JPS623868B2 - - Google Patents
Info
- Publication number
- JPS623868B2 JPS623868B2 JP53059846A JP5984678A JPS623868B2 JP S623868 B2 JPS623868 B2 JP S623868B2 JP 53059846 A JP53059846 A JP 53059846A JP 5984678 A JP5984678 A JP 5984678A JP S623868 B2 JPS623868 B2 JP S623868B2
- Authority
- JP
- Japan
- Prior art keywords
- plasticizer
- weight
- copolymer
- plastisol
- methacrylate
- 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
- 239000004014 plasticizer Substances 0.000 claims description 37
- 229920001944 Plastisol Polymers 0.000 claims description 36
- 239000004999 plastisol Substances 0.000 claims description 36
- 239000011257 shell material Substances 0.000 claims description 22
- 229920001577 copolymer Polymers 0.000 claims description 20
- 239000000178 monomer Substances 0.000 claims description 20
- 239000011162 core material Substances 0.000 claims description 16
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 14
- -1 phthalate ester Chemical class 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 239000004908 Emulsion polymer Substances 0.000 claims description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- 230000009477 glass transition Effects 0.000 claims description 3
- 229920001519 homopolymer Polymers 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 25
- 239000000203 mixture Substances 0.000 description 18
- 239000000839 emulsion Substances 0.000 description 13
- 239000000843 powder Substances 0.000 description 10
- 238000003860 storage Methods 0.000 description 10
- 239000003995 emulsifying agent Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 8
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 8
- 239000012153 distilled water Substances 0.000 description 8
- 239000000499 gel Substances 0.000 description 7
- 239000003999 initiator Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 239000011824 nuclear material Substances 0.000 description 7
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 238000001879 gelation Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229920000915 polyvinyl chloride Polymers 0.000 description 5
- 239000004800 polyvinyl chloride Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229940114077 acrylic acid Drugs 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000007598 dipping method Methods 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 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 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000004103 aminoalkyl group Chemical group 0.000 description 2
- 235000019395 ammonium persulphate Nutrition 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- 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
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000425362 Hydrium Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-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
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 150000001536 azelaic acids Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000011258 core-shell material Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical class 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000008029 phthalate plasticizer Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000003330 sebacic acids Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- PZTAGFCBNDBBFZ-UHFFFAOYSA-N tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCCCC1CO PZTAGFCBNDBBFZ-UHFFFAOYSA-N 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000004056 waste incineration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/10—Homopolymers or copolymers of methacrylic acid esters
