CN107828012A - A kind of acrylate polymer, preparation method and applications - Google Patents
A kind of acrylate polymer, preparation method and applications Download PDFInfo
- Publication number
- CN107828012A CN107828012A CN201711132763.1A CN201711132763A CN107828012A CN 107828012 A CN107828012 A CN 107828012A CN 201711132763 A CN201711132763 A CN 201711132763A CN 107828012 A CN107828012 A CN 107828012A
- Authority
- CN
- China
- Prior art keywords
- solvent
- acrylate
- acrylate polymer
- initiator
- 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.)
- Pending
Links
- 229920000058 polyacrylate Polymers 0.000 title claims abstract description 64
- 238000002360 preparation method Methods 0.000 title claims description 24
- 238000000576 coating method Methods 0.000 claims abstract description 37
- 239000011248 coating agent Substances 0.000 claims abstract description 36
- -1 alicyclic isocyanate Chemical class 0.000 claims abstract description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 3
- 239000000178 monomer Substances 0.000 claims description 82
- 239000002904 solvent Substances 0.000 claims description 61
- 239000003999 initiator Substances 0.000 claims description 41
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 21
- 239000007787 solid Substances 0.000 claims description 16
- 150000002148 esters Chemical class 0.000 claims description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- 239000012752 auxiliary agent Substances 0.000 claims description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 9
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 8
- 150000002978 peroxides Chemical class 0.000 claims description 8
- 238000009413 insulation Methods 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 5
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 claims description 4
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 4
- 239000000049 pigment Substances 0.000 claims description 4
- 239000012970 tertiary amine catalyst Substances 0.000 claims description 4
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 claims description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical group N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
- 229910002012 Aerosil® Inorganic materials 0.000 claims 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 claims description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 3
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 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
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 claims description 2
- 125000003006 2-dimethylaminoethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 2
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 claims description 2
- JCCIFDCPHCKATH-UHFFFAOYSA-N 2-methylbutan-2-yl acetate Chemical compound CCC(C)(C)OC(C)=O JCCIFDCPHCKATH-UHFFFAOYSA-N 0.000 claims description 2
- 102100040409 Ameloblastin Human genes 0.000 claims description 2
- 101000891247 Homo sapiens Ameloblastin Proteins 0.000 claims description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical group CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920002125 Sokalan® Chemical class 0.000 claims description 2
- AJDTZVRPEPFODZ-PAMPIZDHSA-J [Sn+4].[O-]C(=O)\C=C/C([O-])=O.[O-]C(=O)\C=C/C([O-])=O Chemical compound [Sn+4].[O-]C(=O)\C=C/C([O-])=O.[O-]C(=O)\C=C/C([O-])=O AJDTZVRPEPFODZ-PAMPIZDHSA-J 0.000 claims description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 2
- 239000000440 bentonite Substances 0.000 claims description 2
- 229910000278 bentonite Inorganic materials 0.000 claims description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- 239000004359 castor oil Substances 0.000 claims description 2
- 235000019438 castor oil Nutrition 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 claims description 2
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- ZTFZSHLWORMEHO-UHFFFAOYSA-A pentaaluminum;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O.[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O.[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O ZTFZSHLWORMEHO-UHFFFAOYSA-A 0.000 claims description 2
- 239000004584 polyacrylic acid Chemical class 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 2
- 239000004408 titanium dioxide Substances 0.000 claims description 2
- 238000009736 wetting Methods 0.000 claims description 2
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- 239000003205 fragrance Substances 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 239000003973 paint Substances 0.000 abstract description 19
- 239000000853 adhesive Substances 0.000 abstract description 5
- 230000001070 adhesive effect Effects 0.000 abstract description 5
- 230000037452 priming Effects 0.000 abstract description 5
- 238000010422 painting Methods 0.000 abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 abstract description 3
- 239000012948 isocyanate Substances 0.000 abstract description 3
- 239000004814 polyurethane Substances 0.000 abstract description 3
- 229920002635 polyurethane Polymers 0.000 abstract description 3
- 239000011347 resin Substances 0.000 abstract description 3
- 229920005989 resin Polymers 0.000 abstract description 3
- 238000010276 construction Methods 0.000 description 9
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000004576 sand Substances 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 4
- 238000004873 anchoring Methods 0.000 description 4
- 235000009508 confectionery Nutrition 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 239000004519 grease Substances 0.000 description 4
- QYPPRTNMGCREIM-UHFFFAOYSA-N methylarsonic acid Chemical compound C[As](O)(O)=O QYPPRTNMGCREIM-UHFFFAOYSA-N 0.000 description 4
- QQWAKSKPSOFJFF-UHFFFAOYSA-N oxiran-2-ylmethyl 2,2-dimethyloctanoate Chemical compound CCCCCCC(C)(C)C(=O)OCC1CO1 QQWAKSKPSOFJFF-UHFFFAOYSA-N 0.000 description 4
- OZCWUNHGNVXCCO-UHFFFAOYSA-N oxiran-2-ylmethyl hydrogen carbonate Chemical group OC(=O)OCC1CO1 OZCWUNHGNVXCCO-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000010792 warming Methods 0.000 description 3
- 125000005396 acrylic acid ester group Chemical group 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000005028 tinplate Substances 0.000 description 2
- GNEPLYVYORHREW-UHFFFAOYSA-N 1,1,3,3,6-pentamethyl-7-nitro-2h-inden-5-amine Chemical compound CC1=C(N)C=C2C(C)(C)CC(C)(C)C2=C1[N+]([O-])=O GNEPLYVYORHREW-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- GHUXAYLZEGLXDA-UHFFFAOYSA-N 8-azido-5-ethyl-6-phenylphenanthridin-5-ium-3-amine;bromide Chemical compound [Br-].C12=CC(N=[N+]=[N-])=CC=C2C2=CC=C(N)C=C2[N+](CC)=C1C1=CC=CC=C1 GHUXAYLZEGLXDA-UHFFFAOYSA-N 0.000 description 1
- 241000790917 Dioxys <bee> Species 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- 229910003978 SiClx Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 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 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 230000002262 irrigation Effects 0.000 description 1
- 238000003973 irrigation Methods 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 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
- 238000005272 metallurgy Methods 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 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
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/04—Azo-compounds
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/28—Oxygen or compounds releasing free oxygen
- C08F4/32—Organic compounds
- C08F4/34—Per-compounds with one peroxy-radical
-
- 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
- C09D133/062—Copolymers with monomers not covered by C09D133/06
- C09D133/066—Copolymers with monomers not covered by C09D133/06 containing -OH groups
-
- 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
- C08K2003/2237—Oxides; Hydroxides of metals of titanium
- C08K2003/2241—Titanium dioxide
-
- 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
- C08K2003/2265—Oxides; Hydroxides of metals of iron
- C08K2003/2272—Ferric oxide (Fe2O3)
-
- 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
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
- C08K2003/3045—Sulfates
-
- 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
- C08K3/32—Phosphorus-containing compounds
- C08K2003/321—Phosphates
- C08K2003/327—Aluminium phosphate
-
- 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
- C08K3/34—Silicon-containing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses a kind of acrylate polymer, has following constitutional repeating unit：Wherein：n1=1~13, n2=1~13, n3=1~13, n4=1~13, n5=1~13, R1Selected from hydrogen, methyl, R2Selected from C1~C6Alkyl.Coating prepared by the acrylate polymer of the present invention can be used as engineering machinery coating, coordinate aliphatic or alicyclic isocyanate resin that priming paint, middle painting and the finish paint of polyurethane is made, paint film is hard, soft, bright, plentiful, wear-resisting, and adhesive force is good, good weatherability, excellent combination property.
Description
Technical field
The invention belongs to technical field of coatings, more particularly to it is a kind of be used for engineering machinery coating acrylate polymer,
Preparation method and applications.
Background technology
Engineering machinery is for items such as town and country construction, railway, highway, port and pier, irrigation and water conservancy, electric power, metallurgy, mines
The machinery of capital construction projects construction service, every earth work, stonework, concrete works and various building installation engineerings
In comprehensive mechanization construction, necessary Work machine equipment, engineering machinery is referred to as.By the development of more than 50 years, China
Construction machinery industry has basically formed a rounded system, can produce 18 major classes, the product of 4500 plurality of specifications models.By
In the increasing of infrastructure input, engineering machinery quickly grows, had been to be concerned by more and more people in recent years, the hair of engineering machinery
Exhibition also brings opportunity to supporting industry.The requirement of engineering machinery protective capacities and presentation quality steps up, and engineering machinery applies
Dress progressively turns into coating and the focus of paint industry concern, also as the emerging market of Paint manufacturers contention.
Form-making design of the raising of construction machinery product application presentation quality not only with engineering machinery in itself is relevant, also
It is relevant with the performance of paint application.Past, engineering machinery application using antirust as main syllabus, coating used be using antirust as
The priming paint of major function.With the raising that the development and people of society are required product appearance, the decoration work(of engineering machinery application
Can increasingly it protrude, used coating will not only have compared with high-decoration energy, it is necessary to there is certain weather resistance, not only
Ensure that construction machinery product has beautiful coat when dispatching from the factory, also to ensure that the use process in transport and certain time limit is not moved back
Color, not loss of gloss fade, few loss of gloss less.Therefore, requirement of the construction machinery industry coating to performance can more and more higher.Polyurethane
Coating is with its excellent combination property by as the main flow of engineering machinery coating.
In view of this, it is necessary to one kind is provided and is used for engineering machinery coating acrylate polymer.
The content of the invention
The defects of existing for prior art, of the invention first purpose are to provide a kind of acrylate polymer.
It is a further object to provide a kind of preparation method of the acrylate polymer.
It is also another object of the present invention to provide the purposes that a kind of acrylate polymer is used as coating.
To achieve these goals, the technical solution adopted by the present invention is as follows：
One aspect of the present invention provides a kind of acrylate polymer, has following constitutional repeating unit：
Wherein：
n1=1~13, n2=1~13, n3=1~13, n4=1~13, n5=1~13,
R1Selected from hydrogen, methyl,
R2Selected from C1~C6Alkyl.
The number-average molecular weight Mn of the acrylate polymer be 7000~9000, weight average molecular weight Mw be 23000~
30000, decentralization Mw/Mn are 2~4, and hydroxyl value is 50~80mgKOH/g.
Another aspect of the present invention provides a kind of preparation method of the acrylate polymer, including following step
Suddenly：
Under nitrogen protection, Part I solvent, Part I MCE monomers and Part I acrylate monomer are mixed,
Part II MCE monomers, Part II acrylate monomer, Part I initiator and Part II solvent are added dropwise after heating
Mixture, it is incubated for the first time, adds the mixture of Part II initiator and Part III solvent；Then second of insulation, most
Part IV solvent is added afterwards and is diluted adjustment solid part, obtains acrylate polymer.
The dosage of the initiator is the 0.5~1.0% of solvent, MCE monomers, acrylate monomer and initiator total amount.
The dosage of the MCE monomers is the 12~17% of solvent, MCE monomers, acrylate monomer and initiator total amount.
The dosage of the solvent is the 45~50% of solvent, MCE monomers, acrylate monomer and initiator total amount.
The dosage of the acrylate monomer be solvent, MCE monomers, acrylate monomer and initiator total amount 35~
40%.
Dropwise addition Part II MCE monomers, Part II acrylate monomer, Part I initiator and the Part II
The temperature of the mixture of solvent is 120~130 DEG C.
Dropwise addition Part II MCE monomers, Part II acrylate monomer, Part I initiator and the Part II
2~5h of mixture used time of solvent.
The time of the first time insulation is 0.5~1h.
1.0~the 1.5h of mixture used time for adding Part II initiator and Part III solvent.
The time of second of insulation is 1.5~2.5h.
Described solid part is 50~55%.
The acrylate monomer is styrene, methyl acrylate, ethyl acrylate, butyl acrylate, acrylic acid 2- second
The own ester of base, methyl methacrylate, EMA, butyl methacrylate, 2-Ethylhexyl Methacrylate, propylene
At least one of sour isobornyl thiocyanoacetate, isobornyl methacrylate, lauryl methacrylate；Containing carboxyl functional monomer：
Such as at least one of methacrylic acid, acrylic acid；Hydroxy functional groups monomer：Such as hydroxyethyl methacrylate, metering system
At least one of sour hydroxypropyl acrylate, hydroxypropyl acrylate, hydroxy-ethyl acrylate.
The initiator is azo or peroxide type initiators, preferably azodiisobutyronitrile, ABVN,
AMBN, azo diisopropyl imidazoline hydrochloride, azo-bis-iso-dimethyl, benzoyl peroxide, benzoyl peroxide uncle
Butyl ester, methyl ethyl ketone peroxide, tert-butyl peroxide 2- ethylhexyls, peroxidating acetic acid tert-pentyl ester, two t-amyl peroxy compounds, mistake
Aoxidize at least one of 2 ethyl hexanoic acid tert-pentyl ester, more preferably azodiisobutyronitrile and peroxidating 2 ethyl hexanoic acid uncle penta
Ester.
The solvent can be at least one of esters solvent, benzene kind solvent, wherein：Esters solvent can select acetic acid
At least one of toluene, dimethylbenzene then may be selected at least one of butyl ester, propylene glycol methyl ether acetate, benzene kind solvent.It is excellent
Choosing uses dimethylbenzene and butyl acetate.
The MCE monomers are the prepolymers of tertiary carbonic acid glycidyl ester and acrylic monomers, containing 20% solvent, below
Abbreviation MCE monomers, M：(Methacrylic Acid, MAA, methacrylic acid), CE：(CARDURA E10P, versatic acid shrink sweet
Grease), MCE monomer structure formulas are as follows：
Wherein：R1+R2Carbon atom number be 7；
R1、R2It is each independently selected from C1~C6Alkyl.
The preparation method of the MCE monomers is referring to patent：201610035715.X.
Another aspect of the invention provides a kind of coating for including the acrylate polymer, including following weight
The component of number：
The pigment is at least one of iron oxide red, titanium dioxide, aluminium triphosphate.
The filler is at least one of talcum powder, blanc fixe.
The anti-settling auxiliary agent is at least one of bentonite, aerosil, castor oil wax, preferably gas phase dioxy
SiClx, organobentonite, anti-settling auxiliary agent are specially BENTONE 38, and purchased from De Qian companies, AEROSIL R972 are purchased from Degussa
Company.
The wetting dispersing agent is at least one of polyamino salt, polyacrylic acid derivative, polyether derivative, is specially
BYK-161, purchased from BYK companies.
The levelling agent is at least one of polyacrylate leveling auxiliary agent, organic silicon leveling auxiliary agent, is specially
BYK-352, BYK-320, it is purchased from BYK companies.
The catalyst is at least one of tertiary amine catalyst, organo-tin compound.
The tertiary amine catalyst is selected from N, N- dimethyl cyclohexyl amines, double (2- dimethylaminoethyls) ethers, N, N, N', N'- tetra-
At least one of methyl Alkylenediamine, triethylamine, N, N- dimethyl benzylamines.
The organo-tin compound is dibutyl tin laurate, stannous octoate, dialkyl tin dimaleate, two mercaptan
At least one of tin alkyl.
The solvent is at least one of aromatic hydrocarbon solvent, esters solvent.
The aromatic hydrocarbon solvent be toluene, dimethylbenzene, S-100# solvent naphthas, trimethylbenzene solvent naphtha, S-150# solvent naphthas,
At least one of durene solvent naphtha, preferably dimethylbenzene.
The esters solvent is butyl acetate, ethyl acetate, at least one of methyl acetate, preferably butyl acetate,
Hypotoxicity.
Due to there is advantages below and beneficial effect using above-mentioned technical proposal, the present invention：
The monomer containing anchoring group is introduced in the acrylate polymer of the present invention, this particular monomers have certain
Carbochain number, end group have anchoring group, can strengthen adhesive force of the coating to metal；Useful space steric hindrance reduces polar solvent and change
Material permeating and reduce the hydrolysis of ester bond to paint film is learned, therefore, is had with coating of its preparation excellent acidproof, alkaline-resisting
Property；The structure of versatic acid, which has, suppresses air oxidation, and to UV stable, the coating outdoor stability with its preparation is good,
Gloss can be improved.
In the acrylate polymer of the present invention azo-initiator is used and peroxide type initiators is combined
Mode, early stage, polymerization stage used azo-initiator, azo compound make initiator have compared with peroxide it is many excellent
Point, its oxidability is small, can be with suitable resolution of velocity at 50 DEG C~80 DEG C, and its decomposition rate is smaller by solvent effect, and nothing lures
Decomposition is led, therefore reacts more stable.Later stage uses peroxide type initiators, and its reactivity is stronger, suitable for higher temperatures
The polymerization of unreacted acrylate monomer under degree, improve conversion ratio.
The preparation method of the acrylate polymer of the present invention is using addition part mixing acrylate monomer in advance to instead
Answer in device, the synthesis mode of initiator and other residual acrylic acid ester monomers is then added dropwise again, with common before acrylic acid
The synthesis mode that ester monomer and a part for initiator mixture add reactor in advance is different, the acrylate added in advance
Monomer mixture is incomplete same in composition species and monomer ratio and the mix monomer for being added dropwise, also without initiator.This
Kind synthesis mode can adjust the unexpectedly poly- power of mix monomer, controls the building form of polymer, is smoothed out copolymerization.
Coating prepared by the acrylate polymer of the present invention can be used as engineering machinery coating, coordinate aliphatic or alicyclic
Priming paint, middle painting and the finish paint of polyurethane is made in isocyanate resin, and paint film is hard, soft, bright, plentiful, wear-resisting, adhesive force
It is good, good weatherability, excellent combination property.
Embodiment
In order to illustrate more clearly of the present invention, with reference to preferred embodiment, the present invention is described further.Ability
Field technique personnel should be appreciated that following specifically described content is illustrative and be not restrictive, and this should not be limited with this
The protection domain of invention.
In the case of being clear from, being explained to the purpose of the present invention by following examples, the component of the composition
Released using parts by weight as the universal standard bright.In the case of without special instruction, for simplicity, institute in the embodiment of the present invention
" part " stated has identical meaning with parts by weight.
Embodiment 1
A kind of formula of acrylate polymer is as shown in table 1：
Table 1
The MCE monomers are the prepolymers of tertiary carbonic acid glycidyl ester and acrylic monomers, containing 20% solvent, below
Abbreviation MCE monomers, M：(Methacrylic Acid, MAA, methacrylic acid), CE：(CARDURA E10P, versatic acid shrink sweet
Grease), MCE monomer structure formulas are as follows：
Wherein：R1+R2Carbon atom number be 7；
R1For methyl, R2For-(CH2)5CH3。
The preparation method of the acrylate polymer of the present embodiment comprises the following steps：
To one equipped with agitator, condenser pipe, thermometer, dropping funel four-hole boiling flask in, add kettle material 1, then
Under nitrogen protection, it is warming up to the tear drop 1 and tear drop being pre-mixed at 125 DEG C with dropping funel dropwise addition and is added dropwise for 2,3 hours,
Insulation 0.5 hour, mend be added dropwise tear drop 3,1 hour used time, be incubated 2 hours, be eventually adding solvent be diluted adjustment solid part be
50~55%, acrylate polymer is made.Molecular chain conformation is：Mn=8980, Mw=26649, MW/ Mn=3, hydroxyl value
(theoretical value)=60mgKOH/g, solid part are 50.8%, viscosity X~Y, acid number 3.1.
Embodiment 2
A kind of formula of acrylate polymer is as shown in table 2：
Table 2
The MCE monomers are the prepolymers of tertiary carbonic acid glycidyl ester and acrylic monomers, containing 20% solvent, below
Abbreviation MCE monomers, M：(Methacrylic Acid, MAA, methacrylic acid), CE：(CARDURA E10P, versatic acid shrink sweet
Grease), MCE monomer structure formulas are as follows：
Wherein：R1+R2Carbon atom number be 7；
R1For ethyl, R2For-(CH2)4CH3。
The preparation method of the acrylate polymer of the present embodiment comprises the following steps：
To one equipped with agitator, condenser pipe, thermometer, dropping funel four-hole boiling flask in, add kettle material 1, then
Under nitrogen protection, it is warming up to the tear drop 1 and tear drop being pre-mixed at 125 DEG C with dropping funel dropwise addition and drips for 2,2.5 hours
Finish, be incubated 1 hour, mend and tear drop 3 is added dropwise, 1.5 hours used times, be incubated 1.5 hours, be eventually adding solvent and be diluted adjustment solid
Part is 50~55%, and acrylate polymer is made.Molecular chain conformation is：Mn=7663, Mw=25177, MW/ Mn=3.3,
Hydroxyl value (theoretical value)=65mgKOH/g, solid part are 50.2%, viscosity X~Y, acid number 5.1.
Embodiment 3
A kind of formula of acrylate polymer is as shown in table 3：
Table 3
The MCE monomers are the prepolymers of tertiary carbonic acid glycidyl ester and acrylic monomers, containing 20% solvent, below
Abbreviation MCE monomers, M：(Methacrylic Acid, MAA, methacrylic acid), CE：(CARDURA E10P, versatic acid shrink sweet
Grease), MCE monomer structure formulas are as follows：
Wherein：R1+R2Carbon atom number be 7；
R1For propyl group, R2For-(CH2)3CH3。
The preparation method of the acrylate polymer of the present embodiment comprises the following steps：
To one equipped with agitator, condenser pipe, thermometer, dropping funel four-hole boiling flask in, add kettle material 1, then
Under nitrogen protection, it is warming up to the tear drop 1 and tear drop being pre-mixed at 125 DEG C with dropping funel dropwise addition and drips for 2,2.5 hours
Finish, be incubated 1 hour, mend and tear drop 3 is added dropwise, 1.5 hours used times, be incubated 1.5 hours, be eventually adding solvent and be diluted adjustment solid
Part is 50~55%, and acrylate polymer is made.Molecular chain conformation is：Mn=8491, Mw=23895, MW/ Mn=2.8,
Hydroxyl value (theoretical value)=65mgKOH/g, solid part are 50.2%, viscosity X~Y, acid number 5.1.
Embodiment 4
The formula of coating comprising the acrylate polymer is as shown in table 4：
Table 4
The preparation method of coating comprising the acrylate polymer comprises the following steps：
By 1,2,3 input premix cylinders in, 400~600rpm stir 5 minutes, add auxiliary agent 4,5,6, pigment 7,8, filler 9,
Disperse 45 minutes at a high speed under 10,1000~1200rpm rotating speeds, 5~12 hours be then sanded in sand mill to 30 μm of fineness ＜,
Go to and be let down cylinder, rinsed with 11,12 and premix cylinder and sand mill and pipeline, then add auxiliary agent 13,14,800~1000rpm turns
The lower stirring of speed 20 minutes, with 15,16 adjustment viscosity and solid part to qualified, obtain the painting for including the acrylate polymer
Material, the embodiment obtain iron oxide red primer.Its viscosity is 64~68KU/20 DEG C, and solid part is 54~64%.
Mask-making technology：
It is 15 in mass ratio by iron oxide red primer and curing agent (MP/X of BASONAT HB 175)：1 ratio mixing, dilution
To working viscosity, spray on phosphatization steel plate, 35~45 μm of thickness, levelling 10 minutes, then 80 DEG C are toasted 30 minutes, and performance is surveyed
Test result is as shown in table 5.
Table 5
Embodiment 5
The formula of coating comprising the acrylate polymer is as shown in table 6：
Table 6
The preparation method of coating comprising the acrylate polymer comprises the following steps：
1,2,3 inputs are premixed in cylinder, 400~500rpm is stirred 5 minutes, and 15 minutes sides are stirred under 500~700rpm and are stirred
Mix side and put into 4,5,6,7 successively, 15 minutes (notes of stirring：A kind of powder is often added, after 5 minutes need to be stirred, next powder can be added
Material), then auxiliary agent 8,9,10 is put into, disperse at a high speed under 800~1000rpm rotating speeds 45 minutes, 5~12 are then sanded in sand mill
Hour to 30 μm of fineness ＜, go to and be let down cylinder, rinsed with 11,12 and premix cylinders and sand mill and pipeline, then add auxiliary agent 13,
Stirred 20 minutes under 14,800~1000rpm rotating speeds, with 15,16 adjustment viscosity and solid part to qualified, obtain and include described third
The coating of olefine acid ester polymer, the embodiment obtains to be applied in white.Its viscosity be 64~68KU/20 DEG C, solid part be 64~
68%.
Mask-making technology：
It will be applied in white and curing agent (MP/X of BASONAT HB 175) be 12 in mass ratio：1 ratio mixing, dilution
To working viscosity, spray on the tinplate polished, 30~40 μm of thickness, levelling 10 minutes, then 70 DEG C are toasted 30 points
Clock, the performance test results are as shown in table 7.
Table 7
Embodiment 6
The formula of coating comprising the acrylate polymer is as shown in table 8：
Table 8
The preparation method of coating comprising the acrylate polymer comprises the following steps：
1,2,3 inputs are premixed in cylinder, 400~500rpm is stirred 5 minutes, adds pigment 4,1000~1200rpm rotating speeds
Lower high speed is scattered 45 minutes, and 5~12 hours are then sanded in sand mill to 5 μm of fineness ＜, goes to and is let down cylinder, rinsed with 5,6
Cylinder and sand mill and pipeline are premixed, acrylate polymer 7, auxiliary agent 8,9 is then added, is stirred under 800~1000rpm rotating speeds
20 minutes, with 10,11 adjustment viscosity and solid part to qualified, obtain the coating for including the acrylate polymer, the implementation
Example obtains white finish paint.Its viscosity is 72~76KU/20 DEG C, and solid part is 55~65%.
Mask-making technology：
It is 6 in mass ratio by white finish paint and curing agent (BASONAT HI 100)：1 ratio mixing, is diluted to construction
Viscosity, spray on the tinplate polished, 30~40 μm of thickness, levelling 7 minutes, then 70 DEG C are toasted 30 minutes, performance
Test result is as shown in table 9.
Table 9
Embodiment 7
Same as Example 4, difference is：The acrylate polymer alternate embodiment 1 of embodiment 2, as a result with implementation
Example 4 is similar.
Embodiment 8
Same as Example 5, difference is：The acrylate polymer alternate embodiment 1 of embodiment 2, as a result with implementation
Example 5 is similar.
Embodiment 9
Same as Example 6, difference is：The acrylate polymer alternate embodiment 1 of embodiment 2, as a result with implementation
Example 6 is similar.
Embodiment 10
Same as Example 4, difference is：The acrylate polymer alternate embodiment 1 of embodiment 3, as a result with implementation
Example 4 is similar.
Embodiment 11
Same as Example 5, difference is：The acrylate polymer alternate embodiment 1 of embodiment 3, as a result with implementation
Example 5 is similar.
Embodiment 12
Same as Example 6, difference is：The acrylate polymer alternate embodiment 1 of embodiment 3, as a result with implementation
Example 6 is similar.
It was found from embodiment 4~12, acrylate copolymer of the invention is applied to engineering machinery from priming paint to finish paint
Coating, performance can meet demands.
The monomer containing anchoring group is introduced in the acrylate polymer of the present invention, this particular monomers have certain
Carbochain number, end group have anchoring group, can strengthen adhesive force of the coating to metal；Useful space steric hindrance reduces polar solvent and change
Material permeating and reduce the hydrolysis of ester bond to paint film is learned, therefore, is had with coating of its preparation excellent acidproof, alkaline-resisting
Property；The structure of versatic acid, which has, suppresses air oxidation, and to UV stable, the coating outdoor stability with its preparation is good,
Gloss can be improved.
In the acrylate polymer of the present invention azo-initiator is used and peroxide type initiators is combined
Mode, early stage, polymerization stage used azo-initiator, azo compound make initiator have compared with peroxide it is many excellent
Point, its oxidability is small, can be with suitable resolution of velocity at 50 DEG C~80 DEG C, and its decomposition rate is smaller by solvent effect, and nothing lures
Decomposition is led, therefore reacts more stable.Later stage uses peroxide type initiators, and its reactivity is stronger, suitable for higher temperatures
The polymerization of unreacted acrylate monomer under degree, improve conversion ratio.
The preparation method of the acrylate polymer of the present invention is using addition part mixing acrylate monomer in advance to instead
Answer in device, the synthesis mode of initiator and other residual acrylic acid ester monomers is then added dropwise again, with common before acrylic acid
The synthesis mode that ester monomer and a part for initiator mixture add reactor in advance is different, the acrylate added in advance
Monomer mixture is incomplete same in composition species and monomer ratio and the mix monomer for being added dropwise, also without initiator.This
Kind synthesis mode can adjust the unexpectedly poly- power of mix monomer, controls the building form of polymer, is smoothed out copolymerization.
Coating prepared by the acrylate polymer of the present invention can be used as engineering machinery coating, coordinate aliphatic or alicyclic
Priming paint, middle painting and the finish paint of polyurethane is made in isocyanate resin, and paint film is hard, soft, bright, plentiful, wear-resisting, adhesive force
It is good, good weatherability, excellent combination property.
Obviously, the above embodiment of the present invention is only intended to clearly illustrate example of the present invention, and is not pair
The restriction of embodiments of the present invention, for those of ordinary skill in the field, may be used also on the basis of the above description
To make other changes in different forms, all embodiments can not be exhaustive here, it is every to belong to this hair
Row of the obvious changes or variations that bright technical scheme is extended out still in protection scope of the present invention.
Claims (14)
- A kind of 1. acrylate polymer, it is characterised in that：With following constitutional repeating unit：Wherein：n1=1~13, n2=1~13, n3=1~13, n4=1~13, n5=1~13,R1Selected from hydrogen, methyl,R2Selected from C1~C6Alkyl.
- 2. acrylate polymer according to claim 1, it is characterised in that：The number of the acrylate polymer is divided equally Son amount Mn be 7000~9000, weight average molecular weight Mw be 23000~30000, decentralization Mw/Mn be 2~4, hydroxyl value be 50~ 80mgKOH/g。
- A kind of 3. preparation method of the acrylate polymer described in claim 1 or 2, it is characterised in that：Comprise the following steps：Under nitrogen protection, Part I solvent, Part I MCE monomers and Part I acrylate monomer are mixed, heating The mixing of Part II MCE monomers, Part II acrylate monomer, Part I initiator and Part II solvent is added dropwise afterwards Thing, it is incubated for the first time, adds the mixture of Part II initiator and Part III solvent；Then second of insulation, finally add Enter Part IV solvent and be diluted adjustment solid part, obtain acrylate polymer.
- 4. the preparation method of acrylate polymer according to claim 3, it is characterised in that：The dosage of the initiator For the 0.5~1.0% of solvent, MCE monomers, acrylate monomer and initiator total amount；The dosage of the MCE monomers is the 12~17% of solvent, MCE monomers, acrylate monomer and initiator total amount；The dosage of the solvent is the 45~50% of solvent, MCE monomers, acrylate monomer and initiator total amount；The dosage of the acrylate monomer is the 35~40% of solvent, MCE monomers, acrylate monomer and initiator total amount.
- 5. the preparation method of acrylate polymer according to claim 3, it is characterised in that：The dropwise addition Part II MCE monomers, Part II acrylate monomer, the temperature of mixture of Part I initiator and Part II solvent are 120 ~130 DEG C；Dropwise addition Part II MCE monomers, Part II acrylate monomer, Part I initiator and the Part II solvent 2~5h of mixture used time；The time of the first time insulation is 0.5~1h；1.0~the 1.5h of mixture used time for adding Part II initiator and Part III solvent；The time of second of insulation is 1.5~2.5h；Described solid part is 50~55%.
- 6. the preparation method of acrylate polymer according to claim 3, it is characterised in that：The acrylate monomer For styrene, methyl acrylate, ethyl acrylate, butyl acrylate, 2-EHA, methyl methacrylate, first Base ethyl acrylate, butyl methacrylate, 2-Ethylhexyl Methacrylate, isobornyl acrylate, methacrylic acid are different At least one of norbornene ester, lauryl methacrylate；Or containing in carboxyl functional monomer, hydroxy functional groups monomer extremely Few one kind；The initiator is azo or peroxide type initiators；The solvent is at least one of esters solvent, benzene kind solvent.
- 7. the preparation method of acrylate polymer according to claim 6, it is characterised in that：It is described to contain carboxyl functional group Monomer is at least one of methacrylic acid, acrylic acid；The hydroxy functional groups monomer is hydroxyethyl methacrylate, hydroxy propyl methacrylate, hydroxypropyl acrylate, propylene At least one of sour hydroxyl ethyl ester；The initiator is azodiisobutyronitrile, ABVN, AMBN, azo diisopropyl imidazoline hydrochloride, azo Two isobutyl dimethyl phthalates, benzoyl peroxide, the benzoyl peroxide tert-butyl ester, methyl ethyl ketone peroxide, tert-butyl peroxide 2- second At least one of the own ester of base, peroxidating acetic acid tert-pentyl ester, two t-amyl peroxy compounds, peroxidating 2 ethyl hexanoic acid tert-pentyl ester；The esters solvent is at least one of butyl acetate, propylene glycol methyl ether acetate；The benzene kind solvent is at least one of toluene, dimethylbenzene.
- 8. the preparation method of acrylate polymer according to claim 3, it is characterised in that：The MCE monomer structures Formula is as follows：Wherein：R1+R2Carbon atom number be 7；R1、R2It is each independently selected from C1~C6Alkyl.
- A kind of 9. coating for including the acrylate polymer of claim 1 or 2, it is characterised in that：Including following parts by weight Several components：
- 10. the coating according to claim 9 for including acrylate polymer, it is characterised in that：The pigment is oxidation At least one of iron oxide red, titanium dioxide, aluminium triphosphate；The filler is at least one of talcum powder, blanc fixe；The anti-settling auxiliary agent is at least one of bentonite, aerosil, castor oil wax.
- 11. the coating according to claim 9 for including acrylate polymer, it is characterised in that：The wetting dispersing agent For at least one of polyamino salt, polyacrylic acid derivative, polyether derivative；The levelling agent is at least one of polyacrylate leveling auxiliary agent, organic silicon leveling auxiliary agent；The catalyst is at least one of tertiary amine catalyst, organo-tin compound.
- 12. the coating according to claim 11 for including acrylate polymer, it is characterised in that：The tertiary amine catalyst Selected from N, N- dimethyl cyclohexyl amines, double (2- dimethylaminoethyls) ethers, N, N, N', N'- tetramethyls Alkylenediamine, triethylamine, At least one of N, N- dimethyl benzylamine；The organo-tin compound is dibutyl tin laurate, stannous octoate, dialkyl tin dimaleate, two mercaptan alkyl At least one of tin.
