JPS6386762A - Scratch-resistant coating compound composition - Google Patents
Scratch-resistant coating compound compositionInfo
- Publication number
- JPS6386762A JPS6386762A JP61229586A JP22958686A JPS6386762A JP S6386762 A JPS6386762 A JP S6386762A JP 61229586 A JP61229586 A JP 61229586A JP 22958686 A JP22958686 A JP 22958686A JP S6386762 A JPS6386762 A JP S6386762A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- polyester polyol
- film
- scratch
- polyisocyanate
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 9
- 239000006120 scratch resistant coating Substances 0.000 title claims description 5
- 150000001875 compounds Chemical class 0.000 title description 3
- 239000002253 acid Substances 0.000 claims abstract description 26
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 22
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 17
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 14
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 14
- 239000002994 raw material Substances 0.000 claims abstract description 7
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000003054 catalyst Substances 0.000 claims abstract description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000001301 oxygen Substances 0.000 claims abstract description 3
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 3
- 239000011248 coating agent Substances 0.000 abstract description 14
- 238000000576 coating method Methods 0.000 abstract description 14
- 239000000463 material Substances 0.000 abstract description 4
- 238000002156 mixing Methods 0.000 abstract 2
- 238000006748 scratching Methods 0.000 abstract 1
- 230000002393 scratching effect Effects 0.000 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 7
- 239000008199 coating composition Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 6
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 5
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000001361 adipic acid Substances 0.000 description 4
- 235000011037 adipic acid Nutrition 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- -1 trimery/ ) acid Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-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
- 238000004132 cross linking Methods 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-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
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-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
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 230000008439 repair process Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 230000003678 scratch resistant effect Effects 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 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
- 239000002023 wood Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- RXUVWJWQFPJWOV-OWOJBTEDSA-N (e)-1,2-diisocyanatoethene Chemical compound O=C=N\C=C\N=C=O RXUVWJWQFPJWOV-OWOJBTEDSA-N 0.000 description 1
- ZBBLRPRYYSJUCZ-YOTINIEPSA-L (e)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C\C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-YOTINIEPSA-L 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical class O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- LTIKIBFTASQKMM-UHFFFAOYSA-N 1-[bis(4-isocyanatophenyl)methyl]-4-isocyanatobenzene Chemical compound C1=CC(N=C=O)=CC=C1C(C=1C=CC(=CC=1)N=C=O)C1=CC=C(N=C=O)C=C1 LTIKIBFTASQKMM-UHFFFAOYSA-N 0.000 description 1
- RQBUVIFBALZGPC-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanatophenyl)benzene Chemical compound C1=CC(N=C=O)=CC=C1C1=CC=C(N=C=O)C=C1 RQBUVIFBALZGPC-UHFFFAOYSA-N 0.000 description 1
- GGSRTHRSSCWGGK-UHFFFAOYSA-L 2,2-dibutyl-5-hydroxy-1,3,2-dioxastannepane-4,7-dione Chemical compound CCCC[Sn]1(CCCC)OC(=O)CC(O)C(=O)O1 GGSRTHRSSCWGGK-UHFFFAOYSA-L 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
- 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
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- IXQBIOPGDNZYNA-UHFFFAOYSA-N N=C=O.N=C=O.CC1=CC=CC=C1C1=CC=CC=C1C Chemical compound N=C=O.N=C=O.CC1=CC=CC=C1C1=CC=CC=C1C IXQBIOPGDNZYNA-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-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
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- TUEIURIZJQRMQE-UHFFFAOYSA-N [2-(tert-butylsulfamoyl)phenyl]boronic acid Chemical compound CC(C)(C)NS(=O)(=O)C1=CC=CC=C1B(O)O TUEIURIZJQRMQE-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
- GPDWNEFHGANACG-UHFFFAOYSA-L [dibutyl(2-ethylhexanoyloxy)stannyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)O[Sn](CCCC)(CCCC)OC(=O)C(CC)CCCC GPDWNEFHGANACG-UHFFFAOYSA-L 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- VBIAXKVXACZQFW-OWOJBTEDSA-N bis(2-isocyanatoethyl) (e)-but-2-enedioate Chemical compound O=C=NCCOC(=O)\C=C\C(=O)OCCN=C=O VBIAXKVXACZQFW-OWOJBTEDSA-N 0.000 description 1
- 239000004566 building material Substances 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
- YMLFYGFCXGNERH-UHFFFAOYSA-K butyltin trichloride Chemical compound CCCC[Sn](Cl)(Cl)Cl YMLFYGFCXGNERH-UHFFFAOYSA-K 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 description 1
- PKKGKUDPKRTKLJ-UHFFFAOYSA-L dichloro(dimethyl)stannane Chemical compound C[Sn](C)(Cl)Cl PKKGKUDPKRTKLJ-UHFFFAOYSA-L 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- XJRAOMZCVTUHFI-UHFFFAOYSA-N isocyanic acid;methane Chemical compound C.N=C=O.N=C=O XJRAOMZCVTUHFI-UHFFFAOYSA-N 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
- 238000000034 method Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920000768 polyamine Chemical class 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 239000013077 target material Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- AFCAKJKUYFLYFK-UHFFFAOYSA-N tetrabutyltin Chemical compound CCCC[Sn](CCCC)(CCCC)CCCC AFCAKJKUYFLYFK-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- FAKFSJNVVCGEEI-UHFFFAOYSA-J tin(4+);disulfate Chemical compound [Sn+4].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O FAKFSJNVVCGEEI-UHFFFAOYSA-J 0.000 description 1
- CVNKFOIOZXAFBO-UHFFFAOYSA-J tin(4+);tetrahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[Sn+4] CVNKFOIOZXAFBO-UHFFFAOYSA-J 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
- YQMWDQQWGKVOSQ-UHFFFAOYSA-N trinitrooxystannyl nitrate Chemical compound [Sn+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O YQMWDQQWGKVOSQ-UHFFFAOYSA-N 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は耐擦傷性に優れた塗料組成物に関するものであ
る。詳しくは、全屈、木材、プラスチック等又はこれら
の被塗物上に塗装され、皮膜化した場合、耐擦傷性に優
れた塗t1狙成物である。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a coating composition with excellent scratch resistance. Specifically, it is a coating t1 target material that exhibits excellent scratch resistance when coated on materials such as wood, plastic, etc., or on these objects to form a film.
[従来の技術J
現在、塗装された各種の被塗装製品は塗装後の各工程作
業中あるいは輸送中に色装したちの又、しないものにか
かられず、すり傷がつき易く、手直しの為の補修や、ひ
どい場合には再塗装を行わねばならない事が多い、これ
らの為にかかる損失は多大であり、これを解決すること
で、あらゆる分野での損失を防ぐことが可能であること
から、かかる目的に適合する耐擦傷性被塗物材の開発が
強く求められている。かかる目的に適する耐擦傷性材は
被塗物表面への密着性に優れ、かつ塗膜としての各種用
途、例えば、家具、ステレオ、自動車、建材、f:A機
具等に応じた機械物性、耐薬品性等の塗膜物性を必要と
する。[Conventional Technology J] At present, various painted products are easily scratched and scratched during each process after painting or during transportation, and are easily scratched. It is often necessary to repair or repaint in severe cases, and the losses incurred due to these are enormous, and by solving this problem, it is possible to prevent losses in all fields. There is a strong demand for the development of scratch-resistant coated materials suitable for such purposes. A scratch-resistant material suitable for such purposes has excellent adhesion to the surface of the object to be coated, and has mechanical properties and resistance suitable for various uses as a coating film, such as furniture, stereos, automobiles, building materials, f: A equipment, etc. Requires coating film properties such as chemical properties.
[発明が解決しようとする間m点]
従来、かかる目的を解決する為の手段としては塗膜を硬
くして耐擦傷性を付午するという方針でその為の各種樹
脂の検討がなされて来た。しかし、硬くすることで傷つ
きにくくなるが、−置場がつくと傷が残りやすく、さら
に皮膜が硬いことによる皮膜のひび割れが生じ易く、こ
のため一般塗膜厚よりも薄い厚さで塗布しなければなら
ないので保護膜としての一般塗膜性能に劣るという欠点
がある。一方、樹脂の構造面からの耐擦傷性に関する研
究も進められ、具体的にはアクリル樹脂、ポリウレタン
樹脂、ポリエステル樹脂、エポキシ樹脂、エチレン−酢
醸ビニル等の検討がなされたが上記欠点を根本的に解決
できなかった。[Point m during which the invention attempts to solve the problem] Conventionally, as a means to solve this object, various resins have been studied based on the policy of increasing the scratch resistance by hardening the coating film. Ta. However, by making it hard, it becomes less susceptible to scratches, but - when it is stored, it tends to leave scratches, and the hardness of the film also tends to cause cracks, so it must be applied at a thickness thinner than the normal coating thickness. Therefore, there is a drawback that the general coating film performance as a protective film is inferior. On the other hand, research on the abrasion resistance of resins from a structural perspective has also progressed, and specifically studies have been carried out on acrylic resins, polyurethane resins, polyester resins, epoxy resins, ethylene-vinegar vinyl, etc., but the above drawbacks have been fundamentally investigated. could not be resolved.
[問題点を解決するための手段]
本発明者らはポリエステルポリオールとポリイソシアネ
ートの重付加による皮膜は、その塗膜構造がゴム弾性に
近いので皮膜自体が柔軟性と強靭。[Means for Solving the Problems] The present inventors have discovered that the film created by the polyaddition of polyester polyol and polyisocyanate has a structure close to rubber elasticity, so the film itself is flexible and strong.
性を兼ね備えており、耐擦傷性に良い結果をもたらすと
いう知見にもとづき研究した結果、皮膜の硬さを利用し
て耐擦傷性を出すよりも、逆に皮膜に柔軟性と強靭性を
もたせ外力を吸収することで傷つきにくく、又傷がつい
ても復元性により元に戻る皮膜を与える耐擦傷性に優れ
る塗料組成物を発明するに至った。As a result of research based on the knowledge that it has both good properties and good abrasion resistance, we found that rather than using the hardness of the film to achieve scratch resistance, we instead created a film with flexibility and toughness to improve scratch resistance. The inventors have now invented a coating composition that has excellent scratch resistance and provides a film that is resistant to scratches by absorbing the above-mentioned substances, and even if it is scratched, it can be restored to its original state.
すなわち1本発明は酸原料中30〜70重量%が脂肪族
2塩基酸であり、1分子あたり平均2.5〜3.5個の
水酸基を有し、かつ数平均分子量が500〜1,500
であるポリエステルポリオール(A)4ポリイソシアネ
ート(B)および錫系ウレタン化触媒(C)を必須成分
とし、ポリエステルポリオール(A)とポリイソシアネ
ー) (B)との比率が水酸基とイソシアネート基の当
量比が0.5〜2.0 : 1の範囲となるような比率
である耐擦傷性塗料組成物を提供するものである。That is, 1. In the present invention, 30 to 70% by weight of the acid raw material is an aliphatic dibasic acid, has an average of 2.5 to 3.5 hydroxyl groups per molecule, and has a number average molecular weight of 500 to 1,500.
The polyester polyol (A) 4 polyisocyanate (B) and the tin-based urethane catalyst (C) are essential components, and the ratio of the polyester polyol (A) to the polyisocyanate (B) is the equivalent of hydroxyl groups and isocyanate groups. The present invention provides a scratch-resistant coating composition having a ratio in the range of 0.5 to 2.0:1.
本発明に使用するポリエステルポリオール(A)は酸原
料中、30〜70重量%が脂肪族2塩基酸であり、1分
子あたり平均2.5〜3.5個の水酸基を有し、かつ数
平均分子量が500〜1.500である。脂肪族2塩基
酸が酸原料中、30重量%未満であるとポリエステルポ
リオールの分子鎖の剛直性が強く、皮膜の柔軟性に劣り
、 70重量%をこえると皮膜の硬度が低下し実用的で
ない、又、1分子あたりの水酸基数が2.5個未満では
皮膜の架橋密度が低く、擦傷に対する弾性復元力に劣り
、水酸基数が3.5個をこえると皮膜の柔軟性に劣る。The polyester polyol (A) used in the present invention contains 30 to 70% by weight of aliphatic dibasic acid in the acid raw material, has an average of 2.5 to 3.5 hydroxyl groups per molecule, and has a number average The molecular weight is 500 to 1.500. If the aliphatic dibasic acid is less than 30% by weight in the acid raw material, the molecular chain of the polyester polyol will be too rigid and the film will have poor flexibility, and if it exceeds 70% by weight, the hardness of the film will decrease and it is not practical. If the number of hydroxyl groups per molecule is less than 2.5, the crosslinking density of the film is low and the elastic restoring force against scratches is poor, and if the number of hydroxyl groups is more than 3.5, the film has poor flexibility.
さらに数平均分子量が500未満では皮膜の耐久性に充
分でなく、1,500をこえると皮膜の柔軟性に劣るの
で、数平均分子量は500〜t 、sooが好ましい。Furthermore, if the number average molecular weight is less than 500, the durability of the film will not be sufficient, and if it exceeds 1,500, the flexibility of the film will be poor.
本発明に使用できる#原料としては、フタル酸、イソフ
タル酸、テレフタル酸、テレフタル醜ジメチル、テトラ
ヒドロフタル酸、ハイミ7り酸、マレイン酸、フマール
酸、コハク酸、アジピン酸、セバチ/酸、ダイマー酸、
トリメリー/ )酸、へ−/ )酸、ドデカンニ酸、又
はそれらの酸無水物、さらに安息香、酸、メチル安息香
酸、p−tert−ブチル安息香酸などの2塩基酸を使
用できる。ポリオール成分としては、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、ネ
オペンチルグリコール、1.4−ブタンジオール、1.
3−ブタンジオール、1.B−へキサンジオール、グリ
・セリン、ジプロピレングリコール、トリメチロールエ
タン、トリメチロールプロパン、2,2.4− )リフ
チル−1,3−ベンタンジオール、ペンタエリスリトー
ル、トリス−2−ヒドロキシエチルイソシアヌレートな
どが使用できる。#Raw materials that can be used in the present invention include phthalic acid, isophthalic acid, terephthalic acid, dimethyl terephthalate, tetrahydrophthalic acid, hemi7hydric acid, maleic acid, fumaric acid, succinic acid, adipic acid, sebacic acid, and dimer acid. ,
Dibasic acids such as trimery/ ) acid, he-/ ) acid, dodecanniic acid, or their acid anhydrides, as well as benzoic acid, methylbenzoic acid, p-tert-butylbenzoic acid, etc. can be used. As polyol components, ethylene glycol, propylene glycol, diethylene glycol, neopentyl glycol, 1,4-butanediol, 1.
3-butanediol, 1. B-hexanediol, glycerine, dipropylene glycol, trimethylolethane, trimethylolpropane, 2,2.4-)riftyl-1,3-bentanediol, pentaerythritol, tris-2-hydroxyethyl isocyanurate, etc. can be used.
本発明で使用するポリエステルポリオールは通常の方法
で製造できる。即ち酸及びポリオール原料をたとえば窒
素下、150〜250℃で加熱攪拌しなから縮合を進め
適当な酸価および粘度で終点とし冷却することにより行
なわれる。The polyester polyol used in the present invention can be produced by a conventional method. That is, the acid and polyol raw materials are heated and stirred at 150 DEG to 250 DEG C. under nitrogen, for example, and condensation is allowed to proceed until a suitable acid value and viscosity are achieved, followed by cooling.
本発明の塗料樹脂組成物を構成する他の成分である前記
ポリイソシアネー) (B)とは、1.8−へキサメチ
レンジイソシアネート、1.B−オクタメチレンジイソ
シアネート、1.2−ドデカメチレンジイソシアネート
もしくは2,2.4− )リメチルへキサメチレンジイ
ソシアネートの如きアルキレンジイソシアネート類、
3.3’−ジイソシアネートジプロピルエーテル、3−
イソシアネートメチル−3,5,5−)リメチルシクロ
ヘキシルイソシアネート、シクロペンチレンー1.3−
ジイソシアネート、シクロヘキシレン−1,4−ジイソ
シアネート、メチル−2,6−ジイソシアネートカプロ
エート、ビス(2−イソシアネートエチル)フマレート
、4−メチル−1,3−ジイソシアネートシクロヘキサ
ン、トランスビニレンジイソシアネートおよび類似の不
飽和イソシアネート; 4,4’−メチレンビス(シク
ロヘキシルイソシアネート)、メタンジイソシアネート
、N、N’、N’ −)リス(6−インジアネートヘキ
サメチル)ビュラレットあるいはビス(2−イソシアネ
ートエチル)カーボネートおよび類似のジイソシアネー
ト等の脂肪族または脂環式ポリイソシアネート;トルエ
ンジイソシアネート、キシリレンジイソシアネート、ジ
アニシジンジイソシアネート、4.4′−ジフェニルメ
タンジイソシアネート、l−エトキシ−2,4−ジイソ
シアネートベンゼン、1−クロロ−2,4−ジイソシア
ネートベンゼン、トリス(4−イソシアネートフェニル
)メタン、ナフタレンジイソシアネート、フレオレイン
ジイソシアネートあるいは4.4′−ビフェニルジイソ
シアネートの如き芳香族ポリイソシアネート;更には、
フェニレンジイソシアネート、3.3′−ジメチル−4
,4′−ビフェニルジイソシアネート、p−イソシアネ
ートベンジルイソシアネート、テトラクロロ−1,3−
フェニレンジイソシアネート等があり、これ等の1種又
は2種以上の混合物でも良いし、上記各種ポリイソシア
ネートと低分子量のポリヒドロキシ化合物またはポリア
ミン化合物との反応生成物であるイソシアネート末端プ
レポリマーもまた使用出来る。The polyisocyanate (B), which is another component constituting the coating resin composition of the present invention, refers to 1.8-hexamethylene diisocyanate, 1. B-octamethylene diisocyanate, alkylene diisocyanates such as 1,2-dodecamethylene diisocyanate or 2,2,4-)limethylhexamethylene diisocyanate,
3.3'-diisocyanate dipropyl ether, 3-
Methyl isocyanate-3,5,5-)limethylcyclohexyl isocyanate, cyclopentylene-1,3-
Diisocyanates, cyclohexylene-1,4-diisocyanate, methyl-2,6-diisocyanate caproate, bis(2-isocyanatoethyl) fumarate, 4-methyl-1,3-diisocyanate cyclohexane, transvinylene diisocyanate and similar unsaturations Isocyanate; 4,4'-methylenebis(cyclohexyl isocyanate), methane diisocyanate, N,N',N'-)lis(6-indianatehexamethyl)bularet or bis(2-isocyanateethyl)carbonate and similar diisocyanates, etc. aliphatic or cycloaliphatic polyisocyanates; toluene diisocyanate, xylylene diisocyanate, dianisidine diisocyanate, 4,4'-diphenylmethane diisocyanate, l-ethoxy-2,4-diisocyanatebenzene, 1-chloro-2,4-diisocyanatebenzene , tris(4-isocyanatophenyl)methane, naphthalene diisocyanate, phleolein diisocyanate or 4,4′-biphenyl diisocyanate;
Phenyl diisocyanate, 3,3'-dimethyl-4
, 4'-biphenyl diisocyanate, p-isocyanate benzyl isocyanate, tetrachloro-1,3-
There are phenylene diisocyanates, etc., and one type or a mixture of two or more of these may be used, and isocyanate-terminated prepolymers which are reaction products of the above various polyisocyanates and low molecular weight polyhydroxy compounds or polyamine compounds can also be used. .
本発明における錫系ウレタン化触媒(C)とは。What is the tin-based urethanization catalyst (C) in the present invention?
例えば塩化第1錫、塩化第2錫、硝酸錫、硫醜錫、水酸
化錫、酸化錫等の無機系錫塩化合物、及びテトラ−n−
ブチル錫、n−ブチル錫トリクロライド、ジ−n−ブチ
ル錫ジクロライド、ジメチル錫ジクロライド、トリメチ
ルチンハイドロオキサイド、ジブチルチンジラウレート
、ジブチルチンジー2−エチルヘキソエート、ジブチル
チンジアセテート、ジブチルチンマレート、ジブチルチ
ンフマレート等の有機系錫塩化合物が挙げられるが、一
般的には有機系の方が触媒活性が高く、有機溶剤に対す
る溶解性に優れるので好ましい。For example, inorganic tin salt compounds such as tin chloride, stannic chloride, tin nitrate, tin sulfate, tin hydroxide, tin oxide, and tetra-n-
Butyltin, n-butyltin trichloride, di-n-butyltin dichloride, dimethyltin dichloride, trimethyltin hydroxide, dibutyltin dilaurate, dibutyltin di-2-ethylhexoate, dibutyltin diacetate, dibutyltin malate, Examples include organic tin salt compounds such as dibutyltin fumarate, but organic compounds are generally preferred because they have higher catalytic activity and excellent solubility in organic solvents.
本発明の塗料組成物を作るにあたり、ポリエステルポリ
オール(A)とポリイソシアネートCB)との比率は水
酸基とイソシアネート基の当量比が0.5〜2.0
: 1の範囲であることが好ましい、水酸基の当量比が
0.5未満ではポリイソシアネート(B) 4分が過剰
になってポリイソシアネート同志の副反応が起りやすく
、皮膜の柔軟性に劣り。In preparing the coating composition of the present invention, the ratio of polyester polyol (A) to polyisocyanate CB) is such that the equivalent ratio of hydroxyl groups to isocyanate groups is 0.5 to 2.0.
If the equivalent ratio of hydroxyl groups is less than 0.5, the amount of polyisocyanate (B) becomes excessive and side reactions between the polyisocyanates tend to occur, resulting in poor flexibility of the film.
2.0をこえるとポリエステルポリオール(A)成分中
の水酸基が多く残存する為、皮膜の乾燥性、耐久性に劣
る。If it exceeds 2.0, many hydroxyl groups in the polyester polyol (A) component remain, resulting in poor drying properties and durability of the film.
本発明に係る耐擦傷性に優れる皮膜とは経験的あるいは
実用上から好ましくは破断時伸び率が150%以上のゴ
ム弾性の樹脂であり、塗膜厚201以上、好ましくは3
0H以上で実用に賦されることが望ましい。The film with excellent scratch resistance according to the present invention is preferably a rubber elastic resin with an elongation at break of 150% or more, and a film thickness of 201 or more, preferably 3
It is desirable that it be applied practically at 0H or higher.
本発明に係る耐擦傷性を充分に発現するには本発明を構
成するポリエステルポリオール(A)成分の水酸基価は
100〜250の範囲が好ましい、水酸基価が100未
満では皮膜の架橋密度が低い為に皮膜強度が充分でなく
、250をこえると架橋密度が高す゛ざて脆くなる欠点
がある。In order to sufficiently exhibit the scratch resistance according to the present invention, the hydroxyl value of the polyester polyol (A) component constituting the present invention is preferably in the range of 100 to 250. If the hydroxyl value is less than 100, the crosslinking density of the film is low. However, the film strength is not sufficient, and if it exceeds 250, the crosslinking density increases and it becomes brittle.
さらに本発明に係る耐擦傷性を充分発現する為にはポリ
エステルポリオール(A)中のエーテル性酸素含有量が
0.2〜2.0%の範囲内のものが好ましい、エーテル
性酸素含有量が0.2%未満ではポリエーテル分子鎖の
ポリエステルポリオール全体への寄与が小さい為、皮膜
の柔軟性に劣り。Furthermore, in order to sufficiently exhibit the scratch resistance according to the present invention, the ether oxygen content in the polyester polyol (A) is preferably within the range of 0.2 to 2.0%. If it is less than 0.2%, the contribution of the polyether molecular chains to the entire polyester polyol is small, resulting in poor flexibility of the film.
2.0%をこえると皮膜が軟化しやすく好ましくない。If it exceeds 2.0%, the film tends to soften, which is not preferable.
本発明の塗料組成物を被塗物に皮膜形成させるにあたっ
ては常温乾燥あるいは50℃〜110℃、好ましくは8
0〜100℃の強制乾燥のどちらでも良い、又、本発明
の塗料組成物は各種の無機・有機系の顔料を配合でき、
さらにスリップ剤等の添加剤を配合できる。When forming a film on the object to be coated with the coating composition of the present invention, dry at room temperature or at 50°C to 110°C, preferably at 8°C.
Forced drying at 0 to 100°C is acceptable, and the coating composition of the present invention can contain various inorganic and organic pigments.
Furthermore, additives such as slip agents can be added.
[発明の効果]
本発明の塗料組成物は、得られる塗膜がゴム弾性を有し
ているところから外力が加えられて傷がついても、弾性
回復力により一度ついた傷が元に戻る特長を持つ、これ
は塗膜中の不均一構造の弾性(ソフトセグメントのエン
トロピー弾性とハードセグメントのエネルギー弾性)に
由来すると考えられる。こうした特長の他に、全屈、木
材、プラスチック等に対して優れた密着性を有し、さら
に硬度、衝撃性、屈曲性などの機械的物性、耐薬品性、
耐汚染性、耐候性などの耐久性にも極めて優れている0
本発明はかかる特性を有している為、これを各種被塗物
に塗装することで、従来のすり傷による手直しの為の補
修や再塗装による損失を未然に防ぐことができる。[Effects of the Invention] The coating composition of the present invention has the characteristic that even if the coating film obtained has rubber elasticity and is scratched by external force, the scratches can be restored to their original state due to the elastic recovery power. This is thought to be due to the elasticity of the non-uniform structure in the coating film (entropic elasticity of the soft segment and energy elasticity of the hard segment). In addition to these features, it has excellent adhesion to wood, plastic, etc., as well as mechanical properties such as hardness, impact resistance, and flexibility, chemical resistance,
It also has excellent durability such as stain resistance and weather resistance.
Since the present invention has such characteristics, by coating various objects with the present invention, it is possible to prevent losses caused by conventional repairs and repainting due to scratches.
次に本発明の参考例・実施例を示すが1本発明はこれに
制限されるものではない。Next, reference examples and examples of the present invention will be shown, but the present invention is not limited thereto.
参考例1
攪拌装置、温度計の付いた四つロフラスコに1.8−ヘ
キサンジオール35.2部、グリセリン5.8部、ジエ
チレングリコール7部、アジピン酸50.0部、無水フ
タル#2.3部を仕込み、脱水縮合反応を酸価5.5ま
で進め、水酸基価120(固形分換n)、不揮発分80
%の酢エチ溶液とした。Reference Example 1 35.2 parts of 1.8-hexanediol, 5.8 parts of glycerin, 7 parts of diethylene glycol, 50.0 parts of adipic acid, and 2.3 parts of phthalic anhydride in a four-loaf flask equipped with a stirrer and a thermometer. was charged, and the dehydration condensation reaction was advanced to an acid value of 5.5, with a hydroxyl value of 120 (solid content n) and a non-volatile content of 80.
% acetic acid solution.
参考例2
参考例1と同様の装置でエチレングリコール8.0部、
ジプロピレングリコール8.0部、トリメチロールエタ
ン13.3部、イソフタル酸24.7部、セパチン酸4
0.0部を仕込み反応させ、酸価5.0、水酸基価(固
形分換算) 200 、不揮発分80%(酢エチ溶液)
の樹脂液を得た。Reference Example 2 In the same apparatus as Reference Example 1, 8.0 parts of ethylene glycol,
Dipropylene glycol 8.0 parts, trimethylolethane 13.3 parts, isophthalic acid 24.7 parts, cepatic acid 4 parts
0.0 part was charged and reacted, acid value 5.0, hydroxyl value (solid content equivalent) 200, non-volatile content 80% (acetic acid ethyl solution)
A resin liquid was obtained.
参考例3
参考例1と同様の装置でネオペンチルグリコール32.
8部、ジエチレングリコール6.7部、トリメチロール
プロパン7.0部、無水フタル酸13.5部、アジピッ
940.0部を反応させ、酸価4.5.水酸基価(固形
分換算) 120 、不揮発分75%(キシレン、 N
IBK溶液)の樹脂液を得た。Reference Example 3 Neopentyl glycol 32.
8 parts of diethylene glycol, 6.7 parts of diethylene glycol, 7.0 parts of trimethylolpropane, 13.5 parts of phthalic anhydride, and 940.0 parts of adipid were reacted to give an acid value of 4.5. Hydroxyl value (solid content) 120, non-volatile content 75% (xylene, N
A resin liquid (IBK solution) was obtained.
参考例4
参考例1と同様の装こでエチレングリコール30.2部
、トリメチロールエタン4.5部、無水フタル酸55.
3部、アジピン酸1O90部を反応させ酸価3.5、水
酸基価(固形分換算) 135 、不揮発分80%(酢
エチ)の樹脂液を得た。Reference Example 4 Using the same equipment as Reference Example 1, 30.2 parts of ethylene glycol, 4.5 parts of trimethylolethane, and 55 parts of phthalic anhydride were added.
3 parts of adipic acid and 90 parts of adipic acid were reacted to obtain a resin liquid having an acid value of 3.5, a hydroxyl value (in terms of solid content) of 135, and a non-volatile content of 80% (ethyl acetate).
参考例5
1.8−ヘキサンジオール13.0部、グリセリン31
.1部、アジピン1%730.0部、無水フタル酸28
.0部を反応させ酸価4.0.水酸基価(固形分換算)
300、不揮発分80%(酢エチ溶液)の樹脂液を得
た。Reference example 5 13.0 parts of 1.8-hexanediol, 31 parts of glycerin
.. 1 part, adipine 1% 730.0 parts, phthalic anhydride 28
.. 0 part was reacted and the acid value was 4.0. Hydroxyl value (solid content conversion)
300, and a resin liquid with a nonvolatile content of 80% (ethyl acetate solution) was obtained.
参考例6
ジプロピレングリコール38.7部、グリセリンl09
9部、無水フタル酸20.4部、アジピン930.0部
を反応させ酸価760、水酸基価(固形分換′B)1G
+) 、不揮発分80%(キシレン、 NIBK溶液)
の樹脂液を得た。Reference example 6 Dipropylene glycol 38.7 parts, glycerin 109
9 parts, 20.4 parts of phthalic anhydride, and 930.0 parts of adipine were reacted to obtain an acid value of 760 and a hydroxyl value (solid content conversion 'B) of 1G.
+), non-volatile content 80% (xylene, NIBK solution)
A resin liquid was obtained.
実施例1〜3及び比較例1〜4
参考例の樹脂液にHDI−TMPアダクト系ポリイソシ
アネート(パーノックDH−950、不揮発分75%、
有効NGO成分成分12弼5
製)硬化剤を当量配合し、さらにジブチルチンジラウレ
ートを加えてガラス板に塗布した。Examples 1 to 3 and Comparative Examples 1 to 4 HDI-TMP adduct polyisocyanate (Parnock DH-950, non-volatile content 75%,
An equivalent amount of a curing agent (manufactured by Effective NGO Ingredients 12/5) was blended, dibutyltin dilaurate was added, and the mixture was coated on a glass plate.
その結果を第1表に示す。The results are shown in Table 1.
試験条件 硬化条件:温度20℃、湿度70±5%で7日間乾燥。Test condition Curing conditions: Dry for 7 days at a temperature of 20°C and a humidity of 70±5%.
耐擦傷性:上記硬化条件でガラス板に塗布した塗膜を引
っかき硬度計(荷重
80g)で傷をつけ、傷の復元状態
で判定。Scratch resistance: A coating film applied to a glass plate under the above curing conditions was scratched with a scratch hardness meter (load: 80 g), and judged based on the state of restoration of the scratch.
O・・・すぐ元に戻る。O...I'll be back soon.
Δ・・・完全には戻らない。Δ...It will not return completely.
×・・・全く戻らない。×...It doesn't come back at all.
耐アルカリ性:5%水酸化ナトリウム溶液に10日間浸
漬。Alkali resistance: Soaked in 5% sodium hydroxide solution for 10 days.
耐酸性:5%硫酸溶液に10日間浸漬。Acid resistance: Soaked in 5% sulfuric acid solution for 10 days.
この結果から判るように、本発明の塗料組成物から得ら
れる塗膜は強靭でかつ耐擦傷性に優れるものである。As can be seen from these results, the coating film obtained from the coating composition of the present invention is tough and has excellent scratch resistance.
Claims (3)
り、1分子あたり平均2.5〜3.5個の水酸基を有し
、かつ数平均分子量が500〜1,500であるポリエ
ステルポリオール(A)、ポリイソシアネート(B)お
よび錫系ウレタン化触媒(C)を必須成分とし、ポリエ
ステルポリオール(A)とポリイソシアネート(B)と
の比率が水酸基とイソシアネート基の当量比が0.5〜
2.0:1の範囲となるような比率である耐擦傷性塗料
組成物。(1) 30 to 70% by weight of the acid raw material is an aliphatic dibasic acid, has an average of 2.5 to 3.5 hydroxyl groups per molecule, and has a number average molecular weight of 500 to 1,500. Polyester polyol (A), polyisocyanate (B), and tin-based urethanization catalyst (C) are essential components, and the ratio of polyester polyol (A) to polyisocyanate (B) is such that the equivalent ratio of hydroxyl groups to isocyanate groups is 0. 5~
A scratch resistant coating composition having a ratio such that the ratio is in the range of 2.0:1.
0〜250である特許請求の範囲第1項際記載の耐擦傷
性塗料組成物。(2) The hydroxyl value of the polyester polyol (A) is 10
0 to 250. The scratch-resistant coating composition according to claim 1.
素含有量が0.2〜2.0%である特許請求の範囲第1
項記載の耐擦傷性塗料組成物。(3) The etheric oxygen content in the polyester polyol (A) is 0.2 to 2.0%, Claim 1
The scratch-resistant coating composition described in .
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61229586A JPS6386762A (en) | 1986-09-30 | 1986-09-30 | Scratch-resistant coating compound composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61229586A JPS6386762A (en) | 1986-09-30 | 1986-09-30 | Scratch-resistant coating compound composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS6386762A true JPS6386762A (en) | 1988-04-18 |
Family
ID=16894502
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61229586A Pending JPS6386762A (en) | 1986-09-30 | 1986-09-30 | Scratch-resistant coating compound composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6386762A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63178172A (en) * | 1987-01-19 | 1988-07-22 | Nippon Oil & Fats Co Ltd | Paint |
US5333813A (en) * | 1991-08-06 | 1994-08-02 | Daiwa Seiko, Inc. | Fishing line retaining device in reel for fishing |
JP2013216854A (en) * | 2012-03-14 | 2013-10-24 | Fuji Xerox Co Ltd | Surface protective film |
JP2015038164A (en) * | 2011-09-22 | 2015-02-26 | 富士ゼロックス株式会社 | Transparent protective film |
-
1986
- 1986-09-30 JP JP61229586A patent/JPS6386762A/en active Pending
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63178172A (en) * | 1987-01-19 | 1988-07-22 | Nippon Oil & Fats Co Ltd | Paint |
US5333813A (en) * | 1991-08-06 | 1994-08-02 | Daiwa Seiko, Inc. | Fishing line retaining device in reel for fishing |
JP2015038164A (en) * | 2011-09-22 | 2015-02-26 | 富士ゼロックス株式会社 | Transparent protective film |
JP2015038163A (en) * | 2011-09-22 | 2015-02-26 | 富士ゼロックス株式会社 | Transparent protective film |
JP2013216854A (en) * | 2012-03-14 | 2013-10-24 | Fuji Xerox Co Ltd | Surface protective film |
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