JPS61241310A - 架橋重合体エマルジヨンの製造法 - Google Patents
架橋重合体エマルジヨンの製造法Info
- Publication number
- JPS61241310A JPS61241310A JP8337885A JP8337885A JPS61241310A JP S61241310 A JPS61241310 A JP S61241310A JP 8337885 A JP8337885 A JP 8337885A JP 8337885 A JP8337885 A JP 8337885A JP S61241310 A JPS61241310 A JP S61241310A
- Authority
- JP
- Japan
- Prior art keywords
- polymerization
- emulsion
- methyl methacrylate
- parts
- monomer
- 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
- 239000000839 emulsion Substances 0.000 title claims abstract description 24
- 229920006037 cross link polymer Polymers 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000000178 monomer Substances 0.000 claims abstract description 38
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 35
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 21
- 238000004132 cross linking Methods 0.000 claims abstract description 21
- 239000004094 surface-active agent Substances 0.000 claims abstract description 16
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 15
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 10
- 238000007720 emulsion polymerization reaction Methods 0.000 claims abstract description 8
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 10
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical group FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 2
- 229920003169 water-soluble polymer Polymers 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 abstract description 8
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000002245 particle Substances 0.000 description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 238000003756 stirring Methods 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 239000012153 distilled water Substances 0.000 description 5
- 238000010556 emulsion polymerization method Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- 238000007664 blowing Methods 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 3
- 235000019345 sodium thiosulphate Nutrition 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000011163 secondary particle Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-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
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- -1 alkali metal salts Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 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
- 150000001451 organic peroxides Chemical class 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
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229940005642 polystyrene sulfonic acid Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
Landscapes
- Polymerisation Methods In General (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8337885A JPS61241310A (ja) | 1985-04-18 | 1985-04-18 | 架橋重合体エマルジヨンの製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8337885A JPS61241310A (ja) | 1985-04-18 | 1985-04-18 | 架橋重合体エマルジヨンの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61241310A true JPS61241310A (ja) | 1986-10-27 |
| JPH0463082B2 JPH0463082B2 (enrdf_load_stackoverflow) | 1992-10-08 |
Family
ID=13800752
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8337885A Granted JPS61241310A (ja) | 1985-04-18 | 1985-04-18 | 架橋重合体エマルジヨンの製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61241310A (enrdf_load_stackoverflow) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4952651A (en) * | 1988-03-30 | 1990-08-28 | Japan Synthetic Rubber Co., Ltd. | Highly crosslinked polymer particles and process for producing the same |
| JPH02300204A (ja) * | 1989-05-15 | 1990-12-12 | Japan Synthetic Rubber Co Ltd | 反応性ポリマー粒子の水性分散体の製造方法 |
| JP2001131214A (ja) * | 1999-09-30 | 2001-05-15 | Xerox Corp | ラテックスポリマーの製造方法 |
| JP2012188553A (ja) * | 2011-03-10 | 2012-10-04 | Nippon Shokubai Co Ltd | 重合体粒子 |
| WO2014119595A1 (ja) * | 2013-02-04 | 2014-08-07 | 日本エクスラン工業株式会社 | 複合凝集樹脂粒子および該粒子を含有する組成物 |
| WO2015012371A1 (ja) * | 2013-07-24 | 2015-01-29 | 日本エイアンドエル株式会社 | 共重合体ラテックスの製造方法、及び共重合体ラテックス |
| JPWO2017022423A1 (ja) * | 2015-07-31 | 2018-05-17 | 綜研化学株式会社 | （メタ）アクリル系架橋粒子およびその製造方法 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3936544B2 (ja) * | 2000-09-11 | 2007-06-27 | 三菱化学株式会社 | 静電荷像現像用トナー、静電荷像現像用トナーの製造方法及びトナーの定着方法 |
-
1985
- 1985-04-18 JP JP8337885A patent/JPS61241310A/ja active Granted
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4952651A (en) * | 1988-03-30 | 1990-08-28 | Japan Synthetic Rubber Co., Ltd. | Highly crosslinked polymer particles and process for producing the same |
| JPH02300204A (ja) * | 1989-05-15 | 1990-12-12 | Japan Synthetic Rubber Co Ltd | 反応性ポリマー粒子の水性分散体の製造方法 |
| JP2001131214A (ja) * | 1999-09-30 | 2001-05-15 | Xerox Corp | ラテックスポリマーの製造方法 |
| JP2012188553A (ja) * | 2011-03-10 | 2012-10-04 | Nippon Shokubai Co Ltd | 重合体粒子 |
| WO2014119595A1 (ja) * | 2013-02-04 | 2014-08-07 | 日本エクスラン工業株式会社 | 複合凝集樹脂粒子および該粒子を含有する組成物 |
| JPWO2014119595A1 (ja) * | 2013-02-04 | 2017-01-26 | 日本エクスラン工業株式会社 | 複合凝集樹脂粒子および該粒子を含有する組成物 |
| WO2015012371A1 (ja) * | 2013-07-24 | 2015-01-29 | 日本エイアンドエル株式会社 | 共重合体ラテックスの製造方法、及び共重合体ラテックス |
| JPWO2017022423A1 (ja) * | 2015-07-31 | 2018-05-17 | 綜研化学株式会社 | （メタ）アクリル系架橋粒子およびその製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0463082B2 (enrdf_load_stackoverflow) | 1992-10-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| EXPY | Cancellation because of completion of term |