JPH0214274A - Coating composition of high refractive index and molded plastic product provided with coating film thereof - Google Patents
Coating composition of high refractive index and molded plastic product provided with coating film thereofInfo
- Publication number
- JPH0214274A JPH0214274A JP63162627A JP16262788A JPH0214274A JP H0214274 A JPH0214274 A JP H0214274A JP 63162627 A JP63162627 A JP 63162627A JP 16262788 A JP16262788 A JP 16262788A JP H0214274 A JPH0214274 A JP H0214274A
- Authority
- JP
- Japan
- Prior art keywords
- coating composition
- refractive index
- coating film
- compound
- high refractive
- 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
Links
- 239000008199 coating composition Substances 0.000 title claims abstract description 46
- 238000000576 coating method Methods 0.000 title claims description 46
- 239000011248 coating agent Substances 0.000 title claims description 43
- 239000002991 molded plastic Substances 0.000 title abstract 2
- 229920003023 plastic Polymers 0.000 claims abstract description 24
- 239000004033 plastic Substances 0.000 claims abstract description 22
- 239000000758 substrate Substances 0.000 claims abstract description 21
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 7
- 150000003961 organosilicon compounds Chemical class 0.000 claims abstract description 6
- 239000000126 substance Substances 0.000 claims abstract description 6
- 125000000962 organic group Chemical group 0.000 claims abstract description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 3
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 3
- 239000011737 fluorine Substances 0.000 claims abstract description 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 3
- 150000002367 halogens Chemical class 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 abstract description 5
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 19
- 239000000203 mixture Substances 0.000 description 17
- 238000002360 preparation method Methods 0.000 description 15
- 239000002585 base Substances 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- -1 monobutyl silicate Chemical compound 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000003822 epoxy resin Substances 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- 229910000077 silane Inorganic materials 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- VDCSZEZNBODVRT-UHFFFAOYSA-N dimethoxy-[3-(oxiran-2-ylmethoxy)propyl]-phenylsilane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)CCCOCC1CO1 VDCSZEZNBODVRT-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- ZDOBWJOCPDIBRZ-UHFFFAOYSA-N chloromethyl(triethoxy)silane Chemical compound CCO[Si](CCl)(OCC)OCC ZDOBWJOCPDIBRZ-UHFFFAOYSA-N 0.000 description 2
- 239000008119 colloidal silica Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
- 239000007870 radical polymerization initiator Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- FQYWWLSIKWDAEC-UHFFFAOYSA-N tributoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCCCO[Si](OCCCC)(OCCCC)CCCOCC1CO1 FQYWWLSIKWDAEC-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
- ROLAGNYPWIVYTG-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethanamine;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1CC(N)C1=CC=C(OC)C=C1 ROLAGNYPWIVYTG-UHFFFAOYSA-N 0.000 description 1
- AHFXIFMCZUNFSI-UHFFFAOYSA-N 2,2-dimethoxyethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound COC(CO[SiH](C)CCCOCC1CO1)OC AHFXIFMCZUNFSI-UHFFFAOYSA-N 0.000 description 1
- SOEZZGGTFYTLGU-UHFFFAOYSA-N 2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl-(2,2,2-trimethoxyethoxy)silane Chemical compound O1C2CC(CCC21)CC[SiH2]OCC(OC)(OC)OC SOEZZGGTFYTLGU-UHFFFAOYSA-N 0.000 description 1
- ORDZXCQDZLMHAM-UHFFFAOYSA-N 2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl-triphenoxysilane Chemical compound C1CC2OC2CC1CC[Si](OC=1C=CC=CC=1)(OC=1C=CC=CC=1)OC1=CC=CC=C1 ORDZXCQDZLMHAM-UHFFFAOYSA-N 0.000 description 1
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 description 1
- LZMNXXQIQIHFGC-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C(C)=C LZMNXXQIQIHFGC-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
- KNTKCYKJRSMRMZ-UHFFFAOYSA-N 3-chloropropyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)CCCCl KNTKCYKJRSMRMZ-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
- GBQYMXVQHATSCC-UHFFFAOYSA-N 3-triethoxysilylpropanenitrile Chemical compound CCO[Si](OCC)(OCC)CCC#N GBQYMXVQHATSCC-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 101100247611 Arabidopsis thaliana RCF3 gene Proteins 0.000 description 1
- OTCOSAMIXUWQOA-UHFFFAOYSA-N COC(OC)(OC)CO[SiH2]C Chemical compound COC(OC)(OC)CO[SiH2]C OTCOSAMIXUWQOA-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- BCBIXNWEWWQJST-UHFFFAOYSA-N ClICl Chemical compound ClICl BCBIXNWEWWQJST-UHFFFAOYSA-N 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- MPCRDALPQLDDFX-UHFFFAOYSA-L Magnesium perchlorate Chemical compound [Mg+2].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O MPCRDALPQLDDFX-UHFFFAOYSA-L 0.000 description 1
- 101100203216 Oryza sativa subsp. japonica SHI1 gene Proteins 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-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
- DWCBWHINVBESJA-UHFFFAOYSA-N [SiH4].CO[Si](OC)(OC)CCCOCC1CO1 Chemical compound [SiH4].CO[Si](OC)(OC)CCCOCC1CO1 DWCBWHINVBESJA-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
- YDVQLGHYJSJBKA-UHFFFAOYSA-N [diacetyloxy(3-chloropropyl)silyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)CCCCl YDVQLGHYJSJBKA-UHFFFAOYSA-N 0.000 description 1
- NOZAQBYNLKNDRT-UHFFFAOYSA-N [diacetyloxy(ethenyl)silyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)C=C NOZAQBYNLKNDRT-UHFFFAOYSA-N 0.000 description 1
- TVJPBVNWVPUZBM-UHFFFAOYSA-N [diacetyloxy(methyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(OC(C)=O)OC(C)=O TVJPBVNWVPUZBM-UHFFFAOYSA-N 0.000 description 1
- VLFKGWCMFMCFRM-UHFFFAOYSA-N [diacetyloxy(phenyl)silyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)C1=CC=CC=C1 VLFKGWCMFMCFRM-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- JKJWYKGYGWOAHT-UHFFFAOYSA-N bis(prop-2-enyl) carbonate Chemical compound C=CCOC(=O)OCC=C JKJWYKGYGWOAHT-UHFFFAOYSA-N 0.000 description 1
- SYFOAKAXGNMQAX-UHFFFAOYSA-N bis(prop-2-enyl) carbonate;2-(2-hydroxyethoxy)ethanol Chemical compound OCCOCCO.C=CCOC(=O)OCC=C SYFOAKAXGNMQAX-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- GENZKBJGWAAVIE-UHFFFAOYSA-N diethoxy-[3-(oxiran-2-ylmethoxy)propyl]-phenylsilane Chemical compound C=1C=CC=CC=1[Si](OCC)(OCC)CCCOCC1CO1 GENZKBJGWAAVIE-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
- CAEPKDWOZATEMI-UHFFFAOYSA-N dimethoxy-methyl-(oxiran-2-ylmethoxymethyl)silane Chemical compound CO[Si](C)(OC)COCC1CO1 CAEPKDWOZATEMI-UHFFFAOYSA-N 0.000 description 1
- PWPGWRIGYKWLEV-UHFFFAOYSA-N dimethoxy-methyl-[2-(oxiran-2-ylmethoxy)ethyl]silane Chemical compound CO[Si](C)(OC)CCOCC1CO1 PWPGWRIGYKWLEV-UHFFFAOYSA-N 0.000 description 1
- SYPWIQUCQXCZCF-UHFFFAOYSA-N dimethoxy-methyl-[2-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CC(C)OCC1CO1 SYPWIQUCQXCZCF-UHFFFAOYSA-N 0.000 description 1
- WHGNXNCOTZPEEK-UHFFFAOYSA-N dimethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CCCOCC1CO1 WHGNXNCOTZPEEK-UHFFFAOYSA-N 0.000 description 1
- CVQVSVBUMVSJES-UHFFFAOYSA-N dimethoxy-methyl-phenylsilane Chemical compound CO[Si](C)(OC)C1=CC=CC=C1 CVQVSVBUMVSJES-UHFFFAOYSA-N 0.000 description 1
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000007876 drug discovery Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- GYLXWHLPLTVIOP-UHFFFAOYSA-N ethenyl(2,2,2-trimethoxyethoxy)silane Chemical compound COC(OC)(OC)CO[SiH2]C=C GYLXWHLPLTVIOP-UHFFFAOYSA-N 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
- ZLNAFSPCNATQPQ-UHFFFAOYSA-N ethenyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C=C ZLNAFSPCNATQPQ-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- YYDBOMXUCPLLSK-UHFFFAOYSA-N ethyl-dimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CC[Si](OC)(OC)CCCOCC1CO1 YYDBOMXUCPLLSK-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-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
- 150000002576 ketones Chemical class 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- DRXHEPWCWBIQFJ-UHFFFAOYSA-N methyl(triphenoxy)silane Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(C)OC1=CC=CC=C1 DRXHEPWCWBIQFJ-UHFFFAOYSA-N 0.000 description 1
- CUIXFHFVVWQXSW-UHFFFAOYSA-N methyl-[3-(oxiran-2-ylmethoxy)propyl]-diphenoxysilane Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(C)CCCOCC1CO1 CUIXFHFVVWQXSW-UHFFFAOYSA-N 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000013555 soy sauce Nutrition 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- GYZQBXUDWTVJDF-UHFFFAOYSA-N tributoxy(methyl)silane Chemical compound CCCCO[Si](C)(OCCCC)OCCCC GYZQBXUDWTVJDF-UHFFFAOYSA-N 0.000 description 1
- OAVPBWLGJVKEGZ-UHFFFAOYSA-N tributoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OCCCC)(OCCCC)OCCCC)CCC2OC21 OAVPBWLGJVKEGZ-UHFFFAOYSA-N 0.000 description 1
- VQFQVYFUZUTIMU-UHFFFAOYSA-N triethoxy(7-oxabicyclo[4.1.0]heptan-4-ylmethyl)silane Chemical compound C1C(C[Si](OCC)(OCC)OCC)CCC2OC21 VQFQVYFUZUTIMU-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
- UNKMHLWJZHLPPM-UHFFFAOYSA-N triethoxy(oxiran-2-ylmethoxymethyl)silane Chemical compound CCO[Si](OCC)(OCC)COCC1CO1 UNKMHLWJZHLPPM-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
- SJQPASOTJGFOMU-UHFFFAOYSA-N triethoxy-[1-(oxiran-2-ylmethoxy)ethyl]silane Chemical compound CCO[Si](OCC)(OCC)C(C)OCC1CO1 SJQPASOTJGFOMU-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
- FVMMYGUCXRZVPJ-UHFFFAOYSA-N triethoxy-[2-(oxiran-2-ylmethoxy)butyl]silane Chemical compound CCO[Si](OCC)(OCC)CC(CC)OCC1CO1 FVMMYGUCXRZVPJ-UHFFFAOYSA-N 0.000 description 1
- RWJUTPORTOUFDY-UHFFFAOYSA-N triethoxy-[2-(oxiran-2-ylmethoxy)ethyl]silane Chemical compound CCO[Si](OCC)(OCC)CCOCC1CO1 RWJUTPORTOUFDY-UHFFFAOYSA-N 0.000 description 1
- CFUDQABJYSJIQY-UHFFFAOYSA-N triethoxy-[2-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CC(C)OCC1CO1 CFUDQABJYSJIQY-UHFFFAOYSA-N 0.000 description 1
- NLKPPXKQMJDBFO-UHFFFAOYSA-N triethoxy-[3-(7-oxabicyclo[4.1.0]heptan-4-yl)propyl]silane Chemical compound C1C(CCC[Si](OCC)(OCC)OCC)CCC2OC21 NLKPPXKQMJDBFO-UHFFFAOYSA-N 0.000 description 1
- KPNCYSTUWLXFOE-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)butyl]silane Chemical compound CCO[Si](OCC)(OCC)CCC(C)OCC1CO1 KPNCYSTUWLXFOE-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- PSUKBUSXHYKMLU-UHFFFAOYSA-N triethoxy-[4-(7-oxabicyclo[4.1.0]heptan-4-yl)butyl]silane Chemical compound C1C(CCCC[Si](OCC)(OCC)OCC)CCC2OC21 PSUKBUSXHYKMLU-UHFFFAOYSA-N 0.000 description 1
- GSUGNQKJVLXBHC-UHFFFAOYSA-N triethoxy-[4-(oxiran-2-ylmethoxy)butyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCCOCC1CO1 GSUGNQKJVLXBHC-UHFFFAOYSA-N 0.000 description 1
- HGCVEHIYVPDFMS-UHFFFAOYSA-N trimethoxy(7-oxabicyclo[4.1.0]heptan-4-ylmethyl)silane Chemical compound C1C(C[Si](OC)(OC)OC)CCC2OC21 HGCVEHIYVPDFMS-UHFFFAOYSA-N 0.000 description 1
- LFBULLRGNLZJAF-UHFFFAOYSA-N trimethoxy(oxiran-2-ylmethoxymethyl)silane Chemical compound CO[Si](OC)(OC)COCC1CO1 LFBULLRGNLZJAF-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
- 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
- KKFKPRKYSBTUDV-UHFFFAOYSA-N trimethoxy-[2-(oxiran-2-ylmethoxy)butyl]silane Chemical compound CO[Si](OC)(OC)CC(CC)OCC1CO1 KKFKPRKYSBTUDV-UHFFFAOYSA-N 0.000 description 1
- ZNXDCSVNCSSUNB-UHFFFAOYSA-N trimethoxy-[2-(oxiran-2-ylmethoxy)ethyl]silane Chemical compound CO[Si](OC)(OC)CCOCC1CO1 ZNXDCSVNCSSUNB-UHFFFAOYSA-N 0.000 description 1
- HTVULPNMIHOVRU-UHFFFAOYSA-N trimethoxy-[2-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CC(C)OCC1CO1 HTVULPNMIHOVRU-UHFFFAOYSA-N 0.000 description 1
- DBUFXGVMAMMWSD-UHFFFAOYSA-N trimethoxy-[3-(7-oxabicyclo[4.1.0]heptan-4-yl)propyl]silane Chemical compound C1C(CCC[Si](OC)(OC)OC)CCC2OC21 DBUFXGVMAMMWSD-UHFFFAOYSA-N 0.000 description 1
- ZQPNGHDNBNMPON-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)butyl]silane Chemical compound CO[Si](OC)(OC)CCC(C)OCC1CO1 ZQPNGHDNBNMPON-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- ZOWVSEMGATXETK-UHFFFAOYSA-N trimethoxy-[4-(7-oxabicyclo[4.1.0]heptan-4-yl)butyl]silane Chemical compound C1C(CCCC[Si](OC)(OC)OC)CCC2OC21 ZOWVSEMGATXETK-UHFFFAOYSA-N 0.000 description 1
- GUKYSRVOOIKHHB-UHFFFAOYSA-N trimethoxy-[4-(oxiran-2-ylmethoxy)butyl]silane Chemical compound CO[Si](OC)(OC)CCCCOCC1CO1 GUKYSRVOOIKHHB-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Landscapes
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Laminated Bodies (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は、耐衝撃性、耐薬品性、接着性、耐擦傷性、可
どう性に優れ、しかも各種の基材に適用することによっ
て高屈折率の塗膜を与える高屈折率のコーティング用組
成物、およびその塗゛膜の設けられてなるプラスチック
成形品に関するものである。[Detailed Description of the Invention] [Industrial Application Field] The present invention has excellent impact resistance, chemical resistance, adhesion, scratch resistance, and flexibility, and can be applied to various base materials. The present invention relates to a high refractive index coating composition that provides a coating film with a high refractive index, and to a plastic molded article provided with the coating film.
[従来の技術]
従来、プラスデック成形品は、軽量、耐衝撃性、易加工
性等の利点を生かして多方面に利用されている。特に透
明プラスチックは上記の特性に加えて、染色性にも優れ
ていることから、例えばグラスチックレンズ等の光学部
品としての応用が拡大されつつある。しかしながら、プ
ラスチック成形品はインク、化粧品、醤油等の家庭用品
によって汚れ易く、また、ヘアースプレー、ヘアートニ
ック、オーデコロン等の薬品におかされ易い。さらに、
表面硬度が不十分なために傷がつき易いなどの欠点があ
り、使用範囲がかなり限定されているのが実情である。[Prior Art] Conventionally, Plus Deck molded products have been used in a wide variety of fields, taking advantage of their advantages such as light weight, impact resistance, and ease of workability. In particular, in addition to the above-mentioned properties, transparent plastics also have excellent dyeability, so their applications as optical components such as glass lenses are being expanded. However, plastic molded products are easily stained by household products such as ink, cosmetics, and soy sauce, and are also susceptible to chemicals such as hair spray, hair tonic, and cologne. moreover,
The actual situation is that the range of use is quite limited because it has drawbacks such as being easily scratched due to insufficient surface hardness.
