JP7582385B2 - Resin composition, coating composition and coated article - Google Patents
Resin composition, coating composition and coated article Download PDFInfo
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- JP7582385B2 JP7582385B2 JP2023105257A JP2023105257A JP7582385B2 JP 7582385 B2 JP7582385 B2 JP 7582385B2 JP 2023105257 A JP2023105257 A JP 2023105257A JP 2023105257 A JP2023105257 A JP 2023105257A JP 7582385 B2 JP7582385 B2 JP 7582385B2
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- resin composition
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- composition according
- inorganic particles
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- 239000011342 resin composition Substances 0.000 title claims description 55
- 239000008199 coating composition Substances 0.000 title claims description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 95
- 229940126062 Compound A Drugs 0.000 claims description 47
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims description 47
- 239000010954 inorganic particle Substances 0.000 claims description 46
- 229920005862 polyol Polymers 0.000 claims description 44
- 229920000515 polycarbonate Polymers 0.000 claims description 43
- 239000004417 polycarbonate Substances 0.000 claims description 43
- 150000003077 polyols Chemical class 0.000 claims description 43
- 239000005056 polyisocyanate Substances 0.000 claims description 29
- 229920001228 polyisocyanate Polymers 0.000 claims description 29
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 25
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 19
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 18
- 125000000524 functional group Chemical group 0.000 claims description 16
- 150000001875 compounds Chemical group 0.000 claims description 13
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- 239000012948 isocyanate Substances 0.000 claims description 8
- 150000002513 isocyanates Chemical class 0.000 claims description 8
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 claims description 8
- 229920000587 hyperbranched polymer Polymers 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 6
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 5
- 239000012965 benzophenone Substances 0.000 claims description 5
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 5
- 239000012964 benzotriazole Substances 0.000 claims description 5
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 4
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 4
- 125000003700 epoxy group Chemical group 0.000 claims description 4
- 229960000969 phenyl salicylate Drugs 0.000 claims description 4
- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 claims description 3
- 239000000126 substance Substances 0.000 description 24
- 239000007787 solid Substances 0.000 description 22
- 238000000576 coating method Methods 0.000 description 18
- 239000011248 coating agent Substances 0.000 description 17
- 239000000758 substrate Substances 0.000 description 17
- 238000005299 abrasion Methods 0.000 description 14
- 239000006096 absorbing agent Substances 0.000 description 12
- -1 polyol compound Chemical class 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 11
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 10
- 229920005668 polycarbonate resin Polymers 0.000 description 10
- 239000004431 polycarbonate resin Substances 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000004611 light stabiliser Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 150000002009 diols Chemical class 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 6
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical class OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 description 5
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 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 5
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 4
- 239000004926 polymethyl methacrylate Substances 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 229920005990 polystyrene resin Polymers 0.000 description 4
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 229920001187 thermosetting polymer Polymers 0.000 description 4
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 4
- XSCLFFBWRKTMTE-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCCC(CN=C=O)C1 XSCLFFBWRKTMTE-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-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
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 2
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- VCYCUECVHJJFIQ-UHFFFAOYSA-N 2-[3-(benzotriazol-2-yl)-4-hydroxyphenyl]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 VCYCUECVHJJFIQ-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 2
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical class NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- NMJJFJNHVMGPGM-UHFFFAOYSA-N butyl formate Chemical compound CCCCOC=O NMJJFJNHVMGPGM-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 239000000412 dendrimer Substances 0.000 description 2
- 229920000736 dendritic polymer Polymers 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 239000004632 polycaprolactone Substances 0.000 description 2
- 229920001610 polycaprolactone Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical class NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- POLSVAXEEHDBMJ-UHFFFAOYSA-N (2-hydroxy-4-octadecoxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCCCCCCCCCCCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 POLSVAXEEHDBMJ-UHFFFAOYSA-N 0.000 description 1
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- ARVUDIQYNJVQIW-UHFFFAOYSA-N (4-dodecoxy-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCCCCCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 ARVUDIQYNJVQIW-UHFFFAOYSA-N 0.000 description 1
- OMWSZDODENFLSV-UHFFFAOYSA-N (5-chloro-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=C(Cl)C=C1C(=O)C1=CC=CC=C1 OMWSZDODENFLSV-UHFFFAOYSA-N 0.000 description 1
- UONCERAQKBPLML-UHFFFAOYSA-N (6-ethoxypyridin-3-yl)boronic acid Chemical compound CCOC1=CC=C(B(O)O)C=N1 UONCERAQKBPLML-UHFFFAOYSA-N 0.000 description 1
- NWHNXXMYEICZAT-UHFFFAOYSA-N 1,2,2,6,6-pentamethylpiperidin-4-ol Chemical compound CN1C(C)(C)CC(O)CC1(C)C NWHNXXMYEICZAT-UHFFFAOYSA-N 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
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 description 1
- UALKQROXOHJHFG-UHFFFAOYSA-N 1-ethoxy-3-methylbenzene Chemical compound CCOC1=CC=CC(C)=C1 UALKQROXOHJHFG-UHFFFAOYSA-N 0.000 description 1
- BLAVTCXLVOGPEW-UHFFFAOYSA-N 10-(1,2,2,3,6,6-hexamethylpiperidin-4-yl)oxy-10-oxodecanoic acid Chemical compound CC1C(OC(=O)CCCCCCCCC(O)=O)CC(C)(C)N(C)C1(C)C BLAVTCXLVOGPEW-UHFFFAOYSA-N 0.000 description 1
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- IYAZLDLPUNDVAG-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 IYAZLDLPUNDVAG-UHFFFAOYSA-N 0.000 description 1
- WXHVQMGINBSVAY-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 WXHVQMGINBSVAY-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- PSMYELRXRQIDAX-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(2-hydroxy-3-tridecoxypropoxy)phenol Chemical compound OC1=CC(OCC(O)COCCCCCCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 PSMYELRXRQIDAX-UHFFFAOYSA-N 0.000 description 1
- SITYOOWCYAYOKL-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(3-dodecoxy-2-hydroxypropoxy)phenol Chemical compound OC1=CC(OCC(O)COCCCCCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 SITYOOWCYAYOKL-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- DOTYDHBOKPPXRB-UHFFFAOYSA-N 2-butyl-2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]propanedioic acid Chemical compound CCCCC(C(O)=O)(C(O)=O)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 DOTYDHBOKPPXRB-UHFFFAOYSA-N 0.000 description 1
- FCQWZWPOVXMKNF-UHFFFAOYSA-N 2-diethoxysilylethanethiol Chemical compound CCO[SiH](CCS)OCC FCQWZWPOVXMKNF-UHFFFAOYSA-N 0.000 description 1
- VBVTYKYFWSUNFZ-UHFFFAOYSA-N 2-dimethoxysilylethanethiol Chemical compound CO[SiH](CCS)OC VBVTYKYFWSUNFZ-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- RLHGFJMGWQXPBW-UHFFFAOYSA-N 2-hydroxy-3-(1h-imidazol-5-ylmethyl)benzamide Chemical compound NC(=O)C1=CC=CC(CC=2NC=NC=2)=C1O RLHGFJMGWQXPBW-UHFFFAOYSA-N 0.000 description 1
- XYPTZZQGMHILPQ-UHFFFAOYSA-N 2-methyl-6-trimethoxysilylhex-1-en-3-one Chemical compound CO[Si](OC)(OC)CCCC(=O)C(C)=C XYPTZZQGMHILPQ-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- GCQUOBKUEHYBMC-UHFFFAOYSA-N 3-(diethylamino)-7,8-dihydro-6h-cyclopenta[2,3]thieno[2,4-b][1,3]oxazin-1-one Chemical compound O=C1OC(N(CC)CC)=NC2=C1C(CCC1)=C1S2 GCQUOBKUEHYBMC-UHFFFAOYSA-N 0.000 description 1
- MBNRBJNIYVXSQV-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propane-1-thiol Chemical compound CCO[Si](C)(OCC)CCCS MBNRBJNIYVXSQV-UHFFFAOYSA-N 0.000 description 1
- IKYAJDOSWUATPI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propane-1-thiol Chemical compound CO[Si](C)(OC)CCCS IKYAJDOSWUATPI-UHFFFAOYSA-N 0.000 description 1
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- DBOSBRHMHBENLP-UHFFFAOYSA-N 4-tert-Butylphenyl Salicylate Chemical compound C1=CC(C(C)(C)C)=CC=C1OC(=O)C1=CC=CC=C1O DBOSBRHMHBENLP-UHFFFAOYSA-N 0.000 description 1
- UWSMKYBKUPAEJQ-UHFFFAOYSA-N 5-Chloro-2-(3,5-di-tert-butyl-2-hydroxyphenyl)-2H-benzotriazole Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O UWSMKYBKUPAEJQ-UHFFFAOYSA-N 0.000 description 1
- 229910000014 Bismuth subcarbonate Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000004420 Iupilon Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 235000017284 Pometia pinnata Nutrition 0.000 description 1
- 240000007653 Pometia tomentosa Species 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- IIHJDDQNGRKRIC-UHFFFAOYSA-N [4-(2,4,4-trimethylpentan-2-yl)phenyl] 2-hydroxybenzoate Chemical compound C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OC(=O)C1=CC=CC=C1O IIHJDDQNGRKRIC-UHFFFAOYSA-N 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-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
- 238000010521 absorption reaction Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- FLPKSBDJMLUTEX-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) 2-butyl-2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]propanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)(CCCC)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FLPKSBDJMLUTEX-UHFFFAOYSA-N 0.000 description 1
- NUMHJBONQMZPBW-UHFFFAOYSA-K bis(2-ethylhexanoyloxy)bismuthanyl 2-ethylhexanoate Chemical compound [Bi+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O NUMHJBONQMZPBW-UHFFFAOYSA-K 0.000 description 1
- SODJJEXAWOSSON-UHFFFAOYSA-N bis(2-hydroxy-4-methoxyphenyl)methanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(OC)C=C1O SODJJEXAWOSSON-UHFFFAOYSA-N 0.000 description 1
- NSPSPMKCKIPQBH-UHFFFAOYSA-K bismuth;7,7-dimethyloctanoate Chemical compound [Bi+3].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O NSPSPMKCKIPQBH-UHFFFAOYSA-K 0.000 description 1
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- FWIZHMQARNODNX-UHFFFAOYSA-L dibismuth;oxygen(2-);carbonate Chemical compound [O-2].[O-2].[Bi+3].[Bi+3].[O-]C([O-])=O FWIZHMQARNODNX-UHFFFAOYSA-L 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- OTARVPUIYXHRRB-UHFFFAOYSA-N diethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](C)(OCC)CCCOCC1CO1 OTARVPUIYXHRRB-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- WHGNXNCOTZPEEK-UHFFFAOYSA-N dimethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CCCOCC1CO1 WHGNXNCOTZPEEK-UHFFFAOYSA-N 0.000 description 1
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940011051 isopropyl acetate Drugs 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- DSSXKBBEJCDMBT-UHFFFAOYSA-M lead(2+);octanoate Chemical compound [Pb+2].CCCCCCCC([O-])=O DSSXKBBEJCDMBT-UHFFFAOYSA-M 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 229940100573 methylpropanediol Drugs 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- TWCBCCIODCKPGX-UHFFFAOYSA-N octyl 2-[4-[4,6-bis(4-phenylphenyl)-1,3,5-triazin-2-yl]-3-hydroxyphenoxy]propanoate Chemical compound OC1=CC(OC(C)C(=O)OCCCCCCCC)=CC=C1C1=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)=N1 TWCBCCIODCKPGX-UHFFFAOYSA-N 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000728 polyester 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
- 229920000582 polyisocyanurate Polymers 0.000 description 1
- 239000011495 polyisocyanurate Substances 0.000 description 1
- ZUFQCVZBBNZMKD-UHFFFAOYSA-M potassium 2-ethylhexanoate Chemical compound [K+].CCCCC(CC)C([O-])=O ZUFQCVZBBNZMKD-UHFFFAOYSA-M 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- GDESWOTWNNGOMW-UHFFFAOYSA-N resorcinol monobenzoate Chemical compound OC1=CC=CC(OC(=O)C=2C=CC=CC=2)=C1 GDESWOTWNNGOMW-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- XSIGLRIVXRKQRA-UHFFFAOYSA-N triethoxysilylmethanethiol Chemical compound CCO[Si](CS)(OCC)OCC XSIGLRIVXRKQRA-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- QJOOZNCPHALTKK-UHFFFAOYSA-N trimethoxysilylmethanethiol Chemical compound CO[Si](CS)(OC)OC QJOOZNCPHALTKK-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- VNTDZUDTQCZFKN-UHFFFAOYSA-L zinc 2,2-dimethyloctanoate Chemical compound [Zn++].CCCCCCC(C)(C)C([O-])=O.CCCCCCC(C)(C)C([O-])=O VNTDZUDTQCZFKN-UHFFFAOYSA-L 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
Landscapes
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明は、樹脂組成物、塗料組成物及び塗装物に関する。 The present invention relates to a resin composition, a coating composition, and a coated article.
一般に、ポリカーボネート樹脂や、ポリメチルメタクリレート樹脂、ポリスチレン樹脂からなる成形品は、軽量で成形性に優れているばかりでなく、透明性も良好で、ガラス製品に比べて耐衝撃性に優れている。そのため、ポリカーボネート樹脂や、ポリメチルメタクリレート樹脂、ポリスチレン樹脂は、ガラス代替の材料として、各種ランプレンズ、窓材、計器類のカバー等に用いられている。特に、ヘッドランプレンズについては、自動車のデザインの多様化等からプラスチック材料の使用が増加している。近年、自動車の軽量化のために窓ガラスやサンルーフに耐衝撃性に優れるポリカーボネート樹脂成形品が用いられている。 In general, molded products made of polycarbonate resin, polymethyl methacrylate resin, and polystyrene resin are not only lightweight and easy to mold, but also have good transparency and better impact resistance than glass products. For this reason, polycarbonate resin, polymethyl methacrylate resin, and polystyrene resin are used as glass replacement materials for various lamp lenses, window materials, instrument covers, etc. In particular, the use of plastic materials for headlamp lenses is increasing due to the diversification of automobile designs. In recent years, polycarbonate resin molded products, which have excellent impact resistance, are being used for window glass and sunroofs in order to reduce the weight of automobiles.
しかし、ポリカーボネート樹脂成形品はその表面の耐摩耗性や耐擦傷性が不足しているため、他の硬い物との接触、摩擦、引っ掻き等によって表面に損傷を受けやすく、表面に発生した損傷はその商品価値を低下させることになる。 However, polycarbonate resin molded products lack surface resistance to wear and scratches, and are therefore susceptible to surface damage from contact with other hard objects, friction, scratches, etc., and damage to the surface reduces the product value.
自動車用部材として使用される場合には、屋外で使用されるためその耐候性も重要となる。ポリカーボネート樹脂は耐候性が低く、太陽光に含まれる紫外線等の活性エネルギー線によって劣化しやすく、成形品が著しく黄変したり、表面にクラックが生じたりする。 When used as automotive components, weather resistance is also important because they are used outdoors. Polycarbonate resin has low weather resistance and is easily degraded by active energy rays such as ultraviolet rays contained in sunlight, causing molded products to yellow significantly and cracks to appear on the surface.
このようなポリカーボネート樹脂成形品の欠点を補うために、耐候性が比較的優れているアクリル系、メラミン系、ウレタン系、シリコン系等の硬化原料に、紫外線吸収剤を添加した被覆材組成物を成形品の表面に塗布し、加熱して硬化膜を形成する方法、あるいは紫外線、電子線等の活性エネルギー線を照射して硬化し、耐候性を有する硬化膜を形成する方法がある。中でも熱乾燥炉での熱硬化性塗料の硬化法は、被塗装物の立体形状によらず均一な加熱が容易であることから、得られる硬化膜は部位によらず安定した性能を発現しやすい等の利点がある。 To compensate for these shortcomings of polycarbonate resin molded products, there is a method in which a coating material composition made by adding an ultraviolet absorber to a curing raw material such as acrylic, melamine, urethane, or silicone, which has relatively good weather resistance, is applied to the surface of the molded product and heated to form a cured film, or a method in which the material is cured by irradiating it with active energy rays such as ultraviolet rays or electron beams to form a weather-resistant cured film. Among these, the method of curing thermosetting paint in a thermal drying oven has the advantage that it is easy to apply uniform heating regardless of the three-dimensional shape of the coated object, and the resulting cured film tends to exhibit stable performance regardless of the location.
樹脂成形品の表面に熱硬化性の硬化膜を形成する方法としては、ウレタン樹脂組成物を含む塗料でコーティングすることが知られている。 A known method for forming a thermosetting film on the surface of a resin molded product is to coat it with a paint containing a urethane resin composition.
例えば、特許文献１及び特許文献２には、特定のポリオール化合物、ポリイソシアネート化合物、及びシリカ粒子を含むウレタン樹脂組成物が記載されている。 For example, Patent Documents 1 and 2 describe urethane resin compositions containing a specific polyol compound, a polyisocyanate compound, and silica particles.
しかし、特許文献１及び特許文献２に記載されているウレタン樹脂組成物は、硬化膜の外観、耐磨耗性や硬度、基材との密着性が不十分であった。 However, the urethane resin compositions described in Patent Documents 1 and 2 were insufficient in terms of the appearance of the cured film, the abrasion resistance, hardness, and adhesion to the substrate.
本発明は前記課題を解決するものであって、硬化膜の外観、基材との密着性、耐薬品性及び硬度に優れた積層体を得ることができる熱硬化性樹脂組成物を提供することにある。 The present invention aims to solve the above problems by providing a thermosetting resin composition that can produce a laminate having excellent cured film appearance, adhesion to the substrate, chemical resistance, and hardness.
すなわち、本発明の上記目的は、以下の[１]～［１４］の手段により解決できる。
［１］末端が水酸基である分岐構造を有する化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ、及び無機粒子Ｄを含む樹脂組成物であって、前記無機粒子Ｄが、表面に水酸基又はイソシアネート基と反応可能な官能基を有する樹脂組成物。
［２］前記化合物Ａが、樹状の分岐構造を有するポリマーである、［１］に記載の樹脂組成物。
［３］前記化合物Ａが末端に水酸基を有するハイパーブランチポリマーである、［１］又は［２］に記載の樹脂組成物。
［４］前記化合物Ａの含有量が、前記化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ、及び無機粒子Ｄの合計質量（１００質量％）中の１０質量％以上５０質量％以下である、［１］～［３］のいずれか一項に記載の樹脂組成物。
［５］前記化合物Ａの重量平均分子量が、５５０以上３００００以下である、［１］～［４］のいずれか一項に記載の樹脂組成物。
［６］前記化合物Ａの水酸基価が、２０ｍｇ・ＫＯＨ／ｇ以上１０００ｍｇ・ＫＯＨ／ｇ以下である、［１］～［５］のいずれか一項に記載の樹脂組成物。
［７］前記ポリカーボネートポリオールＢが、分子中に環構造を有する化合物である、［１］～［６］のいずれか一項に記載の樹脂組成物。
［８］前記ポリイソシアネートＣが、３官能以上のイソシアネートである、［１］～［７］のいずれか一項に記載の樹脂組成物。
［９］前記無機粒子Ｄの水酸基又はイソシアネート基と反応可能な官能基が、メルカプト基、イソシアネート基又はエポキシ基のいずれかである、［１］～［８］のいずれか一項に記載の樹脂組成物。
［１０］前記無機粒子Ｄが、水酸基又はイソシアネート基と反応可能な官能基を有するシランカップリング剤で表面処理されたシリカ粒子である、［１］～［９］のいずれか一項に記載の樹脂組成物。
［１１］前記化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ、及び無機粒子Ｄの合計質量（１００質量％）中における前記無機粒子Ｄの含有量が、１質量％以上４０質量％以下である、［１］～［１０］のいずれか一項に記載の樹脂組成物。
［１２］トリアジン系、ベンゾフェノン系、ベンゾトリアゾール系、サリチル酸フェニル系及び安息香酸フェニル系化合物等から誘導された化合物のうちの少なくとも１つである紫外線吸収剤Ｅを含む、［１］～［１１］のいずれか一項に記載の樹脂組成物。
［１３］［１］～［１２］のいずれか一項に記載の樹脂組成物を含む塗料組成物。
［１４］［１３］に記載の塗料組成物の硬化膜を有する塗装物。
That is, the above object of the present invention can be achieved by the following means [1] to [14].
[1] A resin composition comprising a compound A having a branched structure with a hydroxyl group at the end, a polycarbonate polyol B, a polyisocyanate C, and inorganic particles D, the inorganic particles D having functional groups on their surfaces that can react with hydroxyl groups or isocyanate groups.
[2] The resin composition according to [1], wherein the compound A is a polymer having a dendritic branched structure.
[3] The resin composition according to [1] or [2], wherein the compound A is a hyperbranched polymer having a hydroxyl group at a terminal thereof.
[4] The content of the compound A is 10% by mass or more and 50% by mass or less in the total mass (100% by mass) of the compound A, the polycarbonate polyol B, the polyisocyanate C, and the inorganic particles D. [1] The resin composition according to any one of [1] to [3].
[5] The resin composition according to any one of [1] to [4], wherein the weight average molecular weight of the compound A is 550 or more and 30,000 or less.
[6] The resin composition according to any one of [1] to [5], wherein the hydroxyl value of the compound A is 20 mg KOH/g or more and 1000 mg KOH/g or less.
[7] The resin composition according to any one of [1] to [6], wherein the polycarbonate polyol B is a compound having a ring structure in the molecule.
[8] The resin composition according to any one of [1] to [7], wherein the polyisocyanate C is a trifunctional or higher isocyanate.
[9] The resin composition according to any one of [1] to [8], wherein the functional group capable of reacting with a hydroxyl group or an isocyanate group of the inorganic particles D is any one of a mercapto group, an isocyanate group, and an epoxy group.
[10] The resin composition according to any one of [1] to [9], wherein the inorganic particles D are silica particles surface-treated with a silane coupling agent having a functional group capable of reacting with a hydroxyl group or an isocyanate group.
[11] The content of the inorganic particles D in the total mass (100 mass%) of the compound A, the polycarbonate polyol B, the polyisocyanate C, and the inorganic particles D is 1 mass% or more and 40 mass% or less. [1] The resin composition according to any one of [1] to [10].
[12] The resin composition according to any one of [1] to [11], further comprising an ultraviolet absorber E which is at least one of compounds derived from a triazine-based compound, a benzophenone-based compound, a benzotriazole-based compound, a phenyl salicylate-based compound, and a phenyl benzoate-based compound.
[13] A coating composition comprising the resin composition according to any one of [1] to [12].
[14] A coated article having a cured film of the coating composition according to [13].
本発明の樹脂組成物により、硬化膜の外観、基材との密着性、耐薬品性及び硬度に優れた積層体を得ることができる熱硬化性樹脂組成物を提供することができる。 The resin composition of the present invention can provide a thermosetting resin composition that can give a laminate having excellent cured film appearance, adhesion to the substrate, chemical resistance, and hardness.
［樹脂組成物］
本発明の樹脂組成物は、末端が水酸基である分岐構造を有する化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ、及び無機粒子Ｄを含む。
[Resin composition]
The resin composition of the present invention contains a compound A having a branched structure terminated with a hydroxyl group, a polycarbonate polyol B, a polyisocyanate C, and inorganic particles D.
＜末端が水酸基である分岐構造を有する化合物Ａ＞
本発明における化合物Ａは分岐構造を有し、分岐構造の末端に２つ以上の水酸基を有する。
分岐構造の末端に複数の水酸基を有することにより、本発明の樹脂組成物により形成される硬化膜の架橋密度が増加し、硬化膜の耐摩耗性及び硬度が向上する。
<Compound A having a branched structure with a terminal hydroxyl group>
Compound A in the present invention has a branched structure and has two or more hydroxyl groups at the terminals of the branched structure.
By having a plurality of hydroxyl groups at the ends of the branched structure, the crosslink density of the cured film formed from the resin composition of the present invention is increased, and the abrasion resistance and hardness of the cured film are improved.
化合物Ａとしては、分岐構造を有するアルコール類、末端に水酸基を持った樹状の分岐構造を有するポリマーが挙げられる。 Examples of compound A include alcohols with a branched structure and polymers with a dendritic branched structure and terminal hydroxyl groups.
無機粒子Ｄの含有量が少ない場合であっても、硬化膜の耐摩耗性及び硬度が向上する点で化合物Ａとしては、末端に水酸基を持った樹状の分岐構造を有するポリマーが好ましい。 Even if the content of inorganic particles D is small, the compound A is preferably a polymer having a dendritic branched structure with hydroxyl groups at its terminals, since this improves the abrasion resistance and hardness of the cured film.
分岐構造を有するアルコール類としては、メチルプロパンジオール、トリメチロールエタン、トリメチロールプロパン、グリセロール、ポリカプロラクトントリオール、エリスリトール、ペンタエリスリトール、ポリカプロラクトンテトラオール、ジグリセリン等が挙げられる。 Examples of alcohols having a branched structure include methylpropanediol, trimethylolethane, trimethylolpropane, glycerol, polycaprolactone triol, erythritol, pentaerythritol, polycaprolactone tetraol, and diglycerin.
末端が水酸基である樹状の分岐構造を有するポリマーとしては、デンドリマー、ハイパーブランチポリマーが挙げられ、合成が簡便であり、工業生産が容易である点からハイパーブランチポリマーが好ましい。 Examples of polymers having a dendritic branched structure with terminal hydroxyl groups include dendrimers and hyperbranched polymers, with hyperbranched polymers being preferred because they are easy to synthesize and can be easily produced industrially.
デンドリマーとしては、Ｐｅｒｓｔｏｒｐ社製のＢｏｌｔｏｒｎ（登録商標。以下同じ。） Ｈ２０（水酸基価４９０～５２０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２１００（カタログ値））、Ｂｏｌｔｏｒｎ Ｈ３１１（水酸基価２３０～２６０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）５７００（カタログ値））、Ｂｏｌｔｏｒｎ Ｈ２００４（水酸基価１０５～１２５ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）３２００（カタログ値））、Ｂｏｌｔｏｒｎ Ｐ５００（水酸基価５６０～６３０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１８００（カタログ値））、Ｂｏｌｔｏｒｎ Ｐ１０００（水酸基価４３０～４９０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１５００（カタログ値））、Ｂｏｌｔｏｒｎ Ｕ３０００（水酸基価１５ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）６５００（カタログ値））、Ｂｏｌｔｏｒｎ Ｗ３０００（水酸基価１５ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）９０００（カタログ値））等が挙げられる。 As dendrimers, Boltorn (registered trademark; the same applies below) H20 (hydroxyl value 490-520 mg KOH/g, weight average molecular weight (Mw) 2100 (catalog value)), Boltorn H311 (hydroxyl value 230-260 mg KOH/g, weight average molecular weight (Mw) 5700 (catalog value)), Boltorn H2004 (hydroxyl value 105-125 mg KOH/g, weight average molecular weight (Mw) 3200 (catalog value)), Boltorn P500 (hydroxyl value 560-630 mg KOH/g, weight average molecular weight (Mw) 1800 (catalog value)), Boltorn Examples include P1000 (hydroxyl value 430-490 mg KOH/g, weight average molecular weight (Mw) 1500 (catalog value)), Boltorn U3000 (hydroxyl value 15 mg KOH/g, weight average molecular weight (Mw) 6500 (catalog value)), and Boltorn W3000 (hydroxyl value 15 mg KOH/g, weight average molecular weight (Mw) 9000 (catalog value)).
ハイパーブランチポリマーとしては、ＢＡＳＦ社製のＢａｓｏｎｏｌ（登録商標。以下同じ。） ＨＰＥ １１７０Ｂ（水酸基価２８０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１８００（カタログ値））、Ｂａｓｏｎｏｌ ＨＰＥ ０２１（水酸基価１９０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１４００（カタログ値））、Ｂａｓｏｎｏｌ ＨＰＥ－０２６（水酸基価１８０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２６００（カタログ値））、Ｂａｓｏｎｏｌ ＨＰＥ－０４６（水酸基価２５０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）４８００（カタログ値））等が挙げられる。
化合物Ａは、単独で用いてもよく、２種以上を併用してもよい。
Examples of the hyperbranched polymer include Basonol (registered trademark) manufactured by BASF Corporation (hereinafter the same) HPE 1170B (hydroxyl value 280 mg KOH/g, weight average molecular weight (Mw) 1800 (catalog value)), Basonol HPE 021 (hydroxyl value 190 mg KOH/g, weight average molecular weight (Mw) 1400 (catalog value)), Basonol HPE-026 (hydroxyl value 180 mg KOH/g, weight average molecular weight (Mw) 2600 (catalog value)), and Basonol HPE-046 (hydroxyl value 250 mg KOH/g, weight average molecular weight (Mw) 4800 (catalog value)).
The compound A may be used alone or in combination of two or more kinds.
前記化合物Ａの分子量（化合物Ａがポリマーの場合には、重量平均分子量を意味する。）は５５０以上３００００以下が好ましく、６００以上１００００以下がより好ましく、８００以上５０００以下がさらに好ましい。
前記化合物Ａの分子量が前記下限値以上であれば、硬化膜と基材の密着性及び硬化膜の硬度が向上しやすい。前記化合物Ａの重量平均分子量が前記上限値以下であれば、硬化膜の外観が良好となりやすい。
The molecular weight of the compound A (when the compound A is a polymer, this means the weight average molecular weight) is preferably 550 or more and 30,000 or less, more preferably 600 or more and 10,000 or less, and further preferably 800 or more and 5,000 or less.
When the molecular weight of the compound A is equal to or more than the lower limit, the adhesion between the cured film and the substrate and the hardness of the cured film are likely to be improved.When the weight average molecular weight of the compound A is equal to or less than the upper limit, the appearance of the cured film is likely to be good.
なお、前記化合物Ａがポリマーの場合の重量平均分子量は、ゲルパーミエーションクロマトグラフィー法（ＧＰＣ法）により測定した標準ポリスチレン換算による重量平均分子量（Ｍｗ）である。 When the compound A is a polymer, the weight average molecular weight is the weight average molecular weight (Mw) calculated using standard polystyrene as determined by gel permeation chromatography (GPC).
前記化合物Ａは、１分子当たり３つ以上の水酸基を有することが好ましい。
１分子当たり３つ以上の水酸基を有することで、硬化膜の架橋密度が増加し、耐摩耗性及び硬度が向上しやすい。
The compound A preferably has three or more hydroxyl groups per molecule.
By having three or more hydroxyl groups per molecule, the crosslink density of the cured film increases, and the abrasion resistance and hardness are likely to be improved.
前記化合物Ａの水酸基価は、２０ｍｇ・ＫＯＨ／ｇ以上１０００ｍｇ・ＫＯＨ／ｇ以下が好ましく、５０ｍｇ・ＫＯＨ／ｇ以上６００ｍｇ・ＫＯＨ／ｇ以下がより好ましく、１００ｍｇ・ＫＯＨ／ｇ以上４００ｍｇ・ＫＯＨ／ｇ以下がさらに好ましい。
前記化合物Ａの水酸基価が前記下限値以上であれば、硬化膜の硬度が向上しやすい。前記化合物Ａの水酸基価が前記上限値以下であれば、化合物Ａの樹脂組成物の非極性溶剤中への溶解性及びポリカーボネートポリオールＢ及び化合物Ｄ等の多成分との相溶性が良好となりやすい。
The hydroxyl value of the compound A is preferably from 20 mg KOH/g to 1000 mg KOH/g, more preferably from 50 mg KOH/g to 600 mg KOH/g, and even more preferably from 100 mg KOH/g to 400 mg KOH/g.
When the hydroxyl value of the compound A is equal to or more than the lower limit, the hardness of the cured film is likely to be improved. When the hydroxyl value of the compound A is equal to or less than the upper limit, the solubility of the resin composition of the compound A in a non-polar solvent and the compatibility with multiple components such as the polycarbonate polyol B and the compound D are likely to be good.
本発明の樹脂組成物における前記化合物Ａの含有量は、化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ、及び無機粒子Ｄの合計質量（１００質量％）中、１０質量％以上５０質量％以下が好ましく、１５質量％以上４５質量％以下がより好ましく、２０質量％以上４０質量％以下がさらに好ましい。
前記化合物Ａの含有量が前記上限値以下であれば、得られる硬化膜の耐摩耗性及び硬度が向上しやすい。前記化合物Ａの含有量が前記下限値以上であれば、得られる硬化膜の外観及び硬化膜を形成した後の乾燥性が向上しやすい。
The content of the compound A in the resin composition of the present invention is preferably 10% by mass or more and 50% by mass or less, more preferably 15% by mass or more and 45% by mass or less, and even more preferably 20% by mass or more and 40% by mass or less, based on the total mass (100% by mass) of the compound A, the polycarbonate polyol B, the polyisocyanate C, and the inorganic particles D.
When the content of the compound A is equal to or less than the upper limit, the abrasion resistance and hardness of the obtained cured film are likely to be improved.When the content of the compound A is equal to or more than the lower limit, the appearance of the obtained cured film and the drying property after the formation of the cured film are likely to be improved.
＜ポリカーボネートポリオールＢ＞
本発明では、ポリカーボネートポリオールＢを含むことにより、基材との密着性が向上する。
<Polycarbonate polyol B>
In the present invention, by including the polycarbonate polyol B, the adhesion to the substrate is improved.
前記ポリカーボネートポリオールＢとしては、分子内にポリカーボネート構造を有し、末端に２個以上の水酸基を有していれば構わないが、末端が1級の水酸基であることが好
ましい。耐候性の点から前記ポリカーボネートポリオールＢとしては、脂肪族ポリカーボネートポリオールが好ましい。
The polycarbonate polyol B may have a polycarbonate structure in the molecule and two or more hydroxyl groups at the terminals, but the terminals are preferably primary hydroxyl groups. From the viewpoint of weather resistance, the polycarbonate polyol B is preferably an aliphatic polycarbonate polyol.
前記脂肪族ポリカーボネートポリオールとしては、クラレ社製のクラレポリオール（登録商標。以下同じ。）Ｃ－１０９０（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、クラレポリオールＣ－２０９０（水酸基価５６．１ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、クラレポリオールＣ－３０９０（水酸基価３７ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）３０００（カタログ値））、旭化成社製のデュラノール（登録商標。以下同じ）Ｔ－５６５１（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、デュラノールＴ－５６５２（水酸基価５６ｍｇＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、デュラノールＴ－４６９１（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、デュラノールＴ－４６９２（水酸基価５６ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、デュラノールＴ－４６７１（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、デュラノールＧ－４６７２（水酸基価５６ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、デュラノールＧ－３４５０Ｊ（水酸基価１４０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）８００（カタログ値））、デュラノールＧ－３４５２（水酸基価５６ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、三菱ケミカル社製ベネビオール（登録商標。以下同じ）ＮＬ１０１０ＤＢ（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、ベネビオールＮＬ２０１０ＤＢ（水酸基価５６ｍｇＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、ベネビオールＮＬ１０００Ｂ（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、ベネビオールＮＬ２０００Ｂ（水酸基価５６ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、ベネビ
オールＮＬ１０５０Ｂ（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、ベネビオールＮＬ２０５０Ｂ（水酸基価５６ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、ベネビオールＨＳ０８４０Ｂ（水酸基価１４０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）８００（カタログ値））、ベネビオールＨＳ０８５０Ｂ（水酸基価１４０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）８００（カタログ値））、宇部興産社製ＥＴＥＲＮＡＬＣＯＬＬ（登録商標。以下同じ）ＵＨＣ５０－１００（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、ＥＴＥＲＮＡＬＣＯＬＬ ＵＨＣ５０－２００（水酸基価５６ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）２０００（カタログ値））、ＥＴＥＲＮＡＬＣＯＬＬ
ＵＣ－１００（水酸基価１１２ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）１０００（カタログ値））、ＥＴＥＲＮＡＬＣＯＬＬ ＵＭ－９０（水酸基価１２５ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）９００（カタログ値）等が挙げられる。
Examples of the aliphatic polycarbonate polyol include Kuraray Polyol (registered trademark, hereinafter the same) C-1090 (hydroxyl value 112 mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)) manufactured by Kuraray Co., Ltd., Kuraray Polyol C-2090 (hydroxyl value 56.1 mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), Kuraray Polyol C-3090 (hydroxyl value 37 mg KOH/g, weight average molecular weight (Mw) 3000 (catalog value)), Duranol (registered trademark, hereinafter the same) T-5651 (hydroxyl value 112 mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)) manufactured by Asahi Kasei Corporation, and Duranol (registered trademark, hereinafter the same) T-5651 (hydroxyl value 112 mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)) manufactured by Asahi Kasei Corporation. Lanol T-5652 (hydroxyl value 56 mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), Duranol T-4691 (hydroxyl value 112 mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)), Duranol T-4692 (hydroxyl value 56 mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), Duranol T-4671 (hydroxyl value 112 mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)), Duranol G-4672 (hydroxyl value 56 mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), Duranol G-3450J (hydroxyl value 1 40mg KOH/g, weight average molecular weight (Mw) 800 (catalog value)), Duranol G-3452 (hydroxyl value 56mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), Mitsubishi Chemical Corporation's Benebiol (registered trademark; the same applies below) NL1010DB (hydroxyl value 112mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)), Benebiol NL2010DB (hydroxyl value 56mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), Benebiol NL1000B (hydroxyl value 112mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)), Benebiol NL200 0B (hydroxyl value 56 mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), Benebiol NL1050B (hydroxyl value 112 mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)), Benebiol NL2050B (hydroxyl value 56 mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), Benebiol HS0840B (hydroxyl value 140 mg KOH/g, weight average molecular weight (Mw) 800 (catalog value)), Benebiol HS0850B (hydroxyl value 140 mg KOH/g, weight average molecular weight (Mw) 800 (catalog value)), ETERNALCOLL (registered trademark) manufactured by Ube Industries. (hereinafter the same) UHC50-100 (hydroxyl value 112 mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)), ETERNALCOLL UHC50-200 (hydroxyl value 56 mg KOH/g, weight average molecular weight (Mw) 2000 (catalog value)), ETERNALCOLL
Examples of the copolymer include UC-100 (hydroxyl value 112 mg KOH/g, weight average molecular weight (Mw) 1000 (catalog value)), ETERNALCOLL UM-90 (hydroxyl value 125 mg KOH/g, weight average molecular weight (Mw) 900 (catalog value)), etc.
硬化膜の疎水性を増加させ、耐薬品性及び密着性を向上させる点から、前記脂肪族ポリカーボネートポリオールＢとしては、環構造を有する脂肪族ポリカーボネートポリオールが好ましい。前記環構造を有する脂肪族ポリカーボネートポリオールとしては、三菱ケミカル社製ベネビオールＨＳ０８４０Ｂ及びベネビオールＨＳ０８５０Ｂ、宇部興産社製ＥＴＥＲＮＡＬＣＯＬＬ ＵＣ－１００及びＥＴＥＲＮＡＬＣＯＬＬ ＵＭ－９０等が好ましい。
ポリカーボネートポリオールＢは、単独で用いてもよく、２種以上を併用してもよい。
From the viewpoint of increasing the hydrophobicity of the cured film and improving the chemical resistance and adhesion, an aliphatic polycarbonate polyol having a ring structure is preferred as the aliphatic polycarbonate polyol B. Preferred examples of the aliphatic polycarbonate polyol having a ring structure include Benebiol HS0840B and Benebiol HS0850B manufactured by Mitsubishi Chemical Corporation, and ETERNALCOLL UC-100 and ETERNALCOLL UM-90 manufactured by Ube Industries, Ltd.
The polycarbonate polyol B may be used alone or in combination of two or more kinds.
ポリカーボネートポリオールＢの重量平均分子量（Ｍｗ）は、３００以上１００００以下が好ましく、４００以上８０００以下がより好ましく、５００以上７５００以下がさらに好ましい。
ポリカーボネートポリオールＢの重量平均分子量（Ｍｗ）が前記下限値以上であれば、長期間、高外観を維持しやすい。ポリカーボネートポリオールＢの重量平均分子量（Ｍｗ）が前記上限値以下であれば、硬化膜の耐擦傷性が向上しやすい。
The weight average molecular weight (Mw) of the polycarbonate polyol B is preferably 300 or more and 10,000 or less, more preferably 400 or more and 8,000 or less, and even more preferably 500 or more and 7,500 or less.
When the weight average molecular weight (Mw) of the polycarbonate polyol B is equal to or higher than the lower limit, the appearance is likely to be maintained at a high quality for a long period of time. When the weight average molecular weight (Mw) of the polycarbonate polyol B is equal to or lower than the upper limit, the scratch resistance of the cured film is likely to be improved.
本発明の樹脂組成物におけるポリカーボネートポリオールＢの含有量は、化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ及び無機粒子Ｄの合計質量（１００質量％）中、５質量％以上５０質量％以下が好ましく、５質量％以上３０質量％以下がより好ましく、７質量％以上２０質量％以下がさらに好ましい。
ポリカーボネートポリオールＢの含有量が前記上限値以下であれば、得られる硬化膜の耐候性、耐薬品性、基材との密着性が向上しやすい。ポリカーボネートポリオールＢの含有量が前記下限値以上であれば、得られる硬化膜の硬度が向上しやすい。
The content of the polycarbonate polyol B in the resin composition of the present invention is preferably 5% by mass or more and 50% by mass or less, more preferably 5% by mass or more and 30% by mass or less, and even more preferably 7% by mass or more and 20% by mass or less, based on the total mass (100% by mass) of the compound A, the polycarbonate polyol B, the polyisocyanate C, and the inorganic particles D.
When the content of polycarbonate polyol B is equal to or less than the upper limit, the weather resistance, chemical resistance, and adhesion to a substrate of the obtained cured film are likely to be improved.When the content of polycarbonate polyol B is equal to or more than the lower limit, the hardness of the obtained cured film is likely to be improved.
＜ポリイソシアネートＣ＞
本発明におけるポリイソシアネートＣは、化合物Ａ及びポリカーボネートポリオールＢの水酸基と反応することでウレタン結合を形成し、硬化膜の架橋密度を増加させ、耐候性、耐薬品性及び硬化膜の硬度を向上させる。
<Polyisocyanate C>
The polyisocyanate C in the present invention reacts with the hydroxyl groups of the compound A and the polycarbonate polyol B to form urethane bonds, thereby increasing the crosslink density of the cured film and improving the weather resistance, chemical resistance and hardness of the cured film.
前記ポリイソシアネートＣとしては、ヘキサメチレンジイソシアネート、ジ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、１，３－ビス（イソシアナトメチル）シクロヘキサン、４，４－ジシクロヘキシルジイソシアネート等の２官能のイソシアネート、上記の２官能のイソシアネートを出発原料として合成されたビュレット体、トリメチロールプロパンアダクト体、イソシアヌレート体、アロファネート体等の３官能以上のイソシアネート等が挙げられる。 Examples of the polyisocyanate C include bifunctional isocyanates such as hexamethylene diisocyanate, dicyclohexylmethane diisocyanate, isophorone diisocyanate, 1,3-bis(isocyanatomethyl)cyclohexane, and 4,4-dicyclohexyl diisocyanate, as well as trifunctional or higher isocyanates such as biuret compounds, trimethylolpropane adduct compounds, isocyanurate compounds, and allophanate compounds synthesized using the above bifunctional isocyanates as starting materials.
３官能以上のイソシアネートとしては、旭化成株式会社製のヘキサメチレンジイソシアネートのビュレット体（商品名：デュラネート（登録商標。以下同じ。）２４Ａ－１００
）、ヘキサメチレンジイソシアネートのアダクト体（商品名：デュラネートＰ－３０１－７５Ｅ）、ヘキサメチレンジイソシアネートのイソシアヌレート体（商品名：デュラネートＴＰＡ－１００）、ブロック型イソシアネート（商品名：デュラネートＭＦ－Ｋ６０Ｘ）、三井化学社製の１，３－ビス（イソシアナトメチル）シクロヘキサンのトリメチロールプロパンアダクト体（商品名：タケネート（登録商標。以下同じ。）Ｄ－１２０Ｎ）、１，３－ビス（イソシアナトメチル）シクロヘキサンのイソシアヌレート体（商品名：タケネートＤ－１２７Ｎ）、イソホロンジイソシアネートのトリメチロールプロパンアダクト体（商品名：タケネートＤ－１４０Ｎ）、住化コベストロウレタン社製のヘキサメチレンジイソシアネートのアロファネート体（商品名：デスモジュール（登録商標。以下同じ。）ＸＰ２６７９）、ＥＶＯＮＩＫ社製のイソホロンジイソシアネートのイソシアヌレート体（商品名：デスモジュールＴ－１８９０／１００）等が挙げられる。
As the trifunctional or higher isocyanate, a biuret of hexamethylene diisocyanate manufactured by Asahi Kasei Corporation (trade name: Duranate (registered trademark; the same applies below) 24A-100) may be used.
), an adduct of hexamethylene diisocyanate (trade name: Duranate P-301-75E), an isocyanurate of hexamethylene diisocyanate (trade name: Duranate TPA-100), a blocked isocyanate (trade name: Duranate MF-K60X), a trimethylolpropane adduct of 1,3-bis(isocyanatomethyl)cyclohexane manufactured by Mitsui Chemicals (trade name: Takenate (registered trademark; the same applies below) D-120N), and 1,3-bis(isocyanatomethyl)cyclohexane manufactured by Mitsui Chemicals (trade name: Takenate (registered trademark; the same applies below) D-120N). ) cyclohexane isocyanurate (trade name: Takenate D-127N), trimethylolpropane adduct of isophorone diisocyanate (trade name: Takenate D-140N), allophanate of hexamethylene diisocyanate manufactured by Sumika Covestro Urethane Co., Ltd. (trade name: Desmodur (registered trademark; the same applies below) XP2679), isocyanurate of isophorone diisocyanate manufactured by EVONIK Corporation (trade name: Desmodur T-1890/100), and the like.
前記ポリイソシアネートＣとしては、硬化膜の架橋密度を増加させ、耐候性、耐汚染性及び硬化膜の硬度を向上させる点から、３官能以上のイソシアネートが好ましい。
前記ポリイソシアネートＣは、単独で用いてもよく、２種以上を併用してもよい。
The polyisocyanate C is preferably a tri- or higher functional isocyanate from the viewpoints of increasing the crosslink density of the cured film and improving the weather resistance, stain resistance, and hardness of the cured film.
The polyisocyanate C may be used alone or in combination of two or more kinds.
前記ポリイソシアネートＣと化合物Ａ及びポリカーボネートポリオールＢとの配合比は、硬化膜の性能の点からＮＣＯ／ＯＨ［ポリイソシアネートＣが有するイソシアネート基のモル数／化合物Ａ及びポリカーボネートポリオールＢの水酸基のモル数］は０．５以上２．０以下になるように配合することが好ましく、０．７以上１．８以下がより好ましく、１．０以上１．６以下がさらに好ましい。 From the viewpoint of the performance of the cured film, the compounding ratio of the polyisocyanate C to the compound A and the polycarbonate polyol B is preferably such that NCO/OH [the number of moles of isocyanate groups in the polyisocyanate C/the number of moles of hydroxyl groups in the compound A and the polycarbonate polyol B] is 0.5 or more and 2.0 or less, more preferably 0.7 or more and 1.8 or less, and even more preferably 1.0 or more and 1.6 or less.
前記ポリイソシアネートＣが有するイソシアネート基の当量比が前記下限値以上であれば、前記樹脂組成物の硬化速度をより速くすることができ、かつ前記樹脂組成物の硬化膜の架橋密度が高くなり、硬化膜の硬度や耐水性が向上しやすい。前記ポリイソシアネートＣが有するイソシアネート基の当量比が前記上限値以下であれば、前記樹脂組成物の硬化膜を形成した後の乾燥性及び密着性が向上しやすい。 If the equivalent ratio of the isocyanate groups in the polyisocyanate C is equal to or greater than the lower limit, the curing rate of the resin composition can be increased, and the crosslink density of the cured film of the resin composition is increased, which tends to improve the hardness and water resistance of the cured film. If the equivalent ratio of the isocyanate groups in the polyisocyanate C is equal to or less than the upper limit, the drying property and adhesion of the cured film of the resin composition after it is formed are likely to be improved.
＜無機粒子Ｄ＞
本発明における無機粒子Ｄは、表面に水酸基又はイソシアネート基と反応可能な官能基を有する。
<Inorganic Particles D>
The inorganic particles D in the present invention have, on the surface, functional groups capable of reacting with hydroxyl groups or isocyanate groups.
前記無機粒子Ｄが表面に水酸基又はイソシアネート基と反応可能な官能基を有することにより、樹脂成分に無機粒子Ｄが固定化されるので硬化膜の耐摩耗性が向上する。 The inorganic particles D have functional groups on their surface that can react with hydroxyl groups or isocyanate groups, so that the inorganic particles D are fixed to the resin component, improving the abrasion resistance of the cured film.
水酸基と反応可能な官能基としてはイソシアネート基、エポキシ基、カルボキシル基等が挙げられる。また、イソシアネート基と反応可能な官能基としてはメルカプト基、水酸基、アミノ基、カルボキシル基、イソシアネート基等が挙げられる。 Examples of functional groups that can react with hydroxyl groups include isocyanate groups, epoxy groups, and carboxyl groups. Examples of functional groups that can react with isocyanate groups include mercapto groups, hydroxyl groups, amino groups, carboxyl groups, and isocyanate groups.
水酸基又はイソシアネート基との反応性が高い点から、無機粒子Ｄの水酸基又はイソシアネート基と反応可能な官能基としては、メルカプト基、イソシアネート基、アミノ基及びエポキシ基が好ましい。 Mercapto groups, isocyanate groups, amino groups, and epoxy groups are preferred as functional groups capable of reacting with the hydroxyl groups or isocyanate groups of inorganic particles D, due to their high reactivity with hydroxyl groups or isocyanate groups.
前記無機粒子Ｄは、例えば、表面に水酸基又はイソシアネート基と反応可能な官能基を有さないシリカ粒子を、水酸基又はイソシアネート基と反応可能な官能基を有するシランカップリング剤で表面処理することで得ることができる。 The inorganic particles D can be obtained, for example, by surface-treating silica particles that do not have functional groups on their surfaces that can react with hydroxyl groups or isocyanate groups with a silane coupling agent that has functional groups that can react with hydroxyl groups or isocyanate groups.
表面に水酸基又はイソシアネート基と反応可能な官能基を有さないシリカ粒子として、例えば、日産化学株式会社製のメタノール分散シリカゾル（ＭＡ－ＳＴ、ＭＡ－ＳＴ－Ｍ）、イソプロピルアルコール分散シリカゾル（ＩＰＡ－ＳＴ、ＩＰＡ－ＳＴ－Ｌ、ＩＰＡ
－ＳＴ－ＺＬ、ＩＰＡ－ＳＴ－ＵＰ）、エチレングリコール分散シリカゾル（ＥＧ－ＳＴ、ＥＧ－ＳＴ－Ｌ）、ジメチルアセトアミド分散シリカゾル（ＤＭＡＣ－ＳＴ、ＤＭＡＣ－ＳＴ－Ｌ）、キシレン／ブタノール分散シリカゾル（ＸＢＡ－ＳＴ）、メチルエチルケトン分散シリカゾル（ＭＥＫ－ＳＴ、ＭＥＫ－ＳＴ－Ｌ、ＭＥＫ－ＳＴ－ＺＬ、ＭＥＫ－ＳＴ－ＵＰ）、メチルイソブチルケトン分散シリカゾル（ＭＩＢＫ－ＳＴ）、プロピレングリコールモノメチルエーテルアセテート分散シリカゾル（ＰＭＡ－ＳＴ）等の市販品を用いることができる。
Examples of silica particles that do not have a functional group capable of reacting with a hydroxyl group or an isocyanate group on the surface include methanol-dispersed silica sol (MA-ST, MA-ST-M) and isopropyl alcohol-dispersed silica sol (IPA-ST, IPA-ST-L, IPA
Commercially available silica sols such as silica sol dispersed in ethylene glycol (EG-ST, EG-ST-L), silica sol dispersed in dimethylacetamide (DMAC-ST, DMAC-ST-L), silica sol dispersed in xylene/butanol (XBA-ST), silica sol dispersed in methyl ethyl ketone (MEK-ST, MEK-ST-L, MEK-ST-ZL, MEK-ST-UP), silica sol dispersed in methyl isobutyl ketone (MIBK-ST), and silica sol dispersed in propylene glycol monomethyl ether acetate (PMA-ST) can be used.
水酸基又はイソシアネート基と反応可能な官能基を有するシランカップリング剤として、例えば、２－（３，４－エポキシシクロヘキシル）エチルトリメトキシシラン、３－グリシドキシプロピルトリメトキシシラン、３－グリシドキシプロピルメチルジメトキシシラン、３－グリシドキシプロピルトリエトキシシラン、３－グリシドキシプロピルメチルジエトキシシラン等のグリシジル基を有するシラン化合物、１－メルカプトメチルトリメトキシシラン、１－メルカプトメチルメチルジメトキシシラン、１－メルカプトメチルトリエトキシシラン、１－メルカプトメチルメチルジエトキシシラン、３－メルカプトプロピルトリメトキシシラン、３－メルカプトプロピルメチルジメトキシシラン、３－メルカプトプロピルトリエトキシシラン、３－メルカプトプロピルメチルジエトキシシラン等のメルカプト基を有するシラン化合物、Ｎ－２－（アミノエチル）－３－アミノプロピルメチルジメトキシシラン、Ｎ－２－（アミノエチル）－３－アミノプロピルトリメトキシシラン、３－アミノプロピルトリメトキシシラン、３－アミノプロピルトリエトキシシラン等のアミノ基を有するシラン化合物、３－イソシアネートプロピルトリエトキシシラン等が挙げられる。 Examples of silane coupling agents having a functional group capable of reacting with a hydroxyl group or an isocyanate group include silane compounds having a glycidyl group such as 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropyltriethoxysilane, and 3-glycidoxypropylmethyldiethoxysilane, 1-mercaptomethyltrimethoxysilane, 1-mercaptomethylmethyldimethoxysilane, 1-mercaptomethyltriethoxysilane, and 1-mercaptomethylmethyldiethoxysilane. silane compounds having a mercapto group such as mercaptosilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltriethoxysilane, 3-mercaptopropylmethyldiethoxysilane; silane compounds having an amino group such as N-2-(aminoethyl)-3-aminopropylmethyldimethoxysilane, N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane; and 3-isocyanatepropyltriethoxysilane.
また、市販されている前記無機粒子Ｄの分散液として、例えば、日産化学社製のＭＥＫ－ＥＣ－２１３０Ｙ、ＭＥＫ－ＥＣ－６１５０Ｐ、ＭＥＫ－ＥＣ－７１５０Ｐ等が挙げられる。
前記無機粒子Ｄは、単独で用いてもよく、２種以上を併用してもよい。
In addition, examples of commercially available dispersions of the inorganic particles D include MEK-EC-2130Y, MEK-EC-6150P, and MEK-EC-7150P manufactured by Nissan Chemical Industries, Ltd.
The inorganic particles D may be used alone or in combination of two or more kinds.
本発明の樹脂組成物における前記無機粒子Ｄの含有量は、化合物Ａ、ポリイソシアネートＢ、及び無機粒子Ｃの合計質量（１００質量％）中、１質量％以上４０質量％以下が好ましく、１質量％以上３０質量％以下がより好ましく、１質量％以上１０質量以下％がさらに好ましい。 The content of the inorganic particles D in the resin composition of the present invention is preferably 1% by mass or more and 40% by mass or less, more preferably 1% by mass or more and 30% by mass or less, and even more preferably 1% by mass or more and 10% by mass or less, based on the total mass (100% by mass) of the compound A, the polyisocyanate B, and the inorganic particles C.
前記無機粒子Ｄの含有量が前記上限値以下であれば、長期間にわたり高外観を維持しやすく、塗料のコストを下げやすい。前記無機粒子Ｄの含有量が前記下限値以上であれば、得られる硬化膜の耐摩耗性及び硬度が向上しやすい。 If the content of the inorganic particles D is equal to or less than the upper limit, it is easy to maintain a high quality appearance for a long period of time and to reduce the cost of the coating material. If the content of the inorganic particles D is equal to or more than the lower limit, it is easy to improve the abrasion resistance and hardness of the resulting cured film.
前記無機粒子Ｄの平均粒子径は、２ｎｍ以上３００ｎｍ以下が好ましく、２ｎｍ以上１００ｎｍ以下がより好ましく、４ｎｍ以上１００ｎｍ以下がさらに好ましく、４ｎｍ以上５０ｎｍ以下が特に好ましい。
前記無機粒子Ｄの平均粒子径が前記下限値以上であれば、耐摩耗性が向上しやすい。前記無機粒子Ｄの平均粒子径が前記上限値以下であれば、前記樹脂組成物の硬化膜の透明性を維持しやすい。
The average particle size of the inorganic particles D is preferably from 2 nm to 300 nm, more preferably from 2 nm to 100 nm, further preferably from 4 nm to 100 nm, and particularly preferably from 4 nm to 50 nm.
When the average particle size of the inorganic particles D is equal to or larger than the lower limit, the abrasion resistance is easily improved. When the average particle size of the inorganic particles D is equal to or smaller than the upper limit, the transparency of the cured film of the resin composition is easily maintained.
なお、前記無機粒子Ｄの平均粒子径は、ＢＥＴ吸着法による比表面積測定値（ＪＩＳ Ｚ８８３０に準ずる）から換算した値を用いる。 The average particle size of the inorganic particles D is calculated from the specific surface area measured by the BET adsorption method (based on JIS Z8830).
＜紫外線吸収剤Ｅ＞
本発明における紫外線吸収剤Ｅは、前記樹脂組成物の硬化膜に太陽光に含まれる紫外線を吸収する効果を付与でき、硬化膜の耐候性を向上できる。
<Ultraviolet absorber E>
The ultraviolet absorber E in the present invention can impart the effect of absorbing ultraviolet rays contained in sunlight to the cured film of the resin composition, and can improve the weather resistance of the cured film.
前記紫外線吸収剤Ｅは紫外線を吸収できるものであれば特に限定されないが、本発明の樹脂組成物に均一に溶解でき、かつ硬化膜の耐候性が良好となるものが好ましい。 The ultraviolet absorber E is not particularly limited as long as it can absorb ultraviolet rays, but it is preferable that it can be dissolved uniformly in the resin composition of the present invention and that the weather resistance of the cured film is good.
前記紫外線吸収剤Ｅとしてはトリアジン系紫外線吸収剤、ベンゾフェノン系紫外線吸収剤、ベンゾトリアゾール系紫外線吸収剤、サリチル酸フェニル系紫外線吸収剤、及び安息香酸フェニル系紫外線吸収剤からなる群より選ばれる、少なくとも１つの紫外線吸収剤であることが好ましい。 The ultraviolet absorber E is preferably at least one ultraviolet absorber selected from the group consisting of triazine-based ultraviolet absorbers, benzophenone-based ultraviolet absorbers, benzotriazole-based ultraviolet absorbers, phenyl salicylate-based ultraviolet absorbers, and phenyl benzoate-based ultraviolet absorbers.
前記樹脂組成物を含む塗料組成物に多量に含有させることが可能である点から、ベンゾフェノン系紫外線吸収剤が好ましい。また、ポリカーボネート等の基材の黄変を防止できる点から、トリアジン系紫外線吸収剤、ベンゾトリアゾール系紫外線吸収剤が好ましい。さらに、硬化膜からブリードアウトしにくいという点からイソシアネート基と反応可能な水酸基を持つ紫外線吸収剤がより好ましい。 Benzophenone-based UV absorbers are preferred because they can be incorporated in large amounts into coating compositions containing the resin composition. Triazine-based UV absorbers and benzotriazole-based UV absorbers are also preferred because they can prevent yellowing of substrates such as polycarbonate. Furthermore, UV absorbers with hydroxyl groups capable of reacting with isocyanate groups are more preferred because they are less likely to bleed out from the cured film.
本発明において前記紫外線吸収剤Ｅとしては、最大吸収波長が２４０～３８０ｎｍの範囲にある紫外線吸収剤が好ましい。 In the present invention, the ultraviolet absorber E is preferably an ultraviolet absorber having a maximum absorption wavelength in the range of 240 to 380 nm.
前記紫外線吸収剤Ｅとしては、例えば、２－ヒドロキシベンゾフェノン、５－クロロ－２－ヒドロキシベンゾフェノン、２，４－ジヒドロキシベンゾフェノン、２－ヒドロキシ－４－メトキシベンゾフェノン、２－ヒドロキシ－４－オクチロキシベンゾフェノン、４－ドデシロキシ－２－ヒドロキシベンゾフェノン、２－ヒドロキシ－４－オクタデシロキシベンゾフェノン、２，２’－ジヒドロキシ－４－メトキシベンゾフェノン、２，２’－ジヒドロキシ－４，４’－ジメトキシベンゾフェノン等のベンゾフェノン系紫外線吸収剤；２－（２－ヒドロキシ－５－メチルフェニル）ベンゾトリアゾール、２－（２－ヒドロキシ－５－ｔｅｒｔ－ブチルフェニル）ベンゾトリアゾール、２－（２－ヒドロキシ－３，５－ジ－ｔｅｒｔ－ブチルフェニル）－５－クロロベンゾトリアゾール、２－（２－ヒドロキシ－３，５－ジ－ｔｅｒｔ－ブチルフェニル）ベンゾトリアゾール、２－（２－ヒドロキシ－５－ｔｅｒｔ－オクチルフェニル）ベンゾトリアゾール、２－（２－ヒドロキシ－５－（２－メタクリロイルオキシエチル）フェニル）－２Ｈ－ベンゾトリアゾール等のベンゾトリアゾール系紫外線吸収剤；２－［４－［（２－ヒドロキシ－３－ドデシロキシプロピル）オキシ］－２－ヒドロキシフェニル］－４，６－ビス（２，４－ジメチルフェニル）－１，３，５－トリアジン、２－［４－［（２－ヒドロキシ－３－トリデシロキシプロピル）オキシ］－２－ヒドロキシフェニル］－４，６－ビス（２，４－ジメチルフェニル）－１，３，５－トリアジン、２－［４－［（２－ヒドロキシ－３－（２’－エチル）ヘキシル）オキシ］－２－ヒドロキシフェニル］－４，６－ビス（２，４－ジメチルフェニル）－１，３，５－トリアジン、２，４－ビス（２－ヒドロキシ－４－ブチロキシフェニル）－６－（２，４－ビス－ブチロキシフェニル）－１，３，５－トリアジン、２－（２－ヒドロキシ－４－［１－オクチロキシカルボニルエトキシ］フェニル）－４，６－ビス（４－フェニルフェニル）－１，３，５－トリアジン等のヒドロキシフェニルトリアジン系の紫外線吸収剤；フェニルサリシレート、ｐ－ｔｅｒｔ－ブチルフェニルサリシレート、ｐ－（１，１，３，３－テトラメチルブチル）フェニルサリシレート、３－ヒドロキシフェニルベンゾエート、フェニレン－１，３－ジベンゾエート等が挙げられる。これらは１種を単独で、又は２種以上を組み合わせて使用することができる。 Examples of the ultraviolet absorber E include benzophenone-based ultraviolet absorbers such as 2-hydroxybenzophenone, 5-chloro-2-hydroxybenzophenone, 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 2-hydroxy-4-octadecyloxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, and 2,2'-dihydroxy-4,4'-dimethoxybenzophenone; benzotriazole-based ultraviolet absorbers such as 2-(2-hydroxy-5-(2-methacryloyloxyethyl)phenyl)benzotriazole, 2-(2-hydroxy-5-tert-butylphenyl)benzotriazole, 2-(2-hydroxy-3,5-di-tert-butylphenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-3,5-di-tert-butylphenyl)benzotriazole, 2-(2-hydroxy-5-tert-octylphenyl)benzotriazole, and 2-(2-hydroxy-5-(2-methacryloyloxyethyl)phenyl)-2H-benzotriazole; [4-[(2-hydroxy-3-dodecyloxypropyl)oxy]-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[4-[(2-hydroxy-3-tridecyloxypropyl)oxy]-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[4-[(2-hydroxy-3-(2'-ethyl)hexyl)oxy]-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(2-hydroxy Hydroxyphenyl triazine-based ultraviolet absorbers such as 2-(2-hydroxy-4-[1-octyloxycarbonylethoxy]phenyl)-6-(2,4-bis-butyloxyphenyl)-1,3,5-triazine and 2-(2-hydroxy-4-[1-octyloxycarbonylethoxy]phenyl)-4,6-bis(4-phenylphenyl)-1,3,5-triazine; phenyl salicylate, p-tert-butylphenyl salicylate, p-(1,1,3,3-tetramethylbutyl)phenyl salicylate, 3-hydroxyphenyl benzoate, phenylene-1,3-dibenzoate, etc. These can be used alone or in combination of two or more.
本発明の樹脂組成物における紫外線吸収剤Ｅの含有量は、化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ、及び無機粒子Ｄの合計質量（１００質量％）に対して、５質量％以上４０質量％以下が好ましく、１０質量％以上３０質量以下がより好ましい。
紫外線吸収剤の含有量が前記下限値以上であれば、硬化膜の耐候性が向上しやすい。紫
外線吸収剤の含有量が前記上限値以下であれば、塗料組成物の硬化性、硬化膜の強靭性、耐熱性、及び耐摩耗性が向上しやすい。
The content of the ultraviolet absorber E in the resin composition of the present invention is preferably 5% by mass or more and 40% by mass or less, and more preferably 10% by mass or more and 30% by mass or less, relative to the total mass (100% by mass) of the compound A, the polycarbonate polyol B, the polyisocyanate C, and the inorganic particles D.
When the content of the ultraviolet absorber is equal to or greater than the lower limit, the weather resistance of the cured film is likely to be improved.When the content of the ultraviolet absorber is equal to or less than the upper limit, the curability of the coating composition and the toughness, heat resistance, and abrasion resistance of the cured film are likely to be improved.
＜その他の成分＞
本発明の樹脂組成物は、化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ、無機粒子Ｄ、紫外線吸収剤Ｅ以外に、本発明の効果を損なわない限り、その他の成分を含んでもよい。
<Other ingredients>
The resin composition of the present invention may contain other components in addition to the compound A, the polycarbonate polyol B, the polyisocyanate C, the inorganic particles D, and the ultraviolet absorber E, so long as the effects of the present invention are not impaired.
本発明の樹脂組成物は、硬化膜の耐候性を向上させるため、紫外線吸収剤Ｅに加えて光安定剤等の耐候性付与剤を含んでいても良い。 The resin composition of the present invention may contain a weather resistance imparting agent such as a light stabilizer in addition to the ultraviolet absorber E in order to improve the weather resistance of the cured film.
光安定剤としては、例えばヒンダードアミン系光安定剤を使用することができる。ヒンダードアミン系光安定剤は、紫外線吸収剤と併用することで、硬化膜の耐候性をより向上させることができる。 For example, a hindered amine-based light stabilizer can be used as the light stabilizer. When used in combination with an ultraviolet absorber, the hindered amine-based light stabilizer can further improve the weather resistance of the cured film.
ヒンダードアミン系光安定剤としては、例えば、ＡＤＥＫＡ社製の１，２，３，４－ブタンテトラカルボン酸と１，２，２，６，６－ペンタメチル－４－ピペリジノールとβ，β，β，β－テトラメチル－３，９－（２，４，８，１０－テトラオキサスピロ［５，５］）ウンデカン）ジエタノールとの縮合物（商品名：アデカスタブ（登録商標。以下同じ。）ＬＡ－６３Ｐ）、１，２，３，４－ブタンテトラカルボン酸と２，２，６，６－ペンタメチル－４－ピペリジノールとβ，β，β，β－テトラメチル－３，９－（２，４，８，１０－テトラオキサスピロ［５，５］）ウンデカン）ジエタノールとの縮合物（商品名：アデカスタブＬＡ－６８Ｐ）、ＢＡＳＦ社製の１，１－ジメチルエチルヒドロペルオキシドとオクタンとの縮合物、デカン二酸ビス（２，２，６，６－テトラメチル－１－（オクチルオキシ）－４－ピペリジニル）エステル、１，１－ジメチルエチルヒドロペルオキシドとオクタンの反応生成物（例えば、チヌビン（商品名。以下同じ。）１２３）、２－ブチル－２－［３，５－ジ（ｔｅｒｔ－ブチル）－４－ヒドロキシベンジル］マロン酸ビス（１，２，２，６，６－ペンタメチル－４－ピペリジル）（商品名：チヌビン１４４）、２，４－ビス［Ｎ－ブチル－Ｎ－（１－シクロヘキシロキシ－２，２，６，６－テトラメチルピペリジン－４－イル）アミノ］－６－（２－ヒドロキシエチルアミン）－１，３，５－トリアジン（商品名：チヌビン１５２）、セバシン酸ビス（１，２，２，６，６－ペンタメチルピペリジン－４－イル）とセバシン酸メチル（１，２，２，６，６－ペンタメチルピペリジン－４－イル）との混合物（商品名：チヌビン２９２）等が挙げられる。
ヒンダードアミン系光安定剤は単独で用いてもよく、２種以上を併用してもよい。
Examples of the hindered amine-based light stabilizer include a condensate of 1,2,3,4-butanetetracarboxylic acid, 1,2,2,6,6-pentamethyl-4-piperidinol, and β,β,β,β-tetramethyl-3,9-(2,4,8,10-tetraoxaspiro[5,5])undecane)diethanol (trade name: Adekastab (registered trademark, the same applies below) LA-63P, manufactured by ADEKA Corporation; Condensation product of bis(2,2,6,6-tetramethyl-1-(octane)tetracarboxylic acid, 2,2,6,6-pentamethyl-4-piperidinol, and β,β,β,β-tetramethyl-3,9-(2,4,8,10-tetraoxaspiro[5,5])undecane)diethanol (trade name: Adekastab LA-68P, manufactured by BASF), condensation product of 1,1-dimethylethyl hydroperoxide and octane, bis(2,2,6,6-tetramethyl-1-(octane)diethanol, manufactured by BASF, 2-butyl-2-[3,5-di(tert-butyl)-4-hydroxybenzyl]malonate bis(1,2,2,6,6-pentamethyl-4-piperidyl) (trade name: Tinuvin 144), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 154), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 155), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 156), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 157), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 159), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 160), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 161), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 162), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 163), 2,4-bis[N-butyl-N-(1-cyano)-4-piperidinyl]malonate (trade name: Tinuvin 164), 2,4-bis[N-butyl-N-( cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)amino]-6-(2-hydroxyethylamine)-1,3,5-triazine (trade name: Tinuvin 152), a mixture of bis(1,2,2,6,6-pentamethylpiperidin-4-yl) sebacate and methyl(1,2,2,6,6-pentamethylpiperidin-4-yl) sebacate (trade name: Tinuvin 292), and the like.
The hindered amine light stabilizers may be used alone or in combination of two or more kinds.
本発明の樹脂組成物におけるヒンダードアミン系光安定剤の含有量は、化合物Ａ、ポリイソシアネートＢ、及び無機粒子Ｃの合計質量（１００質量％）に対して、０．１質量％以上５質量％以下が好ましく、０．５質量％以上２質量％以下がより好ましい。 The content of the hindered amine light stabilizer in the resin composition of the present invention is preferably 0.1% by mass or more and 5% by mass or less, and more preferably 0.5% by mass or more and 2% by mass or less, relative to the total mass (100% by mass) of compound A, polyisocyanate B, and inorganic particles C.
ヒンダードアミン系光安定剤の含有量が前記下限値以上であれば、塗膜の耐候性が向上しやすい。ヒンダードアミン系光安定剤の含有量が前記上限値以下であれば、塗料組成物の硬化性、硬化膜の強靭性、耐熱性、及び耐摩耗性が向上しやすい。 If the content of the hindered amine light stabilizer is equal to or greater than the lower limit, the weather resistance of the coating film is likely to be improved. If the content of the hindered amine light stabilizer is equal to or less than the upper limit, the curability of the coating composition and the toughness, heat resistance, and abrasion resistance of the cured film are likely to be improved.
＜樹脂組成物の製造方法＞
本発明の樹脂組成物は、化合物Ａ、ポリカーボネートポリオールＢ、ポリイソシアネートＣ、及び無機粒子Ｄを均一に混合することによって製造できる。必要に応じて、前述したその他の成分を加えてもよい。
混合方法は、各成分を均一に混合できる通常の攪拌機であれば限定されず、公知の攪拌機を採用できる。
<Method of producing resin composition>
The resin composition of the present invention can be produced by uniformly mixing the compound A, the polycarbonate polyol B, the polyisocyanate C, and the inorganic particles D. If necessary, the other components described above may be added.
The mixing method is not limited as long as it is a normal mixer capable of uniformly mixing the components, and any known mixer can be used.
［塗料組成物］
本発明の塗料組成物は、本発明の樹脂組成物を含む。必要に応じて、硬化促進触媒、有機溶剤、酸化防止剤、黄変防止剤、ブルーイング剤、顔料、レベリング剤、消泡剤、増粘剤、沈降防止剤、帯電防止剤、及び防曇剤等が本発明の樹脂組成物に配合される。
[Paint composition]
The coating composition of the present invention includes the resin composition of the present invention. If necessary, a curing-accelerating catalyst, an organic solvent, an antioxidant, an anti-yellowing agent, a bluing agent, a pigment, a leveling agent, an antifoaming agent, a thickener, an anti-settling agent, an antistatic agent, an anti-fogging agent, and the like are blended into the resin composition of the present invention.
＜硬化促進触媒＞
本発明の塗料組成物は、室温又は加熱して硬化させることができるが、必要に応じて硬化促進触媒を含んでいてもよい。
<Cure Accelerator Catalyst>
The coating composition of the present invention can be cured at room temperature or by heating, and may contain a curing-accelerating catalyst as required.
硬化促進触媒としては、特に限定されないが、例えば、トリエチルアミン、Ｎ，Ｎ－ジメチルシクロヘキシルアミン等のモノアミン、テトラメチルエチレンジアミン等のジアミン、その他トリアミン、環状アミン、ジメチルエタノールアミンのようなアルコールアミン、エーテルアミン等のアミン類、酢酸カリウム、２－エチルヘキサン酸カリウム、酢酸カルシウム、オクチル酸鉛、ジブチル錫ジラウレート、オクチル酸錫、ビスマスネオデカノエート、ビスマスオキシカーボネート、ビスマス２－エチルヘキサノエート、オクチル酸亜鉛、亜鉛ネオデカノエート、ホスフィン、ホスホリン酸等の一般的に用いられる金属触媒が使用できる。
これらは、単独で用いてもよく、２種以上を併用してもよい。
The curing-accelerating catalyst is not particularly limited, and examples of the curing-accelerating catalyst that can be used include monoamines such as triethylamine and N,N-dimethylcyclohexylamine, diamines such as tetramethylethylenediamine, other triamines, cyclic amines, alcohol amines such as dimethylethanolamine, ether amines, and other amines; potassium acetate, potassium 2-ethylhexanoate, calcium acetate, lead octoate, dibutyltin dilaurate, tin octoate, bismuth neodecanoate, bismuth oxycarbonate, bismuth 2-ethylhexanoate, zinc octoate, zinc neodecanoate, phosphine, phosphoric acid, and other commonly used metal catalysts.
These may be used alone or in combination of two or more.
硬化促進触媒の含有量は、ポリイソシアネートＢの質量（１００質量％）に対して０．００１質量％以上１０質量％以下が好ましく、０．０１質量％以上５質量％以下がより好ましく、０．１質量％以上１質量％以下がさらに好ましい。
離型剤や流動調整剤、レベリング剤としては、特に限定されないが、例えば、シリコン、ワックス、ステアリン酸塩、ＢＹＫ－３００（ＢＹＫケミカル社製）のようなポリシロキサン、メガファックＦ－４７７（ＤＩＣ社製）のようなフッ素系界面活性剤等が用いられる。
The content of the curing-accelerating catalyst is preferably 0.001% by mass or more and 10% by mass or less, more preferably 0.01% by mass or more and 5% by mass or less, and even more preferably 0.1% by mass or more and 1% by mass or less, relative to the mass (100% by mass) of polyisocyanate B.
The release agent, flow control agent, and leveling agent are not particularly limited, but examples thereof include silicone, wax, stearates, polysiloxanes such as BYK-300 (manufactured by BYK Chemical Co.), and fluorine-based surfactants such as Megafac F-477 (manufactured by DIC Corporation).
＜有機溶剤＞
本発明の塗料組成物は、塗装時の作業性を調整するために、塗料組成物の質量（１００質量％）に対して、有機溶剤を１重量％以上９０重量％以下含有することが好ましい。有機溶剤の含有量は、２０重量％以上８０重量％以下がより好ましく、４０重量％以上７０重量％以下がさらに好ましい。
<Organic Solvent>
In order to adjust the workability during coating, the coating composition of the present invention preferably contains an organic solvent in an amount of 1 to 90% by weight relative to the mass (100% by weight) of the coating composition, more preferably 20 to 80% by weight, and even more preferably 40 to 70% by weight.
用いる有機溶剤としては、特に限定されないが、例えば、メタノール、エタノール、イソプロピルアルコール、ｎ－ブタノール、ジアセトンアルコール、２－メトキシエタノール（メチルセロソルブ）、２－エトキシエタノール（エチルセロソルブ）、２－ブトキシエタノール（ブチルセロソルブ）、ターシャリーアミルアルコール等のアルコール類、酢酸エチル、酢酸ｎ－プロピル、酢酸イソプロピル、酢酸ｎ－ブチル、酢酸イソブチル、ギ酸ブチル等のエステル類、メチルエチルケトン、メチルイソブチルケトン、アセトン、シクロヘキサノン、ジイソブチルケトン等のケトン類、ジメチルホルムアミド、ジメチルアセトアミド等のアミド類、ジエチルエーテル、メトキシトルエン、１，２－ジメトキシエタン、１，２－ジブトキシエタン、１，１－ジメトキシメタン、１，１－ジメトキシエタン、１，４－ジオキサン、テトラヒドロフラン等のエーテル類、ペンタン、ヘキサン、ヘプタン、シクロヘキサン、メチルシクロヘキサン等の脂肪族炭化水素類、トルエン、キシレン、ベンゼン等の芳香族炭化水素類等が挙げられる。 The organic solvent to be used is not particularly limited, but examples thereof include alcohols such as methanol, ethanol, isopropyl alcohol, n-butanol, diacetone alcohol, 2-methoxyethanol (methyl cellosolve), 2-ethoxyethanol (ethyl cellosolve), 2-butoxyethanol (butyl cellosolve), and tertiary amyl alcohol; esters such as ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, and butyl formate; ketones such as methyl ethyl ketone, methyl isobutyl ketone, acetone, cyclohexanone, and diisobutyl ketone; amides such as dimethylformamide and dimethylacetamide; ethers such as diethyl ether, methoxytoluene, 1,2-dimethoxyethane, 1,2-dibutoxyethane, 1,1-dimethoxymethane, 1,1-dimethoxyethane, 1,4-dioxane, and tetrahydrofuran; aliphatic hydrocarbons such as pentane, hexane, heptane, cyclohexane, and methylcyclohexane; and aromatic hydrocarbons such as toluene, xylene, and benzene.
中でもポリイソシアネートＣに対して反応性を持たず、硬化膜の物性を低下させない点で、アルコール系以外の溶剤であることが好ましい。
これらは、単独で用いてもよく、２種以上を併用してもよい。
Among these, non-alcohol-based solvents are preferred, since they are not reactive with the polyisocyanate C and do not deteriorate the physical properties of the cured film.
These may be used alone or in combination of two or more.
［塗装物］
本発明の塗装物は、本発明の塗料組成物の硬化膜を有する。
本発明の塗装物は、本発明の塗料組成物を公知の塗装方法で基材に塗布し、基材に塗布された本発明の塗料組成物を硬化させることにより得られる。
[Painted items]
The coated article of the present invention has a cured film of the coating composition of the present invention.
The coated article of the present invention can be obtained by applying the coating composition of the present invention to a substrate by a known coating method, and then curing the coating composition of the present invention applied to the substrate.
基材としては、亜鉛メッキ鋼板、亜鉛合金メッキ鋼板、ステンレス鋼板、錫メッキ鋼板等の金属、ポリメタクリル酸メチル樹脂、ポリカーボネート樹脂、ポリエステル樹脂、ポリスチレン樹脂、ＡＢＳ樹脂、ＡＳ樹脂、ポリアミド樹脂、ポリアリレート樹脂、ポリメタクリルイミド樹脂、ポリアリルジグリコールカーボネート樹脂等が挙げられる。 Examples of substrates include metals such as zinc-plated steel sheet, zinc alloy-plated steel sheet, stainless steel sheet, and tin-plated steel sheet, polymethylmethacrylate resin, polycarbonate resin, polyester resin, polystyrene resin, ABS resin, AS resin, polyamide resin, polyarylate resin, polymethacrylimide resin, and polyallyl diglycol carbonate resin.
特に、本発明の塗装物は、ポリメタクリル酸メチル樹脂、ポリカーボネート樹脂、ポリスチレン樹脂、ポリメタクリルイミド樹脂を基材として用いたときの基材の表面の耐摩耗性向上に有効である。 In particular, the coating of the present invention is effective in improving the abrasion resistance of the surface of substrates when polymethyl methacrylate resin, polycarbonate resin, polystyrene resin, or polymethacrylimide resin is used as the substrate.
本発明の塗料組成物の基材への塗布は、ハケ塗り、バーコート、スプレーコート、ディップコート、スピンコート、カーテンコート等の公知の方法で行うことができる。 The coating composition of the present invention can be applied to a substrate by known methods such as brush coating, bar coating, spray coating, dip coating, spin coating, curtain coating, etc.
基材に塗布された本発明の塗料組成物を硬化させる際の硬化温度は、基材の耐熱性や熱変形性等を考慮して適宜設定すればよいが、２０℃以上２００℃以下が好ましく、６０℃以上１５０℃以下がより好ましく、８０℃以上１２０℃以下がさらに好ましい。 The curing temperature when curing the coating composition of the present invention applied to a substrate may be set appropriately taking into consideration the heat resistance and thermal deformation of the substrate, but is preferably 20°C or higher and 200°C or lower, more preferably 60°C or higher and 150°C or lower, and even more preferably 80°C or higher and 120°C or lower.
基材に塗布された本発明の塗料組成物を硬化させる際の硬化時間は、数分から数十分が好ましい。 The curing time for curing the coating composition of the present invention applied to a substrate is preferably several minutes to several tens of minutes.
本発明の塗装物における、本発明の塗料組成物の硬化膜の厚さは、３μｍ以上５０μｍ以下が好ましい。 The thickness of the cured film of the coating composition of the present invention on the coated article of the present invention is preferably 3 μm or more and 50 μm or less.
本発明の塗装物における硬化膜の厚さが前記下限値以上であれば、硬化膜の耐摩耗性及び硬度が良好となり、かつ長期間、高外観を維持しやすい。本発明の塗装物における硬化膜の厚さが前記上限値以下であれば、クラックを抑制しやすい。 If the thickness of the cured film in the coated article of the present invention is equal to or greater than the lower limit, the abrasion resistance and hardness of the cured film are good, and the appearance is likely to be maintained for a long period of time. If the thickness of the cured film in the coated article of the present invention is equal to or less than the upper limit, cracks are likely to be suppressed.
以下に実施例及び比較例を掲げ、本発明についてさらに詳しく説明する。
実施例において、特に記載がなければ、「部」は「質量部」を表す。
各評価は以下の方法で行った。
The present invention will be described in more detail below with reference to examples and comparative examples.
In the examples, unless otherwise specified, "parts" refers to "parts by mass".
Each evaluation was carried out in the following manner.
＜重量平均分子量＞
重量平均分子量（Ｍｗ）は、ゲルパーミエーションクロマトグラフィー法（ＧＰＣ法）により以下の条件で測定し、標準ポリスチレン換算により計算した。
装置：東ソー社製 高速ＧＰＣ装置 ＨＬＣ－８３２０ＧＰＣ型
ＵＶ検出器：東ソー社製 ＵＶ－８３２０型
流速：０．３５ｍＬ／ｍｉｎ
注入口温度：４０℃
オーブン温度：４０℃
ＲＩ温度：４０℃
ＵＶ波長：２５４ｎｍ
サンプル注入量：１０μＬ
カラム：（１）～（３）の順に３本連結。
（１）東ソー社製 ＴＳＫｇｅｌ ｓｕｐｅｒＨＺＭ－Ｍ（４．６ｍｍＩＤ×１５ｃｍＬ）
（２）東ソー社製 ＴＳＫｇｅｌ ｓｕｐｅｒＨＺＭ－Ｍ（４．６ｍｍＩＤ×１５ｃｍＬ）
（３）東ソー社製 ＴＳＫｇｅｌ ＨＺ２０００（４．６ｍｍＩＤ×１５ｃｍＬ）
ガードカラム：東ソー社製 ＴＳＫｇｕａｒｄｃｏｌｕｍｎ ＳｕｐｅｒＨＺ－Ｌ（４．６ｍｍＩＤ×３．５ｃｍＬ）
溶媒：ＴＨＦ（安定剤ＢＨＴ）
サンプル濃度：樹脂分０．２質量％に調整
<Weight average molecular weight>
The weight average molecular weight (Mw) was measured by gel permeation chromatography (GPC) under the following conditions, and calculated in terms of standard polystyrene.
Apparatus: Tosoh Corporation high-speed GPC apparatus HLC-8320GPC type UV detector: Tosoh Corporation UV-8320 type Flow rate: 0.35 mL/min
Inlet temperature: 40°C
Oven temperature: 40°C
RI temperature: 40°C
UV wavelength: 254nm
Sample injection volume: 10 μL
Columns: Three columns connected in the order of (1) to (3).
(1) TSKgel super HZM-M (4.6 mm ID x 15 cm L) manufactured by Tosoh Corporation
(2) TSKgel super HZM-M (4.6 mm ID x 15 cm L) manufactured by Tosoh Corporation
(3) Tosoh Corporation TSKgel HZ2000 (4.6 mm ID x 15 cm L)
Guard column: TSKguard column SuperHZ-L (4.6 mm ID x 3.5 cm L) manufactured by Tosoh Corporation
Solvent: THF (stabilizer BHT)
Sample concentration: Resin content adjusted to 0.2% by mass
＜評価サンプル＞
表１、２に記載の各塗料組成物を、厚さ３ｍｍのポリカーボネート樹脂板（三菱エンジニアリングプラスチックス社製、商品名：「ＩＵＰＩＬＯＮ ＭＬ－３００」）に、硬化後の被膜が１０μｍになるようにスプレー塗装した。その後、１２０℃で、３０分間加熱処理することによりポリカーボネート樹脂板上に塗膜を形成し評価を行った。
<Evaluation sample>
Each of the coating compositions shown in Tables 1 and 2 was spray-coated onto a 3 mm-thick polycarbonate resin plate (manufactured by Mitsubishi Engineering Plastics Corporation, product name: "IUPILON ML-300") so that the coating film after curing would be 10 μm thick. The plate was then heat-treated at 120° C. for 30 minutes to form a coating film on the polycarbonate resin plate, which was then evaluated.
＜外観＞
塗膜の外観は、ＪＩＳ Ｋ７１３６：２０００に準拠してヘイズメーター（ＨＭ－６５Ｗ、株式会社村上色彩技術研究所製）にて拡散透過率（ヘイズ値）を測定することにより評価した。ヘイズが１％未満のものを○（良）、１％以上のものを×（不良）として判断した。
<Appearance>
The appearance of the coating film was evaluated by measuring the diffuse transmittance (haze value) using a haze meter (HM-65W, manufactured by Murakami Color Research Laboratory Co., Ltd.) in accordance with JIS K7136: 2000. A haze of less than 1% was judged as ○ (good), and a haze of 1% or more was judged as × (bad).
＜密着性＞
塗膜の耐密着性は、以下の手順で評価した。塗膜の表面にカッターで縦、横それぞれ１．５ｍｍ間隔で１１本の基材に達する傷を入れて１００個のます目をつくり、セロハン粘着テープ（巾２５ｍｍ、ニチバン（株）製）をます目に圧着させて上方に急激にはがす。密着性の評価は、残存ます目数／全ます目数（１００）と目視の観察による以下の基準で判定した。
○：１００／１００（剥離及び欠けなし）。
×：０／１００～９９／１００（剥離発生）。
<Adhesion>
The adhesion resistance of the coating film was evaluated by the following procedure. The surface of the coating film was scratched with a cutter vertically and horizontally at intervals of 1.5 mm, reaching 11 substrates, to create 100 squares, and cellophane adhesive tape (25 mm wide, manufactured by Nichiban Co., Ltd.) was pressed onto the squares and then rapidly peeled upward. The adhesion was evaluated by the number of remaining squares/total number of squares (100) and by visual observation according to the following criteria.
◯: 100/100 (no peeling or chipping).
×: 0/100 to 99/100 (peeling occurred).
＜耐薬品性＞
塗膜の耐薬品性は、評価サンプルの上にブレーキフルードオイル（ＴＯＹＯＴＡ純正 ＤＯＴ－３）を２ｍＬ滴下して２３℃の環境下で２４時間静置させた後、オイルを拭き取った後の塗膜の外観を目視で確認することで評価した。
○：薬品の跡が全く見えないもの(良)
△：薬品の跡が薄く見えるもの（やや不良）
×：薬品の跡が白化して見えるもの（不良）
<Chemical resistance>
The chemical resistance of the coating film was evaluated by dropping 2 mL of brake fluid oil (TOYOTA genuine DOT-3) onto the evaluation sample, leaving it to stand for 24 hours in an environment of 23°C, wiping off the oil, and then visually inspecting the appearance of the coating film.
○: No traces of chemicals are visible (good)
△: Chemical traces are faintly visible (slightly poor)
×: Chemical traces are visible (defective)
＜耐擦傷性＞
塗膜の耐擦傷性は、平面摩耗試験機（ＫＡＳＡＩ社製スクラッチ試験機）を使用し、スチールウール＃０００を評価サンプル上に置き、２５０ｇ／１．１ｃｍ２の荷重にてラビングテスターで５０往復摩耗した後、ヘイズメーター（ＨＭ－６５Ｗ、株式会社村上色彩技術研究所製）にて拡散透過率（ヘイズ値）を測定した。
測定したヘイズ値から、初期へイズ値を引いた値（Δヘイズ値）により耐擦傷性の判定を行った。
◎：増加ヘイズ値＝１．０％未満
○：増加ヘイズ値＝１．０％以上、２．０％未満
×：増加ヘイズ値＝２．０％以上
<Scratch resistance>
The scratch resistance of the coating film was evaluated using a flat surface abrasion tester (KASAI scratch tester). Steel wool #000 was placed on the evaluation sample, and the sample was rubbed 50 times with a rubbing tester under a load of 250 g/1.1 cm2 . After that, the diffuse transmittance (haze value) was measured using a haze meter (HM-65W, Murakami Color Research Laboratory).
The scratch resistance was evaluated based on the value (Δ haze value) obtained by subtracting the initial haze value from the measured haze value.
◎: Increased haze value = less than 1.0% ○: Increased haze value = 1.0% or more and less than 2.0% ×: Increased haze value = 2.0% or more
＜鉛筆硬度＞
塗膜の硬度は、ＩＳＯ／ＤＩＳ １５１８４に準拠し、鉛筆硬度で評価を行った。試験
後、全く傷のつかない硬度のうち、最も高い硬度を塗膜の鉛筆硬度として採用した。
<Pencil hardness>
The hardness of the coating film was evaluated by pencil hardness in accordance with ISO/DIS 15184. After the test, the highest hardness among those that did not cause any scratches was adopted as the pencil hardness of the coating film.
（製造例１）無機粒子の分散液Ｄ－１の製造方法
フラスコＡに東京化成工業社製の３－メルカプトプロピルトリメトキシシラン１．２ｇ、蒸留水０．６ｇ、テトラヒドロフラン２．１ｇを加え、３０℃で３時間撹拌して、シラノール溶液を得た。
フラスコＢに日産化学工業社製のメチルイソブチルケトン分散シリカゾル（商品名：「ＭＩＢＫ－ＳＴ」、溶剤：メチルイソブチルケトン、固形分濃度：３０質量％、平均粒子径：１５ｎｍ）１００ｇを加え、７０℃に昇温した。
フラスコＢにフラスコＡのシラノール溶液を滴下し、滴下終了後７０℃で１時間攪拌し、メルカプト基を有する無機粒子の分散液Ｄ－１（固形分２０％）を得た。
Production Example 1 Production Method of Dispersion D-1 of Inorganic Particles Into flask A were added 1.2 g of 3-mercaptopropyltrimethoxysilane manufactured by Tokyo Chemical Industry Co., Ltd., 0.6 g of distilled water, and 2.1 g of tetrahydrofuran, and the mixture was stirred at 30° C. for 3 hours to obtain a silanol solution.
To flask B was added 100 g of methyl isobutyl ketone-dispersed silica sol (product name: "MIBK-ST", solvent: methyl isobutyl ketone, solid content: 30 mass %, average particle size: 15 nm) manufactured by Nissan Chemical Industries, Ltd., and the temperature was raised to 70°C.
The silanol solution in Flask A was added dropwise to Flask B, and after completion of the addition, the mixture was stirred at 70° C. for 1 hour to obtain a dispersion D-1 (solid content 20%) of inorganic particles having a mercapto group.
（製造例２）無機粒子の分散液Ｄ－２の製造方法
フラスコＡに東京化成工業社製の３－メタクリロイルプロピルトリメトキシシラン１．２ｇ、蒸留水０．６ｇ、テトラヒドロフラン２．１ｇを加え、３０℃で３時間撹拌して、シラノール溶液を得た。
フラスコＢに日産化学工業社製のメチルイソブチルケトン分散シリカゾル（商品名：「ＭＩＢＫ－ＳＴ」、溶剤：メチルイソブチルケトン、固形分濃度：３０質量％、平均粒子径：１５ｎｍ）１００ｇを加え、７０℃に昇温した。
フラスコＢにフラスコＡのシラノール溶液を滴下し、滴下終了後７０℃で１時間攪拌し、メタクリロイル基を有する無機粒子の分散液Ｄ－２（固形分２０％）を得た。
Production Example 2 Production Method of Dispersion D-2 of Inorganic Particles 1.2 g of 3-methacryloylpropyltrimethoxysilane manufactured by Tokyo Chemical Industry Co., Ltd., 0.6 g of distilled water, and 2.1 g of tetrahydrofuran were added to flask A and stirred at 30° C. for 3 hours to obtain a silanol solution.
To flask B was added 100 g of methyl isobutyl ketone-dispersed silica sol (product name: "MIBK-ST", solvent: methyl isobutyl ketone, solid content: 30 mass %, average particle size: 15 nm) manufactured by Nissan Chemical Industries, Ltd., and the temperature was raised to 70°C.
The silanol solution in Flask A was added dropwise to Flask B, and after completion of the addition, the mixture was stirred at 70° C. for 1 hour to obtain a dispersion D-2 (solid content 20%) of inorganic particles having methacryloyl groups.
（実施例１）
水酸基を有する化合物ＡとしてＢＡＳＦ社製のＢａｓｏｎｏｌ（登録商標）ＨＰＥ１１７０Ｂ（成分については後述する。以下同じ。）を１００部、ポリカーボネートポリオールＢとして株式会社クラレ製のクラレポリオールＣ－１０９０を３０部、ポリイソシアネートＣとして旭化成株式会社製のデュラネートＭＨＧ－８０Ｂを１５９部、無機粒子Ｄとして無機粒子の分散液Ｄ－1を７０部、紫外線吸収剤としてＢＡＳＦ社製のチヌビン４０
５を３０部、光安定剤としてＢＡＳＦ社製のチヌビン１５２を０．５部、硬化促進触媒としてジブチル錫ジラウレート（ＤＢＴＤＬ）を０．０５部、表面調整剤としてＢＹＫ社製のＢＹＫ－３７０を１部使用し、これらを均一に混合し、さらにシクロヘキサノンとＭＩＢＫを用い、固形分濃度が約３２％となるように希釈した。
得られた塗料組成物の評価結果を表１に示す。
Example 1
As the compound A having a hydroxyl group, 100 parts of Basonol (registered trademark) HPE1170B manufactured by BASF (components will be described later; the same applies below), as the polycarbonate polyol B, 30 parts of Kuraray Polyol C-1090 manufactured by Kuraray Co., Ltd., as the polycarbonate polyol B, 159 parts of Duranate MHG-80B manufactured by Asahi Kasei Corporation, as the polyisocyanate C, 70 parts of inorganic particle dispersion D-1 as the inorganic particle D, and Tinuvin 40 manufactured by BASF as the ultraviolet absorber were used.
The mixture was mixed uniformly and then diluted with cyclohexanone and MIBK to a solids concentration of approximately 32%.
The evaluation results of the resulting coating compositions are shown in Table 1.
（実施例２～１３及び比較例１～８）
表１～２に示す組成で、実施例１と同様に塗料組成物を調製した。
得られた塗料組成物の評価結果を、表１～２に示す。
なお、表中の数値は質量部を示し、かっこ内の数値は固形分値（質量部）を示す。
(Examples 2 to 13 and Comparative Examples 1 to 8)
Coating compositions were prepared in the same manner as in Example 1 using the compositions shown in Tables 1 and 2.
The evaluation results of the resulting coating compositions are shown in Tables 1 and 2.
The values in the table indicate parts by mass, and the values in parentheses indicate solid content values (parts by mass).
表中の成分は以下の通りである。
・Ｂａｓｏｎｏｌ ＨＰＥ １１７０Ｂ：
ＢＡＳＦ社製の末端に水酸基を有するハイパーブランチポリマー、固形分７０％、水
酸基価：２８０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）：１８００。
・Ｂａｓｏｎｏｌ ＨＰＥ １２６５Ｂ：
ＢＡＳＦ社製の末端に水酸基を有するハイパーブランチポリマー、固形分６５％、水酸基価：１９０ｍｇ・ＫＯＨ／ｇ、重量平均分子量（Ｍｗ）：２６００。
・クラレポリオールＣ－１０９０：
株式会社クラレ製の両末端に水酸基を有するポリカーボネートジオール、固形分１００％、水酸基価：１１２ｍｇ・ＫＯＨ／ｇ、数平均分子量（Ｍｎ）：１０００。
・デュラノールＴ－５６５１：
旭化成株式会社製の両末端に水酸基を有するポリカーボネートジオール、固形分１００％、水酸基価：１１２ｍｇ・ＫＯＨ／ｇ、数平均分子量（Ｍｎ）：１０００。
・ベネビオールＨＳ０８４０Ｂ：
三菱ケミカル株式会社製の両末端に水酸基を有するポリカーボネートジオール、固形分１００％、水酸基価：１４０ｍｇ・ＫＯＨ／ｇ、数平均分子量（Ｍｎ）：８００。
・ＥＴＥＲＮＡＣＯＬＬ ＵＭ－９０（３／１）：
宇部興産株式会社製の両末端に水酸基を有するポリカーボネートジオール、固形分１００％、水酸基価：１２５ｍｇ・ＫＯＨ／ｇ、数平均分子量（Ｍｎ）：９００。
・クラレポリオールＰ－１０５０：
株式会社クラレ製の両末端に水酸基を有するポリエステルジオール、固形分１００％、水酸基価：１１２ｍｇ・ＫＯＨ／ｇ、数平均分子量（Ｍｎ）：１０００。
・ＮＩＳＳＯ‐ＰＢ Ｇ－１０００：
日本曹達株式会社製の両末端に水酸基を有するポリブタジエンジオール、固形分１００％、水酸基価：７３ｍｇ・ＫＯＨ／ｇ、数平均分子量（Ｍｎ）：１４００。
・ＰＴＭＧ－１０５０：
三菱ケミカル株式会社製の両末端に水酸基を有するポリエーテルジオール、固形分１００％、水酸基価：１１２ｍｇ・ＫＯＨ／ｇ、数平均分子量（Ｍｎ）：１０００。
・デュラネートＭＨＧ－８０Ｂ：
旭化成株式会社製のヘキサメチレンジイソシアネート及びイソホロンジイソシアネートのイソシアヌレート体、固形分８０％、３．６０ｍｍｏｌ／ｇ。
・Ｖｅｓｔａｎａｔｅ Ｔ－１８９０／１００：
ＥＶＯＮＩＫ社製のイソホロンジイソシアネートのイソシアヌレート体、固形分１００％、４．１２ｍｍｏｌ／ｇ。
・デュラネート２４Ａ－１００：
旭化成株式会社製のヘキサメチレンジイソシアネートのビュレット体、固形分１００％、５．６０ｍｍｏｌ／ｇ。
・タケネートＤ－１３１Ｎ：
三井化学株式会社製のキシレンジイソシアネートのポリイソシアヌレート体、固形分７５．６％、３．３６ｍｍｏｌ／ｇ。
・ＭＥＫ－ＳＴ：
日産化学工業社製のＭＥＫ分散シリカゾル（固形分３０％、シリカ粒子の平均粒子径：１０ｎｍ以上１５ｎｍ以下、非反応性無機粒子）
・チヌビン４０５：
ＢＡＳＦ社製の２－［４－（２－ヒドロキシ－３－（２’－エチル）ヘキシル）オキシ－２－ヒドロキシフェニル］－４，６－ビス（２，４－ジメチルフェニル）－１，３，５－トリアジン、固形分１００％。
・チヌビン１５２：
ＢＡＳＦ社製の２，４－ビス［Ｎ－ブチル－Ｎ－（１－シクロヘキシロキシ－２，２，６，６－テトラメチルピペリジン－４－イル）アミノ］－６－（２－ヒドロキシエチルアミン）－１，３，５－トリアジン、固形分１００％
・ＢＹＫ－３７０：
ビックケミー・ジャパン株式会社製のシリコン系表面調整剤。
The ingredients in the table are as follows:
・Basonol HPE 1170B:
Hyperbranched polymer having hydroxyl groups at its terminals, manufactured by BASF, solid content 70%, hydroxyl value: 280 mg·KOH/g, weight average molecular weight (Mw): 1,800.
・Basonol HPE 1265B:
Hyperbranched polymer having hydroxyl groups at its terminals, manufactured by BASF, solid content 65%, hydroxyl value: 190 mg·KOH/g, weight average molecular weight (Mw): 2,600.
Kuraray Polyol C-1090:
Polycarbonate diol having hydroxyl groups at both ends, manufactured by Kuraray Co., Ltd., solid content 100%, hydroxyl value: 112 mg·KOH/g, number average molecular weight (Mn): 1,000.
Duranol T-5651:
Polycarbonate diol having hydroxyl groups at both ends, manufactured by Asahi Kasei Corporation, solid content 100%, hydroxyl value: 112 mg·KOH/g, number average molecular weight (Mn): 1,000.
・Benebiol HS0840B:
Polycarbonate diol having hydroxyl groups at both ends, manufactured by Mitsubishi Chemical Corporation; solid content: 100%; hydroxyl value: 140 mg·KOH/g; number average molecular weight (Mn): 800.
・ETERNACOLL UM-90 (3/1):
Polycarbonate diol having hydroxyl groups at both ends, manufactured by Ube Industries, Ltd., solid content 100%, hydroxyl value: 125 mg·KOH/g, number average molecular weight (Mn): 900.
Kuraray Polyol P-1050:
Polyester diol having hydroxyl groups at both ends, manufactured by Kuraray Co., Ltd., solid content 100%, hydroxyl value: 112 mg·KOH/g, number average molecular weight (Mn): 1,000.
・NISSO-PB G-1000:
Polybutadiene diol having hydroxyl groups at both ends, manufactured by Nippon Soda Co., Ltd., solid content 100%, hydroxyl value: 73 mg·KOH/g, number average molecular weight (Mn): 1,400.
・PTMG-1050:
Polyether diol having hydroxyl groups at both ends, manufactured by Mitsubishi Chemical Corporation, solid content 100%, hydroxyl value: 112 mg·KOH/g, number average molecular weight (Mn): 1,000.
・Duranate MHG-80B:
Isocyanurate of hexamethylene diisocyanate and isophorone diisocyanate manufactured by Asahi Kasei Corporation, solid content 80%, 3.60 mmol/g.
・Vestanate T-1890/100:
Isocyanurate of isophorone diisocyanate manufactured by EVONIK, solids content 100%, 4.12 mmol/g.
Duranate 24A-100:
Hexamethylene diisocyanate biuret form manufactured by Asahi Kasei Corporation, solids content 100%, 5.60 mmol/g.
・Takenate D-131N:
Polyisocyanurate of xylylene diisocyanate manufactured by Mitsui Chemicals, Inc., solids content 75.6%, 3.36 mmol/g.
・MEK-ST:
MEK-dispersed silica sol manufactured by Nissan Chemical Industries, Ltd. (solid content 30%, average particle size of silica particles: 10 nm to 15 nm, non-reactive inorganic particles)
・Tinuvin 405:
2-[4-(2-hydroxy-3-(2'-ethyl)hexyl)oxy-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 100% solids, manufactured by BASF.
・Tinubin 152:
2,4-bis[N-butyl-N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)amino]-6-(2-hydroxyethylamine)-1,3,5-triazine, 100% solids, manufactured by BASF
・BYK-370:
A silicone-based surface conditioner manufactured by BYK Japan Co., Ltd.
表２に示すとおり、比較例１では、末端が水酸基の分岐構造を有する化合物Ａを含有しないため耐薬品性、耐擦傷性、鉛筆硬度が不十分となった。
比較例２～５では、ポリカーボネートポリオールＢを含有しないため、密着性が不十分となった。
比較例６～８は、表面に水酸基又はイソシアネート基と反応可能な官能基を持たない無機粒子を用いたため、耐擦傷性が不十分となった。
As shown in Table 2, in Comparative Example 1, since the compound A having a branched structure with a hydroxyl group at the end was not contained, the chemical resistance, scratch resistance, and pencil hardness were insufficient.
In Comparative Examples 2 to 5, since the polycarbonate polyol B was not contained, the adhesion was insufficient.
In Comparative Examples 6 to 8, the scratch resistance was insufficient because inorganic particles having no functional groups on the surface that can react with hydroxyl groups or isocyanate groups were used.
本発明の樹脂組成物は、外観、耐摩耗性、及び硬度等に優れているため、自動車用の各種ランプレンズ、グレージング用ハードコート等の用途に好適に用いることができる。
INDUSTRIAL APPLICABILITY The resin composition of the present invention is excellent in appearance, abrasion resistance, hardness, etc., and can therefore be suitably used for applications such as various lamp lenses for automobiles and hard coats for glazing.
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