JPH01225675A - Finishing by coating - Google Patents
Finishing by coatingInfo
- Publication number
- JPH01225675A JPH01225675A JP5166688A JP5166688A JPH01225675A JP H01225675 A JPH01225675 A JP H01225675A JP 5166688 A JP5166688 A JP 5166688A JP 5166688 A JP5166688 A JP 5166688A JP H01225675 A JPH01225675 A JP H01225675A
- Authority
- JP
- Japan
- Prior art keywords
- paint
- resin
- parts
- coat
- coating
- 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
- 238000000576 coating method Methods 0.000 title abstract description 32
- 239000011248 coating agent Substances 0.000 title abstract description 27
- 239000003973 paint Substances 0.000 claims abstract description 59
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 46
- 229920005989 resin Polymers 0.000 claims abstract description 29
- 239000011347 resin Substances 0.000 claims abstract description 29
- 238000000034 method Methods 0.000 claims abstract description 25
- 239000011342 resin composition Substances 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 15
- 239000000843 powder Substances 0.000 claims abstract description 12
- 229920005862 polyol Polymers 0.000 claims abstract description 10
- 239000000049 pigment Substances 0.000 claims abstract description 9
- 238000002156 mixing Methods 0.000 claims abstract description 6
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 6
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 6
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 5
- 238000010422 painting Methods 0.000 claims description 9
- 150000003077 polyols Chemical class 0.000 claims description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract description 20
- 238000004040 coloring Methods 0.000 abstract description 5
- 239000002131 composite material Substances 0.000 abstract description 4
- 239000000758 substrate Substances 0.000 abstract 4
- 239000000178 monomer Substances 0.000 description 27
- -1 ketone compounds Chemical class 0.000 description 23
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 20
- 239000000203 mixture Substances 0.000 description 17
- 238000004519 manufacturing process Methods 0.000 description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- 229920000768 polyamine Polymers 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
- 238000001035 drying Methods 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
- 125000005442 diisocyanate group Chemical group 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 5
- 229910052737 gold Inorganic materials 0.000 description 5
- 239000010931 gold Substances 0.000 description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 3
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 3
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 3
- 150000004658 ketimines Chemical group 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- 150000004760 silicates Chemical class 0.000 description 3
- 229920001187 thermosetting polymer Polymers 0.000 description 3
- PYOKUURKVVELLB-UHFFFAOYSA-N trimethyl orthoformate Chemical class COC(OC)OC PYOKUURKVVELLB-UHFFFAOYSA-N 0.000 description 3
- FJJYHTVHBVXEEQ-UHFFFAOYSA-N 2,2-dimethylpropanal Chemical compound CC(C)(C)C=O FJJYHTVHBVXEEQ-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000000468 ketone group Chemical group 0.000 description 2
- 238000013035 low temperature curing Methods 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 2
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- SGJBIFUEFLWXJY-UHFFFAOYSA-N 1-(dibutoxymethoxy)butane Chemical compound CCCCOC(OCCCC)OCCCC SGJBIFUEFLWXJY-UHFFFAOYSA-N 0.000 description 1
- OSNILPMOSNGHLC-UHFFFAOYSA-N 1-[4-methoxy-3-(piperidin-1-ylmethyl)phenyl]ethanone Chemical compound COC1=CC=C(C(C)=O)C=C1CN1CCCCC1 OSNILPMOSNGHLC-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- SMNNDVUKAKPGDD-UHFFFAOYSA-N 2-butylbenzoic acid Chemical compound CCCCC1=CC=CC=C1C(O)=O SMNNDVUKAKPGDD-UHFFFAOYSA-N 0.000 description 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- JEHFRMABGJJCPF-UHFFFAOYSA-N 2-methylprop-2-enoyl isocyanate Chemical compound CC(=C)C(=O)N=C=O JEHFRMABGJJCPF-UHFFFAOYSA-N 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241001012508 Carpiodes cyprinus Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- JTDWCIXOEPQECG-UHFFFAOYSA-N N=C=O.N=C=O.CCCCCC(C)(C)C Chemical compound N=C=O.N=C=O.CCCCCC(C)(C)C JTDWCIXOEPQECG-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 241000219289 Silene Species 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 125000004018 acid anhydride group Chemical group 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229940072049 amyl acetate Drugs 0.000 description 1
- 150000008064 anhydrides Chemical group 0.000 description 1
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000013040 bath agent Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- GMGLYSIINJPYLI-UHFFFAOYSA-N butan-2-one;propan-2-one Chemical compound CC(C)=O.CCC(C)=O GMGLYSIINJPYLI-UHFFFAOYSA-N 0.000 description 1
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical compound CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- ZLFVRXUOSPRRKQ-UHFFFAOYSA-N chembl2138372 Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 ZLFVRXUOSPRRKQ-UHFFFAOYSA-N 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-M crotonate Chemical compound C\C=C\C([O-])=O LDHQCZJRKDOVOX-NSCUHMNNSA-M 0.000 description 1
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohex-2-enone Chemical compound O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- VZRUGPJUVWRHKM-UHFFFAOYSA-N dibutylhexamethylenediamine Chemical compound CCCCNCCCCCCNCCCC VZRUGPJUVWRHKM-UHFFFAOYSA-N 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000012674 dispersion polymerization Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000007590 electrostatic spraying Methods 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- MPOKJOWFCMDRKP-UHFFFAOYSA-N gold;hydrate Chemical compound O.[Au] MPOKJOWFCMDRKP-UHFFFAOYSA-N 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000007602 hot air drying Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- WSGCRAOTEDLMFQ-UHFFFAOYSA-N nonan-5-one Chemical compound CCCCC(=O)CCCC WSGCRAOTEDLMFQ-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- MADOXCFISYCULS-UHFFFAOYSA-N octyl 2-sulfanylacetate Chemical compound CCCCCCCCOC(=O)CS MADOXCFISYCULS-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- BINKQJJWJHNOSQ-UHFFFAOYSA-N tetrabenzyl silicate Chemical compound C=1C=CC=CC=1CO[Si](OCC=1C=CC=CC=1)(OCC=1C=CC=CC=1)OCC1=CC=CC=C1 BINKQJJWJHNOSQ-UHFFFAOYSA-N 0.000 description 1
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- ADLSSRLDGACTEX-UHFFFAOYSA-N tetraphenyl silicate Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(OC=1C=CC=CC=1)OC1=CC=CC=C1 ADLSSRLDGACTEX-UHFFFAOYSA-N 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical compound CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 description 1
- AJSTXXYNEIHPMD-UHFFFAOYSA-N triethyl borate Chemical compound CCOB(OCC)OCC AJSTXXYNEIHPMD-UHFFFAOYSA-N 0.000 description 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は塗装仕上げ方法に関し、特にいわゆる2コート
、1ベ一ク方式の塗装仕上げ方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a painting finishing method, and particularly to a so-called two-coat, one-bake painting finishing method.
〔従来の技術および発明が解決しようとする課題〕近年
、自動車上塗り用塗装においては、メタリック粉末を配
合した塗料を塗装するメタリック塗装仕上げ方法はもと
より、着色顔料全配合した塗料全塗装して成る。いわゆ
るソリッドカラー塗装仕上げ方法においてもベースコー
ト塗料を塗装したのちトップコート塗料を塗装する2コ
ート、1ベーク塗装仕上げ方法の有効性が認識されてき
た。[Prior Art and Problems to be Solved by the Invention] In recent years, in the top coating of automobiles, not only metallic paint finishing methods are used in which paints containing metallic powder are applied, but also coatings are entirely coated with paints containing all colored pigments. Even in the so-called solid color painting finishing method, the effectiveness of a two-coat, one-bake painting finishing method in which a base coat paint is applied and then a top coat paint is applied has been recognized.
すなわち、この2コート、1ベーク塗装仕上げによって
得られる塗膜は仕上り外観、肉持感に優れていると共に
、特に従来、耐候性に著しいイ(点を有していたビニル
系重合体金主成分とするソリッドカラー塗料は2コート
、1ベーク塗装仕上げにすることにより耐候性に漫れ九
塗膜が得られるなど種々の利点がある。In other words, the paint film obtained by this 2-coat, 1-bake finish has excellent finished appearance and texture, and is particularly effective because it has a gold-based component that is a vinyl polymer that has previously had remarkable weather resistance. The solid color paint has various advantages, such as improved weather resistance and a nine-coat finish by applying a two-coat, one-bake finish.
一般に2コート、lベーク塗装仕上げ方法はペースコー
ト用塗料としてアミノアルキド樹脂塗料、熱硬化性アク
リル系樹脂塗料など全塗装し、2〜5分間放置しある程
度の溶剤を揮発させた後、比だちに同種のトップコート
用塗料を塗装し、ついで熱風乾燥炉内温度140〜15
0℃で20〜30分間焼付けて硬化させるものである。Generally, 2-coat, 1-bake finishing method is to apply all the materials such as amino alkyd resin paint or thermosetting acrylic resin paint as a pace coat paint, leave it for 2 to 5 minutes to volatilize a certain amount of solvent, and then The same type of top coat paint is applied to the surface, and then the temperature inside the hot air drying oven is 140-15
It is baked at 0° C. for 20 to 30 minutes to harden it.
かかる熱風源としては重油、グロパンがス、都市ガスあ
るいf″ii電力用いられるが、140〜150℃で加
熱硬化させる従来の熱硬化型塗料を用いる2コート、1
ベーク塗装仕上げ方法では消費する燃料や電力によるコ
スト上昇をきたす欠点を有している。Heavy oil, glopan gas, city gas, or f''ii electric power is used as the hot air source, but 2 coats and 1 coats using conventional thermosetting paints that are heated and cured at 140 to 150°C are used.
The bake painting finishing method has the drawback of increasing costs due to the fuel and electricity consumed.
一方、自動車産業において外板・部品等のグラスチック
化が急速に進展しつつある。グラスチック化に伴ない、
その素材の耐熱温度に合致し念塗料全選択する必要にせ
まられており、汎用グラスチック用として常温硬化型や
低温硬化型塗料?用いる必要がある。On the other hand, in the automobile industry, the use of glass for exterior panels, parts, etc. is rapidly progressing. With the shift to glass,
It is necessary to select all paints that match the heat resistance temperature of the material, and should we choose room-temperature curing or low-temperature curing paints for general-purpose glass? It is necessary to use it.
以上のように自動車上塗り用塗装仕上げ方法においては
省エネルギーや素材変換の観点から、塗装作業性、各種
物性、仕上り外観等に優れる常温ま之は低温硬化型樹脂
を用いた2コート、1べ−り用塗料の早急なる開発が切
望されているのが現状である。As mentioned above, from the viewpoint of energy saving and material conversion, in the automotive top coating finishing method, two-coat and one-coat coatings using low-temperature curing resin are used, which are superior in coating workability, various physical properties, finished appearance, etc. The current situation is that there is a strong need for the immediate development of paints for this purpose.
本発明者らはかかる上述の諸要求に沿り7t2コート、
1ベーク塗装仕上げ用の硬化型塗料を得るべく鋭意検討
した結果、ペースコート塗料用樹脂として、シクロカー
ボネート基を含有するビニル系重合体とポリケチばン化
合物を主成分とする樹脂組成物音用い、一方トツブコー
ト塗料用樹脂として、ビニル系重合体ポリオールおよび
/またはポリエステルポリオールとポリインシアネート
?主成分とする樹脂組成物音用いることにより、こうし
た要求性能全驚異的に向上させうろことを見い出して本
発明を完成させるに至った。In line with the above-mentioned requirements, the present inventors created a 7t2 coat,
As a result of intensive studies to obtain a curable paint for a one-bake finish, we found that a resin composition containing a vinyl polymer containing a cyclocarbonate group and a polyketiban compound as main components was used as a resin for a pacecoat paint. Vinyl polymer polyol and/or polyester polyol and polyinsyanate as resins for Totubu Coat paints? By using a resin composition as the main component, we have discovered that all of these required performances can be surprisingly improved, and have completed the present invention.
すなわち、本発明はメタリック粉末および/または着色
顔料全配合しfc硬化性樹脂金主成分とする塗料(ペー
スコート)全塗装し、ついで該塗装面に、硬化性樹脂を
主成分としたクリヤー塗料(トップコート)全塗装し、
しかるのちに硬化せしめる塗装仕上げ方法において、
ペースコート用塗料の樹脂成分として、〔I〕1分子中
に少なくとも1個のシクロカーボネート基を有するビニ
ル系重合体(A)にポリケチミン化合物(B) を配合
してなる樹脂組成物を用いまた。トップコート用塗料の
樹脂として〔II〕ビニル系重合体ポリオールおよび/
またはポリエステルぼりオールにポリイソシアネート金
配合してなる樹脂組成物音用いて複合硬化塗膜全形成さ
せる
こと全特徴とする塗装仕上げ方法である。That is, in the present invention, a paint (pace coat) containing metallic powder and/or colored pigment as a main component and an FC curable resin as a main component (pace coat) is applied, and then a clear paint (pace coat) containing a curable resin as a main component is applied to the painted surface. top coat) fully painted,
In the coating finishing method, which is then cured, a polyketimine compound (B) is blended with [I] a vinyl polymer (A) having at least one cyclocarbonate group in one molecule as a resin component of the paste coat paint. Also, using a resin composition made of As resin for top coat paint [II] Vinyl polymer polyol and/or
Alternatively, it is a painting finishing method characterized by forming the entire composite cured coating film using a resin composition formed by blending polyisocyanate gold with polyester paint.
本発明はペースコート用の塗料用組成物CI) を塗装
した後、トップコート用塗料(Il”lを重ね塗りスレ
ば、ペースコートでは、ビニル系重合体(Al中のシク
ロカーボネート基に、ポリケチばン化合物(B)が空気
中の水分との反応によりケトン化合物全遊離して生成し
念アミノ基が反応して塗膜を形成し、一方トッグコート
ではポリオール中の水酸基とポリイソシアネート中のイ
ソシアネート基との反応により強固な複合塗膜全形成さ
せるもので、塗膜外観、低温硬化性に優れる塗料用樹脂
組成物を提供するものである。In the present invention, after coating the paint composition CI for pacecoat and then overcoating the topcoat paint (Il"l), in the pacecoat, the vinyl polymer (cyclocarbonate group in Al Ban compound (B) reacts with moisture in the air to liberate all the ketone compounds, and the amino groups react to form a coating film.On the other hand, in TOG COAT, the hydroxyl groups in the polyol and the isocyanate groups in the polyisocyanate The purpose of this invention is to provide a coating resin composition that forms a strong composite coating film by reacting with the resin composition and has excellent coating film appearance and low-temperature curability.
本発明方法に用いるペースコート用樹脂組成物(Ill
の一成分である1分子中に少なくとも1個のシクロカー
ボネート基を有するビニル系重合体(A)とは1分子中
に少なくとも1個、好1しくは2個のシクロカーボネー
ト基を含有するビニル系重合体を指称するものである。Resin composition for pace coat used in the method of the present invention (Ill
The vinyl polymer (A) having at least one cyclocarbonate group in one molecule, which is one component, is a vinyl polymer having at least one, preferably one or two cyclocarbonate groups in one molecule. It refers to a polymer.
かかるビニル系重合体(A)は、■1分子中に少なくと
も1個の重合性不飽和基及びシクロカーボネート基を含
有するビニル系モノマー5〜40重f%と■当該モノマ
ー■と共重合可能な他のビニル系モノマー60〜95重
i%士共重合せしめることにより得られる。Such a vinyl polymer (A) is composed of (1) 5 to 40% by weight of a vinyl monomer containing at least one polymerizable unsaturated group and a cyclocarbonate group in one molecule, and (2) copolymerizable with the monomer. It can be obtained by copolymerizing 60 to 95% by weight of other vinyl monomers.
前記した重合性不飽和基及びシクロカーボネート基を含
有するモノマー■としては、2.3−カーサネートグロ
ピル(メタ)アクリレート3.4−カーゲネートプチル
(メタ)アクリレート、4,5−カーゲネートベンチル
(メタ)アクリレート、6.7−カーゲネートヘキシル
(メタ)アクリレートのような(メタ)アクリレート系
;2,3カーブネートクロピルアリルエーテル、メチル
−2,3カーざネートクロビルマレート、メチル−2,
3−カーゲネートグロビルクロトネート等のビニル系モ
ノマーを挙げることが出来る。また、これらビニル系モ
ノマー■と共重合が可能な他のビニル系モノマー■とし
ては、(メタ)アクリル酸。Examples of monomers (1) containing the above-mentioned polymerizable unsaturated group and cyclocarbonate group include 2,3-carsanatoglopyl (meth)acrylate, 3,4-cargenatobutyl (meth)acrylate, and 4,5-cargenatoglopyl (meth)acrylate. (Meth)acrylates such as natebentyl (meth)acrylate, 6,7-cargenate hexyl (meth)acrylate; 2,3-cargenate clopylaryl ether, methyl-2,3-cargenate clobyl maleate , methyl-2,
Vinyl monomers such as 3-cargenate globyl crotonate can be mentioned. Another vinyl monomer (2) that can be copolymerized with these vinyl monomers (1) is (meth)acrylic acid.
マレイン酸、フマル酸、もしくはイタコン酸、またはこ
れらマレイン酸、フマル酸、もしくはイタコン酸の如き
不飽和ジカルゲン酸とC5−04の1価アルコールとの
エステル化物、あるいは水酸基含有ビニル化合物に無水
フタル酸の如き酸無水物全付加して得られるカル&−p
シル基含有モノマー;炭素数1−22なるアルキル(メ
タ)アクリレート、スチレン、ビニルトルエン、 t
−7”チルスチレン、α−メチルスチレン、グリシジル
(メタ)アクリレート、2−エトキシエチル(メタ)ア
クリレート、(メタ)アクリロニトリル、シクロヘキシ
ル(メタ)アクリレート、(メタ)アクリルアミドもし
くはN−アルコキシメチル化(メタ)アクリルアミドの
如き(メタ)アクリルアミド類:N−Nシアル千ルアミ
ノアルキル(メタ)アクリレート類;または燐酸基含有
(メタ)アクリレ−トロ;酢pビニルやヘキサフルオロ
グロビレン、テトラフルオロエチレン等の含フツ素ビニ
ル系モノマー類等がある。″また、他の官能基モノマー
として水酸基含有ビニル系モノマーも用いることができ
る。maleic acid, fumaric acid, or itaconic acid, or an esterified product of an unsaturated dicargenic acid such as maleic acid, fumaric acid, or itaconic acid with a C5-04 monohydric alcohol, or a hydroxyl group-containing vinyl compound with phthalic anhydride. Cal&-p obtained by total addition of acid anhydrides such as
Syl group-containing monomer; alkyl (meth)acrylate having 1 to 22 carbon atoms, styrene, vinyltoluene, t
-7” Tylstyrene, α-methylstyrene, glycidyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, (meth)acrylonitrile, cyclohexyl (meth)acrylate, (meth)acrylamide or N-alkoxymethylated (meth)acrylamide (Meth)acrylamides such as: N-N sialylaminoalkyl (meth)acrylates; or (meth)acrylates containing phosphoric acid groups; There are vinyl monomers, etc.''Also, hydroxyl group-containing vinyl monomers can be used as other functional group monomers.
そして、これらのビニル系モノマー■は所望ノ塗膜性能
に応じて単独又は二種以上の混合物として用いることが
できる。前記し几ビニル系モノマー■ノウチ力ルメキシ
ル基含有ビニル七ツマ−は、樹脂組成物(1)の相溶性
、保存安定性全向上させるので、0.1〜10重量%の
範囲にて使用するとよい。These vinyl monomers (1) can be used alone or in a mixture of two or more, depending on the desired coating performance. The above-mentioned vinyl-based monomer (vinyl monomer) completely improves the compatibility and storage stability of the resin composition (1), so it is recommended to use it in the range of 0.1 to 10% by weight. .
前記した本発明のビニル系重合体(A)成分を構成する
各種単量体類からビニル系重合体(A) +調製するに
は、溶液重合法、非水分散重合法など従来公知のいずれ
かの重合方法を適用しうるが、溶液ラジカル重合による
のが最も簡便である。またビニル系重合体囚の数平均分
子量は、2.000〜50,000の範囲が好ましい。To prepare the vinyl polymer (A) from the various monomers constituting the vinyl polymer (A) component of the present invention described above, any conventionally known method such as a solution polymerization method or a non-aqueous dispersion polymerization method can be used. Although the following polymerization methods can be applied, solution radical polymerization is the simplest method. The number average molecular weight of the vinyl polymer is preferably in the range of 2.000 to 50,000.
数平均分子量が1000未満の場合には所望の性能が得
られず、一方50,000 i越えると作業性に悪影響
企及ぼす。If the number average molecular weight is less than 1000, the desired performance cannot be obtained, while if it exceeds 50,000 i, the workability will be adversely affected.
なお、前記した溶液ラジカル重合法に用いられる溶剤類
として代表的なものにはトルエン、−?シレン、シクロ
ヘキサン、n−ヘキサン、オクタンの如き炭化水素系溶
剤:酢酸メチル、酢酸エチル。Note that typical solvents used in the solution radical polymerization method described above include toluene and -? Hydrocarbon solvents such as sylene, cyclohexane, n-hexane, octane: methyl acetate, ethyl acetate.
酢酸n−ブチル、酢酸アミルの如きエステル系溶剤;ア
セトンメチルエチルケトン、メチルインブチルケトン、
メチルアばルケトン、シクロへ千すノンの如きケト/系
浴剤などがあり、これらの任意の混合物も使用できるこ
とは勿論である。Ester solvents such as n-butyl acetate and amyl acetate; acetone methyl ethyl ketone, methyl in butyl ketone,
Examples include keto/based bath agents such as methyl abalketone and cyclohexenone, and it goes without saying that any mixture of these may also be used.
溶液ラジカル重合は当該溶剤類と、さらにアゾビスイソ
ブチロニトリルで代表されるアゾ系または、ベンゾイッ
ク/4’−オキサイドで代表される過酸化物系の如き各
種ラジカル重合開始剤とを使用して常法により重合全行
なえばよく、このさい、さらに必要に応じて分子量調節
剤としてラウリルメルカグタン、オクチルメルカグタン
、2−メルカグトエタノール、チオグリコール酸オクチ
ル。Solution radical polymerization is carried out using the solvents and various radical polymerization initiators such as an azo type represented by azobisisobutyronitrile or a peroxide type represented by benzoic/4'-oxide. The entire polymerization may be carried out by a conventional method, and if necessary, lauryl mercagutan, octyl mercagutan, 2-mercagutoethanol, or octyl thioglycolate may be added as a molecular weight regulator.
