JPS61225203A - 親水性−疎水性熱可逆型重合体及びその製造方法 - Google Patents
親水性−疎水性熱可逆型重合体及びその製造方法Info
- Publication number
- JPS61225203A JPS61225203A JP6773585A JP6773585A JPS61225203A JP S61225203 A JPS61225203 A JP S61225203A JP 6773585 A JP6773585 A JP 6773585A JP 6773585 A JP6773585 A JP 6773585A JP S61225203 A JPS61225203 A JP S61225203A
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- temperature
- formula
- thermally reversible
- 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.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 230000002441 reversible effect Effects 0.000 title abstract description 5
- 229920001477 hydrophilic polymer Polymers 0.000 title abstract 3
- 229920001600 hydrophobic polymer Polymers 0.000 title abstract 3
- 229920000642 polymer Polymers 0.000 claims abstract description 25
- 239000000126 substance Substances 0.000 claims abstract description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 230000002209 hydrophobic effect Effects 0.000 claims description 3
- 238000010526 radical polymerization reaction Methods 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 150000002433 hydrophilic molecules Chemical class 0.000 claims 1
- -1 vinyl compound Chemical class 0.000 abstract description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 13
- 239000000243 solution Substances 0.000 abstract description 11
- 238000000034 method Methods 0.000 abstract description 10
- 230000007704 transition Effects 0.000 abstract description 10
- 229920002401 polyacrylamide Polymers 0.000 abstract description 9
- 229920002554 vinyl polymer Polymers 0.000 abstract description 7
- 238000006116 polymerization reaction Methods 0.000 abstract description 6
- 238000010528 free radical solution polymerization reaction Methods 0.000 abstract description 5
- 239000007864 aqueous solution Substances 0.000 abstract description 4
- 230000000379 polymerizing effect Effects 0.000 abstract description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 14
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 3
- 239000003463 adsorbent Substances 0.000 description 3
- NIHIVAISWHSKJZ-UHFFFAOYSA-N n-(3-ethoxypropyl)prop-2-enamide Chemical compound CCOCCCNC(=O)C=C NIHIVAISWHSKJZ-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 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
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- NGAATTKZMMWOBW-UHFFFAOYSA-N n-(3-ethoxypropyl)-2-methylprop-2-enamide Chemical compound CCOCCCNC(=O)C(C)=C NGAATTKZMMWOBW-UHFFFAOYSA-N 0.000 description 2
- IRMNYAOVVDEOKP-UHFFFAOYSA-N n-(3-methoxypropyl)-2-methylprop-2-enamide Chemical compound COCCCNC(=O)C(C)=C IRMNYAOVVDEOKP-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 239000000700 radioactive tracer Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- WLPAQAXAZQUXBG-UHFFFAOYSA-N 1-pyrrolidin-1-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCCC1 WLPAQAXAZQUXBG-UHFFFAOYSA-N 0.000 description 1
- NTBSOSCZKLTOPF-UHFFFAOYSA-N 2-methyl-n-(3-propan-2-yloxypropyl)prop-2-enamide Chemical compound CC(C)OCCCNC(=O)C(C)=C NTBSOSCZKLTOPF-UHFFFAOYSA-N 0.000 description 1
- FAXDZWQIWUSWJH-UHFFFAOYSA-N 3-methoxypropan-1-amine Chemical compound COCCCN FAXDZWQIWUSWJH-UHFFFAOYSA-N 0.000 description 1
- CJXZBPCFDUYGPZ-UHFFFAOYSA-N 5-methoxy-2-methylidenepentanamide Chemical compound COCCCC(=C)C(N)=O CJXZBPCFDUYGPZ-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-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
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- SLUNEGLMXGHOLY-UHFFFAOYSA-N benzene;hexane Chemical compound CCCCCC.C1=CC=CC=C1 SLUNEGLMXGHOLY-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000001938 differential scanning calorimetry curve Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- RZJSNANAVOHGIY-UHFFFAOYSA-N n-(3-butoxypropyl)prop-2-enamide Chemical compound CCCCOCCCNC(=O)C=C RZJSNANAVOHGIY-UHFFFAOYSA-N 0.000 description 1
- ZEMHQYNMVKDBFJ-UHFFFAOYSA-N n-(3-hydroxypropyl)prop-2-enamide Chemical compound OCCCNC(=O)C=C ZEMHQYNMVKDBFJ-UHFFFAOYSA-N 0.000 description 1
