JPH0582407B2 - - Google Patents
Info
- Publication number
- JPH0582407B2 JPH0582407B2 JP60012670A JP1267085A JPH0582407B2 JP H0582407 B2 JPH0582407 B2 JP H0582407B2 JP 60012670 A JP60012670 A JP 60012670A JP 1267085 A JP1267085 A JP 1267085A JP H0582407 B2 JPH0582407 B2 JP H0582407B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- copolymer
- formula
- substituted
- phenyl group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 2
- 229920005604 random copolymer Polymers 0.000 claims 1
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 description 39
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 27
- 238000000921 elemental analysis Methods 0.000 description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 239000012528 membrane Substances 0.000 description 20
- 239000010408 film Substances 0.000 description 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 18
- 239000001301 oxygen Substances 0.000 description 18
- 229910052760 oxygen Inorganic materials 0.000 description 18
- 230000035699 permeability Effects 0.000 description 17
- 238000010521 absorption reaction Methods 0.000 description 16
- 239000007789 gas Substances 0.000 description 16
- 239000000203 mixture Substances 0.000 description 16
- 238000005259 measurement Methods 0.000 description 13
- 238000000926 separation method Methods 0.000 description 12
- DCGLONGLPGISNX-UHFFFAOYSA-N trimethyl(prop-1-ynyl)silane Chemical group CC#C[Si](C)(C)C DCGLONGLPGISNX-UHFFFAOYSA-N 0.000 description 11
- 238000002329 infrared spectrum Methods 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- -1 polydimethylsiloxane Polymers 0.000 description 10
- 239000004793 Polystyrene Substances 0.000 description 8
- 229920002223 polystyrene Polymers 0.000 description 8
- 125000000547 substituted alkyl group Chemical group 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 7
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 7
- 238000000746 purification Methods 0.000 description 7
- OEIMLTQPLAGXMX-UHFFFAOYSA-I tantalum(v) chloride Chemical compound Cl[Ta](Cl)(Cl)(Cl)Cl OEIMLTQPLAGXMX-UHFFFAOYSA-I 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 238000007405 data analysis Methods 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 125000002534 ethynyl group Chemical class [H]C#C* 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- KWYZNESIGBQHJK-UHFFFAOYSA-N chloro-dimethyl-phenylsilane Chemical compound C[Si](C)(Cl)C1=CC=CC=C1 KWYZNESIGBQHJK-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229920005597 polymer membrane Polymers 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- CRHIAMBJMSSNNM-UHFFFAOYSA-N tetraphenylstannane Chemical compound C1=CC=CC=C1[Sn](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 CRHIAMBJMSSNNM-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 229910018540 Si C Inorganic materials 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910010271 silicon carbide Inorganic materials 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- GHUURDQYRGVEHX-UHFFFAOYSA-N prop-1-ynylbenzene Chemical compound CC#CC1=CC=CC=C1 GHUURDQYRGVEHX-UHFFFAOYSA-N 0.000 description 2
- WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- PQRFRTCWNCVQHI-UHFFFAOYSA-N chloro-dimethyl-(2,3,4,5,6-pentafluorophenyl)silane Chemical compound C[Si](C)(Cl)C1=C(F)C(F)=C(F)C(F)=C1F PQRFRTCWNCVQHI-UHFFFAOYSA-N 0.000 description 1
- KBAZUXSLKGQRJF-UHFFFAOYSA-N chloro-dimethyl-(3,3,3-trifluoropropyl)silane Chemical compound C[Si](C)(Cl)CCC(F)(F)F KBAZUXSLKGQRJF-UHFFFAOYSA-N 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1267085A JPS61174212A (ja) | 1985-01-28 | 1985-01-28 | 置換アセチレン類の共重合体 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1267085A JPS61174212A (ja) | 1985-01-28 | 1985-01-28 | 置換アセチレン類の共重合体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61174212A JPS61174212A (ja) | 1986-08-05 |
| JPH0582407B2 true JPH0582407B2 (de) | 1993-11-18 |
Family
ID=11811806
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1267085A Granted JPS61174212A (ja) | 1985-01-28 | 1985-01-28 | 置換アセチレン類の共重合体 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61174212A (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5494989A (en) * | 1994-05-24 | 1996-02-27 | Bend Research, Inc. | Acetylenic copolymers and membranes thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59155409A (ja) * | 1983-02-23 | 1984-09-04 | Toshinobu Higashimura | 重合体の製法 |
| JPS59210915A (ja) * | 1983-05-13 | 1984-11-29 | Sanyo Chem Ind Ltd | 重合体の製法 |
| JPS6078601A (ja) * | 1983-10-04 | 1985-05-04 | Sanyo Chem Ind Ltd | パ−ベ−パレイシヨン用複合分離膜 |
| JPS60135413A (ja) * | 1983-12-22 | 1985-07-18 | Shin Etsu Chem Co Ltd | 置換ポリアセチレン共重合体 |
| JPS60149022A (ja) * | 1984-01-14 | 1985-08-06 | Toyo Contact Lens Co Ltd | コンタクトレンズ |
| JPS60212414A (ja) * | 1984-04-07 | 1985-10-24 | Mitsubishi Chem Ind Ltd | アセチレン系ポリマ−および該ポリマ−からなる分離膜 |
-
1985
- 1985-01-28 JP JP1267085A patent/JPS61174212A/ja active Granted
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59155409A (ja) * | 1983-02-23 | 1984-09-04 | Toshinobu Higashimura | 重合体の製法 |
| JPS59210915A (ja) * | 1983-05-13 | 1984-11-29 | Sanyo Chem Ind Ltd | 重合体の製法 |
| JPS6078601A (ja) * | 1983-10-04 | 1985-05-04 | Sanyo Chem Ind Ltd | パ−ベ−パレイシヨン用複合分離膜 |
| JPS60135413A (ja) * | 1983-12-22 | 1985-07-18 | Shin Etsu Chem Co Ltd | 置換ポリアセチレン共重合体 |
| JPS60149022A (ja) * | 1984-01-14 | 1985-08-06 | Toyo Contact Lens Co Ltd | コンタクトレンズ |
| JPS60212414A (ja) * | 1984-04-07 | 1985-10-24 | Mitsubishi Chem Ind Ltd | アセチレン系ポリマ−および該ポリマ−からなる分離膜 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61174212A (ja) | 1986-08-05 |
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