JP2000239563A5 - Coating composition for undercoating of photocatalyst-containing coating film and cured product obtained from this - Google Patents
Coating composition for undercoating of photocatalyst-containing coating film and cured product obtained from this Download PDFInfo
- Publication number
- JP2000239563A5 JP2000239563A5 JP1999044617A JP4461799A JP2000239563A5 JP 2000239563 A5 JP2000239563 A5 JP 2000239563A5 JP 1999044617 A JP1999044617 A JP 1999044617A JP 4461799 A JP4461799 A JP 4461799A JP 2000239563 A5 JP2000239563 A5 JP 2000239563A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- undercoating
- coating film
- photocatalyst
- cured product
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 238000000576 coating method Methods 0.000 title description 17
- 239000011248 coating agent Substances 0.000 title description 16
- 239000008199 coating composition Substances 0.000 title description 14
- 239000011941 photocatalyst Substances 0.000 title description 7
- -1 groups Chemical group 0.000 description 14
- 239000000203 mixture Substances 0.000 description 14
- 150000001282 organosilanes Chemical class 0.000 description 13
- 125000004432 carbon atoms Chemical group C* 0.000 description 12
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 8
- 125000000524 functional group Chemical group 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 239000003960 organic solvent Substances 0.000 description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 5
- 229910052710 silicon Inorganic materials 0.000 description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 238000002834 transmittance Methods 0.000 description 4
- 229920000178 Acrylic resin Polymers 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000000962 organic group Chemical group 0.000 description 3
- 239000007870 radical polymerization initiator Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 230000002194 synthesizing Effects 0.000 description 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-Butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- 229920000180 Alkyd Polymers 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N Valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 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 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-Aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N 1-Hexanol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- ZQUROMIGLUXXNW-UHFFFAOYSA-N 1-triethoxysilylpropan-2-ol Chemical compound CCO[Si](CC(C)O)(OCC)OCC ZQUROMIGLUXXNW-UHFFFAOYSA-N 0.000 description 1
- AFAZQMFMBKQIDW-UHFFFAOYSA-N 1-trimethoxysilylpropan-2-ol Chemical compound CO[Si](OC)(OC)CC(C)O AFAZQMFMBKQIDW-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2,6-dimethylheptan-4-one Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- ZOAMZFNAPHWBEN-UHFFFAOYSA-N 2-$l^{1}-oxidanylpropane Chemical group CC(C)[O] ZOAMZFNAPHWBEN-UHFFFAOYSA-N 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N 2-(2-Ethoxyethoxy)ethanol Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- DLLMHEDYJQACRM-UHFFFAOYSA-N 2-(carboxymethyldisulfanyl)acetic acid Chemical compound OC(=O)CSSCC(O)=O DLLMHEDYJQACRM-UHFFFAOYSA-N 0.000 description 1
- BTANRVKWQNVYAZ-UHFFFAOYSA-N 2-Butanol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 1
- NICLKHGIKDZZGV-UHFFFAOYSA-N 2-cyanopentanoic acid Chemical compound CCCC(C#N)C(O)=O NICLKHGIKDZZGV-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- ZHTLMPWATZQGAP-UHFFFAOYSA-N 2-triethoxysilylethanol Chemical compound CCO[Si](CCO)(OCC)OCC ZHTLMPWATZQGAP-UHFFFAOYSA-N 0.000 description 1
- BOSZBTFBHSYELP-UHFFFAOYSA-N 2-trimethoxysilylethanol Chemical compound CO[Si](OC)(OC)CCO BOSZBTFBHSYELP-UHFFFAOYSA-N 0.000 description 1
- KSCAZPYHLGGNPZ-UHFFFAOYSA-N 3-chloropropyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)CCCCl KSCAZPYHLGGNPZ-UHFFFAOYSA-N 0.000 description 1
- OXYZDRAJMHGSMW-UHFFFAOYSA-N 3-chloropropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCCl OXYZDRAJMHGSMW-UHFFFAOYSA-N 0.000 description 1
- NMUBRRLYMADSGF-UHFFFAOYSA-N 3-triethoxysilylpropan-1-ol Chemical compound CCO[Si](OCC)(OCC)CCCO NMUBRRLYMADSGF-UHFFFAOYSA-N 0.000 description 1
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 1
- LVNLBBGBASVLLI-UHFFFAOYSA-N 3-triethoxysilylpropylurea Chemical compound CCO[Si](OCC)(OCC)CCCNC(N)=O LVNLBBGBASVLLI-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- LVACOMKKELLCHJ-UHFFFAOYSA-N 3-trimethoxysilylpropylurea Chemical compound CO[Si](OC)(OC)CCCNC(N)=O LVACOMKKELLCHJ-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- SWXVUIWOUIDPGS-UHFFFAOYSA-N Diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 1
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N Dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 description 1
- FVTWJXMFYOXOKK-UHFFFAOYSA-N Fluoroacetamide Chemical group NC(=O)CF FVTWJXMFYOXOKK-UHFFFAOYSA-N 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N Isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N Methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N Propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N Propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N Propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N Simethicone Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N Tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 229920002803 Thermoplastic polyurethane Polymers 0.000 description 1