したがって、これらの欠点の改良の手段として。Therefore, as a means of improving these shortcomings.
プラスチック自身の改良、さらには各種のコーティング
による方法などについて数多くの提案がなされているが
、必ずしも十分満足するまでには至っていない。Many proposals have been made regarding improvements to the plastic itself, as well as methods using various coatings, but these have not always been fully satisfactory.
例えば、プラスチック自身の改良として、ジエチレング
リコールビスアリルカーボネート“CR−39” (ピ
ー・ビー・ジ社商品名)の小合体が知られていて、従来
のプラスチックに比較して耐薬品性、耐熱性、表面硬度
など大幅に改良され眼鏡レンズ用、風防ガラス用などに
応用されているが、表面硬度は低く、傷がつき易いとい
う点については更に改善が望まれているところである。For example, a small combination of diethylene glycol bisallyl carbonate "CR-39" (trade name of PBG Co., Ltd.) is known as an improvement of plastic itself, and compared to conventional plastics, it has better chemical resistance, heat resistance, The surface hardness has been greatly improved and it has been applied to eyeglass lenses, windshields, etc., but the surface hardness is low and easily scratched, so further improvement is desired.
一方、コーティングによる方法としては、例えば、アル
キルトリアルコキシシラン加水分解物とナトリウムなど
の特定金属塩からなる組成物が特公昭51−2343号
公報に開示されているがコーティング塗膜の経時変化に
よって金属塩が表面にブリードアウトするなどの欠点が
あった。また、エポキシ基含有アルコキシシランまたは
シラン加水分解物とエポキシ樹脂との絹合せからえる組
成物が特開昭52−112698.特公昭55−291
02.57−.42665などの各号公報に開示されて
いるが、これらは、インキなどの耐薬品性におとり、さ
らには、耐水性に難があった。これの改良として微量の
周期律IV族の金属ハロゲン化物、アルコラード等を用
いる組成物も特開昭58−125764号公報に提案さ
れているが、液寿命と長期の耐水性に問題があった。On the other hand, as a coating method, for example, Japanese Patent Publication No. 51-2343 discloses a composition consisting of an alkyltrialkoxysilane hydrolyzate and a specific metal salt such as sodium. There were drawbacks such as salt bleed out onto the surface. Furthermore, a composition obtained by combining an epoxy group-containing alkoxysilane or silane hydrolyzate with an epoxy resin is disclosed in JP-A-52-112698. Tokuko Sho 55-291
02.57-. Although these are disclosed in various publications such as No. 42665, they have poor resistance to chemicals such as ink, and furthermore, have poor water resistance. As an improvement on this, a composition using a trace amount of metal halide of Group IV of the periodic table, Alcolade, etc. has been proposed in JP-A-58-125764, but it has problems in liquid life and long-term water resistance.
その他に、アルコキシシランとコロイド状シリカからな
る組成物、さらに、多官能性シラン、反応性シランとコ
ロイド状シリカからなる組成物、かかる組成物の欠点改
良を目的として、さらにアルミニウムの配位化合物を含
む組成物など多くの組成物が提案されている。而して、
これら組成物よりなるコーティング塗膜の多くは硬度が
不十分である、耐熱安定性に劣る、付着力が低い、変色
性を有するなどの欠点があり、さらに塗膜形成に長時間
を要する、取り扱いが難しいなどの問題点を有している
。In addition, compositions consisting of alkoxysilane and colloidal silica, compositions consisting of polyfunctional silane, reactive silane and colloidal silica, and coordination compounds of aluminum are also used to improve the disadvantages of such compositions. Many compositions have been proposed, including compositions containing. Then,
Many of the coating films made from these compositions have drawbacks such as insufficient hardness, poor heat stability, low adhesion, and discoloration, and they also require a long time to form and are difficult to handle. There are problems such as difficulty in
特に、近年、基板としてのプラスチックの高屈折率化が
要求され、それが実用化されるに及び、上記に示したよ
うな有機ケイ素化合物よりなるコーティング組成物の塗
膜では基板との屈折率が大きく異なること、および組成
物の塗布ムラによって、膜厚に差を生ずるために干渉縞
が発生して外観を損ねるという新たな問題が発生してい
る。この問題の解消を目的として、Ii酸化アンチモン
ゾル、有機ケイ素化合物の加水分解物およびエポキシ樹
脂硬化物とからなるコーディング組成物が特公昭61〜
54331 弓公報に開示されているが、なお干渉縞を
完全に消滅させるには至らず、また塗膜の硬度と染色性
が両立されてはいない。また基板とコーティング組成物
の塗膜層との間に液状の反射防IV層を設けることで干
渉縞を無くずことが特開昭6211801号公報に提案
されているが、ブライマー処理という煩雑な工程を必要
として作業性を低トさせ、しかも付着性にも問題があり
、さらに屈折率の一致という点に関して可視光全域を対
象とするものでないことから、干渉縞を完全に消失させ
るには至っていない。In particular, in recent years, there has been a demand for higher refractive index of plastics as substrates, and as this has been put into practical use, the refractive index of coating compositions made of organosilicon compounds as shown above has become lower than that of substrates. Due to the large difference and uneven application of the composition, a new problem has arisen in that interference fringes occur due to differences in film thickness, which impairs the appearance. In order to solve this problem, a coating composition consisting of Ii antimony oxide sol, a hydrolyzate of an organosilicon compound, and a cured epoxy resin was developed.
No. 54331 is disclosed in the Bow Publication, but it still does not completely eliminate interference fringes, and the hardness and dyeability of the coating film are not compatible. Furthermore, Japanese Patent Laid-Open No. 6211801 proposes to eliminate interference fringes by providing a liquid anti-reflection IV layer between the substrate and the coating layer of the coating composition, but this method requires a complicated process called brimer treatment. This method requires 300 nm, which reduces workability, and also has problems with adhesion.Furthermore, it does not cover the entire visible light range in terms of refractive index matching, so it has not completely eliminated interference fringes. .
[発明の解決しようとする課題]
本発明は、従来技術においては解決することのできなか
った前述の如き問題点を解消すべくなされたものである
。したがって、その目的とするところはプラスチック基
材、特に高屈折率の基材に対して好適に用い得るところ
のコーティング組成物であって、耐擦傷性、付着性、染
色性、耐熱性、透明性、その他の特性に優れ、しかもプ
ラスチック基材の表面と塗膜との1間における干渉効果
に基づく干渉縞を生ずることがない高屈折率コーティン
グ組成物およびそのコーティング組成物よりな、る塗膜
をプラスチック基材の表面に設けてなるプラスチック成
形品を新規に提供することにある。[Problems to be Solved by the Invention] The present invention has been made in order to solve the above-mentioned problems that could not be solved in the prior art. Therefore, the objective is to provide a coating composition that can be suitably used for plastic substrates, especially substrates with a high refractive index, and has good scratch resistance, adhesion, dyeability, heat resistance, and transparency. , a high refractive index coating composition which has excellent other properties and does not produce interference fringes due to interference effects between the surface of a plastic substrate and the coating film, and a coating film made from the coating composition. An object of the present invention is to provide a new plastic molded product formed on the surface of a plastic base material.
[課題を解決するための手段]
即ち、本発明は、下記(△)成分または該(A)成分と
下記(B)成分とからなることを特徴とする高屈折率コ
ーティング組成物およびその高屈折率コーティング組成
物よりなる塗膜をプラスチック基材の少なくとも一面に
設けてなることを特徴とするプラスチック成形品を提供
するものである。[Means for Solving the Problems] That is, the present invention provides a high refractive index coating composition and its high refractive index characterized by comprising the following component (△) or the (A) component and the following (B) component: The object of the present invention is to provide a plastic molded article, characterized in that a coating film made of a polyurethane coating composition is provided on at least one surface of a plastic substrate.
(A)一般式
で表わされる繰返し111位を有する化合物の少なくと
も1種。(A) At least one compound having a repeating position 111 represented by the general formula.
(但し式中、X、Yはそれぞれフッ素を除くハロゲン、
メチル基、エチル基、メトキシ基を示し、同一または異
なっていてもよい、a、bはそれぞれO〜4の整数を示
す。)
(Bl一般式
%式%
で表わされる有機ケイ素化合物または該化合物の加水分
解物の少なくとも1種。(However, in the formula, X and Y are each halogen excluding fluorine,
It represents a methyl group, an ethyl group, or a methoxy group, and a and b each represent an integer of O to 4, which may be the same or different. ) (At least one organosilicon compound represented by the general formula %Bl or a hydrolyzate of the compound.
(但し式中、R’、 R”はそれぞれ炭素数1〜16の
有機基、Zは加水分解可能な官能性41機基を示し、同
一または異なっていてもよい、c、 dはそれぞれO〜
3の整数であって
0≦c十d≦3を満たず、)
本発明のコーティング組成物において(A)成分は高屈
折率な塗膜を得るのに必須な成分であり、同時に基材へ
の密着性も向上させるために有用な成分である。(However, in the formula, R' and R'' each represent an organic group having 1 to 16 carbon atoms, Z represents a hydrolyzable functional 41 group, and may be the same or different, and c and d each represent O~
In the coating composition of the present invention, component (A) is an indispensable component to obtain a coating film with a high refractive index, and at the same time, the component (A) It is also a useful component for improving the adhesion of.
成分(A)における化合物としては、例えば+S夕)−
3−C11□C11z矩)−CIl□011.÷しI
し1
などの繰返し単位なイTする化合物カ卸トげられ、実質
的に巾計平均分子量3.000〜110,000(G
P C測定)のポリマーから選択される少なくとも1種
が用いられる。As the compound in component (A), for example, +S)-
3-C11□C11zsquare)-CIl□011. ÷SHI1 A compound having a repeating unit such as
At least one selected from the following polymers (PC measurement) is used.
而して上記表示の化合物よりなるポリマーは、例えばジ
ビニルベンセンとp−ベンゼンチオールとを紫外線照射
下、またはラジカル重合開始剤の存在下で反応させるこ
とによって得られる。(特開昭62−270627号参
照)(r3)成分はコーディング組成物よりなる塗膜の
耐擦傷性、可どう性、創薬品性等口的に応じて選択され
るが、(A)成分に比して屈折率が低いため目的とする
屈折率と機能のバランスを考慮する必要がある。(B)
成分の具体的な代表例としては、メチルシリケート、エ
チルシリケート、n−プロピルシリケート、i−プロピ
ルシリケート、n−ブチルシリケート、5ec−ブチル
シリケートおよびし一ブチルシリケートなどのテトラア
ルコキシシラン類、およびその加水分解物さらにはメチ
ルトリメトキシシラン、メチルトリエトキシシラン、メ
チルトリメトキシエト1キシシラン、メチルトリアセト
キシシラン、メチルトリブトキシシラン、エチルトリメ
トキシシラン、エチルトリエトキシシラン、ビニルトリ
メトキシシラン、ビニルトリエトキシシラン、ビニルト
リアセトキシシラン、ビニルトリメトキシエトキシシラ
ン、フェニルトリメトキシシラン5フエニルトリエトキ
シシラン、フェニルトリアセトキシシラン、γ−クロロ
プロピルトリメトキシシラン、γ−クロロプロピルトリ
エトキシシラン、γ−クロロプロピルトリアセトキシシ
ラン、3.3.3−トリフロロプロピルトリメトキシシ
ラン、γ−メタクリルオキシプロピルトリメトキシシラ
ン、γ−アミノプロピルトリメトキシシラン、γ−アミ
ノプロピルトリエトキシシラン、γ−メルカプトプロピ
ルトリメトキシシラン、γ−メルカプトプロピルトリエ
トキシシラン、N−β−(アミノエチル)γ−アミノプ
ロピルトリメトキシシラン、βシアノエチルトリエトキ
シシラン、メチルトリフエノキシシラン、クロロメチル
トリエトキシシラン、クロロメチルトリエトキシシラン
、グリシドキシメチルトリメトキシシラン、グリシドキ
シメチルトリエトキシシラン、a−グリシドキシエチル
トリメトキシシラン、α−グリシドキシエヂルトリエト
キシシラン、β−グリシドキシエチルトリメトキシシラ
ン、β−グリシドキシエチルトリエトキシシラン、a−
グリシドキシプロビルトリメトキシシラン、a−グリシ
ドキシプロビルトリエトキシシラン、β−グリシドキシ
プロビルトリメトキシシラン、βグリシドキシプロビル
トリエトキシシラン、γ−グリシドキシプロビルトリメ
トキシシラン、γ−グリシドキシプロピルトリエトキシ
シラン、γ−グリシドキシブ口ビルトリブ口ボキジシラ
ン、γ−グリシドキシプロビルトリブトキシシラン、γ
−グリシドキシプロビルトリメトキシエトキシシラン、
γ−グリシドキシプロビルトリフエノキシシラン、a−
グリシドキシブチルトリメトキシシラン、a−グリシド
キシブチルトリエトキシシラン、β−グリシドキシブヂ
ルトリメトキシシラン、β−グリシドキシブチルトリエ
トキシシラン、γ−グリシドキシブチルトリメトキシシ
ラン、γ−グリシドキシブヂルトリエトキシシラン、δ
−グリシドキシブチルトリメトキシシラン、δ−グリシ
ドキシブチルトリエトキシシラン、(3,4−エポキシ
シクロヘキシル)メチルトリメトキシシラン、(3,4
−エポキシシクロヘキシル)メチルトリエトキシシラン
、β−(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、β−(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、β−(3,4−エポキシ
シクロヘキシル)エチルトリプロポキシシラン、β−(
3,4−エポキシシクロヘキシル)エチルトリブトキシ
シラン、β−(3,4−エポキシシクロヘキシル)エチ
ルトリメトキシエトキシシラン、β−(3,4−エポキ
シシクロヘキシル)エチルトリフエノキシシラン、γ−
(3,4−エポキシシクロヘキシル)プロピルトリメト
キシシラン、γ−(3,4−エポキシシクロヘキシル)
プロピルトリエトキシシラン、δ−(3,4−エポキシ
シクロヘキシル)ブチルトリメトキシシラン、δ−(3
,4−エポキシシクロヘキシル)ブチルトリエトキシシ
ランなどのトリアルコキシシラン、トリアジルオキシシ
ランまたはトリアルコキシシランスrIまたはその加水
分解物およびジメチルジメトキシシラン、フェニルメチ
ルジメトキシシラン、ジメチルジェトキシシラン、フェ
ニルメチルジェトキシシラン、γ−クロロプロピルメチ
ルジメトキシシラン、γ−クロロプロピルメチルジェト
キシシラン、ジメチルジアセトキシシラン、γメタクリ
ルオキシプロピルメチルジメトキシシラン、γ−メタク
リルオキシプロピルメチルジェトキシシラン、γ−メル
カブトブロビルメヂルジメトキシシラン、γ−メルカプ
トプロピルメチルジェトキシシラン、γ−アミノプロピ
ルメチルジメトキシシラン、γ−アミノプロピルメチル
ジェトキシシラン、メチルビニルジメトキシシラン、メ
チルビニルジェトキシシラン、グリシドキシメチルメチ
ルジメトキシシラン、グリシドキシメチルメチルジェト
キシシラン、a−グリシドキシエチルメチルジメトキシ
シラン、a−グリシドキシエチルメチルジェトキシシラ
ン、β−グリシドキシエチルメチルジメトキシシラン、
β−グリシドキシエチルメチルジェトキシシラン、a−
グリシドキシプロビルメチルジメトキシシラン、a−グ
リシドキシエチルメチルジェトキシシラン、β−グリシ
ドキシプロビルメチルジメトキシシラン、β−グリシド
キシプロビルメチルジェトキシシラン、γ−グリシドキ
シプロビルメチルジメトキシシラン、γ−グリシドキシ
プロビルメチルジェトキシシラン、γ−グリシドキシブ
ロビルメチルジブロポキシシラン、γ−グリシドキシブ
ロビルメヂルジブトキシシラン、γ−グリシドキシプロ
ビルメチルジメトキシエトキシシラン、γ−グリシドキ
シプロビルメチルジフェノキシシラン、γ−グリシドキ
シプロビルエチルジメトキシシラン、γ−グリシドキシ
プロピルエチルジェトキシシラン、γ−グリシドキシブ
ロビルエヂルジブロボキシシラン、γ−グリシドキシプ
ロビルビニルジメトキシシラン、γ−グリシドキシプロ
ビルビニルジェトキシシラン、γ−グリシドキシプロビ
ルフエニルジメトキシシラン、γ−グリシドキシプロピ
ルフエニルジエトキシシラン、などジアルコキシシラン
またはジアシルオキシシランなどが挙げられ、かかる化
合物から選択される少なくとも1種が用いられる。The polymer made of the compound shown above can be obtained, for example, by reacting divinylbenzene and p-benzenethiol under ultraviolet irradiation or in the presence of a radical polymerization initiator. (Refer to JP-A No. 62-270627) Component (r3) is selected depending on the scratch resistance, flexibility, drug discovery property, etc. of the coating film made of the coating composition. Since the refractive index is relatively low, it is necessary to consider the balance between the desired refractive index and function. (B)
Specific representative examples of the components include tetraalkoxysilanes such as methyl silicate, ethyl silicate, n-propyl silicate, i-propyl silicate, n-butyl silicate, 5ec-butyl silicate and monobutyl silicate, and hydration thereof. Decomposition products include methyltrimethoxysilane, methyltriethoxysilane, methyltrimethoxyethoxysilane, methyltriacetoxysilane, methyltributoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane , vinyltriacetoxysilane, vinyltrimethoxyethoxysilane, phenyltrimethoxysilane 5 phenyltriethoxysilane, phenyltriacetoxysilane, γ-chloropropyltrimethoxysilane, γ-chloropropyltriethoxysilane, γ-chloropropyltriacetoxy Silane, 3.3.3-Trifluoropropyltrimethoxysilane, γ-methacryloxypropyltrimethoxysilane, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, γ-mercaptopropyltrimethoxysilane, γ- Mercaptopropyltriethoxysilane, N-β-(aminoethyl)γ-aminopropyltrimethoxysilane, βcyanoethyltriethoxysilane, methyltriphenoxysilane, chloromethyltriethoxysilane, chloromethyltriethoxysilane, glycidoxymethyl Trimethoxysilane, glycidoxymethyltriethoxysilane, a-glycidoxyethyltrimethoxysilane, α-glycidoxyethyltriethoxysilane, β-glycidoxyethyltrimethoxysilane, β-glycidoxyethyltriethoxy Silane, a-