- C09D133/12—Homopolymers or copolymers of methyl methacrylate
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/902—Core-shell
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Graft Or Block Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Paints Or Removers (AREA)
- Sealing Material Composition (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2722752A DE2722752B2 (de) | 1977-05-20 | 1977-05-20 | Piastisole auf Basis von Methylmethacrylat-Mischpolymerisaten |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS53144950A JPS53144950A (en) | 1978-12-16 |
| JPS623868B2 true JPS623868B2 (US20090163788A1-20090625-C00002.png) | 1987-01-27 |
Family
ID=6009429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5984678A Granted JPS53144950A (en) | 1977-05-20 | 1978-05-19 | Plastisol based on copolymer of methyl methacrylate |
Country Status (9)
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2833601A1 (de) * | 1978-07-31 | 1980-02-28 | Roehm Gmbh | Kunststoffpulver fuer beschichtungsmittel zur herstellung glaenzender, nicht- blockender, elastischer ueberzuege |
| DE2949954A1 (de) * | 1979-12-12 | 1981-06-19 | Röhm GmbH, 6100 Darmstadt | Pvc-plastisol |
| US4325856A (en) * | 1980-01-02 | 1982-04-20 | The Dow Chemical Company | Sequential emulsion polymerization process |
| US4391928A (en) * | 1981-09-04 | 1983-07-05 | Nl Industries, Inc. | Opacifying polymeric particle and uses |
| DE3139090C1 (de) * | 1981-10-01 | 1983-07-28 | Röhm GmbH, 6100 Darmstadt | Plastisole aus Copolymerisaten des Methylmethacrylats mit verbesserter Haftfestigkeit und ihre Verwendung |
| US4497917A (en) * | 1982-09-29 | 1985-02-05 | Eastman Kodak Company | Latex composition comprising core-shell polymer particles |
| DE3308925A1 (de) * | 1983-03-12 | 1984-09-13 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung lagerstabiler plastisole und organosole |
| US4588640A (en) * | 1984-07-10 | 1986-05-13 | Petrolite Corporation | Particulate compositions |
| US4659334A (en) * | 1984-07-10 | 1987-04-21 | Petrolite Corporation | Particulate compositions used in petroleum systems comprising encapsulated materials |
| US4916171A (en) * | 1984-07-25 | 1990-04-10 | Rohm And Haas Company | Polymers comprising alkali-insoluble core/alkali-soluble shell and copositions thereof |
| DE3723668A1 (de) * | 1987-07-17 | 1989-01-26 | Roehm Gmbh | Staubarmes spruehgetrocknetes emulsionspolymerisat und verfahren zu seiner herstellung und anwendung |
| DE3816710A1 (de) * | 1988-05-17 | 1989-11-23 | Pegulan Werke Ag | Verwendung von acrylat-plastisolen zur herstellung von laufschichten fuer pvc-bodenbelaege |
| DE3902557A1 (de) * | 1989-01-28 | 1990-08-02 | Roehm Gmbh | Waessriges polyacrylat-system fuer die schlusslackierung von polyvinylchlorid-oberflaechen |
| DE4013318A1 (de) * | 1990-04-26 | 1991-10-31 | Teroson Gmbh | Zweischichtige beschichtung und verfahren zu deren herstellung |
| DE4034725A1 (de) * | 1990-10-31 | 1992-05-07 | Teroson Gmbh | Plastisolzusammensetzung |
| US5668209A (en) * | 1990-10-31 | 1997-09-16 | Teroson Gmbh | Plastisol composition |
| GB9118890D0 (en) * | 1991-09-04 | 1991-10-23 | Grace W R & Co | Container closure |
| GB9122594D0 (en) * | 1991-10-24 | 1991-12-04 | Ici Plc | Plastisol compositions |
| EP0557944A1 (en) * | 1992-02-25 | 1993-09-01 | Takeda Chemical Industries, Ltd. | Core-shell polymer and plastisol therefrom |
| TW227009B (US20090163788A1-20090625-C00002.png) * | 1992-06-05 | 1994-07-21 | Shell Internat Res Schappej B V | |
