JPH04117473A - Coating composition - Google Patents
Coating compositionInfo
- Publication number
- JPH04117473A JPH04117473A JP2191119A JP19111990A JPH04117473A JP H04117473 A JPH04117473 A JP H04117473A JP 2191119 A JP2191119 A JP 2191119A JP 19111990 A JP19111990 A JP 19111990A JP H04117473 A JPH04117473 A JP H04117473A
- Authority
- JP
- Japan
- Prior art keywords
- group
- parts
- weight
- composition
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000008199 coating composition Substances 0.000 title description 30
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 17
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims abstract description 13
- 239000007787 solid Substances 0.000 claims abstract description 11
- 125000002252 acyl group Chemical group 0.000 claims abstract description 4
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims abstract 3
- -1 aluminum compound Chemical class 0.000 claims description 21
- 229910052782 aluminium Inorganic materials 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 125000000962 organic group Chemical group 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- XLYOFNOQVPJJNP-DYCDLGHISA-N deuterium hydrogen oxide Chemical compound [2H]O XLYOFNOQVPJJNP-DYCDLGHISA-N 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 44
- 239000011248 coating agent Substances 0.000 abstract description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 29
- 229920002554 vinyl polymer Polymers 0.000 abstract description 24
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract description 21
- 239000011347 resin Substances 0.000 abstract description 19
- 229920005989 resin Polymers 0.000 abstract description 19
- 238000006460 hydrolysis reaction Methods 0.000 abstract description 11
- 239000000126 substance Substances 0.000 abstract description 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract description 6
- 230000007062 hydrolysis Effects 0.000 abstract description 6
- 239000000654 additive Substances 0.000 abstract description 4
- 229920000058 polyacrylate Polymers 0.000 abstract description 3
- 230000000996 additive effect Effects 0.000 abstract 2
- 238000013329 compounding Methods 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 125000005369 trialkoxysilyl group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 38
- 239000004727 Noryl Substances 0.000 description 8
- 229920001207 Noryl Polymers 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 239000000178 monomer Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 229920000178 Acrylic resin Polymers 0.000 description 5
- 239000004925 Acrylic resin Substances 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 5
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000000919 ceramic Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 239000005456 alcohol based solvent Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000019437 butane-1,3-diol Nutrition 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000007870 radical polymerization initiator Substances 0.000 description 2
- 150000003377 silicon compounds Chemical class 0.000 description 2
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical compound CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 1
- ZDTLUUIYCAMIMQ-UHFFFAOYSA-N 2-(2-hydroxyethoxy)-1-methoxyethanol;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.COC(O)COCCO ZDTLUUIYCAMIMQ-UHFFFAOYSA-N 0.000 description 1
- CMCLUJRFBZBVSW-UHFFFAOYSA-N 2-(2-hydroxyethoxy)-1-methoxyethanol;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(O)COCCO CMCLUJRFBZBVSW-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 101100454393 Homo sapiens LCOR gene Proteins 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 102100038260 Ligand-dependent corepressor Human genes 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-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
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 1
- SWHLOXLFJPTYTL-UHFFFAOYSA-N [2-methyl-3-(2-methylprop-2-enoyloxy)-2-(2-methylprop-2-enoyloxymethyl)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(COC(=O)C(C)=C)COC(=O)C(C)=C SWHLOXLFJPTYTL-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- JCCAVOLDXDEODY-UHFFFAOYSA-N dimethyldiazene Chemical group CN=NC JCCAVOLDXDEODY-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- KAWQVWRIPOIFIN-UHFFFAOYSA-N ethene 2-methylprop-2-enoic acid Chemical compound C=C.C=C.C=C.C=C.C(C(=C)C)(=O)O KAWQVWRIPOIFIN-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 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
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- LMHHRCOWPQNFTF-UHFFFAOYSA-N s-propan-2-yl azepane-1-carbothioate Chemical compound CC(C)SC(=O)N1CCCCCC1 LMHHRCOWPQNFTF-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 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
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-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
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
(イ)産業上の利用分野
本発明は、金属、セラミックス、ガラス、セメント、プ
ラスチックス、木材、紙、繊維などの表面に、耐熱性、
耐摩耗性、耐薬品性、耐水性、耐候性などに優れ、高硬
度、高光沢の厚い被覆膜を形成するために好適な被覆用
塗料組成物に関する。Detailed Description of the Invention (a) Industrial Application Field The present invention provides heat-resistant,
The present invention relates to a coating composition that has excellent abrasion resistance, chemical resistance, water resistance, weather resistance, etc. and is suitable for forming a thick coating film with high hardness and high gloss.
(ロ)従来の技術
金属やセラミックスなどの各種成形体表面をシリコーン
系の化合物およびノリコーン変性アクリル樹脂からなる
組成物で被覆して、美粧性を与え、あるいは耐摩擦性、
耐薬品性、耐食性、耐候性、耐水性、グレア防止性など
を向上させることが行われている。例えば、特開昭60
−135465号公報によ、オルガノトリヒトロキノノ
ランとコロイグルノリカの分散液とシリコーン変性アク
リル樹脂から成るコーティング用組成物か開示されてい
る。(b) Conventional technology The surfaces of various molded objects such as metals and ceramics are coated with a composition consisting of a silicone compound and a noricone-modified acrylic resin to give them cosmetic properties, abrasion resistance,
Efforts are being made to improve chemical resistance, corrosion resistance, weather resistance, water resistance, anti-glare properties, etc. For example, JP-A-60
Japanese Patent Publication No. 135465 discloses a coating composition comprising a dispersion of organotrihydroquinonolane and coloiglunorica and a silicone-modified acrylic resin.
この組成物は、メチルトリエトキノンランを水性ンリカ
ゾルの水で加水分解した分散液と、アルコキノ基を含有
するノリコーン変性アクリル樹脂を相溶性のある溶剤で
混合したにすぎない。従って該組成物を塗布して得られ
る硬化膜は、化学的に均質なものとはいえない。ノリコ
ーン成分とシリコーン変性アクリル樹脂が独立して硬化
するためにグレア防止の効果は有しても塗膜としての耐
水性、耐薬品性、密着性、耐擦傷性、平滑性に欠ける。This composition is simply a mixture of a dispersion obtained by hydrolyzing methyltriethoquinonerane with water of aqueous phosphorus sol and a noricone-modified acrylic resin containing an alkokino group in a compatible solvent. Therefore, the cured film obtained by applying the composition cannot be said to be chemically homogeneous. Since the noricorn component and the silicone-modified acrylic resin cure independently, the coating film lacks water resistance, chemical resistance, adhesion, scratch resistance, and smoothness even though it has an anti-glare effect.
特開昭61−277901号公報には、合成樹脂板用防
眩剤として、オルトエチルシリケートの加水分解物とノ
リル基含有ビニル系重合体から成る組成物か開示されて
いる。この組成物は、ポリシロキサンがエチルノリケー
トから成ることを除いては、前記した組成物と基本的に
は同じである。従って該組成物を塗布して得られる硬化
膜は不均質であり、グレア防止の効果は有しても、塗膜
としての耐水性、耐薬品性、密着性、耐擦傷性、平滑性
に欠ける。JP-A-61-277901 discloses a composition comprising a hydrolyzate of orthoethyl silicate and a vinyl polymer containing a noryl group as an anti-glare agent for synthetic resin plates. This composition is essentially the same as the composition described above, except that the polysiloxane consists of ethyl nosilicate. Therefore, the cured film obtained by applying the composition is heterogeneous, and although it has an anti-glare effect, it lacks water resistance, chemical resistance, adhesion, scratch resistance, and smoothness as a coating film. .
特開昭64−1769号公報には、オルガノポリノロキ
サン、ノルコニウム化合物、ノリル基含有ビニル系樹脂
から成るコーティング用組成物が開示されている。この
組成物はジルコニウム化合物かオルガノポリシロキサン
とノリル基含有ビニル系樹脂との間の架橋部を形成し、
オルガノポリシロキサンとノリル基含有ビニル系樹脂か
化学的に複合化された共重合体を与える。従って該組成
物を塗布して得られる硬化膜は、均質であり平滑性にす
ぐれ、耐薬品性、光沢性にすぐれる。また組成物中には
安定化剤として働くβ−ジノケトン類含まれるため該組
成物の保存安定性も良好である。しかしこの組成物は、
オルガノポリシロキサンとシリル基含有ビニル系樹脂と
の共重合体であるにめ、共重合体分子あたりのンラノー
ル含有率が小さい、すなわち架橋密度が小さい。そのた
め基材との接着性が劣るばかりてなく、硬化して得られ
る塗膜の硬度も低い。JP-A-64-1769 discloses a coating composition comprising an organopolynoroxane, a norconium compound, and a vinyl resin containing a noryl group. This composition forms a crosslink between the zirconium compound or organopolysiloxane and the vinyl resin containing a nolyl group,
A copolymer is provided which is a chemically composited organopolysiloxane and a vinyl resin containing a nolyl group. Therefore, the cured film obtained by applying the composition is homogeneous and has excellent smoothness, chemical resistance, and gloss. Furthermore, since the composition contains β-dinoketones which act as stabilizers, the composition has good storage stability. However, this composition
Since it is a copolymer of organopolysiloxane and a silyl group-containing vinyl resin, it has a low nranol content per copolymer molecule, that is, a low crosslinking density. Therefore, not only is the adhesion to the substrate poor, but the hardness of the coating film obtained by curing is also low.
また、ノルコニウム化合物の加水分解時に用いたβ−ジ
ノケトン類るいはβ−ケトエステル類は、微量の金属イ
オン、特に鉄イオンなどと着色性のキレート化合物を形
成するたぬ、該組成物の調製時、保存時あるいは塗膜形
成時に使用する原料、容器、器具などが限定される。In addition, the β-dinoketones or β-ketoesters used in the hydrolysis of the norconium compound may form a colored chelate compound with trace amounts of metal ions, especially iron ions, etc., during the preparation of the composition. There are restrictions on the raw materials, containers, equipment, etc. used during storage or film formation.
(ハ)発明か解決しようとする課題
本発明は、上記従来の問題を解決するものであり、その
目的とするところは、金属、セラミックス、ガラス、セ
メント、プラスチックス、木材、紙、繊維などの表面を
被覆するための被覆用塗料組成物であって、次の性質を
有する塗料組成物を提供することにある。(c) Problems to be Solved by the Invention The present invention solves the above-mentioned conventional problems, and its purpose is to improve the production of metals, ceramics, glass, cement, plastics, wood, paper, fibers, etc. An object of the present invention is to provide a coating composition for coating a surface, which has the following properties.
■透明性かつ光沢性にすぐれ、高硬度を有し、かつ基材
との密着性にすぐれた被覆膜を形成しうる塗料組成物、
■耐アルカリ性、耐酸性、耐沸騰水性、耐溶剤性などに
すぐれた被覆膜を形成しうる塗料組成物、■被覆膜を調
製する時に高温で長時間の硬化処理を必要とせず、比較
的厚い膜厚の被覆膜を形成するときもクラックなどを生
じない塗料組成物、■耐候性にすぐれ、長期問屋外に暴
露されても、変色、ふくれ、ひび割れなどの生じない被
覆膜を形成しうる塗料組成物。■A coating composition with excellent transparency and gloss, high hardness, and capable of forming a coating film with excellent adhesion to the substrate; ■Alkali resistance, acid resistance, boiling water resistance, and solvent resistance. A coating composition that can form a coating film with excellent properties such as: ■Does not require long curing treatment at high temperatures when preparing a coating film, and does not require cracking when forming a relatively thick coating film. (1) A coating composition that has excellent weather resistance and can form a coating film that does not discolor, blister, or crack even when exposed outdoors for a long period of time.
(ニ)課題を解決するための手段及び作用本発明の被覆
用塗料組成物は、
(1)(a)一般式R51(OR’)3(式中、Rは炭
素数1〜8の有機基、R1は炭素数1〜5のアルキル基
または炭素数1〜4のアシル基を示す)で表されるオル
ガノアルコキノンランおよび/またはその部分縮合物を
オルガノアルコキノンラン換算で100重量部、
(b)末端あるいは側鎖に加水分解性基と結合したケイ
素原子を宵するシリル基を重合体1分子中に少なくとも
1個有するシリル基含有ビニル系樹脂10〜300重量
部、
(c)水10〜70重量部、
(d)一般式5i(OR’)4(式中、R1は炭素数1
〜4のアルキル基を示す)で表されるテトラアルキルノ
リケート05〜30重量部、
(e)一般式A+(OR3) 、、COC(R’)=C
HCOR’)3−−(式中、R3およびR′はアルキル
基、R5はアルキル基またはアルコキン基、nは0〜3
の整数を示す)で表されるアルミニウム化合物および該
アルミニウム化合物の部分加水分解物の群から選ばれる
少なくとも1種を001〜30重量部、および
(r)適量の固形分調整剤、
を配合してなるものであり、そのことにより上記目的が
達成される。(d) Means and action for solving the problems The coating composition for coating of the present invention has the following features: (1) (a) General formula R51(OR')3 (wherein R is an organic group having 1 to 8 carbon atoms) , R1 represents an alkyl group having 1 to 5 carbon atoms or an acyl group having 1 to 4 carbon atoms) and/or a partial condensate thereof, 100 parts by weight in terms of organoalcoquinone lan, ( b) 10 to 300 parts by weight of a silyl group-containing vinyl resin having at least one silyl group in one polymer molecule containing a silicon atom bonded to a hydrolyzable group at the terminal or side chain; (c) 10 to 300 parts by weight of water; 70 parts by weight, (d) General formula 5i(OR')4 (wherein, R1 is carbon number 1
05 to 30 parts by weight of a tetraalkyl silicate represented by (representing an alkyl group of ~4), (e) general formula A+(OR3), COC(R')=C
HCOR') 3-- (wherein R3 and R' are an alkyl group, R5 is an alkyl group or an alkokyne group, and n is 0 to 3
001 to 30 parts by weight of at least one selected from the group of aluminum compounds and partial hydrolysates of the aluminum compounds represented by This achieves the above objective.
本発明の組成物に使用されるオルガノアルコキノシラン
および/またはその部分縮合物〔成分(a)〕は、一般
数式 S i (OR’ ) sで表されるアルコキン
基含有のケイ素化合物および一般式R91(OR1)3
で表されるアルコキン基含有のケイ素化合物を加水分解
条件下に縮合させて得られるアルコキシ基含有部分縮合
物である。The organoalkokinosilane and/or its partial condensate [component (a)] used in the composition of the present invention are silicon compounds containing an alkoke group represented by the general formula S i (OR' ) s and the general formula R91(OR1)3
It is an alkoxy group-containing partial condensate obtained by condensing an alkoxy group-containing silicon compound represented by the formula under hydrolysis conditions.
上記式において、Rは炭素数1〜8の有機基、R1は炭
素数1〜5のアルキル基または炭素数1〜4のアシル基
である。RおよびR1の炭素数か大きすぎると、後述の
加水分解性基か極めて遅くなり、場合によってはほと入
と加水分解か進行しなくなる。上記Rとしては、メチル
基、エチル基、プロピル基、ブチル基などのアルキル基
フェニル基、トリル基、キシリル基などのアリール基
ノクロヘキノル基などのンクロアルキル基 その他γ−
クロロプロピル基、ビニル系、γ−グリンドキンプロビ
ル基、γ−メタクリロイルオキノブロビル基、γ−メル
カプトプロピル基、γ−アミノプロピル基、3.4−エ
ボキノンクロヘキノル基などが挙げられる。R1として
はメチル基、エチル基、プロピル基、ブチル基、アセチ
ル基などが挙げられる。このようなオルガノアルコキシ
シランとしては、例えばメチルトリメトキシシラン、メ
チルトリエトキシシラン、メチルトリプロポキシンラン
、メチルトリエトキンシラン、エチルトリメトキシンラ
ン、メチルトリエトキシシラン、プロピルトリメトキノ
シラン、プロピルトリエトキシシラン、フェニルトリメ
トキシンラン、フェニルトリエトキシンラン、ビニルト
リメトキノノラン、γ−グリシドキノプロビルトリメト
キシンラン、γ−グリントキンブロビルトリエトキノン
ラン、γ−メルカブトブロピルトリメトキノンラン、γ
−メタクリルオキントリメトキシンラン、γ−アミノプ
ロピルトリメトキンソラン、3.4エボキンシクロヘキ
ンルエチルトリメトキンシランなどがある。好ましくは
、メチルトリメトキシシランおよび/またはメチルトリ
エトキンシランが用いられる。これらのオルガノアルコ
キシシランは、単独で使用することも、また2種以上を
併用することもできる。In the above formula, R is an organic group having 1 to 8 carbon atoms, and R1 is an alkyl group having 1 to 5 carbon atoms or an acyl group having 1 to 4 carbon atoms. If the number of carbon atoms in R and R1 is too large, the hydrolysis of the hydrolyzable group described below becomes extremely slow, and in some cases, hydrolysis does not proceed at all. The above R is an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, an aryl group such as a phenyl group, a tolyl group, a xylyl group, a ncroalkyl group such as a nocrohexynol group, and other γ-
Examples thereof include a chloropropyl group, a vinyl group, a γ-grindquinprovil group, a γ-methacryloyl oquinobrovir group, a γ-mercaptopropyl group, a γ-aminopropyl group, and a 3,4-evoquinone clohequinol group. Examples of R1 include methyl group, ethyl group, propyl group, butyl group, and acetyl group. Such organoalkoxysilanes include, for example, methyltrimethoxysilane, methyltriethoxysilane, methyltripropoxinlan, methyltriethquinsilane, ethyltrimethoxylan, methyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, Phenyltrimethoxine lan, phenyltriethoxin lan, vinyltrimethoquinonolan, γ-glycidquinopropyltrimethoxin lan, γ-glitquinbrovir triethoquinone lan, γ-mercabutobropyl trimethoquinone lan, γ
Examples include -methacryloquine trimethoxinelan, γ-aminopropyltrimethoxinesolane, and 3.4 evoquinecyclohequinlethyltrimethoxinesilane. Preferably, methyltrimethoxysilane and/or methyltriethquinsilane are used. These organoalkoxysilanes can be used alone or in combination of two or more.
上記したオルガノアルコキンシランを加水分解条件下に
縮合させて得られる部分縮合物の生成反応は、それ自体
既知の製造方法、すなわち上記したオルガノアルコキシ
シランに水を添加し、縮合せしめることによって行うこ
とができる。The production reaction of the partial condensate obtained by condensing the above-mentioned organoalkoxysilane under hydrolysis conditions can be carried out by a production method known per se, that is, by adding water to the above-mentioned organoalkoxysilane and condensing it. I can do it.
本発明の組成物に用いられるシリル基含有ビニル系樹脂
(成分(b))は、末端あるいは、側鎖に加水分解性基
を結合したケイ素原子を有するノリル基を重合体1分子
中に少なくとも1個有するシリル基含有ビニル系樹脂で
ある。例えば、このようなシリル基含有ビニル系樹脂は
、
■−一般式イ)
□
CH2=CCOOR’ Si (R’) 3−n(
R”)。The silyl group-containing vinyl resin (component (b)) used in the composition of the present invention contains at least one noryl group having a silicon atom with a hydrolyzable group bonded to the terminal or side chain in one polymer molecule. It is a vinyl resin containing a silyl group. For example, such a silyl group-containing vinyl resin has the following formula:
R”).
(ここでR6は、ハロゲン原子、アルコキン基、アンロ
キノ基、アミノキン基、フェノキシ基、チオアルコキン
基、アミノ基などの加水分解性基、R7は水素原子また
は炭素数1〜8の有機基、R8は二価の炭化水素基、R
11は水素原子または1価の炭化水素基、n=1〜3の
整数である)で示されるアクリルオキシ官能性シランと
一般式(ロ)
(ここでR”は水素原子または、置換または非置換のn
価の脂肪族炭化水素残基および少なくとも1個のエーテ
ル結合を有する置換されたn価の脂肪族炭化水素残基か
ら成る群より選ばれに基を表し、R”は水素原子まfコ
は低級アルキル基、n=1〜4の整数である)
で示されるラフカル重合性アクリレートモノマーの共重
合によるか、もしくは、
■一般式(ハ)
H9i 壬R13)クー・
(R”)、。(Here, R6 is a halogen atom, a hydrolyzable group such as an alkokino group, an aminoquine group, a phenoxy group, a thioalcoquine group, an amino group, R7 is a hydrogen atom or an organic group having 1 to 8 carbon atoms, and R8 is a valent hydrocarbon group, R
11 is a hydrogen atom or a monovalent hydrocarbon group; n of
represents a group selected from the group consisting of n-valent aliphatic hydrocarbon residues and substituted n-valent aliphatic hydrocarbon residues having at least one ether bond; an alkyl group, n=an integer of 1 to 4) or by copolymerization of a rough-curing polymerizable acrylate monomer represented by the following formula:
(ここてRI Iは、ハロゲン原子、アルコキン基、ア
シロキノ基、アミノキン基、フェノキシ基、チオアルコ
キノ基、アミノ基などの加水分解性基、R”は水素原子
または炭素数1〜8の有機基、n;1〜3の整数である
)で示されるヒドロシラン化合物を、炭素−炭素二重結
合を有するビニル重合体と反応させることによって製造
することができ、その製造方法に特に限定はない。(RI I is a halogen atom, a hydrolyzable group such as an alkokino group, an acyloquino group, an aminoquine group, a phenoxy group, a thioalcoquino group, an amino group, R'' is a hydrogen atom or an organic group having 1 to 8 carbon atoms, n ; is an integer from 1 to 3) can be produced by reacting it with a vinyl polymer having a carbon-carbon double bond, and there are no particular limitations on the production method.
(以下余白)
二こで、一般式(イ)で示されるアクリルオキン官能性
ノランとしては、例えば、7−メタクリロキジプロビル
トリメトキノンラン、アーアクリロキシブロピルトリメ
トキノンラン、アーメタクリ口キノブロビルトリエトキ
シ7ランおよび7−メタクリロキジブロビルトリイソブ
ロポキシンランなどが挙げられる。(Left below) Examples of the acryloquine-functional norane represented by the general formula (A) include 7-methacrylokydipropyltrimethoquinonerane, armethacrylokydipropyltrimethoquinonerane, armethacrylokydipropyltrimethoquinonerane, and armethacryloquine-functional norane. Examples include biltriethoxy 7rane and 7-methacryloquidibrovirtriisopropoxinrane.
