JPH0535162B2 - - Google Patents
Info
- Publication number
- JPH0535162B2 JPH0535162B2 JP59171560A JP17156084A JPH0535162B2 JP H0535162 B2 JPH0535162 B2 JP H0535162B2 JP 59171560 A JP59171560 A JP 59171560A JP 17156084 A JP17156084 A JP 17156084A JP H0535162 B2 JPH0535162 B2 JP H0535162B2
- Authority
- JP
- Japan
- Prior art keywords
- monomer
- hydrogen atom
- mol
- crosslinked
- crosslinkable
- 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 - Fee Related
Links
- 239000000178 monomer Substances 0.000 claims description 62
- 125000003277 amino group Chemical group 0.000 claims description 14
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical group NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 238000007334 copolymerization reaction Methods 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims description 4
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000000047 product Substances 0.000 description 27
- 239000007864 aqueous solution Substances 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical class C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- -1 iron ions Chemical class 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 238000006460 hydrolysis reaction Methods 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 7
- 230000007062 hydrolysis Effects 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 238000006105 Hofmann reaction Methods 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000013522 chelant Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000007870 radical polymerization initiator Substances 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000001143 conditioned effect Effects 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYGWHHGCAGTUCH-ISLYRVAYSA-N V-65 Substances CC(C)CC(C)(C#N)\N=N\C(C)(C#N)CC(C)C WYGWHHGCAGTUCH-ISLYRVAYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- ZJQIXGGEADDPQB-UHFFFAOYSA-N 1,2-bis(ethenyl)-3,4-dimethylbenzene Chemical group CC1=CC=C(C=C)C(C=C)=C1C ZJQIXGGEADDPQB-UHFFFAOYSA-N 0.000 description 1
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 1
- TURITJIWSQEMDB-UHFFFAOYSA-N 2-methyl-n-[(2-methylprop-2-enoylamino)methyl]prop-2-enamide Chemical compound CC(=C)C(=O)NCNC(=O)C(C)=C TURITJIWSQEMDB-UHFFFAOYSA-N 0.000 description 1
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- SWHLOXLFJPTYTL-UHFFFAOYSA-N [2-methyl-3-(2-methylprop-2-enoyloxy)-2-(2-methylprop-2-enoyloxymethyl)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(COC(=O)C(C)=C)COC(=O)C(C)=C SWHLOXLFJPTYTL-UHFFFAOYSA-N 0.000 description 1
- HSZUHSXXAOWGQY-UHFFFAOYSA-N [2-methyl-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(C)(COC(=O)C=C)COC(=O)C=C HSZUHSXXAOWGQY-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- DBSDMAPJGHBWAL-UHFFFAOYSA-N penta-1,4-dien-3-ylbenzene Chemical compound C=CC(C=C)C1=CC=CC=C1 DBSDMAPJGHBWAL-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- 229940096522 trimethylolpropane triacrylate Drugs 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 229920003169 water-soluble polymer Polymers 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 |
---|---|---|---|
JP17156084A JPS6151007A (ja) | 1984-08-20 | 1984-08-20 | ポリビニルアミン架橋物の製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17156084A JPS6151007A (ja) | 1984-08-20 | 1984-08-20 | ポリビニルアミン架橋物の製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6151007A JPS6151007A (ja) | 1986-03-13 |
JPH0535162B2 true JPH0535162B2 (de) | 1993-05-25 |
Family
ID=15925397
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP17156084A Granted JPS6151007A (ja) | 1984-08-20 | 1984-08-20 | ポリビニルアミン架橋物の製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6151007A (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2020304A1 (de) | 2007-08-03 | 2009-02-04 | FUJIFILM Corporation | Tintenstrahlaufzeichnungsmedium |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3534273A1 (de) * | 1985-09-26 | 1987-04-02 | Basf Ag | Verfahren zur herstellung von vinylamin-einheiten enthaltenden wasserloeslichen copolymerisaten und deren verwendung als nass- und trockenverfestigungsmittel fuer papier |