Glycidoxypropyltrimethoxysilane, a-glycidoxypropyltriethoxysilane, β-glycidoxypropyltrimethoxysilane, β-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane Silane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltributoxysilane, γ-glycidoxypropyltributoxysilane, γ
- glycidoxyprobyltrimethoxyethoxysilane,
γ-Glycidoxypropyltrifenoxysilane, a-
Glycidoxybutyltrimethoxysilane, a-glycidoxybutyltriethoxysilane, β-glycidoxybutyltrimethoxysilane, β-glycidoxybutyltriethoxysilane, γ-glycidoxybutyltrimethoxysilane, γ- Glycidoxybutyltriethoxysilane, δ
-glycidoxybutyltrimethoxysilane, δ-glycidoxybutyltriethoxysilane, (3,4-epoxycyclohexyl)methyltrimethoxysilane, (3,4
-Epoxycyclohexyl)methyltriethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, β-(3,4epoxycyclohexyl)ethyltriethoxysilane, β-(3,4-epoxycyclohexyl)ethyltriethoxysilane Propoxysilane, β-(
3,4-epoxycyclohexyl)ethyltributoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxyethoxysilane, β-(3,4-epoxycyclohexyl)ethyltriphenoxysilane, γ-
(3,4-epoxycyclohexyl)propyltrimethoxysilane, γ-(3,4-epoxycyclohexyl)
Propyltriethoxysilane, δ-(3,4-epoxycyclohexyl)butyltrimethoxysilane, δ-(3
, 4-epoxycyclohexyl) butyltriethoxysilane, trialkoxysilane, triazyloxysilane or trialkoxysilane rI or its hydrolyzate, and dimethyldimethoxysilane, phenylmethyldimethoxysilane, dimethyljethoxysilane, phenylmethyljethoxy Silane, γ-chloropropylmethyldimethoxysilane, γ-chloropropylmethyljethoxysilane, dimethyldiacetoxysilane, γ-methacryloxypropylmethyldimethoxysilane, γ-methacryloxypropylmethyljethoxysilane, γ-mercabutobrobilmedyl Dimethoxysilane, γ-mercaptopropylmethyljethoxysilane, γ-aminopropylmethyldimethoxysilane, γ-aminopropylmethyljethoxysilane, methylvinyldimethoxysilane, methylvinyljethoxysilane, glycidoxymethylmethyldimethoxysilane, glycide xymethylmethyljethoxysilane, a-glycidoxyethylmethyldimethoxysilane, a-glycidoxyethylmethyljethoxysilane, β-glycidoxyethylmethyldimethoxysilane,
β-glycidoxyethylmethyljethoxysilane, a-
Glycidoxypropylmethyldimethoxysilane, a-glycidoxyethylmethyljethoxysilane, β-glycidoxypropylmethyldimethoxysilane, β-glycidoxypropylmethyljethoxysilane, γ-glycidoxypropyl Methyldimethoxysilane, γ-glycidoxypropylmethyljethoxysilane, γ-glycidoxybrobylmethyldibropoxysilane, γ-glycidoxybrobylmethyldibutoxysilane, γ-glycidoxypropylmethyl Dimethoxyethoxysilane, γ-glycidoxypropylmethyldiphenoxysilane, γ-glycidoxypropylethyldimethoxysilane, γ-glycidoxypropylethyljethoxysilane, γ-glycidoxypropylethyldibroboxysilane , γ-glycidoxypropylphenyldimethoxysilane, γ-glycidoxypropylphenyldimethoxysilane, γ-glycidoxypropylphenyldimethoxysilane, γ-glycidoxypropylphenyldiethoxysilane, etc. Examples include alkoxysilanes and diacyloxysilanes, and at least one selected from these compounds is used.
(△)成分はl)1独で用いることにより高屈折率のコ
ーティング組成物を与えるが、(r3)成分を併用し、
(A)成分と(r3)成分との比率を変えることで幅広
い範囲の屈折率値のコーティング組成物を得ることが可
能となる。Component (△) gives a coating composition with a high refractive index when used alone, but when used in combination with component (r3),
By changing the ratio of component (A) and component (r3), it is possible to obtain a coating composition with a wide range of refractive index values.
本発明のコーティング組成物は(A)成分単独または(
A)成分と(B)成分とを111に混合する、あるいは
必要によって添加される後述のような添加剤とともに混
合するのみでよく、また、(B)成分はその部分加水分
解物を得てから混合してもよい。部分加水分解は塩酸、
酢酸、硫酸などの酸性水溶液または純水を添加すること
によって達成される。The coating composition of the present invention may contain component (A) alone or (
It is only necessary to mix component A) and component (B) to 111, or to mix them together with additives as described below, which are added as necessary. May be mixed. For partial hydrolysis, use hydrochloric acid,
This is achieved by adding an acidic aqueous solution such as acetic acid or sulfuric acid or pure water.
(A)成分と(B)成分との併用の場合、その混合に際
して加水分解を同時に行なうことも可能であり、かかる
際の水などの添加は、−度に加えてもよいが好ましくは
加水分解速度を制御するために、液温、添加速度を調節
しながら行うのが望ましい。加水分解に際してはアルコ
ール、アルコキシアルコール等が生成するがこれらと水
等を加熱及び減圧下にて適当量除去することによって、
固形分濃度を比較的任意に調節することができる。また
、完全に除去後、適当な溶媒を加えることで、実質的に
任意な溶媒を選択できる。溶媒としては、アルコール、
エステル、エーテル、ケトン、ハロゲン化炭化水素、芳
香族系溶媒が目的に応じて使用iff能で、必要なら、
混合溶媒系も可能である。When component (A) and component (B) are used in combination, it is possible to perform hydrolysis at the same time when mixing them, and in such a case, water etc. may be added at least once, but it is preferable to perform hydrolysis. In order to control the rate, it is desirable to carry out the process while adjusting the liquid temperature and addition rate. Alcohol, alkoxy alcohol, etc. are produced during hydrolysis, but by removing appropriate amounts of these and water under heating and reduced pressure,
The solid content concentration can be adjusted relatively arbitrarily. Further, by adding an appropriate solvent after complete removal, substantially any solvent can be selected. As a solvent, alcohol,
Esters, ethers, ketones, halogenated hydrocarbons, and aromatic solvents can be used depending on the purpose, and if necessary,
Mixed solvent systems are also possible.
