JPH0328442B2 - - Google Patents
Info
- Publication number
- JPH0328442B2 JPH0328442B2 JP936083A JP936083A JPH0328442B2 JP H0328442 B2 JPH0328442 B2 JP H0328442B2 JP 936083 A JP936083 A JP 936083A JP 936083 A JP936083 A JP 936083A JP H0328442 B2 JPH0328442 B2 JP H0328442B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- copolymer
- cationic
- general formula
- following general
- 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
- 229920001577 copolymer Polymers 0.000 claims description 39
- 229920003118 cationic copolymer Polymers 0.000 claims description 17
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 238000005956 quaternization reaction Methods 0.000 claims description 6
- 229920001567 vinyl ester resin Polymers 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 125000001302 tertiary amino group Chemical group 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 63
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 239000004372 Polyvinyl alcohol Substances 0.000 description 21
- 125000002091 cationic group Chemical group 0.000 description 21
- 229920002451 polyvinyl alcohol Polymers 0.000 description 21
- 239000000243 solution Substances 0.000 description 21
- 238000007127 saponification reaction Methods 0.000 description 17
- 238000000034 method Methods 0.000 description 14
- 239000000178 monomer Substances 0.000 description 13
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 12
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 235000011121 sodium hydroxide Nutrition 0.000 description 9
- 125000004103 aminoalkyl group Chemical group 0.000 description 6
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000004513 sizing Methods 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 5
- 238000007334 copolymerization reaction Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 5
- 239000007787 solid 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
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 229940100198 alkylating agent Drugs 0.000 description 3
- 239000002168 alkylating agent Substances 0.000 description 3
- 230000005587 bubbling Effects 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 3
- 229940050176 methyl chloride Drugs 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 3
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 229940121375 antifungal agent Drugs 0.000 description 2
- 239000003429 antifungal agent Substances 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- -1 polyethylene Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical class [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical group N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- NONFLFDSOSZQHR-CQOLUAMGSA-N d4-trimethyl silyl propionic acid Chemical group OC(=O)C([2H])([2H])C([2H])([2H])[Si](C)(C)C NONFLFDSOSZQHR-CQOLUAMGSA-N 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000008050 dialkyl sulfates Chemical class 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 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
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000011172 small scale experimental method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 1
- SZYJELPVAFJOGJ-UHFFFAOYSA-N trimethylamine hydrochloride Chemical group Cl.CN(C)C SZYJELPVAFJOGJ-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Paper (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP936083A JPS59135202A (ja) | 1983-01-25 | 1983-01-25 | カチオン性共重合体の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP936083A JPS59135202A (ja) | 1983-01-25 | 1983-01-25 | カチオン性共重合体の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59135202A JPS59135202A (ja) | 1984-08-03 |
| JPH0328442B2 true JPH0328442B2 (fi) | 1991-04-19 |
Family
ID=11718302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP936083A Granted JPS59135202A (ja) | 1983-01-25 | 1983-01-25 | カチオン性共重合体の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59135202A (fi) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4868263A (en) * | 1983-10-26 | 1989-09-19 | Betz Laboratories, Inc. | Novel amine-containing copolymers and their use |
| US4906383A (en) * | 1983-10-26 | 1990-03-06 | Betz Laboratories, Inc. | Novel amine-containing copolymers and their use |
| US4851490A (en) * | 1983-10-26 | 1989-07-25 | Betz Laboratories, Inc. | Water soluble phosphonated polymers |
| US4886617A (en) * | 1983-10-26 | 1989-12-12 | Betz Laboratories, Inc. | Water soluble phosphonated polymers |
| US4913880A (en) * | 1983-10-26 | 1990-04-03 | Betz Laboratories, Inc. | Novel amine-containing copolymers and their use |
| US4931188A (en) * | 1983-10-26 | 1990-06-05 | Betz Laboratories, Inc. | Polymers for boiler water treatment |
| DE3626662C1 (de) * | 1986-08-07 | 1987-12-10 | Degussa | Verfahren zur Herstellung kationisierter Polyvinylalkohole |
| KR100203226B1 (ko) * | 1995-06-05 | 1999-06-15 | 나카무라 하사오 | 비닐 알콜 중합체 |
-
1983
- 1983-01-25 JP JP936083A patent/JPS59135202A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS59135202A (ja) | 1984-08-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4311805A (en) | Vinyl alcohol copolymers containing cationic groups | |
| US4044197A (en) | Thermally self-cross-linkable ethylene/vinyl acetate copolymers | |
| KR970009229B1 (ko) | 수성 유화 중합에 사용되는 안정화 보호 콜로이드로서의 폴리[(비닐 알콜)-코-(비닐 아민)]공중합체 | |
| CA1235141A (en) | High charge density, cationic methacrylamide based monomers and their polymers | |
| EP0136649A2 (en) | Process for the preparation of cationic vinyl ester based polymer latices and their use as formaldehyde-free binders. | |
| JPH0328442B2 (fi) | ||
| JPS6213963B2 (fi) | ||
| JPH0117485B2 (fi) | ||
| JPS5879003A (ja) | ケイ素含有変性ポリビニルアルコ−ルの製造法 | |
| JPS6221361B2 (fi) | ||
| JPS6234242B2 (fi) | ||
| JPH0480925B2 (fi) | ||
| JPH0357999B2 (fi) | ||
| JPS5813658A (ja) | カチオン性エマルジヨンの製造法 | |
| JP4380063B2 (ja) | 新規水溶性架橋性ポリマー | |
| NZ201476A (en) | N-halohydroxy-n,n-dialkyl-n-ar-vinylphenalkyl quaternary ammonium salts | |
| JPH0617374B2 (ja) | 水性樹脂分散液の製造方法 | |
| JPS62207304A (ja) | 界面活性能を有する共重合体の製造法 | |
| KR101824325B1 (ko) | 폴리비닐아민 제조방법 | |
| JPS60228510A (ja) | 水系樹脂の製造法 | |
| JPS62131003A (ja) | カチオン性共重合体及びその製造法 | |
| JPH0236607B2 (ja) | Henseihoribiniruarukooru | |
| EP0072160B1 (en) | Quaternary ammonium monomers, polymers thereof and their use in polymerisable compositions and polymerisation processes | |
| JP2933474B2 (ja) | 製紙用添加剤 | |
| JPH10231330A (ja) | ビニルアルコール系重合体 |