| DE69404741T3 (de) † | 1993-05-14 | 2004-04-22 | Mitsui Takeda Chemicals, Inc. | Kern-Schale Polymerisat und Plastisol davon |
| JP2739805B2 (ja) * | 1993-05-14 | 1998-04-15 | 東洋製罐株式会社 | 耐クリープ性に優れたアクリル系プラスチゾル組成物 |
| JPH06322225A (ja) * | 1993-05-14 | 1994-11-22 | Toyo Seikan Kaisha Ltd | ポットライフに優れたプラスチゾル組成物 |
| DE19542746A1 (de) | 1995-11-16 | 1997-05-22 | Roehm Gmbh | Plastisole auf der Grundlage von durch Weichmacherzusatz weichgemachte Polymermassen |
| DE19650939C1 (de) * | 1996-12-07 | 1998-06-04 | Roehm Gmbh | Plastisole auf der Basis von Methylmethacrylat- Copolymerisaten |
| WO1998029507A1 (en) * | 1996-12-31 | 1998-07-09 | Zeneca Limited | Plastisol compositions |
| WO2000001748A1 (en) | 1998-07-01 | 2000-01-13 | Mitsubishi Rayon Co., Ltd. | Fine acrylic polymer particles and plastisol containing the same |
| FR2791353B1 (fr) | 1999-03-23 | 2001-05-25 | Chavanoz Ind | Composition plastique ignifugeante, fil et structure textile enduits avec cette derniere |
| DE19928352A1 (de) * | 1999-06-21 | 2000-12-28 | Roehm Gmbh | Verbesserte Poly(meth)acrylatptastisole und Verfahren zu ihrer Herstellung |
| EP1217037B1 (en) * | 1999-09-20 | 2016-10-19 | Mitsubishi Rayon Co., Ltd. | Fine polymer particles for plastisol, process for producing the same, and halogen-free plastisol composition and article made with the same |
| DE10029735B4 (de) * | 2000-06-23 | 2006-09-21 | Röhm GmbH & Co. KG | Schäumbare Poly(meth)acrylatplastisole sowie ihre Verwendung |
| ATE323577T1 (de) * | 2000-10-09 | 2006-05-15 | Zapf Creation Ag | Verfahren zur herstellung wenigstens eines körpers und fliessfähige mischung zur verwendung in einem solchen verfahren |
| CN1178990C (zh) * | 2001-05-23 | 2004-12-08 | 三菱丽阳株式会社 | 塑料溶胶组合物及使用该组合物的成形品及物品 |
| CN1209425C (zh) * | 2001-07-04 | 2005-07-06 | 三菱丽阳株式会社 | 塑料溶胶组合物、凝胶化膜及物品 |
| JP4491236B2 (ja) | 2001-12-21 | 2010-06-30 | ヘンケル・テロソン・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | 熱可塑性ポリマーで変性した膨張性エポキシ樹脂系システム |
| EP1546211B1 (en) * | 2002-07-23 | 2010-09-08 | Kolon Industries, Inc. | Preparation of acrylic polymer sol for coating |
| DE10302298A1 (de) | 2003-01-22 | 2004-08-05 | Henkel Kgaa | Hitzehärtbare, thermisch expandierbare Zusammensetzung mit hohem Expansionsgrad |
| WO2005012425A1 (ja) * | 2003-07-31 | 2005-02-10 | Mitsubishi Rayon Co., Ltd. | 成形材料用樹脂組成物およびそれを用いた成形品 |
| KR100775564B1 (ko) | 2003-09-30 | 2007-11-09 | 니폰 쇼쿠바이 컴파니 리미티드 | 제진재용 수성 에멀젼 |
| DE102004030404A1 (de) * | 2004-06-23 | 2006-01-19 | Röhm GmbH & Co. KG | Plastisole auf Basis eines Methylmethacrylat-Mischpolymerisats |
| DE102004035937A1 (de) * | 2004-07-23 | 2006-02-16 | Röhm GmbH & Co. KG | Plastisole mit verringerter Wasseraufnahme |
| DE102004037472A1 (de) * | 2004-07-30 | 2006-03-23 | Röhm GmbH & Co. KG | Additive für Epoxid-Harze |
| KR100752503B1 (ko) | 2005-05-31 | 2007-08-27 | 주식회사 엘지화학 | 염화비닐 수지용 가공조제 및 그 제조방법 |
| JP2008512544A (ja) * | 2004-12-08 | 2008-04-24 | エルジー・ケム・リミテッド | 塩化ビニル樹脂用加工助剤及びその製造方法 |
| WO2007097428A1 (ja) | 2006-02-23 | 2007-08-30 | Mitsubishi Rayon Co., Ltd. | （メタ）アクリル系重合体粒子、その製造方法、プラスチゾル及び物品 |
| BRPI0711203A2 (pt) * | 2006-05-22 | 2011-03-22 | Nanomech Llc | nano/micropartìculas não metálicas revestidas com metal seus processos e aplicações |
| US8288447B2 (en) | 2006-06-07 | 2012-10-16 | Henkel Ag & Co. Kgaa | Foamable compositions based on epoxy resins and polyesters |
| DE102006057145A1 (de) * | 2006-11-22 | 2008-05-29 | Evonik Röhm Gmbh | Verfahren zur Herstellung verbesserter Bindemittel für Plastisole |
| KR101429790B1 (ko) | 2007-01-23 | 2014-08-18 | 미츠비시 레이온 가부시키가이샤 | (메트)아크릴계 중합체 입자, 그 제조 방법, (메트)아크릴계 중합체 입자를 이용한 플라스티졸 조성물 및 이것을 이용한 물품 |