3−メルカプトプロピオン酸またはα−メチルスチレン
ダイマーの如き連鎖移動剤を用いることもできる。Chain transfer agents such as 3-mercaptopropionic acid or α-methylstyrene dimer can also be used.
ま念前記した調製法のほか、無水マレイン酸の如き酸無
水基含有ビニル系モノマーにこれと共重合可能な他のビ
ニル系モノマーを重合させて無水基含有ビニル系重合体
を得、更にこれと2,3−シクロカーゴネートクロビル
アルコールの如キシクロカーゲネート基を有する炭素数
3〜6のアルコールとの付加反応によってもビニル系重
合体(A)は得られる。In addition to the preparation method described above, an acid anhydride group-containing vinyl monomer such as maleic anhydride is polymerized with other vinyl monomers that can be copolymerized with it to obtain an anhydride group-containing vinyl polymer. The vinyl polymer (A) can also be obtained by an addition reaction with an alcohol having 3 to 6 carbon atoms and having a cyclocargenate group, such as 2,3-cyclocargonate clobyl alcohol.
ところでベースコート用の樹脂組成物(1) ”k構成
する、一方の成分である。j? IJケチミン化合物(
B)は、その分子中のケチミン基の部位(ケトン基のカ
ルゲニル基の酸素がイミノ基で置換され比部位)が空気
中の水分と反応してポリアミン化合物を再生するもので
ある。そして、この再生されたアばノ基が前記ビニル系
重合体(A)成分中のシクロカーボネート基と反応する
。このためかかる化合物(B)はポリアミン化合物の活
性水素をケチミン基の型で一時的に保護され念ものであ
ればいずれでも良い。そして、ポリアミン化合物との反
応によりこの種の化合物を得るために使用されるケトン
化合物、あるいはアルデヒド化合物としては、たとえば
アセトアルデヒド、グロピオンアルデヒド。By the way, this is one component of the base coat resin composition (1).j? IJ ketimine compound (
In B), the ketimine group site in the molecule (the specific site where the oxygen of the cargenyl group of the ketone group is substituted with an imino group) reacts with moisture in the air to regenerate the polyamine compound. Then, this regenerated abano group reacts with the cyclocarbonate group in the vinyl polymer (A) component. Therefore, any compound (B) may be used as long as the active hydrogen of the polyamine compound can be temporarily protected in the form of a ketimine group. Examples of the ketone compound or aldehyde compound used to obtain this type of compound by reaction with a polyamine compound include acetaldehyde and glopionaldehyde.
n−ブチルアルデヒド、1−ブチルアルデヒド。n-butyraldehyde, 1-butyraldehyde.
トリメチルアセトアルデヒド、パレロアルデヒド。Trimethylacetaldehyde, paleoaldehyde.
アクロレイン、クロトンアルデヒド、アセトン。Acrolein, crotonaldehyde, acetone.
メチルエチルケトン、メチルインブチルケトン。Methyl ethyl ketone, methyl imbutyl ketone.
ジエチルケトン、ジイソブチルケトン、メチルへグチノ
ン、−/クロヘキサノン、イソホロン、アセトフェノン
などを挙げることができる。ポリアミンと上記ケトン化
合物あるいはアルデヒド化合物との反応は、従来公知の
反応条件下で行なえばよい。Examples include diethyl ketone, diisobutyl ketone, methylhegutinone, -/chlorhexanone, isophorone, and acetophenone. The reaction between the polyamine and the above ketone compound or aldehyde compound may be carried out under conventionally known reaction conditions.
本発明のベースコート用樹脂組成物CI)の塗膜性能は
ポリアミン化合物により大きく左右されるが、ポリアミ
ン化合物としては、1級のアミン基を2個以上有する脂
肪族ポリアミン、脂環族ポリアミンが好ましく、例えば
エチレンアミン、グロビレンジアミン、プロピレンジア
ミン、トリメチレジアミン、ジエチレントリアミン、テ
トラメチレンシアばン、ヘキサメチレンジアミン、NN
’−ジブチルヘキサメチレンジアミンの如き脂肪族ポリ
アミン類;シクロヘキシルシアiン、エボメー) BO
O2、エポメートS−602(油化シェルエIキシ(#
91.) )の如き脂環式ボリアばン類;トリスアiノ
エチルアンモニウム、アばツメチルノアミノオクタンの
如き脂肪族3官能アミン類;酸基含有アクリル樹脂にエ
チレンイミンあるいはグロピレンイミン金反応させて得
られるアクリル系ポリアミン等が用いられる。そして、
これらの4リアミノ化合物を2種以上併用することも可
能である。The coating performance of the base coat resin composition CI) of the present invention is largely influenced by the polyamine compound, but the polyamine compound is preferably an aliphatic polyamine or an alicyclic polyamine having two or more primary amine groups. For example, ethyleneamine, globylenediamine, propylenediamine, trimethylenediamine, diethylenetriamine, tetramethylenecyabane, hexamethylenediamine, NN
'-Aliphatic polyamines such as dibutylhexamethylene diamine; cyclohexylcyaine, ebome) BO
O2, Epomate S-602 (Yuka Shell Ekishi (#
91. )); aliphatic trifunctional amines such as trisanoethylammonium and abutymethylnoaminooctane; acrylics obtained by reacting acid group-containing acrylic resin with ethyleneimine or glopyreneimine gold. Polyamines and the like are used. and,
It is also possible to use two or more of these tetra-amino compounds in combination.
前記し比シクロカーゴネート基含有ビニル系重合体(A
)とケチミン化合物(B)との配合tFi、シクロカー
ボネート基量とケチミン基量の比が0.8 : 1.0
〜1.0 : O35の範囲が良好な塗膜性能を与える
ので好ましい。The above-mentioned cyclocargonate group-containing vinyl polymer (A
) and ketimine compound (B), the ratio of the amount of cyclocarbonate groups to the amount of ketimine groups is 0.8:1.0
~1.0: The O35 range is preferable because it provides good coating film performance.
teビニル系重合体(A)とポリケチミン化合物(B)
との系は、大気中に曝露されない限抄反応しないので、
本発明方法に用いられるベースコート用樹脂組成物(1
)は−液凰で安定性の良い塗料用組成物である。しかし
、長期の保存安定性を確保するためには、何らかの理由
により侵入する微量の水分を捕捉してやればよい。すな
わち水分と反応性を有する水結合剤を添加すると長期の
安定性が確保される。この水分と反応性全有する水結合
剤としては、オルトギ酸トリメチル、オルトギ酸トリエ
チル、オルトギ酸トリブチルなどの如きオルトギ酸トリ
アル千ル類;オルト酢酸トリメチル、オルト酢酸トリエ
チル、オルト酢酸トリブチルの如きオルト酢酸トリアル
キル類;オルトホウ酸トリブチル、オルトホウ酸トリエ
チルの如きオルトホウ酸トリアルキル類;テトラメチル
シリケート。te vinyl polymer (A) and polyketimine compound (B)
The system does not react unless it is exposed to the atmosphere, so
Base coat resin composition (1) used in the method of the present invention
) is a liquid coating composition with good stability. However, in order to ensure long-term storage stability, it is sufficient to trap trace amounts of moisture that enter for some reason. That is, long-term stability is ensured by adding a water-binding agent that is reactive with moisture. Examples of water-binding agents that are reactive with water include trimethyl orthoformates such as trimethyl orthoformate, triethyl orthoformate, and tributyl orthoformate; Alkyl; trialkyl orthoborate such as tributyl orthoborate, triethyl orthoborate; tetramethyl silicate.
テトラエチルシリケート、テトラブチルシリケート、テ
トラ(2−メトキシエチル)シリケート類しくはテトラ
(2−クロロエチル)シリケートの如きテトラ(置換)
アルキルシリケート類単体;テトラフェニルシリケート
、テトラベンジルシリケートの如き上記テトラ(置換)
アルキルシリケート類の同効物質(以下同効単体と略記
する);マタはテトラエチルシリケートのダイマー、ト
リマー、テトラマー、ヘキサマー、[エチルシリケート
40J(コルコー1’(ff)製品、テトラエチルシリ
ケートのテトラマー、−1!ンタマー、ヘキサマーの混
合物)などの上掲の各テトラ(置換)アルキルシリケー
ト類単体や、該シリケート類の同効単体の縮合物などの
加水分解性エステル化合物類が挙げられる。或いはP−
トルエンスルホン酸ノ如き酸性添加剤を使用しても長期
の安定性は確保できる。Tetra (substituted) such as tetraethyl silicate, tetrabutyl silicate, tetra (2-methoxyethyl) silicates or tetra (2-chloroethyl) silicate
Single alkyl silicates; the above tetra (substituted) such as tetraphenyl silicate and tetrabenzyl silicate
Substances with the same effect as alkyl silicates (hereinafter abbreviated as the same effect simple substance); Mata includes tetraethyl silicate dimer, trimer, tetramer, hexamer, [ethyl silicate 40J (Kolko 1' (ff) product, tetraethyl silicate tetramer, -1) Hydrolyzable ester compounds such as individual tetra(substituted) alkyl silicates listed above, such as mixtures of silicates and hexamers, and condensates of the same silicates, may be mentioned. Or P-
Long-term stability can also be ensured by using acidic additives such as toluenesulfonic acid.
これらの使用量としては、ビニル系重合体(A)に対し
て0.1〜30重t%、好ましくは0.5〜20重Ji
t係が艮い。The amount of these used is 0.1 to 30% by weight, preferably 0.5 to 20% by weight based on the vinyl polymer (A).
The person in charge of T is angry.
得られた組成物〔■〕をベースコート塗料に用いるには
、該組成物に無機系または有機系の着色顔料、染料、お
よびメタリック粉末等を配合して常法の塗料化方法によ
り塗料ヲyJI4整すればよい。In order to use the obtained composition [■] as a base coat paint, inorganic or organic coloring pigments, dyes, metallic powders, etc. are blended with the composition and the paint is prepared using a conventional paint method. do it.
ここで着色顔料としては、念とえば、チタン白、弁柄、
オキサイドエローなど無機系のもの、トルイジンレッド
、フタロシアニンブルー、ベンジジンエローなト有機系
のもの、またメタリック粉末としてはアルミニウム粉末
、銅粉末、雲母粉末、酸化チタン全コーティングし±雲
母状粉末、MTO(雲母状酸化鉄)などが使用できる。Here, as a coloring pigment, for example, titanium white, Bengara,
Inorganic powders such as Oxide Yellow, organic powders such as toluidine red, phthalocyanine blue, and benzidine yellow, and metallic powders such as aluminum powder, copper powder, mica powder, and titanium oxide fully coated ± mica-like powder and MTO (mica powder) are available. iron oxide) can be used.
次に、上記ペースコート用塗料の上に重ね塗り全行なう
トップコート用塗料の樹脂組成物〔II〕について説明
する。Next, the resin composition [II] of the top coat paint, which is completely overcoated on the above-mentioned pace coat paint, will be explained.
本発明のトップコート用樹脂組成物〔ll)を構成する
ビニル系重合体ポリオールは、水酸基含有ビニル系モノ
マーを必須の成分とし、これに必要とあらば他の共重合
可能なビニル系モノマーを用いて公知慣用の方法、たと
えばラジカル発生剤音用いての溶液重合法によって得る
ことができる。ここにおいて水酸基含有ビニル系モノマ
ーの代表例トシては、β−ヒドロキシエチル(メタ)ア
クリレート、β−ヒドロキシグロビル(メタ)アクリレ
−トモしくはβ−ヒドロキシブチル(メタ)アクリレー
トの如きヒドロキシアルキル(メタ)アクリレート類が
掲げられる。The vinyl polymer polyol constituting the top coat resin composition [ll] of the present invention contains a hydroxyl group-containing vinyl monomer as an essential component, and if necessary, other copolymerizable vinyl monomers are used. It can be obtained by a known and commonly used method, for example, a solution polymerization method using a radical generator. Typical examples of hydroxyl group-containing vinyl monomers include hydroxyalkyl (meth)acrylate, β-hydroxyglobil (meth)acrylate, and β-hydroxybutyl (meth)acrylate. ) Acrylates are listed.
−また、他の共重合可能なビニル系モノマーとして代表
的なものを挙げれば、炭素数1〜22なる7にキル基t
−側鎖に有するアルキル(メタ)アクリレート、スチレ
ン、ビニルトルエン、t−ブチルスチレン、α−メチル
スチレン、グリシジル(メタ)アクリレート、2−エト
キクエチル(メタ)アクリレート、(メタ)アクリロニ
トリル、シクロヘキサン(メタ)アクリレート、マレイ
ン酸もしくはフマル酸とC1〜C18なる1価アルコー
ル類とのジエステル類、酢酸ビニルやヘキサフルオログ
ロビレン、テトラフルオロエチレン等の含フツ素ビニル
系モノマー等がある。- In addition, other typical copolymerizable vinyl monomers include a kill group t at 7 having 1 to 22 carbon atoms.
- Alkyl (meth)acrylate in the side chain, styrene, vinyltoluene, t-butylstyrene, α-methylstyrene, glycidyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, (meth)acrylonitrile, cyclohexane (meth)acrylate , diesters of maleic acid or fumaric acid and C1 to C18 monohydric alcohols, and fluorine-containing vinyl monomers such as vinyl acetate, hexafluoroglobylene, and tetrafluoroethylene.
そしてこれらのビニル系モノマーは所望の塗膜性能に応
じて単独または二種以上の混合物として用いることがで
きる。These vinyl monomers can be used alone or in a mixture of two or more depending on the desired coating performance.
また一方?リエステルポリオールは、酸成分としてイソ
フタル酸、無水フタル酸、無水コハク酸、アジピン酸、
無水トリメリット酸等の多塩基酸、安息香酸、パラ−t
−ブチル安息香酸等の一塩基酸、7A/l−”成分とし
てネオインチルアルコール、トリメチロールエタン、ト
リメチロールプロ/イン、1.6−へ千サンジオール、
1.5−(ンタンジオール、インタエリスリトール、グ
リセリン、エチレングリコール等を用いて適宜合成され
る。On the other hand? Reester polyol has acid components such as isophthalic acid, phthalic anhydride, succinic anhydride, adipic acid,
Polybasic acids such as trimellitic anhydride, benzoic acid, para-t
-monobasic acid such as butylbenzoic acid, 7A/l-'' components include neointyl alcohol, trimethylolethane, trimethylolpro/yne, 1.6-hexandiol,
1.5-(It is synthesized as appropriate using ntandiol, intererythritol, glycerin, ethylene glycol, etc.).
又、ポリエステル?リオールは油変性したものでもよく
、通常油長30%以下であり、樹脂との相溶性、耐候性
の点で不乾性油、特にヤシ油およびその脂肪酸、オクチ
ル酸のような合成脂肪酸或いはカージ、うEのような合
成脂肪酸のモノグリシジルエステルが併用されることに
より得られる。Also, polyester? Liol may be oil-modified, and usually has an oil length of 30% or less, and in terms of compatibility with resins and weather resistance, it is made of non-drying oils, especially coconut oil and its fatty acids, synthetic fatty acids such as octylic acid, It can be obtained by using in combination a monoglycidyl ester of a synthetic fatty acid such as E.
次に硬化剤であるポリイソシアネート類とじて代表的な
ものにはトリレンジイソシアネート、ジフェニルメタン
ジインシアネートもしくri千フシリレンジイソシアネ
ート如き芳香族ジイソシアネート;テトラメチレンジイ
ソシアネート、へ千すメチレンジイソシアネートもしく
はトリメチルへキサンジイソシアネートの如き脂肪族ジ
イソシアネート;イソホロンツインシアネート、メチル
シクロヘキサン−2,4−(ないしは2.6− ) ジ
イソシアネート、4.4′−メチレンビス(シクロヘキ
シルイソシアネート)もしくは1.3−ジ(インシアネ
ートメチル)−シクロヘキサンの如き脂環族ジイソシア
ネート、そしてこれらの各ゾイソシアネ−トト、エチレ
ングリコール、グロビレングリコール、ネオインチルグ
リコールもしくはトリメチロールエタンの如き多価アル
コール類;イソシアネート基と反応する官能基を有する
極く分子量の低いポリエステル樹脂(油変性タイプをも
含む。)または、水などの付加物であり、ビニレット体
でありあるいは上記ジイソシアネート同志を3i合して
得られるインシアヌール項ヲ含有するインシアネート(
オリゴマーをも含む)がある。Typical examples of polyisocyanates that are curing agents include aromatic diisocyanates such as tolylene diisocyanate, diphenylmethane diisocyanate, and ri-fusylylene diisocyanate; tetramethylene diisocyanate, hesomethylene diisocyanate, and trimethylhexane diisocyanate. aliphatic diisocyanates such as isophorone twinocyanate, methylcyclohexane-2,4-(or 2,6-) diisocyanate, 4,4'-methylenebis(cyclohexyl isocyanate) or 1,3-di(incyanatemethyl)-cyclohexane; alicyclic diisocyanates, and polyhydric alcohols such as each of these diisocyanates, ethylene glycol, globylene glycol, neointhyl glycol, or trimethylolethane; Polyester resin (including oil-modified type) or inocyanate (including oil-modified type) or an adduct such as water, which is a vinylet body or contains an incyanur term obtained by combining 3i of the above diisocyanates.
(including oligomers).
また。インシアネートエチル(メタ)アクリレート、イ
ソシアネートグロビル(メタ)アクリレート、インシア
ネートブチル(メタ)アクリレート、メタクリロイルイ
ソシアネートま九はイングロベニルイソシアネートに代
表される、分子中に少なくとも1個の重合性不飽和結合
とインシアネート基とを併せ有するビニル七ツマ−の1
種または2種以上と前掲され几如き水酸基含有ビニル系
モ/−r−e除<ビニル系モノマーとの共重合体も当該
ポリイソシアネート化合物として使用できる。。Also. Incyanate ethyl (meth)acrylate, isocyanate globil (meth)acrylate, incyanate butyl (meth)acrylate, methacryloyl isocyanate. and an incyanate group.
A copolymer of one or more of the above-mentioned hydroxyl group-containing vinyl monomers can also be used as the polyisocyanate compound. .
そして、これらのIリイソシアネート化合物と前記ビニ
ル系重合体ポリオールおよび/またriポリエステルポ
リオールとの配合比としてはOH/ NCO−110,
2〜l/3(当量比)なる範囲が塗膜性能の点から好ま
しい。また、反応全促進するため、公知慣用の触媒も使
用できる。The blending ratio of these I-lysocyanate compounds and the vinyl polymer polyol and/or RI polyester polyol is OH/NCO-110,
A range of 2 to 1/3 (equivalent ratio) is preferable from the viewpoint of coating film performance. Further, in order to promote the entire reaction, known and commonly used catalysts can also be used.
得られた樹脂組成物〔II〕は、トップコート塗料に用
いるのでそのままクリヤー塗料として用いることができ
るが、必要に応じて透明感を損わない程度に着色顔料ま
たは染料を適宜添加することができる。調製され九ペー
スコート用塗料およびトップコート用塗料には必要に応
じてレベリング剤、紫外線吸収剤、顔料分散剤等各種の
慣用の添加剤を混合させることができる。The obtained resin composition [II] is used for a top coat paint, so it can be used as a clear paint as it is, but if necessary, a coloring pigment or dye can be added as appropriate to an extent that does not impair the transparency. . Various conventional additives such as a leveling agent, an ultraviolet absorber, a pigment dispersant, etc. can be mixed into the prepared paste coat paint and top coat paint, if necessary.
本発明組成物音用いたベースコート用塗料およびトップ
コート用塗料の塗装には、エアースグレー塗装や静電吹
付は塗装等が美粧効果を充分発揮する之めには好適であ
り、ベースコート用塗料ノ膜厚(乾燥膜厚として、以下
同じ)は5〜50迦の範囲、好ましくは10〜2011
mの範囲全適当とし。For painting base coat paints and top coat paints using the composition of the present invention, air gray painting and electrostatic spraying are suitable for achieving a sufficient cosmetic effect, and the film of the base coat paint is suitable. The thickness (as dry film thickness, the same applies hereinafter) is in the range of 5 to 50, preferably 10 to 2011.
All ranges of m are appropriate.
トップコート用塗料の膜厚V′ilo〜100μmの範
囲、好ましくは10〜604mの範囲で塗装される。The film thickness of the top coat paint is applied in a range of V'ilo to 100 μm, preferably in a range of 10 to 604 m.
ペースコート用塗料のクエット塗膜の乾燥条件と、ペー
スコートトトップコートの塗装間隔は約20℃で1〜4
5分間、好ましくは2〜20分間がよく、またペースコ
ートの塗膜全強制乾燥する賜金ば60〜80℃の温風で
0.5〜5分間加温するだけでよい。すなわち、上記の
乾燥条件でベースコートの塗膜全指触乾燥ないし半硬化
乾燥状態に達せしめた後、トップコートの塗装を行なう
。トップコートの乾燥は60〜100℃の温風で30〜
60分程度強制乾燥させることが硬化性の点や生産性の
点で好ましいが、ペースコート用塗料トトッグコート用
塗料の種別や性質に応じ適宜乾燥。The drying conditions for the Couette paint film for pacecoat and the coating interval for pacecoat and top coat are approximately 20℃ and 1 to 4 degrees.
5 minutes, preferably 2 to 20 minutes, and if the entire coating film of the pacecoat is forcibly dried, heating with hot air at 60 to 80°C for 0.5 to 5 minutes is sufficient. That is, after the base coat film is completely dry to the touch or semi-cured dry under the above drying conditions, the top coat is applied. Dry the top coat with warm air at 60-100℃ for 30~
Forced drying for about 60 minutes is preferable from the viewpoint of curability and productivity, but drying may be carried out as appropriate depending on the type and properties of the paint for pace coat Totog coat.
硬化条件全変更しても差支えない。There is no problem even if the curing conditions are completely changed.
以上のように、本発明の組成物金用いた2コート、1ベ
ーク塗装方法を実施することにより、通常のグラスチッ
ク素材の耐熱温度以下の常温または低温加温乾燥で光沢
、肉持感および塗膜性能のすぐれた複合硬化塗膜全形成
することができ、従来の熱硬化性アクリル樹脂塗料やア
ミノアルキド樹脂塗料と比較して遜色のない塗装仕上げ
が得られることから本組成物を用い之塗料系は、熱源の
節約や金属・グラスチック一体塗装法による塗装作業性
の向上などに著効があり、さらに本発明組成物は低温硬
化性に優れており、生産性の向上に大きく寄与するもの
である。As described above, by carrying out the two-coat, one-bake coating method using the gold composition of the present invention, it is possible to improve gloss, texture, and paint quality by drying at room temperature or at a low temperature below the heat resistance temperature of ordinary glass materials. This composition can be used to form a composite cured coating with excellent film performance, and provides a finish comparable to that of conventional thermosetting acrylic resin paints or amino alkyd resin paints. The system is extremely effective in saving heat sources and improving coating workability using the metal/glass integrated coating method.Furthermore, the composition of the present invention has excellent low-temperature curability and greatly contributes to improving productivity. It is.
(実施例)
次に本発明を製造例、実施例により具体的に説明するが
、以下において部は特に断わりのない限りすべて重量規
準であるものとする。(Examples) Next, the present invention will be specifically explained with reference to production examples and examples. In the following, all parts are based on weight unless otherwise specified.
製造例1 〔シクロカーボネート基含有ビニル系重合体
の調製〕
温度計、冷却管、攪拌機、N2がス導入管を装備した四
つロフラスコに、2.3−カーボネートプロビルメタア
クリレート200部、メチルメタクリレート300部、
スチレン200部、n−ブチルアクリレート270部、
メタクリル酸30部からなるモノ1−混合物のうち20
0部とトルエン500部、酢酸イソブチル200部、
tart−プチルパーオクテート(TBPO) 10部
、アゾビスインブチロニトリル(ATBN) 5部を仕
込んで90℃に1時間保持し、次いで30分間?要して
115°Cに昇温し、同温で残りのモノマー混合物80
0部と酢酸イソブチル300部、 TBPo 10部お
よびAIBN 5部か5らなる混合物音3時間金要して
滴下し。Production Example 1 [Preparation of cyclocarbonate group-containing vinyl polymer] 200 parts of 2,3-carbonate propyl methacrylate and methyl methacrylate were placed in a four-necked flask equipped with a thermometer, cooling tube, stirrer, and N2 gas inlet tube. 300 copies,
200 parts of styrene, 270 parts of n-butyl acrylate,
20 of a mono-1 mixture consisting of 30 parts of methacrylic acid
0 parts and 500 parts of toluene, 200 parts of isobutyl acetate,
10 parts of tart-butyl peroctate (TBPO) and 5 parts of azobisin butyronitrile (ATBN) were charged and kept at 90°C for 1 hour, then for 30 minutes. The temperature was then raised to 115°C, and at the same temperature, the remaining monomer mixture was heated to 80°C.
A mixture of 0 parts and 300 parts of isobutyl acetate, 10 parts of TBPo and 5 parts of AIBN was added dropwise over a period of 3 hours.
さらに同温度に10時間保持させて不揮発分49.8%
、粘度(25℃におけるガードナー粘度;以下。Furthermore, when kept at the same temperature for 10 hours, the non-volatile content was 49.8%.
, viscosity (Gardner viscosity at 25°C; below.
同様)2−2.、数平均分子量130000なる樹脂溶
液(+−1)を得た。Same) 2-2. A resin solution (+-1) having a number average molecular weight of 130,000 was obtained.
製造例2 〔同 上〕
2.3−カーゴネートクロピルアリールエーテル200
部、メチルメタアクリレート510部、n−ブチルメタ
アクリレート200部、アクリルfi?! 15部、メ
チルアクリレート75部に代えて用いる以外は製造例1
と同様の操作により樹脂を得た。不揮発分50.7%、
粘度Z3、数平均分子量18.000なる樹脂溶液(1
−2)であった。Production example 2 [same as above] 2.3-cargonate clopylaryl ether 200
parts, 510 parts of methyl methacrylate, 200 parts of n-butyl methacrylate, acrylic fi? ! Production Example 1 except that 15 parts and 75 parts of methyl acrylate were used instead.
A resin was obtained in the same manner as above. Nonvolatile content 50.7%,
A resin solution with a viscosity of Z3 and a number average molecular weight of 18.000 (1
-2).
製造例3 〔同 上〕
3.4−カーゲネートプチルアクリレート300部、ス
チレン250部、ブチル−アクリレート250部、メチ
ルメタクリレート180部、メタアクリレート20部に
代えて用いる以外は製造例1と同様の操作により樹脂を
得た。不揮発分50.8憾、粘度Y、数平均分子fj
18,000なる樹脂溶液(1−3)であった。Production Example 3 [Same as above] Same as Production Example 1 except that 300 parts of 4-cargenetoptyl acrylate, 250 parts of styrene, 250 parts of butyl acrylate, 180 parts of methyl methacrylate, and 20 parts of methacrylate were used instead. A resin was obtained by the operation. Non-volatile content 50.8, viscosity Y, number average molecule fj
The resin solution (1-3) was 18,000 yen.
製造例4 〔同 上〕
2.3−カーゲネートグロビルプチルマレート150部
、酢酸ビニル500部、メチルメタクリレート330部
、アクリル酸20部に代え、80℃で反応全行なった以
外は製造例1と同様の操作により樹脂を得た。不揮発分
51.Of粘度U−V、数平均分子量13,000なる
樹脂溶液(1−4)k得た。Production Example 4 [Same as above] Production example except that 150 parts of 2.3-cargenate globilbutyl maleate, 500 parts of vinyl acetate, 330 parts of methyl methacrylate, and 20 parts of acrylic acid were used, and the entire reaction was carried out at 80°C. A resin was obtained by the same operation as in 1. Non-volatile content 51. A resin solution (1-4) having a viscosity of UV and a number average molecular weight of 13,000 was obtained.
製造例5 〔ケチミン化合物の調製〕
ヘキサメチレンジアミンを過剰のメチルイソブチルケト
ンと加熱還流させ、生成する水金水滴分離器で除去した
のち、蒸留してケチミン化合物(AM−1)を得た。Production Example 5 [Preparation of Ketimine Compound] Hexamethylene diamine was heated to reflux with excess methyl isobutyl ketone, and the resulting water was removed using a gold-water separator, followed by distillation to obtain a ketimine compound (AM-1).
製造例6 〔同 上〕
4−アiツメチルシアεノオクタンとシクロヘキサノン
金円い7h以外は製造915と同様な操作でケチミン化
合物(AM−2)を得た。Production Example 6 [Same as above] A ketimine compound (AM-2) was obtained in the same manner as in Production 915 except for using 4-methylcyanooctane and cyclohexanone.