さらに、この組成物に種々の添加剤を目的に応じて加え
ることは問題がない。このコーディング組成物によって
得られる塗膜の平滑性を向−1−させるために種々の界
面活性剤を使うことが可能である。また、各種の金属酸
化物ゾル、エポキシ樹脂、ブチラール樹脂等の各種の添
加剤を添加することもできる。その他、黄変防lヒのた
めベンゾフェノン系、トリアゾール系、サルチル酸系な
どの紫外線吸収剤が添加できる。これらの各種添加剤は
コーティング組成物との相溶性を考慮して選択される。Furthermore, there is no problem in adding various additives to this composition depending on the purpose. Various surfactants can be used to improve the smoothness of the coating film obtained with this coating composition. Further, various additives such as various metal oxide sols, epoxy resins, butyral resins, etc. can also be added. In addition, ultraviolet absorbers such as benzophenone type, triazole type, and salicylic acid type can be added to prevent yellowing. These various additives are selected in consideration of their compatibility with the coating composition.
本発明のコーティング組成物は基材のプラスチックに塗
布または浸漬した後、加熱処理することによってプラス
デックに塗膜を設けることができる。組成物のプラスチ
ックへの塗布または浸漬方法は特に限定されることなく
通常の方法、例えば回転塗布、スプレー塗布、流し塗り
、ローラー塗布などが採用される。また、加熱処理は7
0〜200℃の温度で10〜120分で充分であり、実
用に耐え得る硬化塗膜が形成される。加熱処理において
硬化を促進させるのに有用な硬化促進剤を添加してもよ
く、かかる硬化促進剤としては、例えば有機酸及びその
酸無水1物、窒素含有有機化合物、各種金属錯化合物あ
るいは金属アルコキシドさらにはアルカリ金属、アルカ
リ土類金属の有機カルボン酸塩、炭酸塩、過塩素酸塩な
どの各種塩が挙げられる。The coating composition of the present invention can be applied to or dipped into a plastic substrate and then heat-treated to form a coating film on the plastic deck. The method for applying or dipping the composition onto plastics is not particularly limited, and conventional methods such as spin coating, spray coating, flow coating, and roller coating may be employed. In addition, the heat treatment was performed at 7
10 to 120 minutes at a temperature of 0 to 200°C is sufficient, and a cured coating film that can withstand practical use is formed. A curing accelerator useful for accelerating curing during heat treatment may be added, such as organic acids and their acid anhydrides, nitrogen-containing organic compounds, various metal complex compounds, or metal alkoxides. Further examples include various salts of alkali metals and alkaline earth metals such as organic carboxylates, carbonates, and perchlorates.
本発明のコーティング組成物よりなる塗膜は比較的薄膜
でも高い耐擦傷性を有し、従来のコーティング組成物よ
りなる塗膜のように薄いと硬度が得られず、厚いと塗膜
がひび割れたりするという問題はない。また、−数的に
膜厚を厚くする場合はコスト的に不利である。而して、
本発明においては膜厚は0.05〜2μで充分効果が得
られ、より好ましくは0.08〜1.2μである。The coating film made of the coating composition of the present invention has high scratch resistance even if it is relatively thin, and if it is thin like the coating film made of conventional coating compositions, hardness cannot be obtained, and if it is thick, the coating film may crack. There is no problem with doing so. Furthermore, increasing the film thickness numerically is disadvantageous in terms of cost. Then,
In the present invention, a sufficient effect can be obtained with a film thickness of 0.05 to 2μ, more preferably 0.08 to 1.2μ.
本発明におけるプラスチック基材としては、例えばアク
リル樹脂、ポリカーボネート樹脂、ポリスチレン、ジエ
ヂレングリコールビスアリルカーボネート(以下、CR
−39と略記する)、Cr?−39とスチレンの共重合
体、CR−39とジアリルフタレートポリマーとの共重
合体、(ハロゲン化)ビスフェノール△のジアリルカー
ボネートポリマーおよびその共重合体、(ハロゲン化)
ビスフェノールAのジ(メタ)アクリレートポリマーお
よびその共重合体、(ハロゲン化)ビスフェノールへの
ウレタン変性(メタ)アクリレートポリマーおよびその
共重合体などが好ましい物として挙げられる。而して、
透明プラスチック基材であるのが特に好ましいが、不透
明であっても、表面の反射率が向上し、表面光沢がよく
なるという効果があり、透明、不透明を問わない。Examples of the plastic base material in the present invention include acrylic resin, polycarbonate resin, polystyrene, and dielene glycol bisallyl carbonate (hereinafter referred to as CR
-39), Cr? -39 and styrene copolymer, CR-39 and diallyl phthalate polymer copolymer, (halogenated) diallyl carbonate polymer of bisphenol△ and its copolymer, (halogenated)
Preferred examples include di(meth)acrylate polymers of bisphenol A and copolymers thereof, urethane-modified (meth)acrylate polymers of (halogenated) bisphenol, and copolymers thereof. Then,
A transparent plastic base material is particularly preferable, but even if it is opaque, it has the effect of improving the surface reflectance and improving the surface gloss, and it does not matter whether it is transparent or opaque.
さらに、塗膜の設けられたプラスチック成形品も特に形
状などを問うものではない。Furthermore, the shape of the plastic molded product provided with the coating film is not particularly limited.
[実施例]
以下に本発明を実施例により具体的に説明するが本発明
はこれらの実施例に限定されるものではないのは勿論で
ある。[Examples] The present invention will be specifically explained below using Examples, but it goes without saying that the present invention is not limited to these Examples.
実施例1〜3 比較例1
■コーティング組成物(A)成分液の調合下記の式Δ−
1
で表わされる繰返し!i1位を有する化合物(重量モ均
分子晴40,000) 5.0 gをN−メチル−2−
ピロリドン 100g に75℃にで溶解し、引続き
75℃に5時間維持した後、室温に放置した。Examples 1 to 3 Comparative Example 1 ■ Preparation of coating composition (A) component liquid The following formula Δ-
Repetition represented by 1! 5.0 g of a compound having the i1 position (weight ratio: 40,000) was added to N-methyl-2-
It was dissolved in 100 g of pyrrolidone at 75°C, maintained at 75°C for 5 hours, and then left at room temperature.
(以下、この溶液をI−1Δ〜lと略記する。)■コー
ティング組成物用(B)成分液の調合γ−グリシドキシ
プロビルトリメトキシシラン 5g をN−メチル−2
−ピロリドン65.8gに溶解し、これに、5℃以下で
1%塩酸水溶液2.5gを徐々に滴下した。滴下終了後
2時間は5℃の状態を維持しその後室温に戻し、さらに
、過塩素酸マグネシウム0.1g を加え、室温にて
1週間熟成した。(以下、この溶液を1−(B −1と
略記する。)
■コーティング組成物の調整及び基材への塗膜の形成
上記の如く調合した+1Δ−1と11 B −1とを表
Iに示した割合で混合して液状のコーティング組成物を
調整した。この液にlOcmX 10cmX2mmのC
R−39板よりなる基材を浸漬して引」−速度9 cm
/分の条件で引−にげ170℃にて30分間加熱して硬
化さ+i塗膜を形成した。この塗膜の厚さは0.2μで
あった。(Hereinafter, this solution will be abbreviated as I-1Δ~l.) ■ Preparation of component liquid (B) for coating composition 5 g of γ-glycidoxypropyl trimethoxysilane was
- It was dissolved in 65.8 g of pyrrolidone, and 2.5 g of a 1% aqueous hydrochloric acid solution was gradually added dropwise thereto at 5° C. or lower. The temperature was maintained at 5°C for 2 hours after the completion of the dropwise addition, and then the temperature was returned to room temperature. Furthermore, 0.1 g of magnesium perchlorate was added, and the mixture was aged at room temperature for one week. (Hereinafter, this solution will be abbreviated as 1-(B-1).) ■ Preparation of coating composition and formation of coating film on base material +1Δ-1 and 11B-1 prepared as above are shown in Table I. A liquid coating composition was prepared by mixing in the indicated proportions.
Substrate made of R-39 plate was immersed and pulled at a speed of 9 cm.
The mixture was heated at 170° C. for 30 minutes at a temperature of 100° C. to form a cured coating film. The thickness of this coating film was 0.2μ.