| DE102007040304A1 (de) | 2007-08-24 | 2009-02-26 | Evonik Röhm Gmbh | Verbesserte Bindemittel für Plastisole |
| DE102007061503A1 (de) | 2007-12-18 | 2009-06-25 | Henkel Ag & Co. Kgaa | Flammfeste Plastisole enthaltend Blähgraphit |
| DE102007061509A1 (de) | 2007-12-18 | 2009-06-25 | Henkel Ag & Co. Kgaa | Flammfeste Plastisole |
| US8653171B2 (en) * | 2010-02-22 | 2014-02-18 | Polyone Corporation | Plastisol compositions that are essentially free of polyvinyl halides and phthalates |
| WO2014209968A1 (en) | 2013-06-25 | 2014-12-31 | Polyone Corporation | Acrylic-urethane ipn plastisol |
| JP6908023B2 (ja) * | 2016-03-30 | 2021-07-21 | 日本ゼオン株式会社 | スプレー塗布用ゾル、スプレー塗布層付き塩化ビニル樹脂成形体及びその製造方法、並びに積層体 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2600122A (en) * | 1949-06-04 | 1952-06-10 | Us Rubber Co | Process of forming plastisols |
| US3745196A (en) * | 1969-05-26 | 1973-07-10 | Rohm & Haas | Low-temperature and oil-resistant core-shell acrylic polymers |
| CA1030687A (en) * | 1972-09-26 | 1978-05-02 | Hideyoshi Tugukuni | Powdery coating composition and process for preparing the same |
| US3787522A (en) * | 1972-11-01 | 1974-01-22 | Ford Motor Co | Acrylate polymer particles comprising a core,an outer shell,and an intermediate layer |
| DE2264224C3 (de) * | 1972-12-30 | 1981-11-19 | Röhm GmbH, 6100 Darmstadt | Herstellung eines vernetzten Polystyrol-Emulsionspolymerisats und seine Verwendung zum Trüben von Kunststoffen auf Methacrylatbasis |
| JPS521958B2 (US20090163788A1-20090625-C00002.png) * | 1973-08-15 | 1977-01-19 | ||
| DE2454235C3 (de) * | 1974-11-15 | 1982-01-07 | Teroson Gmbh, 6900 Heidelberg | Plastisole auf der Basis von Acrylat-Polymerisaten |
| GB1541560A (en) * | 1975-04-04 | 1979-03-07 | Smith & Mclaurin | Delayed-tack adhesive compositions |
| JPS5936645B2 (ja) * | 1975-05-06 | 1984-09-05 | 三菱レイヨン株式会社 | 多層構造重合体組成物の製造法 |
| US3985703A (en) * | 1975-06-24 | 1976-10-12 | Rohm And Haas Company | Process for manufacture of acrylic core/shell polymers |
| DE2543542C2 (de) * | 1975-09-30 | 1986-10-02 | Röhm GmbH, 6100 Darmstadt | Verfahren zur Herstellung eines Plastisols |
| US4125700A (en) * | 1977-03-22 | 1978-11-14 | E. I. Du Pont De Nemours And Company | Preparation of methyl methacrylate polymer powders for use in plastisols |
-
1977
- 1977-05-20 DE DE2722752A patent/DE2722752B2/de active Granted
-
1978
- 1978-05-11 US US05/905,092 patent/US4199486A/en not_active Expired - Lifetime
- 1978-05-17 FR FR7814563A patent/FR2391245B1/fr not_active Expired
- 1978-05-18 NL NLAANVRAGE7805388,A patent/NL183893C/xx not_active IP Right Cessation
- 1978-05-19 SE SE7805769A patent/SE426400B/sv not_active IP Right Cessation
- 1978-05-19 JP JP5984678A patent/JPS53144950A/ja active Granted
- 1978-05-19 IT IT68159/78A patent/IT1107884B/it active
- 1978-05-19 BR BR7803195A patent/BR7803195A/pt unknown
- 1978-05-22 GB GB21013/78A patent/GB1581493A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| SE7805769L (sv) | 1979-02-05 |
| GB1581493A (en) | 1980-12-17 |
| IT7868159A0 (it) | 1978-05-19 |
| NL183893C (nl) | 1989-02-16 |
| US4199486A (en) | 1980-04-22 |
| DE2722752C3 (US20090163788A1-20090625-C00002.png) | 1987-10-22 |
| SE426400B (sv) | 1983-01-17 |
| FR2391245A1 (fr) | 1978-12-15 |
| IT1107884B (it) | 1985-12-02 |
| NL183893B (nl) | 1988-09-16 |
| NL7805388A (nl) | 1978-11-22 |
| BR7803195A (pt) | 1979-01-02 |
| DE2722752B2 (de) | 1979-04-12 |
| DE2722752A1 (de) | 1978-11-23 |
| JPS53144950A (en) | 1978-12-16 |
| FR2391245B1 (fr) | 1985-05-31 |
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