JP2013501105A - 非水性分散体における臭気の低減方法 - Google Patents
非水性分散体における臭気の低減方法 Download PDFInfo
- Publication number
- JP2013501105A JP2013501105A JP2012523107A JP2012523107A JP2013501105A JP 2013501105 A JP2013501105 A JP 2013501105A JP 2012523107 A JP2012523107 A JP 2012523107A JP 2012523107 A JP2012523107 A JP 2012523107A JP 2013501105 A JP2013501105 A JP 2013501105A
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- JP
- Japan
- Prior art keywords
- mixture
- aqueous dispersion
- coupling solvent
- amine
- alkali
- 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.)
- Pending
Links
- 239000006185 dispersion Substances 0.000 title claims abstract description 14
- 238000000034 method Methods 0.000 title claims description 58
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 33
- 239000000178 monomer Substances 0.000 claims abstract description 33
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000000203 mixture Substances 0.000 claims abstract description 27
- 230000008878 coupling Effects 0.000 claims abstract description 13
- 238000010168 coupling process Methods 0.000 claims abstract description 13
- 238000005859 coupling reaction Methods 0.000 claims abstract description 13
- 239000002904 solvent Substances 0.000 claims abstract description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 12
- 150000001412 amines Chemical class 0.000 claims abstract description 11
- 239000003513 alkali Substances 0.000 claims abstract description 9
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000003999 initiator Substances 0.000 claims abstract description 9
- 239000000126 substance Substances 0.000 claims abstract description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000000908 ammonium hydroxide Substances 0.000 claims abstract description 5
- 150000003973 alkyl amines Chemical class 0.000 claims abstract description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims abstract 3
- 230000008569 process Effects 0.000 claims description 17
- 238000006116 polymerization reaction Methods 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims description 8
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 239000003973 paint Substances 0.000 claims description 5
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 4
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 claims description 3
- 239000002480 mineral oil Substances 0.000 claims description 3
- 235000010446 mineral oil Nutrition 0.000 claims description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 2
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 claims description 2
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 229960002887 deanol Drugs 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 2
- 229940043276 diisopropanolamine Drugs 0.000 claims description 2
- 239000012972 dimethylethanolamine Substances 0.000 claims description 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 2
- DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical compound CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 claims description 2
- GNVRJGIVDSQCOP-UHFFFAOYSA-N n-ethyl-n-methylethanamine Chemical compound CCN(C)CC GNVRJGIVDSQCOP-UHFFFAOYSA-N 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims 2
- 229920000058 polyacrylate Polymers 0.000 claims 2
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000000976 ink Substances 0.000 abstract description 11
- -1 diethylamine Chemical class 0.000 abstract description 3
- 238000011161 development Methods 0.000 abstract description 2
- 239000004816 latex Substances 0.000 description 13
- 229920000126 latex Polymers 0.000 description 13
- 239000000047 product Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 5
