WO2022270687A1 - Composition de revêtement transparent - Google Patents
Composition de revêtement transparent Download PDFInfo
- Publication number
- WO2022270687A1 WO2022270687A1 PCT/KR2021/014288 KR2021014288W WO2022270687A1 WO 2022270687 A1 WO2022270687 A1 WO 2022270687A1 KR 2021014288 W KR2021014288 W KR 2021014288W WO 2022270687 A1 WO2022270687 A1 WO 2022270687A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- resin
- silane
- weight
- coating film
- clear coat
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 104
- 229920005989 resin Polymers 0.000 claims abstract description 94
- 239000011347 resin Substances 0.000 claims abstract description 94
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 61
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 61
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 46
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 46
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 46
- 229910000077 silane Inorganic materials 0.000 claims abstract description 46
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 37
- 229920001225 polyester resin Polymers 0.000 claims abstract description 37
- 239000004645 polyester resin Substances 0.000 claims abstract description 37
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 36
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 32
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000004640 Melamine resin Substances 0.000 claims abstract description 29
- 239000002904 solvent Substances 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 22
- 230000009477 glass transition Effects 0.000 claims description 20
- RQAGEUFKLGHJPA-UHFFFAOYSA-N prop-2-enoylsilicon Chemical compound [Si]C(=O)C=C RQAGEUFKLGHJPA-UHFFFAOYSA-N 0.000 claims description 14
- 229920005862 polyol Polymers 0.000 claims description 7
- 150000003077 polyols Chemical class 0.000 claims description 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 238000000576 coating method Methods 0.000 description 114
- 239000011248 coating agent Substances 0.000 description 113
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 64
- 239000000178 monomer Substances 0.000 description 49
- 229920000728 polyester Polymers 0.000 description 36
- 238000004132 cross linking Methods 0.000 description 23
- 239000007787 solid Substances 0.000 description 19
- -1 phenylene vinyl ketone Chemical compound 0.000 description 18
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 17
- 239000012948 isocyanate Substances 0.000 description 15
- 150000002513 isocyanates Chemical class 0.000 description 15
- 230000000694 effects Effects 0.000 description 12
- 230000000704 physical effect Effects 0.000 description 12
- 239000002253 acid Substances 0.000 description 11
- 230000007423 decrease Effects 0.000 description 10
- 230000006866 deterioration Effects 0.000 description 10
- 238000001035 drying Methods 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 125000003545 alkoxy group Chemical group 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 230000014759 maintenance of location Effects 0.000 description 8
- 229920002554 vinyl polymer Polymers 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 238000010422 painting Methods 0.000 description 7
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 6
- 230000002745 absorbent Effects 0.000 description 6
- 239000002250 absorbent Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 239000004611 light stabiliser Substances 0.000 description 6
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 230000002950 deficient Effects 0.000 description 5
- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 230000007774 longterm Effects 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 5
- 230000009257 reactivity Effects 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 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 4
- 239000013638 trimer Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- YHFGMFYKZBWPRW-UHFFFAOYSA-N 3-methylpentane-1,1-diol Chemical compound CCC(C)CC(O)O YHFGMFYKZBWPRW-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000001361 adipic acid Substances 0.000 description 3
- 235000011037 adipic acid Nutrition 0.000 description 3
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002987 primer (paints) Substances 0.000 description 3
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 3
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 2
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 2
- ZGDSDWSIFQBAJS-UHFFFAOYSA-N 1,2-diisocyanatopropane Chemical compound O=C=NC(C)CN=C=O ZGDSDWSIFQBAJS-UHFFFAOYSA-N 0.000 description 2
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 2
- UFXYYTWJETZVHG-UHFFFAOYSA-N 1,3-diisocyanatobutane Chemical compound O=C=NC(C)CCN=C=O UFXYYTWJETZVHG-UHFFFAOYSA-N 0.000 description 2
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 2
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 2
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- GNDLGOZYDSQVAK-UHFFFAOYSA-N 2,7-diisocyanato-2,7-dimethyloctane Chemical compound O=C=NC(C)(C)CCCCC(C)(C)N=C=O GNDLGOZYDSQVAK-UHFFFAOYSA-N 0.000 description 2
- FZHNODDFDJBMAS-UHFFFAOYSA-N 2-ethoxyethenylbenzene Chemical compound CCOC=CC1=CC=CC=C1 FZHNODDFDJBMAS-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- KBKNKFIRGXQLDB-UHFFFAOYSA-N 2-fluoroethenylbenzene Chemical compound FC=CC1=CC=CC=C1 KBKNKFIRGXQLDB-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- CTHJQRHPNQEPAB-UHFFFAOYSA-N 2-methoxyethenylbenzene Chemical compound COC=CC1=CC=CC=C1 CTHJQRHPNQEPAB-UHFFFAOYSA-N 0.000 description 2
- BTOVVHWKPVSLBI-UHFFFAOYSA-N 2-methylprop-1-enylbenzene Chemical compound CC(C)=CC1=CC=CC=C1 BTOVVHWKPVSLBI-UHFFFAOYSA-N 0.000 description 2
- CTRPRMNBTVRDFH-UHFFFAOYSA-N 2-n-methyl-1,3,5-triazine-2,4,6-triamine Chemical compound CNC1=NC(N)=NC(N)=N1 CTRPRMNBTVRDFH-UHFFFAOYSA-N 0.000 description 2
- FMFHUEMLVAIBFI-UHFFFAOYSA-N 2-phenylethenyl acetate Chemical compound CC(=O)OC=CC1=CC=CC=C1 FMFHUEMLVAIBFI-UHFFFAOYSA-N 0.000 description 2
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- IBMRTYCHDPMBFN-UHFFFAOYSA-N Mono-Me ester-Pentanedioic acid Natural products COC(=O)CCCC(O)=O IBMRTYCHDPMBFN-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 238000007259 addition reaction Methods 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 239000005456 alcohol based solvent Substances 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentenylidene Natural products C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000002542 deteriorative effect Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- JZRGFKQYQJKGAK-UHFFFAOYSA-N ethenyl cyclohexanecarboxylate Chemical compound C=COC(=O)C1CCCCC1 JZRGFKQYQJKGAK-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- QVTWBMUAJHVAIJ-UHFFFAOYSA-N hexane-1,4-diol Chemical compound CCC(O)CCCO QVTWBMUAJHVAIJ-UHFFFAOYSA-N 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
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000007974 melamines Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 2
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 2
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 2
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- WXUAQHNMJWJLTG-VKHMYHEASA-N (S)-methylsuccinic acid Chemical compound OC(=O)[C@@H](C)CC(O)=O WXUAQHNMJWJLTG-VKHMYHEASA-N 0.000 description 1
- HDPNBNXLBDFELL-UHFFFAOYSA-N 1,1,1-trimethoxyethane Chemical compound COC(C)(OC)OC HDPNBNXLBDFELL-UHFFFAOYSA-N 0.000 description 1
- XMKLTEGSALONPH-UHFFFAOYSA-N 1,2,4,5-tetrazinane-3,6-dione Chemical group O=C1NNC(=O)NN1 XMKLTEGSALONPH-UHFFFAOYSA-N 0.000 description 1
- VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-UHFFFAOYSA-N 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 1
- SUMXBOIZNXAYBM-UHFFFAOYSA-N 2-n-(2-methylpropoxy)-1,3,5-triazine-2,4,6-triamine Chemical compound CC(C)CONC1=NC(N)=NC(N)=N1 SUMXBOIZNXAYBM-UHFFFAOYSA-N 0.000 description 1
- XDZQCVCQMCYJAW-UHFFFAOYSA-N 2-n-(aminomethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound NCNC1=NC(N)=NC(N)=N1 XDZQCVCQMCYJAW-UHFFFAOYSA-N 0.000 description 1
- KFVIYKFKUYBKTP-UHFFFAOYSA-N 2-n-(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCNC1=NC(N)=NC(N)=N1 KFVIYKFKUYBKTP-UHFFFAOYSA-N 0.000 description 1
- SLLUHROOFRDQLU-UHFFFAOYSA-N 2-n-butoxy-1,3,5-triazine-2,4,6-triamine Chemical compound CCCCONC1=NC(N)=NC(N)=N1 SLLUHROOFRDQLU-UHFFFAOYSA-N 0.000 description 1
- CVKGSDYWCFQOKU-UHFFFAOYSA-N 2-n-butyl-1,3,5-triazine-2,4,6-triamine Chemical compound CCCCNC1=NC(N)=NC(N)=N1 CVKGSDYWCFQOKU-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- FKXISKWWZKRPED-UHFFFAOYSA-N C(CCC)ONC1(N(C(N(C(=N1)N)OCCCC)(N(C)OCCCC)OCCCC)OCCCC)OCCCC Chemical compound C(CCC)ONC1(N(C(N(C(=N1)N)OCCCC)(N(C)OCCCC)OCCCC)OCCCC)OCCCC FKXISKWWZKRPED-UHFFFAOYSA-N 0.000 description 1
- ONZYEDGRAXDLJX-UHFFFAOYSA-N COC(C(ON(C1=NC(=NC(=N1)N)N)C)(OC)OC)CC(OC)(OC)OC Chemical compound COC(C(ON(C1=NC(=NC(=N1)N)N)C)(OC)OC)CC(OC)(OC)OC ONZYEDGRAXDLJX-UHFFFAOYSA-N 0.000 description 1
- 229920003275 CYMEL® 325 Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 229920003270 Cymel® Polymers 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- IIGAAOXXRKTFAM-UHFFFAOYSA-N N=C=O.N=C=O.CC1=C(C)C(C)=C(C)C(C)=C1C Chemical compound N=C=O.N=C=O.CC1=C(C)C(C)=C(C)C(C)=C1C IIGAAOXXRKTFAM-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
- YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- ISRTYGKYJFAVAV-UHFFFAOYSA-N acetic acid dimethyl hexanedioate Chemical compound C(CCCCC(=O)OC)(=O)OC.C(C)(=O)O ISRTYGKYJFAVAV-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- VEIOBOXBGYWJIT-UHFFFAOYSA-N cyclohexane;methanol Chemical compound OC.OC.C1CCCCC1 VEIOBOXBGYWJIT-UHFFFAOYSA-N 0.000 description 1
- 230000003111 delayed effect Effects 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
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- XTDYIOOONNVFMA-UHFFFAOYSA-N dimethyl pentanedioate Chemical compound COC(=O)CCCC(=O)OC XTDYIOOONNVFMA-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000004070 electrodeposition Methods 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 229940093499 ethyl acetate Drugs 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 210000004905 finger nail Anatomy 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- UOBSVARXACCLLH-UHFFFAOYSA-N monomethyl adipate Chemical compound COC(=O)CCCCC(O)=O UOBSVARXACCLLH-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical group 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-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
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08L61/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
- C09D143/04—Homopolymers or copolymers of monomers containing silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
Definitions
- the present invention relates to a clear coat composition, and more particularly, to a clear coat composition having excellent external appearance properties, scratch resistance and weather resistance of a produced coating film.
- a plurality of coating processes such as electrodeposition painting, intermediate painting, base painting, and clear painting are performed in the automobile painting system.
- the prior art secures initial scratch resistance by adding a block isocyanate resin to the main reaction structure of an acrylic resin and a melamine resin to impart flexibility to the coating film.
- Korean Patent Registration No. 10-1115869 discloses a one-component clear coat composition for automobiles containing an acrylic resin, a melamine resin, a silane-modified blocked isocyanate resin, and a flowability adjusting resin.
- this prior art has a problem in that long-term weather resistance and scratch resistance are deteriorated by lowering the crosslinking density of the final coating film.
- the present invention improves the crosslinking density of the final coating film and at the same time imparts flexibility and elasticity to the appearance and scratch resistance of the vehicle at the beginning of production, as well as the appearance and gloss, scratch resistance after long-term driving or outdoor exposure, It is an object of the present invention to provide a clear coat composition capable of maintaining weather resistance and chipping resistance.
- the present invention includes an acrylic silane resin, a polyester resin, a urethane oligomer, a silane-modified polyisocyanate resin, a melamine resin, and an acrylic resin, wherein the polyester resin has a hydroxyl value (OHv) of 250 to 400 mgKOH/ g, a number average molecular weight (Mn) of 350 to 600 g/mol, and the silane-modified polyisocyanate resin has a number average molecular weight (Mn) of 1,000 to 4,000 g/mol.
- OHv hydroxyl value
- Mn number average molecular weight
- Mn number average molecular weight
- the clear coat composition according to one aspect of the present invention improves the crosslinking density of the final coating film and at the same time imparts flexibility and elasticity, so that not only the appearance and scratch resistance of the vehicle at the beginning of production, but also the appearance and gloss after long-term driving or outdoor exposure , it is possible to form a coating film capable of maintaining scratch resistance, weather resistance, and chipping resistance performance.
- weight average molecular weight (Mw) and “number average molecular weight (Mn)” are measured by a method commonly known in the art to which the present invention belongs, for example, a method such as gel permeation chromatograph (GPC) can be measured with
- glass transition temperature (Tg) is measured by a method commonly known in the art to which the present invention pertains, and can be measured by, for example, differential scanning calorimetry (DSC).
- (meth)acryl means “acryl” and/or “methacryl”
- (meth)acrylate means “acrylate” and/or “methacrylate”.
- parts by weight means the ratio of the weight between each component.
- a clear coat composition according to one aspect of the present invention may include an acrylic silane resin, a polyester resin, a urethane oligomer, a silane-modified polyisocyanate resin, a melamine resin, and an acrylic resin.
- the acrylsilane resin serves to improve appearance properties such as durability and gloss of a coating film prepared from a clear coat composition containing the same.
- the acrylsilane resin refers to a silane-modified acrylic resin, and directly synthesized according to a known method may be used, or a commercially available product may be used.
- the acrylsilane resin may be obtained by modifying an acrylic resin prepared from at least one of the first vinyl-based monomer and the first (meth)acrylate-based monomer with a silane monomer.
- the first vinyl monomer is, for example, styrene, methylstyrene, dimethylstyrene, fluorostyrene, ethoxystyrene, methoxystyrene, phenylene vinyl ketone, vinyl t-butyl benzoate, vinyl cyclohexanoate, vinyl acetate, vinyl vinyl It may be at least one selected from the group consisting of rolidone, vinyl chloride, vinyl alcohol, acetoxy styrene, t-butyl styrene and vinyl toluene, but is not limited thereto.
- the first (meth)acrylate monomer may include at least one selected from the group consisting of a hydroxyl group-free (meth)acrylate monomer and a hydroxyl group-containing (meth)acrylate monomer.
- (meth)acrylate monomers without a hydroxy group include, for example, (meth)acrylic acid, methyl (meth)acrylic acid, (meth)acrylate, methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate , isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, heptyl (meth) acrylate )Acrylate, isooctyl (meth)acrylate, octyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isodecyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate It may contain one or
- the hydroxyl group-containing (meth)acrylate monomer may be, for example, a hydroxyalkyl-containing (meth)acrylate, specifically 2-hydroxymethyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2 - It may contain at least one selected from the group consisting of hydroxypropyl (meth)acrylate and 2-hydroxybutyl (meth)acrylate.
- the silane monomer may be a silane monomer containing an alkoxy group.
- Silane monomers such as gamma-glycidoxypropyl triethoxy silane, gamma-glycidoxypropyl trimethoxy silane, gamma-glycidoxypropyl methyldiethoxy silane, gamma-glycidoxypropyl triethoxy silane, 3- Mercaptopropyl trimethoxy silane, vinyltrimethoxysilane, vinyltriethoxy silane, gamma-methacryloxypropyl trimethoxy silane, gamma-methacryloxy propyl triethoxy silane, gamma-aminopropyl trimethoxy silane , gamma-aminopropyl triethoxy silane, 3-isocyanato propyl triethoxy silane, gamma-acetoacetate propyl trimethoxysilane, gamma-ace
- the acrylic silane resin may be, for example, silane-modified after preparing an acrylic resin using a radical polymerization method, and depending on the initiator and polymerization time, physical properties, that is, weight average molecular weight (Mw), hydroxyl value (OHv), acid value ( Av) can be adjusted.
- Mw weight average molecular weight
- OHv hydroxyl value
- Av acid value
- the acrylsilane resin may have a weight average molecular weight (Mw) of 7,000 to 9,000 g/mol, 7,500 to 8,500 g/mol, or 7,800 to 8,200 g/mol.
- Mw weight average molecular weight
- the weight average molecular weight of the acrylic silane resin is within the above range, long-term physical properties such as durability and weather resistance of the produced coating film may be excellent.
- the weight average molecular weight of the acrylic silane resin is less than the above range, the molecular weight is small, resulting in poor weatherability and scratch resistance of the prepared coating film, and when it exceeds the above range, the flowability is lowered due to the increase in molecular weight, so the work of the clear coat composition including it Due to poor properties and poor surface smoothness, it is difficult to manufacture a coating film having an excellent appearance.
- the acrylsilane resin may have a hydroxyl value (OHv) of 70 to 100 mgKOH/g or 75 to 95 mgKOH/g.
- OHv hydroxyl value
- the hydroxyl value of the acrylic silane resin is within the above range, durability and weather resistance of the coating film are improved.
- the hydroxyl value of the acrylic silane resin is less than the above range, the formation of a coating film by a crosslinking reaction with the curing agent is insufficient, and mechanical properties such as hardness of the coating film are lowered. This may cause a problem in that the appearance properties of the produced coating film are insufficient.
- the acrylsilane resin may have an acid value (Av) of 5 mgKOH/g or less, or 0.1 to 5 mgKOH/g.
- Av acid value of the acrylsilane resin
- the reactivity of the composition containing the acrylic silane resin may be adjusted to improve the appearance characteristics of the coating film prepared therefrom.
- the acid value of the acrylic silane resin is less than the above range, the curing reaction rate is lowered, resulting in a problem of deteriorating the appearance of the produced coating film. degradation may occur.
- the acrylsilane resin may have a glass transition temperature (Tg) of 30 to 50°C or 35 to 45°C.
- Tg glass transition temperature
- the glass transition temperature of the acrylic silane resin is within the above range, there is an effect of improving the hardness and solvent resistance of the coating film.
- the glass transition temperature of the acrylic silane resin is less than the above range, the drying speed and crosslinking density of the coating film are lowered, resulting in insufficient hardness and solvent resistance of the produced coating film.
- the appearance characteristics and chipping resistance of the coated film may be insufficient.
- the acrylsilane resin may have a solids content (NV) of 60 to 80% by weight, 65 to 75% by weight, or 68 to 73% by weight based on the total weight of the resin.
- NV solids content
- the solid content of the acrylsilane resin is within the above range, storage stability of the resin and storage stability of the clear coat composition may be improved and workability may be excellent.
- the solid content of the acrylic silane resin is less than the above range, the viscosity is too low, resulting in poor workability of the clear coat composition containing the same. Aggregation may occur over time due to poor stability.
- the acrylsilane resin may be included in an amount of 30 to 50% by weight, 35 to 45% by weight, or 37 to 43% by weight based on the total weight of the clear coat composition.
- the acrylsilane resin is included within the above content range, there is an effect of improving the adhesion and durability of the coating film. If the content of the acrylic silane resin is less than the above range, the drying property is deteriorated, resulting in a decrease in the adhesion, gloss and durability of the coating film. As a result, the appearance of the coating film and scratch resistance may be deteriorated.
- the polyester resin serves to impart flexibility to the coating film, improve crosslinking density, and improve scratch resistance.
- Polyester resin is a high-functionality and low-molecular-weight resin containing three or more hydroxyl groups in a repeating unit. Due to its high functionality, the polyester resin improves the reactivity and crosslinking density of a clear coat composition containing the polyester resin, thereby improving durability and mechanical properties of a coating film prepared therefrom. There is an effect of improving physical properties, and by including a high-functionality and low-molecular-weight polyester resin, flexibility is imparted to the clear coat composition to improve smoothness and crosslinking density, thereby improving the appearance characteristics and scratch resistance of the coating film. .
- a polyester resin synthesized directly according to a known method may be used, or a commercially available product may be used.
- the polyester resin can be produced, for example, from a condensation reaction of a polyol monomer having two or more hydroxyl groups in one molecule and a carboxyl group-containing monomer.
- the polyester resin may be prepared from a first polyol monomer having two hydroxyl groups in one molecule, a second polyol monomer having three or more hydroxyl groups in one molecule, and a carboxyl group-containing monomer.
