JPH04173883A - Polyester resin-based coating composition - Google Patents
Polyester resin-based coating compositionInfo
- Publication number
- JPH04173883A JPH04173883A JP30156890A JP30156890A JPH04173883A JP H04173883 A JPH04173883 A JP H04173883A JP 30156890 A JP30156890 A JP 30156890A JP 30156890 A JP30156890 A JP 30156890A JP H04173883 A JPH04173883 A JP H04173883A
- Authority
- JP
- Japan
- Prior art keywords
- group
- metals
- polyester resin
- inorganic
- metal oxide
- 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
- 239000004645 polyester resin Substances 0.000 title claims abstract description 16
- 229920001225 polyester resin Polymers 0.000 title claims abstract description 16
- 239000008199 coating composition Substances 0.000 title claims description 11
- 229910052751 metal Inorganic materials 0.000 claims abstract description 22
- 239000002184 metal Substances 0.000 claims abstract description 22
- -1 isocyanate compounds Chemical class 0.000 claims abstract description 18
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 239000012948 isocyanate Substances 0.000 claims abstract description 15
- 150000002739 metals Chemical class 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 13
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 12
- 239000011230 binding agent Substances 0.000 claims abstract description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- 125000000524 functional group Chemical group 0.000 claims abstract description 4
- 150000007974 melamines Chemical class 0.000 claims abstract description 3
- 239000003054 catalyst Substances 0.000 claims description 12
- 150000004706 metal oxides Chemical class 0.000 claims description 11
- 239000000049 pigment Substances 0.000 claims description 10
- 229910052782 aluminium Inorganic materials 0.000 claims description 7
- 229910052719 titanium Inorganic materials 0.000 claims description 7
- 229910052718 tin Inorganic materials 0.000 claims description 6
- 229910052785 arsenic Inorganic materials 0.000 claims description 5
- 229910052796 boron Inorganic materials 0.000 claims description 5
- 229910052732 germanium Inorganic materials 0.000 claims description 5
- 229910052735 hafnium Inorganic materials 0.000 claims description 5
- 229910052745 lead Inorganic materials 0.000 claims description 5
- 229910052758 niobium Inorganic materials 0.000 claims description 5
- 230000000737 periodic effect Effects 0.000 claims description 5
- 229910052706 scandium Inorganic materials 0.000 claims description 5
- 229910052727 yttrium Inorganic materials 0.000 claims description 5
- 229910052726 zirconium Inorganic materials 0.000 claims description 5
- 229910052787 antimony Inorganic materials 0.000 claims description 4
- 229910052733 gallium Inorganic materials 0.000 claims description 4
- 229910052738 indium Inorganic materials 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 229910052715 tantalum Inorganic materials 0.000 claims description 4
- 229910052716 thallium Inorganic materials 0.000 claims description 4
- 229910052788 barium Inorganic materials 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 229910052804 chromium Inorganic materials 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 229910052762 osmium Inorganic materials 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- 229910052702 rhenium Inorganic materials 0.000 claims description 3
- 229910052703 rhodium Inorganic materials 0.000 claims description 3
- 229910052707 ruthenium Inorganic materials 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 229910052712 strontium Inorganic materials 0.000 claims description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052697 platinum Inorganic materials 0.000 claims description 2
- 230000001737 promoting effect Effects 0.000 claims description 2
- 229910052741 iridium Inorganic materials 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 229910052750 molybdenum Inorganic materials 0.000 claims 1
- 229910052721 tungsten Inorganic materials 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract description 4
- 239000008096 xylene Substances 0.000 abstract description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 3
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 abstract description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002981 blocking agent Substances 0.000 description 10
- 239000011248 coating agent Substances 0.000 description 9
- 238000000576 coating method Methods 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 8
- 229910000831 Steel Inorganic materials 0.000 description 6
- 239000005056 polyisocyanate Chemical class 0.000 description 6
- 229920001228 polyisocyanate Chemical class 0.000 description 6
- 239000010959 steel Substances 0.000 description 6
- 239000000945 filler Substances 0.000 description 5
- 238000004383 yellowing Methods 0.000 description 5
- 229920000877 Melamine resin Polymers 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 125000003118 aryl group Chemical class 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-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
- 238000005452 bending Methods 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 239000003759 ester based solvent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-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
- 239000005453 ketone based solvent Substances 0.000 description 2
- 150000003951 lactams Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 150000002923 oximes Chemical class 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
- 230000000704 physical effect Effects 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- ZKALVNREMFLWAN-VOTSOKGWSA-N (ne)-n-(4-methylpentan-2-ylidene)hydroxylamine Chemical compound CC(C)C\C(C)=N\O ZKALVNREMFLWAN-VOTSOKGWSA-N 0.000 description 1
- ZVZUNLVAVHYXNI-FPLPWBNLSA-N (nz)-n-(5-methylhexan-2-ylidene)hydroxylamine Chemical compound CC(C)CC\C(C)=N/O ZVZUNLVAVHYXNI-FPLPWBNLSA-N 0.000 description 1
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-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
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
- QZWKEPYTBWZJJA-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine-4,4'-diisocyanate Chemical compound C1=C(N=C=O)C(OC)=CC(C=2C=C(OC)C(N=C=O)=CC=2)=C1 QZWKEPYTBWZJJA-UHFFFAOYSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical class NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910001335 Galvanized steel Inorganic materials 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 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
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- XMUZQOKACOLCSS-UHFFFAOYSA-N [2-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=CC=C1CO XMUZQOKACOLCSS-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- AUNAPVYQLLNFOI-UHFFFAOYSA-L [Pb++].[Pb++].[Pb++].[O-]S([O-])(=O)=O.[O-][Cr]([O-])(=O)=O.[O-][Mo]([O-])(=O)=O Chemical compound [Pb++].[Pb++].[Pb++].[O-]S([O-])(=O)=O.[O-][Cr]([O-])(=O)=O.[O-][Mo]([O-])(=O)=O AUNAPVYQLLNFOI-UHFFFAOYSA-L 0.000 description 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 1
- YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 description 1
- SYDYRFPJJJPJFE-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(N(CO)CO)=NC(N(CO)CO)=N1 SYDYRFPJJJPJFE-UHFFFAOYSA-N 0.000 description 1
- SUPOBRXPULIDDX-UHFFFAOYSA-N [[4-amino-6-(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound NC1=NC(NCO)=NC(NCO)=N1 SUPOBRXPULIDDX-UHFFFAOYSA-N 0.000 description 1
- WEAJVJTWVRAPED-UHFFFAOYSA-N [[4-amino-6-[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound NC1=NC(N(CO)CO)=NC(N(CO)CO)=N1 WEAJVJTWVRAPED-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
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- PXAJQJMDEXJWFB-UHFFFAOYSA-N acetone oxime Chemical compound CC(C)=NO PXAJQJMDEXJWFB-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000002723 alicyclic group Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-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
- CWZPGMMKDANPKU-UHFFFAOYSA-L butyl-di(dodecanoyloxy)tin Chemical compound CCCC[Sn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O CWZPGMMKDANPKU-UHFFFAOYSA-L 0.000 description 1
- 239000001030 cadmium pigment Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
- 239000010960 cold rolled steel Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical compound OC1(O)CCCCC1 PDXRQENMIVHKPI-UHFFFAOYSA-N 0.000 description 1
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- GKGXKPRVOZNVPQ-UHFFFAOYSA-N diisocyanatomethylcyclohexane Chemical compound O=C=NC(N=C=O)C1CCCCC1 GKGXKPRVOZNVPQ-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000007667 floating Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 239000008397 galvanized steel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- DXQWPBNWAKTXPF-UHFFFAOYSA-M hexadecyl(trimethyl)azanium;octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCC[N+](C)(C)C DXQWPBNWAKTXPF-UHFFFAOYSA-M 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000000543 intermediate Substances 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
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N methylimidazole Natural products CC1=CNC=N1 XLSZMDLNRCVEIJ-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 239000005028 tinplate Substances 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は加工性、耐擦傷性等に優れた塗料用組成物に関
する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a coating composition with excellent processability, scratch resistance, etc.
本発明の塗料用組成物は無機物(鋼板、アルミ板、ガラ
ス、瓦、スレート板等)及び有機物(木材、紙、セロフ
ァン、プラスチック、有機塗料の塗膜等)表面に対する
塗料、コーティング剤として有用である。The coating composition of the present invention is useful as a paint or coating agent for surfaces of inorganic materials (steel plates, aluminum plates, glass, roof tiles, slate boards, etc.) and organic materials (wood, paper, cellophane, plastics, organic paint films, etc.). be.
本発明において対象となる鋼板とは、例えば、熱延鋼板
、冷延鋼板、電気亜鉛メツキ鋼板、溶融亜鉛メツキ鋼板
、合金メツキ鋼板、またはこれらにクロム酸、リン酸等
の化成処理を施したもの、さらにはブリキ、チンフリー
スチール、ステンレス鋼板等である。The steel sheets covered by the present invention include, for example, hot-rolled steel sheets, cold-rolled steel sheets, electrogalvanized steel sheets, hot-dip galvanized steel sheets, alloy-plated steel sheets, or those that have been subjected to chemical conversion treatment such as chromic acid or phosphoric acid. , as well as tinplate, chin-free steel, stainless steel plate, etc.
特に、加工性、耐擦傷性に優れるため、家電製品、建築
・土木分野(ビル、住宅、カーテンウオール、タンク、
プラント、海洋1i!造物、橋梁等)等に有用である。In particular, it has excellent workability and scratch resistance, so it is particularly useful in the fields of home appliances, architecture and civil engineering (buildings, houses, curtain walls, tanks, etc.).
Plant, Ocean 1i! It is useful for structures, bridges, etc.).
従来技術
従来、加工性の良好な塗料用樹脂として、ポリエステル
系Ii1脂あるいはこれにフィラーを添加したものが用
いられている。BACKGROUND OF THE INVENTION Conventionally, polyester type Ii1 resins or fillers added thereto have been used as paint resins with good processability.
発明が解決しようとする問題点
従来、塗料用樹脂として用いられているポリエステル樹
脂は、加工性に優れているものの、低硬度のため、傷が
付き易く、摩耗し易いという問題点がある。これを改善
するために、シリカなどのセラミックス粉末をフィラー
として添加することも可能である。しかしこの場合、樹
脂とフィラーとの密着性が十分でないことからピンホー
ルが生じ、ここから水が侵入するため、耐候性が低下す
る。Problems to be Solved by the Invention Although polyester resins conventionally used as paint resins have excellent processability, they have the problem of being easily scratched and abraded due to their low hardness. In order to improve this, it is also possible to add ceramic powder such as silica as a filler. However, in this case, pinholes are generated due to insufficient adhesion between the resin and the filler, through which water enters, resulting in a decrease in weather resistance.
また、フィラーを添加するため、コーティングの透明性
も失うことになる。Also, due to the addition of fillers, the transparency of the coating will also be lost.
問題点を解決するための手段
本発明者らは、上記の問題点を解決するために鋭意研究
を行った結果、ポリエステル樹脂、結合剤、無機質のオ
ルガノゾル、及び溶剤を含む組成物を基材に塗布後、常
温硬化処理又は焼付は処理すると、ポリエステル樹脂に
結合剤を介して無機質のオルガノゾルが導入されるため
、ポリエステル樹脂に比べて加工性を低下させることな
く硬度が向上したコーティングが形成されることを見出
し、本発明を完成させるに至った。Means for Solving the Problems As a result of intensive research to solve the above problems, the present inventors have developed a method using a composition containing a polyester resin, a binder, an inorganic organosol, and a solvent as a base material. After application, when cold curing or baking is performed, an inorganic organosol is introduced into the polyester resin via a binder, resulting in a coating with improved hardness compared to polyester resin without reducing processability. This discovery led to the completion of the present invention.
すなわち、本発明はポリエステル樹脂(A>、2個以上
の官能基を有するイソシアネート、ブロックイソシアネ
ート及びメラミンから選ばれる1種以上の結合剤(B)
、金属が長周期型元素周期表における■成金l (H(
]、Ca、Sr、Ba)、 m族金属(B、Al、Ga
、ln、Tl、Sc、Y、La、^c) 、 TV族金
属(Si。That is, the present invention comprises a polyester resin (A>), one or more binders selected from isocyanates having two or more functional groups, blocked isocyanates, and melamine (B).
, metals are long-period elements in the periodic table of elements.
], Ca, Sr, Ba), m group metals (B, Al, Ga
, ln, Tl, Sc, Y, La, ^c), TV group metal (Si.
Ge、Sn、Pb、Ti、Zr、Hf)、 V族金属(
As、 sb、 B i 、 V、 Nb。Ge, Sn, Pb, Ti, Zr, Hf), Group V metals (
As, sb, B i , V, Nb.
Ta) 、 Vl族金属(Te、 Po、 Cr、 H
a、 W)、■族金属(At。Ta), Vl group metals (Te, Po, Cr, H
a, W), group II metal (At.
Hn、Tc、Re)及び■前金jl (Fe、Co、N
i、Ru、Rh、Pd、Os。Hn, Tc, Re) and ■front metal jl (Fe, Co, N
i, Ru, Rh, Pd, Os.
)r、Pt)から選択される金属酸化物ゾル及び金属酸
化物ゾルの塩、シロキサン、メタロシロキサン。) r, Pt), metal oxide sols and salts of metal oxide sols, siloxanes, metallosiloxanes.
シラザン、メタロシラザン並びにこれらの混合物から選
ばれる1種以上の無機質のオルガノゾル(C)、並びに
溶剤(D)を含む塗料用組成物を提供するものである。The present invention provides a coating composition containing one or more inorganic organosols (C) selected from silazane, metallosilazanes, and mixtures thereof, and a solvent (D).
本発明において用いるポリエステル樹脂としては、たと
えばフタル酸、イソフタル酸、テレフタル酸、マレイン
酸、フマル酸、コハク酸、アジピン酸、セパチン酸、ア
ゼライン酸、トリメリット酸などの多塩基酸と、たとえ
ばエチレングリコ−ル、ジエチレングリコール、プロピ
レングリコール、ジプロピレングリコール、1,3−ブ
タンジオール、1,4−ブタンジオール、1.5−ベン
タンジオール。The polyester resin used in the present invention includes polybasic acids such as phthalic acid, isophthalic acid, terephthalic acid, maleic acid, fumaric acid, succinic acid, adipic acid, cepacic acid, azelaic acid, and trimellitic acid, and ethylene glycoside. -ol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-butanediol, 1,4-butanediol, 1,5-bentanediol.
ネオペンチルグリコール、ヘキサメチレングリコール、
デカメチレングリコール、ハイドロキノンビス(ヒドロ
キシエチルエーテル> 、 2,2.4−1−ウメチル
−1,3−ベンタンジオール、水添ビスフエノールA、
l−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、グリセリン、ペンタエリスリトー
ル、トリス(ヒドロキシエチル)イソシアヌレート、シ
クロヘキサンジオール、シクロヘキサンジメタツール、
キシリレングリコール、クワトロールなどのポリオール
とを常法により水酸基過剰の条件下に縮合させることに
より得られる。この場合、酸あるいはポリオールはそれ
ぞれ2種又はそれ以上を併用することも可能である。ま
たヒマシ油、高級脂肪酸などを併用していわゆる油変性
ポリエステルポリオールとしてもよい。neopentyl glycol, hexamethylene glycol,
decamethylene glycol, hydroquinone bis(hydroxyethyl ether), 2,2.4-1-umethyl-1,3-bentanediol, hydrogenated bisphenol A,
l-limethylolethane, trimethylolpropane,
Hexanetriol, glycerin, pentaerythritol, tris(hydroxyethyl)isocyanurate, cyclohexanediol, cyclohexane dimetatool,
It can be obtained by condensing polyols such as xylylene glycol and quatrol using a conventional method under conditions where there is an excess of hydroxyl groups. In this case, it is also possible to use two or more types of acids or polyols in combination. Also, castor oil, higher fatty acids, etc. may be used in combination to form a so-called oil-modified polyester polyol.
上記原料の組み合わせて得られるポリエステルe脂とし
ては分子量的500〜300,000 、好ましくは約
2,000〜100,000 、水酸基価約5〜300
.Eましくは約10〜200のものが好んで用いられる
。The polyester e-fat obtained by combining the above raw materials has a molecular weight of 500 to 300,000, preferably about 2,000 to 100,000, and a hydroxyl value of about 5 to 300.
.. E of about 10 to 200 is preferably used.
市販品として利用できるポリエステル樹脂としては、例
えば住友バイエルウレタン■製の「デスモフェン670
.680.850 J 、大日本インキ化学工業■製の
「バーノックD161 、 D6−439 。Examples of commercially available polyester resins include "Desmophen 670" manufactured by Sumitomo Bayer Urethane.
.. 680.850 J, "Burnock D161, D6-439" manufactured by Dainippon Ink and Chemicals.
D220」、日本ポリウレタン工業■製の「ニラボラン
136」等が挙げられる。D220'', and ``Nilaboran 136'' manufactured by Nippon Polyurethane Industry ■.
結合剤(B)は、2個以上の官能基を有するイソシアネ
ート化合物、ブロックイソシアネート化合物、メラミン
化合物から選択される。これらを単独に、あるいは2種
類以上を混合してポリエステル樹脂に添加することがで
きる。The binder (B) is selected from isocyanate compounds having two or more functional groups, blocked isocyanate compounds, and melamine compounds. These can be added to the polyester resin singly or in combination of two or more.
イソシアネート化合物としては、脂肪族、脂環族、芳香
族、その他のポリイソシアネート化合物やそれらの変性
物を使用しうる。しかし、塗膜の耐候性、特に黄変化を
防止するためには、芳香核に直接結合したイソシアネー
ト基を含まないいわゆる無黄変性ポリイソシアネート化
合物が好ましい。無黄変性のポリイソシアネート化合物
としては、たとえばヘキサメチレンジイソシアネート。As the isocyanate compound, aliphatic, alicyclic, aromatic, and other polyisocyanate compounds and modified products thereof can be used. However, in order to improve the weather resistance of the coating film, particularly to prevent yellowing, so-called non-yellowing polyisocyanate compounds that do not contain isocyanate groups directly bonded to aromatic nuclei are preferred. Examples of non-yellowing polyisocyanate compounds include hexamethylene diisocyanate.
1.4−シクロヘキサンビス(メチルイソシアネート)
、メチレンビス(シクロヘキシルイソシアネート)、シ
クロヘキシ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、2−イソシアネートエチル2,6−ジイ
ツシアネートヘキサノエート、2゜6−ジイツシアネー
トメチルカブロエート、ジメリー・ルジイソシアネート
、ジアニシジンジイソシアネート、シアヌル酸、イソシ
アヌル酸およびこれらの変性物がある。変性物としては
たとえばトリマー型、ダイマー型、プレポリマー型、ビ
ューレット型、ウレア型、その他の変性型などがあり、
特に、トリマー型、トリメチロールプロパン変性などの
プレポリマー型、ビューレット型などの変性物が適当で
ある。場合によっては、これら無黄変性ポリイソシアネ
ート化合物に替えて、あるいはそれとともに芳香族系の
黄変性ポリイソシアネート化合物を使用することもでき
る。1.4-cyclohexane bis(methyl isocyanate)
, methylene bis(cyclohexyl isocyanate), cyclohexylmethane diisocyanate, isophorone diisocyanate, 2-isocyanate ethyl 2,6-diitsocyanate hexanoate, 2゜6-diitsocyanate methylcabroate, dimery diisocyanate, dianisidine diisocyanate, These include cyanuric acid, isocyanuric acid, and modified products thereof. Examples of modified products include trimer type, dimer type, prepolymer type, biuret type, urea type, and other modified types.
Particularly suitable are trimer type, prepolymer type such as modified trimethylolpropane, and modified products such as biuret type. In some cases, aromatic yellowing polyisocyanate compounds may be used in place of or in addition to these non-yellowing polyisocyanate compounds.
水防1118!中、ブロックイソシアネート化合物とは
、下記硬化条件下で脱ブロツク化してイソシアネート基
を生じるようなブロック化されたイソシアネート化合物
をいい、上記のポリイソシアネート化合物をブロック化
して製造することができる。Flood protection 1118! Among them, the blocked isocyanate compound refers to a blocked isocyanate compound that is deblocked under the following curing conditions to produce an isocyanate group, and can be produced by blocking the above polyisocyanate compound.
このブロック化に用いるブロック化剤は用途、硬化条件
に応じて公知の種々のブロック化剤から適宜選択しうる
。たとえば、ε−カプロラクタムなどのラクタム系ブロ
ック化剤、アセトキシム、メヂルエヂルケトキシム、メ
チルイソアミルケトキシム、メチルイソブチルケトキシ
ム、その他のオキシム系ブロック化剤、フェノール、ク
レゾール、カテコール、ニトロフェノール、その他のフ
ェノール系ブロック化剤、イソプロパツール、トリメヂ
ロールプロパン、その他のアルコール系ブロック化剤、
マロン酸エステル、アセト酊酸エステル、その他の活性
メチレン系ブロック化剤などを例示しうるが、これらに
限られるものではない。好ましいブロック化剤はたとえ
ばラクタム系ブロック化剤やオキシム系ブロック化剤で
ある。The blocking agent used for this blocking can be appropriately selected from various known blocking agents depending on the application and curing conditions. For example, lactam blocking agents such as ε-caprolactam, acetoxime, medyl edyl ketoxime, methyl isoamyl ketoxime, methyl isobutyl ketoxime, other oxime blocking agents, phenol, cresol, catechol, nitrophenol, etc. phenolic blocking agents, isopropanol, trimedylolpropane, other alcoholic blocking agents,
Examples include, but are not limited to, malonic acid esters, acetotoxic esters, and other active methylene blocking agents. Preferred blocking agents are, for example, lactam blocking agents and oxime blocking agents.
一般に、常温硬化型ハードコート用組成物として用いる
場合イソシアネート化合物を、また焼付は型ハードコー
ト用組成物として用いる場合ブロックイソシアネート化
合物を含むことが好ましい。In general, it is preferable to contain an isocyanate compound when used as a composition for a room temperature curable hard coat, and a blocked isocyanate compound when used as a mold hard coat composition for baking.
但し、2種以上の結合剤の組合せを含んでいても良い。However, it may contain a combination of two or more types of binders.
市販のイソシアネートタイプの結合剤としては、例えば
日本ポリウレタン工業■製の1コロネート2515:
、住友バイエルウレタン株式会社製の「デスモジュール
313175J等が挙げられる。Commercially available isocyanate-type binders include, for example, 1 Coronate 2515 manufactured by Nippon Polyurethane Industries.
, "Desmodule 313175J" manufactured by Sumitomo Bayer Urethane Co., Ltd., and the like.
メラミン化合物としては、ジメチロールメラミン、トリ
メチロールメラミン、テトラメチロールメラミン、ペン
タメチロールメラミン、ヘキサメチロールメラミン、イ
ソブチルエーテル型メラミン、n−ブチルエーテル型メ
ラミン、ブチル化ベンゾグアナミン等が挙げられる。Examples of the melamine compound include dimethylolmelamine, trimethylolmelamine, tetramethylolmelamine, pentamethylolmelamine, hexamethylolmelamine, isobutyl ether type melamine, n-butyl ether type melamine, and butylated benzoguanamine.
無機質のオルガノゾル(C)としては、金属が長周期型
元素周期表における■族(Hg、Ca、Sr、Ba)。As the inorganic organosol (C), metals are group (Hg, Ca, Sr, Ba) in the periodic table of long-period elements.
■族(B、Al、Ga、In、Tl、Sc、Y、La、
Ac) 、 TV族(Sl。■Group (B, Al, Ga, In, Tl, Sc, Y, La,
Ac), TV family (Sl.
Ge、Sn、Pb、Ti、Zr、Hf)、 V族(As
、Sb、Bi、V、Nb、Ta) 。Ge, Sn, Pb, Ti, Zr, Hf), group V (As
, Sb, Bi, V, Nb, Ta).
■族(Te、Po、Cr、No、14)、 Vn族(A
t、 Hn、 Tc、 Re)及び■族(Fe、Co、
Ni、Ru、Rh、Pd、Os、 lr、Pt)金属か
ら選択される金属酸化物ゾル及び金属酸化物ゾルの塩。■Group (Te, Po, Cr, No, 14), Vn group (A
t, Hn, Tc, Re) and group II (Fe, Co,
Metal oxide sols and salts of metal oxide sol selected from metals (Ni, Ru, Rh, Pd, Os, lr, Pt).
シロキサン、メタロシロキサン、シラザン、メタロシラ
ザン並びにこれらの混合物から選ばれる1!1以上の無
機質のオルガノゾルが用いられる。好ましい無R質のオ
ルガノゾル(C)は、金属が長周期型元素周期表におけ
る■族(B、Al、Ga、 In、 TI。A 1:1 or more inorganic organosol selected from siloxane, metallosiloxane, silazane, metallosilazane, and mixtures thereof is used. In the preferable R-free organosol (C), the metal is a long-period element group (B, Al, Ga, In, TI, etc.) in the periodic table.
Sc、Y、La、Ac) 、 TV族(Si、Ge、S
n、Pb、Ti、Zr、Hf )及びV族(As、Sb
、Bi、V、Nb、Ta)金属から選択される金属酸化
物ゾルであり、特に好ましくは金属がSl。Sc, Y, La, Ac), TV group (Si, Ge, S
n, Pb, Ti, Zr, Hf) and V group (As, Sb
, Bi, V, Nb, Ta), and particularly preferably the metal is Sl.
^l、Sn、Ti及び7nから選択される金属酸化物ゾ
ルである。なお、金属酸化物の塩とは、金属酸化物ゾル
と陽イオン([−2に” 、 Na” 、 Hg2″、
Zn””。It is a metal oxide sol selected from ^l, Sn, Ti and 7n. In addition, metal oxide salt refers to metal oxide sol and cations ([-2'', Na'', Hg2'',
Zn””.
3+ 2+ Al、Ca 等)との塩、あるいは陰イオン(S’。3+ 2+ salts with Al, Ca, etc.) or anions (S'.
3− 2=
PO、So 、C1l COO−、NO3−、C
r。3-2=PO, So, C1l COO-, NO3-, C
r.
F−等)との塩を意味する。F-, etc.).
ポリエステル樹II(Am結合剤(B)、及び無機質の
オルガノゾル(C)の配合割合は重量パーセントで(A
>10〜80%、(B)2〜50%、及び(C)5〜6
0%であることが好ましく、より好ましくは、(A)3
0〜65%、(B)5〜30%、及び(C)10〜40
%である。The blending ratio of polyester tree II (Am binder (B) and inorganic organosol (C) is (A
>10-80%, (B) 2-50%, and (C) 5-6
It is preferably 0%, more preferably (A)3
0-65%, (B) 5-30%, and (C) 10-40
%.
溶剤(D>としては、上記各配合成分を溶解しうる溶剤
を適宜量使用しうる。特に、ポリエステル樹脂(A>及
び無機質のオルガノゾル<C)に対する溶解性の高い有
機溶剤が適当であり、たとえば、キシレン、トルエン、
その他の芳香族炭化水素系溶剤、酢酸ブチル、その他の
エステル系溶剤、メチルイソブチルケトン、シクロヘキ
サノン。As the solvent (D>), an appropriate amount of a solvent capable of dissolving each of the above-mentioned ingredients may be used.In particular, organic solvents with high solubility in the polyester resin (A> and inorganic organosol <C) are suitable, such as , xylene, toluene,
Other aromatic hydrocarbon solvents, butyl acetate, other ester solvents, methyl isobutyl ketone, cyclohexanone.
その他のケトン系溶剤、エチルセロソルブ、その他のグ
リコールエーテル系溶剤、カルピトールアセテート、そ
の他のジエチレングリコールエステル系溶剤、各種シン
ナー類などがある。勿論これらに限定されるものではな
く、他の炭化水素系、ハロゲン化炭化水素系、アルコー
ル系、フェノール系、アセタール系、エステル系、エー
テル系、ケトン系、その他の溶剤を使用しうる。これら
溶剤は被塗物の種類や状態、黒光速度、作業環境、その
他の条件を勘案して適宜選択しうるが、特に良好な塗膜
が得られる点でケトン系溶剤が好ましい。Examples include other ketone solvents, ethyl cellosolve, other glycol ether solvents, carpitol acetate, other diethylene glycol ester solvents, and various thinners. Of course, the solvent is not limited to these, and other hydrocarbon-based, halogenated hydrocarbon-based, alcohol-based, phenol-based, acetal-based, ester-based, ether-based, ketone-based, and other solvents may be used. These solvents can be appropriately selected in consideration of the type and condition of the object to be coated, black light speed, working environment, and other conditions, but ketone solvents are particularly preferred since they provide a particularly good coating film.
本発明の組成物は、硬化が促進され、作業性が向上する
点で、反応促進用触媒(E)を含むことが好ましい。The composition of the present invention preferably contains a reaction promoting catalyst (E) in that curing is accelerated and workability is improved.
触媒(E)としては、塩基性あるいは酸性の硬化触媒を
使用しうる。塩基性触媒としては、たとえば、ジブチル
錫ジラウレート、ジブチル錫ジアセテート、スタナスオ
クトエート、その他の有機錫化合物やメチルイミダゾー
ル、アクリジン、トリエチルアミン、ヘキサデシルトリ
メチルアンモニウムステアレート、その他のアミン系触
媒が代表的な化合物である。酸性触媒としては、たとえ
ばメタンスルホン酸、ドデシルベンゼンスルホン酸、ト
ルエンスルホン酸などの有機スルホン酸が代表的な化合
物である。触媒(E)としては、これら塩基性触媒ある
いは酸性触媒の少なくとも1種が使用されるが、さらに
助触媒などを併用してもよい。As the catalyst (E), a basic or acidic curing catalyst can be used. Typical basic catalysts include dibutyltin dilaurate, dibutyltin diacetate, stannath octoate, other organotin compounds, methylimidazole, acridine, triethylamine, hexadecyltrimethylammonium stearate, and other amine catalysts. It is a chemical compound. Typical examples of acidic catalysts include organic sulfonic acids such as methanesulfonic acid, dodecylbenzenesulfonic acid, and toluenesulfonic acid. As the catalyst (E), at least one of these basic catalysts and acidic catalysts is used, but a promoter or the like may also be used in combination.
本発明の塗料用組成物には、上記の(A)〜(D>の必
須成分及び触媒(E)以外に目的に応じて任意に他の成
分を配合することもてきる。たとえば、塗料として使用
する場合、必要に応じて顔料CF)を添加することがで
きる。In addition to the above-mentioned essential components (A) to (D>) and the catalyst (E), the coating composition of the present invention may optionally contain other components depending on the purpose.For example, it can be used as a coating material. When used, pigments CF) can be added if necessary.
顔料(F)としては、黄鉛、モリブデートオレンジ、紺
青、カドミウム系顔料、チタン白、複合酸化物顔料、透
明酸化鉄等の無機顔料、環式高級顔料、溶性アゾ顔料、
不溶性アゾ顔料、銅フタロシアニン顔料、染付顔料、顔
料中間体等の有機顔料を例示することができる。Pigments (F) include yellow lead, molybdate orange, navy blue, cadmium pigments, titanium white, complex oxide pigments, inorganic pigments such as transparent iron oxide, cyclic high grade pigments, soluble azo pigments,
Examples include organic pigments such as insoluble azo pigments, copper phthalocyanine pigments, dyed pigments, and pigment intermediates.
また、着色剤、揺変化剤、充填剤、増粘剤、レベリング
剤、消泡剤、安定剤、その他の添加剤を配合することも
できる。Further, colorants, thixotropic agents, fillers, thickeners, leveling agents, antifoaming agents, stabilizers, and other additives can also be blended.
本発明の塗料用組成物は、上記成分を慣用の方法により
混合して製造しうる。The coating composition of the present invention can be produced by mixing the above components by a conventional method.
本発明の塗料用組成物は、スプレー塗装、刷毛塗り、ロ
ールコータ−などの公知慣用の方法によって基体上に塗
布し、室温において1日〜10日間程度放置して硬化さ
せるか、又は60〜250℃で1分間〜30分間焼付け
て硬化させる。The coating composition of the present invention is applied onto a substrate by a known and commonly used method such as spray coating, brush coating, roll coater, etc., and left at room temperature for about 1 to 10 days to harden, or Cure by baking for 1 minute to 30 minutes at ℃.
発明の効果
本発明の塗料用組成物は、従来の加工性の良好なポリエ
ステル樹脂塗料に比べて改良された表面硬度を有するた
め、耐擦傷性及び防汚性の点においても優れており、建
築用の外装パネルや家電製品などに用いるプリコートメ
タル、プラント、尚浮構造物等の建築・土木、家電分野
等に利用できる。Effects of the Invention The coating composition of the present invention has improved surface hardness compared to conventional polyester resin coatings with good processability, and therefore has excellent scratch resistance and antifouling properties, making it suitable for construction. It can be used in pre-coated metal for exterior panels and home appliances, construction and civil engineering for plants, floating structures, and home appliances.
実施例及び比較例
下記の配合物を第1表に示す組成で混合した塗料組成物
を製造した。配合−は重−(g)で示す。Examples and Comparative Examples A coating composition was prepared by mixing the following formulations in the composition shown in Table 1. The formulation is shown in weight (g).
素材としては0.3ffil厚のステンレス板(SUS
304)に上記の塗料組成物を焼付後で約20μにな
るよう塗布し、焼付温度160℃で20分間処理して硬
化させた。得られた塗膜の物性を測定し、結果を第1表
に示す。The material is 0.3ffil thick stainless steel plate (SUS
The above coating composition was applied to No. 304) to a thickness of about 20 μm after baking, and cured by processing at a baking temperature of 160° C. for 20 minutes. The physical properties of the resulting coating film were measured and the results are shown in Table 1.
(1) ポリエステル樹脂
デスモフエン850(不揮発分 100 wt%)■
イソシアネート
デスモジュールBl 3175
(不揮発分75 wt%)
O) オルガノゾル
0オルガノチタニヤゾル (C−1)
(不揮発分30 wt%)
0オルガノシリカゾル
(不揮光分30W1%)
(A)溶剤
シクロヘキサノン系溶剤
(5) 硬化触媒
ブチル錫ジラウレート
塗膜物性試験方法
■ 光 沢 : JISに5400規定の60゛反
射率■ 硬 度 : JIS K 5400規定の
鉛筆硬度■ 折り曲げ : 折り曲げ試験機 φ2a。(1) Polyester resin Desmofene 850 (non-volatile content 100 wt%)■
Isocyanate Desmodur Bl 3175 (Non-volatile content 75 wt%) O) Organosol 0 Organotitania sol (C-1) (Non-volatile content 30 wt%) 0 Organosilica sol (Non-volatile light content 30 W1%) (A) Solvent Cyclohexanone solvent (5) Curing catalyst butyltin dilaurate coating film physical property test method ■ Gloss: 60° reflectance as specified in JIS 5400 ■ Hardness: Pencil hardness as specified in JIS K 5400 ■ Bending: Bending tester φ2a.
「○」は合格を示す。"○" indicates passing.
「△」はほぼ合格を示す。"△" indicates almost passing.
■ キシレン : キシレン払拭試験。■ Xylene: Xylene wiping test.
■ 耐候性 ; サンシャインウェザオシ−ター促進耐
候性試験 3000時間
O初期光沢保持率 85%以上■ Weather resistance; Sunshine weather accommodating weather resistance test 3000 hours O initial gloss retention rate 85% or more
Claims (6)
するイソシアネート化合物、ブロックイソシアネート化
合物及びメラミン化合物から選ばれる1種以上の結合剤
(B)、金属が長周期型元素周期表におけるII族金属(
Mg、Ca、Sr、Ba)、III族金属(B、Al、G
a、In、Tl、Sc、Y、La、Ac)、IV族金属(
Si、Ge、Sn、Pb、Ti、Zr、Hf)、V族金
属(As、Sb、Bi、V、Nb、Ta)、VI族金属(
Te、Po、Cr、Mo、W)、VII族金属(At、M
n、Tc、Re)及びVII族金属(Fe、Co、Ni、
Ru、Rh、Pd、Os、Ir、Pt)から選択される
金属酸化物ゾル及び金属酸化物ゾルの塩、シロキサン、
メタロシロキサン、シラザン、メタロシラザン並びにこ
れらの混合物から選ばれる1種以上の無機質のオルガノ
ゾル(C)、並びに溶剤(D)を含むことを特徴とする
塗料用組成物。(1) A polyester resin (A), one or more binders selected from isocyanate compounds having two or more functional groups, blocked isocyanate compounds, and melamine compounds (B), and a metal that is Group II in the periodic table of long-period elements. metal(
Mg, Ca, Sr, Ba), group III metals (B, Al, G
a, In, Tl, Sc, Y, La, Ac), group IV metals (
Si, Ge, Sn, Pb, Ti, Zr, Hf), group V metals (As, Sb, Bi, V, Nb, Ta), group VI metals (
Te, Po, Cr, Mo, W), group VII metals (At, M
n, Tc, Re) and group VII metals (Fe, Co, Ni,
metal oxide sol selected from Ru, Rh, Pd, Os, Ir, Pt) and a salt of the metal oxide sol, siloxane,
A coating composition comprising one or more inorganic organosols (C) selected from metallosiloxanes, silazane, metallosilazanes, and mixtures thereof, and a solvent (D).
項1に記載の組成物。(2) The composition according to claim 1, further comprising a reaction promoting catalyst (E).
期型元素周期表におけるIII族(B、Sl、Ga、In
、Tl、Sc、Y、La、Ac)、IV族(Si、Ge、
Sn、Pb、Ti、Zr、Hf)及びV族(As、Sb
、Bi、V、Nb、Ta)金属から選択される金属酸化
物ゾルを用いる請求項1又は2に記載の組成物。(3) As an inorganic organosol (C), metals are group III in the periodic table of long-period elements (B, Sl, Ga, In
, Tl, Sc, Y, La, Ac), IV group (Si, Ge,
Sn, Pb, Ti, Zr, Hf) and group V (As, Sb
, Bi, V, Nb, Ta) metal oxide sol is used.
、Al、Sn、Ti及びZnから選択される金属酸化物
ゾルを用いる請求項1又は2に記載の組成物。(4) As an inorganic organosol (C), the metal is Si
The composition according to claim 1 or 2, using a metal oxide sol selected from , Al, Sn, Ti and Zn.
質のオルガノゾル(C)の配合割合が重量パーセントで
、(A)10〜80%、(B)2〜50%及び(C)5
〜60%である請求項1〜4のいずれか一項に記載の組
成物。(5) The blending ratio of polyester resin (A), binder (B), and inorganic organosol (C) is (A) 10 to 80%, (B) 2 to 50%, and (C) 5
5. A composition according to any one of claims 1 to 4, wherein the composition is .
いずれか一項に記載の組成物。(6) The composition according to any one of claims 1 to 5, further comprising a pigment (F).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP30156890A JPH04173883A (en) | 1990-11-07 | 1990-11-07 | Polyester resin-based coating composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP30156890A JPH04173883A (en) | 1990-11-07 | 1990-11-07 | Polyester resin-based coating composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04173883A true JPH04173883A (en) | 1992-06-22 |
Family
ID=17898511
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP30156890A Pending JPH04173883A (en) | 1990-11-07 | 1990-11-07 | Polyester resin-based coating composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH04173883A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10130576A (en) * | 1996-10-24 | 1998-05-19 | Nof Corp | Coating material composition |
JP2002309170A (en) * | 2001-04-11 | 2002-10-23 | Nippon Yushi Basf Coatings Kk | Coating composition, coating finishing method and coated article |
JP2009138116A (en) * | 2007-12-07 | 2009-06-25 | Daicel Chem Ind Ltd | Cation-polymerizable resin composition and cured material thereof |
-
1990
- 1990-11-07 JP JP30156890A patent/JPH04173883A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10130576A (en) * | 1996-10-24 | 1998-05-19 | Nof Corp | Coating material composition |
JP2002309170A (en) * | 2001-04-11 | 2002-10-23 | Nippon Yushi Basf Coatings Kk | Coating composition, coating finishing method and coated article |
JP2009138116A (en) * | 2007-12-07 | 2009-06-25 | Daicel Chem Ind Ltd | Cation-polymerizable resin composition and cured material thereof |
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