- RWJGITGQDQSWJG-UHFFFAOYSA-N n-(3-methoxypropyl)prop-2-enamide Chemical compound COCCCNC(=O)C=C RWJGITGQDQSWJG-UHFFFAOYSA-N 0.000 description 1
- VLZIDNWNQPRLFU-UHFFFAOYSA-N n-(3-propan-2-yloxypropyl)prop-2-enamide Chemical compound CC(C)OCCCNC(=O)C=C VLZIDNWNQPRLFU-UHFFFAOYSA-N 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- 229920001977 poly(N,N-diethylacrylamides) Polymers 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Landscapes
- Separation Using Semi-Permeable Membranes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6773585A JPS61225203A (ja) | 1985-03-29 | 1985-03-29 | 親水性−疎水性熱可逆型重合体及びその製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6773585A JPS61225203A (ja) | 1985-03-29 | 1985-03-29 | 親水性−疎水性熱可逆型重合体及びその製造方法 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62314822A Division JPH066660B2 (ja) | 1987-12-11 | 1987-12-11 | 親水性−疎水性熱可逆材料 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61225203A true JPS61225203A (ja) | 1986-10-07 |
| JPS6355527B2 JPS6355527B2 (en]) | 1988-11-02 |
Family
ID=13353506
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6773585A Granted JPS61225203A (ja) | 1985-03-29 | 1985-03-29 | 親水性−疎水性熱可逆型重合体及びその製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61225203A (en]) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63295613A (ja) * | 1987-05-27 | 1988-12-02 | Agency Of Ind Science & Technol | 親水性−疎水性熱可逆型高分子化合物及びその製造方法 |
| JPS6411110A (en) * | 1987-07-02 | 1989-01-13 | Agency Ind Science Techn | Hydrophilicity-hydrophobicity thermoreversible polymeric compound and production thereof |
| JPS6470511A (en) * | 1987-05-13 | 1989-03-16 | Agency Ind Science Techn | Hydrophilic-hydrophobic thermally reversible polymeric compound and production thereof |
| JPH06207162A (ja) * | 1992-09-16 | 1994-07-26 | S T Chem Co Ltd | 揮散抑制剤 |
| US5377042A (en) * | 1986-12-31 | 1994-12-27 | Chahroudi; Day | Structure and preparation of automatic light valves |
| US5404245A (en) * | 1989-11-28 | 1995-04-04 | Chahroudi; Day | Automatic light valves with polymeric layer containing network of bonds |
| EP0692506A2 (en) | 1994-07-14 | 1996-01-17 | Miyoshi Yushi Kabushiki Kaisha | Thermo-sensitive polyether polyurethane, production method thereof and thermo-sensitive composition |
| CN103215988A (zh) * | 2013-04-22 | 2013-07-24 | 胡明建 | 一种温差相变空气取水并用于栽培的方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3421893A (en) * | 1967-05-26 | 1969-01-14 | Polaroid Corp | Acrylic polymer spacer layers for photographic elements |
-
1985
- 1985-03-29 JP JP6773585A patent/JPS61225203A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3421893A (en) * | 1967-05-26 | 1969-01-14 | Polaroid Corp | Acrylic polymer spacer layers for photographic elements |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5377042A (en) * | 1986-12-31 | 1994-12-27 | Chahroudi; Day | Structure and preparation of automatic light valves |
| JPS6470511A (en) * | 1987-05-13 | 1989-03-16 | Agency Ind Science Techn | Hydrophilic-hydrophobic thermally reversible polymeric compound and production thereof |
| JPS63295613A (ja) * | 1987-05-27 | 1988-12-02 | Agency Of Ind Science & Technol | 親水性−疎水性熱可逆型高分子化合物及びその製造方法 |
| JPS6411110A (en) * | 1987-07-02 | 1989-01-13 | Agency Ind Science Techn | Hydrophilicity-hydrophobicity thermoreversible polymeric compound and production thereof |
| US5404245A (en) * | 1989-11-28 | 1995-04-04 | Chahroudi; Day | Automatic light valves with polymeric layer containing network of bonds |
| JPH06207162A (ja) * | 1992-09-16 | 1994-07-26 | S T Chem Co Ltd | 揮散抑制剤 |
| EP0692506A2 (en) | 1994-07-14 | 1996-01-17 | Miyoshi Yushi Kabushiki Kaisha | Thermo-sensitive polyether polyurethane, production method thereof and thermo-sensitive composition |
| CN103215988A (zh) * | 2013-04-22 | 2013-07-24 | 胡明建 | 一种温差相变空气取水并用于栽培的方法 |
| CN103215988B (zh) * | 2013-04-22 | 2015-01-21 | 胡明建 | 一种温差相变空气取水并用于栽培的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6355527B2 (en]) | 1988-11-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |