JP2000231002A - Optical lens - Google Patents
Optical lensInfo
- Publication number
- JP2000231002A JP2000231002A JP3264499A JP3264499A JP2000231002A JP 2000231002 A JP2000231002 A JP 2000231002A JP 3264499 A JP3264499 A JP 3264499A JP 3264499 A JP3264499 A JP 3264499A JP 2000231002 A JP2000231002 A JP 2000231002A
- Authority
- JP
- Japan
- Prior art keywords
- optical lens
- silicon
- silicon atoms
- group
- optical
- 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.)
- Pending
Links
- 230000003287 optical effect Effects 0.000 title claims abstract description 118
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 78
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 61
- 239000010703 silicon Substances 0.000 claims abstract description 51
- 238000002834 transmittance Methods 0.000 claims abstract description 51
- 229920002050 silicone resin Polymers 0.000 claims abstract description 23
- 125000000962 organic group Chemical group 0.000 claims abstract description 16
- 125000003277 amino group Chemical group 0.000 claims abstract description 13
- 125000005843 halogen group Chemical group 0.000 claims abstract description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
- 230000014509 gene expression Effects 0.000 claims abstract description 3
- 229920001296 polysiloxane Polymers 0.000 claims description 58
- 229920005989 resin Polymers 0.000 claims description 45
- 239000011347 resin Substances 0.000 claims description 45
- 239000000203 mixture Substances 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 229920001187 thermosetting polymer Polymers 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- 229910004283 SiO 4 Inorganic materials 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 230000003595 spectral effect Effects 0.000 claims description 5
- 150000003058 platinum compounds Chemical class 0.000 claims description 3
- 238000007259 addition reaction Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 229910020485 SiO4/2 Inorganic materials 0.000 abstract 2
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical compound [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 51
- 239000000047 product Substances 0.000 description 44
- -1 siloxane unit Chemical group 0.000 description 36
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 27
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 20
- 238000000465 moulding Methods 0.000 description 20
- 229920006136 organohydrogenpolysiloxane Polymers 0.000 description 20
- 239000002253 acid Substances 0.000 description 14
- 229910052697 platinum Inorganic materials 0.000 description 13
- 239000011342 resin composition Substances 0.000 description 13
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 13
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 10
- 230000000704 physical effect Effects 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 238000001723 curing Methods 0.000 description 8
- 229920003023 plastic Polymers 0.000 description 8
- 239000004033 plastic Substances 0.000 description 8
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 230000001588 bifunctional effect Effects 0.000 description 6
- 238000005266 casting Methods 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 6
- 239000010408 film Substances 0.000 description 6
- 239000005046 Chlorosilane Substances 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 238000012644 addition polymerization Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000010419 fine particle Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000003944 tolyl group Chemical group 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 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 3
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 3
- 230000005484 gravity Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229910052814 silicon oxide Inorganic materials 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 101100438134 Rattus norvegicus Cabs1 gene Proteins 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 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 2
- 229910000420 cerium oxide Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 230000010354 integration Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 239000005055 methyl trichlorosilane Substances 0.000 description 2
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 2
- 150000003961 organosilicon compounds Chemical class 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 2
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 2
- 239000005054 phenyltrichlorosilane Substances 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 150000003377 silicon compounds Chemical class 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 2
- 229910001887 tin oxide Inorganic materials 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 2
- 229910001930 tungsten oxide Inorganic materials 0.000 description 2
- 229910001928 zirconium oxide Inorganic materials 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- 101710179738 6,7-dimethyl-8-ribityllumazine synthase 1 Proteins 0.000 description 1
- 229920005509 ACRYPET® VH Polymers 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 239000004420 Iupilon Substances 0.000 description 1
- 101710186608 Lipoyl synthase 1 Proteins 0.000 description 1
- 101710137584 Lipoyl synthase 1, chloroplastic Proteins 0.000 description 1
- 101710090391 Lipoyl synthase 1, mitochondrial Proteins 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229910004808 SiO1.01 Inorganic materials 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- MNKYQPOFRKPUAE-UHFFFAOYSA-N chloro(triphenyl)silane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 MNKYQPOFRKPUAE-UHFFFAOYSA-N 0.000 description 1
- KWYZNESIGBQHJK-UHFFFAOYSA-N chloro-dimethyl-phenylsilane Chemical compound C[Si](C)(Cl)C1=CC=CC=C1 KWYZNESIGBQHJK-UHFFFAOYSA-N 0.000 description 1
- KMVZWUQHMJAWSY-UHFFFAOYSA-N chloro-dimethyl-prop-2-enylsilane Chemical compound C[Si](C)(Cl)CC=C KMVZWUQHMJAWSY-UHFFFAOYSA-N 0.000 description 1
- XSDCTSITJJJDPY-UHFFFAOYSA-N chloro-ethenyl-dimethylsilane Chemical compound C[Si](C)(Cl)C=C XSDCTSITJJJDPY-UHFFFAOYSA-N 0.000 description 1
- ZIFXYFOVERKZLG-UHFFFAOYSA-N chloro-methyl-(2-phenylethenyl)silane Chemical compound C[SiH](Cl)C=CC1=CC=CC=C1 ZIFXYFOVERKZLG-UHFFFAOYSA-N 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 1
- MAYIDWCWWMOISO-UHFFFAOYSA-N dichloro-bis(ethenyl)silane Chemical compound C=C[Si](Cl)(Cl)C=C MAYIDWCWWMOISO-UHFFFAOYSA-N 0.000 description 1
- YLJJAVFOBDSYAN-UHFFFAOYSA-N dichloro-ethenyl-methylsilane Chemical compound C[Si](Cl)(Cl)C=C YLJJAVFOBDSYAN-UHFFFAOYSA-N 0.000 description 1
- QDASGLPLQWLMSJ-UHFFFAOYSA-N dichloro-ethenyl-phenylsilane Chemical compound C=C[Si](Cl)(Cl)C1=CC=CC=C1 QDASGLPLQWLMSJ-UHFFFAOYSA-N 0.000 description 1
- GNEPOXWQWFSSOU-UHFFFAOYSA-N dichloro-methyl-phenylsilane Chemical compound C[Si](Cl)(Cl)C1=CC=CC=C1 GNEPOXWQWFSSOU-UHFFFAOYSA-N 0.000 description 1
- 125000005388 dimethylhydrogensiloxy group Chemical group 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001227 electron beam curing Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
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- 239000011521 glass Substances 0.000 description 1
- 229910000449 hafnium oxide Inorganic materials 0.000 description 1
- WIHZLLGSGQNAGK-UHFFFAOYSA-N hafnium(4+);oxygen(2-) Chemical compound [O-2].[O-2].[Hf+4] WIHZLLGSGQNAGK-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
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- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000007733 ion plating Methods 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 1
- 229910001635 magnesium fluoride Inorganic materials 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
- 229940074761 olysio Drugs 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- BPUBBGLMJRNUCC-UHFFFAOYSA-N oxygen(2-);tantalum(5+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Ta+5].[Ta+5] BPUBBGLMJRNUCC-UHFFFAOYSA-N 0.000 description 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000005240 physical vapour deposition Methods 0.000 description 1
- 239000000088 plastic resin Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000548 poly(silane) polymer Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 229920002776 polycyclohexyl methacrylate Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
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- 238000011160 research Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- JTZZSQYMACOLNN-VDWJNHBNSA-N simeprevir Chemical compound O=C([C@@]12C[C@H]1\C=C/CCCCN(C)C(=O)[C@H]1[C@H](C(N2)=O)C[C@H](C1)OC=1C2=CC=C(C(=C2N=C(C=1)C=1SC=C(N=1)C(C)C)C)OC)NS(=O)(=O)C1CC1 JTZZSQYMACOLNN-VDWJNHBNSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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- 230000002194 synthesizing effect Effects 0.000 description 1
- 229910001936 tantalum oxide Inorganic materials 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
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- 125000001544 thienyl group Chemical group 0.000 description 1
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- UTXPCJHKADAFBB-UHFFFAOYSA-N tribenzyl(chloro)silane Chemical compound C=1C=CC=CC=1C[Si](CC=1C=CC=CC=1)(Cl)CC1=CC=CC=C1 UTXPCJHKADAFBB-UHFFFAOYSA-N 0.000 description 1
- SIPHWXREAZVVNS-UHFFFAOYSA-N trichloro(cyclohexyl)silane Chemical compound Cl[Si](Cl)(Cl)C1CCCCC1 SIPHWXREAZVVNS-UHFFFAOYSA-N 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- RCHUVCPBWWSUMC-UHFFFAOYSA-N trichloro(octyl)silane Chemical compound CCCCCCCC[Si](Cl)(Cl)Cl RCHUVCPBWWSUMC-UHFFFAOYSA-N 0.000 description 1
- ABADVTXFGWCNBV-UHFFFAOYSA-N trichloro-(4-chlorophenyl)silane Chemical compound ClC1=CC=C([Si](Cl)(Cl)Cl)C=C1 ABADVTXFGWCNBV-UHFFFAOYSA-N 0.000 description 1
- WOMUGKOOLXQCTQ-UHFFFAOYSA-N trichloro-(4-methylphenyl)silane Chemical compound CC1=CC=C([Si](Cl)(Cl)Cl)C=C1 WOMUGKOOLXQCTQ-UHFFFAOYSA-N 0.000 description 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は光学用レンズに関す
る。The present invention relates to an optical lens.
【０００２】[0002]
【従来の技術】カメラ、フィルム一体型カメラ（レンズ
付きフィルム）、ビデオカメラ等の各種カメラ、ＣＤ、
ＣＤ−ＲＯＭ、ＣＤ−Ｒ、ＣＤ−ＲＷ、ＣＤ−Ｖｉｄｅ
ｏ、ＭＯ、ＤＶＤ等の光ピックアップ装置、複写機及び
プリンター等のＯＡ機器といった各種機器等に使用され
る光学用レンズに、ポリメチルメタクリレート、ポリシ
クロヘキシルメタクリレート、ポリスチレン、ポリカー
ボネート、ポリ−４−メチルペンテン、ノルボルネン系
ポリマー、ポリウレタン樹脂等の樹脂を用いて射出成形
されたプラスチックレンズ等をその光学系の一部又は全
部に使用することが知られている。2. Description of the Related Art Various cameras such as cameras, film-integrated cameras (films with lenses), video cameras, CDs,
CD-ROM, CD-R, CD-RW, CD-Video
o, MO, DVD, etc. Optical pickup devices such as optical pickup devices, OA devices such as copiers and printers, and optical lenses used for various devices such as polymethyl methacrylate, polycyclohexyl methacrylate, polystyrene, polycarbonate, poly-4-methylpentene It is known to use a plastic lens or the like injection-molded using a resin such as a norbornene-based polymer or a polyurethane resin for part or all of the optical system.
【０００３】このようなプラスチックレンズは、ガラス
レンズに較べて軽量で製造コストが低いことで有利であ
るが、今以上に製造コストを低下させることや小型なレ
ンズを成形するにはかなり限界にきているのが実情であ
る。[0003] Such a plastic lens is advantageous in that it is lighter in weight and lower in manufacturing cost than a glass lens, but has a considerable limit in reducing the manufacturing cost further and in molding a small lens. That is the fact.
【０００４】即ち、現行の成形装置においては、樹脂を
金型に注ぎ込む直前に、その樹脂材料を溶融し所定の圧
力で金型に圧入するために、スクリュー付き溶融シリン
ダといった熱可塑化装置を必要とし、金型内の樹脂の温
度分布を精度高く、例えば１℃未満に温調するための高
精度の温調設備を必要とする。また、レンズの性能によ
って必要な圧力を、レンズ全体にわたって均一となるよ
うに与える必要があるが、その均一圧力の必要性のため
に、所定の大きさの金型に対して一つの熱可塑化装置で
多数個を一度に成形することが難く、又一度に成形する
レンズ個数が多くなればなるほど、成形レンズを金型か
ら引き剥がすのに大きな力が必要となる。That is, in the current molding apparatus, a thermoplastic plasticizer such as a melting cylinder with a screw is required in order to melt the resin material and press the resin into the mold at a predetermined pressure immediately before pouring the resin into the mold. Therefore, a highly accurate temperature control facility for controlling the temperature distribution of the resin in the mold with high accuracy, for example, to less than 1 ° C. is required. In addition, it is necessary to apply the necessary pressure to the entire lens according to the performance of the lens so that the pressure is uniform. It is difficult to mold a large number of pieces at a time with an apparatus, and the greater the number of lenses to be molded at one time, the greater the force required to peel the molded lens from the mold.
【０００５】以上のような制約のもとで現状よりも更に
製造コストを低下させるのは厳しい状況にある。また、
上述の均一圧力の必要性によって、レンズが小型即ち小
径になればなるほど樹脂を注ぎ込むゲートの断面積も小
さくする必要が生じるが、例えば０．３ｍｍ角以下とい
った小さなゲートにする必要が生じても、その小さなゲ
ートのために、逆に均一な圧力を得ることは難しく、ま
た小さくするにも物理的な限界もあり、レンズの小径化
も限界に近いという状況である。[0005] Under the above-mentioned restrictions, it is in a severe situation to further reduce the manufacturing cost compared to the current state. Also,
Due to the need for the uniform pressure described above, the smaller the lens, that is, the smaller the diameter, the smaller the cross-sectional area of the gate into which the resin is poured. On the contrary, it is difficult to obtain a uniform pressure due to the small gate, and there is a physical limit to reduce the pressure, and the reduction in the diameter of the lens is close to the limit.
【０００６】また近年、ＣＤ−Ｒ、ＤＶＤやＭＯなどの
光を使った高密度記録方式が盛んに研究され、実用化さ
れている中で、記録光源の波長を短くすることで更なる
記録密度の向上が計られてきた。次世代の光記録方式で
は４００ｎｍ以下の波長が使われようとしている。上記
のポリオレフィン系、ポリカーボネート系やアクリル系
プラスチック樹脂材料は４００ｎｍ以下の紫外領域の分
光透過率が非常に低いものや全く透過しないものが多
く、そればかりか、紫外線によってプラスチックを構成
するポリマー鎖の結合が切断されて劣化を促進されると
いった問題がある。つまり、今後の高密度光記録におい
ては、紫外領域の分光透過率が高く、しかも成形性が優
れた光学用レンズが強く望まれている。In recent years, high-density recording systems using light, such as CD-Rs, DVDs, and MOs, have been actively studied and put to practical use. Improvement has been measured. In the next-generation optical recording system, a wavelength of 400 nm or less will be used. Many of the above-mentioned polyolefin, polycarbonate and acrylic plastic resin materials have very low or no transmittance at all in the ultraviolet region of 400 nm or less, and in addition, the bonding of polymer chains constituting the plastic by ultraviolet rays. However, there is a problem that the cutting is accelerated. That is, in the future high-density optical recording, there is a strong demand for an optical lens having a high spectral transmittance in the ultraviolet region and excellent moldability.
【０００７】[0007]
【発明が解決しようとする課題】本発明は、以上の課題
に基づいてなされたものであり、本発明の目的の一つ
は、珪素系樹脂を用いた小型の光学用レンズを得ること
である。また、別の目的は、多数個を一度に成形し得る
ような製造コストを低減可能な光学用レンズを得ること
である。また、別の目的は紫外領域の分光透過率が高い
光学用レンズを得ることである。SUMMARY OF THE INVENTION The present invention has been made based on the above-mentioned problems, and one of the objects of the present invention is to obtain a small optical lens using a silicon-based resin. . Another object of the present invention is to provide an optical lens capable of reducing manufacturing costs such that a large number of lenses can be formed at one time. Another object is to obtain an optical lens having a high spectral transmittance in the ultraviolet region.
【０００８】[0008]
【課題を解決するための手段】本発明は以下の構成によ
り達成することができた。The present invention has been achieved by the following constitutions.
【０００９】１．以下の条件式を満足する珪素系樹脂を
有し、且つ、光学面の最小有効半径が０．０３ｍｍ以上
３．００ｍｍ以下であることを特徴とする光学用レン
ズ。1. An optical lens, comprising a silicon-based resin satisfying the following conditional expression, and a minimum effective radius of the optical surface being 0.03 mm or more and 3.00 mm or less.
【００１０】（Ｒ１ＳｉＯ3/2の形をした珪素原子の
数）／（珪素原子の全数）＞０ （ＳｉＯ4/2の形をした珪素原子の数）／（珪素原子の
全数）≧０ ｛（Ｒ１ＳｉＯ3/2の形をした珪素原子の数）＋（Ｓｉ
Ｏ4/2の形をした珪素原子の数）｝×１００／（珪素原
子の全数）≧５％ ここで、Ｒ１は水素原子、水酸基、アミノ基、ハロゲン
原子又は有機基である。(Number of silicon atoms in the form of R1SiO 3/2 ) / (total number of silicon atoms)> 0 (number of silicon atoms in the form of SiO 4/2 ) / (total number of silicon atoms) ≧ 0 (Number of silicon atoms in the form of R1SiO 3/2 ) + (Si
The number of silicon atoms in the form of O 4/2 ) × 100 / (total number of silicon atoms) ≧ 5% Here, R 1 is a hydrogen atom, a hydroxyl group, an amino group, a halogen atom or an organic group.
【００１１】２．前記光学用レンズの体積が１００ｍｍ
3以下であることを特徴とする前記１記載の光学用レン
ズ。2. The volume of the optical lens is 100 mm
3. The optical lens according to 1 above, wherein the number is 3 or less.
【００１２】３．前記珪素系樹脂は、５％≦（Ｒ１Ｓｉ
Ｏ3/2の形をした珪素原子の数×１００）／（珪素原子
の全数）≦９０％を満足することを特徴とする前記１又
は２記載の光学用レンズ。3. 5% ≦ (R1Si
3. The optical lens according to 1 or 2, wherein the number of silicon atoms in the form of O 3/2 × 100) / (total number of silicon atoms) ≦ 90% is satisfied.
【００１３】４．前記珪素系樹脂は、５％≦（Ｒ２Ｒ３
2ＳｉＯ2/2の形をした珪素原子の数×１００）／（珪素
原子の全数）≦６０％を満足することを特徴とする前記
１又は２記載の光学用レンズ。4. 5% ≦ (R2R3
3. The optical lens as described in 1 or 2, wherein the number of silicon atoms in the form of 2 SiO 2/2 × 100) / (total number of silicon atoms) ≦ 60% is satisfied.
【００１４】ここで、Ｒ２、Ｒ３は各々水素原子、水酸
基、アミノ基、ハロゲン原子又は有機基である。Here, R2 and R3 are each a hydrogen atom, a hydroxyl group, an amino group, a halogen atom or an organic group.
【００１５】５．前記珪素系樹脂に含まれる珪素原子に
結合された置換基の内、１５〜１００ｍｏｌ％が芳香族
基であることを特徴とする前記１乃至４の何れか１項に
記載の光学用レンズ。[0015] 5. The optical lens according to any one of the above items 1 to 4, wherein 15 to 100 mol% of the substituents bonded to the silicon atoms contained in the silicon-based resin are aromatic groups.
【００１６】６．前記珪素系樹脂に含まれる珪素原子に
結合された置換基の内、２０ｍｏｌ％以上がアルキル基
であることを特徴とする前記１乃至４の何れか１項に記
載の光学用レンズ。6. The optical lens according to any one of claims 1 to 4, wherein 20 mol% or more of the substituents bonded to silicon atoms contained in the silicon-based resin are alkyl groups.
【００１７】７．前記アルキル基がメチル基であること
を特徴とする前記６記載の光学用レンズ。[7] 7. The optical lens according to the item 6, wherein the alkyl group is a methyl group.
【００１８】８．前記珪素系樹脂に含まれる珪素原子に
結合された置換基の内、２０モル％以上が水素原子であ
ることを特徴とする前記１乃至４の何れか１項に記載の
光学用レンズ。[8] The optical lens according to any one of the above items 1 to 4, wherein 20 mol% or more of the substituents bonded to silicon atoms contained in the silicon-based resin are hydrogen atoms.
【００１９】９．前記珪素系樹脂は、平均組成式がＲ４
a（ＣnＨ2n+1）bＳｉＯ(4-a-b)/2（ここで、Ｒ４は水素
原子、水酸基、アミノ基、ハロゲン原子又はアルキル基
以外の有機基であり、ａ＞０、ｂ＞０であり、０＜ａ＋
ｂ＜２であり、ｎは正の整数をあらわす。）で表される
オルガノポリシロキサンを含有する組成物から形成され
たことを特徴とする前記１乃至４又は６乃至８の何れか
１項に記載の光学用レンズ。9. The silicon-based resin has an average composition formula of R4
a (C n H 2n + 1 ) b SiO (4-ab) / 2 ( where, R4 is a hydrogen atom, a hydroxyl group, an amino group, an organic group other than a halogen atom or an alkyl group, a> 0, b> 0 and 0 <a +
b <2, and n represents a positive integer. 9. The optical lens according to any one of the above items 1 to 4, or 6 to 8, wherein the optical lens is formed from a composition containing the organopolysiloxane represented by the formula (1).
【００２０】１０．前記平均組成式Ｒ４a（ＣnＨ2n+1）
bＳｉＯ(4-a-b)/2中、ｎ＝１であることを特徴とする前
記９記載の光学用レンズ。[10] The average composition formula R4 a (C n H 2n + 1)
The optical lens according to the above item 9, wherein n = 1 in b SiO (4-ab) / 2 .
【００２１】１１．前記オルガノポリシロキサンがアニ
ケニル基を有することを特徴とする前記９又は１０記載
の光学用レンズ。11. 11. The optical lens according to the above item 9 or 10, wherein the organopolysiloxane has an anenyl group.
【００２２】１２．前記珪素系樹脂は、平均組成式がＲ
５c（Ｈ）dＳｉＯ(4-c-d)/2（ここで、Ｒ５は水酸基、
アミノ基、ハロゲン原子又は有機基であり、ｃ＞０、ｄ
＞０であり、０＜ｃ＋ｄ＜２である）で表されるオルガ
ノポリシロキサンを含有する組成物から形成されたこと
を特徴とする前記１乃至４又は８の何れか１項に記載の
光学用レンズ。12. The silicon-based resin has an average composition formula of R
5 c (H) d SiO (4-cd) / 2 (where R5 is a hydroxyl group,
An amino group, a halogen atom or an organic group, c> 0, d
> 0, and 0 <c + d <2), wherein the composition is formed from a composition containing an organopolysiloxane represented by the formula (1). lens.
【００２３】１３．２５０ｎｍ〜９００ｎｍの波長領域
に対して８０％以上の分光透過率を有することを特徴と
する前記１乃至４又は６乃至１２の何れか１項に記載の
光学用レンズ。13. The optical lens according to any one of 1 to 4 or 6 to 12, wherein the optical lens has a spectral transmittance of 80% or more in a wavelength region of 250 nm to 900 nm.
【００２４】１４．前記珪素系樹脂がシリコーン樹脂で
あり、前記光学用レンズが該シリコーン樹脂からなるこ
とを特徴とする前記１乃至１３の何れか１項に記載の光
学用レンズ。14. 14. The optical lens according to any one of 1 to 13, wherein the silicon-based resin is a silicone resin, and the optical lens is made of the silicone resin.
【００２５】１５．前記シリコーン樹脂が熱硬化型であ
り、熱硬化反応に付加反応を用いて形成されたことを特
徴とする前記１４記載の光学用レンズ。[15] 15. The optical lens according to the above 14, wherein the silicone resin is a thermosetting type and is formed by using an addition reaction to a thermosetting reaction.
【００２６】１６．前記熱硬化反応の触媒に白金化合物
を用いたことを特徴とする前記１５記載の光学用レン
ズ。16. 16. The optical lens according to the above 15, wherein a platinum compound is used as a catalyst for the thermosetting reaction.
【００２７】１７．４００ｎｍ〜８５０ｎｍの波長領域
において８５％以上の透過率を有することを特徴とする
前記１乃至１６の何れか１項に記載の光学用レンズ。17. The optical lens as described in any one of 1 to 16 above, wherein the optical lens has a transmittance of 85% or more in a wavelength region of 400 to 850 nm.
【００２８】１８．ＪＩＳ−Ａ硬度が８５以上であるこ
とを特徴とする前記１乃至１７の何れか１項に記載の光
学用レンズ。18. 18. The optical lens according to any one of 1 to 17, wherein the JIS-A hardness is 85 or more.
【００２９】１９．少なくとも一方の光学面が非球面形
状を有することを特徴とする前記１乃至１８の何れか１
項に記載の光学用レンズ。19. At least one of the optical surfaces has an aspherical shape.
An optical lens according to Item.
【００３０】２０．光学面の両面が非球面形状を有する
ことを特徴とする前記１９記載の光学用レンズ。20. 20. The optical lens according to the above 19, wherein both surfaces of the optical surface have an aspherical shape.
【００３１】以下、本発明に用いられる珪素系樹脂につ
いて説明する。Hereinafter, the silicon resin used in the present invention will be described.
【００３２】本発明において、珪素系樹脂を有すると
は、光学用レンズを構成する成分のうち、少なくとも珪
素系樹脂をその一成分とするという意味であり、好まし
くは光学用レンズ成形品において珪素系樹脂が７０重量
％以上、更には８０重量％以上含有することが好まし
く、本発明の効果を損なわない範囲で、他の樹脂や各種
添加物が混入されたものも本発明に含まれるものであ
る。又、レンズの表面に種々の目的で各種コート層が設
けられていてもよい。In the present invention, having a silicon-based resin means that at least the silicon-based resin is one of the components constituting the optical lens, and preferably the silicon-based resin is used in the optical lens molded article. It is preferable that the content of the resin is 70% by weight or more, more preferably 80% by weight or more. As long as the effects of the present invention are not impaired, those containing other resins and various additives are also included in the present invention. . Further, various coating layers may be provided on the surface of the lens for various purposes.
【００３３】珪素系樹脂において、（Ｒ１ＳｉＯ3/2の
形をした珪素原子の数）／（珪素原子の全数）＞０であ
り、（ＳｉＯ4/2の形をした珪素原子の数）／（珪素原
子の全数）≧０であり、｛（Ｒ１ＳｉＯ3/2の形をした
珪素原子の数）＋（ＳｉＯ4/2の形をした珪素原子の
数）｝×１００／（珪素原子の全数）≧５％であると
は、珪素系樹脂を構成する珪素原子に少なくとも３官能
シロキサン単位であるＲ１ＳｉＯ3/2の形をした珪素原
子が必ず存在し、４官能シロキサン単位であるＳｉＯ
4/2の形をした珪素原子は存在してもしなくても良い
が、その両者を合計した珪素原子の数は全珪素原子の数
に対して５％以上であるという意味である。なお、珪素
系樹脂とは、珪素原子を有する樹脂を意味する。In the silicon-based resin, (the number of silicon atoms in the form of R1SiO 3/2 ) / (the total number of silicon atoms)> 0, and the (number of silicon atoms in the form of SiO 4/2 ) / ( (The total number of silicon atoms) ≧ 0, and {(the number of silicon atoms in the form of R1SiO 3/2 ) + (the number of silicon atoms in the form of SiO 4/2 )} × 100 / (the total number of silicon atoms) ≧ 5% means that at least a silicon atom in the form of R1SiO 3/2 which is a trifunctional siloxane unit always exists in a silicon atom constituting the silicon-based resin,
The silicon atoms in the form of 4/2 may or may not be present, but the sum of the two means that the number of silicon atoms is 5% or more of the total number of silicon atoms. In addition, the silicon-based resin means a resin having a silicon atom.
【００３４】本発明は、優れた成形性、優れた耐熱性、
低残留複屈折、低吸水率、良好な光透過率等の特性を併
せ持つ、光学面の最小有効半径が０．０３ｍｍ〜３．０
０ｍｍの小型の光学用レンズを得ることができ、又その
光学用レンズを一度に多数個成形し得る、製造コストの
低減可能な工業的生産に非常に適した光学用レンズを見
いだしたものである。The present invention provides excellent moldability, excellent heat resistance,
The minimum effective radius of the optical surface is 0.03 mm to 3.0, having characteristics such as low residual birefringence, low water absorption and good light transmittance.
An optical lens which is very suitable for industrial production which can obtain a small optical lens of 0 mm and can mold a large number of such optical lenses at one time and can reduce the production cost. .
【００３５】ここで言う光学面の最小有効半径とは、有
効光学面の最外周と光学面の光軸に垂直な面への射影の
重心が最短となる距離を言う。例えば、光軸方向からみ
て円形の光学面は光学面最外周とその重心である円中心
との距離、即ち有効光学面の半径を最小有効半径と言
う。又、光軸方向からみて長方形の光学面は、長方形の
長辺上の光学面最外周と重心位置との最短距離、即ち短
辺長の半分を最小有効半径と言う。他の光学面について
も同様に考える。Here, the minimum effective radius of the optical surface refers to the distance between the outermost periphery of the effective optical surface and the center of gravity of the projection onto the surface perpendicular to the optical axis of the optical surface. For example, in the case of a circular optical surface viewed from the optical axis direction, the distance between the outermost periphery of the optical surface and the center of the circle which is the center of gravity, that is, the radius of the effective optical surface is called the minimum effective radius. In the rectangular optical surface viewed from the optical axis direction, the shortest distance between the outermost periphery of the optical surface on the long side of the rectangle and the position of the center of gravity, that is, half of the short side length is called the minimum effective radius. The same applies to other optical surfaces.
【００３６】特に、体積が１００ｍｍ3以下の光学用レ
ンズに適用することが望ましく、その効果は絶大であっ
た。In particular, it is desirable to apply the present invention to an optical lens having a volume of 100 mm 3 or less, and the effect is remarkable.
【００３７】本発明に用いられる珪素系樹脂中のＲ１Ｓ
ｉＯ3/2（Ｒ１は水素、水酸基、アミノ基、ハロゲン原
子又は有機基を示す。）単位は、即ち珪素系樹脂を構成
する全珪素原子の内、Ｒ１ＳｉＯ3/2の形をした３官能
シロキサン単位をなす珪素原子が５〜９０％であること
が好ましい。光学用レンズとして高い硬度を得るために
は３官能シロキサン単位をなす珪素原子が５以上％存在
することが好ましく、また耐衝撃性や脆さという観点か
らは３官能シロキサン単位をなす珪素原子を９０％以下
とすることが好ましい。又、３官能シロキサン単位をな
す珪素原子が９０％以上含有する成形用のオルガノポリ
シロキサンを安定に製造することは合成行程においてゲ
ル化等の問題を生じるため、非常に困難である。Ｒ１Ｓ
ｉＯ3/2の含有量は好ましくは３０〜７０％である。R1S in the silicon resin used in the present invention
iO 3/2 (R1 represents hydrogen, a hydroxyl group, an amino group, a halogen atom or an organic group), ie, a trifunctional siloxane in the form of R1SiO 3/2 among all the silicon atoms constituting the silicon-based resin. It is preferable that the silicon atom constituting the unit is 5 to 90%. In order to obtain high hardness as an optical lens, it is preferable that silicon atoms forming trifunctional siloxane units be present in an amount of 5% or more, and from the viewpoint of impact resistance and brittleness, 90% of silicon atoms forming trifunctional siloxane units are present. % Is preferable. In addition, it is very difficult to stably produce an organopolysiloxane for molding containing 90% or more of silicon atoms constituting a trifunctional siloxane unit, because it causes problems such as gelation in a synthesis process. R1S
The content of iO3 / 2 is preferably 30-70%.
【００３８】３官能シロキサン単位をなす珪素原子に結
合するＲ１及び２官能シロキサン単位をなす珪素原子に
結合するＲ２、Ｒ３としては、各々水素原子、水酸基、
アミノ基、ハロゲン原子又は有機基を表す。R1 bonded to the silicon atom forming the trifunctional siloxane unit and R2 and R3 bonded to the silicon atom forming the bifunctional siloxane unit are respectively a hydrogen atom, a hydroxyl group,
Represents an amino group, a halogen atom or an organic group.
【００３９】有機基としては同種のものでも異種のもの
でもよく、各々置換または未置換のアルキル基、アルケ
ニル基、アルキレン基、アリール基、シクロアルキル基
等を挙げることができる。The organic groups may be the same or different, and each includes a substituted or unsubstituted alkyl group, alkenyl group, alkylene group, aryl group, cycloalkyl group and the like.
【００４０】アルキル基としては、メチル基、エチル
基、プロピル基、ブチル基、ベンジル基、フェネチル
基、トリフロロメチル基、ベンジル基等が挙げられる。Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a benzyl group, a phenethyl group, a trifluoromethyl group and a benzyl group.
【００４１】アルケニル基としてはアリル基、ビニル
基、イソプロペニル基、ブテニル基、等が挙げられる。
好ましくは、ビニル基である。Examples of the alkenyl group include an allyl group, a vinyl group, an isopropenyl group and a butenyl group.
Preferably, it is a vinyl group.
【００４２】アルキレン基としては、メチレン基、エチ
レン基、プロピレン基、ブチレン基等が挙げられる。Examples of the alkylene group include a methylene group, an ethylene group, a propylene group and a butylene group.
【００４３】アリール基としては、フェニル基、トリル
基、キシリル基、ナフチル基、クロロフェニル基、トリ
ブロモフェニル基、ペンタフルオロフェニル基、フリル
基、チエニル基、ピリジル基等の基が挙げられる。Examples of the aryl group include phenyl, tolyl, xylyl, naphthyl, chlorophenyl, tribromophenyl, pentafluorophenyl, furyl, thienyl, and pyridyl groups.
【００４４】シクロアルキル基としてはシクロペンチル
基、シクロヘキシル基、アダマンチル基、ノルボルニル
基、等の基が挙げられる。Examples of the cycloalkyl group include cyclopentyl, cyclohexyl, adamantyl, norbornyl and the like.
【００４５】本発明の珪素系樹脂を有する光学用レンズ
は、広い波長領域において高い光透過率を得ることが可
能であり、珪素原子に結合された置換基の内、２０ｍｏ
ｌ％以上をアルキル基又は水素原子とすることによっ
て、２５０ｎｍ〜９００ｎｍの広い波長領域に対して８
０％以上の分光透過率を達成することが可能であり、特
に短波長領域の光透過率を向上させることができる。The optical lens having the silicon-based resin of the present invention can obtain a high light transmittance in a wide wavelength region, and 20 mo of the substituents bonded to the silicon atom.
By making 1% or more an alkyl group or a hydrogen atom, 8% or more for a wide wavelength region of 250 nm to 900 nm.
It is possible to achieve a spectral transmittance of 0% or more, and particularly to improve the light transmittance in a short wavelength region.
【００４６】本発明において、珪素原子に結合した置換
基の内、１５〜１００ｍｏｌ％を芳香族基とすることに
より、更に屈折率を向上することができ、芳香族基とし
てはアリール基が好ましく、更に好ましくはフェニル
基、トリル基、モノクロルフェニル基である。In the present invention, the refractive index can be further improved by making 15 to 100 mol% of the substituent bonded to the silicon atom an aromatic group, and the aromatic group is preferably an aryl group. More preferred are a phenyl group, a tolyl group and a monochlorophenyl group.
【００４７】３官能シロキサン（Ｒ１ＳｉＯ3/2）の具
体例を以下に示すが、本発明はこれらに限定されるもの
ではない。Specific examples of the trifunctional siloxane (R1SiO 3/2 ) are shown below, but the present invention is not limited to these.
【００４８】Ｓ３−１ （ＣＨ3）ＳｉＯ3/2 Ｓ３−２ （ＣＨ2＝ＣＨ）ＳｉＯ3/2 Ｓ３−３ （Ｃ6Ｈ5）ＳｉＯ3/2 Ｓ３−４ （Ｃ6Ｈ11）ＳｉＯ3/2 Ｓ３−５ （Ｃ10Ｈ7）ＣＨ2ＣＨ2ＳｉＯ3/2 Ｓ３−６ （Ｃ6Ｈ2Ｂｒ3ＣＨ2ＣＨ2）ＳｉＯ3/2 Ｓ３−７ （Ｃ6Ｈ5ＣＨ2）ＳｉＯ3/2 Ｓ３−８ −（ＣＨ2ＣＨ2）ＳｉＯ3/2 ３官能及び４官能シロキサン単位以外に、１官能シロキ
サン単位、２官能シロキサン単位及びシロキサン構造単
位以外の構造単位を含むことができる。S3-1 (CH 3 ) SiO 3/2 S3-2 (CH 2 ＣＨCH) SiO 3/2 S3-3 (C 6 H 5 ) SiO 3/2 S 3-4 (C 6 H 11 ) SiO 3/2 S3-5 (C 10 H 7) CH 2 CH 2 SiO 3/2 S3-6 (C 6 H 2 Br 3 CH 2 CH 2) SiO 3/2 S3-7 (C 6 H 5 CH 2) SiO 3/2 S3-8 - besides (CH 2 CH 2) SiO 3/2 3 functional and tetra-functional siloxane units, monofunctional siloxane units can include a structural unit other than the bifunctional siloxane units and siloxane structural units .
【００４９】１官能シロキサン単位とは置換基を３つ有
するシロキサン単位であり、具体例としては次のような
ものが挙げられる。The monofunctional siloxane unit is a siloxane unit having three substituents, and specific examples include the following.
【００５０】（ＣＨ3）3ＳｉＯ1/2、（ＣＨ3）2（ＣＨ2
＝ＣＨ−）ＳｉＯ1/2、（Ｃ6Ｈ5）（ＣＨ3）2Ｓｉ
Ｏ1/2、（Ｃ6Ｈ5）3ＳｉＯ1/2、（Ｃ6Ｈ11）（ＣＨ3）2
ＳｉＯ1/2、（Ｃ6Ｈ5ＣＨ2）（ＣＨ3）2ＳｉＯ1/2、−
（ＣＨ2ＣＨ2）（ＣＨ3）2ＳｉＯ1/2等を挙げることが
できる。(CH 3 ) 3 SiO 1/2 , (CH 3 ) 2 (CH 2
= CH-) SiO 1/2, (C 6 H 5) (CH 3) 2 Si
O 1/2 , (C 6 H 5 ) 3 SiO 1/2 , (C 6 H 11 ) (CH 3 ) 2
SiO 1/2 , (C 6 H 5 CH 2 ) (CH 3 ) 2 SiO 1/2 ,-
(CH 2 CH 2 ) (CH 3 ) 2 SiO 1/2 and the like.
【００５１】２官能シロキサン単位とは置換基を二つ有
するシロキサン単位であり、具体例としては次のような
ものが挙げられる。The bifunctional siloxane unit is a siloxane unit having two substituents, and specific examples include the following.
【００５２】（ＣＨ3）2ＳｉＯ2/2、（ＣＨ3）（ＣＨ2
＝ＣＨ）ＳｉＯ2/2、（Ｃ6Ｈ5）（ＣＨ3）ＳｉＯ2/2、
（Ｃ6Ｈ5）2ＳｉＯ2/2、（Ｃ6Ｈ11）（ＣＨ3）ＳｉＯ
2/2、（Ｃ10Ｈ7ＣＨ2ＣＨ2）（ＣＨ3）ＳｉＯ2/2、（Ｃ
6Ｈ5ＣＨ2）（ＣＨ3）ＳｉＯ2/2、（Ｃ6Ｈ2Ｂｒ3ＣＨ2
ＣＨ2）（ＣＨ3）ＳｉＯ2/2、−（ＣＨ2ＣＨ2）（Ｃ
Ｈ3）ＳｉＯ2/2、−（ＣＨ2ＣＨ2）2ＳｉＯ2/2等を挙げ
ることができる。(CH 3 ) 2 SiO 2/2 , (CH 3 ) (CH 2
= CH) SiO 2/2 , (C 6 H 5 ) (CH 3 ) SiO 2/2 ,
(C 6 H 5 ) 2 SiO 2/2 , (C 6 H 11 ) (CH 3 ) SiO
2/2, (C 10 H 7 CH 2 CH 2) (CH 3) SiO 2/2, (C
6 H 5 CH 2) (CH 3) SiO 2/2, (C 6 H 2 Br 3 CH 2
CH 2) (CH 3) SiO 2/2, - (CH 2 CH 2) (C
H 3) SiO 2/2, - ( CH 2 CH 2) can be cited 2 SiO 2/2, or the like.
【００５３】２官能シロキサン単位の含有率は、光学用
レンズに必要な硬度を低下させないために、６０％以下
とすることが好ましく、機械的強度を与える点では５％
以上含有することが好ましい。The content of the bifunctional siloxane unit is preferably not more than 60% in order not to lower the hardness required for the optical lens, and 5% in terms of imparting mechanical strength.
It is preferable to contain the above.
【００５４】本発明でいうシロキサン構造単位以外の構
造単位とはシロキサン単位以外の珪素原子を含有する構
造単位をいう。具体的には、シラザン、ポリシラン、シ
ルフェニレン、シルアルキレン等のシロキサン結合以外
の結合を有する構造単位をいう。The structural unit other than the siloxane structural unit in the present invention means a structural unit containing a silicon atom other than the siloxane unit. Specifically, it refers to a structural unit having a bond other than a siloxane bond, such as silazane, polysilane, silphenylene, and silalkylene.
【００５５】各シロキサン単位の含有率は成形した後の
光学素子の固体高分解能29Ｓｉ−ＮＭＲスペクトル（29
Ｓｉ−ＭＡＳ）を測定することにより精度良く求めるこ
とができる。The content of each siloxane unit is determined by the solid-state high-resolution 29 Si-NMR spectrum ( 29
(Si-MAS) can be obtained with high accuracy.
【００５６】固体高分解能29Ｓｉ−ＮＭＲスペクトルに
おける各構造単位に対応するピークの検出される化学シ
フト値の具体例を以下に示す。Specific examples of the chemical shift value at which the peak corresponding to each structural unit in the solid high-resolution 29 Si-NMR spectrum is detected are shown below.
【００５７】 （ＣＨ3）3ＳｉＯ1/2 ６〜８ｐｐｍ （ＣＨ3）2ＳｉＯ2/2 −１７．８〜−２３．０ｐｐｍ （ＣＨ3）ＳｉＯ3/2 −６５〜−６６ｐｐｍ （Ｃ6Ｈ5）ＳｉＯ3/2 −７８ｐｐｍ ＳｉＯ4/2 −１０５〜−１０６ｐｐｍ 光学素子の固体高分解能29Ｓｉ−ＮＭＲスペクトル（29
Ｓｉ−ＭＡＳ）においてそれぞれのピークの面積百分率
を測定することにより精度良く個々の構造単位の定量値
（ｍｏｌ％）を得ることができる。(CH 3 ) 3 SiO 1/2 6 to 8 ppm (CH 3 ) 2 SiO 2/2 −17.8 to −23.0 ppm (CH 3 ) SiO 3/2 −65 to −66 ppm (C 6 H 5 ) SiO 3/2 −78 ppm SiO 4/2 −105 to −106 ppm Solid-state high-resolution 29 Si-NMR spectrum ( 29
By measuring the area percentage of each peak in (Si-MAS), a quantitative value (mol%) of each structural unit can be obtained with high accuracy.
【００５８】本発明の珪素系樹脂を有する光学用レンズ
は、１種または複数のオルガノポリシロキサン、硬化
剤、触媒を金型に入れ硬化させる方法が好ましく用いら
れる。For the optical lens having a silicon-based resin of the present invention, a method in which one or a plurality of organopolysiloxanes, a curing agent, and a catalyst are placed in a mold and cured is preferably used.
【００５９】硬化反応としては室温硬化反応、紫外線硬
化反応、電子線硬化反応、熱硬化反応を挙げることがで
きる。熱硬化反応が生産性の点で好ましい。Examples of the curing reaction include a room temperature curing reaction, an ultraviolet curing reaction, an electron beam curing reaction, and a thermosetting reaction. A thermosetting reaction is preferred in terms of productivity.
【００６０】熱硬化反応としては脱水縮合、脱アルコー
ル縮合、脱水素縮合、パーオキサイド架橋、付加重合反
応が挙げられる。光学素子の光透過率を損なわないとい
う点で付加重合反応が好ましい。付加重合反応の触媒と
しては白金化合物が好ましく用いられる。Examples of the thermosetting reaction include dehydration condensation, dealcoholization condensation, dehydrogenation condensation, peroxide crosslinking, and addition polymerization reaction. The addition polymerization reaction is preferred in that the light transmittance of the optical element is not impaired. As a catalyst for the addition polymerization reaction, a platinum compound is preferably used.
【００６１】オルガノポリシロキサンの合成方法は従来
当業者によく知られているものであって公知である。例
えば、それぞれのシロキサン単位に対応したクロロシラ
ン、アルコキシシラン等の加水分解性シランを共加水分
解することにより得られる。The method for synthesizing the organopolysiloxane is well known to those skilled in the art. For example, it can be obtained by co-hydrolyzing a hydrolyzable silane such as chlorosilane or alkoxysilane corresponding to each siloxane unit.
【００６２】白金触媒を用いる付加重合反応により成形
する場合は、重量平均分子量３００〜１０００００、末
端もしくは、側鎖にビニル基やアリル基等のアルケニル
基を有する１種または複数のオルガノポリシロキサン成
分と重量平均分子量３００〜１０００００の１種、また
は複数のオルガノハイドロジェンポリシロキサン成分を
硬化剤として用いて１００℃〜２００℃の温度で１０分
から３時間程度加熱硬化させ、成形するのが好ましい。
白金触媒の量は０．１ｐｐｍから１０００ｐｐｍが好ま
しい。In the case of molding by an addition polymerization reaction using a platinum catalyst, one or more organopolysiloxane components having a weight average molecular weight of 300 to 100,000 and having an alkenyl group such as a vinyl group or an allyl group in a terminal or a side chain are combined with one or more components. It is preferable to heat and cure at 100 ° C. to 200 ° C. for about 10 minutes to 3 hours using one or a plurality of organohydrogenpolysiloxane components having a weight average molecular weight of 300 to 100,000 as a curing agent.
The amount of the platinum catalyst is preferably from 0.1 ppm to 1000 ppm.
【００６３】硬化剤としてはオルガノハイドロジェンポ
リシロキサン以外に下記の一般式で示される、有機珪素
化合物を用いることもできる。As the curing agent, an organosilicon compound represented by the following general formula can be used in addition to the organohydrogenpolysiloxane.
【００６４】（（ＣＨ3）2ＨＳｉＯ）a−Ｓｉ（Ｒ６）
3-a−Ｑ−Ｓｉ（Ｒ６）3-a−（ＯＳｉＨ（ＣＨ3）2）a 式中、Ｒ６は有機基を表し、Ｑは二価の芳香族炭化水素
基であり、ａは１〜３の整数である。以下に具体例を示
す。((CH 3 ) 2 HSiO) a —Si (R6)
3-a -Q-Si (R6 ) 3-a - in (OSiH (CH 3) 2) a formula, R6 represents an organic group, Q is a divalent aromatic hydrocarbon group, a is 1 It is an integer of 3. Specific examples are shown below.
【００６５】[0065]
【化１】 Embedded image
【００６６】[0066]
【化２】 Embedded image
【００６７】更に、下記一般式で示される有機珪素化合
物も用いることができる。Further, an organic silicon compound represented by the following general formula can also be used.
【００６８】 Ｒ７（Ｒ８）（Ｈ）Ｓｉ−Ｑ−Ｓｉ（Ｈ）（Ｒ８）Ｒ７ 上記式中Ｒ７、Ｒ８はそれぞれ１価の炭化水素であり、
Ｑは芳香族炭化水素を含有する２価の有機基である。以
下に具体例を示す。R7 (R8) (H) Si—Q—Si (H) (R8) R7 In the above formula, R7 and R8 are each a monovalent hydrocarbon;
Q is a divalent organic group containing an aromatic hydrocarbon. Specific examples are shown below.
【００６９】[0069]
【化３】 Embedded image
【００７０】[0070]
【化４】 Embedded image
【００７１】本発明に用いられる末端や側鎖にビニル基
やアリル基等のアルケニル基を有するオルガノポリシロ
キサンはクロロシラン、メチルトリクロロシラン、ジメ
チルジクロロシラン、フェニルトリクロロシラン、ジフ
ェニルジクロロシラン等の公知のクロロシラン化合物と
分子内にビニル基やアリル基を有する公知のクロロシラ
ン化合物を各種の組み合わせで配合し、共加水分解、或
いは、アルコキシ化し、更に、縮合させることにより合
成することが出来る。The organopolysiloxane having an alkenyl group such as a vinyl group or an allyl group at a terminal or a side chain used in the present invention is a known chlorosilane such as chlorosilane, methyltrichlorosilane, dimethyldichlorosilane, phenyltrichlorosilane and diphenyldichlorosilane. The compound can be synthesized by blending a compound and a known chlorosilane compound having a vinyl group or an allyl group in a molecule in various combinations, co-hydrolyzing or alkoxylating, and further condensing.
【００７２】配合するクロロシラン化合物の種類、配合
比及び反応条件によりオルガノポリシロキサンの分岐及
び網目構造、反応性基の種類、量、分子量、粘度等を制
御することが可能であり、多様なオルガノポリシロキサ
ンを調整することが可能である。It is possible to control the branching and network structure of the organopolysiloxane, the type, amount, molecular weight, viscosity and the like of the reactive group by controlling the type, mixing ratio and reaction conditions of the chlorosilane compound. It is possible to adjust the siloxane.
【００７３】各種のクロロシラン化合物はダウ・コーニ
ング・コーポレーション（米国）、信越化学工業（株）
等から市販されている。例えば、信越化学工業（株）の
珪素化合物試薬カタログには以下のクロロシラン化合物
が記載されている。Various chlorosilane compounds are available from Dow Corning Corporation (USA) and Shin-Etsu Chemical Co., Ltd.
Etc. are commercially available. For example, the following chlorosilane compounds are described in the silicon compound reagent catalog of Shin-Etsu Chemical Co., Ltd.
【００７４】テトラクロロシラン（商品名、ＬＳ−１
０）、トリクロロシラン（商品名、ＬＳ−２０）、メチ
ルトリクロロシラン（商品名、ＬＳ−４０）、ビニルト
リクロロシラン（商品名、ＬＳ−７０）、ジメチルジク
ロロシラン（商品名、ＬＳ−１３０）、メチルビニルジ
クロロシラン（商品名、ＬＳ−１９０）、トリメチルク
ロロシラン（商品名、ＬＳ−２６０）、ジビニルジクロ
ロシラン（商品名、ＬＳ−３３５）、ジメチルビニルク
ロロシラン（商品名、ＬＳ−３８０）、アリルジメチル
クロロシラン（商品名、ＬＳ−６５０）、４−クロロフ
ェニルトリクロロシラン（商品名、ＬＳ−９１５）、フ
ェニルトリクロロシラン（商品名ＬＳ−９２０）、シク
ロヘキシルトリクロロシラン（商品名、ＬＳ−９７
０）、ベンジルトリクロロシラン（商品名、ＬＳ−１４
６５）、ｐ−トルイルトリクロロシラン（商品名、ＬＳ
−１４８０）、メチルフェニルジクロロシラン（商品
名、ＬＳ−１４８０）、フェニルビニルジクロロシラン
（商品名、ＬＳ−１９８０）、ジメチルフェニルクロロ
シラン（商品名、ＬＳ−２０００）、オクチルトリクロ
ロシラン（商品名、ＬＳ−２１９０）、メチルフェニル
ビニルクロロシラン（商品名、ＬＳ−２５２０）、トリ
フェニルクロロシラン（商品名、ＬＳ−６３７０）、ト
リベンジルクロロシラン（商品名、ＬＳ−６８００）。Tetrachlorosilane (trade name, LS-1)
0), trichlorosilane (trade name, LS-20), methyltrichlorosilane (trade name, LS-40), vinyltrichlorosilane (trade name, LS-70), dimethyldichlorosilane (trade name, LS-130), Methylvinyldichlorosilane (trade name, LS-190), trimethylchlorosilane (trade name, LS-260), divinyldichlorosilane (trade name, LS-335), dimethylvinylchlorosilane (trade name, LS-380), allyl dimethyl Chlorosilane (trade name, LS-650), 4-chlorophenyltrichlorosilane (trade name, LS-915), phenyltrichlorosilane (trade name LS-920), cyclohexyltrichlorosilane (trade name, LS-97)
0), benzyltrichlorosilane (trade name, LS-14)
65), p-toluyltrichlorosilane (trade name, LS
-1480), methylphenyldichlorosilane (trade name, LS-1480), phenylvinyldichlorosilane (trade name, LS-1980), dimethylphenylchlorosilane (trade name, LS-2000), octyltrichlorosilane (trade name, LS) -2190), methylphenylvinylchlorosilane (trade name, LS-2520), triphenylchlorosilane (trade name, LS-6370), tribenzylchlorosilane (trade name, LS-6800).
【００７５】ビニル基やアリル基を末端や側鎖に有する
オルガノポリシロキサンとしては、下記平均組成式で示
されるものが例示される。Examples of the organopolysiloxane having a vinyl group or an allyl group at its terminal or side chain include those represented by the following average composition formula.
【００７６】以下に具体例を示す。A specific example will be described below.
【００７７】以下の記載においてＶｉはビニル基、Ｍｅ
はメチル基、Ｃｈはシクロヘキシル基、Ｐｈはフェニル
基、Ｂｅｎｚｙはベンジル基、Ｔｏｌｙはトリル基、Ｃ
ｌＰｈはモノクロルフェニル基を示す。In the following description, Vi is a vinyl group, Me
Is a methyl group, Ch is a cyclohexyl group, Ph is a phenyl group, Benzy is a benzyl group, Toly is a tolyl group, C is
IPh represents a monochlorophenyl group.
【００７８】（ＶｉＭｅ2ＳｉＯ1/2）a（ＰｈＳｉ
Ｏ3/2）b（Ｐｈ2ＳｉＯ2/2）c （Ｍｅ3ＳｉＯ1/2）a（ＰｈＳｉＯ3/2）b（ＰｈＶｉＳ
ｉＯ2/2）c（ＳｉＯ4/2）d （ＶｉＭｅ2ＳｉＯ1/2）a（ＭｅＰｈＳｉＯ2/2）b（Ｐ
ｈＳｉＯ3/2）c（Ｍｅ3ＳｉＯ1/2）d （ＶｉＭｅ2ＳｉＯ1/2）a（ＭｅＰｈＳｉＯ2/2）b（Ｐ
ｈＳｉＯ3/2）c（Ｐｈ3ＳｉＯ1/2）d （ＶｉＭｅ2ＳｉＯ1/2）a（ＶｉＰｈＳｉＯ2/2）b（Ｔ
ｏｌｙＳｉＯ3/2）c（Ｍｅ3ＳｉＯ1/2）d （ＰｈＭｅ2ＳｉＯ1/2）a（ＭｅＰｈＳｉＯ2/2）b（Ｖ
ｉＭｅＳｉＯ2/2）c（ＰｈＳｉＯ3/2）d （Ｍｅ3ＳｉＯ1/2）a（ＭｅＢｅｎｚｙＳｉＯ2/2）
b（ＭｅＳｉＯ3/2）c（Ｐｈ2ＶｉＳｉＯ1/2）d （Ｍｅ3ＳｉＯ1/2）a（ＭｅＶｉＳｉＯ2/2）b（ＰｈＳ
ｉＯ3/2）ｃ（（ＣｌＰｈ）ＳｉＯ3/2）d （Ｍｅ3ＳｉＯ1/2）a（ＣｈＰｈＳｉＯ2/2）b（ＰｈＳ
ｉＯ3/2）c（ＶｉＰｈ2ＳｉＯ1/2）d （但し、ａ〜ｄは１未満の正の数であり、各式において
ａ〜ｄの合計は１．０である） これらのオルガノポリシロキサンは上記の式におけるそ
れぞれの構成単位に対応するオルガノハロシランを共加
水分解する公知の方法で得ることができる。(ViMe 2 SiO 1/2 ) a (PhSi
O 3/2 ) b (Ph 2 SiO 2/2 ) c (Me 3 SiO 1/2 ) a (PhSiO 3/2 ) b (PhViS
iO 2/2 ) c (SiO 4/2 ) d (ViMe 2 SiO 1/2 ) a (MePhSiO 2/2 ) b (P
hSiO 3/2 ) c (Me 3 SiO 1/2 ) d (ViMe 2 SiO 1/2 ) a (MePhSiO 2/2 ) b (P
hSiO 3/2 ) c (Ph 3 SiO 1/2 ) d (ViMe 2 SiO 1/2 ) a (ViPhSiO 2/2 ) b (T
olySiO 3/2 ) c (Me 3 SiO 1/2 ) d (PhMe 2 SiO 1/2 ) a (MePhSiO 2/2 ) b (V
iMeSiO 2/2 ) c (PhSiO 3/2 ) d (Me 3 SiO 1/2 ) a (MeBenzySiO 2/2 )
b (MeSiO 3/2 ) c (Ph 2 ViSiO 1/2 ) d (Me 3 SiO 1/2 ) a (MeViSiO 2/2 ) b (PhS
iO 3/2 ) c ((ClPh) SiO 3/2 ) d (Me 3 SiO 1/2 ) a (ChPhSiO 2/2 ) b (PhS
iO 3/2 ) c (ViPh 2 SiO 1/2 ) d (where ad is a positive number less than 1 and the sum of ad is 1.0 in each formula) The siloxane can be obtained by a known method of co-hydrolyzing an organohalosilane corresponding to each structural unit in the above formula.
【００７９】オルガノハイドロジェンポリシロキサンも
ビニル基やアリル基を末端や側鎖に有するオルガノポリ
シロキサンと同様に珪素原子に結合した水素原子を有す
る各種のクロロシラン化合物を用いて合成する事が出来
る。The organohydrogenpolysiloxane can be synthesized using various chlorosilane compounds having a hydrogen atom bonded to a silicon atom in the same manner as an organopolysiloxane having a vinyl group or an allyl group at a terminal or a side chain.
【００８０】例えば、両末端トリメチルシロキシ基封鎖
メチルハイドロジェンポリシロキサン、両末端トリメチ
ルシロキシ基封鎖ジメチルシロキサン・メチルハイドロ
ジェンポリシロキサン共重合体、両末端ジメチルハイド
ロジェンシロキシ基封鎖ジメチルシロキサン、両末端ト
リメチルシロキシ基封鎖メチルハイドロジェンポリシロ
キサン・ジフェニルシロキサン共重合体、（ＣＨ3）2Ｈ
ＳｉＯ1/2単位とＳｉＯ3/2単位とからなる共重合体、
（ＣＨ3）3ＳｉＯ1/2単位と（ＣＨ3）2ＨＳｉＯ1/2単位
とＳｉＯ3/2単位とからなる共重合体、（ＣＨ3）2Ｓｉ
ＨＯ1/2単位と（Ｃ6Ｈ5）3ＳｉＯ1/2単位とＳｉＯ3/2単
位とからなる共重合体等が挙げられる。For example, methylhydrogenpolysiloxane having trimethylsiloxy groups at both ends, dimethylsiloxane / methylhydrogenpolysiloxane copolymer having trimethylsiloxy groups at both ends, dimethylsiloxane having dimethylhydrogensiloxy groups at both ends, dimethylsiloxane having triterminal at both ends, trimethylsiloxy at both ends Group-blocked methyl hydrogen polysiloxane / diphenylsiloxane copolymer, (CH 3 ) 2 H
A copolymer comprising SiO 1/2 units and SiO 3/2 units,
A copolymer consisting of (CH 3 ) 3 SiO 1/2 units and (CH 3 ) 2 HSiO 1/2 units and SiO 3/2 units, (CH 3 ) 2 Si
Copolymers composed of HO 1/2 units, (C 6 H 5 ) 3 SiO 1/2 units and SiO 3/2 units, and the like can be mentioned.
【００８１】光学用レンズを作製する際に用いるオルガ
ノハイドロジェンポリシロキサン成分とビニル基やアリ
ル基を末端や側鎖に有するオルガノポリシロキサン成分
は、得られた光学用レンズの光透過率を高くするために
は十分に相溶していることが好ましい。An organohydrogenpolysiloxane component and an organopolysiloxane component having a vinyl group or an allyl group at a terminal or a side chain used for producing an optical lens enhance the light transmittance of the obtained optical lens. For this purpose, it is preferable that they are sufficiently compatible.
【００８２】オルガノハイドロジェンポリシロキサンの
配合量はビニル基やアリル基を末端または側鎖に有する
オルガノポリシロキサン成分１００重量部に対して５〜
３００重量部用いることが好ましい。得られた光学用レ
ンズの硬度を充分高くするためには、オルガノハイドロ
ジェンポリシロキサンの配合量が５重量部以上であるこ
とが好ましく、光透過率を向上する点でオルガノハイド
ロジェンポリシロキサンの配合量を増加することが好ま
しい。The compounding amount of the organohydrogenpolysiloxane is 5 to 100 parts by weight of the organopolysiloxane component having a vinyl group or an allyl group at a terminal or a side chain.
It is preferable to use 300 parts by weight. In order to sufficiently increase the hardness of the obtained optical lens, the amount of the organohydrogenpolysiloxane is preferably at least 5 parts by weight, and the amount of the organohydrogenpolysiloxane is preferably from the viewpoint of improving the light transmittance. It is preferred to increase the amount.
【００８３】硬化反応に付加重合反応を用いる際の反応
触媒として白金触媒が好ましく用いられるが、例えば白
金ブラック、塩化第二白金、塩化白金酸、塩化白金酸等
のアルコール変性物、塩化白金酸とオレフィン類との錯
体等が挙げられる。触媒の使用量は成分の合計量に対し
て好ましくは０．１〜１０００ｐｐｍ、更に好ましくは
５〜２００ｐｐｍである。A platinum catalyst is preferably used as a reaction catalyst when an addition polymerization reaction is used for the curing reaction. For example, alcohol-modified products such as platinum black, chloroplatinic acid, chloroplatinic acid, chloroplatinic acid, and chloroplatinic acid are used. Examples include complexes with olefins. The amount of the catalyst used is preferably 0.1 to 1000 ppm, more preferably 5 to 200 ppm, based on the total amount of the components.
【００８４】本発明に用いられる珪素系樹脂を形成する
オルガノポリシロキサンとしては、平均組成式がＲ４a
（ＣnＨ2n+1）bＳｉＯ(4-a-b)/2（ここで、Ｒ４は水素
原子、水酸基、アミノ基、ハロゲン原子又はアルキル基
以外の有機基であり、ａ＞０、ｂ＞０であり、０＜ａ＋
ｂ＜２であり、ｎは正の整数をあらわす。）で表される
オルガノポリシロキサンを含有する組成物から形成され
たものが好ましく、特にｎ＝１、即ちメチル基が好まし
い。これは得られた光学用レンズが広い波長領域におい
て高い光透過率をうることができるからである。又、
ａ、ｂとしては各々０＜ａ＜１、０．５＜ｂ＜２の範囲
であることが好ましい。[0084] As organopolysiloxane to form a silicon-based resin used in the present invention has an average composition formula R4 a
(C n H 2n + 1 ) b SiO (4-ab) / 2 (where R 4 is an organic group other than a hydrogen atom, a hydroxyl group, an amino group, a halogen atom or an alkyl group, a> 0, b> 0 And 0 <a +
b <2, and n represents a positive integer. The compound formed from the composition containing the organopolysiloxane represented by the formula (1) is preferable, and n = 1, that is, a methyl group is particularly preferable. This is because the obtained optical lens can obtain high light transmittance in a wide wavelength range. or,
It is preferable that a and b are respectively in the range of 0 <a <1, 0.5 <b <2.
【００８５】又、本発明に用いられる珪素系樹脂を形成
するオルガノポリシロキサンとしては、平均組成式がＲ
５c（Ｈ）dＳｉＯ(4-c-d)/2（ここで、Ｒ５は水酸基、
アミノ基、ハロゲン原子又は有機基であり、ｃ＞０、ｄ
＞０であり、０＜ｃ＋ｄ＜２である）で表されるオルガ
ノポリシロキサンを含有する組成物から形成されたもの
であることが好ましく、これは得られた光学用レンズが
広い波長領域において高い光透過率をうることができる
からである。又、ｃ、ｄとしては各々０＜ｃ＜１、０．
５＜ｄ＜２の範囲であることが好ましい。The organopolysiloxane forming the silicon resin used in the present invention has an average composition formula of R
5 c (H) d SiO (4-cd) / 2 (where R5 is a hydroxyl group,
An amino group, a halogen atom or an organic group, c> 0, d
> 0, and 0 <c + d <2), and is preferably formed from a composition containing an organopolysiloxane represented by the formula: This is because light transmittance can be obtained. Also, as c and d, 0 <c <1, 0.
It is preferable that 5 <d <2.
【００８６】本発明に用いられる珪素系樹脂が、前記オ
ルガノポリシロキサンから形成されたシリコーン樹脂で
あり、前記光学用レンズが該シリコーン樹脂からなる光
学用レンズであることが最も好ましい態様である。In the most preferred embodiment, the silicon resin used in the present invention is a silicone resin formed from the organopolysiloxane, and the optical lens is an optical lens made of the silicone resin.
【００８７】オルガノハイドロジェンポリシロキサン成
分、ビニル基やアリル基を末端または側鎖に有するオル
ガノポリシロキサン成分、触媒の他に光学用レンズの機
械的強度を向上させる目的で光学用レンズの光透過率を
低下させない範囲でヒュームドシリカ等の補強性充填剤
を用いても良い。また、成形品の硬度や粘弾性を調整す
る目的で平均分子量３０００〜１０００００の鎖状のオ
ルガノポリシロキサンを第３のポリマー成分として用い
てもよい。In addition to an organohydrogenpolysiloxane component, an organopolysiloxane component having a vinyl group or an allyl group at a terminal or a side chain, a catalyst, and a light transmittance of an optical lens for the purpose of improving the mechanical strength of the optical lens. A reinforcing filler such as fumed silica may be used within a range that does not reduce the melting point. Further, a chain organopolysiloxane having an average molecular weight of 3,000 to 100,000 may be used as the third polymer component for the purpose of adjusting the hardness and viscoelasticity of the molded product.
【００８８】本発明に好ましく用いられる熱硬化性シリ
コーン樹脂よりなる光学用レンズを成形する際の成形方
法としては射出成形、押し出し成形、注型成形等の成形
法により成形することが可能である。As a molding method for molding an optical lens made of a thermosetting silicone resin preferably used in the present invention, molding can be performed by a molding method such as injection molding, extrusion molding, cast molding or the like.
【００８９】本発明の珪素系樹脂を有する光学用レンズ
を、光学面が非球面形状のレンズに適用することによ
り、本発明の種々の特性を持ち、なお且つ金型の転写性
も良好で、非球面形状のレンズの波面収差も良好な光学
用レンズが得られる。非球面形状のレンズは、少なくと
も一方の光学面が非球面形状であるものが好ましく、更
に好ましくは両面が非球面形状のものである。By applying the optical lens having the silicon-based resin of the present invention to a lens having an aspherical optical surface, it has various characteristics of the present invention and good mold transferability. An optical lens having a good aspherical lens with a good wavefront aberration can be obtained. The aspherical lens preferably has at least one optical surface having an aspherical shape, and more preferably has both surfaces having an aspherical shape.
【００９０】本発明の珪素系樹脂を有する光学用レンズ
においては、ＪＩＳ−Ａ硬度が８５以上の硬度を有する
機械強度の高い光学用レンズを得ることができる。In the optical lens having the silicon-based resin of the present invention, an optical lens having high mechanical strength and a JIS-A hardness of 85 or more can be obtained.
【００９１】更に、本発明の珪素系樹脂を有する光学用
レンズは、光透過率を高める為に反射防止層を設けるこ
とができる。更に、基材また、表面の傷防止の為にハー
ドコート層を設けてもよい。Further, the optical lens having the silicon-based resin of the present invention can be provided with an antireflection layer in order to increase the light transmittance. Further, a hard coat layer may be provided for preventing scratches on the substrate and the surface.
【００９２】前述のごとく、光透過率を更にアップさせ
るために光学用レンズの表面に反射防止膜を施すことが
できる。反射防止膜としては、単層であっても、屈折率
の異なる薄膜を積層して得られる多層膜であってもよ
く、反射率の低減されるものであれば、無機物でも有機
物でも可能である。As described above, an antireflection film can be applied to the surface of the optical lens to further increase the light transmittance. The antireflection film may be a single layer or a multilayer film obtained by laminating thin films having different refractive indices, and may be an inorganic or organic material as long as the reflectance is reduced. .
【００９３】しかし、表面の硬度や干渉縞の防止を重視
するためには、無機物から成る単層、または多層の反射
防止膜を設けることが最も好ましい。使用できる無機物
としては酸化珪素、酸化アルミニウム、酸化ジルコニウ
ム、酸化チタニウム、酸化セリウム、酸化ハフニウム、
フッ化マグネシウム等の酸化物或いはフッ化物が挙げら
れる。However, in order to emphasize the surface hardness and prevention of interference fringes, it is most preferable to provide a single-layer or multilayer anti-reflection film made of an inorganic substance. As inorganic materials that can be used, silicon oxide, aluminum oxide, zirconium oxide, titanium oxide, cerium oxide, hafnium oxide,
An oxide or a fluoride such as magnesium fluoride may be used.
【００９４】イオンプレーティング、真空蒸着、スパッ
タリング等のいわゆるＰＶＤ法によって施すことができ
る。The application can be performed by a so-called PVD method such as ion plating, vacuum deposition and sputtering.
【００９５】本発明の光学用レンズは基材が珪素系樹脂
である為、シリコーンハードコート剤を用いる際に、ハ
ードコート層と基材の接着性を高めるために常用される
プライマー層がなくてもよいという長所がある。Since the base material of the optical lens of the present invention is a silicon-based resin, when a silicone hard coat agent is used, there is no need for a primer layer that is commonly used to enhance the adhesion between the hard coat layer and the base material. There is an advantage that it is good.
【００９６】ハードコート層の好まし例として下記
（イ）、（ロ）を主成分とするコーティング組成物を塗
布硬化させたものが挙げられる。Preferred examples of the hard coat layer include those obtained by applying and curing a coating composition mainly comprising the following (A) and (B).
【００９７】（イ）少なくとも一種以上の反応性基を有
するシラン化合物の一種以上。(A) One or more silane compounds having at least one reactive group.
【００９８】（ロ）酸化珪素、酸化アンチモン、酸化ジ
ルコニウム、酸化タングステン、酸化タンタル、酸化ア
ルミニウム等の金属酸化物微粒子、酸化チタン、酸化セ
リウム、酸化ジルコニア、酸化珪素、酸化鉄のうち二つ
以上を用いた複合金属酸化物微粒子酸化スズと酸化タン
グステンの複合金属微粒子で酸化スズ微粒子を被覆した
複合金属微粒子から選ばれる一種以上。(B) Two or more of metal oxide fine particles such as silicon oxide, antimony oxide, zirconium oxide, tungsten oxide, tantalum oxide, and aluminum oxide, titanium oxide, cerium oxide, zirconia, silicon oxide, and iron oxide At least one selected from composite metal fine particles coated with tin oxide fine particles using composite metal oxide fine particles of tin oxide and tungsten oxide used.
【００９９】成分（ロ）はハードコート層の屈折率を調
整し、かつ、硬度を高めるために有効な成分である。ハ
ードコート層の厚みは通常０．２ミクロン〜１０ミクロ
ン程度がよい。より好ましくは１ミクロン〜３ミクロン
程度である。The component (b) is an effective component for adjusting the refractive index of the hard coat layer and increasing the hardness. The thickness of the hard coat layer is usually preferably about 0.2 to 10 microns. More preferably, it is about 1 to 3 microns.
【０１００】[0100]
【実施例】以下に、実施例及び比較例を挙げてこの発明
を更に具体的に説明する。The present invention will be described more specifically below with reference to examples and comparative examples.
【０１０１】以下の記載においてＶｉはビニル基、Ｍｅ
はメチル基、Ｃｈはシクロヘキシル基、Ｐｈはフェニル
基、Ｂｅｎｚｙはベンジル基、Ｔｏｌｙはトリル基、Ｃ
ｌＰｈはモノクロルフェニル基を示す。In the following description, Vi is a vinyl group, Me
Is a methyl group, Ch is a cyclohexyl group, Ph is a phenyl group, Benzy is a benzyl group, Toly is a tolyl group, C is
IPh represents a monochlorophenyl group.
【０１０２】以下に実験に用いたビニル基やアリル基を
末端または側鎖に有するオルガノポリシロキサン成分１
〜８、及びオルガノハイドロジェンポリシロキサン成分
１〜３を示す。The organopolysiloxane component 1 having a vinyl group or an allyl group at a terminal or a side chain used in the experiment is described below.
To 8 and organohydrogenpolysiloxane components 1 to 3 are shown.
【０１０３】これらのオルガノポリシロキサンは公知の
合成方法、すなわち、複数の加水分解性シラン化合物を
共加水分解することにより合成した。以下に具体的な合
成方法について示す。These organopolysiloxanes were synthesized by a known synthesis method, that is, by co-hydrolyzing a plurality of hydrolyzable silane compounds. Hereinafter, a specific synthesis method will be described.
【０１０４】オルガノポリシロキサン１ Ｖｉ（Ｍｅ）2ＳｉＣｌ、（Ｐｈ）ＳｉＣｌ3、（Ｍｅ）
3ＳｉＣｌ、（Ｐｈ）（Ｔｏｌｙ）ＳｉＣｌ2を混合した
後、水を加えて共加水分解した。水で十分に反応生成物
を洗浄後、減圧濃縮してオルガノポリシロキサン１を得
た。Organopolysiloxane 1 Vi (Me) 2 SiCl, (Ph) SiCl 3 , (Me)
3 SiCl, after mixing (Ph) (Toly) SiCl 2 , was co-hydrolysis by adding water. After sufficiently washing the reaction product with water, the reaction product was concentrated under reduced pressure to obtain organopolysiloxane 1.
【０１０５】更に、他のクロロシラン化合物を用いて組
み合わせを変えて、オルガノポリシロキサン２〜６を合
成した。合成後、29Ｓｉ−ＮＭＲ法、1Ｈ−ＮＭＲ法、
ＩＣＰ法によるＳｉの定量、及び有機元素分析法により
平均組成を求めた。Further, organopolysiloxanes 2 to 6 were synthesized by changing the combination using other chlorosilane compounds. After the synthesis, 29 Si-NMR method, 1 H-NMR method,
The average composition was determined by the quantitative determination of Si by the ICP method and the organic elemental analysis method.
【０１０６】平均組成式ＲxＳｉＯ(4-x)/2を用いて平均
組成を示した。The average composition was shown using the average composition formula R x SiO (4-x) / 2 .
【０１０７】オルガノポリシロキサン１ Ｖｉ0.05Ｐｈ1.10Ｔｏｌｙ0.20Ｍｅ0.25ＳｉＯ1.20 オルガノポリシロキサン２ Ｖｉ0.10Ｐｈ1.32Ｍｅ0.06Ｃｈ0.10ＳｉＯ1.21 オルガノポリシロキサン３ Ｖｉ0.10（ＣｌＰｈ）0.15Ｐｈ0.95Ｍｅ0.50ＳｉＯ1.15 オルガノポリシロキサン４ Ｖｉ0.08（Ｂｅｎｚｙ）0.50Ｐｈ0.60Ｍｅ0.48ＳｉＯ
1.17 オルガノポリシロキサン５ Ｖｉ0.01Ｍｅ1.97ＳｉＯ1.01 オルガノポリシロキサン６ Ｐｈ1.93Ｖｉ0.01ＳｉＯ1.03 オルガノポリシロキサン７ Ｖｉ0.04Ｍｅ0.10Ｐｈ1.38ＳｉＯ1.24 オルガノポリシロキサン８ Ｖｉ0.10Ｍｅ1.50ＳｉＯ１．２０ オルガノハイドロジェンポリシロキサン１ 両末端トリメチルシロキシ基封鎖メチルハイドロジェン
ポリシロキサン オルガノハイドロジェンポリシロキサン２ （ＣＨ３）2ＨＳｉＯ1/2単位とＳｉＯ4/2単位とからな
る共重合体（共重合比８／２） オルガノハイドロジェンポリシロキサン３ Ｈ1.00Ｍｅ0.38ＳｉＯ1.31 有機珪素化合物−１ Ｈ（ＣＨ3）2ＳｉＯＳｉ（ＯＳｉ（（ＣＨ3）2Ｈ））
（Ｃ6Ｈ5）Ｃ6Ｈ4Ｓｉ（Ｃ6Ｈ5）ＯＳｉ（ＯＳｉ（（Ｃ
Ｈ3）2Ｈ））（ＣＨ3）2Ｈ 実施例１ オルガノポリシロキサン１を１００重量部、オルガノポ
リシロキサン６を５重量部、オルガノハイドロジェンポ
リシロキサン１を１０重量部及び塩化白金酸のイソプロ
パノール溶液（白金含有量０．２重量％）１重量部を混
合し、真空撹拌により脱泡して、シリコーン樹脂組成物
を調製した。このシリコーン樹脂組成物を、直径３ｍ
ｍ、２０個取りのレンズ成形用金型に４０気圧で注入
し、１４５℃で１０分間加熱し、注型成形による片面非
球面形状のレンズ成形品を得た。金型からの離型性も良
好で、全て良品のレンズが得られた。また、物性評価用
に平板成形品（直径８ｃｍ、厚さ１．８ｍｍ）も作製し
た。平板成形品について、４００ｎｍ〜８５０ｎｍの領
域の光透過率を測定した結果、光透過率は８５％以上で
あった。Organopolysiloxane 1 Vi 0.05 Ph 1.10 Poly 0.20 Me 0.25 SiO 1.20 Organopolysiloxane 2 Vi 0.10 Ph 1.32 Me 0.06 Ch 0.10 SiO 1.21 Organopolysiloxane 3 Vi 0.10 (ClPh) 0.15 Ph 0.95 Me 0.50 SiO 1.15 Organopolysiloxane 4 Vi 0.08 (Benzy) 0.50 Ph 0.60 Me 0.48 SiO
1.17 Organopolysiloxane 5 Vi 0.01 Me 1.97 SiO1.01 Organopolysiloxane 6 Ph 1.93 Vi 0.01 SiO 1.03 Organopolysiloxane 7 Vi 0.04 Me 0.10 Ph 1.38 SiO 1.24 Organopolysiloxane 8 Vi 0.10 Me 1.50 SiO 1.20 Organohydrogenpolysiloxane DESCRIPTION OF SYMBOLS 1 Methyl hydrogen polysiloxane blocked by a trimethylsiloxy group at both terminals Organo hydrogen polysiloxane 2 Copolymer of (CH 3 ) 2 HSiO 1/2 unit and SiO 4/2 unit (copolymerization ratio 8/2) Organohydro polysiloxane 3 H 1.00 Me 0.38 SiO 1.31 organosilicon compounds -1 H (CH 3) 2 SiOSi (OSi ((CH 3) 2 H))
(C 6 H 5 ) C 6 H 4 Si (C 6 H 5 ) OSi (OSi ((C
H 3) 2 H)) ( CH 3) 2 H Example 1 Organopolysiloxane 1 100 parts by weight, the organopolysiloxane 6 5 parts by weight, isopropanol organohydrogenpolysiloxane 1 10 parts by weight chloroplatinic acid One part by weight of the solution (platinum content: 0.2% by weight) was mixed and defoamed by vacuum stirring to prepare a silicone resin composition. This silicone resin composition was used for a diameter of 3 m.
m, into a 20-piece lens molding die at 40 atm, and heated at 145 ° C. for 10 minutes to obtain a single-sided aspheric lens molded product by casting. The releasability from the mold was good, and all good lenses were obtained. A flat molded product (diameter 8 cm, thickness 1.8 mm) was also prepared for evaluating physical properties. As a result of measuring the light transmittance of the flat molded product in the region of 400 nm to 850 nm, the light transmittance was 85% or more.