- Carboxyl group-containing monomers include, for example, adipic acid (AA), isophthalic acid (IPA), trimellitic anhydride (TMA), hexahydrophthalic anhydride (HHPA), cycloaliphatic acid, phthalic anhydride, isophthalic acid, terephthalic acid, succinic acid, adipic acid , fumaric acid, maleic anhydride, tetrahydrophthalic anhydride, caprolactone, and derivatives thereof.
- AA adipic acid
- IPA isophthalic acid
- TMA trimellitic anhydride
- HHPA hexahydrophthalic anhydride
- cycloaliphatic acid phthalic anhydride
- isophthalic acid terephthalic acid
- succinic acid adipic acid
- fumaric acid maleic anhydride
- tetrahydrophthalic anhydride caprolactone
- the first polyol monomer has two hydroxyl groups in one molecule, such as cyclohexane dimethanol (CHDM), polyethylene glycol, 1,6-hexanediol (1,6-HD), neopentyl glycol (NPG), and ethylene glycol.
- CHDM cyclohexane dimethanol
- polyethylene glycol 1,6-hexanediol
- NPG neopentyl glycol
- propylene glycol, diethylene glycol, butanediol, 1,4-hexanediol and 3-methylpentanediol may be one or more selected from the group consisting of.
- the second polyol has three or more hydroxyl groups in one molecule, and may be, for example, at least one selected from the group consisting of trimethylol propane (TMP), trimethylolethane, pentaerythritol, and glycerin.
- TMP trimethylol propane
- TMP trimethylolethane
- pentaerythritol pentaerythritol
- glycerin trimethylol propane
- the polyester resin may be manufactured using a condensation reaction between an acid and an alcohol, and physical properties such as number average molecular weight (Mn), hydroxyl value (OHv), and acid value (Av) can be controlled according to the input ratio of acid and alcohol.
- Mn number average molecular weight
- OHv hydroxyl value
- Av acid value
- the polyester resin may have a number average molecular weight (Mn) of 350 to 600 g/mol, 400 to 550 g/mol, or 450 to 500 g/mol.
- Mn number average molecular weight
- smoothness of the clear coat composition is improved and a soft coating film is formed to improve scratch resistance and hardness.
- the number average molecular weight of the polyester resin is less than the above range, there is a problem that the molecular weight is small and the mechanical properties of the prepared coating film are deteriorated. This may cause a problem in which scratch resistance is reduced and scratch resistance is reduced.
- the polyester resin may have a hydroxyl value (OHv) of 250 to 400 mgKOH/g, 300 to 350 mgKOH/g, or 300 to 330 mgKOH/g.
- OHv hydroxyl value
- the reactivity with the melamine resin is improved to increase the crosslinking density of the coating film, thereby improving mechanical properties, appearance and chemical resistance.
- the hydroxyl value of the polyester resin is less than the above range, there is a problem in that the durability and chemical resistance of the produced coating film is lowered due to insufficient reactivity with the melamine resin and insufficient crosslinking density, and when it exceeds the above range, the coating film is overcured and brittle (brittle) may cause a problem of deterioration in appearance and scratch resistance.
- the polyester resin may have a viscosity at 25° C. of 800 to 1,200 cps, 850 to 1,150 cps, or 900 to 1,100 cps.
- the viscosity of the polyester resin at 25° C. is within the above range, the viscosity of the clear coat composition is appropriate and workability is improved. If the viscosity of the polyester resin at 25 ° C. is less than the above range, the viscosity of the composition is too low, resulting in poor coating flow, adhesion and scratch resistance due to non-formation of the prepared coating film, and if it exceeds the above range, the composition Due to the lack of workability, a problem of deterioration of the appearance characteristics of the manufactured coating film may occur.
- the polyester resin may be included in an amount of 1 to 12% by weight, 1 to 10% by weight, or 3 to 8% by weight based on the total weight of the clear coat composition.
- the polyester resin is included within the above content range, there is an effect of improving external scratch resistance and smoothness of the coating film. If the content of the polyester resin in the composition is less than the above range, the crosslinking density is lowered, resulting in deterioration in appearance and scratch resistance. And a problem of deterioration of mechanical properties may occur.
- the urethane oligomer provides elasticity to a coating film made of a clear coat composition containing the oligomer and serves to improve gloss, smoothness, and scratch resistance.
- the urethane oligomer may have a low glass transition temperature and high functionality of trifunctional or higher. As described above, when the glass transition temperature of the urethane oligomer is low, a soft coating is formed to improve the appearance and scratch resistance, and when the urethane oligomer has a trifunctional or higher functionality, flexibility and elasticity of a clear coat composition including the oligomer are increased. There is an effect of improving the appearance characteristics and scratch resistance of the coating film prepared therefrom.
- the urethane oligomer one synthesized directly according to a known method may be used, or a commercially available product may be used.
- the urethane oligomer can be prepared from, for example, an alcohol-based monomer and a polyfunctional isocyanate-based monomer containing two or more isocyanates in one molecule.
- Alcoholic monomers include, for example, cyclohexanol, ethylhexanol, butanol, 1,6-hexanediol, ethylene glycol, propylene glycol, diethylene glycol, butylene glycol, neopentyl glycol, trimethylol propane, butanediol, 1 It may be at least one selected from the group consisting of ,4-hexanediol and 3-methylpentanediol.
- Polyfunctional isocyanate-based monomers include, for example, hexamethylene diisocyanate (HMDI), isophorone diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, propylene diisocyanate, ethylene diisocyanate, 2,3- Dimethylethylene diisocyanate, 1-methyltrimethylene diisocyanate, 1,3-cyclopentene diisocyanate, 1,4-cyclopentene diisocyanate, 1,2-cyclopentene diisocyanate, 1,3-phenylene diisocyanate, 1, 4-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, 4,4-diphenylpropane diisocyanate, xylene diisocyanate, 1,1,6,6-tetramethylhexamethylene diisocyanate , It may be one or more selected from the
- the urethane oligomer may be prepared using an addition reaction of a polyfunctional isocyanate-based monomer and an alcohol-based monomer, and physical properties such as number average molecular weight (Mn) and glass transition temperature (Tg) may be adjusted according to the reaction ratio. .
- the urethane oligomer may not contain unreacted NCO groups.
- the appearance of the produced coating film is excellent.
- the urethane oligomer may have a number average molecular weight (Mn) of 700 to 1,300 g/mol or 900 to 1,100 g/mol.
- Mn number average molecular weight
- the smoothness of the clear coat composition is improved and a soft coating film is formed, so that the coating film has excellent gloss and appearance properties.
- the number average molecular weight of the urethane oligomer is less than the above range, the molecular weight is small and mechanical properties and weather resistance are deteriorated. Brittle) may cause a problem of deterioration in scratch resistance.
- the urethane oligomer may have a glass transition temperature (Tg) of -10 to -30 °C or -15 to -25 °C.
- Tg glass transition temperature
- flexibility of the coating film is increased, thereby improving gloss properties and scratch resistance of the coating film.
- the glass transition temperature of the urethane oligomer is less than the above range, the elasticity of the coating film increases and the hardness decreases, and the drying property of the clear coat composition deteriorates, resulting in a decrease in the appearance properties of the coating film. If it exceeds the above range, the flowability of the clear coat composition decreases As a result, the appearance properties are deteriorated and the elasticity of the coating film is lowered, which may cause problems in that adhesion and scratch resistance are deteriorated.
- the urethane oligomer may have a solids content of 70 to 90% by weight, or 75 to 85% by weight based on the total weight of the oligomer.
- the solid content of the urethane oligomer is within the above range, the workability of the clear coat composition is improved.
- the solid content of the urethane oligomer is less than the above range, the viscosity is excessively low and the flowability is deteriorated, and the workability of the clear coat composition including the same is insufficient. , Dispersion stability deteriorates, and aggregates may occur in the clear coat composition over time.
- the urethane oligomer may be included in an amount of 1 to 15% by weight, 3 to 12% by weight, preferably 5 to 10% by weight based on the total weight of the clear coat composition.
- flexibility and appearance characteristics of the prepared coating film are excellent.
- the content of the urethane oligomer in the clear coat composition is less than the above range, the crosslinking density of the coating film is lowered, resulting in a decrease in scratch resistance and appearance. A problem in that the drying property is lowered and the hardness of the coating film is lowered may occur.
- the silane-modified polyisocyanate resin serves to improve the crosslinking density, smoothness, and scratch resistance of a coating film after weather resistance.
- silane-modified polyisocyanate resin one synthesized directly according to a known method or a commercially available product may be used.
- the silane-modified polyisocyanate resin may be, for example, a polyisocyanate resin prepared from at least one of an alcohol-based monomer and an isocyanate-based compound modified with a silane monomer. More specifically, the silane-modified polyisocyanate resin is prepared by reacting at least one of an alcohol-based monomer and an isocyanate-based compound to prepare a polyisocyanate resin having a free NCO group, and then reacting with a silane monomer such as aminosilane. It may be silane-modified. Therefore, the polyisocyanate resin modified with aminosilane may have a urea-urethane-urea structure.
- the silane-modified polyisocyanate resin may be obtained by modifying an isocyanate-based compound with a silane monomer. More specifically, the silane-modified polyisocyanate resin may be silane-modified by reacting an isocyanate-based compound with a silane monomer such as aminosilane. Therefore, the polyisocyanate resin modified with aminosilane may have a urea structure.
- Alcoholic monomers include, for example, cyclohexanol, cyclohexanedimethanol (CHDM) ethylhexanol, butanol, 1,6-hexanediol, ethylene glycol, propylene glycol, diethylene glycol, butylene glycol, neopentyl glycol ( NPG), trimethylol propane (TMP), propanediol, butanediol, 1,4-hexanediol, 3-methylpentanediol, and pentaerythritol.
- CHDM cyclohexanedimethanol
- NPG neopentyl glycol
- TMP trimethylol propane
- propanediol butanediol
- 1,4-hexanediol 1,4-hexanediol
- 3-methylpentanediol pentaerythritol.
- Isocyanate-based compounds include, for example, hexamethylene diisocyanate (HMDI), isophorone diisocyanate (IPDI), trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, propylene diisocyanate, ethylene diisocyanate, 2,3 -Dimethylethylene diisocyanate, 1-methyltrimethylene diisocyanate, 1,3-cyclopentene diisocyanate, 1,4-cyclopentene diisocyanate, 1,2-cyclopentene diisocyanate, 1,3-phenylene diisocyanate, 1 ,4-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, methylene diphenyl diisocyanate (MDI), 4,4-diphenylpropane diisocyanate, xylene diisocyanate, tetramethylx
- the silane monomer may be an amine group-containing silane monomer.
- the silane monomer may be, for example, bis-gamma-trimethoxysilylpropylamine, bis-gamma-triethoxysilylpropylamine, aminopropyltriethoxysilane, or aminopropyltrimethoxysilane.
- the silane-modified polyisocyanate resin is, for example, a polyisocyanate resin prepared by using an addition reaction of an isocyanate-based compound and an alcohol-based monomer, and then modified with a silane monomer such as aminosilane, or a silane such as aminosilane is added to an isocyanate-based compound. It may be modified into a monomer, and physical properties such as number average molecular weight (Mn) and glass transition temperature (Tg) may be adjusted according to the reaction ratio.
- Mn number average molecular weight
- Tg glass transition temperature
- the silane-modified polyisocyanate resin may have a number average molecular weight (Mn) of 1,000 to 4,000 g/mol or 1,500 to 3,000 g/mol.
- Mn number average molecular weight
- the number average molecular weight of the silane-modified polyisocyanate resin is within the above range, the crosslinking density and smoothness of the clear coat composition are improved, so that the coating film prepared therefrom has excellent weather resistance and scratch resistance.
- the number average molecular weight of the silane-modified polyisocyanate resin is less than the above range, the molecular weight is small and mechanical properties and weather resistance are deteriorated. Brittle (Brittle) may cause a problem that the scratch resistance is lowered.
- the silane-modified polyisocyanate resin may have a viscosity of 400 to 1,200 cps or 500 to 1,000 cps at 25°C.
- the viscosity of the silane-modified polyisocyanate resin is within the above range, the viscosity of the clear coat composition is appropriate and workability is improved.
- the viscosity of the silane-modified polyisocyanate resin at 25° C. is less than the above range, the viscosity of the composition is too low, resulting in poor smoothness, adhesion and scratch resistance due to non-formation of the prepared coating film, and when it exceeds the above range, the composition Due to the lack of workability, a problem of deterioration of the appearance characteristics of the manufactured coating film may occur.
- the silane-modified polyisocyanate resin may have a solid content of 70 to 90% by weight or 75 to 85% by weight based on the total weight of the resin.
- the solid content of the silane-modified polyisocyanate resin is within the above range, the workability of the clear coat composition is improved.
- the solid content of the silane-modified polyisocyanate resin is less than the above range, the viscosity is excessively low, resulting in poor flowability and poor workability of the clear coat composition. Stability is lowered, dispersion stability is deteriorated, and aggregates may be generated in the clear coat composition over time.
- the silane-modified polyisocyanate resin may have 7 to 26 or 9 to 24 alkoxy groups bonded to a plurality of Sis in the resin.
- the crosslinking density of the clear coat composition is improved, so that weather resistance and mechanical properties are excellent.
- the number of alkoxy groups of the silane-modified polyisocyanate resin is less than the above range, the crosslinking density is lowered and weather resistance and scratch resistance are lowered. may be lowered
- the silane-modified polyisocyanate resin may be included in an amount of 1 to 15% by weight, 3 to 12% by weight, or 5 to 10% by weight based on the total weight of the clear coat composition.
- the silane-modified polyisocyanate resin is included within the above content range, the crosslinking density is improved, thereby improving adhesion and scratch resistance of the coating film.