- 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 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 238000012360 testing method Methods 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
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 238000010793 Steam injection (oil industry) Methods 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- PBAYDYUZOSNJGU-UHFFFAOYSA-N chelidonic acid Natural products OC(=O)C1=CC(=O)C=C(C(O)=O)O1 PBAYDYUZOSNJGU-UHFFFAOYSA-N 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001687 destabilization Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000007646 gravure printing Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000008821 health effect Effects 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 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
- C08F6/00—Post-polymerisation treatments
- C08F6/006—Removal of residual monomers by chemical reaction, e.g. scavenging
-
- 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
- C08F6/00—Post-polymerisation treatments
- C08F6/14—Treatment of polymer emulsions
- C08F6/22—Coagulation
-
- 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
- C08F6/00—Post-polymerisation treatments
- C08F6/24—Treatment of polymer suspensions
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
-
- 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
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/923—Treating or preparing a nonaqueous dispersion or emulsion of a solid polymer or specified intermediate condensation product
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22990809P | 2009-07-30 | 2009-07-30 | |
| US61/229,908 | 2009-07-30 | ||
| PCT/US2010/043999 WO2011014826A1 (en) | 2009-07-30 | 2010-07-30 | A method for odor reduction in non-aqueous dispersions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013501105A true JP2013501105A (ja) | 2013-01-10 |
| JP2013501105A5 JP2013501105A5 (enExample) | 2013-09-05 |
Family
ID=43529729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012523107A Pending JP2013501105A (ja) | 2009-07-30 | 2010-07-30 | 非水性分散体における臭気の低減方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9023981B2 (enExample) |
| EP (1) | EP2459601B1 (enExample) |
| JP (1) | JP2013501105A (enExample) |
| CN (1) | CN102574950A (enExample) |
| CA (1) | CA2769446A1 (enExample) |
| ES (1) | ES2531997T3 (enExample) |
| WO (1) | WO2011014826A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102066427A (zh) | 2008-06-17 | 2011-05-18 | 太阳化学公司 | 具有非水分散聚合物的快固着型单张纸胶印油墨 |
| ES2531997T3 (es) | 2009-07-30 | 2015-03-23 | Sun Chemical Corporation | Método para la reducción de olores en dispersiones no acuosas |
| ES2942566T3 (es) | 2010-11-15 | 2023-06-02 | Sun Chemical Corp | Composiciones y métodos para mejorar las propiedades de fijación y resistencia al frotado de tintas de impresión |
| JP2015502433A (ja) * | 2011-12-08 | 2015-01-22 | サン ケミカル コーポレーション | 非水性分散物を有するオーバープリントワニス |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06279508A (ja) * | 1993-03-26 | 1994-10-04 | Dainippon Ink & Chem Inc | 非水ディスパージョン樹脂の製造方法ならびに該樹脂を含んで成る塗料用樹脂組成物 |
| JP2001316446A (ja) * | 2000-05-10 | 2001-11-13 | Dainippon Ink & Chem Inc | 常温硬化性非水分散型樹脂組成物 |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5024990B2 (enExample) | 1972-06-16 | 1975-08-20 | ||
| US3847851A (en) | 1972-06-16 | 1974-11-12 | Dainippon Toryo Kk | Thermosetting synthetic polymer dispersions and process for production thereof |
| JPS569925B2 (enExample) * | 1974-06-19 | 1981-03-04 | ||
| US4021400A (en) * | 1975-08-18 | 1977-05-03 | E. I. Du Pont De Nemours And Company | Alkyl acrylate polymer having less odor |
| US4251412A (en) | 1978-11-01 | 1981-02-17 | The B. F. Goodrich Company | Reducing residual acrylonitrile in water dispersions of acrylonitrile polymers with amine |
