JPS6261046B2 - - Google Patents
Info
- Publication number
- JPS6261046B2 JPS6261046B2 JP54501046A JP50104679A JPS6261046B2 JP S6261046 B2 JPS6261046 B2 JP S6261046B2 JP 54501046 A JP54501046 A JP 54501046A JP 50104679 A JP50104679 A JP 50104679A JP S6261046 B2 JPS6261046 B2 JP S6261046B2
- Authority
- JP
- Japan
- Prior art keywords
- temperature
- heating agent
- product
- prepolymer
- reactants
- 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
- 239000002245 particle Substances 0.000 description 80
- 238000006243 chemical reaction Methods 0.000 description 71
- 239000000047 product Substances 0.000 description 71
- 239000003795 chemical substances by application Substances 0.000 description 67
- 238000010438 heat treatment Methods 0.000 description 66
- 239000000178 monomer Substances 0.000 description 61
- 238000000034 method Methods 0.000 description 57
- 239000000376 reactant Substances 0.000 description 51
- 238000006116 polymerization reaction Methods 0.000 description 44
- 238000007334 copolymerization reaction Methods 0.000 description 40
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 36
- 229920001577 copolymer Polymers 0.000 description 36
- 239000007864 aqueous solution Substances 0.000 description 33
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 33
- 229920000642 polymer Polymers 0.000 description 29
- 239000000203 mixture Substances 0.000 description 27
- 238000001035 drying Methods 0.000 description 26
- 230000008569 process Effects 0.000 description 25
- 238000004519 manufacturing process Methods 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- 230000000694 effects Effects 0.000 description 21
- 239000003999 initiator Substances 0.000 description 20
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 18
- 230000009477 glass transition Effects 0.000 description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- 238000001816 cooling Methods 0.000 description 14
- 239000000463 material Substances 0.000 description 14
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical class C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 14
- 229920000058 polyacrylate Polymers 0.000 description 13
- 238000002360 preparation method Methods 0.000 description 13
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 13
- 239000002699 waste material Substances 0.000 description 13
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 11
- 238000002156 mixing Methods 0.000 description 11
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 239000000725 suspension Substances 0.000 description 9
- 239000012467 final product Substances 0.000 description 8
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- 150000001408 amides Chemical class 0.000 description 7
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- 235000011121 sodium hydroxide Nutrition 0.000 description 7
- 229920003169 water-soluble polymer Polymers 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 159000000000 sodium salts Chemical class 0.000 description 6
- 239000002351 wastewater Substances 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical class N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 5
- 238000005469 granulation Methods 0.000 description 5
- 230000003179 granulation Effects 0.000 description 5
- 239000011261 inert gas Substances 0.000 description 5
- 230000000379 polymerizing effect Effects 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 238000010924 continuous production Methods 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 235000019253 formic acid Nutrition 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- 229920006243 acrylic copolymer Polymers 0.000 description 3
- 238000005054 agglomeration Methods 0.000 description 3
- 230000002776 aggregation Effects 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 239000002360 explosive Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002966 varnish Substances 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000005979 thermal decomposition reaction Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002569 water oil cream Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/SU1979/000034 WO1980002688A1 (en) | 1979-05-29 | 1979-05-29 | Method of obtaining polymers of acrylic series |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56500613A JPS56500613A (enrdf_load_stackoverflow) | 1981-05-07 |