これらから成る群より選ばれた、1種もしくは2種以上
のものが使用される。One or more types selected from the group consisting of these are used.
また、一般式(ロ)で示される、ラジカル重合性モノマ
ーとしては、例えば、アクリル酸、メタクリル酸、アク
リル酸メチル、アクリル酸エチル、アクリル酸t−ブチ
ル、アクリル酸2−ヒドロキシエチル、アクリル酸2−
ヒドロキシプロピル、メタクリル酸メチル、メタクリル
酸エチル、メタクリル酸n−ブチル、メタクリル酸し一
ブチル、メタクリル酸イソブチル、メタクリル酸グリノ
ンル、メタクリル酸2−ヒドロキシエチル、メタクリル
酸2−ヒドロキシプロピル、メタクリル酸ツメチルアミ
ノエチル、メトキシジエチレングリコールアクリレート
、メトキシジエチレングリコールメタクリレート、メト
キンテトラエチレンメタクリレートおよびメタクリル酸
アリルなどのモノアクリレートモノマー、エチレンクリ
コールノメタクリレート、ジエチレングリコールノメタ
クリレート、1.3−ブチレングリコールノアクリレー
トおよび1.3−ブチレングリコールノアクリレートな
どのノアクリレートモノマー、トリメチロールプロパン
トリメタクリレート、トリメチロールエタントリメタク
リレートおよびテトラメチロールメタントリアクリレー
トなどのトリアクリレートモノマー:テトラメチロール
メタンテトラアクリレートなどのテトラアクリレートモ
ノマーなどか挙げられる。Examples of the radically polymerizable monomer represented by the general formula (b) include acrylic acid, methacrylic acid, methyl acrylate, ethyl acrylate, t-butyl acrylate, 2-hydroxyethyl acrylate, and 2-hydroxyethyl acrylate. −
Hydroxypropyl, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, monobutyl methacrylate, isobutyl methacrylate, glinone methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, trimethylamino methacrylate Monoacrylate monomers such as ethyl, methoxydiethylene glycol acrylate, methoxydiethylene glycol methacrylate, methquine tetraethylene methacrylate and allyl methacrylate, ethylene glycol no methacrylate, diethylene glycol no methacrylate, 1,3-butylene glycol noacrylate and 1,3-butylene glycol Noacrylate monomers such as noacrylate, triacrylate monomers such as trimethylolpropane trimethacrylate, trimethylolethane trimethacrylate and tetramethylolmethane triacrylate; tetraacrylate monomers such as tetramethylolmethanetetraacrylate; and the like.
これらから成る群より選ばれ1こ1種もしくは2種以上
のものが使用される。One or more types selected from the group consisting of these are used.
これらアクリルオキシ官能性シランの少なくとも1種と
ラジカル重合性モノマーの少なくとも1種を適当な溶媒
中で混合し、ラジカル重合開始剤を用いて共重合させる
ことによって加水分解性ノリル基含育アクリル樹脂を得
ることができる。At least one of these acryloxy-functional silanes and at least one radically polymerizable monomer are mixed in a suitable solvent and copolymerized using a radical polymerization initiator to produce a hydrolysable noryl group-containing acrylic resin. Obtainable.
ラジカル重合開始剤としては、例えば、ペンゾイルベル
オキンド、ジクロルベンゾイルベルオキンド、ノーt−
ブチルペルオキシド、2.5−ノ(ベルオキンベンゾエ
ート)ヘキシン−3,13ヒス(t−プチルペルオキン
イソブロピル)ヘンゼン、t−ブチルパーベンゾエート
などのパーエステル化合物:アゾヒスイソブチロニトリ
ルおよびジメチルアゾブチレートなどのアゾ化合物、お
よび何機過酸化物などが挙げられる。As the radical polymerization initiator, for example, penzoylberoquinde, dichlorobenzoylberoquinde, nort-
Perester compounds such as butyl peroxide, 2,5-no(beroquine benzoate) hexyne-3,13his(t-butylperoquine isopropyl)henzen, t-butylperbenzoate: azohisisobutyronitrile and dimethylazo Examples include azo compounds such as butyrate, and peroxides.
一般式(ハ)で示されるヒドロシラン化合物としては、
例えば、メチルノクロルンラン、エチルノクロルンラン
、フェニルノクロルンランおよびトリクロルンランなど
のハロゲン化シラン化合物;メチルジメトキノシラン、
メチルジェトキシンラン、エチルシェドキンシラン、エ
チルシェドキンシラン、フエニルジメトキシンラン、ト
リメトキシンランおよびトリエトキシシランなどのアル
コキンシラン化合物;メチルジアセトキシンラン、フェ
ニルノアセトキンシラン、トリアセトキノシランなどの
アシロキシンラン化合物;メチルジアミノキンシラン、
トリアミノソンンラン、トリアミノソランなどのアミツ
ノラン化合物が挙げられる。 これらから成る群より
選ばれた1種もしくは2種以上のものが使用される。As the hydrosilane compound represented by the general formula (c),
For example, halogenated silane compounds such as methylnochlorane, ethylnochlorane, phenylnochlorane and trichlorane; methyldimethoquinosilane;
Alcoquine silane compounds such as methyljetoxinrane, ethylshedkinsilane, ethylshedkinsilane, phenyldimethoxinrane, trimethoxinrane and triethoxysilane; Aciloxinlan compound; Methyldiaminoquinsilane,
Examples include amitunolan compounds such as triaminosolane and triaminosolane. One or more selected from the group consisting of these are used.
炭素−炭素二重結合を有するビニル重合体としては一般
式(ロ)で示されるアクリレート類の中で水酸基を持た
ないものの池、スチレン、α−メチルスチレン、塩化ビ
ニル、酢酸ビニルなどから選ばれた1種もしくは2種以
上のビニル系化合物と、ブタジェン、イソプレン、クロ
ロプレンなどの共役ジエン化合物、および/または重合
に関与しない炭素−炭素二重結合を持つ、アクリル酸誘
導体と共重合させて得られる炭素−炭素二重結合を有す
るビニル系重合体が好ましい。As the vinyl polymer having a carbon-carbon double bond, those selected from among the acrylates having no hydroxyl group represented by the general formula (b), styrene, α-methylstyrene, vinyl chloride, vinyl acetate, etc. Carbon obtained by copolymerizing one or more vinyl compounds with a conjugated diene compound such as butadiene, isoprene, or chloroprene, and/or an acrylic acid derivative having a carbon-carbon double bond that does not participate in polymerization. - Vinyl polymers having carbon double bonds are preferred.
これらヒドロシラン化合物の少なくとも1種を、炭素−
炭素二重結合を有するビニル系重合体に適当な方法で付
加させることによって加水分解性のシリル基含有ビニル
系樹脂(成分(b))を得ることができる。At least one of these hydrosilane compounds is carbon-
A hydrolyzable silyl group-containing vinyl resin (component (b)) can be obtained by adding it to a vinyl polymer having carbon double bonds by an appropriate method.
本発明に使用される加水分解性のノリル基含宵ビニル系
樹脂の具体例としては、鐘淵化学工業(株)製ゼムラッ
ク、サイリル:東芝ノリコーン(株)製、ノリコーノア
クリルワニスなどが挙げられる。Specific examples of the hydrolyzable noryl group-containing vinyl resin used in the present invention include Zemlac manufactured by Kanekabuchi Chemical Co., Ltd., Cylyl manufactured by Toshiba Noricone Co., Ltd., and Norikono Acrylic Varnish. .
上記ノリル基含有ビニル系樹脂(成分(b))の配合割
合は、オルガノアルコキシシラン100重量部に対して
、10〜300重量部、好ましくは15〜200重量部
である。上記ノリル基含宵ビニル系樹脂が10重量部未
満ては、得られる塗膜の耐薬品性が充分でなく、また厚
い膜ではクラックか発生し易い。一方、300重!!1
gI!を越えると耐擦傷性、耐熱性に劣り、また保存安
定性に欠ける。The blending ratio of the above-mentioned noryl group-containing vinyl resin (component (b)) is 10 to 300 parts by weight, preferably 15 to 200 parts by weight, based on 100 parts by weight of organoalkoxysilane. If the amount of the above-mentioned noryl group-containing vinyl resin is less than 10 parts by weight, the resulting coating film will not have sufficient chemical resistance, and cracks are likely to occur in a thick film. On the other hand, 300 weight! ! 1
gI! If it exceeds this value, the abrasion resistance and heat resistance will be poor, and the storage stability will be poor.
本発明の組成物に用いられる水(成分(C))は、オル
ガノアルコキシシラン(成分(a))とシリル基含有ビ
ニル系樹脂(成分(b))の加水分解反応に必須の成分
である。水の使用割合は、オルガリアルコキンシラン1
00重11部に対して10〜70重量部、好ましくは2
0〜60重量部である。10重量部未満では、得られる
組成物を用いて塗布しても、塗膜が充分に硬化しない場
合がある。他方、配合割合が70重Nilを越えると、
組成物の保存安定性が低下し好ましくない。Water (component (C)) used in the composition of the present invention is an essential component for the hydrolysis reaction of organoalkoxysilane (component (a)) and silyl group-containing vinyl resin (component (b)). The proportion of water used is 1 part orgalialcoquinsilane.
10 to 70 parts by weight, preferably 2 parts by weight per 11 parts by weight of 00
It is 0 to 60 parts by weight. If the amount is less than 10 parts by weight, the coating film may not be sufficiently cured even if the resulting composition is applied. On the other hand, if the blending ratio exceeds 70 times Nil,
This is not preferable because the storage stability of the composition decreases.
上g2Z要とされる水としては、水道水、蒸留水、イオ
ン交換水などが用いられろ。好ましくは蒸留水、イオン
交換水が用いられる。As the water required for G2Z, tap water, distilled water, ion exchange water, etc. may be used. Preferably, distilled water or ion-exchanged water is used.
なお、該水には、加水分解反応を制御あるいは促進する
ために触媒を配合することもできる。Incidentally, a catalyst may be added to the water in order to control or promote the hydrolysis reaction.
かかる触媒としては、塩酸、硫酸、リン酸などの鉱酸、
蟻酸、蓚酸、酢酸などの有機酸のいずれもが使用され得
る。Such catalysts include mineral acids such as hydrochloric acid, sulfuric acid, and phosphoric acid;
Any organic acid such as formic acid, oxalic acid, acetic acid, etc. can be used.
本発明の組成物に用いられる一般式5i(OR2)4で
表わされるテトラアルキルシリケート(成分(d))は
、組成物を塗布してなる硬化塗膜の硬度を向上させ、あ
るいは塗膜と基材との密着性を向上させる。特に耐水性
を向上させる働きをする。The tetraalkyl silicate (component (d)) represented by the general formula 5i(OR2)4 used in the composition of the present invention improves the hardness of the cured coating film formed by applying the composition, or improves the hardness of the coating film and the base material. Improves adhesion with materials. In particular, it works to improve water resistance.
上記式においてR1は、炭素数1〜4のアルキル基を示
す。In the above formula, R1 represents an alkyl group having 1 to 4 carbon atoms.
このようなアルキルンリケードとしては、テトラメチル
シリケート、テトラエチルシリケート、テトラ−n−プ
ロピルシリケート、テトラ−i−プロビルシリケート、
テトラ−n−ブチルノリケート、テトラ−1−ブチルシ
リケート、テトラ5ec−ブチルシリケートなどを挙げ
ることかできる。Examples of such alkyl silicates include tetramethyl silicate, tetraethyl silicate, tetra-n-propyl silicate, tetra-i-propylsilicate,
Examples include tetra-n-butyl silicate, tetra-1-butyl silicate, and tetra-5ec-butyl silicate.
上記テトラアルキルノリケートの配合割合は、オルガノ
アルコキシシラン100重量部に対して05〜30重量
部、好ましくは1〜20重!!部である。The blending ratio of the above-mentioned tetraalkyl silicate is 05 to 30 parts by weight, preferably 1 to 20 parts by weight, per 100 parts by weight of organoalkoxysilane! ! Department.
05重量部未満では、得られる塗膜の硬度、耐水性が低
く、他方30重量部を超えると得られる塗膜にクラック
が生じ易くなる。If the amount is less than 0.5 parts by weight, the hardness and water resistance of the resulting coating film will be low, while if it exceeds 30 parts by weight, cracks will easily occur in the resulting coating film.
本発明の組成物に用いられる一般式AI(OR3)n
[OC(R’) =C)LCOR’] *−、で表わさ
れるアルミニウム化合物、該アルミニウム化合物の部分
加水分解物(成分(e))は、前記したオルガノアルコ
キシシラン(成分(a))、シリル基含有ビニル系樹脂
(成分(b))の加水分解反応時の反応促進剤として働
く。更にオルガノアルコキノンランとシリル基含有ビニ
ル樹脂の架橋部位を形成するよう作用する。従って、該
アルミニウム化合物は、加水分解反応時に配合しても良
いし、該加水分解反応終了後に配合しても良い。General formula AI(OR3)n used in the composition of the present invention
The aluminum compound represented by [OC(R') = C)LCOR'] *-, the partial hydrolyzate of the aluminum compound (component (e)), the above-mentioned organoalkoxysilane (component (a)), silyl It acts as a reaction accelerator during the hydrolysis reaction of the group-containing vinyl resin (component (b)). Furthermore, it acts to form a crosslinking site between the organoalkoxyquinonelan and the silyl group-containing vinyl resin. Therefore, the aluminum compound may be blended during the hydrolysis reaction or after the hydrolysis reaction is completed.
上記式においてR3およびR4はアルキル基、R5はア
ルキル基まにはアルコキノ基、nは0〜3の整数を示す
。このようなアルミニウム化合物としては、トリー1−
プロポキノアルミニウム、トリーn−プロポキンアルミ
ニウム、トリー5ec=ブトキノアルミニウム、トリー
n−ブトキノアルミニウム、5ec−ブトキノアルミニ
ウムイソプロピレート、トリー5ec=ブトキノアルミ
ニウム、エチルアセトアセテートアルミニウムジイソプ
ロピレート、アルミニウムトリス(エチルアセトアセト
ナート)、アルミニウムトリス(アセチルアセトナート
)、アルミニウムモノアセチルアセトナートヒス(エチ
ルアセトナート)および該アルミニウム化合物の部分加
水分解物などを挙げることかできる。これらのアルミニ
ウム化合物および該アルミニウム化合物の部分加水分解
物は、単独で使用することも、また2種以上を併用する
こともできる。In the above formula, R3 and R4 are alkyl groups, R5 is an alkyl group or an alkokino group, and n is an integer of 0 to 3. As such an aluminum compound, tree 1-
Propoquinoaluminum, tri-n-propoquinaluminum, tri-5ec = butoquinoaluminum, tri-n-butoquinoaluminum, 5ec-butoquinoaluminum isopropylate, tri-5ec = butoquinoaluminum, ethyl acetoacetate aluminum diisopropylate, aluminum tris (ethylacetoacetonate), aluminum tris (acetylacetonate), aluminum monoacetylacetonatohis (ethylacetonate), and partial hydrolysates of the aluminum compounds. These aluminum compounds and partial hydrolysates of the aluminum compounds can be used alone or in combination of two or more.
なお、上記したアルミニウム化合物の部分加水分解物は
、アルミニウム化合物を含有する親水性有機溶媒中に沈
殿やゲルを生じない範囲で水を添加することによって得
られる。Note that the above-mentioned partial hydrolyzate of an aluminum compound can be obtained by adding water to a hydrophilic organic solvent containing an aluminum compound in an amount that does not cause precipitation or gel.
上記アルミニウム化合物および該アルミニウム化合物の
部分加水分解物の配合割合は、オルガノアルコキシシラ
ン100重量部に対して0,01〜30重量部、好まし
くは01〜20重量部である。001重量部未満では、
得られる塗膜の硬度、耐薬品性が低く、他方30重量部
を超えると組成物の経時安定性が悪化する。また得られ
る塗膜にクラックが生じ易くなる。The blending ratio of the aluminum compound and the partial hydrolyzate of the aluminum compound is 0.01 to 30 parts by weight, preferably 0.1 to 20 parts by weight, per 100 parts by weight of the organoalkoxysilane. Less than 0.001 parts by weight,
The hardness and chemical resistance of the resulting coating film are low, and on the other hand, if it exceeds 30 parts by weight, the stability over time of the composition deteriorates. Moreover, cracks are likely to occur in the resulting coating film.
本発明の組成物に用いられる固形分調製剤(成分(f)
)は、本発明の固形分濃度を調整する希釈剤としての働
きのほか、種々の塗装方法に適用できるようにし、また
組成物の保存安定性を向上させるものである。かかる固
形分調整剤としては、アルコール系溶剤、芳香族系溶剤
、ケトン系溶剤、エステル型溶剤、多価アルコール系溶
剤などが挙げられる。たとえば、メタノール、エタノー
ル、n−プロパツール、i−プロパツール、n−ブタノ
ール、1−ブタノール、5ec−ブタノール、ヘンゼン
、トルエン、キルン、メチルエチルケトン、メチルイソ
ブチルケトン、酢酸エチル、酢酸ブチル、エチレングリ
コール、メチルセロソルブ、エチルセロソルブ、ブチル
セロソルブなどを挙げることができる。Solid content adjuster (component (f)) used in the composition of the present invention
) not only functions as a diluent to adjust the solid content concentration of the present invention, but also makes it applicable to various coating methods and improves the storage stability of the composition. Examples of such solid content adjusting agents include alcohol solvents, aromatic solvents, ketone solvents, ester solvents, and polyhydric alcohol solvents. For example, methanol, ethanol, n-propertool, i-propertool, n-butanol, 1-butanol, 5ec-butanol, Hensen, toluene, kiln, methyl ethyl ketone, methyl isobutyl ketone, ethyl acetate, butyl acetate, ethylene glycol, methyl Examples include cellosolve, ethyl cellosolve, and butyl cellosolve.
これらは単独で使用することも、また2種以上を併用す
ることもできる。These can be used alone or in combination of two or more.
上記固形分調整剤(成分(f))の配合割合は粘度調整
、希釈等の目的に応じて適宜定められ、とくに限定され
るものではない。しかし、通常、組成物中の全固形物濃
度が、10〜50重量%、好ましくは15〜40重量%
となるように調整されるのが好ましい。10重量%未満
ては固形分濃度が低すぎて得られる組成物を用いて塗布
して得られる塗膜にピンホールが発生し易く、塗膜の緒
特性が発現されない場合かある。他方50重量%を超え
ると固形分濃度が高過ぎて組成物の保存安定性が悪化す
る。The blending ratio of the solid content adjuster (component (f)) is appropriately determined depending on the purpose of viscosity adjustment, dilution, etc., and is not particularly limited. However, usually the total solids concentration in the composition is 10 to 50% by weight, preferably 15 to 40% by weight.
It is preferable to adjust it so that If it is less than 10% by weight, the solid content concentration is too low and pinholes are likely to occur in the coating film obtained by applying the resulting composition, and the coating film may not exhibit its long-lasting properties. On the other hand, if it exceeds 50% by weight, the solid content concentration will be too high and the storage stability of the composition will deteriorate.
本発明の組成物には、さらに必要に応じて各種添加剤が
含有される。The composition of the present invention further contains various additives as necessary.
例えば、体質顔料や、着色顔料を添加して着色エナメル
として使用すること、あるいは適切な充填剤を加えて、
防錆膜、電気絶縁膜、導電膜、遠赤外線放射膜、遠赤外
線吸収膜、紫外線吸収膜などを形成するための塗料とし
て使用することも可能である。For example, by adding extender pigments, colored pigments and using them as colored enamels, or by adding appropriate fillers,
It can also be used as a paint for forming anti-rust films, electrical insulating films, conductive films, far-infrared emitting films, far-infrared absorbing films, ultraviolet absorbing films, and the like.
この他に、各種界面活性剤、ンランカップリング剤、チ
タンカップリング剤、アセチルアセトン、染料などの従
来公知の各種添加剤か含まれてもよい。In addition, various conventionally known additives such as various surfactants, Nran coupling agents, titanium coupling agents, acetylacetone, and dyes may also be included.
本発明の組成物を調製するに際しては、(a)〜(f)
成分を一度に混合してもよく、(a)〜(c)成分と(
f)成分を混合後、(d)〜(e)成分と混合してもよ
く、(a)成分と(c)成分を混合後、(b)成分、(
d)〜(f)成分を混合してもよく、(a)〜(c)成
分に(e)成分の一部を混合後、(d)成分、(e)成
分の残りと(f)成分を混合しても上くその調製方法は
特に限定されない。When preparing the composition of the present invention, (a) to (f)
The components may be mixed at once, and components (a) to (c) and (
After mixing component f), components (d) to (e) may be mixed, and after mixing component (a) and component (c), component (b), (
d) to (f) components may be mixed, and after mixing a part of the (e) component to the (a) to (c) components, the (d) component, the remainder of the (e) component, and the (f) component Even if they are mixed, the preparation method is not particularly limited.
本発明の被覆用塗料組成物を各種基材上に塗工、硬化す
ることにより所望の塗膜が形成される。対象基材として
は、金属、セラミックス、セメント、ガラス、プラスチ
ックス、紙、繊維、木材などが挙げられる。そして、塗
膜の硬化は約80〜200℃で5〜60分という比較的
温和な条件で行うことかでき、しかも硬化時にクラック
や剥離が生じることなく、比較的厚い被覆膜を形成する
ことが可能である。A desired coating film is formed by applying the coating composition of the present invention onto various substrates and curing it. Target base materials include metals, ceramics, cement, glass, plastics, paper, fibers, and wood. The coating film can be cured under relatively mild conditions at approximately 80 to 200°C for 5 to 60 minutes, and a relatively thick coating film can be formed without cracking or peeling during curing. is possible.
