WO2017061826A1 - 방담제 - Google Patents
방담제 Download PDFInfo
- Publication number
- WO2017061826A1 WO2017061826A1 PCT/KR2016/011266 KR2016011266W WO2017061826A1 WO 2017061826 A1 WO2017061826 A1 WO 2017061826A1 KR 2016011266 W KR2016011266 W KR 2016011266W WO 2017061826 A1 WO2017061826 A1 WO 2017061826A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- metal oxide
- oxide sol
- silane coupling
- coupling agent
- Prior art date
Links
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 122
- 150000004706 metal oxides Chemical class 0.000 claims abstract description 122
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 83
- 125000000524 functional group Chemical group 0.000 claims abstract description 38
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 17
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000011593 sulfur Substances 0.000 claims abstract description 4
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 4
- 239000004094 surface-active agent Substances 0.000 claims description 65
- -1 acryl group Chemical group 0.000 claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 239000011248 coating agent Substances 0.000 claims description 20
- 238000000576 coating method Methods 0.000 claims description 17
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 13
- 239000008199 coating composition Substances 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 125000002947 alkylene group Chemical group 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 5
- 239000004202 carbamide Substances 0.000 claims description 5
- 239000002210 silicon-based material Substances 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 229910021645 metal ion Inorganic materials 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 claims description 3
- 125000005641 methacryl group Chemical group 0.000 claims description 3
- 125000005504 styryl group Chemical group 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 8
- 230000007062 hydrolysis Effects 0.000 abstract description 7
- 238000006460 hydrolysis reaction Methods 0.000 abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 169
- 235000019441 ethanol Nutrition 0.000 description 60
- 239000000243 solution Substances 0.000 description 51
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 24
- 239000002904 solvent Substances 0.000 description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 20
- 229910052751 metal Inorganic materials 0.000 description 20
- 239000002184 metal Substances 0.000 description 20
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 17
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 16
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- 239000002994 raw material Substances 0.000 description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 14
- 239000000126 substance Substances 0.000 description 14
- 125000000542 sulfonic acid group Chemical group 0.000 description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- 239000011521 glass Substances 0.000 description 11
- 229960004592 isopropanol Drugs 0.000 description 11
- 238000010992 reflux Methods 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- 241000581652 Hagenia abyssinica Species 0.000 description 8
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- 150000004703 alkoxides Chemical class 0.000 description 8
- 239000002585 base Substances 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 239000003999 initiator Substances 0.000 description 8
- 150000002978 peroxides Chemical class 0.000 description 8
- 239000000758 substrate Substances 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 7
- 238000009833 condensation Methods 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000004417 polycarbonate Substances 0.000 description 7
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 7
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 7
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 6
- 239000013522 chelant Substances 0.000 description 6
- 230000005494 condensation Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229920000515 polycarbonate Polymers 0.000 description 6
- 150000003377 silicon compounds Chemical class 0.000 description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 6
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 5
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 5
- 238000005160 1H NMR spectroscopy Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000000010 aprotic solvent Substances 0.000 description 5
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 5
- 230000018044 dehydration Effects 0.000 description 5
- 238000006297 dehydration reaction Methods 0.000 description 5
- 239000005453 ketone based solvent Substances 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 5
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 4
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- 229910001413 alkali metal ion Inorganic materials 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- 239000004210 ether based solvent Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 150000003376 silicon Chemical class 0.000 description 4
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 3
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 3
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- LFOXEOLGJPJZAA-UHFFFAOYSA-N [(2,6-dimethoxybenzoyl)-(2,4,4-trimethylpentyl)phosphoryl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)P(=O)(CC(C)CC(C)(C)C)C(=O)C1=C(OC)C=CC=C1OC LFOXEOLGJPJZAA-UHFFFAOYSA-N 0.000 description 3
- 239000005456 alcohol based solvent Substances 0.000 description 3
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 3
- 239000012300 argon atmosphere Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 3
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 2
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 2
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 2
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 2
- SDXAWLJRERMRKF-UHFFFAOYSA-N 3,5-dimethyl-1h-pyrazole Chemical compound CC=1C=C(C)NN=1 SDXAWLJRERMRKF-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
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 description 2
- JIDDFPFGMDDOLO-UHFFFAOYSA-N 5-fluoro-1-(1-oxothiolan-2-yl)pyrimidine-2,4-dione Chemical compound O=C1NC(=O)C(F)=CN1C1S(=O)CCC1 JIDDFPFGMDDOLO-UHFFFAOYSA-N 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- IWOUKMZUPDVPGQ-UHFFFAOYSA-N barium nitrate Chemical compound [Ba+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O IWOUKMZUPDVPGQ-UHFFFAOYSA-N 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- 239000008119 colloidal silica Substances 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical class C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- QOSATHPSBFQAML-UHFFFAOYSA-N hydrogen peroxide;hydrate Chemical compound O.OO QOSATHPSBFQAML-UHFFFAOYSA-N 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 description 2
- GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 description 2
- 229940040692 lithium hydroxide monohydrate Drugs 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 2
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- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229950010765 pivalate Drugs 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- WYKYCHHWIJXDAO-UHFFFAOYSA-N tert-butyl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)C WYKYCHHWIJXDAO-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- ZZJNLOGMYQURDL-UHFFFAOYSA-M trifluoromethanesulfonate;tris(4-methylphenyl)sulfanium Chemical compound [O-]S(=O)(=O)C(F)(F)F.C1=CC(C)=CC=C1[S+](C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 ZZJNLOGMYQURDL-UHFFFAOYSA-M 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
- WLOQLWBIJZDHET-UHFFFAOYSA-N triphenylsulfonium Chemical compound C1=CC=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 WLOQLWBIJZDHET-UHFFFAOYSA-N 0.000 description 1
- 239000012953 triphenylsulfonium Substances 0.000 description 1
- QKFJVDSYTSWPII-UHFFFAOYSA-N tris(4-methylphenyl)sulfanium Chemical compound C1=CC(C)=CC=C1[S+](C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 QKFJVDSYTSWPII-UHFFFAOYSA-N 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
- C07F7/1872—Preparation; Treatments not provided for in C07F7/20
- C07F7/1892—Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C07F7/0872—Preparation and treatment thereof
- C07F7/0876—Reactions involving the formation of bonds to a Si atom of a Si-O-Si sequence other than a bond of the Si-O-Si linkage
- C07F7/0878—Si-C bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/58—Metal-containing linkages
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D1/00—Coating compositions, e.g. paints, varnishes or lacquers, based on inorganic substances
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/10—Block or graft copolymers containing polysiloxane sequences
- C09D183/12—Block or graft copolymers containing polysiloxane sequences containing polyether sequences
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
Definitions
- the present invention relates to a coatable modified metal oxide sol having a high antifogging effect and which can be produced at a low cost. More specifically, the present invention relates to a modified metal oxide sol capable of imparting antifogging property by coating on glass, plastic, metal or the like.
- the present inventors have already obtained a modified metal oxide sol having a sulfonic acid group as a patent (Patent Document 1).
- substrates glass, plastics, metals, etc.
- a hydrophilic coating solution made of a conventional modified metal oxide sol exhibit hydrophilicity but have no anti-fogging properties. There is a problem of becoming defective.
- the antifogging agent (patent document 2) using a phosphate ester type emulsifier, the antifogging agent (patent document 3) using polyacrylic acid, etc. are applied.
- Patent Document 1 Japanese Patent No. 5750436
- Patent Document 2 Japanese Unexamined Patent Publication No. 2006-16578
- Patent Document 3 Japanese Unexamined Patent Publication No. 2011-153164
- this invention consists of the following technical means.
- hydrolyzate of surfactant silane coupling agent, modified metal oxide sol transformed into hydrolyzate of surfactant silane coupling agent, or hydrolyzate of surfactant silane coupling agent and hydrolyzate of surfactant silane coupling agent Mixtures and / or condensates with modified metal oxide sol,
- modified metal oxide sol having a mixture and / or condensate of a modified metal oxide sol (hereinafter referred to as "S-containing functional group modified metal oxide sol") modified with a sulfur (S) -containing functional group,
- the surfactant silane coupling agent is a reaction product of a compound of the following formula (1) with a silane coupling agent having a functional group capable of reacting with active hydrogen in formula (1),
- the S-containing functional group modified metal oxide sol is a modified metal oxide sol, characterized in that the modified metal oxide sol modified by 0.5 mmol or more per 1 g of the metal oxide sol with the functional group of the formula (2):
- R 1 is an alkyl group having 1 to 20 carbon atoms (the alkyl group may include a benzene ring and a double bond.), X is -O-, -COO- or -CONH-, and n is 1-30. Natural number, Y represents a hydrogen atom, -CH 2 COOH,
- M is a hydrogen ion, an alkyl group having 1 to 4 carbon atoms, a metal ion or an ammonium (NR 3 4 ) group
- R 2 is an alkylene group having 1 to 10 carbon atoms (in this alkylene chain, a urethane bond or a urea bond
- R 3 is an alkyl group having 1 to 5 carbon atoms or a hydrogen atom which may be the same or different, and n represents 0 or 1.
- X is a functional group selected from the group consisting of vinyl group, thiol group, amino group, chlorine atom, acryl group, methacryl group, styryl group, phenyl group, glycidoxy group, 3,4-epoxycyclohexyl group and blocked isocyanate group
- R 4 is an alkylene group having 1 to 5 carbon atoms
- m is 0 or 1
- Y is an alkoxy group or hydroxyl group having 1 to 4 carbon atoms that may be the same or different
- n represents 0 or 1.
- An antifogging agent comprising the modified metal oxide sol according to any one of the above [1] to [3].
- An antifogging coating composition comprising the modified metal oxide sol according to any one of the above [1] to [4].
- the antifogging agent containing the modified metal oxide sol of the present invention is an antifogging agent that is completely free of frost even when exposed to water vapor.
- the antifogging agent containing the modified metal oxide sol of the present invention has a high antifogging effect on glass, plastic, etc.
- the antifogging (antifogging agent) effect of glass, spectacle lens, optical lens, mirror, etc. is large, and coating is possible. Since it can manufacture at low cost, it is suitable not only as an antifog additive but a hydrophilizing agent, an antistatic agent, a hydrophilic coating composition, an antibacterial agent, and an ionic (proton) electrically conductive material.
- the present invention provides a modified metal oxide sol modified with a hydrolyzate of a surfactant silane coupling agent, a hydrolyzate of a surfactant silane coupling agent, or a hydrolyzate of a surfactant and a surfactant silane coupling agent. Mixtures and / or condensates with modified metal oxide sol,
- a modified metal oxide sol (hereinafter referred to as "S-containing functional group modified metal oxide sol") modified with a sulfur (S) -containing functional group, and / or a condensate is a modified metal oxide sol containing as a main component.
- the said surfactant silane coupling agent is a reaction product of the compound of following formula (1), and the silane coupling agent which has a functional group which can react with the active hydrogen in following formula (1).
- R 1 is an alkyl group having 1 to 20 carbon atoms (the alkyl group may include a benzene ring and a double bond.), X is -O-, -COO- or -CONH-, and n is 1-30. It is a natural number, Y represents a hydrogen atom, -CH 2 COOH.
- the S-containing functional group-modified metal oxide sol is a modified metal oxide sol modified by 0.5 mmol or more per 1 g of the metal oxide sol with the functional group represented by the following formula (2).
- M is a hydrogen ion, an alkyl group having 1 to 4 carbon atoms, a metal ion or an ammonium (NR 3 4 ) group
- R 2 is an alkylene group having 1 to 10 carbon atoms (in this alkylene chain, a urethane bond or a urea bond
- R 3 is an alkyl group having 1 to 5 carbon atoms or a hydrogen atom which may be the same or different, and n represents 0 or 1.
- an alkyl group having 1 to 20 carbon atoms (the alkyl group may include a benzene ring and a double bond) of R 1 is a methyl group, an ethyl group, an octyl group. , Decyl group, dodecyl group, tetradecyl group, pentadecyl group, hexadecyl group, palmitoleyl group, heptadecyl group, octadecyl group, oleyl group and the like. Considering the point of obtaining raw materials among these, Preferably they are a methyl group, a dodecyl group, and a heptadecyl group.
- the compound of Formula (1) is surfactant, and what is marketed as surfactant can be used.
- X is -O-, -COO- or -CONH-.
- n is a natural number of 1-30, and 1-9 which are easy to handle as a point of a raw material acquisition and a liquid are preferable.
- Y is hydrogen atom or -CH 2 COOH.
- the compound of the said Formula (1) is surfactant, and what is marketed as surfactant can be used.
- n in said Formula (1) which is easy to handle with a liquid is 9 or less on average.
- the silane coupling agent which has a functional group which can react with active hydrogen in the compound of said Formula (1) is a silane coupling agent which has any functional group of an epoxy group, an isocyanate group, an acid anhydride group, or an amino group.
- silane coupling agent which can react with the active hydrogen in Formula (1), 3-glycidoxy propyl trimethoxysilane, 3-glycidoxy propyl triethoxysilane, 3-glycidoxy propylmethyldimethoxysilane, 3 -Glycidoxypropylmethyldiethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-isocyanatepropyltriethoxysilane, 3-trimethoxysilylpropyl succinic anhydride, 3-aminopropyl Trimethoxysilane, 3-aminopropylmethyldimethoxysilane, and the like.
- the compound of the said surfactant silane coupling agent is obtained by the following method.
- the mixing ratio of the compound of Formula (1) and the silane coupling agent used by this invention may be equivalent molar ratio, either may be excess. Preferably it is the same molar ratio, or it is preferable to make it react with a little excess of a silane coupling agent.
- the reaction temperature is 200 ° C. at room temperature, preferably 100 ° C. at room temperature.
- a catalyst can also be used as needed.
- an acid catalyst for example, p-toluenesulfonic acid, sulfuric acid, etc.
- a silane coupling agent has an epoxy group
- surfactant terminal is a hydroxyl group and a silane coupling agent has an isocyanate group
- tin catalyst for example, dibutyl tin diacetate, dibutyl tin dilaurate, etc.
- zirconia-based catalyst for example, zirconium
- the solvent may or may not be used.
- the solvent used may include ether solvents (such as tetrahydrofuran, dioxane and 1,2-dimethoxyethane), aromatic hydrocarbons (toluene, xylene, etc.), ketone solvents (acetone, methyl ethyl ketone, methyl isobutyl ketone, etc.).
- ether solvents such as tetrahydrofuran, dioxane and 1,2-dimethoxyethane
- aromatic hydrocarbons toluene, xylene, etc.
- ketone solvents acetone, methyl ethyl ketone, methyl isobutyl ketone, etc.
- an aprotic solvent N, N-dimethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone, etc.
- the reaction time is usually 2 to 72 hours, preferably 8 to 48 hours.
- the modified metal oxide sol transformed into a hydrolyzate of the surfactant silane coupling agent which is one of the raw materials of the metal oxide sol of the present invention or a hydrolyzate of the surfactant silane coupling agent is obtained by the following production method.
- the surface-active silane coupling agent may be a water-soluble solvent, for example, an alcohol solvent (methyl alcohol, ethyl alcohol, isopropyl alcohol, etc.), an ether solvent (such as tetrahydrofuran or dioxane), or a ketone solvent (acetone or methyl).
- an alcohol solvent methyl alcohol, ethyl alcohol, isopropyl alcohol, etc.
- an ether solvent such as tetrahydrofuran or dioxane
- ketone solvent acetone or methyl
- the modified metal oxide sol transformed into the hydrolyzate of surfactant silane coupling agent can be obtained by adding a metal oxide sol at the time of hydrolysis.
- the temperature at the time of hydrolysis is not limited, A boiling point is preferable at room temperature.
- the concentration of the surfactant silane coupling agent to the solvent is 0.001 to 20% by weight, particularly preferably 0.01 to 10% by weight.
- the amount of water to be used is equal to or more than equimolar with respect to the hydrolyzable group of the surfactant silane coupling agent, there is no problem.
- the concentration of the metal oxide sol in the raw material is 1 to 50% by weight, preferably 1 to 30% by weight, with respect to the solvent added in order to produce a modified metal oxide sol modified with the hydrolyzate of the surfactant silane coupling agent. .
- the amount of the surfactant silane coupling agent to the metal oxide sol is 0.01 mmol or more with respect to 1 g of the sol, and preferably 0.05 to 10.0 mmol.
- the concentration is less than 0.01, the concentration of the surfactant silane coupling agent is too low, and the antifogging property is lowered. If the concentration of the surfactant silane coupling agent is exceeded, the silanol phase of the metal oxide may be insufficient, and the surfactant silane coupling agents may self-condense. It is lowered and is not preferable.
- metal oxide sol examples include silica sol, alumina sol and zirconia sol.
- silica sol is preferable and organosilica sol is particularly preferable.
- the organosol is a colloidal solution in which colloidal silica having nano-level surface modification is stably dispersed in an organic solvent, and can be dispersed in various organic solvents such as alcohol, ketone, ether, and toluene.
- organosilica sol methanol silica sol, IPA-ST, IPA-ST, IPA-ST-UP, IPA-ST-ZL, EG-ST, NPC-ST-30, DMAC
- organosilica sol methanol silica sol, IPA-ST, IPA-ST, IPA-ST-UP, IPA-ST-ZL, EG-ST, NPC-ST-30, DMAC
- -High purity organosilica sol PL-1-IPA, PL-2L-PGME and PL-2L of ST, MEK-ST, MIBK-ST, PMA-ST and PGM-ST) or FUSO CHEMICAL CO., TLD. MEK) etc.
- Examples of M in the formula (2) include hydrogen ions, alkyl groups having 1 to 4 carbon atoms, metal ions (alkali metal ions, alkaline earth metal ions, silver ions, copper ions and nickel ions) or ammonium (NR 3 4 ) ions.
- metal ions alkali metal ions, alkaline earth metal ions, silver ions, copper ions and nickel ions
- ammonium (NR 3 4 ) ions are preferable.
- alkali metal ions and alkaline earth metal ions examples include lithium ions, sodium ions, potassium ions, cesium ions, magnesium ions and calcium ions.
- alkali metal ions are preferred, and lithium ions and sodium ions are particularly preferred.
- metal oxide sol which is the raw material of the S-containing functional group-modified metal oxide sol
- examples of the metal oxide sol include silica sol, alumina sol, and zirconia sol, which are the same metal oxide sol added to produce the modified metal oxide sol modified with the hydrolyzate of the surfactant silane coupling agent. Can be mentioned.
- silica sol is preferable and organosilica sol is particularly preferable.
- the organosol is a colloidal solution in which colloidal silica with nano-level surface modification is stably dispersed in an organic solvent, and can be dispersed in various organic solvents such as alcohol, ketone, ether and toluene.
- organosilica sol methanol silica sol, IPA-ST, IPA-ST, IPA-ST-UP, IPA-ST-ZL, EG-ST, NPC-ST-30, DMAC
- organosilica sol methanol silica sol, IPA-ST, IPA-ST, IPA-ST-UP, IPA-ST-ZL, EG-ST, NPC-ST-30, DMAC
- -High purity organosilica sol PL-1-IPA, PL-2L-PGME and PL-2L of ST, MEK-ST, MIBK-ST, PMA-ST and PGM-ST) or FUSO CHEMICAL CO., TLD. MEK
- the S-containing functional group-modified metal oxide sol which is one of the raw materials of the metal oxide sol of the present invention, is obtained by the following production method.
- a silane coupling agent of formula (SC1) or (SC2) having a functional group that can be chemically converted to a sulfonic acid group to the metal oxide sol to react the silanol on the metal oxide sol with the silane coupling agent, It is obtained by converting a thiol group into a sulfonic acid group and then neutralizing with a base if necessary.
- R ⁇ 1> is a C1-C10 alkylene group (it may contain a urethane bond or a urea bond in this alkylene chain.)
- Y is a C1-C4 alkoxy group or hydroxyl group which may be same or different.
- n represents 0 or 1.
- HSC 6 H 4 NHCONHCH 2 CH 2 CH 2 Si (OC 2 H 5 ) 3
- the compound which has a urethane bond and a urea bond can be obtained by making 2-mercapto ethanol, 2-mercapto ethylamine, and 4-mercapto aniline react with the silane coupling agent which has an isocyanate group.
- Examples of the solvent in the case of reacting the metal oxide sol with the silane coupling agent of formula (SC1) or (SC2) include alcohol solvents: methanol, ethanol, isopropanol, n-butanol, t-butanol, pentanol, ethylene glycol, propylene glycol and Ether solvents such as 1,4-butanediol, diethyl ether, tetrahydrofuran and dioxane, ketone solvents, such as acetone and methyl ethyl ketone, aprotic solvents: dimethyl sulfoxide, N, N-dimethylformamide, etc. And mixed solvents thereof.
- alcohol solvents methanol, ethanol, isopropanol, n-butanol, t-butanol, pentanol, ethylene glycol, propylene glycol and Ether solvents such as 1,4-butanediol, diethyl ether,
- alcohol solvents Preferred of these are alcohol solvents, and these solvents may be used alone or in combination of two or more.
- the concentration of the metal oxide sol of the raw material to the solvent is 1 to 50% by weight, preferably 1 to 30% by weight.
- the amount of the silane coupling agent having a functional group that can be chemically converted to a sulfonic acid group with respect to the metal oxide sol is 0.5 mmol or more with respect to 1 g of the metal oxide sol, preferably 0.5 to 10.0 mmol.
- the concentration is less than 0.5, the concentration of the sulfonic acid group to be chemically converted is too low, and the hydrophilicity is lowered. If the concentration is more than 10.0, the silanol of the metal oxide is insufficient, and the silane coupling agents having functional groups capable of chemically converting to the sulfonic acid group are magnetic. There is a possibility of condensation, and the film formability is lowered, which is not preferable.
- the temperature at the time of adding the coupling agent which has a functional group which can be chemically converted into a sulfonic acid group is not limited, A boiling point is preferable at room temperature.
- reaction temperature is not limited, the boiling point is preferable at room temperature.
- reaction time is not limited, 10 minutes-48 hours are preferable, and 6 hours-24 hours are especially preferable.
- a peroxide is added to convert the functional group that can be chemically converted into a sulfonic acid group.
- peroxides examples include organic peroxides (peracetic acid, m-chloroperbenzoic acid, benzoyl peroxide, and the like) and inorganic peroxides (ozone, hydrogen peroxide, calcium peroxide, and the like).
- organic peroxides peracetic acid, m-chloroperbenzoic acid, benzoyl peroxide, and the like
- inorganic peroxides ozone, hydrogen peroxide, calcium peroxide, and the like.
- hydrogen peroxide and acetic acid are preferable, and hydrogen peroxide is particularly preferable.
- the peroxide may be added at one time or separately during the previous step of the production process (the step of bonding a silane coupling agent having a functional group that can be chemically converted into a sulfonic acid group to the metal oxide sol).
- the amount of the peroxide to be used is 200 to 5000 mol%, preferably 300 to 5000 mol%, more preferably 500 to 5000 mol% with respect to the silane coupling agent having a functional group that can be converted into a sulfonic acid group.
- the temperature at the time of adding a peroxide is not limited, Normal temperature (about 20 degreeC) is preferable.
- reaction temperature is not limited, the boiling point is preferable at normal temperature (about 20 ° C).
- reaction time is not limited, 10 minutes-48 hours are preferable, and 6 hours-24 hours are especially preferable.
- reaction solution After converting the functional group to a sulfonic acid group, the reaction solution is neutralized with a base if necessary.
- Examples of the base include hydroxides (lithium hydroxide, sodium hydroxide, potassium hydroxide, cesium hydroxide, magnesium hydroxide, calcium hydroxide, and the like), acetates (such as lithium acetate, sodium acetate, potassium acetate and silver acetate), metal oxides (such as silver oxide), Ammonia, trimethylamine, triethylamine, tetramethylammonium hydrooxide, tetraethylammonium hydrooxide, etc. are mentioned.
- the base to be added may be added as it is, or may be added after dilution with a solvent (for example, water).
- a solvent for example, water
- the modified metal oxide sol of the present invention is a modified metal oxide sol modified with a hydrolyzate of a surfactant silane coupling agent, a hydrolyzate of a surfactant silane coupling agent, or a hydrolyzate of a surfactant silane coupling agent and a surfactant silane coupling agent.
- a mixture with a modified metal oxide sol modified with a hydrolyzate and / or a condensate hereinafter collectively referred to as "surface-active silane coupling agent hydrolyzate" and S-containing functional group modified metal oxide sol It can obtain by mixing in a state.
- Examples of the solvent used may include ether solvents (such as tetrahydrofuran, dioxane and 1,2-dimethoxyethane), aromatic hydrocarbons (toluene, xylene, etc.), ketone solvents (acetone, methyl ethyl ketone, methyl isobutyl ketone, etc.). ) And an aprotic solvent (N, N-dimethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone, etc.), etc. are mentioned.
- ether solvents such as tetrahydrofuran, dioxane and 1,2-dimethoxyethane
- aromatic hydrocarbons toluene, xylene, etc.
- ketone solvents acetone, methyl ethyl ketone, methyl isobutyl ketone, etc.
- an aprotic solvent N, N-dimethylformamide, N, N-dimethylacetamide
- the order at the time of mixing is not specifically limited.
- the surfactant silane coupling agent hydrolyzate may be added to the S-containing functional group-modified metal oxide sol or vice versa.
- hydrolyzate of the surfactant silane coupling agent and the S-containing functional group-modified metal oxide sol may be added at one time, either one may be added separately, or may be added by dropwise addition.
- the temperature at the time of mixing is not specifically limited as long as it is between the reflux temperature of the solvent used from room temperature.
- the reflux time is 1 to 48 hours, preferably 4 to 24 hours.
- the mixing ratio of the hydrolyzate of the surfactant silane coupling agent to the S-containing functional group-modified metal oxide sol is 1 to 1000% by weight of the solid of the hydrolyzate of the surfactant-based functional group-modified metal oxide sol, Preferably it is 10-100 weight%.
- the modified metal oxide sol of the present invention may further contain at least one silicon compound of formula (3).
- X is a linear or branched alkyl group having 1 to 20 carbon atoms, vinyl group, thiol group, amino group, chlorine atom, acryl group, methacryl group, alkyl ester group, styryl group, phenyl group, imidazolyl group, glycidoxy group Is a functional group selected from the group consisting of 3,4-epoxycyclohexyl group and blocked isocyanate group, R 4 is an alkylene group having 1 to 5 carbon atoms, m is 0 or 1, and Y is the same or different carbon number 1 The alkoxy group or hydroxyl group of -4, n represents 0 or 1.
- the modified metal oxide sol containing the silicon-based compound of formula (3) is obtained by the following method.
- the silicon compound is usually condensed with the silanol of the metal oxide sol.
- the silicon-based compound of the formula (3) is added to the modified metal oxide sol solution containing the S-containing functional group-modified metal oxide sol solution or the surface-active silane coupling agent hydrolyzate and the S-containing functional group-modified metal oxide sol, and the metal oxide It can obtain by condensation reaction with the hydroxyl group (for example, silanol) of a sol.
- the hydroxyl group for example, silanol
- CH 2 CHSi (OCH 3 ) 3
- CH 2 C (CH 3 ) COOCH 2 CH 2 CH 2 Si (OCH 3 ) 3
- the addition amount of the silicon-based compound of formula (3) is modified by the hydrolyzate and S-containing functional group of the modified metal oxide sol, the S-containing functional group modified metal oxide sol, and the surfactant-based silane coupling agent.
- the total amount of the metal oxide sol used in the synthesis of the modified metal oxide sol (hereinafter referred to as "raw metal oxide sol") is usually 0.01 to 5.0 mmol, preferably 0.01 to 3.0 mmol.
- the characteristic for example, dispersibility, adhesiveness with respect to a board
- the film formability is also good.
- the temperature at the time of adding the silicon type compound of Formula (3) is not limited, A boiling point is preferable at room temperature.
- reaction temperature is not limited, the boiling point is preferable at room temperature.
- reaction time is not limited, 2-48 hours are preferable, and 8-24 hours are especially preferable.
- the silane coupling agent having a functional group that can be chemically converted to a sulfonic acid group and the silicon compound of formula (3) are reacted with a metal oxide sol simultaneously. It can also be converted to a sulfonic acid group by reacting with a peroxide.
- the modified metal oxide sol of the present invention may further contain a metal alkoxide, metal chelate and / or oligomer thereof.
- Metal alkoxides and metal chelates are represented by the following formulas (4) and (5).
- M is silicon, titanium or zirconium
- R 5 is an alkyl group, preferably a lower alkyl group of 1 to 8 carbon atoms, more preferably a lower alkyl group of 1 to 4 carbon atoms.
- R ⁇ 5> a methyl group, an ethyl group, a propyl group, isopropyl group, a butyl group, a pentyl group, a hexyl group, etc. are mentioned.
- R ⁇ 6> is (beta) -diketone group, Specifically, the (beta) -acetylacetonate group etc. are mentioned.
- the metal alkoxide, the metal chelate and / or the oligomer thereof are usually condensed with a hydroxyl group (for example, silanol) of the metal oxide sol.
- the modified metal oxide sol solution of the present invention comprises a metal alkoxide or a metal chelate in a modified metal oxide sol solution containing an S-containing functional group-modified metal oxide sol solution or an active silane coupling agent hydrolyzate and an S-containing functional group-modified metal oxide sol. It is obtained by adding the oligomer and condensation reaction with the silanol of the metal oxide sol.
- metal alkoxide oligomer examples include methyl silicate and ethyl silicate of COLCOAT CO., Ltd., such as ATORON (NSi-500) of NIPPON SODA CO., LTD., ORGATIX TC-130, ORGATIX PC of Matsumoto Fine Chemical Co., Ltd. -200, ORGATIX PC-250, ORGATIX PC-601, ORGATIX PC-620, and the like.
