JPH04132784A - Coating composition - Google Patents
Coating compositionInfo
- Publication number
- JPH04132784A JPH04132784A JP25193690A JP25193690A JPH04132784A JP H04132784 A JPH04132784 A JP H04132784A JP 25193690 A JP25193690 A JP 25193690A JP 25193690 A JP25193690 A JP 25193690A JP H04132784 A JPH04132784 A JP H04132784A
- Authority
- JP
- Japan
- Prior art keywords
- resin
- weight
- resistance
- adhesion
- curing agent
- 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
- 239000008199 coating composition Substances 0.000 title claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 16
- -1 isocyanate compound Chemical class 0.000 claims abstract description 16
- 239000000178 monomer Substances 0.000 claims abstract description 16
- 239000000203 mixture Substances 0.000 claims abstract description 14
- 239000012948 isocyanate Substances 0.000 claims abstract description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229920000728 polyester Polymers 0.000 claims abstract description 8
- 229920000098 polyolefin Polymers 0.000 claims abstract description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
- 239000005977 Ethylene Substances 0.000 claims description 2
- 239000002952 polymeric resin Substances 0.000 claims description 2
- 229920003002 synthetic resin Polymers 0.000 claims description 2
- 229920005989 resin Polymers 0.000 abstract description 38
- 239000011347 resin Substances 0.000 abstract description 38
- 239000002904 solvent Substances 0.000 abstract description 20
- 239000000126 substance Substances 0.000 abstract description 10
- 230000000379 polymerizing effect Effects 0.000 abstract description 3
- 238000000576 coating method Methods 0.000 description 29
- 239000011248 coating agent Substances 0.000 description 27
- 239000003973 paint Substances 0.000 description 24
- 229920005672 polyolefin resin Polymers 0.000 description 19
- 238000012360 testing method Methods 0.000 description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 11
- 238000000034 method Methods 0.000 description 10
- 239000000049 pigment Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000002585 base Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000003756 stirring Methods 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
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000005856 abnormality Effects 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000010422 painting Methods 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 150000007519 polyprotic acids Polymers 0.000 description 3
- 239000002987 primer (paints) Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000002075 main ingredient Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- QXRRAZIZHCWBQY-UHFFFAOYSA-N 1,1-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1(CN=C=O)CCCCC1 QXRRAZIZHCWBQY-UHFFFAOYSA-N 0.000 description 1
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical group CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[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
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- WEHZNZTWKUYVIY-UHFFFAOYSA-N 3-oxabicyclo[3.2.2]nona-1(7),5,8-triene-2,4-dione Chemical compound O=C1OC(=O)C2=CC=C1C=C2 WEHZNZTWKUYVIY-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
- VNGLVZLEUDIDQH-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol;2-methyloxirane Chemical compound CC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 VNGLVZLEUDIDQH-UHFFFAOYSA-N 0.000 description 1
- WPSWDCBWMRJJED-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol;oxirane Chemical class C1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 WPSWDCBWMRJJED-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical group CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 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
- HDONYZHVZVCMLR-UHFFFAOYSA-N N=C=O.N=C=O.CC1CCCCC1 Chemical compound N=C=O.N=C=O.CC1CCCCC1 HDONYZHVZVCMLR-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- STWHDNSRIOHYPG-UHFFFAOYSA-N acetic acid;2-methoxyethanol Chemical compound CC(O)=O.COCCO STWHDNSRIOHYPG-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- JZULKTSSLJNBQJ-UHFFFAOYSA-N chromium;sulfuric acid Chemical compound [Cr].OS(O)(=O)=O JZULKTSSLJNBQJ-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 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
- 238000005336 cracking Methods 0.000 description 1
- 101150038956 cup-4 gene Proteins 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
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000006185 dispersion Substances 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
- 239000000428 dust Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- IIQWTZQWBGDRQG-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate;isocyanic acid Chemical compound N=C=O.CCOC(=O)C(C)=C IIQWTZQWBGDRQG-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 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
- 150000002576 ketones Chemical class 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical group C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 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
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 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、ポリオレフィン系樹脂表面に対して付着性に
優れる塗料組成物に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a coating composition that has excellent adhesion to polyolefin resin surfaces.
（従来の技術）
従来、自動車の外装部品にはガラスをのぞいては金属が
使用されていたが、最近ではバンパードアミラーカバー
、モール、スポイラ−などに樹脂成形品を使用するケー
スが多くなっている。樹脂成形品としては、ウレタン系
樹脂よりも、コストパフォーマンスに優れるポリオレフ
ィン系樹脂が益々多く使用されるようになってきた。(Conventional technology) Traditionally, metal has been used for the exterior parts of automobiles, except for glass, but recently resin molded products are increasingly being used for bumper door mirror covers, moldings, spoilers, etc. . As resin molded products, polyolefin resins, which are superior in cost performance, are increasingly being used than urethane resins.
これらポリオレフィン系樹脂表面の塗装においては、金
属とは異なった種々の制約を受ける。すなわち、■ポリ
オレフィン系樹脂は極性が低く、該表面には塗料塗膜が
付着しにくいため、特定の塗料に限定される。また、■
加熱乾燥においては、温度を１２０℃以下に抑えなけれ
ばならない。■、■の制約にも拘らず、塗料塗膜に対し
ては自動車外部並みの付着性、外観性、耐候性、耐薬品
性、耐溶剤性などの性能が要求される。The coating of these polyolefin resin surfaces is subject to various restrictions different from those of metals. That is, (2) polyolefin resins have low polarity and paint films are difficult to adhere to their surfaces, so they are limited to specific paints. Also,■
In heat drying, the temperature must be kept below 120°C. Despite the constraints of (1) and (2), paint films are required to have properties such as adhesion, appearance, weather resistance, chemical resistance, and solvent resistance comparable to those on the exterior of automobiles.
ポリオレフィン系樹脂表面への塗料の付着性を向上させ
る方法として、ポリオレフィン系樹脂表面に対して、フ
レーム処理、コロナ放電、プラズマ処理、クロム硫酸処
理などの前処理を施した後に、上塗り塗料を塗装する方
法が、従来より用いられている。しかし、これらの方法
は必ずしも付着性が充分であるとはいえず、また被塗物
の形状によっては通用困難な場合がある。As a method to improve the adhesion of paint to polyolefin resin surfaces, a top coat is applied after pretreatment such as flame treatment, corona discharge, plasma treatment, chromium sulfuric acid treatment, etc. is applied to the polyolefin resin surface. Methods are conventionally used. However, these methods do not necessarily provide sufficient adhesion, and may be difficult to apply depending on the shape of the object to be coated.