- the content of the silane-modified polyisocyanate resin is less than the above range, the elasticity of the coating film is lowered, resulting in a decrease in chipping resistance and scratch resistance. A problem in which scratch resistance is reduced and the coating workability and coating flowability of the composition is insufficient may cause a problem in that the appearance of the coating film is deteriorated.
- Melamine resin serves to cure the composition by crosslinking with each component of the clear coat composition and improve the hardness of the coating film.
- the melamine resin may be an alkylated melamine resin, and directly synthesized according to a known method or a commercially available product may be used.
- Melamine resins include, for example, methoxy methyl melamine, methyl melamine, butyl melamine, isobutoxy melamine, butoxy melamine, hexamethylol melamine, hexamethoxy methyl melamine, hexabutoxy methyl melamine, hexamethoxybutoxy methyl melamine and aminomethyl melamine. It may include at least one selected from the group consisting of toxy methyl melamine.
- the melamine resin may have a weight average molecular weight (Mw) of 500 to 1,000 g/mol, 600 to 900 g/mol, or 500 to 800 g/mol.
- Mw weight average molecular weight
- the weight average molecular weight of the melamine resin is within the above range, there is an effect of improving the adhesion and hardness of the coating film prepared by improving the crosslinking density.
- the weight average molecular weight of the melamine resin is less than the above range, the crosslinking density of the coating film is lowered, resulting in a decrease in chemical resistance and scratch resistance.
- the melamine resin may have a viscosity at 25° C. of 2,000 to 4,000 cps, 2,200 to 3,900 cps, or 2,400 to 3,800 cps.
- a viscosity at 25° C. of 2,000 to 4,000 cps, 2,200 to 3,900 cps, or 2,400 to 3,800 cps.
- gloss and appearance are excellent.
- the viscosity at 25 ° C. of the melamine resin is less than the above range, the viscosity is low and the adhesion and scratch resistance of the coating film is deteriorated due to the formation of a coating film, and if the viscosity exceeds the above range, the workability of the composition is poor A problem may occur due to lack of appearance characteristics.
- Examples of commercially available melamine resins include CYTEC's CYMEL-325, CYMEL-303, CYMEL-1161 and CYMEL-1168, and BASF's LUWIPAL 012 and LUWIPAL 072.
- the melamine resin may be included in an amount of 5 to 25% by weight, 7 to 23% by weight, or 10 to 20% by weight based on the total weight of the clear coat composition.
- the content of the melamine resin is within the above range, there is an effect of improving the adhesion and hardness of the prepared coating film by improving the crosslinking density. If the content of the melamine resin is less than the above range, there is a problem in that the hardness and appearance characteristics are deteriorated due to a decrease in curability, and when the content exceeds the above range, the coating film is brittle due to excessive curability, resulting in adhesion, impact resistance and scratch resistance degradation may occur.
- An acrylic resin may be included to control the flowability of the composition.
- the acrylic resin one synthesized directly according to a known method may be used, or a commercially available product may be used.
- the acrylic resin may be prepared, for example, by polymerizing at least one of a second vinyl-based monomer and a second (meth)acrylate-based monomer.
- the acrylic resin may be prepared by reacting a second vinyl-based monomer, a second (meth)acrylic monomer, and benzyl amine, and may have a chemical structure in which a needle-shaped diurea group exists.
- Examples of the second vinyl monomer include styrene, methylstyrene, dimethylstyrene, fluorostyrene, ethoxystyrene, methoxystyrene, phenylene vinyl ketone, vinyl t-butyl benzoate, vinyl cyclohexanoate, vinyl acetate, vinyl At least one selected from the group consisting of pyrrolidone, vinyl chloride, vinyl alcohol, acetoxy styrene, t-butyl styrene and vinyl toluene may be used.
- the second (meth)acrylate-based monomer may include at least one selected from the group consisting of a hydroxy group-free (meth)acrylate monomer and a hydroxyl group-containing (meth)acrylate monomer.
- (meth)acrylate monomers containing no hydroxy group include, for example, (meth)acrylic acid, methyl (meth)acrylic acid, (meth)acrylate, methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, ) Acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, Heptyl (meth) acrylate, isooctyl (meth) acrylate, octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isodecyl (meth) acrylate, decyl (meth) acrylate, dodecyl ( It may include at least one selected
- the hydroxy group-containing (meth)acrylate monomer may be, for example, a hydroxyalkyl-containing (meth)acrylate, specifically 2-hydroxy methyl (meth) acrylate, 2-hydroxy ethyl (meth) acrylate rate, 2-hydroxy propyl (meth) acrylate and 2-hydroxy butyl (meth) acrylate may include one or more selected from the group consisting of.
- the acrylic resin may be prepared, for example, using a radical polymerization method, and physical properties such as weight average molecular weight (Mw), hydroxyl value (OHv), and acid value (Av) may be adjusted according to an initiator and polymerization time.
- Mw weight average molecular weight
- OHv hydroxyl value
- Av acid value
- the acrylic resin may have a weight average molecular weight (Mw) of 6,000 to 9,000 g/mol, 6,500 to 8,500 g/mol, or 7,000 to 8,000 g/mol.
- Mw weight average molecular weight
- the flowability of the composition is appropriate and workability may be excellent.
- the weight average molecular weight of the acrylic resin is less than the above range, there is a problem that the flowability of the clear coat composition is insufficient due to the small molecular weight, and the workability is poor, and the acid resistance and chemical resistance of the prepared coating film are lowered, and when it exceeds the above range As the molecular weight increases, the workability of the clear coat composition composition becomes poor and the surface smoothness is poor, making it difficult to prepare a coating film having excellent appearance and gloss.
- the acrylic resin may have a hydroxyl value (OHv) of 110 to 200 mgKOH/g or 140 to 150 mgKOH/g.
- OHv hydroxyl value
- the hydroxyl value of the acrylic resin is within the above range, there is an effect of improving the weather resistance of the coating film.
- the hydroxyl value of the acrylic resin is less than the above range, the formation of a coating film by a crosslinking reaction with the curing agent is insufficient, and mechanical properties such as hardness of the coating film are lowered. It may fall off, and problems such as lack of appearance characteristics, water resistance and scratch resistance of the produced coating film may occur.
- the acrylic resin may have a glass transition temperature (Tg) of 0.5 to 10 °C or 1 to 5 °C.
- Tg glass transition temperature
- the acrylic resin may have a glass transition temperature (Tg) of 0.5 to 10 °C or 1 to 5 °C.
- Tg glass transition temperature
- the glass transition temperature of the acrylic resin is within the above range, there is an effect of improving gloss characteristics and hardness of the coating film.
- the glass transition temperature of the acrylic resin is less than the above range, the drying rate of the clear coat composition is delayed, resulting in poor solvent resistance and chipping resistance of the prepared coating film. may be lacking in appearance characteristics and hardness.
- the acrylic resin may have a solid content (NV) of 40 to 60% by weight, or 45 to 55% by weight based on the total weight of the resin.
- NV solid content
- storage stability of the resin and storage stability of the clear coat composition may be improved and workability may be excellent.