- the addition amount of the metal alkoxide, the metal chelate and / or the oligomer thereof is usually 0.1 to 500% by weight, preferably 0.5 to 200% by weight, more preferably 1.0 to 100% by weight based on the raw material metal oxide sol.
- the characteristic for example, dispersibility, hardening characteristic, etc.
- the characteristic which a metal alkoxide, a metal chelate, and / or its oligomer has can be exhibited further, and also film formation and durability become favorable.
- the temperature at the time of adding a metal alkoxide, a metal chelate, and / or its oligomer is not limited, A boiling point is preferable at room temperature.
- reaction temperature is not limited, the boiling point is preferable at room temperature.
- reaction time is not limited, 2-48 hours are preferable, and 8-24 hours are especially preferable.
- a metal salt or a base may be added to promote curing.
- metal salts include hydroxides (lithium hydroxide, sodium hydroxide, potassium hydroxide, cesium hydroxide, magnesium hydroxide, calcium hydroxide, etc.), acetates (such as lithium acetate, sodium acetate, potassium acetate, silver acetate, etc.), nitrates (calcium nitrate, barium nitrate, etc.). And metal oxides (such as silver oxide).
- Examples of the base include ammonia, trimethylamine, triethylamine, tetramethylammonium hydrooxide, tetraethylammonium hydrooxide and the like.
- the addition amount of the metal salt or the base is usually 0.01 to 500% by weight, preferably 0.05 to 200% by weight, and more preferably 1.0 to 100% by weight based on the modified metal oxide sol.
- the modified metal oxide sol of the present invention may further contain a compound having a plurality of hydroxyl groups, amino groups, epoxy groups, carboxy groups, thiol groups, blocked isocyanate groups and the like.
- Examples of the compound include polyethylene glycol, polytetramethylene glycol, polyester diol, polycarbonate diol, polycaprolactone diol, bisphenol A-epichlorohydrin resin, epoxy novolac resin, alicyclic epoxy resin, brominated epoxy Resins, aliphatic epoxy resins, polyfunctional epoxy resins, polyethyleneimine, pentaerythritol tetrakis (3-mercaptobutyrate), 1,12-dodecanoic acid, ⁇ -caprolactam, methylethylketooxime and 3,5-dimethyl Isophorone diisocyanate, 4,4'- dicyclohexyl methane diisocyanate, hexamethylene diisocyanate, toluene diisocyanate etc. which were blocked by the pyrazole group are mentioned.
- the modified metal oxide sol of the present invention can be used as an antifogging agent by containing it in a solvent.
- the solvent is not limited as long as it does not react with the modified metal oxide sol of the present invention and dissolves and / or disperses them.
- an ether solvent tetrahydrofuran, dioxane, etc.
- an alcohol solvent methyl alcohol, Ethyl alcohol, n-propyl alcohol, iso-propyl alcohol, n-butyl alcohol, etc.
- ketone solvents acetone, methyl ethyl ketone, methyl isobutyl ketone, etc.
- aprotic solvents N, N-dimethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, etc.
- the modified metal oxide sol of the present invention can be used as an antifogging coating composition by containing it in a coating liquid.
- the coating liquid examples include a hard coating agent, an antireflective coating agent, an infrared absorption coating agent, a gas barrier coating agent, an antistatic coating agent, and an ultraviolet absorption coating agent.
- the antifogging coating composition of the present invention may further contain a diluting solvent in order to improve workability (handling and coating properties, etc.).
- the dilution solvent is not limited as long as it does not react with the modified metal oxide sol of the present invention and dissolves and / or disperses them.
- ether solvents tetrahydrofuran, dioxane, etc.
- alcohol solvents methyl alcohol
- Ethyl alcohol n-propyl alcohol
- iso-propyl alcohol n-butyl alcohol, etc.
- ketone solvents acetone, methyl ethyl ketone, methyl isobutyl ketone, etc.
- aprotic solvents N, N-dimethylformamide
- N, N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide and the like water.
- the content of the dilution solvent is, for example, 0.01% by weight to 15% by weight (preferably 0.05 to 10% by weight, particularly preferably) of the modified metal oxide sol of the present invention relative to the total solvent. 0.1 to 7.5% by weight).
- the antifogging coating composition of the present invention may further contain a surfactant in order to improve workability (wetting with the substrate, etc.).
- Typical surfactants include hydrocarbon-based surfactants and fluorine-based surfactants (anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants). Of these, fluorine-based surfactants that exhibit an effect with a small amount of addition are preferred.
- fluorine-based surfactant examples include FTERGENT (trade name) of Neos Corporation.
- the coating composition of the present invention is glass, plastic (polymethyl methacrylate, polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, ABS, polycarbonate, polystyrene, epoxy, unsaturated polyester, melamine, diallyl phthalate, poly Mead, urethane, nylon, polyethylene, polypropylene, polyvinyl chloride, polybutadiene, polyisoprene, SBR, nitrile rubber, EPM, EPDM, epichlorohydrin rubber, neoprene rubber, polysulfide degree and butyl rubber, etc.
- Substrates, sheets, films such as iron, aluminum, stainless steel, titanium, copper, brass and alloys thereof), cellulose, cellulose derivatives, cellulose analogs (such as chitin, chitosan and porphyran) or natural fibers (such as silk and cotton) And antifogging of fibers.
- surface activation treatment (method of making surface energy of a substrate surface high), such as a primer treatment, a plasma treatment, an ultraviolet treatment, or a corona discharge treatment, can be used.
- the coating liquid which consists of a coating composition of this invention
- dip coating, spin coating, flow coating, spray coating, etc. are mentioned.
- the coating liquid is applied by the coating method or the like, dried, and then treated by a material (catalyst, for example, basic material: ammonia gas, etc.) which promotes dehydration condensation for curing the resulting coating film. Physical properties and chemical properties may be improved.
- a material for example, basic material: ammonia gas, etc.
- dehydration condensation may be performed by heat treatment to cure, and the mechanical and chemical properties of the coating film may be improved.