本発明の組成物は、オルガノアルコキノンラン(成分(
a))由来のポリノロキサンと、ノリル基含有ビニル系
樹脂(成分(b))か、テトラアルキルンリケード(成
分(d))およびアルミニウム化合物(成分(e))と
共に塗工、硬化時に基材上で化学的に強固に結合する形
態を宵するために、基材との密着性を損なうことはない
。従って、この塗膜はポリノロキサンとシリル基含宵ビ
ニル系樹脂の化学的共重合体から形成されるものに較べ
、格段にすぐれた特性を有する。The composition of the present invention comprises an organoalcoquinonelan (component (
The polyoloxane derived from a)) is coated on the substrate together with a noryl group-containing vinyl resin (component (b)), a tetraalkylene licade (component (d)) and an aluminum compound (component (e)), and cured. Because it forms a strong chemical bond, it does not impair its adhesion to the base material. Therefore, this coating film has properties that are significantly superior to those formed from a chemical copolymer of polynoloxane and a silyl group-containing vinyl resin.
このように本発明の被覆用塗料組成物を用いることによ
り、光沢を有し、高硬度で耐候性、耐溶剤性、耐酸性、
耐アルカリ性、耐水性などにすぐれた塗膜か形成され得
る。As described above, by using the coating composition of the present invention, it has gloss, high hardness, weather resistance, solvent resistance, acid resistance,
A coating film with excellent alkali resistance and water resistance can be formed.
(ホ)実施例
以下に本発明を実施例により説明する。実施例中、部は
すへて重量部を、%はすへて重量%を示す。(e) Examples The present invention will be explained below using examples. In the examples, parts always indicate parts by weight, and percentages always indicate weight %.
実施例1
(a)被覆用塗料組成物の調製
還流冷却器および撹拌機を備えf二反応容器に、メチル
トリメトキンシラン100部、カネカゼムラソク(鐘淵
化学工業(株)製・トリアルコキノノリル基含有アクリ
ル重合体、固形分50%)tool、イソプロパツール
20部、水40部を仕込み、撹拌しながら、70’Cに
加熱し、8時間反応させfコ。Example 1 (a) Preparation of coating composition Add acrylic polymer (containing acrylic polymer, solid content 50%) tool, 20 parts of isopropanol, and 40 parts of water, heat to 70'C with stirring, and react for 8 hours.
次いでイソプロパツール40部、アルミニウムトリス(
アセチルアセトナート)2部、テトラメチルノリケート
4部を加えて、被覆用塗料組成物Aを得た。Next, 40 parts of isopropanol, aluminum Tris (
A coating composition A was obtained by adding 2 parts of acetylacetonate and 4 parts of tetramethyl nosilicate.
(b)被覆用塗料組成物の評価
(a)項で得られた被覆用塗料組成物Aを冷間圧延ステ
ンレス鋼板(JIS 043055US−CP)上にス
プレー装置を用いて、乾燥塗膜が約20μmとなるよう
に塗布する。これを180℃で20分間加熱し、得られ
た硬化塗膜を以下の項目について評価した。塗料の組成
および得られた結果を、後述の実施例2〜5および比較
例1〜5で得られた被覆用塗料組成物の評価結果ととも
にそれぞれ表1および表2に示す。(b) Evaluation of coating composition Apply it so that This was heated at 180° C. for 20 minutes, and the resulting cured coating film was evaluated on the following items. The composition of the coating material and the obtained results are shown in Tables 1 and 2, respectively, along with the evaluation results of the coating coating compositions obtained in Examples 2 to 5 and Comparative Examples 1 to 5, which will be described later.
[塗膜外観]目視観察により表面状態を評価する。[Coating film appearance] Evaluate the surface condition by visual observation.
[密着性]JI85400の基板口により評価する。[Adhesion] Evaluated by JI85400 substrate opening.
[硬度]JI95400の鉛筆硬度により評価する。[Hardness] Evaluated by JI95400 pencil hardness.
[耐溶剤性]ガーゼにメタノールを浸し、塗膜を30回
ラビングテストした後の状態
を観察する。[Solvent Resistance] Gauze is immersed in methanol, and the coating is rubbed 30 times and its condition is observed.
[耐沸騰水性]98℃の沸騰水に8時間浸漬した後の状
態を観察する。[Boiling Water Resistance] Observe the condition after immersing in boiling water at 98°C for 8 hours.
[耐酸性35%硫酸水溶液を塗膜上に1mρ滴下し、蓋
付きシャーレ中で一日静置後、
水洗し、状態を観察する。[Drop 1 mρ of an acid-resistant 35% sulfuric acid aqueous solution onto the coating film, let it stand for one day in a petri dish with a lid, then wash with water and observe the condition.
[耐アルカリ性15%水酸化ナトリウム水溶液を塗膜上
に1ma滴下し、蓋付き
シャーレ中で一日静置後、水洗
し、状態を観察する。[An alkali-resistant 15% sodium hydroxide aqueous solution was dropped onto the coating film for 1 ma, and after leaving it in a petri dish with a lid for one day, it was washed with water and the condition was observed.
[耐候性]JISK5400に従ってウェザオメーター
で1000時間照射試験を実施し、状態を観察した。[Weather Resistance] A 1000 hour irradiation test was carried out using a weatherometer according to JIS K5400, and the condition was observed.
実施例2〜5
表1に示す組成物および反応条件で、実施例1に準して
操作を行い被覆用塗料組成物B−Eを得た。得られた被
覆用塗料組成物の組成および評価結果をそれぞれ表1及
び表2に示す。Examples 2 to 5 Using the compositions and reaction conditions shown in Table 1, the same procedure as in Example 1 was carried out to obtain coating compositions BE. The composition and evaluation results of the obtained coating composition are shown in Tables 1 and 2, respectively.
比較例1〜5
表1に示す組成物および反応条件で、実施例1と同様の
操作により被覆用塗料組成物F−Jを得た。得られた被
覆用塗料組成物の組成および評価結果をそれぞれ表1お
よび表2に示す。Comparative Examples 1 to 5 Coating compositions F-J were obtained by the same operations as in Example 1 using the compositions and reaction conditions shown in Table 1. The composition and evaluation results of the obtained coating composition are shown in Tables 1 and 2, respectively.
実施例6
実施例1で得た被覆用塗料組成物A100部をバインダ
ーとして、酸化チタン(三原産業(株)製、タイベーク
R−380)30部を配合し、サンドミルにて1時間分
散させ、被覆用塗料組成物Kを得た。次いで得f二被覆
用塗料組成物Kをストレート板(JIS A3403)
上にスプレー装置を用いて、乾燥塗膜か約50μmとな
るように塗布し、150°Cで20分間加熱して硬化塗
膜を形成させた。Example 6 100 parts of the coating composition A obtained in Example 1 was used as a binder, and 30 parts of titanium oxide (manufactured by Mihara Sangyo Co., Ltd., Tybake R-380) was blended, dispersed in a sand mill for 1 hour, and coated. A coating composition K was obtained. Next, paint composition K for coating obtained f2 was applied to a straight plate (JIS A3403).
A dry coating film was applied onto the surface using a spray device to a thickness of about 50 μm, and heated at 150° C. for 20 minutes to form a cured coating film.
これらの硬化塗膜を実施例1で示した評価項目について
評価した。その結果を後述の実施例7〜10および比較
例6〜10で得られた被覆用塗料組成物の評価結果とと
もに表3に示す。These cured coating films were evaluated on the evaluation items shown in Example 1. The results are shown in Table 3 together with the evaluation results of coating compositions obtained in Examples 7 to 10 and Comparative Examples 6 to 10, which will be described later.
実施例7〜10
被覆用塗料組成物Aに変えて実施例2〜5で調整した被
覆用塗料組成物B−Eを用いた以外は、実施例6〜10
と同様の操作で被覆用塗料組成物L〜○を得、同様の方
法で評価を行った。その結果を表3に示す。Examples 7 to 10 Examples 6 to 10 except that coating composition B-E prepared in Examples 2 to 5 was used instead of coating composition A.
Coating compositions L to ○ were obtained in the same manner as above, and evaluated in the same manner. The results are shown in Table 3.
比較例6〜10
被覆用塗料組成物に変えて比較例1〜5で調製した被覆
用塗料組成物F−Jを用いたこと以外は、実施例6と同
様の操作で被覆用塗料組成物P −Tを得、
同様の方法で評価を行った。Comparative Examples 6 to 10 Coating paint composition P was prepared in the same manner as in Example 6, except that the coating composition F-J prepared in Comparative Examples 1 to 5 was used instead of the coating composition. -T was obtained and evaluated in the same manner.
その結果を表 3に示す。Display the results Shown in 3.
(以下余白)
(へ)発明の効果
本発明によれば、上記実施例等に示されるように、金属
やセラミックス基板等の基材表面に優れた性質の被覆膜
を容易に形成し得る被覆膜塗料組成物が提供される。こ
とに本発明の被覆用塗料組成物を用いて得られる被覆膜
は、高硬度を有し、耐擦傷性に優れ、光沢性を有し、耐
候性、耐水性、耐薬品性などに極めて優れたものである
。特に腐蝕しやすい条件下あるいは屋外に放置されても
高光沢を維持し、変色および劣化が起こらないという、
これまでの被覆用塗料組成物では得られない優れた性質
を有する。そのため、たとえば、太陽光線に曝される外
壁材、腐蝕しやすい条件下で用いられる機器、美粧性を
必要とされる建材などを被覆するための塗料としてその
有用性は極めて大なるものである。(The following is a blank space) (F) Effects of the Invention According to the present invention, as shown in the above examples, a coating film with excellent properties can be easily formed on the surface of a base material such as a metal or ceramic substrate. A coating composition is provided. In particular, the coating film obtained using the coating composition of the present invention has high hardness, excellent scratch resistance, gloss, and has excellent weather resistance, water resistance, chemical resistance, etc. It is excellent. It maintains high gloss even when left outdoors or under corrosive conditions, and does not discolor or deteriorate.
It has excellent properties that cannot be obtained with conventional coating compositions. Therefore, for example, it is extremely useful as a paint for coating exterior wall materials exposed to sunlight, equipment used under conditions that are prone to corrosion, and building materials that require aesthetic appeal.
Claims (1)
炭素数1〜8の有機基、R^1は炭素数1〜5のアルキ
ル基または炭素数1〜4のアシル基を示す)で表される
オルガノアルコキシシランおよび/またはその部分縮合
物をオルガノアルコキシシラン換算で100重量部、 (b)末端あるいは側鎖に加水分解性基と結合したケイ
素原子を有するシリル基を重合体分子中に少なくとも1
個有するシリル基含有ビニル系樹脂10〜300重量部
、 (c)水10〜70重量部 (d)一般式Si(OR^2)_4(式中R^2は炭素
数1〜4のアルキル基を示す)で表されるテトラアルキ
ルシリケート0.5〜30重量部、 (e)一般式Al(OR^3)_n〔OR(R^4)=
CHCOR^5〕_3_−_n(式中、R^3よびR^
4はアルキル基、R^5はアルキル基またはアルコキシ
基、nは0〜3の整数を示す)で表されるアルミニウム
化合物および該アルミニウム化合物の部分加水分解物の
群から選ばれる少なくとも1種を0.01〜30重量部
、および (f)適量の固形分調整剤 からなる被覆用塗料組成物。[Claims] 1. (a) General formula RSi(OR^1)_3 (wherein R is an organic group having 1 to 8 carbon atoms, R^1 is an alkyl group having 1 to 5 carbon atoms or a carbon number 100 parts by weight of an organoalkoxysilane and/or its partial condensate represented by (1 to 4 acyl groups) expressed as an organoalkoxysilane, (b) a silicon atom bonded to a hydrolyzable group at the terminal or side chain; At least one silyl group having
(c) 10 to 70 parts by weight of water (d) General formula Si(OR^2)_4 (wherein R^2 is an alkyl group having 1 to 4 carbon atoms) 0.5 to 30 parts by weight of a tetraalkyl silicate represented by (e) general formula Al(OR^3)_n [OR(R^4)=
CHCOR^5〕_3_-_n (in the formula, R^3 and R^
4 is an alkyl group, R^5 is an alkyl group or an alkoxy group, n is an integer of 0 to 3), and at least one member selected from the group of partial hydrolysates of the aluminum compound is 0. .01 to 30 parts by weight, and (f) an appropriate amount of a solids content regulator.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2191119A JPH0699668B2 (en) | 1990-07-18 | 1990-07-18 | Coating composition for coating |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2191119A JPH0699668B2 (en) | 1990-07-18 | 1990-07-18 | Coating composition for coating |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04117473A true JPH04117473A (en) | 1992-04-17 |
JPH0699668B2 JPH0699668B2 (en) | 1994-12-07 |
Family
ID=16269184
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2191119A Expired - Fee Related JPH0699668B2 (en) | 1990-07-18 | 1990-07-18 | Coating composition for coating |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0699668B2 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994006870A1 (en) * | 1992-09-24 | 1994-03-31 | Kansai Paint Co., Ltd. | Finish coating composition and method of forming its coating film |
JP2007203495A (en) * | 2006-01-31 | 2007-08-16 | Panahome Corp | Coating film structure |
JP2008274306A (en) * | 1998-05-26 | 2008-11-13 | Jsr Corp | Composition |
JP2009173718A (en) * | 2008-01-22 | 2009-08-06 | Jsr Corp | Metal-coating material, and light-emitting device |
US7736735B2 (en) | 2004-09-03 | 2010-06-15 | Jsr Corporation | Coating composition, undercoating composition, multilayer body having coating film made of such composition, photocatalyst coating film, and molded body |
WO2019151469A1 (en) * | 2018-02-02 | 2019-08-08 | 株式会社カネカ | Curable resin composition and method for producing same |
-
1990
- 1990-07-18 JP JP2191119A patent/JPH0699668B2/en not_active Expired - Fee Related
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994006870A1 (en) * | 1992-09-24 | 1994-03-31 | Kansai Paint Co., Ltd. | Finish coating composition and method of forming its coating film |
GB2277095A (en) * | 1992-09-24 | 1994-10-19 | Kansai Paint Co Ltd | Finish coating composition and method of forming its coating film |
GB2277095B (en) * | 1992-09-24 | 1997-04-16 | Kansai Paint Co Ltd | Topcoating composition and film-forming process by use of the same |
JP2869443B2 (en) * | 1992-09-24 | 1999-03-10 | 関西ペイント株式会社 | Top coating composition |
JP2008274306A (en) * | 1998-05-26 | 2008-11-13 | Jsr Corp | Composition |
US7736735B2 (en) | 2004-09-03 | 2010-06-15 | Jsr Corporation | Coating composition, undercoating composition, multilayer body having coating film made of such composition, photocatalyst coating film, and molded body |
JP2007203495A (en) * | 2006-01-31 | 2007-08-16 | Panahome Corp | Coating film structure |
JP2009173718A (en) * | 2008-01-22 | 2009-08-06 | Jsr Corp | Metal-coating material, and light-emitting device |
WO2019151469A1 (en) * | 2018-02-02 | 2019-08-08 | 株式会社カネカ | Curable resin composition and method for producing same |
Also Published As
Publication number | Publication date |
---|---|
JPH0699668B2 (en) | 1994-12-07 |
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