JPS62143908A - 光硬化型組成物 - Google Patents
光硬化型組成物Info
- Publication number
- JPS62143908A JPS62143908A JP28428485A JP28428485A JPS62143908A JP S62143908 A JPS62143908 A JP S62143908A JP 28428485 A JP28428485 A JP 28428485A JP 28428485 A JP28428485 A JP 28428485A JP S62143908 A JPS62143908 A JP S62143908A
- Authority
- JP
- Japan
- Prior art keywords
- meth
- acrylate
- composition
- photocurable composition
- acrylic
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 30
- -1 acrylic compound Chemical class 0.000 claims abstract description 45
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000000178 monomer Substances 0.000 claims abstract description 18
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003999 initiator Substances 0.000 claims abstract description 7
- 229910000077 silane Inorganic materials 0.000 claims abstract description 6
- 239000013008 thixotropic agent Substances 0.000 claims abstract description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 230000009974 thixotropic effect Effects 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 35
- 230000002209 hydrophobic effect Effects 0.000 abstract description 5
- 230000008719 thickening Effects 0.000 abstract description 4
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 abstract description 3
- 230000001070 adhesive effect Effects 0.000 abstract description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract description 3
- 239000012965 benzophenone Substances 0.000 abstract description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 abstract description 3
- CZWLNMOIEMTDJY-UHFFFAOYSA-N hexyl(trimethoxy)silane Chemical compound CCCCCC[Si](OC)(OC)OC CZWLNMOIEMTDJY-UHFFFAOYSA-N 0.000 abstract description 3
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 abstract description 2
- GYWBHBXGYTYXRG-UHFFFAOYSA-N dichloro-methyl-octadecylsilane Chemical compound CCCCCCCCCCCCCCCCCC[Si](C)(Cl)Cl GYWBHBXGYTYXRG-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002245 particle Substances 0.000 abstract description 2
- 238000007789 sealing Methods 0.000 abstract description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 abstract 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 18
- 239000001257 hydrogen Substances 0.000 description 11
- 229910052739 hydrogen Inorganic materials 0.000 description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 9
- 239000001294 propane Substances 0.000 description 9
- 229920005862 polyol Polymers 0.000 description 7
- 229910002012 Aerosil® Inorganic materials 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol Substances OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 229920001228 polyisocyanate Polymers 0.000 description 6
- 150000003077 polyols Chemical class 0.000 description 6
- 229920001451 polypropylene glycol Polymers 0.000 description 6
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 125000005395 methacrylic acid group Chemical group 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 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
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000012776 electronic material Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- SLYCYWCVSGPDFR-UHFFFAOYSA-N octadecyltrimethoxysilane Chemical class CCCCCCCCCCCCCCCCCC[Si](OC)(OC)OC SLYCYWCVSGPDFR-UHFFFAOYSA-N 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 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 2
- AQRLNPVMDITEJU-UHFFFAOYSA-N triethylsilane Chemical compound CC[SiH](CC)CC AQRLNPVMDITEJU-UHFFFAOYSA-N 0.000 description 2
- IPEBJCNYCFJZHC-UHFFFAOYSA-N 1,2,3,4-tetrachloro-5,6-diisocyanatobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(N=C=O)C(N=C=O)=C1Cl IPEBJCNYCFJZHC-UHFFFAOYSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- GHSZVIPKVOEXNX-UHFFFAOYSA-N 1,9-diisocyanatononane Chemical compound O=C=NCCCCCCCCCN=C=O GHSZVIPKVOEXNX-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- NEBBLNDVSSWJLL-UHFFFAOYSA-N 2,3-bis(2-methylprop-2-enoyloxy)propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(OC(=O)C(C)=C)COC(=O)C(C)=C NEBBLNDVSSWJLL-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JJBFVQSGPLGDNX-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)COC(=O)C(C)=C JJBFVQSGPLGDNX-UHFFFAOYSA-N 0.000 description 1
- JFZBUNLOTDDXNY-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)propoxy]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)OCC(C)OC(=O)C(C)=C JFZBUNLOTDDXNY-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
- RIYDSTPQZDWTBD-UHFFFAOYSA-N 2-[2-[2-[2-(2-chloroprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-chloroprop-2-enoate Chemical compound ClC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(Cl)=C RIYDSTPQZDWTBD-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
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- HYZNZSCQHJHUGQ-UHFFFAOYSA-N 4,6-dinitrosobenzene-1,3-diol Chemical compound N(=O)C1=CC(=C(C=C1O)O)N=O HYZNZSCQHJHUGQ-UHFFFAOYSA-N 0.000 description 1
- FXNGCWSEOIEXLT-UHFFFAOYSA-N C(C(=C)C)(=O)OC1(C(C(C(CC1(OCCC)OCCC)(C(C)(C)C1(C(C(C(C(C1)(OCCC)OCCC)(OC(C(=C)C)=O)OCCC)(OCCC)OCCC)(OCCC)OCCC)OCCC)OCCC)(OCCC)OCCC)(OCCC)OCCC)OCCC Chemical compound C(C(=C)C)(=O)OC1(C(C(C(CC1(OCCC)OCCC)(C(C)(C)C1(C(C(C(C(C1)(OCCC)OCCC)(OC(C(=C)C)=O)OCCC)(OCCC)OCCC)(OCCC)OCCC)OCCC)OCCC)(OCCC)OCCC)(OCCC)OCCC)OCCC FXNGCWSEOIEXLT-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- HBQJTBXZMPSVBP-UHFFFAOYSA-N Cyanidine Natural products OC1=CC(=C2/Oc3cc(O)cc(O)c3C=C2O)C=CC1=O HBQJTBXZMPSVBP-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- QKWFLYJSEPQZQR-UHFFFAOYSA-N N=C=O.N=C=O.CC(C)Cl Chemical compound N=C=O.N=C=O.CC(C)Cl QKWFLYJSEPQZQR-UHFFFAOYSA-N 0.000 description 1
- RLLJPSFBAVVKAR-UHFFFAOYSA-N OC(=O)C=C.OC(=O)C=C.OCC(O)CO.OCC(O)CO Chemical compound OC(=O)C=C.OC(=O)C=C.OCC(O)CO.OCC(O)CO RLLJPSFBAVVKAR-UHFFFAOYSA-N 0.000 description 1
- HQTNHJPKEJUJBF-UHFFFAOYSA-N [2,3,6-tributoxy-4-[2-[2,3,5-tributoxy-4-(2-methylprop-2-enoyloxy)phenyl]propan-2-yl]phenyl] 2-methylprop-2-enoate Chemical compound CCCCOC1=C(OC(=O)C(C)=C)C(OCCCC)=CC(C(C)(C)C=2C(=C(OCCCC)C(OC(=O)C(C)=C)=C(OCCCC)C=2)OCCCC)=C1OCCCC HQTNHJPKEJUJBF-UHFFFAOYSA-N 0.000 description 1
- CVMSDYSTQLDHOA-UHFFFAOYSA-N [2,3-dibutoxy-4-[2-(2,3-dibutoxy-4-prop-2-enoyloxyphenyl)propan-2-yl]phenyl] prop-2-enoate Chemical compound CCCCOC1=C(OC(=O)C=C)C=CC(C(C)(C)C=2C(=C(OCCCC)C(OC(=O)C=C)=CC=2)OCCCC)=C1OCCCC CVMSDYSTQLDHOA-UHFFFAOYSA-N 0.000 description 1
- QOTGETJBHLUZIP-UHFFFAOYSA-N [2,3-dipropoxy-4-[2-[2,3,5-triethoxy-4-(2-methylprop-2-enoyloxy)phenyl]propan-2-yl]phenyl] 2-methylprop-2-enoate Chemical compound CCCOC1=C(OC(=O)C(C)=C)C=CC(C(C)(C)C=2C(=C(OCC)C(OC(=O)C(C)=C)=C(OCC)C=2)OCC)=C1OCCC QOTGETJBHLUZIP-UHFFFAOYSA-N 0.000 description 1
- OVBVURBQNDAVHM-UHFFFAOYSA-N [4-[2-[4-(2-methylprop-2-enoyloxy)-2,3,5-tripropoxyphenyl]propan-2-yl]-2,3,6-tripropoxyphenyl] 2-methylprop-2-enoate Chemical compound CCCOC1=C(OC(=O)C(C)=C)C(OCCC)=CC(C(C)(C)C=2C(=C(OCCC)C(OC(=O)C(C)=C)=C(OCCC)C=2)OCCC)=C1OCCC OVBVURBQNDAVHM-UHFFFAOYSA-N 0.000 description 1
- RRXMSCIBDRKLQO-UHFFFAOYSA-N [4-[2-[4-(2-methylprop-2-enoyloxy)-2,3-dipropoxyphenyl]propan-2-yl]-2,3-dipropoxyphenyl] 2-methylprop-2-enoate Chemical compound CCCOC1=C(OC(=O)C(C)=C)C=CC(C(C)(C)C=2C(=C(OCCC)C(OC(=O)C(C)=C)=CC=2)OCCC)=C1OCCC RRXMSCIBDRKLQO-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 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 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000460 chlorine Chemical group 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- YGUFXEJWPRRAEK-UHFFFAOYSA-N dodecyl(triethoxy)silane Chemical class CCCCCCCCCCCC[Si](OCC)(OCC)OCC YGUFXEJWPRRAEK-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229910052736 halogen Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polymerisation Methods In General (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28428485A JPS62143908A (ja) | 1985-12-19 | 1985-12-19 | 光硬化型組成物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28428485A JPS62143908A (ja) | 1985-12-19 | 1985-12-19 | 光硬化型組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62143908A true JPS62143908A (ja) | 1987-06-27 |
| JPH0476364B2 JPH0476364B2 (enrdf_load_stackoverflow) | 1992-12-03 |
Family
ID=17676535
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP28428485A Granted JPS62143908A (ja) | 1985-12-19 | 1985-12-19 | 光硬化型組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62143908A (enrdf_load_stackoverflow) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4985747A (en) * | 1988-06-09 | 1991-01-15 | Oki Electric Industry Co., Ltd. | Terminal structure and process of fabricating the same |
| US5665156A (en) * | 1994-01-27 | 1997-09-09 | Degussa Aktiengesellschaft | Silanized silicon acids |
| JP2001049237A (ja) * | 1999-08-06 | 2001-02-20 | Nichiban Co Ltd | 光硬化型シーリング剤 |
| JP2004169028A (ja) * | 2002-11-08 | 2004-06-17 | Mitsubishi Chemicals Corp | 放射線硬化性樹脂組成物及びその硬化物 |
| WO2005049755A1 (fr) | 2003-11-24 | 2005-06-02 | Samsung Electronics Co., Ltd | Composition de colle durcissable par rayons u.v., tete de lecture optique l'utilisant et dispositif de lecture / d'ecriture optique comprenant la tete de lecture optique |
| JP2005139461A (ja) * | 2004-12-09 | 2005-06-02 | Three Bond Co Ltd | 光硬化性シール剤組成物及びシール層付き部材 |
| WO2010064534A1 (ja) * | 2008-12-01 | 2010-06-10 | 昭和電工株式会社 | 造形方法 |
| WO2021085103A1 (ja) * | 2019-10-30 | 2021-05-06 | 株式会社スリーボンド | 樹脂組成物 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5282938A (en) * | 1975-12-29 | 1977-07-11 | Kuraray Co Ltd | Coating resin composition |
| JPS5438619A (en) * | 1977-08-31 | 1979-03-23 | Nippon Tokushu Toryo Co Ltd | Thick slate with ultraviolet ray hardened transparent coating layer |
| JPS57131214A (en) * | 1980-12-18 | 1982-08-14 | Gen Electric | Abrasion resistant ultraviolet ray curable coating composition and manufacture |
| JPS581756A (ja) * | 1981-06-01 | 1983-01-07 | ゼネラル・エレクトリツク・カンパニイ | Ｕｖ硬化性組成物、被覆物品およびその製法 |
| JPS5993773A (ja) * | 1982-11-19 | 1984-05-30 | Matsushita Electric Works Ltd | ビニルエステル接着剤 |
-
1985
- 1985-12-19 JP JP28428485A patent/JPS62143908A/ja active Granted
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5282938A (en) * | 1975-12-29 | 1977-07-11 | Kuraray Co Ltd | Coating resin composition |
| JPS5438619A (en) * | 1977-08-31 | 1979-03-23 | Nippon Tokushu Toryo Co Ltd | Thick slate with ultraviolet ray hardened transparent coating layer |
| JPS57131214A (en) * | 1980-12-18 | 1982-08-14 | Gen Electric | Abrasion resistant ultraviolet ray curable coating composition and manufacture |
| JPS581756A (ja) * | 1981-06-01 | 1983-01-07 | ゼネラル・エレクトリツク・カンパニイ | Ｕｖ硬化性組成物、被覆物品およびその製法 |
| JPS5993773A (ja) * | 1982-11-19 | 1984-05-30 | Matsushita Electric Works Ltd | ビニルエステル接着剤 |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4985747A (en) * | 1988-06-09 | 1991-01-15 | Oki Electric Industry Co., Ltd. | Terminal structure and process of fabricating the same |
| US4989318A (en) * | 1988-06-09 | 1991-02-05 | Oki Electric Industry Co., Ltd. | Process of assembling terminal structure |
| US5665156A (en) * | 1994-01-27 | 1997-09-09 | Degussa Aktiengesellschaft | Silanized silicon acids |
| US5711797A (en) * | 1994-01-27 | 1998-01-27 | Degussa Aktiengesellschaft | Silanized silicic acids |
| JP2001049237A (ja) * | 1999-08-06 | 2001-02-20 | Nichiban Co Ltd | 光硬化型シーリング剤 |
| EP1136538A4 (en) * | 1999-08-06 | 2002-09-18 | Nichiban Kk | LIGHT-CURABLE SEALING MATERIAL |
| JP2004169028A (ja) * | 2002-11-08 | 2004-06-17 | Mitsubishi Chemicals Corp | 放射線硬化性樹脂組成物及びその硬化物 |
| WO2005049755A1 (fr) | 2003-11-24 | 2005-06-02 | Samsung Electronics Co., Ltd | Composition de colle durcissable par rayons u.v., tete de lecture optique l'utilisant et dispositif de lecture / d'ecriture optique comprenant la tete de lecture optique |
| US7595352B2 (en) | 2003-11-24 | 2009-09-29 | Samsung Electronics Co., Ltd. | Photo-curable adhesive composition, optical pick-up device using the same, and optical recording/reproducing drive including the optical pick-up device |
| JP2005139461A (ja) * | 2004-12-09 | 2005-06-02 | Three Bond Co Ltd | 光硬化性シール剤組成物及びシール層付き部材 |
| WO2010064534A1 (ja) * | 2008-12-01 | 2010-06-10 | 昭和電工株式会社 | 造形方法 |
| JP5551084B2 (ja) * | 2008-12-01 | 2014-07-16 | Ａｊｉ株式会社 | 造形方法 |
| US8840830B2 (en) | 2008-12-01 | 2014-09-23 | Aji Co., Ltd. | Method of molding |
| TWI485059B (zh) * | 2008-12-01 | 2015-05-21 | Aji Co Ltd | Modeling method |
| WO2021085103A1 (ja) * | 2019-10-30 | 2021-05-06 | 株式会社スリーボンド | 樹脂組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0476364B2 (enrdf_load_stackoverflow) | 1992-12-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |