CN115340816A - Ultraviolet-curable coating composition - Google Patents
Ultraviolet-curable coating composition Download PDFInfo
- Publication number
- CN115340816A CN115340816A CN202210106330.3A CN202210106330A CN115340816A CN 115340816 A CN115340816 A CN 115340816A CN 202210106330 A CN202210106330 A CN 202210106330A CN 115340816 A CN115340816 A CN 115340816A
- Authority
- CN
- China
- Prior art keywords
- meth
- acrylic polyol
- polyol resin
- coating composition
- viscosity
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000008199 coating composition Substances 0.000 title claims abstract description 66
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 91
- -1 acrylic polyol Chemical class 0.000 claims description 85
- 239000011347 resin Substances 0.000 claims description 73
- 229920005989 resin Polymers 0.000 claims description 73
- 229920005862 polyol Polymers 0.000 claims description 69
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 33
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- 239000007787 solid Substances 0.000 claims description 18
- 230000000704 physical effect Effects 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 9
- 230000009477 glass transition Effects 0.000 claims description 9
- 238000000576 coating method Methods 0.000 description 83
- 239000011248 coating agent Substances 0.000 description 82
- 239000000178 monomer Substances 0.000 description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- 230000003247 decreasing effect Effects 0.000 description 18
- 239000000203 mixture Substances 0.000 description 18
- 238000012360 testing method Methods 0.000 description 18
- 230000000052 comparative effect Effects 0.000 description 14
- 230000007423 decrease Effects 0.000 description 14
- 238000000034 method Methods 0.000 description 13
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 238000004132 cross linking Methods 0.000 description 11
- 239000003999 initiator Substances 0.000 description 11
- 238000007747 plating Methods 0.000 description 11
- 230000007797 corrosion Effects 0.000 description 10
- 238000005260 corrosion Methods 0.000 description 10
- 238000001035 drying Methods 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 8
- 230000006866 deterioration Effects 0.000 description 8
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 238000002845 discoloration Methods 0.000 description 6
- 230000009467 reduction Effects 0.000 description 6
- 239000007921 spray Substances 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000002318 adhesion promoter Substances 0.000 description 5
- 238000005336 cracking Methods 0.000 description 5
- 238000001465 metallisation Methods 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- 230000008961 swelling Effects 0.000 description 5
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 4
- 239000012965 benzophenone Substances 0.000 description 4
- 230000002542 deteriorative effect Effects 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 229920000570 polyether Polymers 0.000 description 4
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 2
- HWRLEEPNFJNTOP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-yl)phenol Chemical compound OC1=CC=CC=C1C1=NC=NC=N1 HWRLEEPNFJNTOP-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- PFCHFHIRKBAQGU-UHFFFAOYSA-N 3-hexanone Chemical compound CCCC(=O)CC PFCHFHIRKBAQGU-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 230000005856 abnormality Effects 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- ZNAAXKXXDQLJIX-UHFFFAOYSA-N bis(2-cyclohexyl-3-hydroxyphenyl)methanone Chemical compound C1CCCCC1C=1C(O)=CC=CC=1C(=O)C1=CC=CC(O)=C1C1CCCCC1 ZNAAXKXXDQLJIX-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- QQWAKSKPSOFJFF-UHFFFAOYSA-N oxiran-2-ylmethyl 2,2-dimethyloctanoate Chemical compound CCCCCCC(C)(C)C(=O)OCC1CO1 QQWAKSKPSOFJFF-UHFFFAOYSA-N 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical compound ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 2
- 230000037303 wrinkles Effects 0.000 description 2
- 229910052724 xenon Inorganic materials 0.000 description 2
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
- 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 1
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- ILBBNQMSDGAAPF-UHFFFAOYSA-N 1-(6-hydroxy-6-methylcyclohexa-2,4-dien-1-yl)propan-1-one Chemical compound CCC(=O)C1C=CC=CC1(C)O ILBBNQMSDGAAPF-UHFFFAOYSA-N 0.000 description 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 1
- CERJZAHSUZVMCH-UHFFFAOYSA-N 2,2-dichloro-1-phenylethanone Chemical compound ClC(Cl)C(=O)C1=CC=CC=C1 CERJZAHSUZVMCH-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- FPZWZCWUIYYYBU-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl acetate Chemical compound CCOCCOCCOC(C)=O FPZWZCWUIYYYBU-UHFFFAOYSA-N 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 description 1
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 1
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 229910018487 Ni—Cr Inorganic materials 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 244000173207 Phyllanthus amarus Species 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 1
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- CQAIBOSCGCTHPV-UHFFFAOYSA-N bis(1-hydroxycyclohexa-2,4-dien-1-yl)methanone Chemical compound C1C=CC=CC1(O)C(=O)C1(O)CC=CC=C1 CQAIBOSCGCTHPV-UHFFFAOYSA-N 0.000 description 1
- 229940043232 butyl acetate Drugs 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
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- 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
- 239000005453 ketone based solvent Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- USEUGRJYSAIDOZ-UHFFFAOYSA-N oxiran-2-ylmethyl 2,2,3,3-tetramethylpentanoate Chemical compound CCC(C)(C)C(C)(C)C(=O)OCC1CO1 USEUGRJYSAIDOZ-UHFFFAOYSA-N 0.000 description 1
- HAHSHRRDZNWANG-UHFFFAOYSA-N oxiran-2-ylmethyl 2,2,3,4-tetramethylpentanoate Chemical compound CC(C)C(C)C(C)(C)C(=O)OCC1CO1 HAHSHRRDZNWANG-UHFFFAOYSA-N 0.000 description 1
- QIWWYWQEZDPSJU-UHFFFAOYSA-N oxiran-2-ylmethyl 2,2,4,4-tetramethylpentanoate Chemical compound CC(C)(C)CC(C)(C)C(=O)OCC1CO1 QIWWYWQEZDPSJU-UHFFFAOYSA-N 0.000 description 1
- OILPSFYSTUHTND-UHFFFAOYSA-N oxiran-2-ylmethyl 2,3-dimethyl-2-propan-2-ylbutanoate Chemical compound CC(C)C(C)(C(C)C)C(=O)OCC1CO1 OILPSFYSTUHTND-UHFFFAOYSA-N 0.000 description 1
- XMMWJCLHASZQLW-UHFFFAOYSA-N oxiran-2-ylmethyl 2-ethyl-2,3,3-trimethylbutanoate Chemical compound CCC(C)(C(C)(C)C)C(=O)OCC1CO1 XMMWJCLHASZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 208000014451 palmoplantar keratoderma and congenital alopecia 2 Diseases 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 238000005289 physical deposition Methods 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940124543 ultraviolet light absorber Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F220/343—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
-
- 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
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
-
- 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
- C08L75/14—Polyurethanes having carbon-to-carbon unsaturated bonds
-
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
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- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/002—Priming paints
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- 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
The present invention relates to an ultraviolet-curable coating composition having excellent adhesion.
Description
Technical Field
The present invention relates to an ultraviolet-curable coating composition having excellent adhesion.
Background
As a method for imparting a metallic texture to a plastic substrate, a plating method is used in which both positive and negative electrodes are placed in an electrolyte solution containing metal ions, and then a current is applied thereto to deposit a desired metal on the negative electrode. However, such wet plating is difficult to apply to plastics of various materials due to limited applicable materials, and further, there are problems of environmental pollution and equipment investment for pollution treatment due to the use of harmful substances in the plating process. In addition, if the wet plating method is used, the metal layer formed is thick, and when the wet plating method is applied to automobile parts and the like, the weight of the parts increases, and electromagnetic wave transmission of the automobile exterior sensor is prevented.
With the use of Physical Deposition (PVD) as an alternative to wet plating, the demand for coatings for PVD is also increasing. As one example, patent publication No. 2010-0071513 discloses a PVD metallic coating including an acrylic resin containing a tertiary amine group, an epoxy silane, and a curing agent containing an isocyanate group. However, the conventional PVD coating cannot ensure sufficient adhesion, corrosion resistance, and water resistance. Accordingly, there is a continuing need for a PVD-applicable coating that exhibits excellent adhesion to metal deposition surfaces while providing basic properties superior to wet plating.
Disclosure of Invention
Problems to be solved by the invention
The invention provides an ultraviolet-curable coating composition having excellent adhesion to a metal deposition surface.
Means for solving the problems
The present invention provides an ultraviolet-curable coating composition comprising a urethane (meth) acrylate oligomer and an acrylic polyol resin.
Effects of the invention
The ultraviolet-curable coating composition of the present invention has excellent adhesion to a metal deposit surface, satisfies the basic properties required for a coating film, and can provide a coating film having an effect superior to that of wet plating. The ultraviolet curable coating composition of the present invention can be applied to an environment-friendly process (e.g., PVD) instead of wet plating, and when applied to automobile parts and the like, the effects of reducing the weight of products and saving manufacturing costs are achieved. In addition, when the ultraviolet curing type coating composition of the present invention is applied, the thickness of the deposited metal can be adjusted, the problem that the electromagnetic wave transmission of the automotive exterior material sensor is obstructed by the thick coated metal in the conventional wet plating can be solved, and the LED light source can be transmitted, so that the ultraviolet curing type coating composition can also be applied to the luminous type sign.
Detailed Description
The present invention will be explained below. However, the present invention is not limited to the following, and various components may be modified or selectively mixed as necessary. Therefore, the present invention should be construed as including all modifications, equivalents, and alternatives falling within the spirit and scope of the present invention.
The "viscosity" used in the present specification is measured according to a method well known in the art, and may be measured using, for example, a brookfield viscometer (brookfield viscometer). The "weight average molecular weight" is measured according to a method known in the art, and can be measured, for example, by a GPC (gel permeation chromatography) method. The functional group value such as "hydroxyl value", "acid value" and the like is measured according to a method known in the art, and can be measured by, for example, titration (titration). The "glass transition temperature" is measured according to methods well known in the art, and can be measured, for example, by Differential Scanning Calorimetry (DSC).
The ultraviolet-curable coating composition of the present invention contains a urethane (meth) acrylate oligomer and an acrylic polyol resin. The curable coating composition of the present invention may further include a (meth) acrylate monomer, a photopolymerization initiator, a solvent, and the like, and may further include one or more additives selected from an ultraviolet absorber, an ultraviolet stabilizer, a leveling agent, an adhesion promoter, and the like, as necessary.
Urethane (meth) acrylate oligomer
The ultraviolet curable coating composition of the present invention contains a urethane (meth) acrylate oligomer. The urethane (meth) acrylate oligomer functions to improve chemical resistance and weather resistance of the coating composition.
The urethane (meth) acrylate oligomer may include a 5-functional urethane (meth) acrylate oligomer and a 6-functional urethane (meth) acrylate oligomer or a mixture thereof. When the urethane (meth) acrylate oligomer includes the 2 urethane (meth) acrylate oligomers, it is possible to maintain a suitable crosslinking density and further improve the metal deposit adhesion and durability.
The 5-functionality urethane (meth) acrylate oligomer may have a viscosity (25 ℃ C.) of 300 to 3,000cps, for example, 500 to 2,500cps, a solid content of 55 to 75%, for example, 60 to 70%, and a weight average molecular weight of 500 to 25,000g/mol, for example, 700 to 20,000g/mol. When the 5-functional urethane (meth) acrylate oligomer has the viscosity, solid content and weight average molecular weight in the above ranges, the coating film has excellent physical properties such as hardness, toughness, moisture resistance, heat and cold resistance and heat resistance.
When the viscosity (25 ℃) of the 5-functional urethane (meth) acrylate oligomer is less than the above range, the viscosity is low, and thus a coating film cannot be formed or the adhesion and gloss of the coating film are reduced, and when the viscosity exceeds the above range, the workability of the coating material is deteriorated, and the appearance of the coating film is deteriorated. When the solid content of the 5-functional urethane (meth) acrylate oligomer is less than the above range, the viscosity is excessively lowered, which results in a decrease in the workability of a composition containing the same, and when the solid content exceeds the above range, the viscosity is high, which results in a decrease in the stability during the reaction, which results in a deterioration in the dispersion stability and a deterioration in the appearance. When the weight average molecular weight of the 5-functional urethane (meth) acrylate oligomer is less than the above range, the viscosity is too low, and the adhesion and gloss of the coating film are reduced, and when the viscosity exceeds the above range, the crosslinking density is greatly increased, and the elasticity of the coating film is reduced, and the processability, appearance and scratch resistance are reduced.
The 6-functional urethane (meth) acrylate oligomer may have a viscosity (25 ℃ C.) of 30 to 300cps, for example, 50 to 250cps, a solid content of 65 to 85%, for example, 70 to 80%, and a weight average molecular weight of 200 to 4,000g/mol, for example, 400 to 2,500g/mol. When the 6-functional urethane (meth) acrylate oligomer has the viscosity, solid content and weight average molecular weight in the above ranges, the coating film has excellent physical properties such as hardness, toughness, moisture resistance, heat and cold resistance and heat resistance.
When the viscosity (25 ℃) of the 6-functional urethane (meth) acrylate oligomer is less than the above range, the viscosity is low, and thus a coating film cannot be formed or the adhesion and gloss of the coating film are reduced, and when the viscosity exceeds the above range, the workability of the coating material is deteriorated, and the appearance of the coating film is deteriorated. When the solid content of the 6-functional urethane (meth) acrylate oligomer is less than the above range, the viscosity is excessively decreased to lower the workability of a composition containing the oligomer, and when the solid content exceeds the above range, the viscosity is increased to lower the stability during the reaction, and the dispersion stability is deteriorated to deteriorate the appearance. When the weight average molecular weight of the 6-functional urethane (meth) acrylate oligomer is less than the above range, the viscosity is too low, and the adhesion and gloss of the coating film are reduced, and when the viscosity exceeds the above range, the crosslinking density is greatly increased, and the elasticity of the coating film is reduced, and the processability, appearance and scratch resistance are reduced.
The content of the urethane (meth) acrylate oligomer may be 1 to 30% by weight, for example, 2 to 20% by weight, based on the total weight of the coating composition. As an example, the above-described 5-functional urethane (meth) acrylate oligomer may be included by 0.5 to 15 wt%, such as 1 to 10 wt%, and the above-described 6-functional urethane (meth) acrylate oligomer may be included by 0.5 to 15 wt%, such as 1 to 10 wt%, based on the total weight of the coating composition. When the content of the urethane (meth) acrylate oligomer is in the above range, it is possible to maintain a suitable crosslinking density and improve chemical resistance and weather resistance of the coating film.
When the content of the 5-functional urethane (meth) acrylate oligomer is less than the above range, the crosslinking density is decreased due to the low viscosity, and the chemical resistance, the weather resistance and the adhesion are decreased, and when the content exceeds the above range, the workability is deteriorated due to the high viscosity of the composition, and the appearance of the coating film is deteriorated. If the content of the 6-functional urethane (meth) acrylate oligomer is less than the above range, the crosslinking density decreases due to low viscosity, and chemical resistance, weather resistance and adhesion decrease, and if the content exceeds the above range, the workability and paint fluidity deteriorate due to high viscosity of the composition, and the appearance and water resistance of the coating film decrease.
Acrylic polyol resin
The ultraviolet curable coating composition of the present invention contains an acrylic polyol resin. The acrylic polyol resin serves to improve the moisture resistance, water resistance and adhesion of the coating composition.
As the acrylic polyol resin, those known in the art can be used. For example, the acrylic polyol resin may be prepared by copolymerizing a (meth) acrylic monomer, a glycidyl ester monomer, a styrene monomer, a (meth) acrylic acid monomer, and the like.
As non-limiting examples of the above-mentioned (meth) acrylic monomer, there are methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, sec-butyl (meth) acrylate, tert-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate, stearate (meth) acrylate, cyclohexyl (meth) acrylate, benzyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, 2-butoxyethyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, allyl (meth) acrylate, glycidyl (meth) acrylate, dimethylaminoethyl (meth) acrylate and the like, which may be used alone or in admixture of 2 or more.
As the glycidyl ester monomer, there are exemplified, but not limited to, glycidyl 2, 2-dimethyl-3, 3-dimethylpentanoate, glycidyl 2-methyl-2-isopropyl-3-methylbutyrate, glycidyl 2-methyl-2-ethyl-3, 3-dimethylbutyrate, glycidyl 2, 2-dimethyl-3-methyl-4-methylpentanoate, and glycidyl 2, 2-dimethyl-4, 4-dimethylpentanoate, and the like, and they may be used alone or in combination of 2 or more.
Further, as non-limiting examples of the polymerizable monomer, there are styrene monomer, methyl Methacrylate (MMA), 2-hydroxyethyl methacrylate (2-HEMA), acrylic Acid (AA), cardura E-10P, isobutyl methacrylate (i-BMA), 2-ethylhexyl methacrylate (2-EHMA), 2-hydroxyethyl acrylate (2-HEA), methacrylic acid (MAA), and α -methylstyrene dimer (AMSD), and the like, which may be used alone or in combination of 2 or more.
Examples of the acrylic polyol resin that can be used in the present invention include, but are not limited to, acrylic polyol resins obtained by polymerizing styrene monomer, methyl Methacrylate (MMA), 2-hydroxyethyl methacrylate (2-HEMA), acrylic Acid (AA), and Cardura E-10P, acrylic polyol resins obtained by polymerizing styrene monomer, isobutyl methacrylate (i-BMA), 2-ethylhexyl methacrylate (2-EHMA), 2-hydroxyethyl acrylate (2-HEA), 2-hydroxyethyl methacrylate (2-HEMA), methacrylic acid (MAA), and α -methylstyrene dimer (AMSD).
The acrylic polyol resin may include a first acrylic polyol resin and a second acrylic polyol resin having different physical properties.
The viscosity (25 ℃) of the above-mentioned first acrylic polyol resin may be 600 to 1,300cps, for example, 630 to 1,290cps, the acid value may be 1.0 to 4.0mgKOH/g, for example, 1.5 to 3.5mgKOH/g, the hydroxyl value may be 5 to 20mgKOH/g, for example, 8 to 16mgKOH/g, the solid content may be 40 to 60%, for example, 45 to 55%, the glass transition temperature may be 45 to 75 ℃, for example, 55 to 65 ℃, and the weight average molecular weight may be 10,000 to 30,000g/mol, for example, 15,000 to 25,000g/mol.
The viscosity (25 ℃) of the above-mentioned second acrylic polyol resin may be 3,000 to 9,000cps, for example, 4,000 to 8,000cps, the acid value may be 15 to 25mgKOH/g, for example, 17 to 23mgKOH/g, the hydroxyl value may be 90 to 150mgKOH/g, for example, 110 to 130mgKOH/g, the solid content may be 45 to 75%, for example, 55 to 65%, the glass transition temperature may be 50 to 80 ℃, for example, 60 to 70 ℃, and the weight average molecular weight may be 5,000 to 20,000g/mol, for example, 10,000 to 15,000g/mol.
When the first acrylic polyol resin and the second acrylic polyol resin have the physical properties within the above ranges, the hardness and flexibility of the coating film can be improved while the durability and chemical resistance of the coating film are improved while maintaining a suitable drying rate and crosslinking density.
When the viscosity (25 ℃) of the first acrylic polyol resin is less than the above range, the viscosity is low, and thus a coating film cannot be formed or the adhesion and gloss of the coating film are reduced, and when the viscosity exceeds the above range, the workability of the coating film is deteriorated, and the appearance of the coating film is deteriorated. If the acid value of the first acrylic polyol resin is less than the above range, the curing reaction rate is decreased, and the coating film cannot be formed or the adhesion and gloss of the coating film are decreased, and if the acid value is more than the above range, the viscosity of the composition is increased due to the increase in the cohesion of the resin, and the coating film is deteriorated in workability, and the hardness and water resistance of the coating film are decreased. When the hydroxyl value of the first acrylic polyol resin is less than the above range, the crosslinking density is decreased, so that a coating film cannot be formed or the durability and hardness of the coating film are decreased, and when the hydroxyl value exceeds the above range, the coating film becomes Brittle (Brittle) by excessive curing and the elasticity is decreased, so that the workability of the coating material is deteriorated, and the flexibility and appearance characteristics of the coating film to be produced are decreased.
When the solid content of the first acrylic polyol resin is less than the above range, the viscosity is excessively lowered to lower the workability of a composition containing the resin, and when the solid content exceeds the above range, the viscosity is increased to lower the stability during the reaction, thereby deteriorating the dispersion stability and deteriorating the appearance. When the glass transition temperature of the first acrylic polyol resin is less than the above range, the drying rate is decreased to lower the adhesion and mechanical properties of the resulting coating film, and when the glass transition temperature exceeds the above range, the drying rate and reaction rate are increased to significantly lower the elasticity of the coating film, resulting in deterioration of processability, appearance and durability. When the weight average molecular weight of the first acrylic polyol resin is less than the above range, durability and water resistance of the resulting coating film are reduced due to the small molecular weight, and when the weight average molecular weight exceeds the above range, elasticity of the coating film is reduced due to the large increase in molecular weight, resulting in deterioration of appearance and durability.
When the viscosity (25 ℃) of the second acrylic polyol resin is less than the above range, a coating film cannot be formed or the adhesion and gloss of the coating film are reduced due to the low viscosity, and when the viscosity is more than the above range, the workability of the coating material is deteriorated, and the appearance of the coating film is deteriorated. If the acid value of the second acrylic polyol resin is less than the above range, the curing reaction rate is decreased, and thus a coating film cannot be formed or the adhesion and gloss of the coating film are decreased, and if the acid value exceeds the above range, the cohesiveness of the resin is increased, and the viscosity of the composition is increased, and the workability of the coating material is deteriorated, and the hardness and water resistance of the coating film are decreased. When the hydroxyl value of the second acrylic polyol resin is less than the above range, the crosslinking density is decreased, so that a coating film cannot be formed or the durability and hardness of the coating film are decreased, and when the hydroxyl value exceeds the above range, the coating film becomes Brittle (Brittle) by excessive curing and the elasticity is decreased, so that the workability of the coating material is deteriorated, and the flexibility and appearance characteristics of the coating film to be produced are decreased.
When the solid content of the second acrylic polyol resin is less than the above range, the viscosity is excessively lowered to lower the workability of a composition containing the resin, and when the solid content exceeds the above range, the viscosity is high to lower the stability during the reaction, thereby deteriorating the dispersion stability and deteriorating the appearance. If the glass transition temperature of the second acrylic polyol resin is less than the above range, the adhesion and mechanical properties of the resulting coating film may be reduced due to a decrease in drying rate, and if the glass transition temperature exceeds the above range, the elasticity of the coating film may be reduced due to a significant increase in drying rate and reaction rate, resulting in deterioration in processability, appearance and durability. When the weight average molecular weight of the second acrylic polyol resin is less than the above range, the adhesion and water resistance of the resulting coating film are lowered due to the small molecular weight, and when the weight average molecular weight exceeds the above range, the elasticity of the coating film is lowered due to the large increase in the molecular weight, resulting in deterioration of appearance and durability.
The mixing ratio of the first acrylic polyol resin to the second acrylic polyol resin may be 1:0.1 to 1.5, for example 1:0.3 to 1.3 weight ratio. When the first acrylic polyol resin and the second acrylic polyol resin are mixed in the aforementioned ratio, the coating composition can maintain a suitable drying rate, and further improve durability, chemical resistance, hardness, flexibility, water resistance, and the like of the coating film.
The acrylic polyol resin may be present in an amount of 8 to 30 wt%, for example 12 to 20 wt%, based on the total weight of the coating composition. As an example, the above-mentioned first acrylic polyol resin may be included by 5.5 to 20 wt%, for example, 8 to 17 wt%, and the above-mentioned second acrylic polyol resin may be included by 2.5 to 10 wt%, for example, 4 to 8 wt%, based on the total weight of the coating composition.
When the content of the first acrylic polyol resin is less than the above range, the coating film prepared may have reduced elasticity, flexibility and durability due to reduced drying properties, and when it exceeds the above range, the coating composition may have increased curability due to rapid progress of drying, resulting in deterioration of coating workability and appearance, and reduced heat resistance and hardness of the coating film. When the content of the second acrylic polyol resin is less than the above range, the drying property is lowered, which results in a decrease in elasticity, flexibility and durability of the resulting coating film, and when the content exceeds the above range, the drying rapidly proceeds, which results in an increase in curability of the coating composition, which results in deterioration in workability and appearance of coating, and a decrease in heat resistance and hardness of the coating film.
(meth) acrylate ester monomer
The ultraviolet curable coating composition of the present invention may contain a (meth) acrylate monomer. The (meth) acrylate monomer functions to improve the viscosity, hardness, water resistance and scratch resistance of the coating composition.
The (meth) acrylate monomer may have a functionality of 3 or less. For example, the 3-or lower-functionality (meth) acrylate monomer may be a 3-functionality (meth) acrylate monomer, a 2-functionality (meth) acrylate monomer, a 1-functionality (meth) acrylate monomer, or a mixture thereof. As an example, the (meth) acrylate monomer having a functionality of 3 or less may include a 3-functionality (meth) acrylate monomer, a 2-functionality (meth) acrylate monomer, and a 1-functionality (meth) acrylate monomer.
As non-limiting examples of the above (meth) acrylate having a functionality of 3 or less, there are trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, propoxylated trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, 1, 6-hexanediol di (meth) acrylate, isobornyl (meth) acrylate and the like, and these may be used alone or in admixture of 2 or more.
As another example, the above-mentioned (meth) acrylate monomer may include a hydroxyl group-containing (meth) acrylate monomer and a non-hydroxyl group-containing (meth) acrylate monomer. As non-limiting examples of the above-mentioned non-hydroxyl group-containing (meth) acrylate monomer, trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, propoxylated trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate and the like are given, and they may be used alone or in admixture of 2 or more.
The content of the above (meth) acrylate monomer may be 6.5 to 50% by weight, for example, 12 to 35% by weight, based on the total weight of the coating composition. As an example, 3-functional (meth) acrylate monomers can be included by 3 to 20 weight percent, such as 6 to 15 weight percent, 2-functional (meth) acrylate monomers can be included by 0.5 to 15 weight percent, such as 1 to 10 weight percent, 1-functional (meth) acrylate monomers can be included by 3 to 15 weight percent, such as 5 to 10 weight percent, based on the total weight of the coating composition.
When the content of the 1-functional reactive monomer is less than the above range, the viscosity of the coating composition increases to lower the adhesion, and when the content exceeds the above range, the viscosity of the composition is very low to lower the curability, resulting in a reduction in workability and hardness. When the content of the 2-functional reactive monomer is less than the above range, the fluidity and leveling property are lowered due to an increase in the viscosity of the coating composition, and when the content exceeds the above range, the curability is lowered due to a very low viscosity of the composition, and as a result, the workability and adhesion are lowered. If the content of the 3-functional reactive monomer is less than the above range, the crosslinking density decreases due to the low viscosity, and as a result, the crosslinking degree, adhesion and coating workability decrease, and if the viscosity exceeds the above range, the flexibility of the coating film decreases and the gloss decreases due to the too high viscosity.
As another example, the hydroxyl-containing (meth) acrylate monomer may be included at 2 to 15 weight percent, such as 5 to 10 weight percent, and the non-hydroxyl-containing (meth) acrylate monomer may be included at 4.5 to 35 weight percent, such as 7 to 25 weight percent, based on the total weight of the coating composition. When the content of the above hydroxyl group-containing (meth) acrylate monomer falls within the aforementioned range, the reactivity of the composition increases so that the adhesion to the metal deposit surface is improved, and the crosslink density increases so that the mechanical properties of the coating film are improved.
Photopolymerization initiator
The curable coating composition of the present invention may contain a photopolymerization initiator. The photopolymerization initiator functions to initiate photopolymerization by being excited by ultraviolet rays, and photopolymerization initiators commonly used in the art can be used without limitation.
As non-limiting examples of usable photopolymerization initiators, irgacure 184, irgacure 369, irgacure 651, irgacure 819, irgacure 907, benzoin alkyl ether (Benzophenone), benzophenone (Benzophenone), benzyl dimethyl ketal (Benzophenone), hydroxycyclohexyl phenyl ketone (Hydroxycyclohexyl phenyl ketone), chloroacetophenone (Chloroacetophenone), 1-dichloroacetophenone (1, 1-dichloroacetophenone), diethoxyacetophenone (hydroxyacetone), 2-chlorothioxanthone (2-chlorothiophene), 2-ethanthraquinone (2-ethylanthraquinone), 1-Hydroxy-cyclohexyl-phenylketone (1-Hydroxy-phenyl-ketone), 2-chlorothioxanthone (2-Chloroacetophenone), 2-Hydroxy-2-methyl-2- (2-Hydroxy-2-phenyl-1-2-Hydroxy-2-methyl-1-2-propanone, etc., 1-Hydroxy-cyclohexyl-phenylketone (1-Hydroxy-phenyl-2-Hydroxy-2-methyl-1-2-propanone- [ 1- (1-Hydroxy-2-Hydroxy-2-phenyl-acetone), etc. These may be used alone or in combination of 2 or more.
The absorption wavelength of the photopolymerization initiator is not particularly limited as long as it can absorb ultraviolet rays, and may be, for example, in the range of 240 to 340nm.
The content of the photopolymerization initiator may be 1 to 10% by weight, based on the total weight of the coating composition. If the content of the photopolymerization initiator is less than the above range, curability decreases or the coating film is not cured, resulting in decrease in strength and adhesion of the coating film, and wrinkles (wrinkle) may occur due to uncured coating film. On the other hand, if the content of the photopolymerization initiator exceeds the above range, contamination may be caused by an unreacted photopolymerization initiator or adhesion may be reduced due to a low polymerization degree.
Solvent(s)
The ultraviolet curable coating composition of the present invention may contain a solvent. The solvent has the functions of improving the dissolving power and reducing the viscosity, so that the solvent can be applied to spraying.
Examples of the solvent include ketone solvents, ester solvents, ether solvents, alcohol solvents, and mixtures thereof. As non-limiting examples of the above solvent, there are propylene glycol methyl ether (propylene glycol methyl ether), toluene, xylene, methyl ethyl ketone, methyl propyl ketone, methyl butyl ketone, methyl isobutyl ketone, ethyl propyl ketone, methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, butyl acetate, methyl cellosolve acetate, butyl cellosolve acetate, carbitol acetate, methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, t-butanol, benzene, acetone, tetrahydrofuran, dimethyl formaldehyde, cyclohexanone, and the like, but not limited thereto. The solvents can be used alone or in combination of 2 or more.
The content of the above solvent is not particularly limited, and may be a balance adjusted so that the total weight of the coating composition becomes 100% by weight. For example, the content of the above solvent may be 30 to 60% by weight based on the total weight of the coating composition.
Additive agent
The ultraviolet curable coating composition of the present invention may selectively contain additives generally known in the corresponding technical fields according to the purpose of use and the environment of use of the coating composition, in addition to the aforementioned components. As an example, the uv curable coating composition may further include one or more of a uv absorber, a uv stabilizer, a leveling agent, and an adhesion promoter.
The leveling agent can improve the smoothness, adhesion, recoatability and heat resistance of the coating film. As a non-limiting example of the leveling agent usable in the present invention, there is a polyether-based organosilicon compound, and for example, polyether-modified polydimethylsiloxane and the like can be used.
The adhesion promoter can improve the adhesion of the ultraviolet curing composition. As a non-limiting example of the adhesion promoter that can be used in the present invention, there is an ether-based adhesion promoter, and for example, a silicon-free modified polyether (silicone-free modified polyether) or the like can be used.
In addition, an ultraviolet absorber (e.g., 2-hydroxyphenyl-S-triazine type ultraviolet absorber), an ultraviolet stabilizer (e.g., HALS), and the like may be further contained.
The content of the above-mentioned additives is not particularly limited, and may be, for example, 0.1 to 10% by weight, respectively, based on the total weight of the coating composition.
The method for producing the coating composition of the present invention is not particularly limited, and the coating composition can be produced by a usual method, for example, by charging the above components together with additives and the like into a mixing device such as a dissolver or a stirrer, and then mixing them at an appropriate temperature (for example, room temperature), as required.
The ultraviolet curable coating composition of the present invention can be applied to various substrates, for example, to plastic substrates, but is not limited thereto. The coating composition of the present invention can be applied to automobile parts (e.g., automobile exterior materials, interior materials, etc.). The coating composition of the present invention can be used as a PVD coating material, and in this case, physical properties equivalent to or higher than those of wet plating can be achieved. The coating composition of the present invention can be used as a primer or a top coat in a PVD coating, and in this case, functions to adhere a substrate and a metal deposition layer, and also functions to compensate for physical properties of the top coat due to its excellent corrosion resistance and water resistance.
The present invention will be described more specifically with reference to the following examples. However, the following examples are only for the purpose of facilitating understanding of the present invention, and the scope of the present invention is not limited to the examples in any sense.
[ examples 1 to 21]
The ultraviolet curable coating compositions of the respective examples were prepared according to the compositions described in tables 1 to 3 below.
Comparative examples 1 to 9
The ultraviolet curable coating compositions of the respective comparative examples were prepared according to the compositions described in table 4 below.
[ TABLE 1]
[ TABLE 2 ]
[ TABLE 3 ]
[ TABLE 4 ]
Urethane acrylate oligomer 1:5 functionality urethane acrylate oligomer (viscosity (25 ℃ C.) 700cps NV 65 wt%; mw 9, 000g/mol)
Urethane acrylate oligomer 2:6 functionality urethane acrylate oligomer (viscosity (25 ℃ C.) 120cps; NV 72 wt%; mw 2, 200g/mol)
Urethane acrylate oligomer 3:4 functionality urethane acrylate oligomer (viscosity (25 ℃ C.) 920cps; NV 63 wt%; mw 13, 200g/mol)
Acrylic polyol resin 1: tg of 59.2 ℃; mw 17,200g/mol; ohv 11mgKOH/g; av 2mgKOH/g; NV 53 wt%; viscosity (25 ℃ C.) 950cps
Acrylic polyol resin 2: tg of 59.2 ℃; mw 17,200g/mol; ohv 7mgKOH/g; av 2mgKOH/g; NV 53 wt%; viscosity (25 ℃ C.) 950cps
Acrylic polyol resin 3: tg of 59.2 ℃; mw 17,200g/mol; OHV 18mgKOH/g; av 2mgKOH/g; NV 53 wt%; viscosity (25 ℃ C.) 950cps
Acrylic polyol resin 4: tg of 59.2 ℃; mw 17,200g/mol; ohv 3mgKOH/g; av 2mgKOH/g; NV 53 wt%; viscosity (25 ℃ C.) 950cps
Acrylic polyol resin 5: tg of 59.2 ℃; mw 17,200g/mol; OHV 21mgKOH/g; av 2mgKOH/g; NV 53 wt%; viscosity (25 ℃ C.) 950cps
Acrylic polyol resin 6: tg of 62.8 ℃; OHV 125mgKOH/g; av 20mgKOH/g; NV 62 wt%; viscosity (25 ℃ C.) 6,250cps
Acrylic polyol resin 7: tg of 62.8 ℃; OHV 105mgKOH/g; av 20mgKOH/g; NV 62 wt%; viscosity (25 ℃ C.) 6,250cps
Acrylic polyol resin 8: tg of 62.8 ℃; OHV 138mgKOH/g; av 20mgKOH/g; NV 62 wt%; viscosity (25 ℃ C.) 6,250cps
Acrylic polyol resin 9: tg of 62.8 ℃; ohv 86mgKOH/g; av 20mgKOH/g; NV 62 wt%; viscosity (25 ℃ C.) 6,250cps
Acrylic polyol resin 10: tg of 62.8 ℃; OHV 159mgKOH/g; av 20mgKOH/g; NV 62 wt%; viscosity (25 ℃ C.) 6,250cps
Monomer 1: trimethylolpropane triacrylate
Monomer 2: hexanediol diacrylate
Monomer 3: hydroxyethyl methacrylate
Monomer 4: pentaerythritol triacrylate
Photoinitiator 1: 1-hydroxy-cyclohexyl-phenyl-ketones
Photoinitiator 2: phenyl bis (2, 4, 6-trimethylbenzoyl) -phosphine oxide
Ultraviolet absorber: 2-hydroxyphenyl-S-triazine ultraviolet light absorbers
Ultraviolet light stabilizer: hindered Amine Light Stabilizers (HALS)
Leveling agent: polyether modified polydimethylsiloxane solution
Solvent 1: acetic acid ethyl ester
Solvent 2: acetic acid butyl ester
[ Experimental example: evaluation of physical Properties
In order to measure the physical properties of the coating films formed from the ultraviolet curable coating compositions prepared in the respective examples and comparative examples, physical property tests were carried out according to the following physical property measurement methods, and the results are shown in tables 5 to 8, respectively.
Preparation of test piece
The UV-curable coating compositions prepared in examples and comparative examples were applied (thickness: 20 μm) to a polycarbonate substrate and photocured (IR before curing: 50 ℃ C. X3 minutes; light amount: 1,000mJ/cm) 2 (ii) a Light intensity: 170mW/cm 2 ) A coating film is formed. After metal deposition (Ni-Cr) was performed on each of the test pieces with the deposition primer formed as described above, a top-coat coating composition was applied (thickness: 20 μm) to the metal deposition surface and allowed to photocure (IR before curing: 80 ℃ C. X3 minutes; light amount: 2,500mJ/cm) 2 (ii) a Light intensity: 170mW/cm 2 ) A coating film is formed.
Water resistance
The test piece was left at the test temperature (40 ℃) for 10 days and then taken out, and after left at room temperature for 1 hour, discoloration, swelling, cracking, reduction in gloss, peeling, and the like of the coating film were observed.
Heat resistance
The test piece was left at the test temperature (120 ℃ C.) for 10 days and then taken out, and after left at room temperature for 1 hour, discoloration, swelling, cracking, reduction in gloss, peeling, and the like of the coating film were observed.
Cold and heat resistance
The test piece was left to stand at a temperature of-20 ℃ and a humidity of 95% RH for 4 hours, the temperature and humidity were changed to conditions of 40 ℃ and 95% RH, respectively, and left to stand under these conditions for 4 hours, and after repeating this series of processes for 9 times, the test piece was left to stand at room temperature for 1 hour, and then the coating film was observed for discoloration, swelling, cracking, reduction in gloss, peeling, and the like.
Moisture resistance
The test piece was left at 45 ℃ and 95% RH for 10 days, and then the color change, discoloration, swelling, cracking, reduction in gloss, peeling, and the like of the coating film were observed.
Corrosion resistance (CASS)
A mixed solution of sodium chloride (5%), acetic acid (PH: 3) and copper chloride (0.268 g/l) was placed in a test chamber, the temperature was maintained at 50 ℃ and after spraying each test piece over a period of 10 days, the state of corrosion was observed.
Salt water spray (SST)
5% aqueous sodium chloride solution (pH 6.5-7.2, spray amount 1.0-2.0ml/80 cm) was sprayed to each test piece 2 Hour, temperature: after 35 deg.C), the corrosion state was measured.
Accelerated weathering
According to SAE J2527, after each test piece was irradiated with a xenon arc lamp under the following conditions, the film was observed and evaluated for significant discoloration [ color difference (Δ E) ]: 3.0 or less ], discoloration, swelling, cracking, reduction in gloss, etc., and the presence or absence of an abnormality in adhesion was observed.
Xenon arc lamp setting conditions: 2,500kJ/square meter [340nm ]]BLACK PNL temperature (LIGHT) -38 + -2 ℃ (DARK) irradiated for 40 minutes (50 + -5% RH), period-60 minutes irradiated (50 + -5% RH) not irradiated for 60 minutes (95 + -5% RH), irradiated for-0.55 + -0.02W/(m + -5% RH) 2 ·nm)[340nm]
Chipping resistance
After the test pieces were subjected to chipping resistance test using a stone breaker (GRAVELO METER: SAE J400 Standard product) under the following conditions, the coating film was observed and evaluated for the presence of significant cracks, scratches, etc., and for the presence of adhesion abnormality.
Chipping resistance test conditions: a range of 100mm, a shooting angle of 45 degrees and a shooting pressure of 4.0kgf/cm 2 At a test temperature of-40 ℃ and 50g of flying stones (JIS No. 7 crushed stone, 2.5-5mm,350-400 pieces)
[ TABLE 5 ]
[ TABLE 6 ]
[ TABLE 7 ]
[ TABLE 8 ]
As shown in the results shown in tables 5 to 8 above, the ultraviolet curable coating compositions according to examples 1 to 21 of the present invention exhibited excellent physical properties over the whole range of the measured physical property items. In contrast, the ultraviolet curable coating compositions of comparative examples 1 to 9, which are out of the composition of the present invention, exhibited overall deteriorated physical properties compared to the examples.
Specifically, the ultraviolet curable coating compositions of comparative example 1 using only 1 acrylic polyol resin (second acrylic polyol resin) according to the present invention and comparative example 2 using only 1 acrylic polyol resin (first acrylic polyol resin) according to the present invention were inferior in water resistance, moisture resistance, corrosion resistance and chipping resistance.
The ultraviolet curable coating compositions of comparative example 3 using only 1 urethane acrylate oligomer (6-functional urethane acrylate oligomer) according to the present invention and comparative example 4 using only 1 urethane acrylate oligomer (5-functional urethane acrylate oligomer) according to the present invention were inferior in water resistance, moisture resistance, corrosion resistance and salt spray resistance.
The ultraviolet-curable coating composition of comparative example 5, which used 2 acrylic polyol resins but used the first acrylic polyol resin having a hydroxyl value not reaching the lower limit of the range of the present invention, was inferior in water resistance, heat resistance, cold and heat resistance, moisture resistance and accelerated weather resistance. On the other hand, the ultraviolet curable coating composition of comparative example 6 using 2 acrylic polyol resins but using the first acrylic polyol resin having a hydroxyl value exceeding the upper limit of the range of the present invention was inferior in corrosion resistance, salt water spray resistance and chipping resistance.
The UV-curable coating composition of comparative example 7, which used 2 acrylic polyol resins but a second acrylic polyol resin having a hydroxyl value not reaching the lower limit of the range of the present invention, was inferior in water resistance, heat resistance, cold and heat resistance, moisture resistance and accelerated weather resistance. On the other hand, the ultraviolet curable coating composition of comparative example 8 using 2 acrylic polyol resins but using the second acrylic polyol resin having a hydroxyl value exceeding the upper limit of the range of the present invention was inferior in corrosion resistance, salt water spray resistance and chipping resistance.
On the other hand, the ultraviolet curable coating composition of comparative example 9 using 2 urethane acrylate oligomers but using a urethane acrylate oligomer having a functional group number outside the scope of the present invention was inferior in water resistance, moisture resistance, corrosion resistance and salt spray resistance.
Claims (6)
1. An ultraviolet-curable coating composition which comprises a base material,
comprising a urethane (meth) acrylate oligomer and an acrylic polyol resin,
the urethane (meth) acrylate oligomer comprises a 5-functional urethane (meth) acrylate oligomer and a 6-functional urethane (meth) acrylate oligomer,
the acrylic polyol resin comprises a first acrylic polyol resin and a second acrylic polyol resin which have different physical properties,
the hydroxyl value of the first acrylic polyol resin is 5mg KOH/g to 20mg KOH/g,
the hydroxyl value of the second acrylic polyol resin is 90 mg KOH/g to 150mg KOH/g.
2. The ultraviolet-curable coating composition according to claim 1,
the 5-functionality urethane (meth) acrylate oligomer has a viscosity of 300cps to 3,000cps, a solids content of 55% to 75%, and a weight average molecular weight of 500g/mol to 25,000g/mol at 25 ℃.
3. The ultraviolet-curable coating composition according to claim 1,
the 6-functional urethane (meth) acrylate oligomer has a viscosity of 30cps to 300cps at 25 ℃, a solid content of 65% to 85%, and a weight average molecular weight of 200g/mol to 4,000g/mol.
4. The ultraviolet-curable coating composition according to claim 1,
the first acrylic polyol resin has a viscosity of 600cps to 1,300cps at 25 ℃, an acid value of 1.0 mg KOH/g to 4.0mg KOH/g, a solid content of 40% to 60%, a glass transition temperature of 45 ℃ to 75 ℃, and a weight average molecular weight of 10,000g/mol to 30,000g/mol.
5. The ultraviolet-curable coating composition according to claim 1,
the viscosity of the second acrylic polyol resin is 3,000cps to 9,000cps at 25 ℃, the acid value is 15 mg KOH/g to 25mg KOH/g, the solid content is 45% to 75%, the glass transition temperature is 50 ℃ to 80 ℃, and the weight average molecular weight is 5,000g/mol to 20,000g/mol.
6. The ultraviolet-curable coating composition according to claim 1,
the urethane (meth) acrylate oligomer is included in an amount of 1 to 30 wt% and the acrylic polyol resin is included in an amount of 8 to 30 wt%, based on the total weight of the coating composition.
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| JP2016069443A (en) * | 2014-09-29 | 2016-05-09 | オリジン電気株式会社 | Ultraviolet-curable coating material for metal and metal material coated by the coating material, metal product |
| CN106433254A (en) * | 2015-08-13 | 2017-02-22 | 株式会社Kcc | UV curable coating compositions for automobile parts |
| WO2018155548A1 (en) * | 2017-02-22 | 2018-08-30 | パナック株式会社 | Resin composition and hard coat film |
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| KR102015175B1 (en) * | 2017-09-22 | 2019-08-27 | 주식회사 케이씨씨 | Uv curable coating composition |
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| CN106433254A (en) * | 2015-08-13 | 2017-02-22 | 株式会社Kcc | UV curable coating compositions for automobile parts |
| JP2016037609A (en) * | 2015-12-15 | 2016-03-22 | オリジン電気株式会社 | Thermal and photo curable coating composition and coated film formation method |
| WO2018155548A1 (en) * | 2017-02-22 | 2018-08-30 | パナック株式会社 | Resin composition and hard coat film |
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