JPS60110709A - 側鎖にν−シクロプロピルアクリルアミド基をもつ親水性−疎水性熱可逆型材料及びその製造法 - Google Patents
側鎖にν−シクロプロピルアクリルアミド基をもつ親水性−疎水性熱可逆型材料及びその製造法Info
- Publication number
- JPS60110709A JPS60110709A JP21900783A JP21900783A JPS60110709A JP S60110709 A JPS60110709 A JP S60110709A JP 21900783 A JP21900783 A JP 21900783A JP 21900783 A JP21900783 A JP 21900783A JP S60110709 A JPS60110709 A JP S60110709A
- Authority
- JP
- Japan
- Prior art keywords
- water
- temperature
- solution
- cyclopropylacrylamide
- poly
- 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 3
- 239000000463 material Substances 0.000 title abstract description 4
- 230000002441 reversible effect Effects 0.000 title abstract 2
- 229920000642 polymer Polymers 0.000 claims abstract description 15
- LCXIFAOALNZGDO-UHFFFAOYSA-N n-cyclopropylprop-2-enamide Chemical compound C=CC(=O)NC1CC1 LCXIFAOALNZGDO-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000010438 heat treatment Methods 0.000 claims abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 238000010526 radical polymerization reaction Methods 0.000 claims 2
- 239000002685 polymerization catalyst Substances 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 25
- -1 poly(N-cyclopropylacrylamide) Polymers 0.000 abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 20
- 230000007704 transition Effects 0.000 abstract description 12
- FIBUWQFQYAAXHD-UHFFFAOYSA-N n-cyclopropyl-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NC1CC1 FIBUWQFQYAAXHD-UHFFFAOYSA-N 0.000 abstract description 6
- 239000003795 chemical substances by application Substances 0.000 abstract description 4
- 239000002904 solvent Substances 0.000 abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 abstract description 3
- 230000001070 adhesive effect Effects 0.000 abstract description 3
- 239000003463 adsorbent Substances 0.000 abstract description 3
- 230000002209 hydrophobic effect Effects 0.000 abstract description 3
- 230000001678 irradiating effect Effects 0.000 abstract description 2
- 239000007870 radical polymerization initiator Substances 0.000 abstract description 2
- 239000011248 coating agent Substances 0.000 abstract 2
- 238000012216 screening Methods 0.000 abstract 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000007864 aqueous solution Substances 0.000 description 12
- 238000002834 transmittance Methods 0.000 description 9
- 239000003708 ampul Substances 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- YQIGLEFUZMIVHU-UHFFFAOYSA-N 2-methyl-n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C(C)=C YQIGLEFUZMIVHU-UHFFFAOYSA-N 0.000 description 1
- CCIDRBFZPRURMU-UHFFFAOYSA-N 2-methyl-n-propylprop-2-enamide Chemical compound CCCNC(=O)C(C)=C CCIDRBFZPRURMU-UHFFFAOYSA-N 0.000 description 1
- CLIPDTRXSXJNJQ-UHFFFAOYSA-N C(C(=C)C)(=O)NC1CC1.C(C=C)(=O)NC1CC1 Chemical compound C(C(=C)C)(=O)NC1CC1.C(C=C)(=O)NC1CC1 CLIPDTRXSXJNJQ-UHFFFAOYSA-N 0.000 description 1
- GUTLYIVDDKVIGB-OUBTZVSYSA-N Cobalt-60 Chemical compound [60Co] GUTLYIVDDKVIGB-OUBTZVSYSA-N 0.000 description 1
- HTJDQJBWANPRPF-UHFFFAOYSA-N Cyclopropylamine Chemical compound NC1CC1 HTJDQJBWANPRPF-UHFFFAOYSA-N 0.000 description 1
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 1
- SLUNEGLMXGHOLY-UHFFFAOYSA-N benzene;hexane Chemical compound CCCCCC.C1=CC=CC=C1 SLUNEGLMXGHOLY-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- WDFKEEALECCKTJ-UHFFFAOYSA-N n-propylprop-2-enamide Chemical compound CCCNC(=O)C=C WDFKEEALECCKTJ-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 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 |
|---|---|---|---|
| JP21900783A JPS60110709A (ja) | 1983-11-21 | 1983-11-21 | 側鎖にν−シクロプロピルアクリルアミド基をもつ親水性−疎水性熱可逆型材料及びその製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21900783A JPS60110709A (ja) | 1983-11-21 | 1983-11-21 | 側鎖にν−シクロプロピルアクリルアミド基をもつ親水性−疎水性熱可逆型材料及びその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60110709A true JPS60110709A (ja) | 1985-06-17 |
| JPS6332803B2 JPS6332803B2 (enrdf_load_stackoverflow) | 1988-07-01 |
Family
ID=16728796
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21900783A Granted JPS60110709A (ja) | 1983-11-21 | 1983-11-21 | 側鎖にν−シクロプロピルアクリルアミド基をもつ親水性−疎水性熱可逆型材料及びその製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60110709A (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63117016A (ja) * | 1986-11-05 | 1988-05-21 | Agency Of Ind Science & Technol | 感熱性高分子の製造方法 |
| EP0940255A1 (en) * | 1998-03-06 | 1999-09-08 | Eastman Kodak Company | Device for moving a fluid |
| EP0976557A1 (en) * | 1998-07-28 | 2000-02-02 | Eastman Kodak Company | Printing device using hydrophilic/hydrophobic polymers |
| US6406131B2 (en) | 1998-03-06 | 2002-06-18 | Eastman Kodak Company | Device for moving a fluid |
| WO2002022267A3 (en) * | 2000-09-18 | 2002-08-01 | Micronics Inc | Externally controllable surface coatings for microfluidic devices |
-
1983
- 1983-11-21 JP JP21900783A patent/JPS60110709A/ja active Granted
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63117016A (ja) * | 1986-11-05 | 1988-05-21 | Agency Of Ind Science & Technol | 感熱性高分子の製造方法 |
| EP0940255A1 (en) * | 1998-03-06 | 1999-09-08 | Eastman Kodak Company | Device for moving a fluid |
| FR2775625A1 (fr) * | 1998-03-06 | 1999-09-10 | Eastman Kodak Co | Dispositif de deplacement d'un fluide |
| US6406131B2 (en) | 1998-03-06 | 2002-06-18 | Eastman Kodak Company | Device for moving a fluid |
| EP0976557A1 (en) * | 1998-07-28 | 2000-02-02 | Eastman Kodak Company | Printing device using hydrophilic/hydrophobic polymers |
| FR2781721A1 (fr) * | 1998-07-28 | 2000-02-04 | Eastman Kodak Co | Dispositif d'impression a partir de polymere hydrophile/hydrophobe |
| WO2002022267A3 (en) * | 2000-09-18 | 2002-08-01 | Micronics Inc | Externally controllable surface coatings for microfluidic devices |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6332803B2 (enrdf_load_stackoverflow) | 1988-07-01 |
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