KR101806803B1 - 유기용제를 함유하지 않는 안경렌즈용 하드 코팅액 조성물 - Google Patents
유기용제를 함유하지 않는 안경렌즈용 하드 코팅액 조성물 Download PDFInfo
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- KR101806803B1 KR101806803B1 KR1020170111621A KR20170111621A KR101806803B1 KR 101806803 B1 KR101806803 B1 KR 101806803B1 KR 1020170111621 A KR1020170111621 A KR 1020170111621A KR 20170111621 A KR20170111621 A KR 20170111621A KR 101806803 B1 KR101806803 B1 KR 101806803B1
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- metal oxide
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- 239000008199 coating composition Substances 0.000 title claims description 10
- 239000003960 organic solvent Substances 0.000 title description 13
- 239000011248 coating agent Substances 0.000 claims abstract description 71
- 238000000576 coating method Methods 0.000 claims abstract description 71
- 239000007788 liquid Substances 0.000 claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 19
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000006185 dispersion Substances 0.000 claims abstract description 14
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 5
- 229920000570 polyether Polymers 0.000 claims abstract description 5
- 229920001577 copolymer Polymers 0.000 claims abstract description 4
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000003381 stabilizer Substances 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 229910044991 metal oxide Inorganic materials 0.000 claims description 19
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 15
- -1 metal oxide compound Chemical class 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 11
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical group CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims description 11
- 150000004706 metal oxides Chemical class 0.000 claims description 10
- 239000002245 particle Substances 0.000 claims description 8
- 239000003638 chemical reducing agent Substances 0.000 claims description 7
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000008119 colloidal silica Substances 0.000 claims description 6
- 229910001593 boehmite Inorganic materials 0.000 claims description 5
- 239000000080 wetting agent Substances 0.000 claims description 4
- 230000000149 penetrating effect Effects 0.000 claims description 3
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 3
- IVORCBKUUYGUOL-UHFFFAOYSA-N 1-ethynyl-2,4-dimethoxybenzene Chemical compound COC1=CC=C(C#C)C(OC)=C1 IVORCBKUUYGUOL-UHFFFAOYSA-N 0.000 claims description 2
- 230000003301 hydrolyzing effect Effects 0.000 claims description 2
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical compound O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 claims description 2
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 claims description 2
- 229940007718 zinc hydroxide Drugs 0.000 claims description 2
- 229910021511 zinc hydroxide Inorganic materials 0.000 claims description 2
- 230000032683 aging Effects 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 10
- 239000004033 plastic Substances 0.000 description 8
- 229920003023 plastic Polymers 0.000 description 8
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 229910052809 inorganic oxide Inorganic materials 0.000 description 5
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 239000004205 dimethyl polysiloxane Chemical class 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 238000006073 displacement reaction Methods 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Chemical class 0.000 description 4
- 229910000077 silane Inorganic materials 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 229910002706 AlOOH Inorganic materials 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 239000002612 dispersion medium Substances 0.000 description 2
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 2
- 229940093858 ethyl acetoacetate Drugs 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 238000003980 solgel method Methods 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 2
- LTOKKZDSYQQAHL-UHFFFAOYSA-N trimethoxy-[4-(oxiran-2-yl)butyl]silane Chemical compound CO[Si](OC)(OC)CCCCC1CO1 LTOKKZDSYQQAHL-UHFFFAOYSA-N 0.000 description 2
- 229920001567 vinyl ester resin Polymers 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- PPWHTZKZQNXVAE-UHFFFAOYSA-N Tetracaine hydrochloride Chemical compound Cl.CCCCNC1=CC=C(C(=O)OCCN(C)C)C=C1 PPWHTZKZQNXVAE-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 150000004819 silanols Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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Abstract
Description
도 2는 실시예 1에 기재된 본 발명의 하드 코팅액 조성물의 인화점에 관한 위험물질시험성적서 사본이다.
실시예 1 | 실시예 2 | 실시예 3 | 실시예 4 | 비교예 1 | 비교예 2 | 비교예 3 | |
접작력시험 | 5B | 5B | 5B | 5B | 5B | 5B | 5B |
내스크래치성 | ⊙ | ⊙ | ⊙ | ⊙ | ○ | ○ | ○ |
연필경도 | 2H | 3H | 3H | 3H | 3H | 2H | 2H |
도막 두께 (㎛) |
3.4 | 3.2 | 2.8 | 2.8 | 2.4 | 2.5 | 2.6 |
비등수 시험 |
5B | 5B | 5B | 5B | 5B | 5B | 5B |
예비경화후 건조상태 | ○ | ○ | ○ | ○ | ○ | ○ | ○ |
점도(cps) | 6 | 7 | 7 | 6 | 8 | 7 | 8 |
용량 변화 | 1 | 1 | 1 | 1 | 3 | 3 | 3 |
Claims (9)
- 하드 코팅액 조성물로,
졸상 금속 산화물 화합물을 물에 분산시켜 수분산액을 얻고,
상기에서 얻어진 수분산액을 실란 커플링제와 가수분해 및 축합반응시켜 얻어지는 생성물에 표면장력저하제 및 침투습윤제를 가한 후, 교반, 숙성하여 얻어지되,
졸상 금속 산화물 화합물을 함유하는 수분산액에 실란 커플링제와 반응을 pH 4.5 내지 5.5의 조건에서 반응시키는 것을 특징으로 하여 얻어진 생성물을 함유하는 하드 코팅 조성물. - 청구항 1에 있어서, 졸상 금속 산화물 화합물의 금속 산화물 화합물이 알루미나 수화물, 뵈마이트, 콜로이달 실리카, 수산화아연, 수산화지르코늄 및 수산화티타늄으로 이루어진 군에서 선택된 1종인 것을 특징으로 하여 얻어진 생성물을 함유하는 하드 코팅 조성물.
- 청구항 1에 있어서, 실란 커플링제가 글리시독시프로필트리메톡시실란인 것을 특징으로 하는 하드 코팅 조성물.
- 청구항 1에 있어서, 상기 하드 코팅액 조성물은 점도 조정 및 안정제를 더 포함하고, 상기 점도 조정 및 안정제가 아세틸아세톤이고, 표면장력저하제가 폴리에테르 실록산 코폴리머인 것을 특징으로 하는 하드 코팅 조성물.
- 청구항 1에 있어서, 침투 습윤제가 아세틸아세톤 및 에틸아세토아세테이트로 이루어진 군에서 선택된 1종 또는 2종인 것을 특징으로 하는 하드 코팅 조성물.
- 청구항 1 내지 5의 어느 한 항에 있어서,
금속 산화물 화합물의 평균 입경이 40~80nm 이하인 것을 특징으로 하여 얻어진 생성물을 함유하는 하드 코팅 조성물. - 청구항 1 내지 5의 어느 한 항에 있어서,
금속 산화물 졸에 대해서 물 5 내지 25중량배로 분산시켜 사용하는 것을 특징으로 하여 얻어진 생성물을 함유하는 하드 코팅 조성물. - 삭제
- 청구항 1 또는 2에 있어서, 실란 커플링제에 대한 금속 산화물의 반응비가 2.5중량배 내지 8중량배인 것을 특징으로 하여 얻어진 생성물을 함유하는 하드 코팅 조성물.
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