JPS60150806A - ポリイミド中空糸膜の製造方法 - Google Patents
ポリイミド中空糸膜の製造方法Info
- Publication number
- JPS60150806A JPS60150806A JP732784A JP732784A JPS60150806A JP S60150806 A JPS60150806 A JP S60150806A JP 732784 A JP732784 A JP 732784A JP 732784 A JP732784 A JP 732784A JP S60150806 A JPS60150806 A JP S60150806A
- Authority
- JP
- Japan
- Prior art keywords
- polyimide
- hollow fiber
- hollow yarn
- nozzle
- liquid
- 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
- 239000004642 Polyimide Substances 0.000 title abstract description 44
- 229920001721 polyimide Polymers 0.000 title abstract description 44
- 239000012528 membrane Substances 0.000 title abstract description 10
- 238000005345 coagulation Methods 0.000 claims description 19
- 230000015271 coagulation Effects 0.000 claims description 19
- 239000002798 polar solvent Substances 0.000 claims description 5
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 239000002002 slurry Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 15
- 150000002989 phenols Chemical class 0.000 abstract description 14
- JVERADGGGBYHNP-UHFFFAOYSA-N 5-phenylbenzene-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(=O)O)=CC(C=2C=CC=CC=2)=C1C(O)=O JVERADGGGBYHNP-UHFFFAOYSA-N 0.000 abstract description 13
- 239000002904 solvent Substances 0.000 abstract description 12
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical group CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 abstract description 7
- 238000000926 separation method Methods 0.000 abstract description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 4
- 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 abstract description 2
- UENRXLSRMCSUSN-UHFFFAOYSA-N 3,5-diaminobenzoic acid Chemical compound NC1=CC(N)=CC(C(O)=O)=C1 UENRXLSRMCSUSN-UHFFFAOYSA-N 0.000 abstract description 2
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical group C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 abstract description 2
- 229930003836 cresol Natural products 0.000 abstract description 2
- 239000012510 hollow fiber Substances 0.000 description 56
- 239000007788 liquid Substances 0.000 description 24
- 238000000034 method Methods 0.000 description 18
- 125000003118 aryl group Chemical group 0.000 description 15
- 238000009987 spinning Methods 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 239000007789 gas Substances 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 229920005575 poly(amic acid) Polymers 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 150000004984 aromatic diamines Chemical class 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000001112 coagulating effect Effects 0.000 description 3
- 239000012442 inert solvent Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KKTUQAYCCLMNOA-UHFFFAOYSA-N 2,3-diaminobenzoic acid Chemical compound NC1=CC=CC(C(O)=O)=C1N KKTUQAYCCLMNOA-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 229910002090 carbon oxide Inorganic materials 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-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
- -1 pyridi>/ Chemical compound 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- GGAUUQHSCNMCAU-ZXZARUISSA-N (2s,3r)-butane-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C[C@H](C(O)=O)[C@H](C(O)=O)CC(O)=O GGAUUQHSCNMCAU-ZXZARUISSA-N 0.000 description 1
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 description 1
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
- KPDMOOCRWQNXAI-UHFFFAOYSA-N 1,5-diaminocyclohexa-2,4-diene-1-carboxylic acid Chemical compound NC1=CC=CC(N)(C(O)=O)C1 KPDMOOCRWQNXAI-UHFFFAOYSA-N 0.000 description 1
- MNOJRWOWILAHAV-UHFFFAOYSA-N 3-bromophenol Chemical compound OC1=CC=CC(Br)=C1 MNOJRWOWILAHAV-UHFFFAOYSA-N 0.000 description 1
- HORNXRXVQWOLPJ-UHFFFAOYSA-N 3-chlorophenol Chemical compound OC1=CC=CC(Cl)=C1 HORNXRXVQWOLPJ-UHFFFAOYSA-N 0.000 description 1
- VILWHDNLOJCHNJ-UHFFFAOYSA-N 4-(3,4-dicarboxyphenyl)sulfanylphthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1SC1=CC=C(C(O)=O)C(C(O)=O)=C1 VILWHDNLOJCHNJ-UHFFFAOYSA-N 0.000 description 1
- IWJGMJHAIUBWKT-UHFFFAOYSA-N 4-bromo-2-methylphenol Chemical compound CC1=CC(Br)=CC=C1O IWJGMJHAIUBWKT-UHFFFAOYSA-N 0.000 description 1
- GPOQODYGMUTOQL-UHFFFAOYSA-N 4-bromo-3-methylphenol Chemical compound CC1=CC(O)=CC=C1Br GPOQODYGMUTOQL-UHFFFAOYSA-N 0.000 description 1
- GZFGOTFRPZRKDS-UHFFFAOYSA-N 4-bromophenol Chemical compound OC1=CC=C(Br)C=C1 GZFGOTFRPZRKDS-UHFFFAOYSA-N 0.000 description 1
- CQMIJLIXKMKFQW-UHFFFAOYSA-N 4-phenylbenzene-1,2,3,5-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(=O)O)=CC(C(O)=O)=C1C1=CC=CC=C1 CQMIJLIXKMKFQW-UHFFFAOYSA-N 0.000 description 1
- OONJCAWRVJDVBB-UHFFFAOYSA-N 5-bromo-2-methylphenol Chemical compound CC1=CC=C(Br)C=C1O OONJCAWRVJDVBB-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229960004217 benzyl alcohol Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- WKDNYTOXBCRNPV-UHFFFAOYSA-N bpda Chemical compound C1=C2C(=O)OC(=O)C2=CC(C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 WKDNYTOXBCRNPV-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Artificial Filaments (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP732784A JPS60150806A (ja) | 1984-01-20 | 1984-01-20 | ポリイミド中空糸膜の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP732784A JPS60150806A (ja) | 1984-01-20 | 1984-01-20 | ポリイミド中空糸膜の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60150806A true JPS60150806A (ja) | 1985-08-08 |
| JPS6261327B2 JPS6261327B2 (enrdf_load_stackoverflow) | 1987-12-21 |
Family
ID=11662863
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP732784A Granted JPS60150806A (ja) | 1984-01-20 | 1984-01-20 | ポリイミド中空糸膜の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60150806A (enrdf_load_stackoverflow) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62231017A (ja) * | 1986-03-27 | 1987-10-09 | Mitsubishi Chem Ind Ltd | コポリイミド中空糸及びその製造方法 |
| JPS63175115A (ja) * | 1987-01-07 | 1988-07-19 | Mitsubishi Kasei Corp | 指型構造の空孔を有する中空糸の製造方法 |
| US4830640A (en) * | 1984-06-20 | 1989-05-16 | Agency Of Industrial Science And Technology | Aromatic imide polymer hollow filaments |
| US4880442A (en) * | 1987-12-22 | 1989-11-14 | E. I. Du Pont De Nemours And Company | Polyimide gas separation membranes |
| JPH0299122A (ja) * | 1988-10-07 | 1990-04-11 | Ube Ind Ltd | 有機化合物混合液の浸透気化法 |
| JPH02293030A (ja) * | 1989-05-09 | 1990-12-04 | Ube Ind Ltd | 無機物水溶液の浸透気化分離法 |
| US4988371A (en) * | 1989-09-12 | 1991-01-29 | The Dow Chemical Company | Novel alicyclic polyimide gas separation membranes |
| US5026823A (en) * | 1989-09-12 | 1991-06-25 | The Dow Chemical Company | Novel alicyclic polyimides and a process for making the same |
| US5067970A (en) * | 1990-05-11 | 1991-11-26 | W. R. Grace & Co.-Conn. | Asymmetric polyimide membranes |
| US6395066B1 (en) | 1999-03-05 | 2002-05-28 | Ube Industries, Ltd. | Partially carbonized asymmetric hollow fiber separation membrane, process for its production, and gas separation method |
| US6656252B2 (en) | 2001-08-22 | 2003-12-02 | Daiso Co., Ltd. | Polymer separation membrane |
| EP2962747A4 (en) * | 2013-02-27 | 2016-11-02 | Nok Corp | METHOD FOR MANUFACTURING HOLLOW FIBER CARBON MEMBRANE |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57159503A (en) * | 1981-03-30 | 1982-10-01 | Teijin Ltd | Composite semi-permeable membrane and preparation thereof |
| JPS57167414A (en) * | 1981-04-03 | 1982-10-15 | Ube Ind Ltd | Production of polyimide hollow fiber |
-
1984
- 1984-01-20 JP JP732784A patent/JPS60150806A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57159503A (en) * | 1981-03-30 | 1982-10-01 | Teijin Ltd | Composite semi-permeable membrane and preparation thereof |
| JPS57167414A (en) * | 1981-04-03 | 1982-10-15 | Ube Ind Ltd | Production of polyimide hollow fiber |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4830640A (en) * | 1984-06-20 | 1989-05-16 | Agency Of Industrial Science And Technology | Aromatic imide polymer hollow filaments |
| JPS62231017A (ja) * | 1986-03-27 | 1987-10-09 | Mitsubishi Chem Ind Ltd | コポリイミド中空糸及びその製造方法 |
| JPS63175115A (ja) * | 1987-01-07 | 1988-07-19 | Mitsubishi Kasei Corp | 指型構造の空孔を有する中空糸の製造方法 |
| US4880442A (en) * | 1987-12-22 | 1989-11-14 | E. I. Du Pont De Nemours And Company | Polyimide gas separation membranes |
| JPH0299122A (ja) * | 1988-10-07 | 1990-04-11 | Ube Ind Ltd | 有機化合物混合液の浸透気化法 |
| JPH02293030A (ja) * | 1989-05-09 | 1990-12-04 | Ube Ind Ltd | 無機物水溶液の浸透気化分離法 |
| US4988371A (en) * | 1989-09-12 | 1991-01-29 | The Dow Chemical Company | Novel alicyclic polyimide gas separation membranes |
| US5026823A (en) * | 1989-09-12 | 1991-06-25 | The Dow Chemical Company | Novel alicyclic polyimides and a process for making the same |
| US5067970A (en) * | 1990-05-11 | 1991-11-26 | W. R. Grace & Co.-Conn. | Asymmetric polyimide membranes |
| US6395066B1 (en) | 1999-03-05 | 2002-05-28 | Ube Industries, Ltd. | Partially carbonized asymmetric hollow fiber separation membrane, process for its production, and gas separation method |
| US6656252B2 (en) | 2001-08-22 | 2003-12-02 | Daiso Co., Ltd. | Polymer separation membrane |
| EP2962747A4 (en) * | 2013-02-27 | 2016-11-02 | Nok Corp | METHOD FOR MANUFACTURING HOLLOW FIBER CARBON MEMBRANE |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6261327B2 (enrdf_load_stackoverflow) | 1987-12-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |