JP6537364B2 - 基材の被膜形成方法 - Google Patents
基材の被膜形成方法 Download PDFInfo
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- JP6537364B2 JP6537364B2 JP2015123895A JP2015123895A JP6537364B2 JP 6537364 B2 JP6537364 B2 JP 6537364B2 JP 2015123895 A JP2015123895 A JP 2015123895A JP 2015123895 A JP2015123895 A JP 2015123895A JP 6537364 B2 JP6537364 B2 JP 6537364B2
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- Japan
- Prior art keywords
- group
- polymerizable unsaturated
- meth
- hydroxyl group
- acrylate
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 114
- 239000000758 substrate Substances 0.000 title claims description 100
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 252
- 239000000203 mixture Substances 0.000 claims description 171
- 239000000178 monomer Substances 0.000 claims description 122
- 239000010410 layer Substances 0.000 claims description 106
- 239000003999 initiator Substances 0.000 claims description 91
- 229910052731 fluorine Inorganic materials 0.000 claims description 86
- 125000001153 fluoro group Chemical group F* 0.000 claims description 82
- 229920005989 resin Polymers 0.000 claims description 80
- 239000011347 resin Substances 0.000 claims description 80
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- 238000000576 coating method Methods 0.000 claims description 62
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- 238000007306 functionalization reaction Methods 0.000 claims description 53
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- 238000010438 heat treatment Methods 0.000 claims description 42
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- 239000000463 material Substances 0.000 claims description 37
- 239000003505 polymerization initiator Substances 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 20
- 238000012719 thermal polymerization Methods 0.000 claims description 20
- 125000002723 alicyclic group Chemical group 0.000 claims description 15
- 230000008569 process Effects 0.000 claims description 12
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- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 25
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- 125000004432 carbon atom Chemical group C* 0.000 description 17
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 17
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 16
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical class N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 15
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 15
- 239000000126 substance Substances 0.000 description 15
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 13
- 230000009477 glass transition Effects 0.000 description 13
- 239000002253 acid Substances 0.000 description 12
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 12
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- 239000003054 catalyst Substances 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 11
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 11
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 10
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 9
- 125000001931 aliphatic group Chemical group 0.000 description 9
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- 239000003973 paint Substances 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
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- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 8
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- 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 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 7
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 7
- 125000000962 organic group Chemical group 0.000 description 7
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 7
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- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 6
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- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 6
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229960000448 lactic acid Drugs 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- VHWYCFISAQVCCP-UHFFFAOYSA-N methoxymethanol Chemical compound COCO VHWYCFISAQVCCP-UHFFFAOYSA-N 0.000 description 1
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 1
- AYLRODJJLADBOB-UHFFFAOYSA-N methyl 2,6-diisocyanatohexanoate Chemical compound COC(=O)C(N=C=O)CCCCN=C=O AYLRODJJLADBOB-UHFFFAOYSA-N 0.000 description 1
- 229940057867 methyl lactate Drugs 0.000 description 1
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- SOOARYARZPXNAL-UHFFFAOYSA-N methyl-thiophenol Natural products CSC1=CC=CC=C1O SOOARYARZPXNAL-UHFFFAOYSA-N 0.000 description 1
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- AEXITZJSLGALNH-UHFFFAOYSA-N n'-hydroxyethanimidamide Chemical compound CC(N)=NO AEXITZJSLGALNH-UHFFFAOYSA-N 0.000 description 1
- IONSZLINWCGRRI-UHFFFAOYSA-N n'-hydroxymethanimidamide Chemical compound NC=NO IONSZLINWCGRRI-UHFFFAOYSA-N 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- WVFLGSMUPMVNTQ-UHFFFAOYSA-N n-(2-hydroxyethyl)-2-[[1-(2-hydroxyethylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCO WVFLGSMUPMVNTQ-UHFFFAOYSA-N 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- FPVCROGSMBXFBP-UHFFFAOYSA-N n-(pentoxymethyl)prop-2-enamide Chemical compound CCCCCOCNC(=O)C=C FPVCROGSMBXFBP-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- AVHSIQZQLBOZNP-UHFFFAOYSA-N n-[3-[2-(prop-2-enoylamino)-3-[3-(prop-2-enoylamino)propoxy]-2-[3-(prop-2-enoylamino)propoxymethyl]propoxy]propyl]prop-2-enamide Chemical compound C=CC(=O)NCCCOCC(COCCCNC(=O)C=C)(COCCCNC(=O)C=C)NC(=O)C=C AVHSIQZQLBOZNP-UHFFFAOYSA-N 0.000 description 1
- DNYZBFWKVMKMRM-UHFFFAOYSA-N n-benzhydrylidenehydroxylamine Chemical compound C=1C=CC=CC=1C(=NO)C1=CC=CC=C1 DNYZBFWKVMKMRM-UHFFFAOYSA-N 0.000 description 1
- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical compound CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 1
- VSHTWPWTCXQLQN-UHFFFAOYSA-N n-butylaniline Chemical compound CCCCNC1=CC=CC=C1 VSHTWPWTCXQLQN-UHFFFAOYSA-N 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- 125000004957 naphthylene group Chemical group 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 230000001546 nitrifying effect Effects 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- XNTUJOTWIMFEQS-UHFFFAOYSA-N octadecanoyl octadecaneperoxoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCCCCCCCC XNTUJOTWIMFEQS-UHFFFAOYSA-N 0.000 description 1
- SRSFOMHQIATOFV-UHFFFAOYSA-N octanoyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(=O)CCCCCCC SRSFOMHQIATOFV-UHFFFAOYSA-N 0.000 description 1
- 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 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- HXSACZWWBYWLIS-UHFFFAOYSA-N oxadiazine-4,5,6-trione Chemical class O=C1ON=NC(=O)C1=O HXSACZWWBYWLIS-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229940083254 peripheral vasodilators imidazoline derivative Drugs 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 125000005634 peroxydicarbonate group Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical compound ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 description 1
- 125000005562 phenanthrylene group Chemical group 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229910052698 phosphorus Chemical class 0.000 description 1
- 239000011574 phosphorus Chemical class 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920001601 polyetherimide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 239000011116 polymethylpentene Substances 0.000 description 1
- 229920000306 polymethylpentene Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- FBXAIBZEZGSAAK-UHFFFAOYSA-L prop-2-enoate;tin(2+) Chemical compound [Sn+2].[O-]C(=O)C=C.[O-]C(=O)C=C FBXAIBZEZGSAAK-UHFFFAOYSA-L 0.000 description 1
- GHJOIQFPDMIKHT-UHFFFAOYSA-N propane-1,2,3-triol;prop-2-enoic acid Chemical compound OC(=O)C=C.OCC(O)CO GHJOIQFPDMIKHT-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229940117986 sulfobetaine Drugs 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- WYKYCHHWIJXDAO-UHFFFAOYSA-N tert-butyl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)C WYKYCHHWIJXDAO-UHFFFAOYSA-N 0.000 description 1
- PFBLRDXPNUJYJM-UHFFFAOYSA-N tert-butyl 2-methylpropaneperoxoate Chemical compound CC(C)C(=O)OOC(C)(C)C PFBLRDXPNUJYJM-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- JZFHXRUVMKEOFG-UHFFFAOYSA-N tert-butyl dodecaneperoxoate Chemical compound CCCCCCCCCCCC(=O)OOC(C)(C)C JZFHXRUVMKEOFG-UHFFFAOYSA-N 0.000 description 1
- CQKAPARXKPTKBK-UHFFFAOYSA-N tert-butylazanium;bromide Chemical compound Br.CC(C)(C)N CQKAPARXKPTKBK-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 210000003813 thumb Anatomy 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000005628 tolylene group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
- 150000003918 triazines Chemical class 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
- 125000004953 trihalomethyl group Chemical group 0.000 description 1
- FOETTWZZVDEKIW-UHFFFAOYSA-N triisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)(N=C=O)C1=CC=CC=C1 FOETTWZZVDEKIW-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- FGKCGMMQJOWMFW-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;bromide Chemical compound [Br-].CC(=C)C(=O)OCC[N+](C)(C)C FGKCGMMQJOWMFW-UHFFFAOYSA-M 0.000 description 1
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
- 125000006839 xylylene group Chemical group 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- PIMBTRGLTHJJRV-UHFFFAOYSA-L zinc;2-methylprop-2-enoate Chemical compound [Zn+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O PIMBTRGLTHJJRV-UHFFFAOYSA-L 0.000 description 1
- JBCJMTUHAXHILC-UHFFFAOYSA-N zinc;octanoic acid Chemical compound [Zn+2].CCCCCCCC(O)=O JBCJMTUHAXHILC-UHFFFAOYSA-N 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Application Of Or Painting With Fluid Materials (AREA)
Description
工程(1):水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)並びに硬化剤(C)を含有する組成物(1)を使用して、下塗り塗膜層を形成する工程、
工程(2):前記工程(1)で下塗り塗膜層が形成された基材上に、機能性付与基含有重合性不飽和化合物(X)並びに光重合開始剤(D’)及び熱重合開始剤(D’’)から選択される重合開始剤(D)を含有する組成物(2)を使用して、機能性付与層を形成する工程、及び
工程(3):前記工程(1)及び(2)により、下塗り塗膜層及び機能性付与層が形成された基材を処理する工程であって、前記工程(2)において光重合開始剤(D’)を含有する組成物(2)を使用した場合は該基材上に、上に活性エネルギー線を照射し、前記工程(2)において熱重合開始剤(D’’)を含有する組成物(2)を使用した場合は該基材を加熱する工程、
を順次行うことを特徴とする基材上への被膜形成方法。
工程(1):水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)、硬化剤(C)並びに光重合開始剤(D’)を含有する組成物(1)を使用して、下塗り塗膜層を形成する工程、
工程(2):前記工程(1)で下塗り塗膜層が形成された基材上に、機能性付与基含有重合性不飽和化合物(X)を含有する組成物(2)を使用して、機能性付与層を形成する工程、及び
工程(3):前記工程(1)及び(2)により、下塗り塗膜層及び機能性付与層が形成された基材上に、活性エネルギー線を照射する工程、
を順次行うことを特徴とする基材上への被膜形成方法。
基材上に、
工程(1):水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)並びに硬化剤(C)を含有する組成物(1)を使用して、下塗り塗膜層を形成する工程、
工程(2):前記工程(1)で下塗り塗膜層が形成された基材上に、機能性付与基含有重合性不飽和化合物(X)並びに光重合開始剤(D’)及び熱重合開始剤(D’’)から選択される重合開始剤(D)を含有する組成物(2)を使用して、機能性付与層を形成する工程、及び
工程(3):前記工程(1)及び(2)により、下塗り塗膜層及び機能性付与層が形成された基材上に、活性エネルギー線を照射する工程、を順次行うことを特徴とする方法(以下、「方法1」と略称する場合がある)、並びに、
基材上に、
工程(1):水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)、硬化剤(C)並びに光重合開始剤(D’)を含有する組成物(1)を使用して、下塗り塗膜層を形成する工程、
工程(2):前記工程(1)で下塗り塗膜層が形成された基材上に、機能性付与基含有重合性不飽和化合物(X)を含有する組成物(2)を使用して、機能性付与層を形成する工程、及び
工程(3):前記工程(1)及び(2)により、下塗り塗膜層及び機能性付与層が形成された基材上に、活性エネルギー線を照射する工程、
を順次行うことを特徴とする方法(以下、「方法2」と略称する場合がある)
である。
本発明において、基材は表面を改質して機能性を付与する対象となる。基材としては、特に制限はなく、有機材料、無機材料、或いは、有機と無機とのハイブリッド材料のいずれであってもよい。本発明における基材としては、有機材料、有機と無機とのハイブリッド材料等の有機高分子化合物を含む基材であることが好ましい。
本発明の被膜形成方法において、必須工程である工程(1)の前に、表面を改質して機能性を付与する対象となる基材に対し、プラズマ処理、コロナ放電処理、活性エネルギー線処理、火炎処理、ブラスト処理、研磨処理などから選択された少なくとも1種の物理的方法による処理(物理的処理)を行うことができる。これらの物理的処理は必要に応じて2種以上を併用して行うこともできる。
工程(1)では、基材上に、方法1においては、水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)並びに硬化剤(C)を含有する組成物(1)、又は、方法2においては、水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)、硬化剤(C)並びに該成分(A)〜(C)から選ばれる少なくとも一種との反応性を有する反応性基含有光重合開始剤(D)を含有する組成物(1)を使用して、下塗り塗膜層を形成する。工程(1)に先立ち、前記工程(0)の物理的処理及び/又は前記化学的処理を行う場合は、該処理が施された基材上に、下塗り塗膜層を形成する。
水酸基含有樹脂(A)は、1分子中に少なくとも1個の水酸基を有する樹脂である。水酸基含有樹脂(A)としては、例えば、水酸基を有する、アクリル樹脂、ポリエステル樹脂、アクリル変性ポリエステル樹脂、ポリエーテル樹脂、ポリカーボネート樹脂、ポリウレタン樹脂、エポキシ樹脂、アルキド樹脂等の樹脂が挙げられる。これらはそれぞれ単独でもしくは2種以上組み合わせて使用することができる。また、上記水酸基含有樹脂(A)は重合性不飽和基を有していてもよい。なかでも、水酸基含有樹脂(A)は、機能性の維持性、耐加水分解性等の観点から、水酸基含有アクリル樹脂であることが好ましい。
(i) アルキル又はシクロアルキル(メタ)アクリレート:例えば、メチル(メタ)アクリレート、エチル(メタ)アクリレート、n−プロピル(メタ)アクリレート、イソプロピル(メタ)アクリレート、n−ブチル(メタ)アクリレート、イソブチル(メタ)アクリレート、tert−ブチル(メタ)アクリレート、n−ヘキシル(メタ)アクリレート、n−オクチル(メタ)アクリレート、2−エチルヘキシル(メタ)アクリレート、ノニル(メタ)アクリレート、トリデシル(メタ)アクリレート、ラウリル(メタ)アクリレート、ステアリル(メタ)アクリレート、イソステアリル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート、メチルシクロヘキシル(メタ)アクリレート、t−ブチルシクロヘキシル(メタ)アクリレート、シクロドデシル(メタ)アクリレート、トリシクロデカニル(メタ)アクリレート等。
(ii) イソボルニル基を有する重合性不飽和モノマー:イソボルニル(メタ)アクリレート等。
(iii) アダマンチル基を有する重合性不飽和モノマー:アダマンチル(メタ)アクリレート等。
(iv) トリシクロデセニル基を有する重合性不飽和モノマー:トリシクロデセニル(メタ)アクリレート等。
(v) 芳香環含有重合性不飽和モノマー:ベンジル(メタ)アクリレート、スチレン、α−メチルスチレン、ビニルトルエン等。
(vi) アルコキシシリル基を有する重合性不飽和モノマー:ビニルトリメトキシシラン、ビニルトリエトキシシラン、ビニルトリス(2−メトキシエトキシ)シラン、γ−(メタ)アクリロイルオキシプロピルトリメトキシシラン、γ−(メタ)アクリロイルオキシプロピルトリエトキシシラン等。
(vii) フッ素化アルキル基を有する重合性不飽和モノマー:パーフルオロブチルエチル(メタ)アクリレート、パーフルオロオクチルエチル(メタ)アクリレート等のパーフルオロアルキル(メタ)アクリレート;フルオロオレフィン等。
(viii) マレイミド基等の光重合性官能基を有する重合性不飽和モノマー。
(ix) ビニル化合物:N−ビニルピロリドン、エチレン、ブタジエン、クロロプレン、プロピオン酸ビニル、酢酸ビニル等。
(x) カルボキシル基含有重合性不飽和モノマー:(メタ)アクリル酸、マレイン酸、クロトン酸、β−カルボキシエチル(メタ)アクリレート等。
(xi) 含窒素重合性不飽和モノマー:(メタ)アクリロニトリル、(メタ)アクリルアミド、N,N−ジメチルアミノエチル(メタ)アクリレート、N,N−ジエチルアミノエチル(メタ)アクリレート、N,N−ジメチルアミノプロピル(メタ)アクリルアミド、メチレンビス(メタ)アクリルアミド、エチレンビス(メタ)アクリルアミド、グリシジル(メタ)アクリレートとアミン化合物との付加物等。
(xii) 重合性不飽和基を1分子中に2個以上有する重合性不飽和モノマー:アリル(メタ)アクリレート、エチレングリコールジ(メタ)アクリレート、1,4−ブタンジオールジ(メタ)アクリレート、ネオペンチルグリコールジ(メタ)アクリレート、1,6−ヘキサンジオールジ(メタ)アクリレート等。
(xiii) エポキシ基含有重合性不飽和モノマー:グリシジル(メタ)アクリレート、β−メチルグリシジル(メタ)アクリレート、3,4−エポキシシクロヘキシルメチル(メタ)アクリレート、3,4−エポキシシクロヘキシルエチル(メタ)アクリレート、3,4−エポキシシクロヘキシルプロピル(メタ)アクリレート、アリルグリシジルエーテル等。
(xiv) 分子末端がアルコキシ基であるポリオキシエチレン鎖を有する(メタ)アクリレート。
(xv) スルホン酸基を有する重合性不飽和モノマー:2−アクリルアミド−2−メチルプロパンスルホン酸、2−スルホエチル(メタ)アクリレート、アリルスルホン酸、4−スチレンスルホン酸等;これらスルホン酸のナトリウム塩及びアンモニウム塩等。
(xvi) リン酸基を有する重合性不飽和モノマー:アシッドホスホオキシエチル(メタ)アクリレート、アシッドホスホオキシプロピル(メタ)アクリレート、アシッドホスホオキシポリ(オキシエチレン)グリコール(メタ)アクリレート、アシッドホスホオキシポリ(オキシプロピレン)グリコール(メタ)アクリレート等。
(xvii) 紫外線吸収性官能基を有する重合性不飽和モノマー:2−ヒドロキシ−4(3−メタクリロイルオキシ−2−ヒドロキシプロポキシ)ベンゾフェノン、2−ヒドロキシ−4−(3−アクリロイルオキシ−2−ヒドロキシプロポキシ)ベンゾフェノン、2,2’−ジヒドロキシ−4−(3−メタクリロイルオキシ−2−ヒドロキシプロポキシ)ベンゾフェノン、2,2’−ジヒドロキシ−4−(3−アクリロイルオキシ−2−ヒドロキシプロポキシ)ベンゾフェノン、2−(2’−ヒドロキシ−5'−メタクリロイルオキシエチルフェニル)−2H−ベンゾトリアゾール等。
(xviii) 光安定性重合性不飽和モノマー:4−(メタ)アクリロイルオキシ1,2,2,6,6−ペンタメチルピペリジン、4−(メタ)アクリロイルオキシ−2,2,6,6−テトラメチルピペリジン、4−シアノ−4−(メタ)アクリロイルアミノ−2,2,6,6−テトラメチルピペリジン、1−(メタ)アクリロイル−4−(メタ)アクリロイルアミノ−2,2,6,6−テトラメチルピペリジン、1−(メタ)アクリロイル−4−シアノ−4−(メタ)アクリロイルアミノ−2,2,6,6−テトラメチルピペリジン、4−クロトノイルオキシ−2,2,6,6−テトラメチルピペリジン、4−クロトノイルアミノ−2,2,6,6−テトラメチルピペリジン、1−クロトノイル−4−クロトノイルオキシ−2,2,6,6−テトラメチルピペリジン等。
(xix) カルボニル基を有する重合性不飽和モノマー:アクロレイン、ダイアセトンアクリルアミド、ダイアセトンメタクリルアミド、アセトアセトキシエチルメタクリレート、ホルミルスチロール、4〜7個の炭素原子を有するビニルアルキルケトン(例えば、ビニルメチルケトン、ビニルエチルケトン、ビニルブチルケトン)等。
(xx) 酸無水物基を有する重合性不飽和モノマー:無水マレイン酸、無水イタコン酸、無水シトラコン酸等。
Tg(℃)=Tg(K)−273
式中、W1、W2、・・・Wnは各モノマーの質量分率であり、T1、T2・・・Tnは各モノマーのホモポリマーのガラス転移温度Tg(K)である。
水酸基及びフッ素原子を含有する重合性不飽和化合物(B)は、分子内に、1個以上の水酸基と、1個以上のフッ素原子と、1個以上の重合性不飽和基とを有する化合物である。
−(CH2)n1− (n1=2〜10、好ましくは2〜4の整数)
−C6H4COO(CH2)n2− (n2=2〜10、好ましくは2〜4の整数)
−C6H4(CH2)n3− (n3=1〜10、好ましくは2〜4の整数)
−CH2CH2(OCH2CH2)n4− (n4=1〜10、好ましくは2〜4の整数)
−C6H4CO(OCH2CH2)n5− (n5=1〜10、好ましくは2〜4の整数)
上記好ましいR1の具体例の中でも、以下の基が特に好ましい。
−C6H4COO(CH2)n2− (n2=2〜10、好ましくは2〜4の整数)
R2は水素原子又はメチル基であり、好ましくはメチル基である。
−C6H4COO(CH2)n2− (n2=2〜10)
であるとき、以下の反応式に基づいて、室温下、酸クロライドの有機溶媒溶液を水酸基含有アルキル(メタ)アクリレートの有機溶媒溶液に滴下することにより製造することができる。
−(CH2)n1− (n1=2〜10)
であるとき、以下の反応式に基づいて、室温下、ヘキサフルオロプロペントリマーを水酸基含有アルキル(メタ)アクリレートの有機溶媒溶液に滴下することにより製造することができる。
ベンジル(メタ)アクリレート、フェニル(メタ)アクリレート、フェノキシエチル(メタ)アクリレート、テトラヒドロフルフリル(メタ)アクリレート、エチルカルビトール(メタ)アクリレート等の(メタ)アクリル酸アルキルカルビトール;
イソボルニル(メタ)アクリレート、ジシクロペンタニル(メタ)アクリレート、ジシクロペンテニル(メタ)アクリレート、ジシクロペンテニロキシエチル(メタ)アクリレート等のその他の(メタ)アクリル酸エステル;
γ−(メタ)アクリロイルオキシプロピルトリメトキシシラン、γ−(メタ)アクリロイルオキシプロピルトリエトキシシラン、γ−(メタ)アクリロイルオキシプロピルメチルジメトキシシラン等の加水分解性シリル基含有重合性不飽和モノマー;
フマル酸、マレイン酸、イタコン酸等で代表されるような種々の多価カルボキシル基含有重合性不飽和モノマーと、炭素数が1〜18なるモノアルキルアルコールとのモノ−ないしはジエステル系化合物;スチレン、ビニルトルエン、α−メチルスチレン、p−tert−ブチルスチレン等の芳香族ビニル化合物;
(メタ)アクリルアミド、N−メチル(メタ)アクリルアミド、N−エチル(メタ)アクリルアミド、N−n−プロピル(メタ)アクリルアミド、N−iso−プロピル(メタ)アクリルアミド、N−n−ブチル(メタ)アクリルアミド、N−iso−ブチル(メタ)アクリルアミド、N−tert−ブチル(メタ)アクリルアミド、N−アミル(メタ)アクリルアミド、N−(メタ)アクリルアミド、N−ヘキシル(メタ)アクリルアミド、N−ヘプチル(メタ)アクリルアミド、N−2−エチルヘキシル(メタ)アクリルアミド、N,N−ジメチル(メタ)アクリルアミド、N,N−ジエチル(メタ)アクリルアミド、N−メチロール(メタ)アクリルアミド、N−メトキシメチル(メタ)アクリルアミド、N−エトキシメチル(メタ)アクリルアミド、N−n−プロポキシメチル(メタ)アクリルアミド、N−iso−プロポキシメチル(メタ)アクリルアミド、N−n−ブトキシメチル(メタ)アクリルアミド、N−iso−ブトキシメチル(メタ)アクリルアミド、N−tert−ブトキシメチル(メタ)アクリルアミド、N−アミロキシメチルアクリルアミド、N−ヘキシロキシ(メタ)アクリルアミド、N−ヘプチロキシメチル(メタ)アクリルアミド、N−オクチロキシメチル(メタ)アクリルアミド、N−2−エチル−ヘキシロキシメチル(メタ)アクリルアミド、ジアセトン(メタ)アクリルアミド等のアミノ基含有アミド系重合性不飽和モノマー;
ジメチルアミノエチル(メタ)アクリレート、ジエチルアミノエチル(メタ)アクリレート等の(メタ)アクリル酸ジアルキルアミノアルキル系化合物;tert−ブチルアミノエチル(メタ)アクリレート、tert−ブチルアミノプロピル(メタ)アクリレート、アジリジニルエチル(メタ)アクリレート、ピロリジニルエチル(メタ)アクリレート、ピペリジニルエチル(メタ)アクリレート、(メタ)アクリロイルモルフォリン、N−ビニル−2−ピロリドン、N−ビニルカプロラクタム、N−ビニルオキサゾリン、(メタ)アクリロニトリル等の含窒素重合性不飽和モノマー;
酢酸ビニル、プロピオン酸ビニル、酪酸ビニル、イソ酪酸ビニル、カプロン酸ビニル、カプリル酸ビニル、カプリン酸ビニル、ラウリン酸ビニル、炭素数9の分岐状(分枝状)脂肪族カルボン酸ビニル、炭素数10の分岐状(分枝状)脂肪族カルボン酸ビニル、炭素数11の分岐状(分枝状)脂肪族カルボン酸ビニル、ステアリン酸ビニル等の脂肪族カルボン酸ビニル;
シクロヘキサンカルボン酸ビニル、メチルシクロヘキサンカルボン酸ビニル、安息香酸ビニル、p−tert−ブチル安息香酸ビニル等の環状構造を有するカルボン酸のビニルエステル系化合物;
エチルビニルエーテル、ヒドロキシエチルビニルエーテル、ヒドロキシn−ブチルビニルエーテル、ヒドロキシイソブチルビニルエーテル、シクロヘキシルビニルエーテル、ラウリルビニルエーテル等のアルキルビニルエーテル系化合物;
塩化ビニル、塩化ビニリデン等の前記したフルオロオレフィン系化合物以外のハロゲン化オレフィン系化合物;エチレン、プロピレン、ブテン−1等のα−オレフィン系化合物等が挙げられる。
硬化剤(C)は、前記水酸基含有樹脂(A)中の水酸基及び上記水酸基及びフッ素原子を含有する重合性不飽和化合物(B)中の水酸基と反応し得る官能基を有する化合物である。
メラミン樹脂としては市販品を使用できる。市販品の商品名としては、例えば、「サイメル202」、「サイメル203」、「サイメル238」、「サイメル251」、「サイメル303」、「サイメル323」、「サイメル324」、「サイメル325」、「サイメル327」、「サイメル350」、「サイメル385」、「サイメル1156」、「サイメル1158」、「サイメル1116」、「サイメル1130」(以上、日本サイテックインダストリーズ社製)、「ユーバン120」、「ユーバン20HS」、「ユーバン20SE60」、「ユーバン2021」、「ユーバン2028」、「ユーバン28−60」(以上、三井化学社製)等が挙げられる。
方法2において、組成物(1)は光重合開始剤(D’)を含有する。
方法2において組成物(1)が含有する光重合開始剤(D’)の好ましい態様である反応性基含有光重合開始剤(D’a)は、前記水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)及び硬化剤(C)の少なくとも一種との反応性を有し、かつ活性エネルギー線を吸収して、フリーラジカル(中間体の形態でも)を発生する化合物の全て又は化合物の混合物である。
工程(2)では、前記工程(1)で基材上に形成された下塗り塗膜層上に、方法1においては、機能性付与基含有重合性不飽和化合物(X)並びに光重合開始剤(D’)及び熱重合開始剤(D’’)から選択される重合開始剤(D)を含有する組成物(2)、又は、方法2においては、機能性付与基含有重合性不飽和化合物(X)を含有する組成物(2)を使用して、機能性付与層を形成する。
機能性付与基含有重合性不飽和化合物(X)は、分子内に、1個以上の重合性不飽和基及び1個以上の機能性付与基を有する化合物である。
1)親水性を付与するための、親水性基、
2)撥水性/撥油性を付与するための、撥水性/撥油性基、
3)屈折率変動を付与するための、高い増分又は低い増分の屈折を有する官能基、
4)紫外線吸収特性を付与するための、紫外線吸収性を有する官能基、
5)光安定性を付与するための、光安定性を有する官能基、
6)生物特性を付与するための、生物特性を有する官能基、
7)難燃性を付与するための、難燃性基、
8)帯電防止性を付与するための、帯電防止性基、
等を挙げることができる。
ポリオキシエチレン基、ポリオキシプロピレン基、オキシエチレン基とオキシプロピレン基との両方を含むポリオキシアルキレン基等のポリオキシアルキレン基;
水酸基、アミド;
3級アミノ基、4級アンモニウム塩等を挙げることができる。
〔式中、R1bは水素原子又はメチル基、R2bは−CPH2P−、−C(CPH2P+1)H−、−CH2C(CPH2P+1)H−又は−CH2CH2O−、Rfbは−CnF2n+1、−(CF2)nH、−CnF2n−CF3、−(CF2)pOCnF2nCjH2j+1、−(CF2)pOCmH2mCiH2iH、−N(CPH2P+1)COCnF2n+1、−N(CPH2P+1)SO2CnF2n+1である。但し、pは1〜10、nは1〜16、mは0〜10、iは0〜16、jは0〜10の整数である。〕
CF2=CFORg ・・・(II)
(式中Rgは炭素数1〜20のフルオロアルキル基を表わす。)
CH2=CHRg・・・(III)
(式中Rgは炭素数1〜20のフルオロアルキル基を表わす。)
CH2=CR3bCOOR5bRjR6bOCOCR4b=CH2 ・・・(IV)
〔式中、R3、R4は水素原子又はメチル基、R5b、R6bは−CqH2q−、−C(CqH2q+1)H−、−CH2C(CqH2q+1)H−又は−CH2CH2O−、Rjは−CtF2tである。但し、qは1〜10、tは1〜16の整数である。〕
CH2=CHR7bCOOCH2(CH2Rk)CHOCOCR8b=CH2・・・(V)
(式中、R7b、R8bは水素原子又はメチル基、Rkは−CyF2y+1である。但し、yは1〜16の整数である。)
上記のフッ素含有重合性不飽和化合物としては、以下の具体例を挙げることができる。
方法1において、組成物(2)は光重合開始剤(D’)及び熱重合開始剤(D’’)から選択される重合開始剤(D)を含有する。
方法1において組成物(2)が含有することができる光重合開始剤(D’)としては、例えば、前記工程(1)の説明欄において記載した光重合開始剤を使用することができる。
方法1において組成物(2)が含有することができる熱重合開始剤(D’’)は、加熱により、フリーラジカル(中間体の形態でも)を発生する化合物の全て又は化合物の混合物である。
工程(2)の後、下塗り塗膜層及び機能性付与層が形成された基材上に、活性エネルギー線を照射する、又は、下塗り塗膜層及び機能性付与層が形成された基材を加熱することにより、基材、下塗り塗膜層及び機能性付与層が一体となって強固に結合した、表面が改質され新たに機能性が付与された塗装物品を得ることができる。ただし、方法1においては前記工程(2)において光重合開始剤(D’)を含有する組成物(2)を使用した場合は活性エネルギー線照射を行い、熱重合開始剤(D’’)を含有する組成物(2)を使用した場合は加熱を行う。方法2においては、活性エネルギー線照射を行う。
活性エネルギー線としては、公知のものを使用することができる。具体的には、紫外線、可視光線、レーザー光(近赤外線レーザー、可視光レーザー、紫外線レーザー等)、マイクロ波、電磁波等を挙げることができる。
加熱は、この分野において公知の手法を適宜使用することができる。
製造例1
温度計、サーモスタット、撹拌装置、還流冷却器、窒素導入管及び滴下装置を備えた反応容器に、酢酸ブチル45部を仕込み、窒素ガスを吹き込みながら115℃で攪拌し、この中に2−ヒドロキシエチルメタクリレート28部、スチレン20部、シクロヘキシルメタクリレート32部、メチルメタクリレート15部、n−ブチルアクリレート5部、酢酸ブチル10部及び2,2’−アゾビスイソブチロニトリル2部からなるモノマー混合物を4時間かけて均一速度で滴下し、さらに同温度で1時間熟成した。その後さらに酢酸ブチル15部及び2,2’−アゾビスイソブチロニトリル1.0部の混合物を3時間かけて反応容器に滴下し、滴下終了後1時間熟成させたのち、酢酸ブチルで希釈し、固形分50%の水酸基含有アクリル樹脂(A−1)溶液を得た。
温度計、サーモスタット、撹拌装置、還流冷却器、窒素導入管及び滴下装置を備えた反応容器に、酢酸ブチル45部を仕込み、窒素ガスを吹き込みながら115℃で攪拌し、この中に2−ヒドロキシエチルメタクリレート24部、2−ヒドロキシエチルアクリレート3部、スチレン20部、シクロヘキシルメタクリレート30部、n−ブチルアクリレート23部、酢酸ブチル10部及び2,2’−アゾビスイソブチロニトリル2部からなるモノマー混合物を4時間かけて均一速度で滴下し、さらに同温度で1時間熟成した。その後さらに酢酸ブチル15部及び2,2’−アゾビスイソブチロニトリル1.0部の混合物を3時間かけて反応容器に滴下し、滴下終了後1時間熟成させたのち、酢酸ブチルで希釈し、固形分50%の水酸基含有アクリル樹脂(A−2)溶液を得た。
製造例1において、モノマー混合物の配合組成及び反応温度を表1に示すものとする以外は、製造例1と同様にして、固形分50%の水酸基含有アクリル樹脂(A−3)〜(A−11)溶液を得た。各水酸基含有アクリル樹脂の水酸基価、重量平均分子量、ガラス転移温度ならびに芳香族重合性不飽和モノマー及び脂環族重合性不飽和モノマーの合計含有量を表1にあわせて示す。
攪拌機、サーモスタット、温度計、還流冷却器、窒素導入管及び滴下装置を備えた反応容器に、酢酸ブチル45部を仕込み、窒素ガスを吹き込みながら115℃で攪拌し、この中にエチルアクリレート20部、メチルメタクリレート20部、グリシジルメタクリレート60部、及び2,2’−アゾビスイソブチロニトリル(AIBN)2部からなるモノマー混合物を4時間かけて均一速度で滴下し、さらに同温度で1時間熟成した。その後、さらに酢酸ブチル10部及び2,2’−アゾビスイソブチロニトリル0.5部の混合物を1時間かけて反応容器に滴下し、滴下終了後1時間熟成させ、グリシジル基含有アクリル樹脂溶液を得た。さらに、反応容器内に空気を吹き込みながら、該グリシジル基含有アクリル樹脂溶液に、アクリル酸30部、ハイドロキノンモノメチルエーテル0.15部及びt−ブチルアンモニウムブロマイド0.5部を加えて、同温度で8時間反応させたのち、酢酸ブチルで希釈し、固形分50%の重合性不飽和基を有する水酸基含有アクリル樹脂(A−12)溶液を得た。得られた重合性不飽和基を有する水酸基含有アクリル樹脂(A−12)の水酸基価は180mgKOH/g、重量平均分子量は20,000、不飽和基当量は312であった。
製造例13
攪拌機、サーモスタット、温度計、還流冷却器、窒素導入管及び滴下装置を備えた反応容器に、「スミジュールN−3300」(商品名、住化バイエルウレタン社製、ヘキサメチレンジイソシアネートのイソシアヌレート環付加物、固形分含有率100%)81部、「IRGACURE2959」(商品名、BASF社製、1−[4−(2−ヒドロキシエトキシ)−フェニル]−2−ヒドロキシ−2−メチル−1−プロパン−1−オン、水酸基を有する光重合開始剤、固形分含有率100%)19部及び酢酸ブチル25部を仕込み、窒素ガスを吹き込みながら90℃で8時間攪拌して、固形分80%のイソシアネート基を有する光重合開始剤(D’a2−1)を得た。滴定によって求めたNCO当量は、反応前が193g/eqであったのに対して反応後は296g/eqであり、「スミジュールN−3300」中のイソシアネート基に対する「IRGACURE2959」中の水酸基の付加反応が正常に進行したことを確認した。
製造例14
製造例1で得られた水酸基を有する重合性不飽和基含有アクリル樹脂(A−1)溶液200部(固形分100部)、「フタージェント602A」(商品名、ネオス社製、水酸基及びフッ素原子を含有する重合性不飽和化合物、固形分50%)2部(固形分1部)、「スミジュールN−3300」(商品名、住化バイエルウレタン社製、ヘキサメチレンジイソシアネートのイソシアヌレート環付加物、固形分含有率100%)41部、ジブチル錫ジアセテート0.001部、及び「TINUVIN123」(商品名、BASF社製、光安定剤、固形分含有率100%)0.1部を均一に混合し、さらに固形分が30%になるように酢酸ブチルで希釈攪拌して、組成物(1−1)を得た。
製造例14において、配合組成を表2に示すものとする以外は、製造例14と同様にして、固形分30%の組成物(1−2)〜(1−38)を得た。なお表2に示す配合組成は、各成分の固形分質量による。
製造例52
メタクリロイルオキシエチル−N,N−ジメチルアンモニウム−α−メチルカルボキシベタイン10部、「IRGACURE184」1部、エタノール80部及び脱イオン水10部を混合して組成物(2−1)を得た。
メタクリロイルオキシエチル−N,N−ジメチル−N−(3−スルホプロピル)アンモニウムベタイン10部、「IRGACURE184」1部、エタノール80部及び脱イオン水10部を混合して組成物(2−2)を得た。
ビニルスルホン酸10部、「IRGACURE184」1部、エタノール80部及び脱イオン水10部を混合して組成物(2−3)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「IRGACURE184」1部、エタノール80部及び脱イオン水10部を混合して組成物(2−4)を得た。
アリルスルホン酸ソーダ10部、「IRGACURE184」1部、エタノール80部及び脱イオン水10部を混合して組成物(2−5)を得た。
「ファンクリルFA−400M」(商品名、日立化成工業社製、メトキシポリエチレングリコールモノメタクリレート)10部、「IRGACURE184」1部、エタノール80部及び脱イオン水10部を混合して組成物(2−6)を得た。
「ノストラSA」(商品名、三井化学社製、重合性不飽和基及び親水基を含有するUV硬化コート剤、固形分80%)12.5部、「IRGACURE184」1部、エタノール77.5部及び脱イオン水10部を混合して組成物(2−7)を得た。
ビニルスルホン酸10部、「IRGACURE184」1部、エタノール80部、脱イオン水10部及び水酸化ナトリウム3.7部を混合して組成物(2−8)を得た。
ビニルスルホン酸10部、「IRGACURE184」1部、エタノール80部、脱イオン水10部及びジメチルエタノールアミン8.2部を混合して組成物(2−9)を得た。
ビニルスルホン酸10部、「IRGACURE184」1部、エタノール80部、脱イオン水6部及び28%アンモニア水5.6部を混合して組成物(2−10)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「IRGACURE184」0.5部、エタノール65部及び脱イオン水25部を混合して組成物(2−11)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「IRGACURE184」0.5部、エタノール65部、脱イオン水17部及び20%水酸化ナトリウム水溶液9.7部を混合して組成物(2−12)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、エタノール65部、脱イオン水17部及び20%水酸化ナトリウム水溶液9.7部を混合して組成物(2−13)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「IRGACURE184」0.5部、エタノール65部、脱イオン水25部及びジメチルエタノールアミン4.3部を混合して組成物(2−14)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「IRGACURE184」0.5部、エタノール65部、脱イオン水23部及び28%アンモニア水2.9部を混合して組成物(2−15)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「IRGACURE184」0.5部、エタノール65部、脱イオン水14部及び20%水酸化カリウム水溶液13.5部を混合して組成物(2−16)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「IRGACURE184」0.5部、エタノール65部、脱イオン水3部及び5%水酸化リチウム水溶液23.1部を混合して組成物(2−17)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「IRGACURE184」0.5部、エタノール65部、脱イオン水5部及び20%炭酸ナトリウム水溶液25.6部を混合して組成物(2−18)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「アロニックスM−313」(商品名、東亞合成社製、イソシアヌル酸エチレンオキサイド変性ジ及びトリアクリレート、固形分100%)1部、「IRGACURE184」0.5部、エタノール65部、脱イオン水17部及び20%水酸化ナトリウム水溶液9.7部を混合して組成物(2−19)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「アロニックスM−306」(商品名、東亞合成社製、ペンタエリスリトールトリ及びテトラアクリレート、固形分100%)1部、「IRGACURE184」0.5部、エタノール65部、、脱イオン水17部及び20%水酸化ナトリウム水溶液9.7部を混合して組成物(2−20)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、N,N'−メチレンビスアクリルアミド1部、「IRGACURE184」0.5部、エタノール65部、脱イオン水3部及び5%水酸化リチウム水溶液23.1部を混合して組成物(2−21)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「A−GLY−9E」(商品名、新中村化学社製、グリセリンエチレンオキサイド変性トリアクリレート(エチレンオキサイド9mol)、固形分100%)1部、「IRGACURE184」0.5部、エタノール65部、脱イオン水3部及び5%水酸化リチウム水溶液23.1部を混合して組成物(2−22)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「V−50」(商品名、和光純薬工業社製、熱重合開始剤)0.5部、エタノール65部、脱イオン水17部及び20%水酸化ナトリウム水溶液9.7部を混合して組成物(2−23)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、「アロニックスM−306」(商品名、東亞合成社製、ペンタエリスリトールトリ及びテトラアクリレート、固形分100%)1部、「V−50」0.5部、エタノール65部、脱イオン水17部及び20%水酸化ナトリウム水溶液9.7部を混合して組成物(2−24)を得た。
2−アクリルアミド−2−メチルプロパンスルホン酸10部、過硫酸アンモニウム0.5部、エタノール65部、脱イオン水17部及び20%水酸化ナトリウム水溶液9.7部を混合して組成物(2−25)を得た。
「フルオレスター」(商品名、東ソーエフテック社製、2,2,2−トリフルオロエチルメタクリレート、分子量168、固形分100%)10部、「IRGACURE184」1部及び「スワゾール1000」(商品名、丸善石油化学社製、石油系炭化水素溶剤)90部を混合して組成物(2−26)を得た。
「サイラプレーンFM−0711」(商品名、JNC社製、α−ブチル−ω−(3−メタクリロキシプロピル)ポリジメチルシロキサン、重量平均分子量1,000、固形分100%)10部、「IRGACURE184」1部及び「スワゾール1000」90部を混合して組成物(2−27)を得た。