別法として、ポリオレフィン系樹脂表面をまずトリクロ
ロエタン等の溶剤で洗浄し、付着性のよい専用プライマ
ーを塗装したのちに、上塗り塗料を塗装する方法が用い
られている。しかし、この方法も工程数が増え、専用プ
ライマーが高価であり、トータルコストが高くなるとい
う不満点がある。Another method is to first wash the surface of the polyolefin resin with a solvent such as trichloroethane, apply a special primer with good adhesion, and then apply a top coat. However, this method also has disadvantages in that the number of steps increases, the dedicated primer is expensive, and the total cost increases.
これらの技術の改良法として、ポリオレフィン系樹脂表
面に付着性のよい以下のような樹脂系が開示されている
。As improvements to these techniques, the following resin systems that have good adhesion to the surface of polyolefin resins have been disclosed.
ａ、特開昭５７−２００４３８号公報には塩素化ポリオ
レフィン系樹脂とアクリル樹脂との混合物。a. JP-A-57-200438 discloses a mixture of chlorinated polyolefin resin and acrylic resin.
ｂ、特開昭５９−２７９６８号公報、特開昭６２−１４
９７３４号公報には塩素化ポリオレフィン系樹脂とアク
リル系単量体との共重合体にイソシアネート化合物を組
み合わせた樹脂系。b, JP-A-59-27968, JP-A-62-14
No. 9734 discloses a resin system in which an isocyanate compound is combined with a copolymer of a chlorinated polyolefin resin and an acrylic monomer.
Ｃ９特開昭６２−１８４３４号公報には、塩素化ポリオ
レフィン系樹脂とアクリル系単量体と塩素化ポリジエン
との共重合体にイソシアネート化合物を組み合わせた樹
脂系。C9 JP-A-62-18434 discloses a resin system in which an isocyanate compound is combined with a copolymer of a chlorinated polyolefin resin, an acrylic monomer, and a chlorinated polydiene.
（発明が解決しようとする課題）
しかしながら、ａの樹脂混合物では、塩素含有率を３５
重量％以下とする必要があり、樹脂溶液は二相に分離し
易く、塗料とした場合に顔料の分散安定性、塗膜の艶、
塗膜の付着性、耐溶剤性、耐候性、物性が不十分である
などの欠点がある。(Problem to be solved by the invention) However, in the resin mixture of a, the chlorine content is 35%.
% by weight or less, the resin solution is easy to separate into two phases, and when used as a paint, the dispersion stability of the pigment, the gloss of the paint film,
It has drawbacks such as insufficient adhesion, solvent resistance, weather resistance, and physical properties of the coating film.
ｂの樹脂系では、ａに比べて樹脂溶液の安定性はよいが
、塗膜の艶、耐候性か不十分である。In the resin system b, the stability of the resin solution is better than in the case a, but the gloss and weather resistance of the coating film are insufficient.
Ｃの樹脂系でも、耐溶剤性、耐候性が不満足であり、実
用化の段階には達していない。Even the resin type C has unsatisfactory solvent resistance and weather resistance, and has not yet reached the stage of practical use.
以上のａ、ｂ、ｃいずれも、家電製品や自動車内装部品
など、厳しい耐候性を必要としないものに、その使用が
限定されており、バンパーなどの自動車外装部品の１回
塗装仕上げを具現化するものではない。The use of all of the above a, b, and c is limited to items that do not require severe weather resistance, such as home appliances and automobile interior parts, and they embody the one-time paint finish of automobile exterior parts such as bumpers. It's not something you do.
自動車業界からは、上記のような被塗物に直接塗装でき
て、１〜数回の塗装で仕上げることができる塗料の開発
が熱望されている。The automobile industry is eagerly awaiting the development of paints that can be applied directly to the objects to be coated, such as those described above, and that can be finished with one to several coats.
本発明の目的は、上記の産業界の要望に対してなされた
ものであり、ポリオレフィン系樹脂表面に対して直接塗
装でき、付着性、外観性、耐候性、耐薬品性、耐溶剤性
などの優れた塗膜性能を与える上塗り塗料組成物を提供
することにある。The purpose of the present invention was made in response to the above-mentioned demands of the industrial world, and it can be applied directly to the surface of polyolefin resin, and has excellent adhesion, appearance, weather resistance, chemical resistance, solvent resistance, etc. An object of the present invention is to provide a top coating composition that provides excellent coating performance.
（課題を解決するための手段）
本発明者らは、目的を達成するために鋭意研究を重ねた
結果、従来技術の塩素化ポリオレフィン系樹脂を主体と
する樹脂系において、水酸基含有アクリル単量体または
これと共重合可能なビニル系単量体との混合物、さらに
末端にエチレン性不飽和結合を有するポリエステルプレ
ポリマーを併用することにより、ポリオレフィン系樹脂
表面への付着性に優れ、外観性、耐候性、耐薬品性、耐
溶剤性などの優れた塗膜性能を与える樹脂系を見出し本
発明を完成させた。(Means for Solving the Problem) As a result of intensive research to achieve the object, the present inventors have found that in a resin system based on a conventional chlorinated polyolefin resin, a hydroxyl group-containing acrylic monomer Alternatively, by using a mixture of this with a copolymerizable vinyl monomer and a polyester prepolymer having an ethylenically unsaturated bond at the end, it has excellent adhesion to the polyolefin resin surface, improves appearance and weather resistance. The present invention was completed by discovering a resin system that provides excellent coating film performance such as hardness, chemical resistance, and solvent resistance.
即ち本発明は、
（Ａ）塩素化ポリオレフィン５〜５０重量％と（Ｂ）水
酸基を有するアクリル系単量体またはこれと共重合可能
なエチレン系単量体との混合物５〜８０重量％と
（Ｃ）末端にエチレン性二重結合を有する、数平均分子
量５００〜３０００のポリエステルプレポリマー１〜５
０重量％とを
重合させて得られる、水酸基価が２０〜１５０である重
合樹脂を主成分とする主剤と、
（Ｄ）重合樹脂のＯＨに対するＮＧＯの割合をＮＧＯ／
叶−〇、４〜２．０とする多官能イソシアネート化合物
である硬化剤とからなることを特徴とする塗料組成物で
ある。That is, the present invention comprises (A) 5 to 50% by weight of a chlorinated polyolefin, (B) 5 to 80% by weight of a mixture of an acrylic monomer having a hydroxyl group or an ethylene monomer copolymerizable therewith, and ( C) Polyester prepolymers 1 to 5 having an ethylenic double bond at the end and having a number average molecular weight of 500 to 3000
(D) The ratio of NGO to OH of the polymer resin is NGO/
This is a coating composition characterized by comprising a curing agent which is a polyfunctional isocyanate compound having a hardness of 4 to 2.0.