| JPS6261046B2 true JPS6261046B2 (enrdf_load_stackoverflow) | 1987-12-19 |
Family
ID=21616529
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP54501046A Expired JPS6261046B2 (enrdf_load_stackoverflow) | 1979-05-29 | 1979-05-29 |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS6261046B2 (enrdf_load_stackoverflow) |
| DE (1) | DE2953690T1 (enrdf_load_stackoverflow) |
| GB (1) | GB2065147B (enrdf_load_stackoverflow) |
| WO (1) | WO1980002688A1 (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2192434C2 (ru) * | 2000-07-17 | 2002-11-10 | Ивановский государственный химико-технологический университет | Способ получения водорастворимых (со)полимеров акрилового ряда |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL128227C (enrdf_load_stackoverflow) * | 1963-09-20 | 1900-01-01 | ||
| JPS475108B1 (enrdf_load_stackoverflow) * | 1968-03-11 | 1972-02-14 | ||
| US3503941A (en) * | 1968-05-20 | 1970-03-31 | Colloids Inc | Production of acrylic polymers |
| US3644305A (en) * | 1969-10-29 | 1972-02-22 | Nalco Chemical Co | Spray polymerization |
| GB1319632A (en) * | 1970-03-18 | 1973-06-06 | Ici Ltd | Process for the preparation of water-soluble polymers in solid form |
| DE2039582A1 (de) * | 1970-08-08 | 1972-02-10 | Cassella Farbwerke Mainkur Ag | Verfahren und Vorrichtung zur kontinuierlichen Herstellung wasserloeslicher Polymerisate |
-
1979
- 1979-05-29 DE DE792953690T patent/DE2953690T1/de active Granted
- 1979-05-29 WO PCT/SU1979/000034 patent/WO1980002688A1/ru unknown
- 1979-05-29 GB GB8102413A patent/GB2065147B/en not_active Expired
- 1979-05-29 JP JP54501046A patent/JPS6261046B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB2065147A (en) | 1981-06-24 |
| DE2953690T1 (de) | 1982-01-28 |
| DE2953690C2 (enrdf_load_stackoverflow) | 1989-05-24 |
| JPS56500613A (enrdf_load_stackoverflow) | 1981-05-07 |
| GB2065147B (en) | 1983-02-09 |
| WO1980002688A1 (en) | 1980-12-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Yamak | Emulsion Polymerization: Effects of Polymerization Variables on the Properties | |
| US3042970A (en) | Particulation of polymer by extruding a solution thereof into a liquid stream of fluid | |
| US3975341A (en) | Water in oil emulsion process for preparing gel-free polyelectrolyte particles | |
| JPH10502948A (ja) | 水性分散液の製法 | |
| EP0103698B1 (en) | Process for the production of homo- and co-polymers of quaternary ammonium monomers | |
| US3383346A (en) | Particle size control in seed technique emulsion polymerization using hydroxyl group-containing modifier | |
| US3414547A (en) | Polymerization process | |
| US4037040A (en) | Refluxing water-in-oil emulsion process for preparing water-soluble polyelectrolyte particles | |
| WO1999058576A1 (en) | Horizontally flowing continuous free radical polymerization process for manufacturing water-soluble polymers from monomers in aqueous solution | |
| US4135043A (en) | Process for preparing polymers in powder form | |
| CN106496413A (zh) | 超低残余单体含量的聚丙烯酰胺的共聚合制造方法 | |
| US3954698A (en) | Polymerisation process | |
| KR20010039638A (ko) | 연속적인 폴리부타디엔 원료를 사용하여 내충격성폴리스티렌을 제조하기 위한 방법 및 장치 | |
| CN106496412A (zh) | 快速溶解型阴离子聚丙烯酰胺的共聚合制造方法 | |
| AU2021248519B2 (en) | Process for the preparation of polyacrylamides using an eco-friendly lubricant composition | |
| US20140171609A1 (en) | Process for the preparation of random copolymers of vinyl halide and acrylate monomers | |
| US4393171A (en) | Process for preparing rubbery polymer reinforced styrenic resins | |
| JPS6261046B2 (enrdf_load_stackoverflow) | ||
| US4426507A (en) | Process for producing (co)-polymers from α,β unsaturated acid derivatives | |
| US3179646A (en) | Polymerization to produce friable aggregates of individual spheres of polyvinyl chloride | |
| EP1420034B1 (de) | Verfahren zur Rückgewinnung von Restethylen bei der Herstellung von Vinylester-Ethylen-Mischpolymerisaten | |
| CA1194648A (en) | Preparation of polymer powders | |
| Donescu et al. | Semicontinuous Emulsion Polymerization of Vinyl Acetate. Part I. Homopolymerization with Poly-(Vinyl Alcohol) and Nonionic Coemulsifier | |
| CA2444428C (en) | Latex obtained by an emulsion polymerization process employing a gradient regime | |
| EP0026616A1 (en) | Process for improving the quality of pulp obtained from wastepaper |