- JMXKSZRRTHPKDL-UHFFFAOYSA-N Titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N Triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N Triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- RQVFGTYFBUVGOP-UHFFFAOYSA-N [acetyloxy(dimethyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(C)OC(C)=O RQVFGTYFBUVGOP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 229910052782 aluminium Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 150000008365 aromatic ketones Chemical class 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- XGZGKDQVCBHSGI-UHFFFAOYSA-N butyl(triethoxy)silane Chemical compound CCCC[Si](OCC)(OCC)OCC XGZGKDQVCBHSGI-UHFFFAOYSA-N 0.000 description 1
- SXPLZNMUBFBFIA-UHFFFAOYSA-N butyl(trimethoxy)silane Chemical compound CCCC[Si](OC)(OC)OC SXPLZNMUBFBFIA-UHFFFAOYSA-N 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- ATGKAFZFOALBOF-UHFFFAOYSA-N cyclohexyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C1CCCCC1 ATGKAFZFOALBOF-UHFFFAOYSA-N 0.000 description 1
- MEWFSXFFGFDHGV-UHFFFAOYSA-N cyclohexyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C1CCCCC1 MEWFSXFFGFDHGV-UHFFFAOYSA-N 0.000 description 1
- DGPFXVBYDAVXLX-UHFFFAOYSA-N dibutyl(diethoxy)silane Chemical compound CCCC[Si](OCC)(OCC)CCCC DGPFXVBYDAVXLX-UHFFFAOYSA-N 0.000 description 1
- YPENMAABQGWRBR-UHFFFAOYSA-N dibutyl(dimethoxy)silane Chemical compound CCCC[Si](OC)(OC)CCCC YPENMAABQGWRBR-UHFFFAOYSA-N 0.000 description 1
- ZMAPKOCENOWQRE-UHFFFAOYSA-N diethoxy(diethyl)silane Chemical compound CCO[Si](CC)(CC)OCC ZMAPKOCENOWQRE-UHFFFAOYSA-N 0.000 description 1
- NRMUHDACMQEQMT-UHFFFAOYSA-N diethoxy(diheptyl)silane Chemical compound CCCCCCC[Si](OCC)(OCC)CCCCCCC NRMUHDACMQEQMT-UHFFFAOYSA-N 0.000 description 1
- UDFQIGODCFRNJY-UHFFFAOYSA-N diethoxy(dihexyl)silane Chemical compound CCCCCC[Si](OCC)(OCC)CCCCCC UDFQIGODCFRNJY-UHFFFAOYSA-N 0.000 description 1
- YETKAVVSNLUTEQ-UHFFFAOYSA-N diethoxy(dioctyl)silane Chemical compound CCCCCCCC[Si](OCC)(OCC)CCCCCCCC YETKAVVSNLUTEQ-UHFFFAOYSA-N 0.000 description 1
- VDXFKFNGIDWIQQ-UHFFFAOYSA-N diethoxy(dipentyl)silane Chemical compound CCCCC[Si](OCC)(OCC)CCCCC VDXFKFNGIDWIQQ-UHFFFAOYSA-N 0.000 description 1
- ZZNQQQWFKKTOSD-UHFFFAOYSA-N diethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OCC)(OCC)C1=CC=CC=C1 ZZNQQQWFKKTOSD-UHFFFAOYSA-N 0.000 description 1
- HZLIIKNXMLEWPA-UHFFFAOYSA-N diethoxy(dipropyl)silane Chemical compound CCC[Si](CCC)(OCC)OCC HZLIIKNXMLEWPA-UHFFFAOYSA-N 0.000 description 1
- VSYLGGHSEIWGJV-UHFFFAOYSA-N diethyl(dimethoxy)silane Chemical compound CC[Si](CC)(OC)OC VSYLGGHSEIWGJV-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- DZBCKWWFOPPOCW-UHFFFAOYSA-N diheptyl(dimethoxy)silane Chemical compound CCCCCCC[Si](OC)(OC)CCCCCCC DZBCKWWFOPPOCW-UHFFFAOYSA-N 0.000 description 1
- CYICXDQJFWXGTC-UHFFFAOYSA-N dihexyl(dimethoxy)silane Chemical compound CCCCCC[Si](OC)(OC)CCCCCC CYICXDQJFWXGTC-UHFFFAOYSA-N 0.000 description 1
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
- LXAPXYULCIKKNK-UHFFFAOYSA-N dimethoxy(dipentyl)silane Chemical compound CCCCC[Si](OC)(OC)CCCCC LXAPXYULCIKKNK-UHFFFAOYSA-N 0.000 description 1
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- CZWLNMOIEMTDJY-UHFFFAOYSA-N hexyl(trimethoxy)silane Chemical compound CCCCCC[Si](OC)(OC)OC CZWLNMOIEMTDJY-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000003136 n-heptyl 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])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 125000005920 sec-butoxy group Chemical group 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N silicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- DKGAVHZHDRPRBM-UHFFFAOYSA-N t-BuOH Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 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
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 description 1
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Chemical group 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- ZLGWXNBXAXOQBG-UHFFFAOYSA-N triethoxy(3,3,3-trifluoropropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCC(F)(F)F ZLGWXNBXAXOQBG-UHFFFAOYSA-N 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- UDUKMRHNZZLJRB-UHFFFAOYSA-N triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OCC)(OCC)OCC)CCC2OC21 UDUKMRHNZZLJRB-UHFFFAOYSA-N 0.000 description 1
- JLGNHOJUQFHYEZ-UHFFFAOYSA-N trimethoxy(3,3,3-trifluoropropyl)silane Chemical compound CO[Si](OC)(OC)CCC(F)(F)F JLGNHOJUQFHYEZ-UHFFFAOYSA-N 0.000 description 1
- HILHCDFHSDUYNX-UHFFFAOYSA-N trimethoxy(pentyl)silane Chemical compound CCCCC[Si](OC)(OC)OC HILHCDFHSDUYNX-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Description
【特許請求の範囲】
【請求項１】 （Ｉ）（ａ）下記一般式（１）
（Ｒ１）ｎＳｉ（ＯＲ２）４-ｎ・・・・・（１）
（式中、Ｒ１は、２個存在するときは同一または異なり、炭素数１〜８の１価の有機基を示し、Ｒ２は、同一または異なり、炭素数１〜５のアルキル基または炭素数１〜６のアシル基を示し、ｎは０〜２の整数である。）で表されるオルガノシラン、該オルガノシランの加水分解物および該オルガノシランの縮合物の群から選ばれた少なくとも１種、ならびに
（ｂ１）加水分解性基および／または水酸基と結合したケイ素原子を有するシリル基を含有する重合体
を含有する、光触媒含有塗膜の下塗り用コーティング組成物。
【請求項２】 （ｂ１）成分における加水分解性基および／または水酸基と結合したケイ素原子を有するシリル基の含有量が、特定シリル基の導入前の重合体に対して、０．００１〜２０重量％である請求項１記載の下塗り用コーティング組成物。
【請求項３】 請求項１または２記載の下塗り用コーティング組成物を用いて得られる硬化体。
【請求項４】 硬化体の構成が、基材／下塗り用コーティング組成物からなる塗膜／光触媒含有塗膜、あるいは、基材／プライマー／下塗り用コーティング組成物からなる塗膜／光触媒含有塗膜である請求項３記載の硬化体。
【請求項５】 下塗り層と上塗り層の総計膜厚が、乾燥膜厚で、０．１〜８０μｍである請求項３または４記載の硬化体。
[Claims]
1. (I) (a) The following general formula (1)
(R1)nSi (OR2)4-n(1)
(In the formula, R1Indicates the same or different monovalent organic group having 1 to 8 carbon atoms when two are present, and R2Indicates the same or different alkyl group having 1 to 5 carbon atoms or acyl group having 1 to 6 carbon atoms, and n is an integer of 0 to 2. ), At least one selected from the group of the hydrolyzate of the organosilane and the condensate of the organosilane, and
(B1) A polymer containing a silyl group having a hydrolyzable group and / or a silicon atom bonded to a hydroxyl group.
A coating composition for undercoating a photocatalyst-containing coating film containing.
[Claim 2] The content of the silyl group having a hydrolyzable group and / or a silicon atom bonded to a hydroxyl group in the component (b1) is 0.001 to 20% by weight based on the polymer before the introduction of the specific silyl group. Item 1. The coating composition for undercoating according to Item 1.
[Claim 3] A cured product obtained by using the coating composition for undercoating according to claim 1 or 2.
[Claim 4] 3. The composition of the cured product is a coating film / photocatalyst-containing coating film composed of a base material / coating composition for undercoating, or a coating film / photocatalyst-containing coating film composed of a base material / primer / coating composition for undercoating. The cured product described.
[Claim 5] The cured product according to claim 3 or 4, wherein the total film thickness of the undercoat layer and the topcoat layer is 0.1 to 80 μm in terms of dry film thickness.
一方、オルガノシラン系コーティング材に対する要求性能をある程度満たすコーティング用組成物として、オルガノシランの部分縮合物、コロイダルシリカの分散液およびシリコーン変性アクリル樹脂を配合した組成物（特開昭６０−１３５４６５号公報）、オルガノシランの縮合物、ジルコニウムアルコキシドのキレート化合物および加水分解性シリル基含有ビニル系樹脂を配合した組成物（特開昭６４−１７６９号公報）、オルガノシランの縮合物、コロイド状アルミナおよび加水分解性シリル基含有ビニル系樹脂を配成した組成物（米国特許第４，９０４，７２１号明細書）などが提案されている。 On the other hand, as co-Tin grayed composition satisfying the required performance for the organosilane-based coating material to some extent, partial condensate of organosilane, dispersions and compositions containing the silicone-modified acrylic resin of colloidal silica (JP 60-135465 No.), a composition containing an organosilane condensate, a zirconium alkoxide chelate compound and a hydrolyzable silyl group-containing vinyl resin (Japanese Patent Laid-Open No. 64-1769), an organosilane condensate, and colloidal alumina. And a composition (US Pat. No. 4,904,721) in which a hydrolyzable silyl group-containing vinyl resin is compounded has been proposed.
さらに、本願特許出願人は、既にオルガノシランの加水分解物および／またはその部分縮合物、加水分解性および／または水酸基と結合したケイ素原子を有するシリル基を有するビニル系樹脂、金属キレート化合物ならびにβ−ジケトン類および／またはβ−ケトエステル類を含有するコーティング用組成物（特開平５−３４５８７７号公報）を提案しており、該組成物は、オルガノシラン系コーティング材に求められている上記塗膜性能のバランスに優れているが、これらの性能についても、さらなる改善が求められている。 Furthermore, the patent applicant of the present application has already hydrolyzed and / or a partial condensate thereof of organosilane, a vinyl resin having a silyl group having a hydrolyzable and / or silicon atom bonded to a hydroxyl group, a metal chelate compound, and β. A coating composition containing −diketones and / or β-ketoesters (Japanese Patent Laid- Open No. 5-345877) has been proposed, and the composition is the coating film required for an organosilane coating material. The balance of performance is excellent, but further improvement is required for these performances as well.
【００１２】
【課題を解決するための手段】
本発明は、（Ｉ）（ａ）下記一般式（１）
（Ｒ１）ｎＳｉ（ＯＲ２）４-ｎ・・・・・（１）
（式中、Ｒ１は、２個存在するときは同一または異なり、炭素数１〜８の１価の有機基を示し、Ｒ２は、同一または異なり、炭素数１〜５のアルキル基または炭素数１〜６のアシル基を示し、ｎは０〜２の整数である。）で表されるオルガノシラン、該オルガノシランの加水分解物および該オルガノシランの縮合物の群から選ばれた少なくとも１種（以下「（ａ）成分」ともいう）、ならびに
（ｂ１）加水分解性基および／または水酸基と結合したケイ素原子を有するシリル基を含有する重合体（以下「（ｂ１）成分」あるいは「（ｂ１）シリル基含有重合体」ともいう）
を含有する、光触媒含有塗膜の下塗り用コーティング組成物（以下「組成物（Ｉ）」あるいは「下塗り用コーティング組成物」ともいう）を提供するものである。
上記（ｂ１）成分における加水分解性基および／または水酸基と結合したケイ素原子を有するシリル基（特定シリル基）の含有量は、特定シリル基の導入前の重合体に対して、０．００１〜２０重量％であることが好ましい。
また、本発明は、上記下塗り用コーティング組成物を用いて得られる硬化体に関する。
上記硬化体の構成は、基材／下塗り用コーティング組成物からなる塗膜／光触媒含有塗膜、あるいは、基材／プライマー／下塗り用コーティング組成物からなる塗膜／光触媒含有塗膜であることが好ましい。
さらに、上記硬化体の下塗り層と上塗り層の総計膜厚が、乾燥膜厚で、０．１〜８０μｍであることが好ましい。
0012
[Means for solving problems]
In the present invention, (I) (a) the following general formula (1)
(R 1 ) n Si (OR 2 ) 4-n ... (1)
(In the formula, R 1 is the same or different when two are present, and represents a monovalent organic group having 1 to 8 carbon atoms, and R 2 is the same or different, alkyl group or carbon having 1 to 5 carbon atoms. It represents an acyl group of number 1-6, and n is an integer of 0 to 2), at least one selected from the group consisting of an organosilane, a hydrolyzate of the organosilane, and a condensate of the organosilane. A polymer containing a species (hereinafter also referred to as “component (a)”) and (b1) a silyl group having a hydrolyzable group and / or a silicon atom bonded to a hydroxyl group (hereinafter referred to as “component (b1)” or “( b1) Also referred to as "silyl group-containing polymer")
Provided is a coating composition for undercoating of a photocatalyst-containing coating film containing the above (hereinafter, also referred to as “composition (I)” or “coating composition for undercoating”).
The content of the silyl group (specific silyl group) having a hydrolyzable group and / or a silicon atom bonded to a hydroxyl group in the component (b1) is 0.001 to 0.001 with respect to the polymer before the introduction of the specific silyl group. It is preferably 20% by weight.
The present invention also relates to a cured product obtained by using the coating composition for undercoating.
The composition of the cured product may be a coating film / photocatalyst-containing coating film composed of a base material / coating composition for undercoating, or a coating film / photocatalyst-containing coating film composed of a base material / primer / coating composition for undercoating. preferable.
Further, the total film thickness of the undercoat layer and the topcoat layer of the cured product is preferably 0.1 to 80 μm in terms of dry film thickness.
一般式（１）において、Ｒ１の炭素数１〜８の１価の有機基としては、例えば、メチル基、エチル基、ｎ−プロピル基、ｉ−プロピル基、ｎ−ブチル基、ｉ−ブチル基、ｓｅｃ−ブチル基、ｔ−ブチル基、ｎ−ヘキシル基、ｎ−ヘプチル基、ｎ−オクチル基、２−エチルヘキシル基などのアルキル基；アセチル基、プロピオニル基、ブチリル基、バレリル基、ベンゾイル基、トリオイル基、カプロイル基などのアシル基；ビニル基、アリル基、シクロヘキシル基、フェニル基、エポキシ基、グリシジル基、（メタ）アクリルオキシ基、ウレイド基、アミド基、フルオロアセトアミド基、イソシアネート基などのほか、これらの基の置換誘導体などを挙げることができる。 In the general formula (1) , examples of the monovalent organic group having 1 to 8 carbon atoms of R 1 include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group and an i-butyl group. Alkyl groups such as groups, sec-butyl groups, t-butyl groups, n-hexyl groups, n-heptyl groups, n-octyl groups, 2-ethylhexyl groups; acetyl groups, propionyl groups, butyryl groups, valeryl groups, benzoyl groups. , Trioil group, acyl group such as caproyl group; vinyl group, allyl group, cyclohexyl group, phenyl group, epoxy group, glycidyl group, (meth) acrylicoxy group, ureido group, amide group, fluoroacetamide group, isocyanate group, etc. In addition, a substituted derivative of these groups can be mentioned.
Ｒ１の置換誘導体における置換基としては、例えば、ハロゲン原子、置換もしくは非置換のアミノ基、水酸基、メルカプト基、イソシアネート基、グリシドキシ基、３，４−エポキシシクロヘキシル基、（メタ）アクリルオキシ基、ウレイド基、アンモニウム塩基などを挙げることができる。ただし、これらの置換誘導体からなるＲ１の炭素数は、置換基中の炭素原子を含めて８以下である。一般式（１）中に、Ｒ１が２個存在するときは、相互に同一でも異なってもよい。 Examples of the substituent in the substituted derivative of R 1 include a halogen atom, a substituted or unsubstituted amino group, a hydroxyl group, a mercapto group, an isocyanate group, a glycidoxy group, a 3,4-epoxycyclohexyl group, and a (meth) acrylicoxy group. Examples include a ureido group and an ammonium base. However, the number of carbon atoms in R 1 consisting of substituted derivatives thereof is 8 or less including the carbon atoms in the substituent. During the general formula (1), when R 1 is present two may be the same or different.
このようなオルガノシラン（１）の具体例としては、
テトラメトキシシラン、テトラエトキシシラン、テトラ−ｎ−プロポキシシラン、テトラ−ｉ−プロポキシシラン、テトラ−ｎ−ブトキシシランなどのテトラアルコキシシラン類；メチルトリメトキシシラン、メチルトリエトキシシラン、エチルトリメトキシシラン、エチルトリエトキシシラン、ｎ−プロピルトリメトキシシラン、ｎ−プロピルトリエトキシシラン、ｉ−プロピルトリメトキシシラン、ｉ−プロピルトリエトキシシラン、ｎ−ブチルトリメトキシシラン、ｎ−ブチルトリエトキシシラン、ｎ−ペンチルトリメトキシシラン、ｎ−ヘキシルトリメトキシシラン、ｎ−ヘプチルトリメトキシシラン、ｎ−オクチルトリメトキシシラン、ビニルトリメトキシシラン、ビニルトリエトキシシラン、シクロヘキシルトリメトキシシラン、シクロヘキシルトリエトキシシラン、フェニルトリメトキシシラン、フェニルトリエトキシシラン、３−クロロプロピルトリメトキシシラン、３−クロロプロピルトリエトキシシラン、３，３，３−トリフルオロプロピルトリメトキシシラン、３，３，３−トリフルオロプロピルトリエトキシシラン、３−アミノプロピルトリメトキシシラン、３−アミノプロピルトリエトキシシラン、２−ヒドロキシエチルトリメトキシシラン、２−ヒドロキシエチルトリエトキシシラン、２−ヒドロキシプロピルトリメトキシシラン、２−ヒドロキシプロピルトリエトキシシラン、３−ヒドロキシプロピルトリメトキシシラン、３−ヒドロキシプロピルトリエトキシシラン、３−メルカプトプロピルトリメトキシシラン、３−メルカプトプロピルトリエトキシシラン、３−イソシアネートプロピルトリメトキシシラン、３−イソシアネートプロピルトリエトキシシラン、３−グリシドキシプロピルトリメトキシシラン、３−グリシドキシプロピルトリエトキシシラン、２−（３，４−エポキシシクロヘキシル）エチルトリメトキシシラン、２−（３，４−エポキシシクロヘキシル）エチルトリエトキシシラン、３−（メタ）アクリルオキシプロピルトリメトキシシラン、３−（メタ）アタクリルオキシプロピルトリエトキシシラン、３−ウレイドプロピルトリメトキシシラン、３−ウレイドプロピルトリエトキシシランなどのトリアルコキシシラン類；ジメチルジメトキシシラン、ジメチルジエトキシシラン、ジエチルジメトキシシラン、ジエチルジエトキシシラン、ジ−ｎ−プロピルジメトキシシラン、ジ−ｎ−プロピルジエトキシシラン、ジ−ｉ−プロピルジメトキシシラン、ジ−ｉ−プロピルジエトキシシラン、ジ−ｎ−ブチルジメトキシシラン、ジ−ｎ−ブチルジエトキシシラン、ジ−ｎ−ペンチルジメトキシシラン、ジ−ｎ−ペンチルジエトキシシラン、ジ−ｎ−ヘキシルジメトキシシラン、ジ−ｎ−ヘキシルジエトキシシラン、ジ−ｎ−ヘプチルジメトキシシラン、ジ−ｎ−ヘプチルジエトキシシラン、ジ−ｎ−オクチルジメトキシシラン、ジ−ｎ−オクチルジエトキシシラン、ジ−ｎ−シクロヘキシルジメトキシシラン、ジ−ｎ−シクロヘキシルジエトキシシラン、ジフェニルジメトキシシラン、ジフェニルジエトキシシランなどのジアルコキシシラン類のほか、メチルトリアセチルオキシシラン、ジメチルジアセチルオキシシランなどを挙げることができる。
As a specific example of such an organosilane (1),
Tetraalkoxysilanes such as tetramethoxysilane, tetraethoxysilane, tetra-n-propoxysilane, tetra-i-propoxysilane, tetra-n-butoxysilane; methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, Ethyltriethoxysilane, n-propyltrimethoxysilane, n-propyltriethoxysilane, i-propyltrimethoxysilane, i-propyltriethoxysilane, n-butyltrimethoxysilane, n-butyltriethoxysilane, n-pentyl Trimethoxysilane, n-hexyltrimethoxysilane, n-heptylrimethoxysilane, n-octylrimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, cyclohexyltrimethoxysilane, cyclohexyltriethoxysilane, phenyltrimethoxysilane, Phenyltriethoxysilane, 3-chloropropyltrimethoxysilane, 3-chloropropyltriethoxysilane, 3,3,3-trifluoropropyltrimethoxysilane, 3,3,3-trifluoropropyltriethoxysilane, 3-amino Propyltrimethoxysilane, 3-aminopropyltriethoxysilane, 2-hydroxyethyltrimethoxysilane, 2-hydroxyethyltriethoxysilane, 2-hydroxypropyltrimethoxysilane, 2-hydroxypropyltriethoxysilane, 3-hydroxypropyltri silane, 3-hydroxypropyl triethoxysilane, 3-mercaptopropyl trimethoxysilane, 3-mercaptopropyl triethoxysilane, 3-diisocyanate over preparative trimethoxysilane, 3-diisocyanate over preparative triethoxysilane, 3 -Glysidoxypropyltrimethoxysilane, 3-Glysidoxypropyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltriethoxysilane, 3 -Trialkoxysilanes such as (meth) acrylicoxypropyltrimethoxysilane, 3- (meth) atacryloxypropyltriethoxysilane, 3-ureidopropyltrimethoxysilane, 3-ureidopropyltriethoxysilane; dimethyldimethoxysilane, Dimethyldiethoxysilane, diethyldimethoxysilane, diethyldiethoxysilane, di-n-propyldimethoki Sisilane, di-n-propyldiethoxysilane, di-i-propyldimethoxysilane, di-i-propyldiethoxysilane, di-n-butyldimethoxysilane, di-n-butyldiethoxysilane, di-n-pentyl Dimethoxysilane, di-n-pentyldiethoxysilane, di-n-hexyldimethoxysilane, di-n-hexyldiethoxysilane, di-n-heptyldimethoxysilane, di-n-heptyldiethoxysilane, di-n- In addition to dialkoxysilanes such as octyldimethoxysilane, di-n-octyldiethoxysilane, di-n-cyclohexyldimethoxysilane, di-n-cyclohexyldiethoxysilane, diphenyldimethoxysilane, and diphenyldiethoxysilane, methyltriacetyl Examples thereof include oxysilane and dimethyldiacetyloxysilane.
また、（ａ）成分の市販品には、三菱化学（株）製のＭＫＣシリケート、コルコート社製のエチルシリケート、東レ・ダウコーニング社製のシリコーンレジン、東芝シリコーン（株）製のシリコーンレジン、信越化学工業（株）製のシリコーンレジン、ダウコーニング・アジア（株）製のヒドロキシル基含有ポリジメチルシロキサン、日本ユニカー（株）製のシリコーンオリゴマーなどがあり、これらをそのまま、または縮合させて使用してもよい。
Further, (a) The components of the commercial products, MKC silicate manufactured by Mitsubishi Chemical Corporation, Colcoat Co. ethyl silicate, manufactured by Dow Corning Toray Co., Ltd. silicone over Nrejin, Toshiba Silicone Co., Ltd. silicone over Nrejin Shin-Etsu Chemical Co., Ltd. silicone over Nrejin, Dow Corning Asia Co., Ltd. hydroxyl group-containing dimethyl polysiloxane include Nippon Unicar chromatography Co. silico over emissions oligomers, these directly, or It may be condensed and used.
（式中、Ｘはハロゲン原子、アルコキシ基、アセトキシ基、フェノキシ基、チオアルコキシ基、アミノ基などの加水分解性基または水酸基を示し、Ｒ３は水素原子、炭素数１〜１０のアルキル基または炭素数１〜１０のアラルキル基を示し、ｉは１〜３の整数である。） (Wherein, X is a halogen atom, alkoxy group, acetoxy group, a phenoxy group, Chioaruko alkoxy group, a hydrolyzable group or a hydroxyl group such as an amino group, R 3 is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms Alternatively, it indicates an alkoxy group having 1 to 10 carbon atoms, and i is an integer of 1 to 3).
（イ−２）官能基（α）を有するラジカル重合開始剤（例えば、４，４’−アゾビス−４−シアノ吉草酸など）を使用し、あるいは、ラジカル重合開始剤と連鎖移動剤の双方に官能基（α）を有する化合物（例えば、４，４’−アゾビス−４−シアノ吉草酸とジチオグリコール酸など）を使用して、ビニル系単量体を（共）重合して、重合体分子鎖の片末端あるいは両末端にラジカル重合開始剤や連鎖移動剤に由来する官能基（α）を有する（共）重合体を合成したのち、該（共）重合体中の官能基（α）に、官能基（β）と炭素・炭素二重結合とを有する不飽和化合物を反応させることにより、重合体分子鎖の片末端あるいは両末端に炭素−炭素二重結合を有する不飽和ビニル系重合体を製造する方法。 (A-2) a radical polymerization initiator having a functional group (alpha) (e.g., 4,4 '- azobis-4-like cyanovaleric acid) was used, or both of the radical polymerization initiator and a chain transfer agent compound having a functional group (alpha) (e.g., 4,4 '- azobis-4-cyano like valeric acid and dithioglycolic acid) using, a vinyl monomer (co) polymerized to the polymer molecule After synthesizing a (co) polymer having a functional group (α) derived from a radical polymerization initiator or a chain transfer agent at one end or both ends of the chain, the functional group (α) in the (co) polymer is used. , An unsaturated vinyl-based polymer having a carbon-carbon double bond at one end or both ends of the polymer molecular chain by reacting an unsaturated compound having a functional group (β) with a carbon / carbon double bond. How to manufacture.
また、上記（ロ）の方法に使用される不飽和シラン化合物（ロ）の具体例としては、
ＣＨ２＝ＣＨＳｉ（ＣＨ３)（ＯＣＨ３)２、ＣＨ２＝ＣＨＳｉ（ＯＣＨ３)３、
ＣＨ ２ ＝ＣＨＳｉ（ＣＨ３)Ｃｌ２、ＣＨ２＝ＣＨＳｉＣｌ３、
ＣＨ２＝ＣＨＣＯＯ（ＣＨ２)２Ｓｉ（ＣＨ３)（ＯＣＨ３)２、
ＣＨ２＝ＣＨＣＯＯ（ＣＨ２)２Ｓｉ（ＯＣＨ３)３、
ＣＨ２＝ＣＨＣＯＯ（ＣＨ２)３Ｓｉ（ＣＨ３)（ＯＣＨ３)２、
ＣＨ２＝ＣＨＣＯＯ（ＣＨ２)３Ｓｉ（ＯＣＨ３)３、
ＣＨ２＝ＣＨＣＯＯ（ＣＨ２)２Ｓｉ（ＣＨ３)Ｃｌ２、
ＣＨ２＝ＣＨＣＯＯ（ＣＨ２)２ＳｉＣｌ３、
ＣＨ２＝ＣＨＣＯＯ（ＣＨ２)３Ｓｉ（ＣＨ３)Ｃｌ２、
ＣＨ２＝ＣＨＣＯＯ（ＣＨ２)３ＳｉＣｌ３、
ＣＨ２＝Ｃ（ＣＨ３)ＣＯＯ（ＣＨ２)２Ｓｉ（ＣＨ３)（ＯＣＨ３)２、
ＣＨ２＝Ｃ（ＣＨ３)ＣＯＯ（ＣＨ２)２Ｓｉ（ＯＣＨ３)３、
ＣＨ２＝Ｃ（ＣＨ３)ＣＯＯ（ＣＨ２)３Ｓｉ（ＣＨ３)（ＯＣＨ３)２、
ＣＨ２＝Ｃ（ＣＨ３)ＣＯＯ（ＣＨ２)３Ｓｉ（ＯＣＨ３)３、
ＣＨ２＝Ｃ（ＣＨ３)ＣＯＯ（ＣＨ２)２Ｓｉ（ＣＨ３)Ｃｌ２、
ＣＨ２＝Ｃ（ＣＨ３)ＣＯＯ（ＣＨ２)２ＳｉＣｌ３、
ＣＨ２＝Ｃ（ＣＨ３)ＣＯＯ（ＣＨ２)３Ｓｉ（ＣＨ３)Ｃｌ２、
ＣＨ２＝Ｃ（ＣＨ３)ＣＯＯ（ＣＨ２)３ＳｉＣｌ３、
Further, as a specific example of the unsaturated silane compound (b) used in the above method (b),
CH 2 = CHSi (CH 3 ) (OCH 3 ) 2 , CH 2 = CHSi (OCH 3 ) 3 ,
CH 2 = CHSi (CH 3 ) Cl 2 , CH 2 = CHSiCl 3 ,
CH 2 = CHCOO (CH 2 ) 2 Si (CH 3 ) (OCH 3 ) 2 ,
CH 2 = CHCOO (CH 2 ) 2 Si (OCH 3 ) 3 ,
CH 2 = CHCOO (CH 2 ) 3 Si (CH 3 ) (OCH 3 ) 2 ,
CH 2 = CHCOO (CH 2 ) 3 Si (OCH 3 ) 3 ,
CH 2 = CHCOO (CH 2 ) 2 Si (CH 3 ) Cl 2 ,
CH 2 = CHCOO (CH 2 ) 2 SiCl 3 ,
CH 2 = CHCOO (CH 2 ) 3 Si (CH 3 ) Cl 2 ,
CH 2 = CHCOO (CH 2 ) 3 SiCl 3 ,
CH 2 = C (CH 3 ) COO (CH 2 ) 2 Si (CH 3 ) (OCH 3 ) 2 ,
CH 2 = C (CH 3 ) COO (CH 2 ) 2 Si (OCH 3 ) 3 ,
CH 2 = C (CH 3 ) COO (CH 2 ) 3 Si (CH 3 ) (OCH 3 ) 2 ,
CH 2 = C (CH 3 ) COO (CH 2 ) 3 Si (OCH 3 ) 3 ,
CH 2 = C (CH 3 ) COO (CH 2 ) 2 Si (CH 3 ) Cl 2 ,
CH 2 = C (CH 3 ) COO (CH 2 ) 2 SiCl 3 ,
CH 2 = C (CH 3 ) COO (CH 2 ) 3 Si (CH 3 ) Cl 2 ,
CH 2 = C (CH 3 ) COO (CH 2 ) 3 SiCl 3 ,
また、上記有機溶媒は、主として、（ａ）成分、後記（ｄ）〜（ｆ）成分などを均一に混合させ、組成物の全固形分濃度を調整すると同時に、種々の塗装方法に適用できるようにし、かつ組成物の分散安定性および保存安定性をさらに向上させるために使用される。 Further, the organic solvent medium is primarily applicable to the component (a), below (d) ~ (f) component, such as evenly mixed at the same time to adjust the total solid concentration of the composition, various coating methods And is used to further improve the dispersion stability and storage stability of the composition.
このような有機溶媒としては、上記各成分を均一に混合できるものであれば特に限定されないが、例えば、アルコール類、芳香族炭化水素類、エーテル類、ケトン類、エステル類などを挙げることができる。
これらの有機溶媒のうち、アルコール類の具体例としては、メタノール、エタノール、ｎ−プロピルアルコール、ｉ−プロピルアルコール、ｎ−ブチルアルコール、ｓｅｃ−ブチルアルコール、ｔ−ブチルアルコール、ｎ−ヘキシルアルコール、ｎ−オクチルアルコール、エチレングリコール、ジエチレングリコール、トリエチレングリコール、エチレングリコールモノブチルエーテル、エチレングリコールモノエチルエーテルアセテート、ジエチレングリコールモノエチルエーテル、プロピレングリコールモノメチルエーテル、プロピレンモノメチルエーテルアセテート、ジアセトンアルコールなどを挙げることができる。
Examples of such an organic solvent medium, is not particularly limited as long as it can uniformly mixing the above components, for example, alcohols, aromatic hydrocarbons, ethers, ketones, and the like esters it can.
Among these organic Solvent, specific examples of the alcohols include methanol, ethanol, n- propyl alcohol, i- propyl alcohol, n- butyl alcohol, sec- butyl alcohol, t- butyl alcohol, n- hexyl alcohol, Examples thereof include n-octyl alcohol, ethylene glycol, diethylene glycol, triethylene glycol, ethylene glycol monobutyl ether, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene monomethyl ether acetate, and diacetone alcohol. ..
また、芳香族炭化水素類の具体例としては、ベンゼン、トルエン、キシレンなどを、エーテル類の具体例としては、テトラヒドロフラン、ジオキサンなどを、ケトン類の具体例としては、アセトン、メチルエチルケトン、メチルイソブチルケトン、ジイソブチルケトンなどを、エステル類の具体例としては、酢酸エチル、酢酸プロピル、酢酸ブチル、炭酸プロピレンなどを挙げることができる。これらの有機溶媒は、単独でまたは２種以上を混合して使用することができる。なお、上記有機溶媒は、上記（ａ）〜（ｃ）成分や、後記（ｄ）〜（ｆ）成分に含有されることのある有機溶媒を包含するものである。 Specific examples of aromatic hydrocarbons include benzene, toluene and xylene, specific examples of ethers include tetrahydrofuran and dioxane, and specific examples of ketones include acetone, methyl ethyl ketone and methyl isobutyl ketone. , Diisobutylketone and the like, specific examples of the esters include ethyl acetate, propyl acetate, butyl acetate, propylene carbonate and the like. These organic Solvent may be used alone or in combination of two or more. The organic solvent includes organic solvents that may be contained in the components (a) to (c) and the components (d) to (f) described later.
Ｍ（ＯＲ５）ｒ（Ｒ６ＣＯＣＨＣＯＲ７）ｓ・・・（４）
〔式中、Ｍはジルコニウム、チタンまたはアルミニウムを示し、Ｒ５およびＲ６は、同一または異なって、エチル基、ｎ−プロピル基、ｉ−プロピル基、ｎ−ブチル基、ｓｅｃ−ブチル基、ｔ−ブチル基、ｎ−ペンチル基、ｎ−ヘキシル基、シクロヘキシル基、フェニル基などの炭素数１〜６の１価の炭化水素基を示し、Ｒ７は、Ｒ５およびＲ６と同様の炭素数１〜６の１価の炭化水素基のほか、メトキシ基、エトキシ基、ｎ−プロポキシ基、ｉ−プロポキシ基、ｎ−ブトキシ基、ｓｅｃ−ブトキシ基、ｔ−ブトキシ基、ラウリルオキシ基、ステアリルオキシ基などの炭素数１〜１６のアルコキシ基を示し、ｒおよびｓは０〜４の整数で、（ｒ＋ｓ）＝（Ｍの原子価）である。〕
M (OR 5 ) r (R 6 COCHCOR 7 ) s ... (4)
Wherein, M represents zirconium, titanium or aluminum, R 5 and R 6 are the same or different, an ethyl group, n- propyl group, i- propyl, n- butyl group, sec- butyl group, t It represents a monovalent hydrocarbon group having 1 to 6 carbon atoms such as a-butyl group, n-pentyl group, n-hexyl group, cyclohexyl group and phenyl group, and R 7 has the same carbon number as R 5 and R 6. In addition to 1 to 6 monovalent hydrocarbon groups, methoxy group, ethoxy group, n-propoxy group, i-propoxy group, n-butoxy group, sec-butoxy group, t-butoxy group, lauryloxy group, stearyloxy. indicates alkoxy groups having 1 to 16 carbon atoms such as groups, r and s are integers of 0 to 4, which is (r + s) = (valence of M). ]
プライマーの種類としては、例えば、アルキド樹脂、アミノアルキド樹脂、エポキシ樹脂、ポリエステル、アクリル樹脂、ウレタン樹脂、フッ素樹脂、アクリルシリコーン樹脂、アクリル樹脂エマルジョン、エポキシ樹脂エマルジョン、ポリウレタンエマルジョン、ポリエステルエマルジョンなどを挙げることができる。また、これらのプライマーには、厳しい条件での基材と塗膜との密着性が必要な場合、各種の官能基を付与することもできる。このような官能基としては、例えば、水酸基、カルボキシル基、カルボニル基、アミド基、アミン基、グリシジル基、アルコキシシリル基、エーテル結合、エステル結合などを挙げることができる。さらに、プライマーには、紫外線吸収剤、紫外線安定剤などが配合されていてもよい。 The primers, for example, alkyd resins, amino alkyd resins, epoxy resins, polyesters, acrylic resins, urethane resins, fluororesins, acrylic silicone over down resin, an acrylic resin emulsion, epoxy resin emulsion, polyurethane emulsion, and polyester emulsion Can be mentioned. Further, various functional groups can be added to these primers when adhesion between the base material and the coating film is required under severe conditions. Examples of such a functional group include a hydroxyl group, a carboxyl group, a carbonyl group, an amide group, an amine group, a glycidyl group, an alkoxysilyl group, an ether bond, and an ester bond. Further, the primer may contain an ultraviolet absorber, an ultraviolet stabilizer, or the like.
（１０）透明性
各組成物を、石英ガラス上に、乾燥膜厚１０μｍになるように塗布したのち、可視光の透過率を測定して、下記基準で評価した。
◎；透過率が８０％を超える。
○；透過率が６０〜８０％
△；透過率が６０％未満
（１１）親水性
塗膜に、１．０ｍＷ／ｃｍ２のブラックライト蛍光灯で８時間照射したのち、水の接触角(単位：度)を測定した。
(10) Transparency Each composition was applied onto quartz glass so as to have a dry film thickness of 10 μm, and then the transmittance of visible light was measured and evaluated according to the following criteria.
⊚; Transmittance exceeds 80%.
◯; Transmittance is 60 to 80%
Δ: Transmittance is less than 60% (11) The hydrophilic coating film was irradiated with a 1.0 m W / cm 2 black light fluorescent lamp for 8 hours, and then the contact angle (unit: degree) of water was measured.
合成例１〜８〔下塗り用コーティング組成物の合成〕
還流冷却器、撹拌機を備えた反応器に、表１に記載した種類、部数の（ａ）成分、（ｂ１）成分、ｉ−プロピルアルコール（ｉ−ＰｒＯＨ）３０部、エチレングリコールモノブチルエーテル３０部、ジ−ｉ−プロポキシ・エチルアセトアセテートアルミニウム１０部を加えよく攪拌したのち、攪拌下水３０部を滴下し、６０℃で４時間反応させた。次いで、後添加成分を添加して、室温まで冷却し固形分濃度３０％の組成物を得た。得られた組成物１００部に、ｉ−ブチルアルコール１００部、プロピレングリコールモノメチルエーテルアセテート１００部を加えてよく混合したのち、ジオクチルスズジマレエートエステルのｉ−プロピルアルコール溶液（固形分１５％）を１０部添加、よく攪拌し、下塗り用コーティング組成物（Ｉ−１）〜（Ｉ−８）を得た。
Synthesis Examples 1 to 8 [Synthesis of coating composition for undercoating]
In a reactor equipped with a reflux condenser and a stirrer, the type and number of parts (a), (b1), i-propyl alcohol (i-PrOH) 30 parts, ethylene glycol monobutyl ether 30 parts shown in Table 1 are shown. , di - After stirring i- propoxy ethylacetoacetate aluminum 10 parts often added, dropwise stirring sewage 30 parts, was reacted for 4 hours at 60 ° C.. Then, the post-addition component was added and cooled to room temperature to obtain a composition having a solid content concentration of 30%. To 100 parts of the obtained composition, 100 parts of i-butyl alcohol and 100 parts of propylene glycol monomethyl ether acetate are added and mixed well, and then an i-propyl alcohol solution (solid content: 15%) of dioctyltindimareate ester is added. 10 parts were added and stirred well to obtain coating compositions (I-1) to (I-8) for undercoating.
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| Application Number | Priority Date | Filing Date | Title |
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| JP11044617A JP2000239563A (en) | 1999-02-23 | 1999-02-23 | Coating composition for undercoating of photocatalyst- containing coating film |
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| Application Number | Priority Date | Filing Date | Title |
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| JP11044617A JP2000239563A (en) | 1999-02-23 | 1999-02-23 | Coating composition for undercoating of photocatalyst- containing coating film |
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| Publication Number | Publication Date |
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| JP2000239563A JP2000239563A (en) | 2000-09-05 |
| JP2000239563A5 true JP2000239563A5 (en) | 2005-11-24 |
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| JP2000212509A (en) * | 1999-01-20 | 2000-08-02 | Jsr Corp | Method for forming coating film and cured material produced from the film |
| JP2001323189A (en) * | 2000-05-12 | 2001-11-20 | Showa Highpolymer Co Ltd | Composition for adhesion protective layer of titanium oxide photocatalytic coating film |
| JP4546637B2 (en) * | 2000-11-02 | 2010-09-15 | 日本ペイント株式会社 | Method for forming photocatalyst structure and photocatalyst structure obtained thereby |
| JPWO2006025535A1 (en) * | 2004-09-03 | 2008-05-08 | Jsr株式会社 | COATING COMPOSITION AND PRIMING AGENT, AND LAMINATE, PHOTOCATALYTIC COATING FILM AND MOLDED BODY HAVING COATING COMPRISING THE COMPOSITION |
| US8940397B2 (en) * | 2011-02-28 | 2015-01-27 | Momentive Performance Materials Inc. | Weatherable and abrasion resistant coating systems for polymeric substrates |
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| JP3767056B2 (en) * | 1996-12-26 | 2006-04-19 | Ｊｓｒ株式会社 | Curable aqueous dispersion |
| JP2920140B2 (en) * | 1997-03-14 | 1999-07-19 | 松下電工株式会社 | Antifouling silicone emulsion coating material composition, method for producing the same, and antifouling coated article using the same |
| JPH1150006A (en) * | 1997-06-04 | 1999-02-23 | Toto Ltd | Pretreatment of surface forming photocalytic hydrophilic coating film and cleaning agent and unedrcoating composition used therefor |
| JP3219136B2 (en) * | 1997-06-10 | 2001-10-15 | 大日本塗料株式会社 | Anticorrosion coating method |
| JP3202177B2 (en) * | 1997-06-10 | 2001-08-27 | 大日本塗料株式会社 | Anticorrosion coating method |
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