DE69132801T2 (de) * | 1990-09-03 | 2002-08-22 | Showa Denko Kk | Flüssigkeitsabsorbierendes Mittel |
DE69320120T2 (de) | 1992-09-04 | 1999-04-08 | Mitsubishi Chem Corp | Verfahren zur Herstellung und Verwendung eines Anionen- austauscherharzes |
KR20010032287A (ko) * | 1997-11-19 | 2001-04-16 | 추후제출 | 폴리(비닐아민)계 초흡수성 겔 및 이것의 제조 방법 |
US5981689A (en) | 1997-11-19 | 1999-11-09 | Amcol International Corporation | Poly(vinylamine)-based superabsorbent gels and method of manufacturing the same |
US6623576B2 (en) | 1998-10-28 | 2003-09-23 | Basf Aktiengesellschaft | Continuous manufacture of superabsorbent/ion exchange sheet material |
JP5705622B2 (ja) * | 2011-04-07 | 2015-04-22 | 三井化学株式会社 | 吸水性ポリマーから得られる新規なポリマー並びにその用途 |
JPWO2015068806A1 (ja) * | 2013-11-08 | 2017-03-09 | 三菱レイヨン株式会社 | ビニルアミン(共)重合体の製造方法 |
US10385147B2 (en) | 2014-09-18 | 2019-08-20 | Hymo Corporation | Method for producing polyvinylamine crosslinked polymer particles |
JP6512591B2 (ja) * | 2014-11-18 | 2019-05-15 | ハイモ株式会社 | 精製ポリビニルアミンの製造方法 |
JP2018008186A (ja) * | 2016-07-11 | 2018-01-18 | 三菱ケミカル株式会社 | 水不溶性金属捕集剤、貴金属の回収方法および貴金属回収設備 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5823809A (ja) * | 1981-07-18 | 1983-02-12 | バスフ・アクチエンゲゼルシヤフト | 線状塩基性重合物、その製法及び使用 |
-
1984
- 1984-08-20 JP JP17156084A patent/JPS6151007A/ja active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5823809A (ja) * | 1981-07-18 | 1983-02-12 | バスフ・アクチエンゲゼルシヤフト | 線状塩基性重合物、その製法及び使用 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2020304A1 (de) | 2007-08-03 | 2009-02-04 | FUJIFILM Corporation | Tintenstrahlaufzeichnungsmedium |
Also Published As
Publication number | Publication date |
---|---|
JPS6151007A (ja) | 1986-03-13 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPH0535162B2 (de) | ||
US4221871A (en) | Reticular crosslinked monovinylidene N-heterocyclic copolymer | |
CN1950406A (zh) | 新高分子量缔合两性聚合物及其用途 | |
US4111859A (en) | Method of preparation of ion exchangers by alkylation and hydroxyalkylation of polymeric hydrophilic anion exchangers | |
US4246386A (en) | Ion exchange resins | |
JPS5830327B2 (ja) | ビニルベンジルクロリドの不溶性巨大網状重合体の製造法 | |
CN104437676A (zh) | 新的磺酸型强酸性阳离子交换树脂及其制备方法 | |
US4093567A (en) | Aminated crosslinked copolymers of bis(chloromethyl) styrene which exhibit improved anion exchange properties | |
JPS5966409A (ja) | モノエチレン性不飽和のモノ−及びジカルボン酸からの共重合物の製法 | |
EP0007791A1 (de) | Vinylbenzylalkoholeinheiten enthaltende polymere Perlen, ihre Herstellung, ein Verfahren zu deren Vernetzung, durch Wärme vernetzbare Perlen, daraus hergestellte Adsorbenten und Ionenaustauschharze | |
JPH0314046B2 (de) | ||
US3813353A (en) | Preparation of ion exchange resins from acrolein copolymers | |
JPS5950684B2 (ja) | エチレン−マレイン酸無水物相互重合体の製法 | |
US3557061A (en) | Stabilized suspension polymerization | |
EP0213719B1 (de) | Schwachbasische Akryl-Anionenaustauscherharze mit niedriger Spülfähigkeit und hoher Kapazität, Verfahren zur Herstellung davon und Verwendung zur Entfernung von Anionen aus Flüssigkeiten | |
JP2004059719A (ja) | 架橋性イオン性水溶性高分子粉末、その製造方法及びその使用方法 | |
US4375519A (en) | Ion exchange resins | |
US2868738A (en) | Preparation of cation-exchange resins by oxidation of vinylalkoxy sulfide polymers | |
US4431785A (en) | Ion exchange resins | |
JPS627921B2 (de) | ||
JPH06327984A (ja) | 陰イオン交換樹脂 | |
JP4380063B2 (ja) | 新規水溶性架橋性ポリマー | |
EP0601572B1 (de) | Verfahren zur Herstellung eines kugelförmigen Ionen-Austauscherharzes | |
CA1109588A (en) | Ion exchange resins | |
JP3376637B2 (ja) | 球状アクリロニトリル系架橋共重合体及び弱酸性陽イオン交換樹脂の製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
LAPS | Cancellation because of no payment of annual fees |