本発明の塗料組成物は、以下に詳細に説明する成分（Ａ
）、（Ｂ）および（Ｃ）を重合させて得られる重合樹脂
（以下樹脂（Ｅ）と記す）を塗料主側の主成分とし、同
しく成分（Ｄ）を塗料硬化剤の主成分とする２成分型塗
料である。The coating composition of the present invention comprises the components (A
), (B) and (C) (hereinafter referred to as resin (E)) is the main component of the paint main side, and component (D) is the main component of the paint curing agent. It is a two-component paint.
本発明の塗料組成物で、主剤に使用される成分（Ａ）と
しては例えば、エチレン、プロピレン、ブタジェンの少
なくとも１種から合成される重合体の塩素化物や、エチ
レン、プロピレン、ブタジェンの少なくとも１種から合
成される重合体にカルボキシル基を導入して変性したの
ち、さらに塩素化した従来公知の塩素化ポリオレフィン
系樹脂であって、塩素含有率が１０〜５０重量％、好ま
しくは１５〜４０重量％、数平均分子量が３０００〜１
０００００、好ましくは５０００〜５００００のものが
使用できる。In the coating composition of the present invention, the component (A) used as the main agent is, for example, a chlorinated polymer synthesized from at least one of ethylene, propylene, and butadiene, and at least one of ethylene, propylene, and butadiene. A conventionally known chlorinated polyolefin resin obtained by introducing a carboxyl group into a polymer synthesized from a polymer, modifying it, and then chlorinating it, with a chlorine content of 10 to 50% by weight, preferably 15 to 40% by weight. , number average molecular weight is 3000-1
00,000, preferably 5,000 to 50,000 can be used.
塩素含有率が１０重量％未満では、特に低温で溶液の安
定性が悪く、また重合したときのアクリル樹脂成分との
親和性が劣り、塗膜外観性が悪く、また５０重量％を越
えるとポリオレフィン系樹脂表面に対する付着性、耐候
性がよくない。If the chlorine content is less than 10% by weight, the stability of the solution will be poor, especially at low temperatures, and the affinity with the acrylic resin component during polymerization will be poor, resulting in poor coating film appearance, and if it exceeds 50% by weight, polyolefin Adhesion to the resin surface and weather resistance are poor.
また数平均分子量が３０００未満では、耐溶剤性、硬度
、付着性が劣り、また１０００００を越えると、樹脂溶
液の粘度が高過ぎるため希釈溶剤をより多く必要とし、
塗装時の塗料固形分が低くなり、塗膜厚が得難く、塗膜
作業性が悪くなるので好ましくない。If the number average molecular weight is less than 3,000, solvent resistance, hardness, and adhesion will be poor, and if it exceeds 100,000, the viscosity of the resin solution will be too high, requiring more dilution solvent.
This is undesirable because the solid content of the paint during painting becomes low, it is difficult to obtain a thick film, and the workability of the film becomes poor.
同しく主剤に使用される成分（Ｂ）、すなわち水酸基を
有するアクリル系単量体としては、例えば、２−ヒドロ
キシエチル（メタ）アクリレート、２−ヒドロキシプロ
ピル（メタ）アクリレート、３−ヒドロキシプロピル（
メタ）アクリレート、２−ヒドロキシブチル（メタ）ア
クリレート、３ヒドロキシブチル（メタ）アクリレート
、４ヒドロキシブチル（メタ）アクリレートなどがあり
、またこれらとε−カプロラクトンとの付加物や、プラ
クセルＦＭモノマーもしくはプラクセルＦＡ七ツマ−（
ダイセル化学工業株式会社製）なども使用可能である。Component (B), that is, an acrylic monomer having a hydroxyl group, which is also used in the main agent, includes, for example, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (
There are meth)acrylate, 2-hydroxybutyl(meth)acrylate, 3hydroxybutyl(meth)acrylate, 4hydroxybutyl(meth)acrylate, and adducts of these with ε-caprolactone, Plaxel FM monomer or Plaxel FA. Nanatsuma (
(manufactured by Daicel Chemical Industries, Ltd.) can also be used.
またこれら水酸基含有アクリル車量体と併用される他の
共重合可能なビニル系単量体としては、メチル（メタ）
アクリレート、エチル（メタ）アクリレート、プロピル
（メタ）アクリレート、メチル（メタ）アクリレート、
２−エチルヘキシル（メタ）アクリレート、ラウリル（
メタ）アクリレート、シクロヘキシル（メタ）アクリレ
ート、グリシジル（メタ）アクリレート、（メタ）アク
リル酸、スチレン、ｐ −ｔｅｒｔ−ブチルスチレン、
ビニルトルエン、酢酸ビニル、アシル基変成（メタ）ア
クリレートなどが使用できる。In addition, other copolymerizable vinyl monomers used in combination with these hydroxyl group-containing acrylic monomers include methyl (meth)
Acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, methyl (meth)acrylate,
2-ethylhexyl (meth)acrylate, lauryl (
meth)acrylate, cyclohexyl (meth)acrylate, glycidyl (meth)acrylate, (meth)acrylic acid, styrene, p-tert-butylstyrene,
Vinyl toluene, vinyl acetate, acyl group-modified (meth)acrylate, etc. can be used.
同じく主剤に使用される成分（Ｃ）、すなわち末端にエ
チレン性不飽和結合を有するポリエステル化合物は、（
Ａ） 、（Ｂ）成分と重合して得られる樹脂（Ｅ）の顔
料分散性、塗膜外観性を著しく向上させる成分である。Component (C), which is also used as the main ingredient, is a polyester compound having an ethylenically unsaturated bond at the end.
It is a component that significantly improves the pigment dispersibility and coating film appearance of the resin (E) obtained by polymerizing with components A) and (B).
成分（Ｃ）は、まず多塩基酸と多価アルコールとをエス
テル化させて、末端に水酸基を有するポリエステルを合
成し、続いてポリエステルの水酸基１当量に対して、０
．２〜０．５当量のイソシアネート基を持ったエチレン
性不飽和単量体、または無水マレイン酸に代表される二
重結合を有する酸無水物を反応させて得られる化合物で
ある。成分（Ｃ）の数平均分子量は５００〜３０００、
好ましくは７００〜２０００である。数平均分子量が５
００未満では良好な塗膜外観が期待できず、３０００を
越えると塗膜の耐溶剤性が低下し、また、樹脂（Ｅ）の
重合反応の過程でゲル化の危険性がある。Component (C) is first synthesized by esterifying a polybasic acid and a polyhydric alcohol to synthesize a polyester having a hydroxyl group at the end.