- the silicon compound of Formula (3) when it has polymerizability other than dehydration condensation, such as radical polymerization, cationic polymerization, and en thiol reaction, it can dehydrate-condense after superposing
- the polymerization may be carried out simultaneously with the dehydration condensation. Examples of the light include ultraviolet rays and visible light.
- produces a base or an acid by light or heat can also be used.
- an initiator that generates radicals by light or heat can also be used.
- Examples of the initiator by the light include 1-hydroxycyclohexyl-phenyl-ketone (IRGACURE 184), 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1 (IRGACURE 369), Eutectic mixture of 1-hydroxycyclohexyl-phenyl-ketone (IRGACURE 184) with benzophenone (IRGACURE 500), 2,2-dimethoxy-1,2-diphenylethan-1-one (IRGACURE 651), Bis ( ⁇ 5 -2,4-cyclopentadien-1-yl) -bis (2,6-difluoro-3- (1H-pyrrol-1-yl) -phenyl) titanium (IRGACURE 784), bis ( 2,4,6-trimethylbenzoyl) -phenylphosphine oxide (IRGACURE 819), 2-methyl-1 [4- (methylthio) phenyl] -2-morpholinopropan-1-one (IRGAC
- thermal initiators examples include ⁇ , ⁇ '-azobisisobutyronitrile, 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), and 2,2'-azobis (2,4 Dimethylvaleronitrile), dimethyl 2,2'-azobis (2-methylpropionate), 2,2'-azobis (methylbutyronitrile), 1,1'-azobis (cyclohexane-1- Carbonitrile), 2,2'-azobis [N- (2-propenyl) -2-methylpropionamide], 1-[(1-cyano-1-methylethyl) azo] formamide, 2,2 Azo initiators such as' -azobis (N-butyl-2-methylpropionamide) and 2,2'-azobis (N-cyclohexyl-2-methylpropionamide), tert-butylperoxy-2-ethyl Hexanoate, tert-hexylperoxy-2-ethyl hexanoate, 1, 1, 3, 3-
- These catalysts may be coated after addition to the coating liquid, and after film formation, a solution in which the catalyst is dissolved may be exposed under a spray or catalyst atmosphere.
- heat processing temperature is 60-250 degreeC normally, Preferably it is 80-225 degreeC, Especially preferably, it is 80-200 degreeC.
- the time for heat treatment is usually 0.05 to 48 hours, preferably 0.1 to 48 hours, and particularly preferably 0.5 to 36 hours.
- the heat treatment temperature is the temperature at room temperature
- the heat treatment time is the same as the time.
- the intensity of the light to irradiate is 100-3000 mJ normally, Preferably it is 500-2000 mJ, Especially preferably, it is 750-2000 mJ.
- the heat processing temperature is 60-250 degreeC normally, Preferably it is 80-225 degreeC, Especially preferably, it is 100-200 degreeC.
- (1) 4.0 g of the surfactant silane coupling agent obtained in (1) of Example 3 was dissolved in 33.5 g of ethanol, followed by organosilicazole (NISSAN CHEMICAL INDUSTRIES, LTD., 30% isopropanol solution, IPA-ST) 6.0 g and 6.5 g of water, followed by heating under reflux for 24 hours to include silica sol modified with ethylene oxide adduct of dodecyl alcohol (the ethylene oxide adduct of dodecyl alcohol per 1 g of silica sol, about 2.78 mmol bond). 50.0 g of an ethanol solution was obtained.
- the anti-fogging agent of the present invention is obtained by dissolving 2.5 g of the ethanol solution obtained in (2), 2.5 g of the ethanol solution obtained in (3), and 5.0 g of the ethanol solution obtained in (4) in 40.0 g of ethanol and refluxing overnight. 50.0 g of an ethanol solution containing the agent was obtained.
- the antifogging agent obtained in Comparative Example 1 and Examples 1-8 was modified as follows, the surface of a predetermined
- the modified metal oxide sol of the present invention has a high antifogging effect on glass, plastic, etc.
- antifogging (antifogging) effect of glass, spectacle lenses, optical lenses, mirrors, etc. is large, and coating is possible at low cost.
- it is suitable as a hydrophilic agent, an antistatic agent, a hydrophilic coating composition, an antibacterial agent, an electroconductive, and an ionic (proton) conductive material.
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Abstract
Description
Claims (6)
- 계면활성 실란 커플링제의 가수분해물, 계면활성 실란 커플링제의 가수분해물로 변형된 변형 금속산화물졸, 또는, 계면활성 실란 커플링제의 가수분해물과 계면활성 실란 커플링제의 가수분해물로 변형된 변형 금속산화물졸과의 혼합물 및/또는 축합물과,황(S) 함유 작용기로 변형된 변형 금속산화물졸(이하, 「S 함유 작용기 변형 금속산화물졸」이라고 한다)의 혼합물 및/또는 축합물을 주성분으로 포함하는 변형 금속산화물졸로써,상기 계면활성 실란 커플링제는 하기 식(1)의 화합물과, 식(1) 중의 활성수소와 반응 가능한 작용기를 가지는 실란 커플링제의 반응생성물이고,상기 S 함유 작용기 변형 금속산화물졸은 하기 식(2)의 작용기로 금속산화물졸 1g당 0.5mmol 이상 변형된 변형 금속산화물졸인 것을 특징으로 하는 변형 금속산화물졸:R1-X-(CH2CH2O)n-Y (1)상기 식에서, R1은 탄소수 1~20의 알킬기(해당 알킬기는 벤젠환 및 이중결합을 포함할 수도 있다), X는 -O-, -COO- 혹은 -CONH-이고, n은 1~30의 자연수이고, Y는 수소원자 또는 -CH2COOH를 나타내고,MOS(=O)2-R2-Si(CH3)n(-O-)3-n (2)상기 식에서, M은 수소 이온, 탄소수 1~4의 알킬기, 금속이온 또는 암모늄(NR3 4)기이고, R2는 탄소수 1~10의 알킬렌기(본 알킬렌쇄 중에, 우레탄 결합 또는 우레아 결합을 함유할 수도 있다.)이고, R3은 동일 또는 서로 다를 수 있는 탄소수 1~5의 알킬기 또는 수소원자이고, n은 0 또는 1을 나타낸다.
- 제 1 항에 기재된 변형 금속산화물졸이 추가로, 하기 식(3)의 규소계 화합물을 적어도 1종 함유하는 것을 특징으로 하는 변형 금속산화물졸:X-(R4)m-Si(CH3)n(-Y)3-n (3)상기 식에서, X는 탄소수 1~20의 직쇄 또는 분지 알킬기, 비닐기, 티올기, 아미노기, 염소원자, 아크릴기, 메타아크릴기, 스티릴기, 페닐기, 글리시독시기, 3,4-에폭시사이클로헥실기 및 블록화 이소시아네이트기로 이루어지는 그룹에서 선택되는 작용기이고, R4은 탄소수 1~5의 알킬렌기이고, m은 0 또는 1이고, Y는 동일 또는 서로 다를 수 있는 탄소수 1~4의 알콕시기 또는 수산기, n은 0 또는 1을 나타낸다.
- 제 1 항 내지 제 2 항에 있어서, 상기 금속산화물졸이 오가노실리카졸인 것을 특징으로 하는 변형 금속산화물졸.
- 제 1 항 내지 제 3 항 중 어느 한 항에 기재된 변형 금속산화물졸을 함유하는 것을 특징으로 하는 방담제.
- 제 1 항 내지 제 4 항 중 어느 한 항에 기재된 변형 금속산화물졸을 함유하는 것을 특징으로 하는 방담성 코팅 조성물.
- 제 5 항에 기재된 방담성 코팅 조성물을 코팅후 경화시켜서 수득되는 것을 특징으로 하는 구조체.
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001131445A (ja) * | 1999-10-29 | 2001-05-15 | Mitsubishi Rayon Co Ltd | 塗膜用樹脂組成物及び塗膜付き樹脂成形品 |
CN1536032A (zh) * | 2003-04-07 | 2004-10-13 | 章浩龙 | 一种纳米二氧化硅乳液及其制造方法和用途 |
KR20100067647A (ko) * | 2007-10-05 | 2010-06-21 | 하리마 카세이 가부시키가이샤 | 친수성 피복제, 친수성 피막 및 친수성 기재 |
JP2012007037A (ja) * | 2010-06-23 | 2012-01-12 | Shin-Etsu Chemical Co Ltd | 防曇剤組成物 |
JP5750436B2 (ja) * | 2010-05-14 | 2015-07-22 | 株式会社Kri | 修飾金属酸化物ゾル |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5334503A (en) | 1976-09-10 | 1978-03-31 | Toshiba Corp | Record player |
JPS5750436A (en) | 1980-09-12 | 1982-03-24 | Fujitsu Ltd | Manufacture of semiconductor device |
US5873931A (en) | 1992-10-06 | 1999-02-23 | Minnesota Mining And Manufacturing Company | Coating composition having anti-reflective and anti-fogging properties |
US5753373A (en) | 1995-12-21 | 1998-05-19 | Minnesota Mining And Manufacturing Company | Coating composition having anti-reflective and anti-fogging properties |
JPH11100234A (ja) * | 1996-12-09 | 1999-04-13 | Nippon Sheet Glass Co Ltd | 防曇物品及びその製造方法 |
JP3424533B2 (ja) * | 1997-11-25 | 2003-07-07 | 松下電工株式会社 | 親水性無機塗料とそれを用いた親水性塗装品 |
JP2000239607A (ja) * | 1999-02-17 | 2000-09-05 | Mitsubishi Materials Corp | 親水性被膜形成用コーティング液 |
JP2006016578A (ja) | 2004-07-05 | 2006-01-19 | Toho Chem Ind Co Ltd | 防曇塗料組成物 |
EP1630209A1 (en) * | 2004-08-10 | 2006-03-01 | DSM IP Assets B.V. | Coating composition, coating and object coated with the coating composition |
CN101338082A (zh) * | 2007-07-06 | 2009-01-07 | 安集微电子(上海)有限公司 | 改性二氧化硅溶胶及其制备方法和应用 |
JP2011153164A (ja) | 2010-01-25 | 2011-08-11 | Central Glass Co Ltd | 耐熱性防曇膜及びその形成方法並びに耐熱性防曇膜形成用塗布剤 |
CN103468213B (zh) * | 2013-08-28 | 2016-04-27 | 奇瑞汽车股份有限公司 | 一种防雾组成物及防雾汽车玻璃制备方法 |
CN103555114B (zh) * | 2013-10-25 | 2017-05-10 | 广州慧谷化学有限公司 | 一种用于空调平行流热交换器亲水化处理的涂料组合物 |
CN103725052B (zh) * | 2014-01-10 | 2016-02-03 | 江门四方威凯精细化工有限公司 | 一种水性瓷膜涂料及其制备方法 |
CN104087056B (zh) * | 2014-06-26 | 2017-01-25 | 杭州博创纳米材料有限公司 | 一种有机硅改性亲水性活性剂及其应用 |
CN104725640A (zh) * | 2015-03-27 | 2015-06-24 | 吉林大学 | 亲水改性硅溶胶及其在制备亲水防雾耐磨涂料中的应用 |
CN104761153A (zh) * | 2015-04-07 | 2015-07-08 | 泉州三欣新材料科技有限公司 | 一种玻璃用超亲水防雾涂料及其制备方法 |
-
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001131445A (ja) * | 1999-10-29 | 2001-05-15 | Mitsubishi Rayon Co Ltd | 塗膜用樹脂組成物及び塗膜付き樹脂成形品 |
CN1536032A (zh) * | 2003-04-07 | 2004-10-13 | 章浩龙 | 一种纳米二氧化硅乳液及其制造方法和用途 |
KR20100067647A (ko) * | 2007-10-05 | 2010-06-21 | 하리마 카세이 가부시키가이샤 | 친수성 피복제, 친수성 피막 및 친수성 기재 |
JP5750436B2 (ja) * | 2010-05-14 | 2015-07-22 | 株式会社Kri | 修飾金属酸化物ゾル |
JP2012007037A (ja) * | 2010-06-23 | 2012-01-12 | Shin-Etsu Chemical Co Ltd | 防曇剤組成物 |
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