JPH0433284B2 - - Google Patents
Info
- Publication number
- JPH0433284B2 JPH0433284B2 JP23669286A JP23669286A JPH0433284B2 JP H0433284 B2 JPH0433284 B2 JP H0433284B2 JP 23669286 A JP23669286 A JP 23669286A JP 23669286 A JP23669286 A JP 23669286A JP H0433284 B2 JPH0433284 B2 JP H0433284B2
- Authority
- JP
- Japan
- Prior art keywords
- monomer
- polymerization
- monomers
- polymer
- ethylenically unsaturated
- 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
Links
- 239000000178 monomer Substances 0.000 claims description 54
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 11
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 4
- 239000007870 radical polymerization initiator Substances 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 description 29
- 239000002245 particle Substances 0.000 description 18
- 238000006116 polymerization reaction Methods 0.000 description 17
- -1 methylaminoethyl Chemical group 0.000 description 12
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 11
- 235000019441 ethanol Nutrition 0.000 description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000002904 solvent Substances 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
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000010908 decantation Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 150000001451 organic peroxides Chemical class 0.000 description 3
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UTOVMEACOLCUCK-SNAWJCMRSA-N (e)-4-butoxy-4-oxobut-2-enoic acid Chemical compound CCCCOC(=O)\C=C\C(O)=O UTOVMEACOLCUCK-SNAWJCMRSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- ODKBBGGUUMCXFY-UHFFFAOYSA-N 2-(2-cyanopentan-2-yldiazenyl)-2-methylpentanenitrile Chemical compound CCCC(C)(C#N)N=NC(C)(C#N)CCC ODKBBGGUUMCXFY-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 description 1
- JWCDUUFOAZFFMX-UHFFFAOYSA-N 2-ethenoxy-n,n-dimethylethanamine Chemical compound CN(C)CCOC=C JWCDUUFOAZFFMX-UHFFFAOYSA-N 0.000 description 1
- HDEFKPTUGHCBCD-UHFFFAOYSA-N 2-ethenoxy-n-methylethanamine Chemical compound CNCCOC=C HDEFKPTUGHCBCD-UHFFFAOYSA-N 0.000 description 1
- CEYHHQSTMVVZQP-UHFFFAOYSA-N 2-ethenoxyethanamine Chemical compound NCCOC=C CEYHHQSTMVVZQP-UHFFFAOYSA-N 0.000 description 1
- RPBWMJBZQXCSFW-UHFFFAOYSA-N 2-methylpropanoyl 2-methylpropaneperoxoate Chemical compound CC(C)C(=O)OOC(=O)C(C)C RPBWMJBZQXCSFW-UHFFFAOYSA-N 0.000 description 1
- IZUVGRMMRWJVKU-UHFFFAOYSA-N 3-ethoxycarbonylbut-3-enoic acid Chemical compound CCOC(=O)C(=C)CC(O)=O IZUVGRMMRWJVKU-UHFFFAOYSA-N 0.000 description 1
- ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-N pent-4-enoic acid Chemical compound OC(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- KOPQZJAYZFAPBC-UHFFFAOYSA-N propanoyl propaneperoxoate Chemical compound CCC(=O)OOC(=O)CC KOPQZJAYZFAPBC-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Landscapes
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23669286A JPS6390521A (ja) | 1986-10-04 | 1986-10-04 | 両性重合体粒子の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23669286A JPS6390521A (ja) | 1986-10-04 | 1986-10-04 | 両性重合体粒子の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6390521A JPS6390521A (ja) | 1988-04-21 |