．． It is a compound obtained by reacting an ethylenically unsaturated monomer having 2 to 0.5 equivalents of isocyanate groups or an acid anhydride having a double bond, typified by maleic anhydride. The number average molecular weight of component (C) is 500 to 3000,
Preferably it is 700-2000. Number average molecular weight is 5
If it is less than 00, a good coating film appearance cannot be expected, and if it exceeds 3,000, the solvent resistance of the coating film will decrease, and there is a risk of gelation during the polymerization reaction of the resin (E).
成分（Ｃ）に使用される多塩基酸としては、無水フタル
酸、イソフタル酸、テトラヒドロ無水フタル酸、ヘキサ
ヒドロ無水フタル酸、無水トリメリット酸、無水ピロメ
リット酸、テトラクロロ無水フタル酸、テレフタル酸、
アジピン酸、アゼライン酸、セバシン酸、コハク酸、■
、４−シクロヘキサンジカルボン酸など一般に用いられ
るポリエステル製造用の多塩基酸、これらのエステルを
、１種または２種以上混合して使用することができる。Examples of polybasic acids used in component (C) include phthalic anhydride, isophthalic acid, tetrahydrophthalic anhydride, hexahydrophthalic anhydride, trimellitic anhydride, pyromellitic anhydride, tetrachlorophthalic anhydride, terephthalic anhydride,
Adipic acid, azelaic acid, sebacic acid, succinic acid, ■
, 4-cyclohexanedicarboxylic acid and other commonly used polybasic acids for producing polyesters, and these esters can be used singly or in combination of two or more.
同しく成分（Ｃ）に使用される多価アルコールとしては
、エチレングリコール、プロピレングリコール、ジエチ
レングリコール、トリプロピレングリコール、ブタンジ
オール、ベンタンジオール、ヘキサンジオール、ネオペ
ンチルグリコール、ヘキシレングリコール、ビスフェノ
ールＡのエチレンオキサイド付加物、ビスフェノールＡ
のプロピレンオキサイド付加物、水添ビスフェノールＡ
のエチレンオキサイド付加物、水添ビスフェノールＡの
ブＵ】ビ１／ンオキサイド付加物、１． ４−シクロ・
＼キザンジメタノールなどの２価アルコール、グリセリ
ン、トリメチロールエタン、トリメチロールプロパン、
ヘキサントリオール、ペンタエリスリトールなどを１種
または２種以上混合して使用することができる。Similarly, polyhydric alcohols used in component (C) include ethylene glycol, propylene glycol, diethylene glycol, tripropylene glycol, butanediol, bentanediol, hexanediol, neopentyl glycol, hexylene glycol, and ethylene oxide of bisphenol A. adduct, bisphenol A
propylene oxide adduct, hydrogenated bisphenol A
Ethylene oxide adduct of hydrogenated bisphenol A, ethylene oxide adduct of hydrogenated bisphenol A, 1. 4-Cyclo・
＼Dihydric alcohols such as xandimethanol, glycerin, trimethylolethane, trimethylolpropane,
Hexanetriol, pentaerythritol, etc. can be used alone or in combination of two or more.
さらに成分（Ｃ）に使用されるイソシアネート基を持っ
たエチレン性不飽和単量体としては、メタクリロイルイ
ソシアネート、２−イソシアネートエチルメタクリレー
トおよびｍ−イソプロペニル−α、α−ジメチルヘンシ
ルイソシアネートが好ましいが、これらに限定されるも
のではない。Furthermore, as the ethylenically unsaturated monomer having an isocyanate group used in component (C), methacryloyl isocyanate, 2-isocyanate ethyl methacrylate and m-isopropenyl-α,α-dimethylhensyl isocyanate are preferred; It is not limited to these.
本発明の塗料組成物において、主剤の主成分となる樹脂
（Ｅ）は、以上で説明した成分（Ａ）、（Ｂ）および（
Ｃ）を、（Ａ）が５〜５０重量％、好ましくは１０〜４
０重量％、（Ｂ）が５〜８０重量％、好ましくは２０〜
７０重量％、（Ｃ）が１〜５０重量％、好ましくは１０
〜４０重量％の割合で重合させて得られ、水酸基価は２
０〜１５０である。（Ａ）が５重量％未満では付着性が
悪＜、５０重量％を越えると耐溶剤性、耐候性が低下す
る。（Ｂ）が５重量％未満では耐溶剤性、耐候性、耐水
性が悪＜、８０重量％を越えると塗膜が硬すぎて柔軟性
に欠けるので好ましくない。また（Ｃ）が１重量％未満
では、顔料の分散性、外観性が低下し、５０重量％を越
えると耐溶剤性が低下するので好ましくない。In the coating composition of the present invention, the resin (E) which is the main component of the base agent is composed of the components (A), (B) and (
C), (A) is 5 to 50% by weight, preferably 10 to 4% by weight.
0% by weight, (B) is 5-80% by weight, preferably 20-80% by weight
70% by weight, (C) from 1 to 50% by weight, preferably 10
It is obtained by polymerizing at a ratio of ~40% by weight, and the hydroxyl value is 2.
It is 0-150. If (A) is less than 5% by weight, adhesion is poor; if it exceeds 50% by weight, solvent resistance and weather resistance are reduced. If (B) is less than 5% by weight, solvent resistance, weather resistance, and water resistance are poor; if it exceeds 80% by weight, the coating film is too hard and lacks flexibility, which is not preferable. If (C) is less than 1% by weight, the dispersibility and appearance of the pigment will deteriorate, and if it exceeds 50% by weight, solvent resistance will deteriorate, which is not preferable.
水酸基価が２０未満では、架橋が不十分となるため塗膜
の耐溶剤性、耐候性、耐薬品性が低下し、１５０を越え
ると、光沢が低下し、良好な外観が得られない。If the hydroxyl value is less than 20, crosslinking will be insufficient and the solvent resistance, weather resistance, and chemical resistance of the coating film will be reduced, and if it exceeds 150, the gloss will be reduced and a good appearance will not be obtained.