- 13. the coating according to claim 9 for including acrylate polymer, it is characterised in that：The solvent is fragrance At least one of hydrocarbon solvent, esters solvent.
- 14. the coating according to claim 13 for including acrylate polymer, it is characterised in that：The aromatic hydrocarbon solvent For at least one in toluene, dimethylbenzene, S-100# solvent naphthas, S-150# solvent naphthas, trimethylbenzene solvent naphtha, durol solvent naphtha Kind；The esters solvent is at least one of butyl acetate, ethyl acetate, methyl acetate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711132763.1A CN107828012A (en) | 2017-11-15 | 2017-11-15 | A kind of acrylate polymer, preparation method and applications |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711132763.1A CN107828012A (en) | 2017-11-15 | 2017-11-15 | A kind of acrylate polymer, preparation method and applications |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN107828012A true CN107828012A (en) | 2018-03-23 |
Family
ID=61651678
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711132763.1A Pending CN107828012A (en) | 2017-11-15 | 2017-11-15 | A kind of acrylate polymer, preparation method and applications |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN107828012A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110054724A (en) * | 2019-05-10 | 2019-07-26 | 立邦涂料（中国）有限公司 | A kind of acrylate polymer, preparation method and applications |
| CN116199820A (en) * | 2023-03-03 | 2023-06-02 | 武汉双虎涂料股份有限公司 | Star-shaped hyperbranched acrylic acid cathode electrophoresis resin and preparation method and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103709312A (en) * | 2013-12-16 | 2014-04-09 | 上海涂料有限公司技术中心 | Preparation method of hydroxy acrylic resin for recoatable polyurethane coating |
-
2017
- 2017-11-15 CN CN201711132763.1A patent/CN107828012A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103709312A (en) * | 2013-12-16 | 2014-04-09 | 上海涂料有限公司技术中心 | Preparation method of hydroxy acrylic resin for recoatable polyurethane coating |
Non-Patent Citations (1)
| Title |
|---|
| 钱逢麟等: "《涂料助剂 品种和性能手册》", 30 November 1990, 化学工业出版社 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110054724A (en) * | 2019-05-10 | 2019-07-26 | 立邦涂料（中国）有限公司 | A kind of acrylate polymer, preparation method and applications |
| CN116199820A (en) * | 2023-03-03 | 2023-06-02 | 武汉双虎涂料股份有限公司 | Star-shaped hyperbranched acrylic acid cathode electrophoresis resin and preparation method and application thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103602193B (en) | A kind of aqueous heavy anti-corrosion paint priming paint and preparation method thereof | |
| CN104130375B (en) | Polyacrylate modified watersoluble closed type isocyanate curing agent and preparation method thereof | |
| CN102585650B (en) | High-silicon-content organic silicon-polyurethane-acrylate composite coating agent and preparation method thereof | |
| CN1986665B (en) | Aqueous coating composition | |
| CN109627858A (en) | A kind of water-borne Self-Crosslinked Acrylic self-drying paint and preparation method thereof | |
| CN101775106B (en) | Waterborne acrylic ester-polyurethane resin emulsion and application thereof | |
| CN101081957A (en) | Automobile finishing varnish containing water dispersible acrylic ester and preparation method thereof | |
| CN104877526A (en) | Paint containing water-based acrylic modified epoxy phosphate resin and preparation method thereof | |
| CN102850703A (en) | Method for preparing hydroxy-containing polyacrylate secondary aqueous dispersion | |
| CN109929067B (en) | Acrylate emulsion with core-shell structure and preparation method and application thereof | |
| CN108047920A (en) | A kind of bi-component high abrasion waterborne acrylic polyurethane surface paint and preparation method thereof | |
| CN108250347A (en) | A kind of phosphate modified Acrylate Core-shell Emulsion of salt spray resistance | |
| CN109468029A (en) | A kind of aqueous coil steel coating finishing coat and preparation method thereof | |
| CN107828012A (en) | A kind of acrylate polymer, preparation method and applications | |
| CN103627286A (en) | Water-based finishing coat for heavy-duty coating and preparation method of water-based finishing coat | |
| EP2931768A1 (en) | Nitrofunctional acrylate copolymers for binder compositions | |
| CN107118626A (en) | A kind of water-based exterior wall paint for exempting from priming paint | |
| CN1839162B (en) | Glycidyl (meth) acrylate powder coating compositions containing caprolactone-derived side chains | |
| CN110079205A (en) | A kind of no-solvent type Hydroxylated acrylic resin coating and its preparation method and application | |
| CN103087623B (en) | Weather-proof terrace paint as well as preparation method thereof | |
| CN107674146B (en) | High-solid-content low-VOC (volatile organic compound) water-based polyacrylate resin and preparation method thereof | |
| CN102690592A (en) | Water-borne coating composition | |
| CN109608612A (en) | Aqueous anti-sag polymer and preparation method thereof | |
| JP4982086B2 (en) | Paint composition | |
| CN106398368A (en) | Poly-putty base |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20180323 |
|
| RJ01 | Rejection of invention patent application after publication |