| JPH0433284B2 true JPH0433284B2 (enrdf_load_stackoverflow) | 1992-06-02 |
Family
ID=17004356
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23669286A Granted JPS6390521A (ja) | 1986-10-04 | 1986-10-04 | 両性重合体粒子の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6390521A (enrdf_load_stackoverflow) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0713191B2 (ja) * | 1989-11-27 | 1995-02-15 | 東洋紡績株式会社 | 樹脂粒子およびその製造方法 |
| JPH07179504A (ja) * | 1993-12-22 | 1995-07-18 | Fujimori Kogyo Kk | 微粒子ポリマーおよびその製造方法 |
| FR2762394B1 (fr) * | 1997-04-16 | 1999-05-28 | Bio Merieux | Compose ligand de coordination et utilisation pour fixer un materiel biologique |
| AU5045500A (en) * | 1999-05-26 | 2000-12-12 | Rhodia Inc. | Polymers, compositions and methods of use for foams, laundry detergents, shower rinses, and coagulants |
| US7939601B1 (en) | 1999-05-26 | 2011-05-10 | Rhodia Inc. | Polymers, compositions and methods of use for foams, laundry detergents, shower rinses, and coagulants |
| AU781532B2 (en) | 1999-05-26 | 2005-05-26 | Rhodia Inc. | Block polymers, compositions and methods of use for foams, laundry detergents, shower rinses and coagulants |
| JP2004075823A (ja) | 2002-08-15 | 2004-03-11 | Fuji Xerox Co Ltd | 非架橋重合体粒子の製造方法 |
| JP4178872B2 (ja) | 2002-08-15 | 2008-11-12 | 富士ゼロックス株式会社 | 架橋重合体粒子の製造方法 |
| JP4218281B2 (ja) | 2002-08-21 | 2009-02-04 | 富士ゼロックス株式会社 | 機能性重合体粒子の製造方法 |
| TWI325025B (en) | 2006-09-14 | 2010-05-21 | Taiwan Textile Res Inst | Ph-adjustable fabric made by adding amphoteric polymer composite nanoparticles |
| JP5877213B2 (ja) * | 2014-01-24 | 2016-03-02 | 旭化成イーマテリアルズ株式会社 | 積層体、蓄電デバイス用セパレータ、蓄電デバイス、リチウムイオン二次電池および共重合体 |
-
1986
- 1986-10-04 JP JP23669286A patent/JPS6390521A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6390521A (ja) | 1988-04-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0183466B2 (en) | Process for the production of a water-soluble polymer dispersion | |
| JPS63218718A (ja) | ビニルアミン共重合体、それを用いた凝集剤およびその製造法 | |
| JPH0433284B2 (enrdf_load_stackoverflow) | ||
| KR100294785B1 (ko) | 소수성단위함유양이온성고분자기제의양친매성분산제를함유하는수용성고분자의수성함염분산액 | |
| US6696517B2 (en) | Use of copolymers based on acrylamidoalkylsulfonic acids as thickeners in preparations comprising organic solvents | |
| JP4126931B2 (ja) | 高分子凝集剤及び汚泥の脱水方法 | |
| JPH0830098B2 (ja) | 高吸水性樹脂の製造法 | |
| US6525156B1 (en) | Styrene-containing popcorn polymers, method for producing same and utilisation | |
| EP0335624A2 (en) | Surface active polymers | |
| JPS6028282B2 (ja) | ビニル化合物の懸濁重合用分散安定剤 | |
| JP2002500699A (ja) | 粒径の小さい安定した水中水型エマルションと、その合成方法および増粘剤としての使用 | |
| JPH03287604A (ja) | 多孔性にすぐれた吸水性樹脂の製造法 | |
| JP3083594B2 (ja) | 膨潤性吸油剤の製造方法 | |
| JP3627873B2 (ja) | （メタ）アクリルアミド系重合体水分散液の製造方法 | |
| JPH0768313B2 (ja) | ビニルアミン共重合体からなる凝集剤 | |
| JPH028602B2 (enrdf_load_stackoverflow) | ||
| JP4675471B2 (ja) | Ｎ−ビニルカルボン酸アミド系共重合体の製造方法および得られたｎ−ビニルカルボン酸アミド系共重合体の用途 | |
| JPH0672170B2 (ja) | 水溶性重合体分散液の製造方法 | |
| JPS62270609A (ja) | 高吸水性樹脂の製造方法 | |
| JP2905318B2 (ja) | 逆相懸濁重合用分散剤 | |
| JPS6156169B2 (enrdf_load_stackoverflow) | ||
| JP2872831B2 (ja) | 逆相懸濁重合用分散剤 | |
| JP3611000B2 (ja) | ビニルアミン系ポリマーの水系分散液の製造方法 | |
| JP3580396B2 (ja) | ビニルアミン系ポリマーの水系分散液の製造方法 | |
| JP3461744B2 (ja) | 水溶性重合体の製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |