション ハンヤン ユニヴァーシティー） | 中空糸、中空糸形成用ドープ溶液組成物、およびそれを用いた中空糸の製造方法 |
| JP2011523589A (ja) * | 2008-05-19 | 2011-08-18 | アイユーシーエフ エイチワイユー （インダストリー ユニヴァーシティー コオペレイション ファウンデイション ハンヤン ユニヴァーシティー） | 中空糸、中空糸形成用ドープ溶液組成物、およびそれを用いた中空糸の製造方法 |
| JP2013505822A (ja) * | 2009-09-25 | 2013-02-21 | ユーオーピー エルエルシー | ポリベンゾオキサゾール膜の選択性を向上させる方法 |
| WO2013111732A1 (ja) * | 2012-01-24 | 2013-08-01 | 公益財団法人名古屋産業科学研究所 | 気体分離膜 |
| JPWO2013111732A1 (ja) * | 2012-01-24 | 2015-05-11 | 公益財団法人名古屋産業科学研究所 | 気体分離膜 |
| US9321017B2 (en) | 2012-01-24 | 2016-04-26 | Nagoya Industrial Science Research Institute | Gas-separation membrane |
| JP2014108391A (ja) * | 2012-12-03 | 2014-06-12 | Fujifilm Corp | ガス分離膜 |
| US9700849B2 (en) | 2012-12-03 | 2017-07-11 | Fujifilm Coporation | Gas separation membrane, gas separation module, gas separation apparatus, and gas separation method |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2624756A1 (fr) | 1989-06-23 |
| IT1228033B (it) | 1991-05-27 |
| DE3842093A1 (de) | 1989-06-29 |
| GB2211193B (en) | 1990-12-19 |
| JPH0477610B2 (enExample) | 1992-12-08 |
| GB8829152D0 (en) | 1989-01-25 |
| IT8822960A0 (it) | 1988-12-16 |
| GB2211193A (en) | 1989-06-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH01159024A (ja) | 気体分離膜 | |
| JP2855668B2 (ja) | ポリイミド分離膜 | |
| US5266100A (en) | Alkyl substituted polyimide, polyamide and polyamide-imide gas separation membranes | |
| EP0417770B1 (en) | Polyimide membranes and their use for gas separation | |
| JP6023329B2 (ja) | ポリマー、ポリマー膜およびその製造方法 | |
| EP2281926B1 (en) | Hollow fiber and method for manufacturing a hollow fiber | |
| EP0648812B1 (en) | Blends of polyethersulfones with aromatic polyimides, polyamides or polyamide-imides and gas separation membranes made therefrom | |
| KR102205657B1 (ko) | 열적 재배열 ｐｂｘ의 제조방법, 열적 재배열 ｐｂｘ 및 막 | |
| JPH08501977A (ja) | 芳香族ポリイミド、ポリアミドまたはポリアミド−イミドポリマー類のブレンド物から製造される気体分離膜 | |
| JPS61133118A (ja) | ガス分離ポリイミド膜 | |
| JP2004042037A (ja) | ポリエステル、ポリ（エステルアミド）およびポリ（エステルイミド）の製造方法、およびそれらから得られる材料の使用 | |
| EP1832618A1 (en) | Fluorinated diamine and polymer made from the same | |
| KR20200066446A (ko) | Bcda 기반의 부분-지환족 폴리이미드 기체분리막 소재 및 이의 제조방법 | |
| Ferreiro et al. | Synthesis and evaluation of properties of novel poly (benzimidazole‐amide) s | |
| KR101404160B1 (ko) | 고분자, 이의 제조 방법 및 상기 고분자를 포함하는 성형품 | |
| EP0437611A1 (en) | Separative membrane made of aromatic polyimide | |
| JPH038818B2 (enExample) | ||
| KR20150046164A (ko) | 함불소 중합성 단량체 및 그것을 이용한 고분자 화합물 | |
| JPH11209470A (ja) | ポリイミド系樹脂の製造方法 | |
| JP2001040089A (ja) | ポリイミド樹脂、その製造法及びこれからなる気体分離膜 | |
| KR100351628B1 (ko) | 신규 폴리이미드와 이를 이용한 기체 분리막 | |
| KR0150203B1 (ko) | 폴리이미드수지와 그의 제조방법 | |
| KR20050120749A (ko) | 과중수소화 폴리이미드, 이의 제조 방법 및 2500-3500ｃｍ-1 범위에서 투명한 물질의 형태로의 이의 용도 | |
| JPH01123607A (ja) | 複合分離膜の製造方法 | |
| TWI227251B (en) | Fluoropolyamide and fluoropolyimide and its manufacturing method |