- the solid content of the acrylic resin is less than the above range, the viscosity is too low, resulting in poor workability of the clear coat composition containing the same. Aggregation may occur over time.
- the acrylic resin may be included in an amount of 3 to 20% by weight, or 5 to 15% by weight based on the total weight of the clear coat composition.
- the acrylic resin is included within the above content range, there is an effect of improving the flowability of the clear coat composition.
- the content of the acrylic resin is less than the above range, the drying property is lowered and the flowability of the clear coat composition including the acrylic resin is insufficient, resulting in poor workability. , the coating flowability is lowered and the viscosity of the clear coat composition is increased, so storage stability and appearance may be lowered.
- the clear coat composition according to one aspect of the present invention may include an acrylic silane resin and an acrylic resin in a weight ratio of 3:1 to 7:1, or 4:1 to 6:1.
- the mixed weight ratio of the acrylic silane resin and the acrylic resin is within the above range, there is an effect of improving durability and appearance characteristics of the produced coating film.
- the mixed weight ratio of the acrylic silane resin and the acrylic resin is less than the above range, that is, when a small amount of the acrylic silane resin is included based on the acrylic resin, the drying property is lowered, resulting in a clear coat composition comprising the same.
- a clear coat composition according to one aspect of the present invention may include a solvent.
- the solvent serves to control the viscosity of the composition, improve drying properties, and improve the appearance characteristics and spreadability of the prepared coating film.
- the solvent is not particularly limited as long as it is commonly used in the clear coat composition, and may include, for example, at least one selected from the group consisting of aromatic hydrocarbon-based solvents, acetate-based solvents, alcohol-based solvents, and propionate-based solvents. there is.
- the solvent is an aromatic hydrocarbon-based solvent such as toluene, xylene, and xylene; 1-methoxy-2-propylacetate, methylacetate, ethylacetate, n-propylacetate, n-butylacetate, methyl glutarate, methyl succinate, methyl adipate, dimethyl glutarate, dimethyl succinate, dimethyl adipate
- Acetate solvents such as a paste, propylene glycol methyl ether acetate (PMA), butyl carbitol acetate, and butyl cellosolve acetate; alcohol solvents such as n-butanol, propanol, 1-methoxy-2-propanol, and 2-butoxyethanol; ketone solvents such as acetone, methyl ethyl ketone, methyl butyl ketone, and methyl isobutyl ketone; and propionate-based solvents such as ethyl ethoxy propionat
- the solvent may be included in the composition in an amount of 5 to 40% by weight, or 10 to 35% by weight based on the total weight of the clear coat composition.
- the solvent is included within the above range, there is an effect of improving workability and drying property by appropriately adjusting the viscosity of the composition.
- the content of the solvent in the clear coat composition is less than the above range, the solid content in the composition is high, resulting in poor workability of the composition. Problems with poor appearance and adhesion of the coated film may occur.
- the clear coat composition according to one aspect of the present invention may further include additives such as a light stabilizer, an acid catalyst, a moisture absorbent, a curing catalyst, a UV absorber, and a surface leveling agent.
- additives such as a light stabilizer, an acid catalyst, a moisture absorbent, a curing catalyst, a UV absorber, and a surface leveling agent.
- Additives are not particularly limited as long as they can be added to the clear coat composition in general.
- Light stabilizers play a role in absorbing ultraviolet rays and suppress radical chain reactions caused by ultraviolet rays
- acid catalysts play a role in accelerating the reaction and controlling the curing speed
- surface leveling agents play a role in improving appearance characteristics such as smoothness.
- the absorbent absorbs moisture and serves to improve storage properties.
- the content of the additive is not particularly limited as long as it can be generally included in the clear coat composition.
- the additive may be included in the composition in an amount of 1 to 15% by weight, or 1.5 to 12% by weight, or 1.7 to 11% by weight based on the total weight of the clear coat composition.
- a clear coat composition according to one aspect of the present invention may be a one-component type containing a main part and a curing agent part.
- the clear coat composition of the present invention may have a solids content of 50 to 60% by weight, or 52 to 58% by weight.
- the solid content of the clear coat composition of the present invention is within the above range, there is an advantage in that the painting workability of the composition becomes appropriate.
- the solid content of the clear coat composition of the present invention is less than the above range, curing reactivity is reduced due to the decrease in solid content, and when the solid content is above the above range, the workability of the clear coat composition is reduced due to the high solid content.
- the clear coat composition of the present invention may have a viscosity of 38 to 52 seconds, 40 to 50 seconds, or 42 to 48 seconds based on Ford Cup No. 4. If the viscosity of the clear coat composition of the present invention is less than the above range, problems such as dripping down the vertical surface may occur, and if the viscosity is above the above range, the viscosity of the composition is high, deteriorating the appearance characteristics of the coating film prepared therefrom or increasing the load on the paint machine. It may get caught and cause damage to the sprayer.
- the clear coat composition according to the present invention includes a low molecular weight and high functional polyester resin and a low molecular weight silane-modified polyisocyanate resin to improve the crosslinking density of the final coating film while imparting flexibility and elasticity, thereby providing scratch resistance and durability.
- This excellent coating film can be manufactured.
- the coating film prepared from the clear coat composition of the present invention has excellent weather resistance, no deterioration in appearance properties, particularly gloss, and excellent scratch resistance and chipping resistance even after long-term driving or outdoor exposure.
- Acrylic silane resin, polyester resin, urethane oligomer, silane-modified polyisocyanate resin, melamine resin, acrylic resin, additives and solvents were mixed in the contents shown in [Table 1] to [Table 3], and 46 based on Ford Cup No. 4 A clear coat composition having a viscosity of candle was prepared.
- a primer coating material (manufacturer: KCC, product name: FU2300) was applied to the specimen and cured at 140° C. for 20 minutes to form a primer coating film having a thickness of 40 ⁇ m.
- a base coat (manufacturer: KCC, product name: WT3060) is applied by bell spray on the primer film, and hot air is blown at 80 ° C for 3 minutes to evaporate the remaining water in the paint to form a base film with a thickness of 15 ⁇ m. formed.
- the clear coat composition prepared in Examples and Comparative Examples was coated on the base coating film and cured at 140° C. for 25 minutes to form a clear coating film having a thickness of 40 ⁇ m to prepare a final coating film.
- the physical properties of the specimens were measured in the following manner, and the results are presented in [Table 5] to [Table 7].
- the clear coating film uses a hand gun spray (nozzle aperture: 1.5 mm, air pressure: maintained constant around 45 kgf/cm 2 ), and maintains a constant distance between the nozzle inlet and the specimen at 30 cm, while maintaining a constant 45 cm/cm It was painted while moving at the speed of sec.
- CF was measured and calculated horizontally and vertically. Horizontal/vertical value of CF. CF is 77 or more/73 or more excellent ( ⁇ ), 75 or more and less than 77/70 or more and less than 73 is good ( ⁇ ), 72 or more and less than 75/67 or more and less than 70 is average ( ⁇ ) , less than 72/67 were evaluated as defective (x).
- gloss retention rate (%) was 80% or more, it was evaluated as excellent ( ⁇ ), 70% or more and less than 80% as good ( ⁇ ), 60% or more and less than 70% as normal ( ⁇ ), and less than 60% as poor ( ⁇ ). .
- gloss retention rate (%) was 65% or more, it was evaluated as excellent ( ⁇ ), 55% or more and less than 65% as good ( ⁇ ), 40% or more and less than 55% as normal ( ⁇ ), and less than 40% as poor ( ⁇ ). .
- the gloss was 91% or more, it was evaluated as excellent ( ⁇ ), 89% or more and less than 91% as good ( ⁇ ), 87% or more and less than 89% as normal ( ⁇ ), and less than 87% as poor ( ⁇ ). .
- the damaged part of the final coating film if there are 10 or less damages of 1 mm or less, excellent ( ⁇ ), if there are 10 or less damages of more than 1 mm and less than 2 mm, good ( ⁇ ), and damages of 2 mm or more and less than 3 mm 10 or less were evaluated as normal ( ⁇ ), and damages of 2 mm or more and less than 3 mm were evaluated as defective ( ⁇ ) if more than 10 damages.
- the hardness of the clear coating film was measured by the pencil hardness method. Specifically, the maximum hardness without damaging the clear coating film was measured using pencils of 3B, 2B, B, HB, F, H, and 2H, respectively.
- the impact resistance of the final coating film was evaluated according to ASTM D2794.
- a DuPont impact tester was used, and the appearance of the coating film was observed when a 500g weight was dropped on the specimen while changing the drop height of the weight from 30cm to 50cm.
- the final coating film was immersed in a constant temperature water bath at 40° C. for 240 hours, left at room temperature for 1 hour, and then adhesion was evaluated by a checkerboard method, and discoloration was visually confirmed.
- the squares were removed using a tape to measure adhesion.
- the measured adhesion is excellent ( ⁇ ) when 100 squares are fully attached ( ⁇ ), good ( ⁇ ) when the remaining squares are 70% or more and less than 100%, normal ( ⁇ ), 50% when 50% or more and less than 70% If less than, it was evaluated as defective ( ⁇ ).
- the measurement result was evaluated as excellent ( ⁇ ) if it was 10 minutes or more, good ( ⁇ ) if it was 7 minutes or more and less than 10 minutes, average ( ⁇ ) if it was 5 minutes or more and less than 7 minutes, and poor ( ⁇ ) if it was 5 minutes or less.
- the final coating film was tested for gloss retention (20 ⁇ gloss), adhesion, and color difference (X-Rite MA98) before and after 1,000 hours of exposure to WOM, an accelerated weather resistance tester.
- the check mark method of item (8) was used for adhesion. If the remaining squares are 100%, the gloss retention is 97% or more, and the color difference value ( ⁇ E) is 0.5 or less, it is excellent ( ⁇ ), and the remaining squares are 100% and glossy. If the retention rate is 93% or more and less than 97% and the color difference value ( ⁇ E) is 1.0 or less, it is good ( ⁇ ). Normal ( ⁇ ), if the remaining squares were 10% or more and less than 100%, the gloss retention was less than 90%, and the color difference value ( ⁇ E) was more than 1.0, it was evaluated as defective ( ⁇ ).
- an acrylic silane resin a polyester resin, a urethane oligomer, a silane-modified polyisocyanate resin, a melamine resin, and an acrylic resin
- the polyester resin has a hydroxyl value (OHv) of 250 to 400 mgKOH/g, and a number average
- a clear coat composition having a molecular weight (Mn) of 350 to 600 g/mol, and a number average molecular weight (Mn) of the silane-modified polyisocyanate resin of 1,000 to 4,000 g/mol.
- the acrylic silane resin has a weight average molecular weight (Mw) of 7,000 to 9,000 g/mol, a hydroxyl value (OHv) of 70 to 100 mgKOH/g, and a glass transition temperature (Tg) of 30 to 50 ° C. coat composition.
- a clear coat composition wherein the urethane oligomer has a number average molecular weight (Mn) of 700 to 1,300 g/mol and a glass transition temperature of -10 to -30°C.
- the acrylic resin has a weight average molecular weight (Mw) of 6,000 to 9,000 g/mol, a hydroxyl value (OHv) of 110 to 200 mgKOH/g, and a glass transition temperature (Tg) of 0.5 to 10° C., a clear coat. composition.
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
Abstract
La présente invention concerne une composition de revêtement transparent comprenant une résine de silane acrylique, une résine de polyester, un oligomère d'uréthane, une résine de polyisocyanate modifiée par du silane, une résine de mélamine et une résine acrylique, la résine de polyester ayant une valeur d'hydroxyle (OHv) de 250 à 400 mgKOH/g et une masse moléculaire moyenne en nombre (Mn) de 350 à 600 g/mol, et la résine de polyisocyanate modifiée par du silane a une masse moléculaire moyenne en nombre (Mn) de 1000 à 4000 g/mol.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2021-0083198 | 2021-06-25 | ||
| KR20210083198 | 2021-06-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2022270687A1 true WO2022270687A1 (fr) | 2022-12-29 |
Family
ID=84544535
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/KR2021/014288 WO2022270687A1 (fr) | 2021-06-25 | 2021-10-14 | Composition de revêtement transparent |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2022270687A1 (fr) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0782525A (ja) * | 1993-09-17 | 1995-03-28 | Showa Denko Kk | 塗料用樹脂組成物 |
| KR0140214B1 (ko) * | 1988-11-28 | 1998-06-15 | 가네다 히로 | 프라이머 조성물 |
| KR100434837B1 (ko) * | 1996-12-06 | 2005-01-15 | 고려화학 주식회사 | 저온소부형 투명 상도도료 조성물 |
| KR20200141175A (ko) * | 2019-06-10 | 2020-12-18 | 주식회사 케이씨씨 | 자동차 보수용 투명 도료 조성물 |
| KR20210039854A (ko) * | 2019-10-02 | 2021-04-12 | 주식회사 케이씨씨 | 클리어 도료 조성물 |
-
2021
- 2021-10-14 WO PCT/KR2021/014288 patent/WO2022270687A1/fr not_active Application Discontinuation
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR0140214B1 (ko) * | 1988-11-28 | 1998-06-15 | 가네다 히로 | 프라이머 조성물 |
| JPH0782525A (ja) * | 1993-09-17 | 1995-03-28 | Showa Denko Kk | 塗料用樹脂組成物 |
| KR100434837B1 (ko) * | 1996-12-06 | 2005-01-15 | 고려화학 주식회사 | 저온소부형 투명 상도도료 조성물 |
| KR20200141175A (ko) * | 2019-06-10 | 2020-12-18 | 주식회사 케이씨씨 | 자동차 보수용 투명 도료 조성물 |
| KR20210039854A (ko) * | 2019-10-02 | 2021-04-12 | 주식회사 케이씨씨 | 클리어 도료 조성물 |
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