本発明の塗料組成物で、硬化剤に使用される成分（Ｄ）
、すなわち多官能イソシア２−ト化合物としては例えば
、トリレンジイソシアネート、ジフェニルメタンジイソ
シアネート、イソホロンジイソシアネート（ＩＰＤＩ）
、ヘキサメチレンジイソシアネート（ＨＤＩ）、ｌ−リ
メチルヘキサニ／ジイソシアネート、メチルシクロヘキ
サンジイソシアネート、メチレンビス（シクロヘキシル
イソシアネート）、ジ（イソシアネートメチル）シクロ
ヘキサン；あるいはこれらのジイソシアネートとエチレ
ングリコール、ポリエチレングリコール、ポリプロピレ
ングリコール、ポリエーテルポリオール、ポリカプロラ
クトンポリオール、トリメチロールエタン、トリメチロ
ールプロパン、ヘキサントリオール、ペンタエリスリト
ール、水などとの付加物、さらにはビューレット体、ジ
イソシアネート同士の多量体などを使用することができ
る。Component (D) used as a curing agent in the coating composition of the present invention
That is, examples of polyfunctional isocyanate compounds include tolylene diisocyanate, diphenylmethane diisocyanate, and isophorone diisocyanate (IPDI).
, hexamethylene diisocyanate (HDI), l-limethylhexani/diisocyanate, methylcyclohexane diisocyanate, methylene bis(cyclohexyl isocyanate), di(isocyanatomethyl)cyclohexane; or these diisocyanates and ethylene glycol, polyethylene glycol, polypropylene glycol, polyether polyol, poly Caprolactone polyol, trimethylolethane, trimethylolpropane, hexanetriol, pentaerythritol, adducts with water, etc., as well as biuret forms, multimers of diisocyanates, and the like can be used.
主剤と硬化剤との混合割合は樹脂（Ｅ）の水酸基１当量
に対して、成分（Ｄ）のイソシアネート基が０．４〜２
．０当量、好ましくは０．６〜１．５当量である。０．
４当量未満では、塗膜物性や耐溶剤性が低下し、２．０
当量を越えても特に性能向上はみられず経済的に不利で
あり好ましくない。The mixing ratio of the base resin and curing agent is 0.4 to 2 isocyanate groups in component (D) per 1 equivalent of hydroxyl groups in resin (E).
．． 0 equivalent, preferably 0.6 to 1.5 equivalent. 0.
If the amount is less than 4 equivalents, the physical properties and solvent resistance of the coating will decrease, and if the amount is less than 2.0
Even if the amount exceeds the equivalent amount, no particular improvement in performance is observed and it is economically disadvantageous, which is not preferable.
本発明の塗料組成物においては、前記の必須成分以外に
さらに着色顔料、体質顔料、アルミニウム粉末、パール
マイカ粉末、その他の樹脂、溶剤、添加剤などを使用す
ることができる。In the coating composition of the present invention, color pigments, extender pigments, aluminum powder, pearl mica powder, other resins, solvents, additives, and the like can be used in addition to the above-mentioned essential components.
着色顔料としては特に限定しないが、例えば、酸化チタ
ン、カーボンブラック、酸化鉄、クロム酸鉛などの無機
顔料、フタロシアニンブルー、フタロシアニングリーン
、キナクリドン系赤のような有機顔料が使用できる。Although the coloring pigment is not particularly limited, for example, inorganic pigments such as titanium oxide, carbon black, iron oxide, and lead chromate, and organic pigments such as phthalocyanine blue, phthalocyanine green, and quinacridone red can be used.
体質顔料としては、カオリン、硫酸バリウム、炭酸カル
シウムなどが使用できる。As extender pigments, kaolin, barium sulfate, calcium carbonate, etc. can be used.
有機溶剤としては、樹脂成分の溶解性を許容する範囲内
で使用することができる。具体的には例えば、ドルオー
ル、キジロール、ソルベントナフサなどの芳香族炭化水
素；酢酸メチル、酢酸エチル、酢酸ブチル、酢酸エチレ
ングリコールモノメチルエーテルなどのエステル；アセ
トン、メチルエチルケトン、メチルイソブチルケトンな
どのケトン類等が使用できる。以上の溶剤は華独または
２種以上を混合して使用する。The organic solvent can be used within a range that allows the solubility of the resin component. Specifically, for example, aromatic hydrocarbons such as doluol, quijirole, and solvent naphtha; esters such as methyl acetate, ethyl acetate, butyl acetate, and acetic acid ethylene glycol monomethyl ether; ketones such as acetone, methyl ethyl ketone, and methyl isobutyl ketone; can be used. The above solvents are used either in Chinese or in combination of two or more.
添加剤としては塗料において通常用いられる添加剤、例
えば、界面活性剤、表面調整剤、顔料沈降防止剤などを
使用することができる。また、ナフテン酸亜鉛、オクチ
ル酸亜鉛、ジブチル錫ラウレートなどの硬化促進剤も併
用可能である。As additives, additives commonly used in paints, such as surfactants, surface conditioners, pigment anti-settling agents, etc., can be used. Furthermore, curing accelerators such as zinc naphthenate, zinc octylate, and dibutyltin laurate can also be used in combination.
本発明の塗料組成物は、前記のように２成分塗料であり
、塗装に際して主剤と硬化剤とを混合して塗装に供する
。その調製方法の１例を下記に示した。As mentioned above, the coating composition of the present invention is a two-component coating, and the base agent and the curing agent are mixed together and used for coating. An example of its preparation method is shown below.
主剤の調製方法としては、樹脂（Ｅ）、顔料、溶剤、添
加剤を混合し、サンドミルなどを用いて分散して調製す
る。The main ingredient is prepared by mixing the resin (E), pigment, solvent, and additives, and dispersing the mixture using a sand mill or the like.
硬化剤の調製方法としては、成分（Ｄ）の多官能イソシ
アネート化合物を、そのままか、またはエステル系溶剤
に溶解させて調製する。As a method for preparing the curing agent, the polyfunctional isocyanate compound of component (D) is prepared as it is or by dissolving it in an ester solvent.
本発明の塗料組成物は、ポリオレフィン系樹脂の表面に
直接塗装することができる。その塗装方法の１例を下記
に示した。The coating composition of the present invention can be directly applied to the surface of a polyolefin resin. An example of the coating method is shown below.
まず、被塗面であるポリオレフィン系樹脂表面をトリク
ロロエタンで蒸気洗浄する。本発明の塗料の主剤と硬化
剤とを所定の割合で混合し、シンナーにて粘度をフォー
ドカップ階４で１２〜２０秒（２０℃）に希釈して被塗
面に塗装する。塗装方法は特に限定しないが、塗膜外観
を重視する場合は吹き付は塗装が好ましい。乾燥塗膜厚
２０〜５０−を得るため１〜数回塗装し、セツティング
１０分の後、７０〜１２０℃で１５〜４０分間加熱乾燥
する。常温でも約６時間で乾燥するが、ごみの付着や塗
装効率の点で加熱乾燥の方が好ましい。First, the surface of the polyolefin resin to be coated is steam-cleaned with trichloroethane. The main component and curing agent of the paint of the present invention are mixed in a predetermined ratio, diluted with thinner to a viscosity of 12 to 20 seconds (20° C.) using a Ford cup grade 4, and applied to the surface to be coated. The coating method is not particularly limited, but if the appearance of the coating film is important, painting is preferred instead of spraying. To obtain a dry coating thickness of 20 to 50 degrees, the coating is applied one to several times, and after setting for 10 minutes, it is heated and dried at 70 to 120 DEG C. for 15 to 40 minutes. It takes about 6 hours to dry even at room temperature, but heat drying is preferable in terms of dust adhesion and coating efficiency.
メタリック仕上げの場合は、本発明で使用する塗料組成
物に準したメタリックベース塗料の上にクリアー塗料を
ウェットオンウェットで塗装するのが一般的である。バ
ールトーン仕上げの場合は、まず本発明で使用する塗料
組成物に準じた着色塗料を塗装し、つぎにマイカ粉末を
配合したベース塗料、最後にクリアー塗料を塗装して、
３ｃｌｂ（３ｃｏａｔｓ １ ｂａｋｅ）または３Ｃ
２ｂにて乾燥することができる。In the case of a metallic finish, a clear paint is generally applied wet-on-wet over a metallic base paint similar to the paint composition used in the present invention. In the case of burl tone finishing, first apply a colored paint based on the paint composition used in the present invention, then apply a base paint containing mica powder, and finally apply a clear paint.
3clb (3coats 1 bake) or 3C
2b.
（発明の効果）
本発明の塗料組成物を使用することによって、ポリオレ
フィン系樹脂素材によって成形されたバンパーなど自動
車外装部品の表面に、従来のような特別の処理やプライ
マー塗装を施すことなく、直接塗装することが可能とな
ったため、塗装効率、塗料管理、経費の節減など効果は
著しく、しかも付着性、外観性、耐候性、耐薬品性、耐
溶剤性などに優れた塗膜を形成することができる。(Effects of the Invention) By using the coating composition of the present invention, it is possible to directly coat the surfaces of automobile exterior parts such as bumpers made of polyolefin resin materials without applying special treatment or primer coating as in the past. Since it has become possible to paint, it has significant effects such as painting efficiency, paint management, and cost savings, and it also forms a coating film with excellent adhesion, appearance, weather resistance, chemical resistance, solvent resistance, etc. I can do it.
（実施例）
以下、製造例、実施例、比較例により、本発明を具体的
に説明する。例中の部および％はいずれも重量基準であ
る。(Example) Hereinafter, the present invention will be specifically explained with reference to production examples, examples, and comparative examples. All parts and percentages in the examples are by weight.
製造例１〜４
（成分（Ｃ）の調製）
撹拌機、精留塔、冷却管、及び温度計を備えたフラスコ
に、第１表の配合に準じて、ヘキサヒドロ無水フタル酸
および多価アルコールを仕込み、撹拌しながら加温し、
１６０℃から２３０℃で生成する縮合水を系外へ分離さ
せながら、一定の速度で４時間かけて２３０℃に昇温さ
せた。同温度のまま、系内を５５０ ＋ｗＨｇに減圧し
て反応を続け、酸価が５になったときエステル化反応を
終了し、８０℃に冷却した。続いてイソシアネートエチ
ルメタクリレートを加え、８０℃で１時間撹拌を続け、
末端にエチレン性二重結合を有するポリエステルプレポ
リマー０１〜Ｃ４を得た。樹脂の酸価、水酸基価および
数平均分子量を第１表に示した。Production Examples 1 to 4 (Preparation of component (C)) Hexahydrophthalic anhydride and polyhydric alcohol were added to a flask equipped with a stirrer, a rectification column, a cooling tube, and a thermometer according to the formulation in Table 1. Prepare, heat while stirring,
The temperature was raised to 230°C over a period of 4 hours at a constant rate while separating condensed water generated from 160°C to 230°C to the outside of the system. The reaction was continued by reducing the pressure in the system to 550 + wHg while maintaining the same temperature, and when the acid value reached 5, the esterification reaction was completed and the system was cooled to 80°C. Subsequently, isocyanate ethyl methacrylate was added and stirring was continued at 80°C for 1 hour.
Polyester prepolymers 01 to C4 having ethylenic double bonds at the ends were obtained. Table 1 shows the acid value, hydroxyl value, and number average molecular weight of the resin.
製造例５〜１８
（樹脂（Ｅ）の調製）
撹拌機、冷却管及び温度計を備えたフラスコに、第２表
の配合に準じて、トルエン、成分（Ｃ）、（Ａ）を仕込
み、撹拌しながら１００℃に加温し均一にする。続いて
成分（Ｂ）とベンゾイルペルオキシドとの混合液を２時
間かけて滴下し、さらに１時間同温度で撹拌を続け、最
後に８０℃に冷却してアブビスイソブチロニトリルを加
えて５時間撹拌を続け、樹脂（Ｅ）溶液Ｅ１〜ＥＩ４を
得た。樹脂溶液の固形分％、成分（Ａ）／（Ｂ）／ （
Ｃ）％および樹脂の水酸基価を第２表に示した。Production Examples 5 to 18 (Preparation of Resin (E)) Toluene, components (C), and (A) were charged in a flask equipped with a stirrer, a cooling tube, and a thermometer according to the formulation in Table 2, and stirred. While heating, heat to 100℃ and make it uniform. Next, a mixture of component (B) and benzoyl peroxide was added dropwise over 2 hours, stirring was continued at the same temperature for another 1 hour, and finally the mixture was cooled to 80°C and abbisisobutyronitrile was added for 5 hours. Stirring was continued to obtain resin (E) solutions E1 to EI4. Solid content % of resin solution, component (A) / (B) / (
C)% and the hydroxyl value of the resin are shown in Table 2.
実施例１〜８および比較例１〜７
（主剤と硬化剤の調整）
第３表の配合に準して、樹脂（Ｅ）溶液、酸化チタン、
モダフロー、キシレンおよび酢酸ブチルを混合し、アト
ライターに仕込み４時間分散して、白エナメルの主剤を
調製した。Examples 1 to 8 and Comparative Examples 1 to 7 (Adjustment of main resin and curing agent) Resin (E) solution, titanium oxide,
Modaflow, xylene, and butyl acetate were mixed, charged into an attritor, and dispersed for 4 hours to prepare a base ingredient for white enamel.
硬化剤としては、成分（Ｄ）のデュラネートＴＨＡ−１
００（商品名、旭化成工業株式会社製）を使用した。As a curing agent, component (D) Duranate THA-1
00 (trade name, manufactured by Asahi Kasei Industries, Ltd.) was used.
（試験片の作製）
１．１．１−トリクロロエタンの蒸気（７４°Ｃ）で３
０秒間脱脂して自然乾燥させた１５０ｘ７０ｘ ３ ｔ
ｍのポリオレフィン系樹脂（三井東圧化学株式会社製、
商品名５ＮＢ−４）の板に、上記で調製した主剤と硬化
剤とを所定の割合で混合し、キシレン／酢酸ブチル＝６
０／４０ （重量比）のシンナーでフォードカップ隘４
で１６秒（２０℃）に希釈したのち、乾燥塗膜厚が４０
−になるように、手吹き塗装を行った。１０分間室内に
放置したのち、８０℃で３０分加熱乾燥し、２４時間後
、塗膜性能試験を実施した。(Preparation of test piece) 1.1.3 with 1-trichloroethane vapor (74°C)
150x70x 3t degreased for 0 seconds and air dried
m polyolefin resin (manufactured by Mitsui Toatsu Chemical Co., Ltd.,
The main agent and curing agent prepared above were mixed in a predetermined ratio on a board of product name 5NB-4), and xylene/butyl acetate = 6
Ford Cup 4 with 0/40 (weight ratio) thinner
After diluting for 16 seconds (20℃), the dry coating thickness was 40℃.
I hand-sprayed the paint so that it looked -. After leaving it indoors for 10 minutes, it was heated and dried at 80° C. for 30 minutes, and after 24 hours, a coating film performance test was conducted.
塗膜性能試験方法は下記の通りである。その結果を第４
表に示した。The coating film performance test method is as follows. The result is the fourth
Shown in the table.
塗膜性能試験方法
（仕上がり外観性）
塗面に良好なツヤ感を有し、著しい肌荒れがなく、ハジ
キ、ワキ、色ムラなどの塗膜欠陥のないものを合格とし
た。Coating film performance test method (finished appearance) A coating with good gloss on the coating surface, no significant roughness, and no coating defects such as creases, wrinkles, and color unevenness was considered to have passed.
（６０度鏡面光沢度）
ＪＩＳ−に−５４００（１９７９）６．７により、その
測定値を示した。９０以上を合格とした。(60 degree specular gloss) The measured value is shown in accordance with JIS-5400 (1979) 6.7. A score of 90 or higher was considered a pass.
（密着性）
ＪＩＳ−に−５４００（１９７９）６．１５のゴハン目
セロテープ試験を行い、ゴハン目１００についての残数
で示した。(Adhesion) A cellophane tape test of JIS-5400 (1979) 6.15 was carried out, and the number was expressed as the number remaining per 100.
１００／１００を合格とした。100/100 was considered a pass.
（耐ガソリン性）
２０℃のレギュラーガソリン（日本石油株式会社製、商
品名目方シルバーガソリン）中に試験片を３０分間浸漬
し、取出し後の塗面状態の観察と密着性試験を行い、塗
面状態に異常の認められないものを合格とし、密着性試
験については、ゴハン目１００についての残数で示した
。１００／１００を合格とした。(Gasoline resistance) The test piece was immersed in regular gasoline (manufactured by Nippon Oil Co., Ltd., product name: Silver Gasoline) at 20°C for 30 minutes, and after taking it out, the condition of the painted surface was observed and an adhesion test was performed. Those with no abnormality observed were considered to have passed, and the adhesion test was expressed as the number remaining per 100 squares. 100/100 was considered a pass.
（耐酸性）
０．１規定の硫酸０．２−を塗面上に滴下し、２０℃、
７５％ＲＨ（相対湿度）で２４時間放置後に水洗し、塗
面の状態を観察し、異常の認められないものを合格とし
た。(Acid resistance) Drop 0.1N sulfuric acid 0.2- on the coated surface and heat at 20°C.
After being left at 75% RH (relative humidity) for 24 hours, the coated surface was washed with water and the state of the coated surface was observed, and those with no abnormalities were evaluated as passing.
（耐アルカリ性）
０．１規定の水酸化ナトリウム０．２−を塗面上に滴下
し、２０℃、７５％ＲＨで２４時間放置後に水洗し、塗
面の状態を観察し、異常の認められないものを合格とし
た。(Alkali resistance) Drop 0.1N sodium hydroxide 0.2- on the painted surface, leave it for 24 hours at 20℃ and 75% RH, wash with water, observe the condition of the painted surface, and check if any abnormalities are observed. Those without were considered to have passed the test.
（耐湿性）
試験片を５０℃、９８％ＲＨの恒温恒湿槽内に２４０時
間放置した後取出し、塗面状態の観察と密着性試験を行
い、塗面状態に異常の認められないものを合格とし、密
着性試験については、ゴパン目１００についての残数で
示した。１００／１００を合格とした。(Moisture resistance) The test piece was left in a constant temperature and humidity chamber at 50°C and 98% RH for 240 hours, then taken out, and the painted surface condition was observed and an adhesion test was performed. The test was judged to have passed, and the adhesion test was expressed as the number remaining for 100 goblets. 100/100 was considered a pass.
（耐衝撃性）
ＪＩＳ−に−５４００（１９７９）６．１３．３Ｂ法に
より、−３０℃の室内でデュポン式衝撃試験器を用いて
、撃心１／２インチ、荷重５００ｇのおもりを３０１の
高さから落下させ、塗膜のワレ、ハガレのないものを合
格とした。(Impact resistance) According to the JIS-5400 (1979) 6.13.3B method, a weight with a 1/2 inch center of impact and a load of 500 g was tested in a room at -30°C using a 301 It was dropped from a height and those with no cracking or peeling of the coating were deemed to have passed.
（耐候性）
サンシャインウエザオメーター〔スガ試験機株式会社製
〕による促進耐候性試験を行い、１０００時間試験後の
６０度鏡面光沢度の保持率（％）〔（試験後の光沢度／
初期の光沢度） Ｘ １００）を測定し、密着性試験を
行った。光沢保持率８０％以上で変色の認められないも
のを合格とし、密着性試験については、ゴバン目１００
についての残数で示した。１００／１００を合格とした
。(Weather resistance) An accelerated weather resistance test was conducted using a Sunshine Weather-Ometer (manufactured by Suga Test Instruments Co., Ltd.), and the retention rate (%) of 60 degree specular gloss after 1000 hours test [(Gloss after test/
The initial glossiness (x100) was measured and an adhesion test was conducted. A product with a gloss retention rate of 80% or more and no discoloration is considered to be a pass, and for the adhesion test, a 100% gloss
It is shown by the remaining number of . 100/100 was considered a pass.
第４表から明らかなように、本発明に準じた実施例１〜
８では、外観性、密着性、耐ガソリン性、耐薬品性、耐
候性などの上塗り塗膜に要求される諸性能において、極
めて良好な結果を示し、一方、本発明の範囲から外れた
比較例１〜７に比べて明らかに優れていることがわかる
。As is clear from Table 4, Examples 1 to 1 according to the present invention
Comparative Example No. 8 showed extremely good results in various performances required for top coat films such as appearance, adhesion, gasoline resistance, chemical resistance, and weather resistance. It can be seen that it is clearly superior to numbers 1 to 7.
比較例１では、樹脂中の成分（Ｃ）の含有量が６０％と
多いために、耐ガソリン性に劣る。In Comparative Example 1, the content of component (C) in the resin was as high as 60%, so the gasoline resistance was poor.
比較例２では、樹脂の水酸基価が高いために外観性が低
下しており、一方、比較例３では、反対に低いために、
耐ガソリン性、耐薬品性、耐候性に劣る。In Comparative Example 2, the appearance quality deteriorated due to the high hydroxyl value of the resin, while in Comparative Example 3, on the contrary, due to the low hydroxyl value,
Poor gasoline resistance, chemical resistance, and weather resistance.
比較例４では、成分（Ｃ）の分子量が大きすぎるために
、樹脂の分子量が大きくなりすぎ、外観が低下し、また
耐ガソリン性も劣る。In Comparative Example 4, since the molecular weight of component (C) is too large, the molecular weight of the resin becomes too large, resulting in poor appearance and poor gasoline resistance.
比較例５では、樹脂中の成分（Ａ）の含有量が少ないた
めに十分な付着力が得られていない。In Comparative Example 5, sufficient adhesion was not obtained because the content of component (A) in the resin was low.
方、比較例６では、反対に多いために、外観性、耐ガソ
リン性が低下し、特に耐候性に劣る。On the other hand, in Comparative Example 6, on the contrary, since the amount was large, the appearance and gasoline resistance deteriorated, and the weather resistance was particularly poor.
比較例７では、硬化剤の配合量が少ないために、比較例
３と同様に架橋が不十分となるため、耐ガソリン性、耐
薬品性、耐候性に劣り、また、過剰の水酸基のために、
耐湿性も低下している。In Comparative Example 7, due to the small amount of curing agent blended, crosslinking was insufficient as in Comparative Example 3, resulting in poor gasoline resistance, chemical resistance, and weather resistance, and due to excessive hydroxyl groups. ,
Moisture resistance is also reduced.
Claims (1)
酸基を有するアクリル系単量体またはこれと共重合可能
なエチレン系単量体との混合物５〜８０重量％と （Ｃ）末端にエチレン性二重結合を有する、数平均分子
量５００〜３０００のポリエステルプレポリマー１〜５
０重量％とを 重合させて得られる、水酸基価が２０〜１５０である重
合樹脂を主成分とする主剤と、 （Ｄ）重合樹脂のＯＨに対するＮＣＯの割合をＮＣＯ／
ＯＨ＝０．４〜２．０とする多官能イソシアネート化合
物である硬化剤 とからなることを特徴とする塗料組成物。[Scope of Claims] (A) 5 to 50% by weight of a chlorinated polyolefin; (B) 5 to 80% by weight of a mixture of an acrylic monomer having a hydroxyl group or an ethylene monomer copolymerizable therewith; (C) Polyester prepolymers 1 to 5 having an ethylenic double bond at the end and having a number average molecular weight of 500 to 3000
(D) The ratio of NCO to OH of the polymer resin is NCO/
A coating composition comprising a curing agent which is a polyfunctional isocyanate compound having OH=0.4 to 2.0.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25193690A JPH04132784A (en) | 1990-09-25 | 1990-09-25 | Coating composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25193690A JPH04132784A (en) | 1990-09-25 | 1990-09-25 | Coating composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04132784A true JPH04132784A (en) | 1992-05-07 |
Family
ID=17230180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP25193690A Pending JPH04132784A (en) | 1990-09-25 | 1990-09-25 | Coating composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04132784A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0630924A2 (en) * | 1993-06-22 | 1994-12-28 | Suzuki Motor Corporation | Process of coating molded article fo olefinic resin |
-
1990
- 1990-09-25 JP JP25193690A patent/JPH04132784A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0630924A2 (en) * | 1993-06-22 | 1994-12-28 | Suzuki Motor Corporation | Process of coating molded article fo olefinic resin |
| EP0630924A3 (en) * | 1993-06-22 | 1995-01-25 | Suzuki Motor Co |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4942482B2 (en) | Aqueous primer composition | |
| JP4879735B2 (en) | Polyester resin and thermosetting aqueous coating composition | |
| US6248819B1 (en) | Thermosetting water-borne coating composition, method of forming a coating film using same, and method of forming a multilayer coating film | |
| US5536785A (en) | Powder coating composition resistant to overspray incompatibility defects | |
| JP3282182B2 (en) | Method for painting polyolefin resin molded products | |
| JPH0710957B2 (en) | Coating primer composition | |
| GB2351680A (en) | Forming multilayer coating films | |
| JP6993269B2 (en) | Primer paint composition | |
| KR20040030413A (en) | Solvent based coating composition | |
| WO2019181990A1 (en) | Multi-layer coating film formation method | |
| JP3268612B2 (en) | Coating method of polyolefin resin molded product | |
| JP2004331911A (en) | Aqueous primer composition for polyolefin | |
| JPH10176136A (en) | Water-based coating composition and method for forming coating film | |
| JP2005139336A (en) | Two-pack type coating composition, method for finishing coating and coated article | |
| JP2004262988A (en) | Method for forming highly white, pearly-tone multilayered coating film | |
| JP3246941B2 (en) | Paint for automotive plastic parts | |
| JPH04132784A (en) | Coating composition | |
| JP3232712B2 (en) | Coating method of polyolefin resin molded product | |
| JPS63137969A (en) | Coating compound composition | |
| JP2004043524A (en) | Water-based intermediate coating composition and method for forming multilayer coating film | |
| JPH10140073A (en) | Resin composition for coating material | |
| JPS62283134A (en) | Primer for plastic material | |
| JP2004154625A (en) | Coating method | |
| JP7439230B1 (en) | Clear coating composition and method for producing coated articles | |
| JPS6131473A (en) | Paint composition |