CN105038476A - 一种汽车用高固体份罩光型油性丙烯酸树脂及其制备方法 - Google Patents
一种汽车用高固体份罩光型油性丙烯酸树脂及其制备方法 Download PDFInfo
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- CN105038476A CN105038476A CN201510536328.XA CN201510536328A CN105038476A CN 105038476 A CN105038476 A CN 105038476A CN 201510536328 A CN201510536328 A CN 201510536328A CN 105038476 A CN105038476 A CN 105038476A
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- Prior art keywords
- acrylic resin
- acid
- methacrylate
- high solid
- acrylate
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- 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.)
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- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 52
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 52
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 239000007787 solid Substances 0.000 claims abstract description 66
- 239000011347 resin Substances 0.000 claims abstract description 49
- 229920005989 resin Polymers 0.000 claims abstract description 49
- 239000002904 solvent Substances 0.000 claims abstract description 37
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000003085 diluting agent Substances 0.000 claims abstract description 28
- 239000002253 acid Substances 0.000 claims abstract description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 17
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 17
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims abstract description 15
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims abstract description 15
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 15
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 15
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims abstract description 15
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000004922 lacquer Substances 0.000 claims description 34
- 239000003921 oil Substances 0.000 claims description 33
- -1 n-dodecyl Chemical group 0.000 claims description 27
- 239000000178 monomer Substances 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 20
- OZCWUNHGNVXCCO-UHFFFAOYSA-N oxiran-2-ylmethyl hydrogen carbonate Chemical group OC(=O)OCC1CO1 OZCWUNHGNVXCCO-UHFFFAOYSA-N 0.000 claims description 16
- 238000003756 stirring Methods 0.000 claims description 15
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 14
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 14
- VLCAYQIMSMPEBW-UHFFFAOYSA-N methyl 3-hydroxy-2-methylidenebutanoate Chemical compound COC(=O)C(=C)C(C)O VLCAYQIMSMPEBW-UHFFFAOYSA-N 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 claims description 10
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 10
- 235000021355 Stearic acid Nutrition 0.000 claims description 10
- 229940043232 butyl acetate Drugs 0.000 claims description 10
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 10
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 10
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 10
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 10
- 238000010992 reflux Methods 0.000 claims description 10
- 239000008117 stearic acid Substances 0.000 claims description 10
- 238000010792 warming Methods 0.000 claims description 10
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 8
- 238000010926 purge Methods 0.000 claims description 8
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 5
- NPAIMXWXWPJRES-UHFFFAOYSA-N butyltin(3+) Chemical group CCCC[Sn+3] NPAIMXWXWPJRES-UHFFFAOYSA-N 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 229920001225 polyester resin Polymers 0.000 claims description 5
- 239000004645 polyester resin Substances 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 claims description 3
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 claims description 3
- 239000003973 paint Substances 0.000 abstract description 12
- 238000010276 construction Methods 0.000 abstract description 6
- 238000010790 dilution Methods 0.000 abstract description 3
- 239000012895 dilution Substances 0.000 abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 3
- 239000012855 volatile organic compound Substances 0.000 abstract 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 abstract 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 abstract 1
- JJRDRFZYKKFYMO-UHFFFAOYSA-N 2-methyl-2-(2-methylbutan-2-ylperoxy)butane Chemical compound CCC(C)(C)OOC(C)(C)CC JJRDRFZYKKFYMO-UHFFFAOYSA-N 0.000 abstract 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 abstract 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 abstract 1
- IAXXETNIOYFMLW-GYSYKLTISA-N [(1r,3r,4r)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@@]2(C)[C@H](OC(=O)C(=C)C)C[C@@H]1C2(C)C IAXXETNIOYFMLW-GYSYKLTISA-N 0.000 abstract 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 description 13
- 238000000576 coating method Methods 0.000 description 13
- 238000001035 drying Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 239000006096 absorbing agent Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 150000007520 diprotic acids Chemical class 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000007667 floating Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
Claims (10)
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CN201510536328.XA CN105038476B (zh) | 2015-08-26 | 2015-08-26 | 一种汽车用高固体份罩光型油性丙烯酸树脂及其制备方法 |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106084143A (zh) * | 2016-06-29 | 2016-11-09 | 潍坊富乐新材料有限公司 | 一种低voc羟基丙烯酸树脂及其制备工艺 |
CN106280631A (zh) * | 2016-08-29 | 2017-01-04 | 常熟市晓轶金属配件厂 | 纺织设备用摩擦盘 |
CN106749945A (zh) * | 2016-11-29 | 2017-05-31 | 广州慧谷化学有限公司 | 一种聚酯改性水性丙烯酸树脂及制备和在清漆中的应用 |
CN107652728A (zh) * | 2016-07-23 | 2018-02-02 | 天津市新丽华色材有限责任公司 | 一种超亲水玻璃透明涂料 |
CN112592636A (zh) * | 2020-12-23 | 2021-04-02 | 湖州聚合环保科技有限公司 | 一种紫外光固化树脂及其生产工艺 |
CN114369199A (zh) * | 2022-01-28 | 2022-04-19 | 重庆毂运科技有限公司 | 一种高固体份丙烯酸树脂及其制备方法 |
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JPH0741523A (ja) * | 1993-04-05 | 1995-02-10 | Hoechst Ag | アクリレート共重合体の水希釈性分散体 |
US5514755A (en) * | 1994-04-06 | 1996-05-07 | Imperial Chemical Industries Plc | Coating compositions comprising isobornyl methacrylate and 4-hydroxybutyl acrylate |
CN101659727A (zh) * | 2009-09-22 | 2010-03-03 | 江苏柏鹤涂料有限公司 | 丙烯酸超支化树脂及其在镜背涂料中的应用 |
CN102504086A (zh) * | 2011-10-27 | 2012-06-20 | 中国海洋石油总公司 | 一种改进的制备涂料用溶剂型丙烯酸树脂的方法 |
CN104403044A (zh) * | 2014-11-12 | 2015-03-11 | 马鞍山优科化工有限公司 | 一种罩光型水溶性丙烯酸树脂及其制备方法 |
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2015
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JPH0741523A (ja) * | 1993-04-05 | 1995-02-10 | Hoechst Ag | アクリレート共重合体の水希釈性分散体 |
US5514755A (en) * | 1994-04-06 | 1996-05-07 | Imperial Chemical Industries Plc | Coating compositions comprising isobornyl methacrylate and 4-hydroxybutyl acrylate |
CN101659727A (zh) * | 2009-09-22 | 2010-03-03 | 江苏柏鹤涂料有限公司 | 丙烯酸超支化树脂及其在镜背涂料中的应用 |
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CN104403044A (zh) * | 2014-11-12 | 2015-03-11 | 马鞍山优科化工有限公司 | 一种罩光型水溶性丙烯酸树脂及其制备方法 |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106084143A (zh) * | 2016-06-29 | 2016-11-09 | 潍坊富乐新材料有限公司 | 一种低voc羟基丙烯酸树脂及其制备工艺 |
CN106084143B (zh) * | 2016-06-29 | 2019-07-09 | 潍坊富乐新材料有限公司 | 一种低voc羟基丙烯酸树脂及其制备工艺 |
CN107652728A (zh) * | 2016-07-23 | 2018-02-02 | 天津市新丽华色材有限责任公司 | 一种超亲水玻璃透明涂料 |
CN106280631A (zh) * | 2016-08-29 | 2017-01-04 | 常熟市晓轶金属配件厂 | 纺织设备用摩擦盘 |
CN106749945A (zh) * | 2016-11-29 | 2017-05-31 | 广州慧谷化学有限公司 | 一种聚酯改性水性丙烯酸树脂及制备和在清漆中的应用 |
CN106749945B (zh) * | 2016-11-29 | 2020-02-28 | 广州慧谷化学有限公司 | 一种聚酯改性水性丙烯酸树脂及制备和在清漆中的应用 |
CN112592636A (zh) * | 2020-12-23 | 2021-04-02 | 湖州聚合环保科技有限公司 | 一种紫外光固化树脂及其生产工艺 |
CN114369199A (zh) * | 2022-01-28 | 2022-04-19 | 重庆毂运科技有限公司 | 一种高固体份丙烯酸树脂及其制备方法 |
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