「サイラプレーンFM−0711」8部、「ライトアクリレートMPD−A」(商品名、共栄社化学社製、3−メチル−1,5−ペンタンジオールジアクリレート、固形分100%)2部、「IRGACURE184」1部及び「スワゾール1000」90部を混合して組成物(2−28)を得た。
基材
<ABS基材>
100mm×150mm×3.0mmのアクリロニトリル−ブタジエン−スチレン(ABS)板の表面をイソプロピルアルコールで脱脂して基材とした。
100mm×150mm×3.0mmのアクリロニトリル−ブタジエン−スチレン(ABS)板の表面をイソプロピルアルコールで脱脂した。次いで、このABS板上に「レタンPGハイブリッドエコ サンメタリック塗料」(商品名、関西ペイント社製)を膜厚15μmになるように塗装し、80℃で5分乾燥したものを基材とした。
100mm×150mm×0.8mmのリン酸亜鉛処理された冷延鋼板に、「エレクロンGT−10」(商品名、関西ペイント社製、カチオン電着塗料組成物)を膜厚20μmになるように電着塗装し、170℃で30分加熱して硬化させた。次いで、この電着塗膜上に「TP−65−2」(商品名、関西ペイント社製、中塗り塗料組成物)を膜厚35μmになるように塗装し、140℃で30分間加熱して硬化させた。次いで、この中塗り塗膜上に「レタンPGハイブリッドエコ サンメタリック塗料」(商品名、関西ペイント社製)を膜厚15μmになるように塗装し、80℃で5分乾燥したものを基材とした。
ABS基材上に、製造例14で得た組成物(1−1)を、エアスプレーを用いて膜厚が20μmとなるように塗装し、常温で10分間セッティングを行った後、80℃で30分間加熱して硬化塗膜を得た。次に、該硬化塗膜上に、製造例52で得た組成物(2−1)を、マイクロワイプを用いて塗り伸ばした後、別の清浄なクロスでむらがなくなるまでふき取った。次に、UV照射装置「CV−1200−G」(フュージョンUVシステムズ・ジャパン株式会社製)を使用して、基材と高圧水銀灯との距離を15cmに設定し、放射照度120mW/cm2、放射エネルギー量500mJ/cm2の条件で、速度3m/分で2パスさせてUV照射を行った。最後に、被膜が形成された面を水洗し、室温で自然乾燥させて、被膜が形成された塗装物品を得た。
基材、組成物(1)及び組成物(2)として、表3に記載のものを使用し、組成物(1)の膜厚及び加熱温度を表3に記載のとおりに変更する以外は、実施例1と同様にして、各々の被膜が形成された塗装物品を得た。なお、組成物(2)として組成物(2−1)〜(2−25)を用いた実施例1〜73及び80〜156は、親水性付与被膜が形成された塗装物品の製造例であり、組成物(2)として組成物(2−26)〜(2−28)を用いた実施例74〜79及び157〜162は、撥水性付与被膜が形成された塗装物品の製造例である。
ABS基材上に、製造例16で得た組成物(1−3)を、エアスプレーを用いて膜厚が20μmとなるように塗装し、常温で10分間セッティングを行った後、80℃で30分間加熱して硬化塗膜を得た。次に、該硬化塗膜上に、製造例74で得た組成物(2−23)を、マイクロワイプを用いて塗り伸ばした後、別の清浄なクロスでむらがなくなるまでふき取った。次に、90℃で30分間加熱を行った。最後に、被膜が形成された面を水洗し、室温で自然乾燥させて、被膜形成基材を得た。
基材、組成物(1)及び組成物(2)として、表3に記載のものを使用し、組成物(1)の膜厚を表3に記載のとおりに変更する以外は、実施例62と同様にして、各被膜形成基材を得た。
得られた各被膜が形成された塗装物品について、各種試験を行った。評価結果を表2に示す。
平滑性:各被膜が形成された塗装物品について、平滑性を下記基準にて評価した
◎:非常に滑らかで非常に良い
○:滑らかで良い
△:やや粗く少し悪い
×:粗く悪い。
◎:試験前の被膜に対して、全く外観の変化のないもの
○:試験前の被膜に対して、わずかにツヤびけ、ふくれ又は変色が見られるが、製品とした時に問題の無いレベル
△:試験前の被膜に対して、若干、ツヤびけ、ふくれ又は変色が見られる
×:試験前の被膜に対して、著しく、ツヤびけ、ふくれ又は変色が見られる。
各被膜が形成された塗装物品の被膜面にJIS K 5600−5−6(1990)に準じて2mm×2mmのゴバン目100個を作り、その面に粘着テープを貼着し、急激に剥がした後に、被膜面に残ったゴバン目塗膜の数を評価した。
○:残存個数/全体個数=100個/100個で縁欠けあり
△:残存個数/全体個数=99個〜90個/100個
×:残存個数/全体個数=89個以下/100個。
Claims (7)
- 基材上に、
工程(1):水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)並びに硬化剤(C)を含有する組成物(1)を使用して、下塗り塗膜層を形成する工程、
工程(2):前記工程(1)で下塗り塗膜層が形成された基材上に、機能性付与基含有重合性不飽和化合物(X)並びに光重合開始剤(D’)及び熱重合開始剤(D’’)から選択される重合開始剤(D)を含有する組成物(2)を使用して、機能性付与層を形成する工程、及び
工程(3):前記工程(1)及び(2)により、下塗り塗膜層及び機能性付与層が形成された基材を処理する工程であって、前記工程(2)において光重合開始剤(D’)を含有する組成物(2)を使用した場合は該基材上に、上に活性エネルギー線を照射し、前記工程(2)において熱重合開始剤(D’’)を含有する組成物(2)を使用した場合は該基材を加熱する工程、
を順次行うことを特徴とする基材上への被膜形成方法において、
前記水酸基含有樹脂(A)が水酸基含有アクリル樹脂であり、
前記水酸基及びフッ素原子を含有する重合性不飽和化合物(B)の水酸基価が5〜160mgKOH/gであり、かつ、不飽和基当量が90〜2,500であり、
前記組成物(1)は、組成物(1)の合計固形分を基準として、前記水酸基及びフッ素原子を含有する重合性不飽和化合物(B)を0.05〜5質量%含む、方法。 - 基材上に、
工程(1):水酸基含有樹脂(A)、水酸基及びフッ素原子を含有する重合性不飽和化合物(B)、硬化剤(C)並びに光重合開始剤(D’)を含有する組成物(1)を使用して、下塗り塗膜層を形成する工程、
工程(2):前記工程(1)で下塗り塗膜層が形成された基材上に、機能性付与基含有重合性不飽和化合物(X)を含有する組成物(2)を使用して、機能性付与層を形成する工程、及び
工程(3):前記工程(1)及び(2)により、下塗り塗膜層及び機能性付与層が形成された基材上に、活性エネルギー線を照射する工程、
を順次行うことを特徴とする基材上への被膜形成方法において、
前記水酸基含有樹脂(A)が水酸基含有アクリル樹脂であり、
前記水酸基及びフッ素原子を含有する重合性不飽和化合物(B)の水酸基価が5〜160mgKOH/gであり、かつ、不飽和基当量が90〜2,500であり、
前記組成物(1)は、組成物(1)の合計固形分を基準として、前記水酸基及びフッ素原子を含有する重合性不飽和化合物(B)を0.05〜5質量%含む、方法。 - 水酸基含有樹脂(A)の水酸基価が15〜240mgKOH/gである請求項1又は2に記載の被膜形成方法。
- 水酸基含有樹脂(A)の重量平均分子量が3,000〜100,000である請求項1〜3のいずれか1項に記載の被膜形成方法。
- 水酸基含有アクリル樹脂が、共重合モノマー成分として、芳香族重合性不飽和モノマー及び/又は脂環族重合性不飽和モノマーを含有し、該芳香族重合性不飽和モノマー及び脂環族重合性不飽和モノマーの合計含有量が、共重合モノマー成分の総量に対して10〜90質量%であるモノマー混合物を重合して得られる水酸基含有アクリル樹脂である、請求項1〜4いずれか1項に記載の被膜形成方法。
- 硬化剤(C)が、ポリイソシアネート化合物、ブロック化ポリイソシアネート化合物及びアミノ樹脂からなる群より選ばれる少なくとも1種である請求項1〜5のいずれか1項に記載の被膜形成方法。
- 基材上に、請求項1〜6のいずれか1項に記載の被膜形成方法により被膜が形成された塗装物品。
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