JPH0117129B2 - - Google Patents
Info
- Publication number
- JPH0117129B2 JPH0117129B2 JP12254085A JP12254085A JPH0117129B2 JP H0117129 B2 JPH0117129 B2 JP H0117129B2 JP 12254085 A JP12254085 A JP 12254085A JP 12254085 A JP12254085 A JP 12254085A JP H0117129 B2 JPH0117129 B2 JP H0117129B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- acid
- groups
- itaconate
- methacrylate
- 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
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 31
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 29
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 22
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 21
- 150000002148 esters Chemical class 0.000 claims description 20
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 150000005846 sugar alcohols Polymers 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000003245 coal Substances 0.000 claims 1
- -1 methoxyethoxyethoxycarbonyl Chemical group 0.000 description 25
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 14
- 125000005375 organosiloxane group Chemical group 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 10
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- ZCYIYBNDJKVCBR-UHFFFAOYSA-N 2-prop-2-enoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCC=C ZCYIYBNDJKVCBR-UHFFFAOYSA-N 0.000 description 8
- 229910052697 platinum Inorganic materials 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 150000005690 diesters Chemical class 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 230000035699 permeability Effects 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000000178 monomer Substances 0.000 description 5
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- WYGWHHGCAGTUCH-ISLYRVAYSA-N V-65 Substances CC(C)CC(C)(C#N)\N=N\C(C)(C#N)CC(C)C WYGWHHGCAGTUCH-ISLYRVAYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- DDJSWKLBKSLAAZ-UHFFFAOYSA-N cyclotetrasiloxane Chemical compound O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1 DDJSWKLBKSLAAZ-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 3
- 239000012044 organic layer Substances 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 239000002861 polymer material Substances 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
- 235000017557 sodium bicarbonate Nutrition 0.000 description 3
- 150000005691 triesters Chemical class 0.000 description 3
- FCBZNZYQLJTCKR-UHFFFAOYSA-N 1-prop-2-enoxyethanol Chemical compound CC(O)OCC=C FCBZNZYQLJTCKR-UHFFFAOYSA-N 0.000 description 2
- 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 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
- SEQXYBQFKAVTTO-UHFFFAOYSA-N 2-(3-trichlorosilylpropoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC[Si](Cl)(Cl)Cl SEQXYBQFKAVTTO-UHFFFAOYSA-N 0.000 description 2
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-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
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 description 2
- HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 238000005903 acid hydrolysis reaction Methods 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 2
- 239000005052 trichlorosilane Substances 0.000 description 2
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 description 2
- 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 1
- 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
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- VDYWHVQKENANGY-UHFFFAOYSA-N 1,3-Butyleneglycol dimethacrylate Chemical compound CC(=C)C(=O)OC(C)CCOC(=O)C(C)=C VDYWHVQKENANGY-UHFFFAOYSA-N 0.000 description 1
- 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 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
- 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 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
- VIEHKBXCWMMOOU-UHFFFAOYSA-N 2,2,3,3,4,4,4-heptafluorobutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)(F)C(F)(F)F VIEHKBXCWMMOOU-UHFFFAOYSA-N 0.000 description 1
- PLXOUIVCSUBZIX-UHFFFAOYSA-N 2,2,3,3,4,4,4-heptafluorobutyl prop-2-enoate Chemical compound FC(F)(F)C(F)(F)C(F)(F)COC(=O)C=C PLXOUIVCSUBZIX-UHFFFAOYSA-N 0.000 description 1
- YSQGYEYXKXGAQA-UHFFFAOYSA-N 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl prop-2-enoate Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)COC(=O)C=C YSQGYEYXKXGAQA-UHFFFAOYSA-N 0.000 description 1
- 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 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
- IJLJDZOLZATUFK-UHFFFAOYSA-N 2,2-dimethylpropyl prop-2-enoate Chemical compound CC(C)(C)COC(=O)C=C IJLJDZOLZATUFK-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- OLQFXOWPTQTLDP-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCO OLQFXOWPTQTLDP-UHFFFAOYSA-N 0.000 description 1
- RWXMAAYKJDQVTF-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl prop-2-enoate Chemical compound OCCOCCOC(=O)C=C RWXMAAYKJDQVTF-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
- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 1
- MZGMQAMKOBOIDR-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCO MZGMQAMKOBOIDR-UHFFFAOYSA-N 0.000 description 1
- VETIYACESIPJSO-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound OCCOCCOCCOC(=O)C=C VETIYACESIPJSO-UHFFFAOYSA-N 0.000 description 1
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
- LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 description 1
- LOFVSJNCUNFRBZ-UHFFFAOYSA-N 2-[3-(2,4,4,6,6,8,8-heptamethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocan-2-yl)propoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 LOFVSJNCUNFRBZ-UHFFFAOYSA-N 0.000 description 1
- DWBHKNHMULUVLM-UHFFFAOYSA-N 2-[3-(2,4,4,6,6,8,8-heptamethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocan-2-yl)propoxy]ethyl prop-2-enoate Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(CCCOCCOC(=O)C=C)O[Si](C)(C)O1 DWBHKNHMULUVLM-UHFFFAOYSA-N 0.000 description 1
- KIDMRVDYDFQLRW-UHFFFAOYSA-N 2-[3-(2,4,4,6-tetramethyl-6,8,8-tripropyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocan-2-yl)propoxy]ethyl 2-methylprop-2-enoate Chemical compound CCC[Si]1(C)O[Si](C)(C)O[Si](C)(CCCOCCOC(=O)C(C)=C)O[Si](CCC)(CCC)O1 KIDMRVDYDFQLRW-UHFFFAOYSA-N 0.000 description 1
- ZDYFQCBKPMLJGH-UHFFFAOYSA-N 2-[3-(2,4,4,6-tetramethyl-6,8,8-tripropyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocan-2-yl)propoxy]ethyl prop-2-enoate Chemical compound CCC[Si]1(C)O[Si](C)(C)O[Si](C)(CCCOCCOC(=O)C=C)O[Si](CCC)(CCC)O1 ZDYFQCBKPMLJGH-UHFFFAOYSA-N 0.000 description 1
- JPZQHXPCLLMMEE-UHFFFAOYSA-N 2-[3-(methyl-phenyl-trimethylsilyloxysilyl)propoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC[Si](C)(O[Si](C)(C)C)C1=CC=CC=C1 JPZQHXPCLLMMEE-UHFFFAOYSA-N 0.000 description 1
- QUFHGOPBRXWLPV-UHFFFAOYSA-N 2-[3-(methyl-phenyl-trimethylsilyloxysilyl)propoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCC[Si](C)(O[Si](C)(C)C)C1=CC=CC=C1 QUFHGOPBRXWLPV-UHFFFAOYSA-N 0.000 description 1
- IJBCHZAIEFCSJQ-UHFFFAOYSA-N 2-[3-[[[dimethyl(trimethylsilyloxy)silyl]oxy-dimethylsilyl]oxy-methyl-phenylsilyl]propoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC[Si](C)(O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C)C1=CC=CC=C1 IJBCHZAIEFCSJQ-UHFFFAOYSA-N 0.000 description 1
- GJQPUDBTTKPFQR-UHFFFAOYSA-N 2-[3-[[dimethyl(trimethylsilyloxy)silyl]oxy-dimethylsilyl]propoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C GJQPUDBTTKPFQR-UHFFFAOYSA-N 0.000 description 1
- ZWKZTILIRRPWSK-UHFFFAOYSA-N 2-[3-[[dimethyl(trimethylsilyloxy)silyl]oxy-dimethylsilyl]propoxy]ethyl prop-2-enoate Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)CCCOCCOC(=O)C=C ZWKZTILIRRPWSK-UHFFFAOYSA-N 0.000 description 1
- WJMZTAHWABUYEE-UHFFFAOYSA-N 2-[3-[[dimethyl(trimethylsilyloxy)silyl]oxy-dipropylsilyl]propoxy]ethyl 2-methylprop-2-enoate Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](CCC)(CCC)CCCOCCOC(=O)C(C)=C WJMZTAHWABUYEE-UHFFFAOYSA-N 0.000 description 1
- LDOQTSPCDHBTNE-UHFFFAOYSA-N 2-[3-[[dimethyl(trimethylsilyloxy)silyl]oxy-dipropylsilyl]propoxy]ethyl prop-2-enoate Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](CCC)(CCC)CCCOCCOC(=O)C=C LDOQTSPCDHBTNE-UHFFFAOYSA-N 0.000 description 1
- VCEMDGWSPNMWJI-UHFFFAOYSA-N 2-[3-[dimethyl(trimethylsilyloxy)silyl]propoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC[Si](C)(C)O[Si](C)(C)C VCEMDGWSPNMWJI-UHFFFAOYSA-N 0.000 description 1
- HWDSLOGOCOOOBI-UHFFFAOYSA-N 2-[3-[dimethyl(trimethylsilyloxy)silyl]propoxy]ethyl prop-2-enoate Chemical compound C[Si](C)(C)O[Si](C)(C)CCCOCCOC(=O)C=C HWDSLOGOCOOOBI-UHFFFAOYSA-N 0.000 description 1
- VZOFRWAWUHSXOR-UHFFFAOYSA-N 2-[3-[methyl-(2-methylpropyl)-trimethylsilyloxysilyl]propoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(C)C[Si](C)(O[Si](C)(C)C)CCCOCCOC(=O)C(C)=C VZOFRWAWUHSXOR-UHFFFAOYSA-N 0.000 description 1
- OCVBTGVFALKZLL-UHFFFAOYSA-N 2-[3-[methyl-(2-methylpropyl)-trimethylsilyloxysilyl]propoxy]ethyl prop-2-enoate Chemical compound CC(C)C[Si](C)(O[Si](C)(C)C)CCCOCCOC(=O)C=C OCVBTGVFALKZLL-UHFFFAOYSA-N 0.000 description 1
- HVNKAOZRKOCPDJ-UHFFFAOYSA-N 2-[3-[methyl-bis(trimethylsilyloxy)silyl]propoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C HVNKAOZRKOCPDJ-UHFFFAOYSA-N 0.000 description 1
- FQNKYQCIFNCQHT-UHFFFAOYSA-N 2-[3-tris(trimethylsilyloxy)silylpropoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C FQNKYQCIFNCQHT-UHFFFAOYSA-N 0.000 description 1
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- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 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
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Eyeglasses (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12254085A JPS61281116A (ja) | 1985-06-07 | 1985-06-07 | コンタクトレンズ材料 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12254085A JPS61281116A (ja) | 1985-06-07 | 1985-06-07 | コンタクトレンズ材料 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS61281116A JPS61281116A (ja) | 1986-12-11 |
JPH0117129B2 true JPH0117129B2 (enrdf_load_stackoverflow) | 1989-03-29 |
Family
ID=14838392
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12254085A Granted JPS61281116A (ja) | 1985-06-07 | 1985-06-07 | コンタクトレンズ材料 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS61281116A (enrdf_load_stackoverflow) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5162391A (en) * | 1989-03-10 | 1992-11-10 | Kuraray Co., Ltd. | Oxygen permeable hard contact lens |
JP4524838B2 (ja) * | 2000-02-07 | 2010-08-18 | 東レ株式会社 | 眼用レンズ |
ATE433455T1 (de) | 2001-03-30 | 2009-06-15 | Johnson & Johnson Vision Care | Monomer, polymer und jeweils daraus erhaltene okularlinse und kontaktlinse |
WO2002081532A1 (fr) * | 2001-03-30 | 2002-10-17 | Johnson & Johnson Vision Care, Inc. | Monomeres, polymeres, lentilles ophtalmiques et lentilles de contact fabriquees a l'aide de ces derniers |
EP1424339A4 (en) * | 2001-08-06 | 2006-08-02 | Johson & Johnson Vision Care I | MONOMERS, POLYMERS AND OPHTHALMIC LENSES |
US7193023B2 (en) | 2003-12-04 | 2007-03-20 | International Business Machines Corporation | Low activation energy photoresists |
US7820369B2 (en) | 2003-12-04 | 2010-10-26 | International Business Machines Corporation | Method for patterning a low activation energy photoresist |
JP5365024B2 (ja) * | 2008-02-19 | 2013-12-11 | 東亞合成株式会社 | シリコーン系グラフト共重合体およびその製造方法 |
JP2020090580A (ja) * | 2018-12-04 | 2020-06-11 | 信越化学工業株式会社 | ω末端にポリアルキレンオキシド基を有する片末端メタクリル変性オルガノ(ポリ)シロキサン及びその製造方法。 |
-
1985
- 1985-06-07 JP JP12254085A patent/JPS61281116A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS61281116A (ja) | 1986-12-11 |
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