JP5254201B2 - ポリチオウレタン系光学材料用重合触媒、それを含む重合性組成物、それより得られる光学材料、およびその製造方法 - Google Patents
ポリチオウレタン系光学材料用重合触媒、それを含む重合性組成物、それより得られる光学材料、およびその製造方法 Download PDFInfo
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- JP5254201B2 JP5254201B2 JP2009501114A JP2009501114A JP5254201B2 JP 5254201 B2 JP5254201 B2 JP 5254201B2 JP 2009501114 A JP2009501114 A JP 2009501114A JP 2009501114 A JP2009501114 A JP 2009501114A JP 5254201 B2 JP5254201 B2 JP 5254201B2
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- 239000000203 mixture Substances 0.000 title claims description 103
- 230000003287 optical effect Effects 0.000 title claims description 86
- 239000000463 material Substances 0.000 title claims description 71
- 229920002578 polythiourethane polymer Polymers 0.000 title claims description 68
- 239000002685 polymerization catalyst Substances 0.000 title claims description 43
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- -1 dodecylphenyl group Chemical group 0.000 claims description 209
- 150000001875 compounds Chemical class 0.000 claims description 116
- 238000006116 polymerization reaction Methods 0.000 claims description 54
- 125000004432 carbon atom Chemical group C* 0.000 claims description 34
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 30
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- WQJONRMBVKFKOB-UHFFFAOYSA-N cyanatosulfanyl cyanate Chemical class N#COSOC#N WQJONRMBVKFKOB-UHFFFAOYSA-N 0.000 claims description 28
- 229920000582 polyisocyanurate Polymers 0.000 claims description 28
- 239000011495 polyisocyanurate Substances 0.000 claims description 28
- 239000000178 monomer Substances 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 26
- 150000002483 hydrogen compounds Chemical class 0.000 claims description 23
- 229920003023 plastic Polymers 0.000 claims description 20
- 239000004033 plastic Substances 0.000 claims description 20
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 150000007524 organic acids Chemical group 0.000 claims description 14
- CEUQYYYUSUCFKP-UHFFFAOYSA-N 2,3-bis(2-sulfanylethylsulfanyl)propane-1-thiol Chemical compound SCCSCC(CS)SCCS CEUQYYYUSUCFKP-UHFFFAOYSA-N 0.000 claims description 13
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 12
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 claims description 11
- LEAAXJONQWQISB-UHFFFAOYSA-N 2,5-bis(isocyanatomethyl)bicyclo[2.2.1]heptane Chemical compound C1C2C(CN=C=O)CC1C(CN=C=O)C2 LEAAXJONQWQISB-UHFFFAOYSA-N 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 10
- 150000007522 mineralic acids Chemical group 0.000 claims description 10
- 125000004437 phosphorous atom Chemical group 0.000 claims description 10
- 229910052698 phosphorus Inorganic materials 0.000 claims description 10
- JOBBTVPTPXRUBP-UHFFFAOYSA-N [3-(3-sulfanylpropanoyloxy)-2,2-bis(3-sulfanylpropanoyloxymethyl)propyl] 3-sulfanylpropanoate Chemical compound SCCC(=O)OCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS JOBBTVPTPXRUBP-UHFFFAOYSA-N 0.000 claims description 9
- 150000001768 cations Chemical group 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 150000001450 anions Chemical class 0.000 claims description 6
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 6
- ZUZLIXGTXQBUDC-UHFFFAOYSA-N methyltrioctylammonium Chemical compound CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC ZUZLIXGTXQBUDC-UHFFFAOYSA-N 0.000 claims description 6
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 claims description 6
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 claims description 6
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 claims description 6
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 5
- 229940077388 benzenesulfonate Drugs 0.000 claims description 5
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 5
- 239000004327 boric acid Substances 0.000 claims description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 5
- 125000000524 functional group Chemical group 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims description 5
- XSCLFFBWRKTMTE-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCCC(CN=C=O)C1 XSCLFFBWRKTMTE-UHFFFAOYSA-N 0.000 claims description 4
- ROHUXHMNZLHBSF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCC(CN=C=O)CC1 ROHUXHMNZLHBSF-UHFFFAOYSA-N 0.000 claims description 4
- VSSFYDMUTATOHG-UHFFFAOYSA-N 2-(2-sulfanylethylsulfanyl)-3-[3-sulfanyl-2-(2-sulfanylethylsulfanyl)propyl]sulfanylpropane-1-thiol Chemical compound SCCSC(CS)CSCC(CS)SCCS VSSFYDMUTATOHG-UHFFFAOYSA-N 0.000 claims description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000010452 phosphate Substances 0.000 claims description 4
- 125000003944 tolyl group Chemical group 0.000 claims description 4
- FDJWTMYNYYJBAT-UHFFFAOYSA-N 1,3,3-tris(sulfanylmethylsulfanyl)propylsulfanylmethanethiol Chemical compound SCSC(SCS)CC(SCS)SCS FDJWTMYNYYJBAT-UHFFFAOYSA-N 0.000 claims description 3
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 claims description 3
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 claims description 3
- NITQFNYRKUAWHQ-UHFFFAOYSA-N [2-(1,3-dithietan-2-yl)-1-(sulfanylmethylsulfanyl)ethyl]sulfanylmethanethiol Chemical compound SCSC(SCS)CC1SCS1 NITQFNYRKUAWHQ-UHFFFAOYSA-N 0.000 claims description 3
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims description 3
- 229940092714 benzenesulfonic acid Drugs 0.000 claims description 3
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 claims description 3
- XVNGTGZGWDPIRR-UHFFFAOYSA-N 1,2,2-tris(sulfanylmethylsulfanyl)ethylsulfanylmethanethiol Chemical compound SCSC(SCS)C(SCS)SCS XVNGTGZGWDPIRR-UHFFFAOYSA-N 0.000 claims description 2
- KRXAVBPUAIKSFF-UHFFFAOYSA-N 3,4-dihydrodithiine Chemical compound C1CC=CSS1 KRXAVBPUAIKSFF-UHFFFAOYSA-N 0.000 claims description 2
- OCGYTRZLSMAPQC-UHFFFAOYSA-N 3-(2-sulfanylethylsulfanyl)-2-[1-sulfanyl-3-(2-sulfanylethylsulfanyl)propan-2-yl]sulfanylpropane-1-thiol Chemical compound SCCSCC(CS)SC(CS)CSCCS OCGYTRZLSMAPQC-UHFFFAOYSA-N 0.000 claims description 2
- NXYWIOFCVGCOCB-UHFFFAOYSA-N 3-(2-sulfanylethylsulfanyl)-2-[3-sulfanyl-2-(2-sulfanylethylsulfanyl)propyl]sulfanylpropane-1-thiol Chemical compound SCCSCC(CS)SCC(CS)SCCS NXYWIOFCVGCOCB-UHFFFAOYSA-N 0.000 claims description 2
- RMMHSICOEYFJRP-UHFFFAOYSA-M benzenesulfonate;tetrabutylazanium Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1.CCCC[N+](CCCC)(CCCC)CCCC RMMHSICOEYFJRP-UHFFFAOYSA-M 0.000 claims description 2
- JAKJARLCPCKIFH-UHFFFAOYSA-N dodecyl benzenesulfonate tetrabutylazanium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC.CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 JAKJARLCPCKIFH-UHFFFAOYSA-N 0.000 claims description 2
- 238000013007 heat curing Methods 0.000 claims description 2
- XHYYGJAYKIYARQ-UHFFFAOYSA-M methanesulfonate;tetrabutylazanium Chemical compound CS([O-])(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC XHYYGJAYKIYARQ-UHFFFAOYSA-M 0.000 claims description 2
- WFMGQHBNGMIKCM-UHFFFAOYSA-M phenylmethanesulfonate;tetrabutylazanium Chemical compound [O-]S(=O)(=O)CC1=CC=CC=C1.CCCC[N+](CCCC)(CCCC)CCCC WFMGQHBNGMIKCM-UHFFFAOYSA-M 0.000 claims description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 2
- XOTKORHGTMPOBA-UHFFFAOYSA-N C(CCCCCCCCCCC)OS(=O)(=O)C1=CC=CC=C1.C(CCCCCCC)[N+](C)(CCCCCCCC)CCCCCCCC Chemical compound C(CCCCCCCCCCC)OS(=O)(=O)C1=CC=CC=C1.C(CCCCCCC)[N+](C)(CCCCCCCC)CCCCCCCC XOTKORHGTMPOBA-UHFFFAOYSA-N 0.000 claims 1
- QUIXPBNECPDTBY-UHFFFAOYSA-M methyl(trioctyl)azanium;phenylmethanesulfonate Chemical compound [O-]S(=O)(=O)CC1=CC=CC=C1.CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC QUIXPBNECPDTBY-UHFFFAOYSA-M 0.000 claims 1
- 229920005989 resin Polymers 0.000 description 100
- 239000011347 resin Substances 0.000 description 100
- 238000000034 method Methods 0.000 description 54
- 239000003054 catalyst Substances 0.000 description 50
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 36
- 239000010410 layer Substances 0.000 description 34
- 238000004043 dyeing Methods 0.000 description 27
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- 239000000975 dye Substances 0.000 description 20
- 239000012299 nitrogen atmosphere Substances 0.000 description 19
- 125000001931 aliphatic group Chemical group 0.000 description 17
- 239000000047 product Substances 0.000 description 17
- 229920006295 polythiol Polymers 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 15
- 239000006082 mold release agent Substances 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 14
- 239000011247 coating layer Substances 0.000 description 13
- 239000005056 polyisocyanate Substances 0.000 description 13
- 229920001228 polyisocyanate Polymers 0.000 description 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 12
- 238000000576 coating method Methods 0.000 description 12
- 238000011156 evaluation Methods 0.000 description 12
- 239000011521 glass Substances 0.000 description 12
- 239000012456 homogeneous solution Substances 0.000 description 12
- 239000004810 polytetrafluoroethylene Substances 0.000 description 12
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- 229910052717 sulfur Inorganic materials 0.000 description 12
- 239000011593 sulfur Substances 0.000 description 12
- 238000010438 heat treatment Methods 0.000 description 11
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- 235000010290 biphenyl Nutrition 0.000 description 9
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 9
- 239000007983 Tris buffer Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 8
- 239000005871 repellent Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- FOLVZNOYNJFEBK-UHFFFAOYSA-N 3,5-bis(isocyanatomethyl)bicyclo[2.2.1]heptane Chemical compound C1C(CN=C=O)C2C(CN=C=O)CC1C2 FOLVZNOYNJFEBK-UHFFFAOYSA-N 0.000 description 7
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- 125000006267 biphenyl group Chemical group 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
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- 239000004593 Epoxy Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 125000002723 alicyclic group Chemical group 0.000 description 6
- 239000007809 chemical reaction catalyst Substances 0.000 description 6
- 125000000623 heterocyclic group Chemical group 0.000 description 6
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- 239000006097 ultraviolet radiation absorber Substances 0.000 description 6
- 238000000137 annealing Methods 0.000 description 5
- 238000001723 curing Methods 0.000 description 5
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 150000002540 isothiocyanates Chemical class 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- GVEDOIATHPCYGS-UHFFFAOYSA-N 1-methyl-3-(3-methylphenyl)benzene Chemical group CC1=CC=CC(C=2C=C(C)C=CC=2)=C1 GVEDOIATHPCYGS-UHFFFAOYSA-N 0.000 description 4
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 4
- 125000004386 diacrylate group Chemical group 0.000 description 4
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 239000003822 epoxy resin Substances 0.000 description 4
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- 239000003863 metallic catalyst Substances 0.000 description 4
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- 239000000758 substrate Substances 0.000 description 4
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 4
- ODJQKYXPKWQWNK-UHFFFAOYSA-N 3,3'-Thiobispropanoic acid Chemical compound OC(=O)CCSCCC(O)=O ODJQKYXPKWQWNK-UHFFFAOYSA-N 0.000 description 3
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- 239000004472 Lysine Substances 0.000 description 3
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- 230000003373 anti-fouling effect Effects 0.000 description 3
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 description 3
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- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000003136 n-heptyl 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])* 0.000 description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
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- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 3
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- 239000004094 surface-active agent Substances 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
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- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- UNVGBIALRHLALK-UHFFFAOYSA-N 1,5-Hexanediol Chemical compound CC(O)CCCCO UNVGBIALRHLALK-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
- MXZROAOUCUVNHX-UHFFFAOYSA-N 2-Aminopropanol Chemical compound CCC(N)O MXZROAOUCUVNHX-UHFFFAOYSA-N 0.000 description 2
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-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
- VTHKQKIHOQTGQZ-UHFFFAOYSA-N 2-[4-[[4-(2-prop-2-enoyloxyethoxy)phenyl]methyl]phenoxy]ethyl prop-2-enoate Chemical compound C1=CC(OCCOC(=O)C=C)=CC=C1CC1=CC=C(OCCOC(=O)C=C)C=C1 VTHKQKIHOQTGQZ-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
- YCLSOMLVSHPPFV-UHFFFAOYSA-N 3-(2-carboxyethyldisulfanyl)propanoic acid Chemical compound OC(=O)CCSSCCC(O)=O YCLSOMLVSHPPFV-UHFFFAOYSA-N 0.000 description 2
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- RHPBLLCTOLJFPH-UHFFFAOYSA-N piperidin-2-ylmethanamine Chemical compound NCC1CCCCN1 RHPBLLCTOLJFPH-UHFFFAOYSA-N 0.000 description 1
- BCIIMDOZSUCSEN-UHFFFAOYSA-N piperidin-4-amine Chemical compound NC1CCNCC1 BCIIMDOZSUCSEN-UHFFFAOYSA-N 0.000 description 1
- LTEKQAPRXFBRNN-UHFFFAOYSA-N piperidin-4-ylmethanamine Chemical compound NCC1CCNCC1 LTEKQAPRXFBRNN-UHFFFAOYSA-N 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- NCNISYUOWMIOPI-UHFFFAOYSA-N propane-1,1-dithiol Chemical compound CCC(S)S NCNISYUOWMIOPI-UHFFFAOYSA-N 0.000 description 1
- UWHMFGKZAYHMDJ-UHFFFAOYSA-N propane-1,2,3-trithiol Chemical compound SCC(S)CS UWHMFGKZAYHMDJ-UHFFFAOYSA-N 0.000 description 1
- ZJLMKPKYJBQJNH-UHFFFAOYSA-N propane-1,3-dithiol Chemical compound SCCCS ZJLMKPKYJBQJNH-UHFFFAOYSA-N 0.000 description 1
- ZNZJJSYHZBXQSM-UHFFFAOYSA-N propane-2,2-diamine Chemical compound CC(C)(N)N ZNZJJSYHZBXQSM-UHFFFAOYSA-N 0.000 description 1
- HMPSOEYFMTWOFC-UHFFFAOYSA-N propane-2,2-dithiol Chemical compound CC(C)(S)S HMPSOEYFMTWOFC-UHFFFAOYSA-N 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- ACTRVOBWPAIOHC-UHFFFAOYSA-N succimer Chemical compound OC(=O)C(S)C(S)C(O)=O ACTRVOBWPAIOHC-UHFFFAOYSA-N 0.000 description 1
- QMHKMLUVKWZPCH-UHFFFAOYSA-N sulfanylmethylsulfanyl-[3-[3-(sulfanylmethylsulfanyl)propylsulfanylmethylsulfanylmethylsulfanylmethylsulfanyl]propylsulfanyl]methanethiol Chemical compound SCSCCCSCSCSCSCCCSC(S)SCS QMHKMLUVKWZPCH-UHFFFAOYSA-N 0.000 description 1
- WTSBJMAOQNCZBF-UHFFFAOYSA-N sulfanylmethylsulfanylmethanethiol Chemical compound SCSCS WTSBJMAOQNCZBF-UHFFFAOYSA-N 0.000 description 1
- QNITWMBGUWZSSI-UHFFFAOYSA-N sulfanylmethylsulfanylmethylsulfanylmethanethiol Chemical compound SCSCSCS QNITWMBGUWZSSI-UHFFFAOYSA-N 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229940071127 thioglycolate Drugs 0.000 description 1
- TWXMZYPORGXIFB-UHFFFAOYSA-N thiophene-3,4-dithiol Chemical compound SC1=CSC=C1S TWXMZYPORGXIFB-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 229910052719 titanium Inorganic materials 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
- 125000005628 tolylene group Chemical group 0.000 description 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 125000006839 xylylene group Chemical group 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/16—Catalysts
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and acids
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3855—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
- C08G18/3876—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing mercapto groups
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/758—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7628—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group
- C08G18/7642—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring
-
- 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
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Ophthalmology & Optometry (AREA)
- General Health & Medical Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Polyethers (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Description
[1]一般式(1):
[2]さらに一般式(2)
[3]一般式(2)
一般式(3)
[4]一般式(4)
[5]一般式(5)
[6]一般式(6)
前記モノマー混合物100重量部に対して、0.0005重量部以上、5重量部以下である[1]乃至[8]の何れかに記載のポリチオウレタン系光学材料用重合触媒と、
を含有する、ポリチオウレタン系光学材料用重合性組成物、
前記活性水素化合物類が、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン、5,7-ジメルカプトメチル-1,11-ジメルカプト-3,6,9-トリチアウンデカン、4,7-ジメルカプトメチル-1,11-ジメルカプト-3,6,9-トリチアウンデカン、4,8-ジメルカプトメチル-1,11-ジメルカプト-3,6,9-トリチアウンデカン、ペンタエリスリトールテトラキス(3-メルカプトプロピオネート)、1,1,3,3-テトラキス(メルカプトメチルチオ)プロパン、1,1,2,2-テトラキス(メルカプトメチルチオ)エタン、4,6-ビス(メルカプトメチルチオ)-1,3-ジチアン、および2-(2,2-ビス(メルカプトメチルチオ)エチル)-1,3-ジチエタンからなる群より選択される1種または2種以上である、[9]に記載のポリチオウレタン系光学材料用重合性組成物、
である。
本発明は、ポリチオウレタン系光学材料用重合触媒に関する。
本発明に用いるスルホン酸塩とは、一般式(1)
R1、R2、R3、R4は、炭素数1〜18の分岐していても良いアルキル基であり、芳香環、ヒドロキシル基、アミノ基を含んでいても良い。好ましくは芳香環、ヒドロキシル基で任意に置換されていても良い炭素数1〜18のアルキル基であり、さらに好ましくは、芳香環で任意に置換されていても良い炭素数1〜18のアルキル基である。
Xは窒素または燐原子を表し、好ましくは窒素原子である。
エチレンジアミン、1,2−、あるいは1,3−ジアミノプロパン、1,2−、1,3−、あるいは1,4−ジアミノブタン、1,5−ジアミノペンタン、1,6−ジアミノヘキサン、1,7−ジアミノヘプタン、1,8−ジアミノオクタン、1,10−ジアミノデカン、1,2−、1,3−、あるいは1,4−ジアミノシクロヘキサン、o−、m−あるいはp−ジアミノベンゼン、3,4−あるいは4,4'−ジアミノベンゾフェノン、3,4−あるいは4,4'−ジアミノジフェニルエーテル、4,4'−ジアミノジフェニルメタン、4,4'−ジアミノジフェニルスルフィド、3,3'−、あるいは4,4'−ジアミノジフェニルスルフォン、2,7−ジアミノフルオレン、1,5−、1,8−、あるいは2,3−ジアミノナフタレン、2,3−、2,6−、あるいは3,4−ジアミノピリジン、2,4−、あるいは2,6−ジアミノトルエン、m−、あるいはp−キシリレンジアミン、イソホロンジアミン、ジアミノメチルビシクロヘプタン、1,3−、あるいは1,4−ジアミノメチルシクロヘキサン、2−、あるいは4−アミノピペリジン、2−、あるいは4−アミノメチルピペリジン、2−、あるいは4−アミノエチルピペリジン、N−アミノエチルモルホリン、N−アミノプロピルモルホリン等の1級ポリアミン化合物および、
ジエチルアミン、ジプロピルアミン、ジ−n−ブチルアミン、ジ−sec−ブチルアミン、ジイソブチルアミン、ジ−n−ペンチルアミン、ジ−3−ペンチルアミン、ジヘキシルアミン、ジオクチルアミン、ジ(2−エチルヘキシル)アミン、メチルヘキシルアミン、ジアリルアミン、N−メチルアリルアミン、ピペリジン、ピロリジン、ジフェニルアミン、N−メチルアミン、N−エチルアミン、ジベンジルアミン、N−メチルベンジルアミン、N−エチルベンジルアミン、ジシクロヘキシルアミン、N−メチルアニリン、N−エチルアニリン、ジナフチルアミン、1−メチルピペラジン、モルホリン等の単官能2級アミン化合物および、
N,N'−ジメチルエチレンジアミン、N,N'−ジメチル−1,2−ジアミノプロパン、N,N'−ジメチル−1,3−ジアミノプロパン、N,N'−ジメチル−1,2−ジアミノブタン、N,N'−ジメチル−1,3−ジアミノブタン、N,N'−ジメチル−1,4−ジアミノブタン、N,N'−ジメチル−1,5−ジアミノペンタン、N,N'−ジメチル−1,6−ジアミノヘキサン、N,N'−ジメチル−1,7−ジアミノヘプタン、N,N'−ジエチルエチレンジアミン、N,N'−ジエチル−1,2−ジアミノプロパン、N,N'−ジエチル−1,3−ジアミノプロパン、N,N'−ジエチル−1,2−ジアミノブタン、N,N'−ジエチル−1,3−ジアミノブタン、N,N'−ジエチル−1,4−ジアミノブタン、N,N'−ジエチル−1,5−ジアミノペンタン、N,N'−ジエチル−1,6−ジアミノヘキサン、N,N'−ジエチル−1,7−ジアミノヘプタン、ピペラジン、2−メチルピペラジン、2,5−ジメチルピペラジン、2,6−ジメチルピペラジン、ホモピペラジン、1,1−ジ−(4−ピペリジル)メタン、1,2−ジ−(4−ピペリジル)エタン、1,3−ジ−(4−ピペリジル)プロパン、1,4−ジ−(4−ピペリジル)ブタン、テトラメチルグアニジン等の2級ポリアミン化合物等を挙げることができるが、これら例示化合物のみに限定されるものではない。これらアミン化合物は単独でも、2種類以上を混合しても使用することができる。
アリルグリシジルエーテル、ジアリルフタレート、ジアリルテレフタレート、ジアリルイソフタレート、ジアリルカーボネート、ジエチレングリコールビスアリルカーボネート等のアリル化合物および、
スチレン、クロロスチレン、メチルスチレン、ブロモスチレン、ジブロモスチレン、ジビニルベンゼン、3,9−ジビニルスピロビ(m−ジオキサン)等のビニル化合物等を挙げることができるが、これら例示化合物のみに限定されるものではない。これらオレフィン化合物は単独でも、2種類以上を混合しても使用することができる。
本発明において、ポリイソ(チオ)シアナート類と活性水素化合物類とを含むモノマー混合物において、ポリイソ(チオ)シアナート類に含有されるイソ(チオ)シアナト基と活性水素化合物類に含有される水酸基および/またはメルカプト基との官能基モル比は、通常、0.5〜3.0の範囲内、好ましくは0.6〜2.0、さらに好ましくは0.8〜1.3の範囲内である。
本発明において、重合前にポリイソ(チオ)シアナート類と活性水素化合物類および反応触媒や離型剤、その他添加剤を混合して重合組成物を調製する場合、触媒や離型剤その他の添加剤の添加順序は、モノマーへの溶解性にも左右されるが、あらかじめポリイソ(チオ)シアナート類に添加溶解させるか、活性水素化合物類に添加溶解させるか、またはポリイソ(チオ)シアナート類と活性水素化合物類の混合物に添加溶解させてもよい。あるいは、使用するモノマーの一部に触媒や離型剤その他の添加剤を溶解させてマスター液を調製した後、これをモノマー混合物に添加しても構わない。一般式(2)で表される化合物と一般式(3)で表されるスルホン酸誘導体との混合は、あらかじめ混合してモノマーまたはその一部に添加溶解しても良いし、使用するモノマーまたはその一部の中で混合溶解してもよい。添加順序については、これら例示の方法に限定されず、操作性、安全性、便宜性等を踏まえ、適宜選ばれる。例えば、本発明のポリチオウレタン系光学材料用重合触媒、離型剤その他添加剤はあらかじめポリイソ(チオ)シアナート類に添加溶解させておくか、あるいは、ポリイソ(チオ)シアナート類の一部に溶解させてマスター液を調製した後、これをモノマー混合物に添加する方法が好ましい。
次いで、オーブン中または水中等の加熱可能装置内で加熱することにより硬化させ、樹脂を取り出すことができる。
場合によっては、10〜130℃の温度範囲で保持または徐々に昇温し、1〜24時間で重合させると好ましい。
プライマー層には得られた光学レンズに対する密着性の高いものであればいかなる素材でも使用できるが、通常、ウレタン系樹脂、エポキシ系樹脂、ポリエステル系樹脂、メラニン系樹脂、ポリビニルアセタールを主成分とするプライマー組成物などが使用される。プライマー組成物には組成物の粘度を調整する目的でレンズに影響を及ぼさない適当な溶剤を用いてもよい。無論、無溶剤で使用してもよい。
(1)レンズを染色液に浸漬する方法、(2)色素を含有するコーティング剤を用いてコーティングする方法、または染色可能なコーティング層を設け、そのコーティング層を染色する方法、(3)原料モノマーに染色可能な材料を含有させて重合する方法、および(4) 昇華性色素を加熱して昇華させる方法。
耐熱性:TMAペネトレーション法(50g荷重、ピン先0.5mmφ、昇温速度10℃/min)でのTg(℃)を耐熱性とした。
トリ−n−オクチルメチルアンモニウムクロリドのイソプロピルアルコール溶液(IPA25%含有)15.0g(27.8mmol)と、メタンスルホン酸(東京化成工業(株)社製)1.0g(10.4mmol)を混合し、淡黄色透明液体として重合触媒1を得た。
トリ−n−オクチルメチルアンモニウムクロリドのイソプロピルアルコール溶液(IPA25%含有)10.0g(18.6mmol)と、メタンスルホン酸(東京化成工業(株)社製)1.0g(10.4mmol)を混合し、淡黄色透明液体として重合触媒2を得た。
トリ−n−オクチルメチルアンモニウムクロリドのイソプロピルアルコール溶液(IPA25%含有)7.5g(13.9mmol)と、メタンスルホン酸(東京化成工業(株)社製)1.0g(10.4mmol)を混合し、淡黄色透明液体として重合触媒3を得た。
m−キシリレンジイソシアナート36.4gに、実施例1で得た重合触媒1を0.140g(重合性組成物総重量に対して2000ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.070g、紫外線吸収剤(共同薬品株式会社、商品名、バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン33.6gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.664、アッベ数(νe)31.2、耐熱性(Tg)88.0℃、色相4.9と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は32mPa・sであった。評価結果を[表1]に示す。
m−キシリレンジイソシアナート36.4gに、実施例2で得た重合触媒2を0.140g(重合性組成物総重量に対して2000ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.070g、紫外線吸収剤(共同薬品株式会社、商品名、バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン33.6gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.664、アッベ数(νe)31.2、耐熱性(Tg)88.6℃、色相5.1と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は26mPa・sであった。評価結果を[表1]に示す。
m−キシリレンジイソシアナート36.4gに、テトラブチルアンモニウムP-トルエンスルホナート0.175g(アルドリッチ社製、重合性組成物総重量に対して2500ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.070g、紫外線吸収剤(共同薬品株式会社、商品名、バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン33.6gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.664、アッベ数(νe)31.5、耐熱性(Tg)87.9℃、色相5.7と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は27mPa・sであった。評価結果を[表1]に示す。
2,5-ビス(イソシアナトメチル)-ビシクロ[2.2.1]ヘプタンと2,6-ビス(イソシアナトメチル)-ビシクロ〔2.2.1〕ヘプタンの混合物35.4gに、実施例2で得た重合触媒2を0.280g(重合性組成物総重量に対して4000ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.088g、紫外線吸収剤(共同薬品株式会社、商品名バイオソーブ583)0.035g(重合性組成物総重量に対して500ppm)を20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、ペンタエリスリトールテトラキス(3-メルカプトプロピオネート)16.7g、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン17.9gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜130℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で2時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.597、アッベ数(νe)40.2、耐熱性(Tg)119.0℃、色相3.9と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は40mPa・sであった。評価結果を[表1]に示す。
2,5-ビス(イソシアナトメチル)-ビシクロ[2.2.1]ヘプタンと2,6-ビス(イソシアナトメチル)-ビシクロ〔2.2.1〕ヘプタンの混合物35.4gに、実施例3で得た重合触媒3を0.280g(重合性組成物総重量に対して4000ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.088g、紫外線吸収剤(共同薬品株式会社、商品名バイオソーブ583)0.035g(重合性組成物総重量に対して500ppm)を20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、ペンタエリスリトールテトラキス(3-メルカプトプロピオネート)16.7g、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン17.9gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜130℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で2時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.597、アッベ数(νe)40.4、耐熱性(Tg)119.5℃、色相4.1と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は38mPa・sであった。評価結果を[表1]に示す。
2,5-ビス(イソシアナトメチル)-ビシクロ[2.2.1]ヘプタンと2,6-ビス(イソシアナトメチル)-ビシクロ〔2.2.1〕ヘプタンの混合物35.4gに、テトラブチルアンモニウムP-トルエンスルホナート0.140g(アルドリッチ社製、重合性組成物総重量に対して2000ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.084g、紫外線吸収剤(共同薬品株式会社、商品名バイオソーブ583)0.035g(重合性組成物総重量に対して500ppm)を20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、ペンタエリスリトールテトラキス(3-メルカプトプロピオネート)16.7g、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン17.9gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜130℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で2時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.598、アッベ数(νe)40.7、耐熱性(Tg)119.3℃、色相4.3と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は23mPa・sであった。評価結果を[表1]に示す。
m−キシリレンジイソシアナート35.5gに、実施例1で得た重合触媒1を0.140g(重合性組成物総重量に対して2000ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.070g、紫外線吸収剤(共同薬品株式会社、商品名、バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、4,8−ビス(メルカプトメチル)−3,6,9−トリチア−1,11−ウンデカンジチオール混合物34.5gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.668、アッベ数(νe)31.4、耐熱性(Tg)104.8℃、色相5.0と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は60mPa・sであった。評価結果を[表1]に示す。
m−キシリレンジイソシアナート36.4gに、ジ−n−ブチルスズジクロリド0.0105g(重合性組成物総重量に対して150ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.070g、紫外線吸収剤(共同薬品株式会社、商品名、バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン33.6gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.665、アッベ数(νe)31.3、耐熱性(Tg)88.2℃、色相5.4と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は78mPa・sであった。評価結果を[表1]に示す。
2,5-ビス(イソシアナトメチル)-ビシクロ[2.2.1]ヘプタンと2,6-ビス(イソシアナトメチル)-ビシクロ〔2.2.1〕ヘプタンの混合物35.4gに、ジ−n−ブチルスズジクロリド0.014g(重合性組成物総重量に対して200ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.084g、紫外線吸収剤(共同薬品株式会社、商品名バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、ペンタエリスリトールテトラキス(3-メルカプトプロピオネート)16.7g、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン17.9gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.597、アッベ数(νe)40.4、耐熱性(Tg)117.7℃、色相3.8と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は46mPa・sであった。評価結果を[表1]に示す。
m−キシリレンジイソシアナート35.5gに、ジ−n−ブチルスズジクロリド0.0070g(重合性組成物総重量に対して100ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.070g、紫外線吸収剤(共同薬品株式会社、商品名、バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、4,8−ビス(メルカプトメチル)−3,6,9−トリチア−1,11−ウンデカンジチオール混合物34.5gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.668、アッベ数(νe)31.4、耐熱性(Tg)102.6℃、色相5.0と、光学用透明樹脂として好適であった。また、重合性組成物を20℃、5時間保持した後の粘度は103mPa・sであった。評価結果を[表1]に示す。
m−キシリレンジイソシアナート36.4gに、トリエチルアミン0.070gを添加したところ、15分後には黄色となり、20分後には沈殿が生成し、その後固化した。
2,5-ビス(イソシアナトメチル)-ビシクロ[2.2.1]ヘプタンと2,6-ビス(イソシアナトメチル)-ビシクロ〔2.2.1〕ヘプタンの混合物35.4gに、1,8−ジアザビシクロ−(5,4,0)−7−ウンデセンオクチル酸塩0.0455g(重合性組成物総重量に対して650ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.084g、紫外線吸収剤(共同薬品株式会社、商品名バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、ペンタエリスリトールテトラキス(3-メルカプトプロピオネート)16.7g、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン17.9gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.597、アッベ数(νe)40.5、耐熱性(Tg)105.2℃、色相3.7と、従来の有機スズ触媒を使用した場合と比べて十分な耐熱性が得られなかった。評価結果を[表1]に示す。
2,5-ビス(イソシアナトメチル)-ビシクロ[2.2.1]ヘプタンと2,6-ビス(イソシアナトメチル)-ビシクロ〔2.2.1〕ヘプタンの混合物35.4gに、トリ−n−オクチルメチルアンモニウムクロリド0.280g(重合性組成物総重量に対して4000ppm)、内部離型剤(STEPAN社、商品名、ゼレックUN)0.084g、紫外線吸収剤(共同薬品株式会社、商品名バイオソーブ583)0.035gを20℃、窒素雰囲気下にて混合溶解し、均一溶液とした。この均一溶液に、ペンタエリスリトールテトラキス(3-メルカプトプロピオネート)16.7g、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン17.9gの混合溶液を添加し、20℃、窒素雰囲気下で混合溶解させた。この混合溶液を400Paにて1時間脱泡を行った後、1μmPTFE製フィルターでろ過を行い、ガラスモールドとテープからなるモールド型へ注入した。このモールド型を重合オーブンへ投入、25℃〜120℃まで21時間かけて徐々に昇温して重合した。重合終了後、オーブンからモールド型を取り出し、離型して樹脂を得た。得られた樹脂をさらに130℃で4時間アニール処理を行った。得られた樹脂は透明性があり、屈折率(ne)1.596、アッベ数(νe)40.8、耐熱性(Tg)99.1℃、色相4.1と、従来の有機スズ触媒を使用した場合と比べて十分な耐熱性が得られなかった。評価結果を[表1]に示す。
上記のポリチオウレタン樹脂を用いて得られる本発明のポリチオウレタン系光学材料は、プラスチックレンズ、プリズム、光ファイバー、情報記録基板、フィルター、発光ダイオード等の光学材料等に用いられ、特に眼鏡用プラスチックレンズ材料として好適に使用される。
Claims (13)
- 一般式(2)
一般式(3)
- 前記一般式(3)で表される化合物が、メタンスルホン酸、ベンゼンスルホン酸、トルエンスルホン酸、およびドデシルベンゼンスルホン酸からなる群より選択される1種または2種以上である、請求項3に記載のポリチオウレタン系光学材料用重合触媒。
- 前記一般式(1)で表される化合物が、テトラブチルアンモニウムメタンスルホナート、テトラブチルアンモニウムベンゼンスルホナート、テトラブチルアンモニウムトルエンスルホナート、テトラブチルアンモニウムドデシルベンゼンスルホナート、トリオクチルメチルアンモニウムメタンスルホナート、トリオクチルメチルアンモニウムベンゼンスルホナート、トリオクチルメチルアンモニウムトルエンスルホナート、およびトリオクチルメチルアンモニウムドデシルベンゼンスルホナートからなる群より選択される1種または2種以上である、請求項1または2に記載のポリチオウレタン系光学材料用重合触媒。
- ポリイソ(チオ)シアナート類と活性水素化合物類とを含むモノマー混合物であって、前記ポリイソ(チオ)シアナート類に含有されるイソ(チオ)シアナト基の、前記活性水素化合物類に含有される水酸基および/またはメルカプト基に対する、官能基モル比が0.5〜3.0の範囲内である前記モノマー混合物と、
前記モノマー混合物100重量部に対して、0.0005重量部以上、5重量部以下である請求項1乃至8のいずれかに記載のポリチオウレタン系光学材料用重合触媒と、
を含有する、ポリチオウレタン系光学材料用重合性組成物。 - 前記ポリイソ(チオ)シアナート類が、m−キシリレンジイソシアナート、2,5-ビス(イソシアナトメチル)-ビシクロ[2.2.1]ヘプタン、2,6-ビス(イソシアナトメチル)-ビシクロ〔2.2.1〕ヘプタン、1,3−ビス(イソシアナトメチル)シクロヘキサン、1,4−ビス(イソシアナトメチル)シクロヘキサン、およびヘキサメチレンジイソシアナートからなる群より選択される1種または2種以上であり、
前記活性水素化合物類が、4-メルカプトメチル-1,8-ジメルカプト-3,6-ジチアオクタン、5,7-ジメルカプトメチル-1,11-ジメルカプト-3,6,9-トリチアウンデカン、4,7-ジメルカプトメチル-1,11-ジメルカプト-3,6,9-トリチアウンデカン、4,8-ジメルカプトメチル-1,11-ジメルカプト-3,6,9-トリチアウンデカン、ペンタエリスリトールテトラキス(3-メルカプトプロピオネート)、1,1,3,3-テトラキス(メルカプトメチルチオ)プロパン、1,1,2,2-テトラキス(メルカプトメチルチオ)エタン、4,6-ビス(メルカプトメチルチオ)-1,3-ジチアン、および2-(2,2-ビス(メルカプトメチルチオ)エチル)-1,3-ジチエタンからなる群より選択される1種または2種以上である、請求項9に記載のポリチオウレタン系光学材料用重合性組成物。 - 請求項9または10に記載のポリチオウレタン系光学材料用重合性組成物を、−50〜200℃の温度で1〜100時間かけて加熱硬化することにより得られるポリチオウレタン系光学材料。
- 請求項11に記載のポリチオウレタン系光学材料からなるプラスチックレンズ。
- 請求項9または10に記載のポリチオウレタン系光学材料用重合性組成物を注型重合する、ポリチオウレタン系光学材料の製造方法。
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CN102066450B (zh) * | 2008-06-30 | 2013-11-06 | 三井化学株式会社 | 聚硫氨酯类光学材料用聚合性组合物、由该聚合性组合物得到的聚硫氨酯类光学材料及聚硫氨酯类光学材料用聚合催化剂 |
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US10344116B2 (en) * | 2014-07-08 | 2019-07-09 | Mitsui Chemicals, Inc. | Polymerizable composition for optical material and use thereof |
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CN113474389B (zh) | 2019-02-08 | 2024-05-24 | 三井化学株式会社 | 光学材料用聚合性组合物、光学材料及其用途 |
JP6691990B1 (ja) | 2019-04-26 | 2020-05-13 | 三井化学株式会社 | 光学材料用チオール含有組成物、光学材料用重合性組成物 |
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Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5859959A (ja) * | 1981-10-05 | 1983-04-09 | Nippon Paint Co Ltd | アミノスルホン酸化合物、その製法ならびに触媒 |
JPH08208792A (ja) * | 1994-04-08 | 1996-08-13 | Mitsui Toatsu Chem Inc | ウレタン系プラスチックレンズ用組成物、それよりなるプラスチックレンズおよびその製造方法 |
JPH1081726A (ja) * | 1996-09-09 | 1998-03-31 | Mitsui Petrochem Ind Ltd | ウレタン系プラスチックレンズ用組成物、それよりなるプラスチックレンズおよびその製造方法 |
JPH10182786A (ja) * | 1996-12-25 | 1998-07-07 | Toray Thiokol Co Ltd | 硬化型組成物 |
JP2002528613A (ja) * | 1998-10-29 | 2002-09-03 | エシロール アテルナジオナール カンパニー ジェネラーレ デ オプティック | 塩触媒を含有するイオウ含有樹脂製造用重合性組成物およびイオウ含有樹脂成形品の製造方法 |
WO2008035457A1 (fr) * | 2006-09-21 | 2008-03-27 | Mitsui Chemicals, Inc. | Catalyseur de polymérisation pour matériau optique en polythiouréthane, composition polymérisable contenant le catalyseur, résine de polythiouréthane obtenue à partir de la composition et procédé de fabrication de la résine |
JP2008074957A (ja) * | 2006-09-21 | 2008-04-03 | Mitsui Chemicals Inc | ポリチオウレタン重合触媒、それを含む重合性組成物及びそれより得られる光学材料及びその製造方法 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH066590B2 (ja) | 1985-07-15 | 1994-01-26 | サンアプロ株式会社 | 新規アミジン,その製造法および使用法 |
JPS6377918A (ja) | 1986-09-19 | 1988-04-08 | Kao Corp | ポリウレタン製造用触媒 |
JP2950862B2 (ja) | 1989-08-29 | 1999-09-20 | 三井化学株式会社 | チオカルバミン酸s―アルキルエステル系レンズおよびその製造方法 |
US5693738A (en) * | 1994-04-08 | 1997-12-02 | Mitsui Toatsu Chemicals, Inc. | Composition for urethane-base plastic lens, urethane-base plastic lens obtained from the composition, and process for the production of the plastic lens |
KR100381633B1 (ko) * | 1994-10-21 | 2003-08-14 | 산요가세이고교 가부시키가이샤 | 경화성조성물 |
JPH0977850A (ja) | 1995-07-12 | 1997-03-25 | Toray Ind Inc | エポキシ樹脂組成物および樹脂封止型半導体装置 |
US5877254A (en) * | 1996-07-22 | 1999-03-02 | Film Specialties, Inc. | Scratch-resistant anti-fog coating composition incorporating isocyanate-reactive surfactants |
US6130307A (en) * | 1998-02-10 | 2000-10-10 | Mitsubishi Gas Chemical Co., Inc. | Composition for a resin |
US5973098A (en) * | 1998-10-29 | 1999-10-26 | Essilor International - Compagnie Generale D'optique | Polymerizable compositions for making thio containing resins including a thiocyanate salt catalyst and process for making thio containing resin articles |
JP3850576B2 (ja) | 1999-03-10 | 2006-11-29 | 大阪有機化学工業株式会社 | 熱硬化性樹脂組成物 |
JP2001002933A (ja) * | 1999-04-23 | 2001-01-09 | Mitsubishi Gas Chem Co Inc | 光学材料用組成物 |
JP4761609B2 (ja) * | 1999-06-30 | 2011-08-31 | 株式会社メニコン | 医療用具用ウレタン結合含有化合物の製法 |
JP4692696B2 (ja) * | 2000-09-08 | 2011-06-01 | 三菱瓦斯化学株式会社 | 光学材料用樹脂組成物 |
JP3562579B2 (ja) * | 2000-10-13 | 2004-09-08 | 三菱瓦斯化学株式会社 | 光学材料用組成物 |
JP2005105084A (ja) | 2003-09-29 | 2005-04-21 | Tosoh Corp | ポリウレタン樹脂製造用触媒組成物及びポリウレタン樹脂の製造方法 |
DE102004009740A1 (de) * | 2004-02-25 | 2005-09-15 | Basf Ag | Zinn- und Übergangsmetallfreie Polyurethanschaumstoffe |
US20070185223A1 (en) * | 2005-02-18 | 2007-08-09 | Basf Aktiengesellschaft | Tin and transition metal free polyurethane foams |
CN101384636B (zh) * | 2006-02-21 | 2013-02-13 | 三井化学株式会社 | 聚硫氨酯类光学材料用聚合性组合物 |
-
2008
- 2008-02-04 US US12/528,369 patent/US8586694B2/en active Active
- 2008-02-04 EP EP08702868.4A patent/EP2116558B1/en active Active
- 2008-02-04 WO PCT/JP2008/000136 patent/WO2008105138A1/ja active Application Filing
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- 2008-02-04 AU AU2008220347A patent/AU2008220347B2/en not_active Ceased
- 2008-02-04 CN CN2008800063200A patent/CN101627069B/zh active Active
- 2008-02-04 JP JP2009501114A patent/JP5254201B2/ja active Active
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5859959A (ja) * | 1981-10-05 | 1983-04-09 | Nippon Paint Co Ltd | アミノスルホン酸化合物、その製法ならびに触媒 |
JPH08208792A (ja) * | 1994-04-08 | 1996-08-13 | Mitsui Toatsu Chem Inc | ウレタン系プラスチックレンズ用組成物、それよりなるプラスチックレンズおよびその製造方法 |
JPH1081726A (ja) * | 1996-09-09 | 1998-03-31 | Mitsui Petrochem Ind Ltd | ウレタン系プラスチックレンズ用組成物、それよりなるプラスチックレンズおよびその製造方法 |
JPH10182786A (ja) * | 1996-12-25 | 1998-07-07 | Toray Thiokol Co Ltd | 硬化型組成物 |
JP2002528613A (ja) * | 1998-10-29 | 2002-09-03 | エシロール アテルナジオナール カンパニー ジェネラーレ デ オプティック | 塩触媒を含有するイオウ含有樹脂製造用重合性組成物およびイオウ含有樹脂成形品の製造方法 |
WO2008035457A1 (fr) * | 2006-09-21 | 2008-03-27 | Mitsui Chemicals, Inc. | Catalyseur de polymérisation pour matériau optique en polythiouréthane, composition polymérisable contenant le catalyseur, résine de polythiouréthane obtenue à partir de la composition et procédé de fabrication de la résine |
JP2008074957A (ja) * | 2006-09-21 | 2008-04-03 | Mitsui Chemicals Inc | ポリチオウレタン重合触媒、それを含む重合性組成物及びそれより得られる光学材料及びその製造方法 |
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