| US4253397A (en) | 1979-10-24 | 1981-03-03 | Rohm And Haas Company | Method of printing with lithographic ink of reduced volatile solvent content for reducing atmospheric pollution |
| US4278582A (en) | 1980-02-25 | 1981-07-14 | The B. F. Goodrich Company | Removal of residual acrylonitrile monomer |
| US4632961A (en) * | 1983-08-09 | 1986-12-30 | Nippon Paint Co., Ltd. | Colored base composition and paint composition containing the same |
| JP2576586B2 (ja) * | 1987-08-12 | 1997-01-29 | 日本油脂株式会社 | 重合体非水分散液の製造方法、重合体非水分散液および塗料組成物 |
| CA2022795A1 (en) | 1989-08-15 | 1991-02-16 | Mohamed A. Elmasry | Stabilized polymeric dispersions |
| JP3045358B2 (ja) | 1992-08-27 | 2000-05-29 | 日本カーバイド工業株式会社 | 非水分散性樹脂組成物 |
| JP3541962B2 (ja) | 1994-03-29 | 2004-07-14 | 大日本印刷株式会社 | インキ組成物、及びその製造方法 |
| US5547804A (en) | 1994-03-29 | 1996-08-20 | Dai Nippon Printing Co., Ltd. | Liquid toner, ink composition, and methods of producing the same |
| JPH07319221A (ja) | 1994-03-31 | 1995-12-08 | Dainippon Printing Co Ltd | 湿式現像剤及びその製造方法 |
| US5652282A (en) | 1995-09-29 | 1997-07-29 | Minnesota Mining And Manufacturing Company | Liquid inks using a gel organosol |
| JP2000273381A (ja) | 1999-03-24 | 2000-10-03 | Dainippon Ink & Chem Inc | 孔版インキ用樹脂組成物 |
| AU2001275523A1 (en) * | 2000-06-12 | 2001-12-24 | Avecia Biotechnology, Inc. | Deprotection of synthetic oligonucleotides using acrylonitrile scavenger |
| US20020058730A1 (en) | 2000-09-21 | 2002-05-16 | Yasunari Kawashima | Resin composition for stencil ink and water-in-oil stencil ink |
| US20030078319A1 (en) | 2001-10-18 | 2003-04-24 | Ryszard Sprycha | Stabilizers for non-aqueous inks |
| WO2003066717A2 (en) * | 2002-02-04 | 2003-08-14 | Basf Aktiengesellschaft | A process for the reduction of the residual monomer content of water-absorbent foam |
| KR100603252B1 (ko) | 2004-04-29 | 2006-07-24 | 삼성전자주식회사 | 액체 토너 조성물 및 그 제조 방법 |
| JP2006299039A (ja) | 2005-04-19 | 2006-11-02 | Fuji Photo Film Co Ltd | 静電インクジェット用インク組成物およびインクジェット記録方法 |
| JP2006348189A (ja) | 2005-06-16 | 2006-12-28 | Dynic Corp | 孔版印刷用インク |
| JP2007075791A (ja) | 2005-09-16 | 2007-03-29 | Nippon Paint Co Ltd | 積層塗膜形成方法および塗装物 |
| US20100099590A1 (en) | 2005-12-12 | 2010-04-22 | Guojun Liu | Oil dispersible polymer nanoparticles |
| JP2007197500A (ja) | 2006-01-24 | 2007-08-09 | Riso Kagaku Corp | 非水系顔料インク |
| WO2008020556A1 (en) | 2006-08-14 | 2008-02-21 | Nippon Shokubai Co., Ltd. | Hydrophilic graft polymer |
| CN102066427A (zh) | 2008-06-17 | 2011-05-18 | 太阳化学公司 | 具有非水分散聚合物的快固着型单张纸胶印油墨 |
| JP2010132730A (ja) | 2008-12-02 | 2010-06-17 | Riso Kagaku Corp | インクセットおよび印刷方法 |
| ES2531997T3 (es) | 2009-07-30 | 2015-03-23 | Sun Chemical Corporation | Método para la reducción de olores en dispersiones no acuosas |
-
2010
- 2010-07-30 ES ES10805141.8T patent/ES2531997T3/es active Active
- 2010-07-30 CN CN2010800340624A patent/CN102574950A/zh active Pending
- 2010-07-30 EP EP20100805141 patent/EP2459601B1/en not_active Not-in-force
- 2010-07-30 CA CA 2769446 patent/CA2769446A1/en not_active Abandoned
- 2010-07-30 US US13/387,432 patent/US9023981B2/en active Active
- 2010-07-30 WO PCT/US2010/043999 patent/WO2011014826A1/en not_active Ceased
- 2010-07-30 JP JP2012523107A patent/JP2013501105A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06279508A (ja) * | 1993-03-26 | 1994-10-04 | Dainippon Ink & Chem Inc | 非水ディスパージョン樹脂の製造方法ならびに該樹脂を含んで成る塗料用樹脂組成物 |
| JP2001316446A (ja) * | 2000-05-10 | 2001-11-13 | Dainippon Ink & Chem Inc | 常温硬化性非水分散型樹脂組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2531997T3 (es) | 2015-03-23 |
| WO2011014826A1 (en) | 2011-02-03 |
| US20120123030A1 (en) | 2012-05-17 |
| CN102574950A (zh) | 2012-07-11 |
| EP2459601A4 (en) | 2012-12-26 |
| EP2459601A1 (en) | 2012-06-06 |
| EP2459601B1 (en) | 2014-12-10 |
| US9023981B2 (en) | 2015-05-05 |
| CA2769446A1 (en) | 2011-02-03 |
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