JPS6336646B2 - - Google Patents
Info
- Publication number
- JPS6336646B2 JPS6336646B2 JP57137597A JP13759782A JPS6336646B2 JP S6336646 B2 JPS6336646 B2 JP S6336646B2 JP 57137597 A JP57137597 A JP 57137597A JP 13759782 A JP13759782 A JP 13759782A JP S6336646 B2 JPS6336646 B2 JP S6336646B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- general formula
- methacrylate
- contact lens
- oxygen
- 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.)
- Expired
Links
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 29
- 239000001301 oxygen Substances 0.000 claims description 29
- 229910052760 oxygen Inorganic materials 0.000 claims description 29
- 239000000178 monomer Substances 0.000 claims description 21
- 229920001577 copolymer Polymers 0.000 claims description 19
- -1 tris(trimethylsiloxy)silyl Chemical group 0.000 claims description 15
- 238000007334 copolymerization reaction Methods 0.000 claims description 10
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000005375 organosiloxane group Chemical group 0.000 claims description 8
- 125000005907 alkyl ester group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- 150000001282 organosilanes Chemical class 0.000 claims description 6
- 125000001153 fluoro group Chemical group F* 0.000 claims description 5
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 5
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 description 17
- 230000035699 permeability Effects 0.000 description 17
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000005259 measurement Methods 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- BESKSSIEODQWBP-UHFFFAOYSA-N 3-tris(trimethylsilyloxy)silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C BESKSSIEODQWBP-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- FMQPBWHSNCRVQJ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-yl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C(F)(F)F)C(F)(F)F FMQPBWHSNCRVQJ-UHFFFAOYSA-N 0.000 description 2
- CLISWDZSTWQFNX-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)(F)F CLISWDZSTWQFNX-UHFFFAOYSA-N 0.000 description 2
- RSVZYSKAPMBSMY-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)F RSVZYSKAPMBSMY-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- NWBTXZPDTSKZJU-UHFFFAOYSA-N 3-[dimethyl(trimethylsilyloxy)silyl]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](C)(C)O[Si](C)(C)C NWBTXZPDTSKZJU-UHFFFAOYSA-N 0.000 description 2
- RYRQMYPWGQPFSJ-UHFFFAOYSA-N 3-bis(trimethylsilyloxy)silylbutyl 2-methylprop-2-enoate Chemical compound C(C(=C)C)(=O)OCCC([SiH](O[Si](C)(C)C)O[Si](C)(C)C)C RYRQMYPWGQPFSJ-UHFFFAOYSA-N 0.000 description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical group CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 2
- 238000005498 polishing Methods 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 239000007870 radical polymerization initiator Substances 0.000 description 2
- 125000005401 siloxanyl group Chemical group 0.000 description 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 2
- MNSWITGNWZSAMC-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-yl prop-2-enoate Chemical compound FC(F)(F)C(C(F)(F)F)OC(=O)C=C MNSWITGNWZSAMC-UHFFFAOYSA-N 0.000 description 1
- VBHXIMACZBQHPX-UHFFFAOYSA-N 2,2,2-trifluoroethyl prop-2-enoate Chemical compound FC(F)(F)COC(=O)C=C VBHXIMACZBQHPX-UHFFFAOYSA-N 0.000 description 1
- JDVGNKIUXZQTFD-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropyl prop-2-enoate Chemical compound FC(F)(F)C(F)(F)COC(=O)C=C JDVGNKIUXZQTFD-UHFFFAOYSA-N 0.000 description 1
- YJKHMSPWWGBKTN-UHFFFAOYSA-N 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)F YJKHMSPWWGBKTN-UHFFFAOYSA-N 0.000 description 1
- QJEJDNMGOWJONG-UHFFFAOYSA-N 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl prop-2-enoate Chemical compound FC(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)COC(=O)C=C QJEJDNMGOWJONG-UHFFFAOYSA-N 0.000 description 1
- ZNJXRXXJPIFFAO-UHFFFAOYSA-N 2,2,3,3,4,4,5,5-octafluoropentyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)(F)C(F)(F)C(F)F ZNJXRXXJPIFFAO-UHFFFAOYSA-N 0.000 description 1
- WISUNKZXQSKYMR-UHFFFAOYSA-N 2,2,3,3,4,4,5,5-octafluoropentyl prop-2-enoate Chemical compound FC(F)C(F)(F)C(F)(F)C(F)(F)COC(=O)C=C WISUNKZXQSKYMR-UHFFFAOYSA-N 0.000 description 1
- VHJHZYSXJKREEE-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropyl prop-2-enoate Chemical compound FC(F)C(F)(F)COC(=O)C=C VHJHZYSXJKREEE-UHFFFAOYSA-N 0.000 description 1
- DFVPUWGVOPDJTC-UHFFFAOYSA-N 2,2,3,4,4,4-hexafluorobutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)C(F)(F)F DFVPUWGVOPDJTC-UHFFFAOYSA-N 0.000 description 1
- LMVLEDTVXAGBJV-UHFFFAOYSA-N 2,2,3,4,4,4-hexafluorobutyl prop-2-enoate Chemical compound FC(F)(F)C(F)C(F)(F)COC(=O)C=C LMVLEDTVXAGBJV-UHFFFAOYSA-N 0.000 description 1
- TZJQCUDHKUWEFU-UHFFFAOYSA-N 2,2-dimethylpentanenitrile Chemical compound CCCC(C)(C)C#N TZJQCUDHKUWEFU-UHFFFAOYSA-N 0.000 description 1
- OOHZIRUJZFRULE-UHFFFAOYSA-N 2,2-dimethylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(C)C OOHZIRUJZFRULE-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- FSVQAZDYQRQQKH-UHFFFAOYSA-N 2-methylbutan-2-yl prop-2-enoate Chemical compound CCC(C)(C)OC(=O)C=C FSVQAZDYQRQQKH-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- CYUKUKUTZNHIBX-UHFFFAOYSA-N 3-[dimethyl(trimethylsilyloxy)silyl]propyl prop-2-enoate Chemical compound C[Si](C)(C)O[Si](C)(C)CCCOC(=O)C=C CYUKUKUTZNHIBX-UHFFFAOYSA-N 0.000 description 1
- FJPDECMXXGYFNJ-UHFFFAOYSA-N 3-bis(trimethylsilyloxy)silylbutyl prop-2-enoate Chemical compound C(C=C)(=O)OCCC([SiH](O[Si](C)(C)C)O[Si](C)(C)C)C FJPDECMXXGYFNJ-UHFFFAOYSA-N 0.000 description 1
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 1
- YFICSDVNKFLZRQ-UHFFFAOYSA-N 3-trimethylsilylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](C)(C)C YFICSDVNKFLZRQ-UHFFFAOYSA-N 0.000 description 1
- IQGSOFGPPDPEQW-UHFFFAOYSA-N 3-trimethylsilylpropyl prop-2-enoate Chemical compound C[Si](C)(C)CCCOC(=O)C=C IQGSOFGPPDPEQW-UHFFFAOYSA-N 0.000 description 1
- PPBAWVJOPQUAMY-UHFFFAOYSA-N 3-tris(trimethylsilyloxy)silylpropyl prop-2-enoate Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)CCCOC(=O)C=C PPBAWVJOPQUAMY-UHFFFAOYSA-N 0.000 description 1
- GUFKIXXGBFDAEK-UHFFFAOYSA-N 3-tris[[methyl-bis(trimethylsilyloxy)silyl]oxy]silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](O[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C)(O[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C GUFKIXXGBFDAEK-UHFFFAOYSA-N 0.000 description 1
- UGXNQRLVNTUILQ-UHFFFAOYSA-N 3-tris[[methyl-bis(trimethylsilyloxy)silyl]oxy]silylpropyl prop-2-enoate Chemical compound C[Si](C)(C)O[Si](C)(O[Si](C)(C)C)O[Si](O[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C)(O[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C)CCCOC(=O)C=C UGXNQRLVNTUILQ-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 235000002673 Dioscorea communis Nutrition 0.000 description 1
- 241000544230 Dioscorea communis Species 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 229920002527 Glycogen Polymers 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 208000035753 Periorbital contusion Diseases 0.000 description 1
- 229910018557 Si O Inorganic materials 0.000 description 1
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical compound CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- GEEFZQNSLKHSGB-UHFFFAOYSA-N [1,2-dihydroxy-6-[methyl(trimethylsilyloxy)silyl]-3-(2-trimethylsilylethyl)hexan-3-yl] 2-methylprop-2-enoate Chemical compound C(C(=C)C)(=O)OC(C(O)CO)(CCC[SiH](O[Si](C)(C)C)C)CC[Si](C)(C)C GEEFZQNSLKHSGB-UHFFFAOYSA-N 0.000 description 1
- QZJCJELVCQIEKU-UHFFFAOYSA-N [1,2-dihydroxy-6-[methyl(trimethylsilyloxy)silyl]-3-(2-trimethylsilylethyl)hexan-3-yl] prop-2-enoate Chemical compound C(C=C)(=O)OC(C(O)CO)(CCC[SiH](O[Si](C)(C)C)C)CC[Si](C)(C)C QZJCJELVCQIEKU-UHFFFAOYSA-N 0.000 description 1
- YHWWSHOMCLPMQZ-UHFFFAOYSA-N [1,2-dihydroxy-6-tris(trimethylsilyloxy)silylhexan-3-yl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C(O)CO)CCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C YHWWSHOMCLPMQZ-UHFFFAOYSA-N 0.000 description 1
- BGSLCVUPXOVNLH-UHFFFAOYSA-N [1,2-dihydroxy-6-tris(trimethylsilyloxy)silylhexan-3-yl] prop-2-enoate Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)CCCC(C(O)CO)OC(=O)C=C BGSLCVUPXOVNLH-UHFFFAOYSA-N 0.000 description 1
- FAQPSTUYBXJPBF-UHFFFAOYSA-N [2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(C(F)(F)F)C(F)C(F)(C(F)(F)F)C(F)(F)F FAQPSTUYBXJPBF-UHFFFAOYSA-N 0.000 description 1
- SFDDRWJEFXXQOM-UHFFFAOYSA-N [2,6-dimethyl-5-propan-2-yl-5-(4,4,8,8-tetramethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocan-2-yl)heptan-3-yl] 2-methylprop-2-enoate Chemical compound C(C(=C)C)(=O)OC(CC([SiH]1O[Si](O[SiH2]O[Si](O1)(C)C)(C)C)(C(C)C)C(C)C)C(C)C SFDDRWJEFXXQOM-UHFFFAOYSA-N 0.000 description 1
- QIBAATKHJHFZRV-UHFFFAOYSA-N [2,6-dimethyl-5-propan-2-yl-5-(4,4,8,8-tetramethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocan-2-yl)heptan-3-yl] prop-2-enoate Chemical compound C(C=C)(=O)OC(CC([SiH]1O[Si](O[SiH2]O[Si](O1)(C)C)(C)C)(C(C)C)C(C)C)C(C)C QIBAATKHJHFZRV-UHFFFAOYSA-N 0.000 description 1
- OJKYEECENSLPSY-UHFFFAOYSA-N [3-bis(trimethylsilyloxy)silyl-3-[methyl-bis(trimethylsilyloxy)silyl]oxypropyl] 2-methylprop-2-enoate Chemical compound C(C(=C)C)(=O)OCCC([SiH](O[Si](C)(C)C)O[Si](C)(C)C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C OJKYEECENSLPSY-UHFFFAOYSA-N 0.000 description 1
- FFNPVILVIKZIEX-UHFFFAOYSA-N [3-bis(trimethylsilyloxy)silyl-3-[methyl-bis(trimethylsilyloxy)silyl]oxypropyl] prop-2-enoate Chemical compound C(C=C)(=O)OCCC([SiH](O[Si](C)(C)C)O[Si](C)(C)C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C FFNPVILVIKZIEX-UHFFFAOYSA-N 0.000 description 1
- WNVNMSONKCMAPU-UHFFFAOYSA-N [4,4,5,5,6,6,7,7,8,8,9,9,10,11,11,11-hexadecafluoro-2-hydroxy-10-(trifluoromethyl)undecyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(C(F)(F)F)C(F)(F)F WNVNMSONKCMAPU-UHFFFAOYSA-N 0.000 description 1
- RPDBRTLKDYJCCE-UHFFFAOYSA-N [4,4,5,5,6,6,7,7,8,9,9,9-dodecafluoro-2-hydroxy-8-(trifluoromethyl)nonyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(C(F)(F)F)C(F)(F)F RPDBRTLKDYJCCE-UHFFFAOYSA-N 0.000 description 1
- LEAPLXCRUNAADY-UHFFFAOYSA-N [4,4,5,5,6,6,7,7,8,9,9,9-dodecafluoro-2-hydroxy-8-(trifluoromethyl)nonyl] prop-2-enoate Chemical compound C=CC(=O)OCC(O)CC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(C(F)(F)F)C(F)(F)F LEAPLXCRUNAADY-UHFFFAOYSA-N 0.000 description 1
- YHBMENMHRKPHMG-UHFFFAOYSA-N [6-bis(trimethylsilyloxy)silyl-1,2-dihydroxy-3-[methyl-bis(trimethylsilyloxy)silyl]oxyhexan-3-yl] 2-methylprop-2-enoate Chemical compound C(C(=C)C)(=O)OC(C(O)CO)(CCC[SiH](O[Si](C)(C)C)O[Si](C)(C)C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C YHBMENMHRKPHMG-UHFFFAOYSA-N 0.000 description 1
- OQXWQZNWYRDGLX-UHFFFAOYSA-N [6-bis(trimethylsilyloxy)silyl-1,2-dihydroxy-3-[methyl-bis(trimethylsilyloxy)silyl]oxyhexan-3-yl] prop-2-enoate Chemical compound C(C=C)(=O)OC(C(O)CO)(CCC[SiH](O[Si](C)(C)C)O[Si](C)(C)C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C OQXWQZNWYRDGLX-UHFFFAOYSA-N 0.000 description 1
- MTQNFATZKXLGSI-UHFFFAOYSA-N [6-bis(trimethylsilyloxy)silyl-1,2-dihydroxy-3-methylhexan-3-yl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C(O)CO)CCC[SiH](O[Si](C)(C)C)O[Si](C)(C)C MTQNFATZKXLGSI-UHFFFAOYSA-N 0.000 description 1
- YGDJUKOHFTZYQD-UHFFFAOYSA-N [6-bis(trimethylsilyloxy)silyl-1,2-dihydroxy-3-methylhexan-3-yl] prop-2-enoate Chemical compound C(C=C)(=O)OC(C(O)CO)(CCC[SiH](O[Si](C)(C)C)O[Si](C)(C)C)C YGDJUKOHFTZYQD-UHFFFAOYSA-N 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000033115 angiogenesis Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 210000004087 cornea Anatomy 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- ZYMKZMDQUPCXRP-UHFFFAOYSA-N fluoro prop-2-enoate Chemical compound FOC(=O)C=C ZYMKZMDQUPCXRP-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 229940096919 glycogen Drugs 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229920001600 hydrophobic polymer Polymers 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 210000004969 inflammatory cell Anatomy 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 208000030159 metabolic disease Diseases 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 230000004660 morphological change Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- VGOXVARSERTCRY-UHFFFAOYSA-N trimethylsilylmethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC[Si](C)(C)C VGOXVARSERTCRY-UHFFFAOYSA-N 0.000 description 1
- UWAWYGLUQDYLTK-UHFFFAOYSA-N trimethylsilylmethyl prop-2-enoate Chemical compound C[Si](C)(C)COC(=O)C=C UWAWYGLUQDYLTK-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
- G02C7/04—Contact lenses for the eyes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
Landscapes
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Ophthalmology & Optometry (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Eyeglasses (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57137597A JPS5928127A (ja) | 1982-08-07 | 1982-08-07 | 酸素透過性硬質コンタクトレンズ |
| AU10629/83A AU546039B2 (en) | 1982-05-08 | 1983-01-20 | Oxygen permeable hard contact lens |
| CA000420023A CA1184341A (en) | 1982-05-08 | 1983-01-21 | Oxygen permeable hard contact lens |
| US06/459,981 US4433125A (en) | 1982-05-08 | 1983-01-21 | Oxygen permeable hard contact lens |
| DE3348477A DE3348477C2 (de) | 1982-05-08 | 1983-02-08 | Sauerstoffdurchlässige harte Kontaktlinse |
| DE3304089A DE3304089C3 (de) | 1982-05-08 | 1983-02-08 | Sauerstoffdurchlässige harte Kontaktlinse |
| FR8302136A FR2526551B1 (fr) | 1982-05-08 | 1983-02-10 | Lentilles de contact dures permeables a l'oxygene |
| GB08304377A GB2119951B (en) | 1982-05-08 | 1983-02-17 | Oxygen permeable hard contact lens of silicon copolymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57137597A JPS5928127A (ja) | 1982-08-07 | 1982-08-07 | 酸素透過性硬質コンタクトレンズ |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5928127A JPS5928127A (ja) | 1984-02-14 |
| JPS6336646B2 true JPS6336646B2 (ko) | 1988-07-21 |
Family
ID=15202416
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57137597A Granted JPS5928127A (ja) | 1982-05-08 | 1982-08-07 | 酸素透過性硬質コンタクトレンズ |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5928127A (ko) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0211067B1 (en) * | 1985-01-29 | 1991-03-13 | Bausch & Lomb Incorporated | Oxygen-permeable lenses |
| JPS6210616A (ja) * | 1985-07-09 | 1987-01-19 | Seiko Epson Corp | コンタクトレンズ |
| JPS6330819A (ja) * | 1986-07-24 | 1988-02-09 | Toyo Contact Lens Co Ltd | 硬質コンタクトレンズ用材料 |
| JP2539384B2 (ja) * | 1986-08-01 | 1996-10-02 | 株式会社メニコン | ソフトコンタクトレンズ用材料 |
| US5162391A (en) * | 1989-03-10 | 1992-11-10 | Kuraray Co., Ltd. | Oxygen permeable hard contact lens |
| JP4738241B2 (ja) * | 2006-04-20 | 2011-08-03 | 未来工業株式会社 | 給水湯用の管状体固定具 |
| JP2008050620A (ja) * | 2007-10-25 | 2008-03-06 | Daikin Ind Ltd | 化粧品用共重合体 |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5087184A (ko) * | 1973-12-03 | 1975-07-14 | ||
| JPS5233502A (en) * | 1975-09-08 | 1977-03-14 | Ass Peepaa Ind Ltd Ji | Antistatic turntable mat for high fidelity record player |
| JPS5424047A (en) * | 1977-07-25 | 1979-02-23 | Bausch & Lomb | Polysiloxane composition and contact lens |
| JPS5429660A (en) * | 1977-08-08 | 1979-03-05 | Du Pont | Hydrophilic contact lens transparent to oxygen |
| JPS5446614A (en) * | 1977-09-20 | 1979-04-12 | Canon Kk | Printer |
| JPS54115590A (en) * | 1978-02-21 | 1979-09-08 | Bausch & Lomb | Polysiloxane moldings used for living body medical use |
| JPS54118455A (en) * | 1978-02-15 | 1979-09-13 | Polymer Technology Corp | Improved siliconeecontaining contact lens material |
| JPS5639450A (en) * | 1979-06-16 | 1981-04-15 | Bayer Ag | Method and device for monitoring exposure of person to harmful gas |
| JPS5651714A (en) * | 1979-09-13 | 1981-05-09 | Bausch & Lomb | Contact lens produced from polycyclic ester of acrylic acid or methacrylic acid and polymer of polysiloxane |
| JPS5751705A (en) * | 1980-09-13 | 1982-03-26 | Hoya Corp | Oxygen-permeable contact lens material |
-
1982
- 1982-08-07 JP JP57137597A patent/JPS5928127A/ja active Granted
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5087184A (ko) * | 1973-12-03 | 1975-07-14 | ||
| JPS5233502A (en) * | 1975-09-08 | 1977-03-14 | Ass Peepaa Ind Ltd Ji | Antistatic turntable mat for high fidelity record player |
| JPS5424047A (en) * | 1977-07-25 | 1979-02-23 | Bausch & Lomb | Polysiloxane composition and contact lens |
| JPS5429660A (en) * | 1977-08-08 | 1979-03-05 | Du Pont | Hydrophilic contact lens transparent to oxygen |
| JPS5446614A (en) * | 1977-09-20 | 1979-04-12 | Canon Kk | Printer |
| JPS54118455A (en) * | 1978-02-15 | 1979-09-13 | Polymer Technology Corp | Improved siliconeecontaining contact lens material |
| JPS54115590A (en) * | 1978-02-21 | 1979-09-08 | Bausch & Lomb | Polysiloxane moldings used for living body medical use |
| JPS5639450A (en) * | 1979-06-16 | 1981-04-15 | Bayer Ag | Method and device for monitoring exposure of person to harmful gas |
| JPS5651714A (en) * | 1979-09-13 | 1981-05-09 | Bausch & Lomb | Contact lens produced from polycyclic ester of acrylic acid or methacrylic acid and polymer of polysiloxane |
| JPS5751705A (en) * | 1980-09-13 | 1982-03-26 | Hoya Corp | Oxygen-permeable contact lens material |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5928127A (ja) | 1984-02-14 |
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