かくして得られた本発明のコーティング組成物よりなる
塗膜の屈折率測定および評価を次の試験方法によって行
ない、その結果を表1に示す。The refractive index of the coating film made of the coating composition of the present invention thus obtained was measured and evaluated by the following test method, and the results are shown in Table 1.
l 耐摩耗性試験
#0000スチールウール(商品名“ボンスターロ本ボ
ンスターー製品)で摩擦し傷のつきにくさを調べ次のよ
うにI”11定した。l Abrasion Resistance Test The resistance to scratching by rubbing with #0000 steel wool (trade name: "Bonstar Product") was examined, and the I"11 was determined as follows.
Δ:強く摩擦しても全く傷がつかない
B:強く摩擦すると少し傷がつく
C:強く摩擦すると傷が多くつく
2 付着性試験
クロスカットテープテストで塗膜表面にナイフで I
mm間隔で縦横に11本の平行線を入れて100個のマ
ス口をクロスカットし、その上にセロファン粘着テープ
を付着させた後テープを90°方向に強く剥離して 1
00個のマス口の中で1a++離しないマス口の数を調
べた。Δ: No scratches even with strong friction B: Slight scratches with strong friction C: Many scratches with strong friction 2 Adhesion test Cross-cut tape test was conducted on the coating surface with a knife I
Cross-cut 100 squares by inserting 11 parallel lines vertically and horizontally at mm intervals, adhere cellophane adhesive tape on top of the cross-cuts, then strongly peel off the tape in a 90° direction.1.
Among the 00 square openings, the number of square openings that did not release 1a++ was investigated.
3 干渉縞の程度
背景を黒くした状態で蛍光灯の光をレンズ表面で反射さ
せた時に光の干渉による虹模様の発生を肉眼で観察し、
判定を次のように行った。3 Degree of interference fringes Observe with the naked eye the formation of a rainbow pattern due to light interference when fluorescent light is reflected on the lens surface with a black background.
Judgment was made as follows.
A:虹模様が認められない。A: Rainbow pattern is not recognized.
B:微かに虹模様が認められる。B: A slight rainbow pattern is observed.
C:はっきりと虹模様が認められる。C: A rainbow pattern is clearly observed.
表1
実施例4〜6
実施例2における11Δ−1の化合物を1111記式Δ
−1と下記式Δ−2で表わされる繰返し111位を有す
る化合物(重11平均分子@ 53,000 )を併用
して表2の割合とした他は実施例2と同様にしてコーテ
ィング組成物を調整し、基材に塗布して塗膜を形成した
。この塗膜の厚さは 0.2μであった。Table 1 Examples 4 to 6 The compound of 11Δ-1 in Example 2 was expressed as 1111 notation Δ
A coating composition was prepared in the same manner as in Example 2, except that a compound having the 111th repeating position (average weight 11 molecule @ 53,000) represented by the formula Δ-2 below was used in combination with the proportions shown in Table 2. It was adjusted and applied to a substrate to form a coating film. The thickness of this coating film was 0.2μ.
塗膜の評価試験結果を表2に示す。Table 2 shows the evaluation test results for the coating film.
表2
実施例7〜20 比較例2〜5
■高屈折率基材の調製
2.2−ビス(4−(2−アリルオキシカルボニルオキ
シ)エトキシ−3−5〜ジブロ干フ工ニル1プロパン7
D車m部、ジアリルイソフタレート 30重量部及びベ
ンジルアリルカーボネート5巾量部′の混合組成物にラ
ジカル重合開始剤としてシイソブロビルバーオキシジカ
ーボネーh 1.5重量部を添加し混合した。Table 2 Examples 7 to 20 Comparative Examples 2 to 5 ■ Preparation of high refractive index base material 2. 2-bis(4-(2-allyloxycarbonyloxy)ethoxy-3-5 to dibropropylene 1 propane 7
To a mixed composition of m parts of car D, 30 parts by weight of diallyl isophthalate, and 5 parts by weight of benzyl allyl carbonate, 1.5 parts by weight of cisobrobil baroxydicarbonate h as a radical polymerization initiator was added and mixed.
次いで、この混合液をガスケットを用いてキャスト重合
を行った。重合は40℃から昇温を開始し90℃にした
のち、90℃を2時間保った。Next, this mixed solution was cast-polymerized using a gasket. Polymerization was started by increasing the temperature from 40°C to 90°C, and then maintained at 90°C for 2 hours.
重合終了後、取り出した基板を 110℃ 2時間アニ
ーリングを行った。After the polymerization was completed, the substrate was taken out and annealed at 110° C. for 2 hours.
かくして、屈折率1.585の透明基材を得た。In this way, a transparent base material with a refractive index of 1.585 was obtained.
■コーティング組成物用(A)成分液の調合実施例1〜
3と同じ。■ Preparation Example 1 of component liquid (A) for coating composition
Same as 3.
■コーティング組成物用(B)成分液の調合表3に示す
化合物をN−メチル−2−ピロリドンに溶解し、これに
純水を徐々に滴下して調合した。(2) Preparation of component liquid (B) for coating composition The compound shown in Table 3 was dissolved in N-methyl-2-pyrrolidone, and pure water was gradually added dropwise thereto to prepare the solution.
(以F、 この溶液を11 B−2〜IIB−19 と略記する。(hereinafter F, Add this solution to 11 B-2 to IIB-19 It is abbreviated as
Bl =MeSi (OM(り 3゜ B2 = ELSi (OMe) 、。Bl = MeSi (OM(ri 3゜ B2 = ELSi (OMe),.
B3=PhSi (OMc) 3゜ 84 = ll5Si (OMel 、。B3=PhSi (OMc) 3゜ 84 = ll5Si (OMel,.
135=、clI□CIICII□0C3116SI
(OEt) 2゜B6” C11a ClIC1lJC
alleSI (OMe) 3 。135=,clI□CIICII□0C3116SI
(OEt) 2゜B6” C11a ClIC1lJC
alleSI (OMe) 3.
\1 CI+。\1 CI+.
B7 = S i (OMe) 4
■コーテイング紹成物の調整及び基材への塗膜の形成
上記の如く調合したH A −1とHB −2〜1−I
B−19とを表4に示した割合で混合して液状にコーテ
ィング組成物を調整した。この液に上記■にて調製した
IOcmX lOcmX 2mmの基材に実9施例1〜
3と同様にして塗膜を形成した。この塗膜の厚さは 0
.2μであった。B7 = S i (OMe) 4 ■ Preparation of coating introducer and formation of coating film on base material HA-1 and HB-2 to HB-1-I prepared as above
B-19 in the proportions shown in Table 4 to prepare a liquid coating composition. This solution was applied to the base material of IOcmX lOcmX 2mm prepared in the above ①.
A coating film was formed in the same manner as in 3. The thickness of this coating is 0
.. It was 2μ.
塗膜の評価試験結果を表4に示す。Table 4 shows the evaluation test results for the coating film.
表
実施例21〜25
■コーティング組成物
(A)成分液の調合
下記の式A−3
で表わされる繰返し単位を有する化合物(重量平均分子
量71.000 )を用いた他は実施例1〜3と同様に
して調合した。(以下、この溶液を11Δ−コ3と略記
する。)
■コーディング組成物(B)成分液の調合実施例1〜3
と同じ。Table Examples 21 to 25 ■ Preparation of coating composition (A) component liquid Same as Examples 1 to 3 except that a compound having a repeating unit represented by the following formula A-3 (weight average molecular weight 71.000) was used. It was prepared in the same way. (Hereinafter, this solution will be abbreviated as 11Δ-co3.) ■Preparation Examples 1 to 3 of Coating Composition (B) Component Liquid
Same as.
■コーティング組成物の調整及び基材への塗膜の形成
」1記の如く調合したHΔ−3とl−I B −1とを
表5に示した割合で混合して液状のコーディング組成物
を調整した。この液に実施例1〜3で用いたと同様のC
R−39板よりなる基材に実施例1〜3と同様にして塗
膜を形成した。この塗膜の厚さは0.2μであった。■Preparation of coating composition and formation of coating film on substrate" HΔ-3 and l-I B-1 prepared as described in 1 were mixed in the proportions shown in Table 5 to form a liquid coating composition. It was adjusted. The same C as used in Examples 1 to 3 was added to this solution.
A coating film was formed on a substrate made of R-39 board in the same manner as in Examples 1 to 3. The thickness of this coating film was 0.2μ.
塗膜の評価試験結果を表5に示す。Table 5 shows the evaluation test results for the coating film.
表
実施例26〜29
■コーティング組成物
下記の式Δ−4
(A)成分液の調合
(△−4)
で表わされる繰返し単位を有する化合物(・n:皇平均
分子iit 88,000 )を用いた他は実施例1〜
3と同様にして調合した。(以下、この溶液をIIΔ−
4と略記する。)
■コーディング組成物(B)成分液の調整実施例1〜3
と同じ。Table Examples 26 to 29 ■ Coating composition A compound having a repeating unit represented by the following formula Δ-4 (A) Preparation of component liquid (Δ-4) (・n: average molecular weight iit 88,000) Other than that, Example 1~
It was prepared in the same manner as in 3. (Hereafter, this solution will be referred to as IIΔ-
It is abbreviated as 4. ) ■ Preparation Examples 1 to 3 of coating composition (B) component liquid
Same as.
■コーティング組成物の調整及び基材への塗膜の形成
上記の如く調合した羽A−4と11 B −1とを表6
に示した割合で混合して液状のコーチイン。■Adjustment of coating composition and formation of coating film on base material Feathers A-4 and 11B-1 prepared as above are shown in Table 6.
Mix the liquid coachine in the proportions shown.
グ絹放物を調整した。この液に実施例1〜3で用いたと
同様のCR−39板よりなる基材に実施例1〜3と同様
にして塗膜を形成した。この塗1模の厚さは0.2μで
あった。Adjusted the silk paraboloid. A coating film was formed on this liquid in the same manner as in Examples 1 to 3 on a substrate made of a CR-39 board similar to that used in Examples 1 to 3. The thickness of this first coat was 0.2 μm.
塗膜の評価試験結果を表6に示す。Table 6 shows the evaluation test results for the coating film.
表6
実施例30〜43 比較例6〜9
■コ一テイング組成物(A)成分液の調合実施例1〜3
と同じ。Table 6 Examples 30-43 Comparative Examples 6-9 ■ Preparation Examples 1-3 of coating composition (A) component liquid
Same as.
■コーティング組成物用(r3)成分液の調合表7に示
す化合物をジアセトジアルコールに溶解し、これに純水
を徐々に滴ドシて調合した。(以F、この溶液を111
3−20〜36と略記する。)
表
B6= l1ii記表3と同じ、CIl、 ClICl
1.OC,11,si (OMe) 3゜旧=前記表3
と同じ、MeSi (0!1le)s、B2=IIil
記表3と同じ、 ELSi fOMel 3゜B8=S
i02ゾル、 B9=SbO,ゾル、B10=エポキ
シ樹脂じEl’−828”1油化シェル社製)。(2) Preparation of component liquid for coating composition (r3) The compound shown in Table 7 was dissolved in diacetodialcohol, and pure water was gradually added dropwise thereto to prepare. (Hereinafter, add this solution to 111
Abbreviated as 3-20 to 3-36. ) Table B6= l1ii Same as Table 3, CIl, ClICl
1. OC, 11, si (OMe) 3゜old = Table 3 above
Same as, MeSi (0!1le)s, B2=IIil
Same as Table 3, ELSi fOMel 3°B8=S
i02 sol, B9=SbO, sol, B10=epoxy resin El'-828''1 manufactured by Yuka Shell Co., Ltd.).
■コーディング組成物の調整及び基材への塗膜の形成
1−記の如く調合したII A −1とHB −20〜
II B −36とを表8に示した割合で混合して液状
のコーティング組成物を調整した。この液に実施例7〜
20にて調製した屈折率1.585のIOcmxloc
mX 2mmの基材に実施例7〜20と同様にして塗膜
を形成した。この塗膜の厚さは0.2μであった。■ Preparation of coating composition and formation of coating film on substrate 1- II A-1 and HB-20 prepared as described above
II B-36 in the proportions shown in Table 8 to prepare a liquid coating composition. Example 7~
IOcmxloc with refractive index of 1.585 prepared at 20
A coating film was formed on a base material of m×2 mm in the same manner as in Examples 7 to 20. The thickness of this coating film was 0.2μ.
塗膜の評価試験結果を表8に示す。Table 8 shows the evaluation test results for the coating film.
表
[発明の効果]
本発明の高屈折率コーティング組成物は、種々なるプラ
スデック基材に応用して被膜を形成することによって、
付着性、耐熱性、耐擦傷性に優れた被膜が得られ、かか
る特性は被膜が比較的薄膜であっても効果を有し、しか
も高屈折率の被膜を与えるにも拘らず干渉縞など好まし
くない現象は全くないという優れた特徴を有している。Table [Effects of the Invention] The high refractive index coating composition of the present invention can be applied to various PlusDeck substrates to form a film,
A film with excellent adhesion, heat resistance, and scratch resistance can be obtained, and these properties are effective even if the film is relatively thin, and even though it provides a film with a high refractive index, it has favorable effects such as interference fringes. It has the excellent feature that there are no phenomena that do not exist.
特に、目的に応じて幅広い範囲で所望の屈折率値の被膜
を得ることができるという効果をも有していて、プラス
チック基材の高機能化を実現可能としている。In particular, it has the effect of being able to obtain coatings with desired refractive index values over a wide range depending on the purpose, making it possible to realize highly functional plastic substrates.
また、本発明の高屈折率コーティング組成物よりなる被
膜の形成されたプラスチック基材は広範囲での応用展開
を可能にするという効果を有するものである。Moreover, the plastic substrate on which the film made of the high refractive index coating composition of the present invention is formed has the effect of enabling a wide range of applications.
Claims (2)
成分とからなることを特徴とする高屈折率コーティング
組成物。 (A)一般式 ▲数式、化学式、表等があります▼ で表わされる繰返し単位を有する化合物の少なくとも1
種。 (但し式中、X、Yはそれぞれフッ素を除くハロゲン、
メチル基、エチル基、メトキシ基を示し、同一または異
なっていてもよい、 a、bはそれぞれ0〜4の整数を示す。) (B)一般式 R^1_cR^2_dSiZ_4_−_(_c_+_d
_)で表わされる有機ケイ素化合物または該化合物の加
水分解物の少なくとも1種。 (但し式中、R^1、R^2はそれぞれ炭素数1〜16
の有機基、Zは加水分解可能な官能性有機基を示し、同
一または異なっていてもよい、c、dはそれぞれ0〜3
の整数であって0≦c+d≦3を満たす。)(1) The following (A) component or the (A) component and the following (B)
A high refractive index coating composition comprising: (A) At least one compound having a repeating unit represented by the general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼
seed. (However, in the formula, X and Y are each halogen excluding fluorine,
It represents a methyl group, an ethyl group, or a methoxy group, and may be the same or different. a and b each represent an integer of 0 to 4. ) (B) General formula R^1_cR^2_dSiZ_4_-_(_c_+_d
At least one type of organosilicon compound represented by __) or a hydrolyzate of the compound. (However, in the formula, R^1 and R^2 each have 1 to 16 carbon atoms.
Z represents a hydrolyzable functional organic group and may be the same or different; c and d are each 0 to 3;
is an integer that satisfies 0≦c+d≦3. )
なる塗膜をプラスチック基材の少なくとも一表面に設け
てなることを特徴とするプラスチック成形品。(2) A plastic molded article, characterized in that a coating film made of the high refractive index coating composition according to claim 1 is provided on at least one surface of a plastic substrate.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63162627A JPH0214274A (en) | 1988-07-01 | 1988-07-01 | Coating composition of high refractive index and molded plastic product provided with coating film thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63162627A JPH0214274A (en) | 1988-07-01 | 1988-07-01 | Coating composition of high refractive index and molded plastic product provided with coating film thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0214274A true JPH0214274A (en) | 1990-01-18 |
Family
ID=15758207
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63162627A Pending JPH0214274A (en) | 1988-07-01 | 1988-07-01 | Coating composition of high refractive index and molded plastic product provided with coating film thereof |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0214274A (en) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5857497U (en) * | 1981-10-16 | 1983-04-19 | 株式会社岡村製作所 | Gear device with friction clutch mechanism |
JPS594787A (en) * | 1982-06-28 | 1984-01-11 | 大成建設株式会社 | Apparatus for sealing under side of door |
JPS6383392U (en) * | 1986-11-18 | 1988-06-01 |
-
1988
- 1988-07-01 JP JP63162627A patent/JPH0214274A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5857497U (en) * | 1981-10-16 | 1983-04-19 | 株式会社岡村製作所 | Gear device with friction clutch mechanism |
JPS594787A (en) * | 1982-06-28 | 1984-01-11 | 大成建設株式会社 | Apparatus for sealing under side of door |
JPS6383392U (en) * | 1986-11-18 | 1988-06-01 |
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