製造例7 〔ビニル系重合体ポリオールの調製〕メチル
メタアクリレート310部、エチルメタアクリレートl
OO部、エチルアクリレート150部、インブチルメタ
アクリレート216i、β−ヒドロキシエチルメタアク
リレート114部、 スチレン100部、メタアクリル
酸10部からなるモノマー混合物のうち200部と、ト
ルエン500部、酢酸イゾプチル200部、アゾビスイ
ソブチロニトリル(AIBN) 5部およびt句rt−
ブチルパーベンゾエート(t−BPB)10部と金裂造
例1と同様なフラスコに仕込んで90℃に1時間保持し
、次いで30分間を要して115℃に昇温し、同温で残
りのモノマー混合物800部と酢酸イソブチル300部
、t−BPB 10部およびATBN 5部とからなる
混合物を3時間を要して滴下し、さらに同温度に10時
間保持させて、NV −so、os 、粘度(25℃に
おけるガードナー粘度:以下同様)Z 。Production Example 7 [Preparation of vinyl polymer polyol] 310 parts of methyl methacrylate, 1 ethyl methacrylate
0 parts, 150 parts of ethyl acrylate, 216i of inbutyl methacrylate, 114 parts of β-hydroxyethyl methacrylate, 100 parts of styrene, 200 parts of a monomer mixture consisting of 10 parts of methacrylic acid, 500 parts of toluene, and 200 parts of isoptyl acetate. , 5 parts of azobisisobutyronitrile (AIBN) and t-
10 parts of butyl perbenzoate (t-BPB) was charged into a flask similar to Kinraizou Example 1 and kept at 90°C for 1 hour.Then, the temperature was raised to 115°C over 30 minutes, and at the same temperature, the remaining A mixture consisting of 800 parts of the monomer mixture, 300 parts of isobutyl acetate, 10 parts of t-BPB, and 5 parts of ATBN was added dropwise over 3 hours, and the temperature was further maintained for 10 hours to determine NV-so, os, and viscosity. (Gardner viscosity at 25°C: same below) Z.
M、 = 15000および水酸基価(以下、これ金「
OH価」と記す。)25なる樹脂を得た。M, = 15000 and hydroxyl value (hereinafter referred to as gold)
OH value". ) 25 was obtained.
以下この樹脂溶液t(II−x)と略記する。Hereinafter, this resin solution will be abbreviated as t(II-x).
製造例8 (ポリエステルポリオールの調製〕攪拌機
、温度計、水分離器全備え九反応容器にイソフタル酸2
00部、フタル酸200部、アジピン酸237部、ネオ
被ンチルグリコール365.3部、トリメチロールノロ
1フ124部を入れ、加熱攪拌しながら180℃に昇温
した。180℃から230℃までは5時間かかってほぼ
一定速度で昇温し、その後230℃に保持し念。更に、
キジロール720部に徐々に加え、共沸縮合法に切り替
えた。反応温度を230℃に保ちながら樹脂酸価を追跡
し、酸価4.0に達した時点で反応全終了した。得られ
たぼりエステルポリオールはOH価54 、 NV約6
0%、 Mn 3000のオイルフリーのものであった
。Production Example 8 (Preparation of polyester polyol) 2 pieces of isophthalic acid were placed in 9 reaction vessels equipped with a stirrer, thermometer, and water separator.
00 parts of phthalic acid, 200 parts of adipic acid, 365.3 parts of neoantyl glycol, and 124 parts of trimethylol alcohol were added, and the temperature was raised to 180°C while stirring. It took 5 hours to raise the temperature from 180°C to 230°C at a nearly constant rate, and then the temperature was maintained at 230°C. Furthermore,
It was gradually added to 720 parts of Kijirole, and the method was switched to an azeotropic condensation method. The acid value of the resin was monitored while maintaining the reaction temperature at 230°C, and the reaction was completely completed when the acid value reached 4.0. The obtained ester polyol has an OH value of 54 and an NV of about 6.
0%, Mn 3000, and was oil-free.
以下この樹脂溶液t(n−2)と略記する。Hereinafter, this resin solution will be abbreviated as t(n-2).
実施例1〜8
第1表に示した配合比率(重量部)で常法の塗料化方法
により各別にトップコート塗料およびペースコート塗料
を調製したのち、千シレン/トルエン/酢酸エチル=3
0150/20 (重量比)なる混合溶剤でスプレー粘
度まで希釈し、リン酸亜鉛処理鋼板にペースコート塗料
およびト・ラグコート塗料の乾燥塗膜がそれぞれ15μ
mおよび30μmになるよう、また2種の塗料の塗装間
隔全2分間トシてエアースプレーにて塗装し、80℃で
30分間加熱せしめることにより硬化塗膜全書た。この
様にして得られた各塗膜物性評価の結果を第1表に示す
。Examples 1 to 8 Top coat paints and pace coat paints were prepared separately by a conventional paint preparation method using the blending ratios (parts by weight) shown in Table 1, and then 1,000 silenes/toluene/ethyl acetate = 3
Diluted to a spray viscosity with a mixed solvent of 0150/20 (weight ratio), a dry coating of 15 μm each of the pace coat paint and the torag coat paint was applied to a zinc phosphate treated steel plate.
The two types of paint were applied by air spray so that the coating thickness was 30 μm and the interval between coatings was 2 minutes, and the entire cured coating film was formed by heating at 80° C. for 30 minutes. Table 1 shows the results of the evaluation of the physical properties of each coating film obtained in this way.
物性評価は強制乾燥後3日間室温放置したのち、行なっ
念。The physical properties were evaluated after being left at room temperature for 3 days after forced drying.
評価方法 ◎非常に優れる。Evaluation method: ◎Very excellent.
ン 、2・′ / / / /′ /′hmm ,2・′ / / / /′ /′
Claims (1)
化性樹脂を主成分とする塗料(ベースコート)を塗装し
、ついで該塗装面に硬化性樹脂を主成分としたクリヤー
塗料(トップコート)を塗装し、しかるのち硬化せしめ
る塗装仕上げ方法において、 該ベースコート用塗料の樹脂成分として、 〔 I 〕1分子中に少なくとも1個のシクロカーボネー
ト基を有するビニル系重合体(A)にポリケチミン化合
物(B)を配合してなる樹脂組成物を用い、 またトップコート用塗料の樹脂成分として、〔II〕ビニ
ル系重合体ポリオールおよびまたはポリエステルポリオ
ールにポリイソシアネートを配合してなる樹脂組成物を
用いて複合硬化塗膜を形成させることを特徴とする塗装
仕上げ方法。[Claims] A paint (base coat) mainly composed of a curable resin containing metallic powder and/or colored pigment is applied, and then a clear paint (top coat) mainly composed of a curable resin is applied to the painted surface. ) is applied and then cured, as the resin component of the base coat paint, [I] a vinyl polymer (A) having at least one cyclocarbonate group in one molecule and a polyketimine compound ( B), and as a resin component of the top coat paint, [II] a resin composition obtained by blending a polyisocyanate with a vinyl polymer polyol and/or a polyester polyol. A painting finishing method characterized by forming a hardened paint film.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5166688A JPH01225675A (en) | 1988-03-07 | 1988-03-07 | Finishing by coating |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5166688A JPH01225675A (en) | 1988-03-07 | 1988-03-07 | Finishing by coating |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01225675A true JPH01225675A (en) | 1989-09-08 |
Family
ID=12893205
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5166688A Pending JPH01225675A (en) | 1988-03-07 | 1988-03-07 | Finishing by coating |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01225675A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002094912A1 (en) * | 2001-05-21 | 2002-11-28 | 3M Innovative Properties Company | Fluoropolymer bonding composition and method |
-
1988
- 1988-03-07 JP JP5166688A patent/JPH01225675A/en active Pending
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002094912A1 (en) * | 2001-05-21 | 2002-11-28 | 3M Innovative Properties Company | Fluoropolymer bonding composition and method |
US6630047B2 (en) | 2001-05-21 | 2003-10-07 | 3M Innovative Properties Company | Fluoropolymer bonding composition and method |
US7175733B2 (en) | 2001-05-21 | 2007-02-13 | 3M Innovative Properties Company | Fluoropolymer bonding composition and method |
US7235302B2 (en) | 2001-05-21 | 2007-06-26 | 3M Innovative Properties Company | Fluoropolymer bonding composition and method |
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