【０１０８】実施例２ オルガノポリシロキサン１を１００重量部、オルガノポ
リシロキサン６を５重量部、オルガノハイドロジェンポ
リシロキサン１を１０重量部、塩化白金酸のイソプロパ
ノール溶液（白金含有量０．２重量％）１重量部を用い
て実施例１と同様にして片面非球面形状のレンズ成形品
を得た。金型からの離型性も良好で、全て良品のレンズ
が得られた。また、物性評価用に平板成形品（直径８ｃ
ｍ、厚さ１．８ｍｍ）も作製した。平板成形品につい
て、４００ｎｍ〜８５０ｎｍの領域の光透過率を測定し
た結果、光透過率は８５％以上であった。Example 2 100 parts by weight of organopolysiloxane 1, 5 parts by weight of organopolysiloxane 6, 10 parts by weight of organohydrogenpolysiloxane 1, a solution of chloroplatinic acid in isopropanol (platinum content 0.2% by weight) 1) Using 1 part by weight, a single-sided aspheric lens molded product was obtained in the same manner as in Example 1. The releasability from the mold was good, and all good lenses were obtained. In addition, a flat molded product (diameter 8c
m, thickness 1.8 mm). As a result of measuring the light transmittance of the flat molded product in the region of 400 nm to 850 nm, the light transmittance was 85% or more.
【０１０９】実施例３ オルガノポリシロキサン３を１００重量部、オルガノポ
リシロキサン２を８０重量部、オルガノハイドロジェン
ポリシロキサン１を２０重量部及び塩化白金酸のイソプ
ロパノール溶液（白金含有量０．２重量％）１．１重量
部を混合し、真空撹拌により脱泡して、シリコーン樹脂
組成物を調製した。このシリコーン樹脂組成物を、直径
３ｍｍ、２０個取りのレンズ成形用金型に注入し、１５
０℃で１５分間加熱し、注型成形による片面非球面形状
のレンズ成形品を得た。金型からの離型性も良好で、全
て良品のレンズが得られた。また、物性評価用に平板成
形品（直径８ｃｍ、厚さ１．８ｍｍ）も作製した。平板
成形品について、４００ｎｍ〜８５０ｎｍの領域の光透
過率を測定した結果、光透過率は８５％以上であった。Example 3 100 parts by weight of organopolysiloxane 3, 80 parts by weight of organopolysiloxane 2, 20 parts by weight of organohydrogenpolysiloxane 1 and a solution of chloroplatinic acid in isopropanol (platinum content 0.2% by weight) ) 1.1 parts by weight were mixed and defoamed by vacuum stirring to prepare a silicone resin composition. This silicone resin composition was poured into a lens molding die having a diameter of 3 mm and 20 pieces,
The mixture was heated at 0 ° C. for 15 minutes to obtain a single-sided aspheric lens molded product by casting. The releasability from the mold was good, and all good lenses were obtained. A flat molded product (diameter 8 cm, thickness 1.8 mm) was also prepared for evaluating physical properties. As a result of measuring the light transmittance of the flat molded product in the region of 400 nm to 850 nm, the light transmittance was 85% or more.
【０１１０】実施例４ オルガノポリシロキサン４を１００重量部、オルガノポ
リシロキサン２を８０重量部、オルガノハイドロジェン
ポリシロキサン１を１５重量部、有機珪素化合物−１を
５重量部及び塩化白金酸のイソプロパノール溶液（白金
含有量０．２重量％）１．１重量部を混合し、真空撹拌
により脱泡して、シリコーン樹脂組成物を調製した。こ
のシリコーン樹脂組成物を直径１ｍｍ、１６個取りのレ
ンズ成形用金型に４０気圧で注入し、１５０℃で１５分
間加熱し、注型成形による両面非球面形状のレンズ成形
品を得た。金型からの離型成も良好で、全て良品のレン
ズが得られた。また、物性評価用に平板成形品（直径８
ｃｍ、厚さ１．８ｍｍ）も作製した。平板成形品につい
て、４００ｎｍ〜８５０ｎｍの領域の光透過率を測定し
た結果、光透過率は８５％以上であった。Example 4 100 parts by weight of organopolysiloxane 4, 80 parts by weight of organopolysiloxane 2, 15 parts by weight of organohydrogenpolysiloxane 1, 5 parts by weight of organosilicon compound-1, and isopropanol of chloroplatinic acid 1.1 parts by weight of the solution (platinum content: 0.2% by weight) was mixed and degassed by vacuum stirring to prepare a silicone resin composition. The silicone resin composition was injected into a 16-cavity lens molding die having a diameter of 1 mm at 40 atm and heated at 150 ° C. for 15 minutes to obtain a double-sided aspheric lens molded product by casting. The mold release from the mold was good, and all good lenses were obtained. In addition, a flat molded product (diameter 8
cm, thickness 1.8 mm). As a result of measuring the light transmittance of the flat molded product in the region of 400 nm to 850 nm, the light transmittance was 85% or more.
【０１１１】実施例５ オルガノポリシロキサン１を１００重量部、オルガノポ
リシロキサン６を５重量部、オルガノハイドロジェンポ
リシロキサン２を１０重量部及び塩化白金酸のイソプロ
パノール溶液（白金含有量０．２重量％）１重量部を混
合し、真空撹拌により脱泡して、シリコーン樹脂組成物
を調製した。以下実施例４と同様にして両面非球面形状
のレンズ成形品を得た。金型からの離型成も良好で、全
て良品のレンズが得られた。また、物性評価用に平板成
形品（直径８ｃｍ、厚さ１．８ｍｍ）も作製した。平板
成形品について、４００ｎｍ〜８５０ｎｍの領域の光透
過率を測定した結果、光透過率は８５％以上であった。Example 5 100 parts by weight of organopolysiloxane 1, 5 parts by weight of organopolysiloxane 6, 10 parts by weight of organohydrogenpolysiloxane 2 and a solution of chloroplatinic acid in isopropanol (platinum content 0.2% by weight) ) 1 part by weight was mixed and defoamed by vacuum stirring to prepare a silicone resin composition. Thereafter, in the same manner as in Example 4, a lens molded product having a double-sided aspheric surface was obtained. The mold release from the mold was good, and all good lenses were obtained. A flat molded product (diameter 8 cm, thickness 1.8 mm) was also prepared for evaluating physical properties. As a result of measuring the light transmittance of the flat molded product in the region of 400 nm to 850 nm, the light transmittance was 85% or more.
【０１１２】実施例６ オルガノポリシロキサン１を３０重量部、オルガノポリ
シロキサン５を１００重量部、オルガノハイドロジェン
ポリシロキサン１を２０重量部、塩化白金酸のイソプロ
パノール溶液（白金含有量０．２重量％）１．１重量部
を用いて実施例１と同様にして片面非球面形状のレンズ
成形品を得た。金型からの離型性も良好で、全て良品の
レンズが得られた。また、物性評価用に平板成形品（直
径８ｃｍ、厚さ１．８ｍｍ）も作製した。平板成形品に
ついて、４００ｎｍ〜８５０ｎｍの領域の光透過率を測
定し結果、光透過率は８５％以上であった。Example 6 30 parts by weight of organopolysiloxane 1, 100 parts by weight of organopolysiloxane 5, 20 parts by weight of organohydrogenpolysiloxane 1, a solution of chloroplatinic acid in isopropanol (platinum content 0.2% by weight) 1.) A lens molded product having a single-sided aspherical surface was obtained in the same manner as in Example 1 using 1.1 parts by weight. The releasability from the mold was good, and all good lenses were obtained. A flat molded product (diameter 8 cm, thickness 1.8 mm) was also prepared for evaluating physical properties. The light transmittance of the flat molded product was measured in the region of 400 nm to 850 nm, and as a result, the light transmittance was 85% or more.
【０１１３】実施例７ オルガノポリシロキサン７を１００重量部、オルガノポ
リシロキサン５を１０重量部、オルガノハイドロジェン
ポリシロキサン１を２０重量部、及び塩化白金酸のイソ
プロパノール溶液（白金含有量０．２重量％）１重量部
を混合し、真空撹拌により脱泡して、シリコーン樹脂組
成物を調製した。このシリコーン樹脂組成物を直径５ｍ
ｍ、２０個取りのレンズ成形用金型に４０気圧で注入
し、１４５℃で１０分間加熱し、注型成形による両面非
球面形状のレンズ成形品を得た。また、物性評価用に平
板成形品（直径８ｃｍ、厚さ１．８ｍｍ）も作製した。
平板成形品について、４００ｎｍ〜８５０ｎｍの領域の
光透過率を測定した結果、光透過率は８５％以上であっ
た。Example 7 100 parts by weight of organopolysiloxane 7, 10 parts by weight of organopolysiloxane 5, 20 parts by weight of organohydrogenpolysiloxane 1 and a solution of chloroplatinic acid in isopropanol (platinum content 0.2% by weight) %), And the mixture was degassed by vacuum stirring to prepare a silicone resin composition. This silicone resin composition is 5 m in diameter.
m was injected into a mold for molding 20 lenses at 40 atm and heated at 145 ° C. for 10 minutes to obtain a lens molded product having a double-sided aspherical surface by casting. A flat molded product (diameter 8 cm, thickness 1.8 mm) was also prepared for evaluating physical properties.
As a result of measuring the light transmittance of the flat molded product in the region of 400 nm to 850 nm, the light transmittance was 85% or more.
【０１１４】実施例８ オルガノポリシロキサン８を１００重量部、オルガノハ
イドロジェンポリシロキサン１を２０重量部、及び塩化
白金酸のイソプロパノール溶液（白金含有量０．２重量
％）１重量部を混合し、真空撹拌により脱泡して、シリ
コーン樹脂組成物を調製した。このシリコーン樹脂組成
物を直径３ｍｍ、２０個取りのレンズ成形用金型に４０
気圧で注入し、１４５℃で１０分間加熱し、注型成形に
よる両面非球面形状のレンズ成形品を得た。金型からの
離型性も良好で、全て良品のレンズが得られた。また、
物性評価用に平板成形品（直径８ｃｍ、厚さ１．８ｍ
ｍ）も作製した。平板成形品について、４００ｎｍ〜８
５０ｎｍの領域の光透過率を測定した結果、光透過率は
８５％以上であった。又、２５０ｎｍ〜９００ｎｍの領
域の光透過率を測定した結果、光透過率は８０％以上で
あった。Example 8 100 parts by weight of organopolysiloxane 8, 20 parts by weight of organohydrogenpolysiloxane 1 and 1 part by weight of a solution of chloroplatinic acid in isopropanol (platinum content 0.2% by weight) were mixed. Defoaming was performed by vacuum stirring to prepare a silicone resin composition. This silicone resin composition is placed in a mold for molding a lens having a diameter of 3 mm and 20 pieces.
The mixture was injected at atmospheric pressure, heated at 145 ° C. for 10 minutes, and a lens molded article having a double-sided aspheric surface was obtained by casting. The releasability from the mold was good, and all good lenses were obtained. Also,
A flat molded product (diameter 8 cm, thickness 1.8 m) for physical property evaluation
m) was also prepared. For flat molded products, 400 nm to 8
As a result of measuring the light transmittance in the region of 50 nm, the light transmittance was 85% or more. Further, as a result of measuring the light transmittance in the range of 250 nm to 900 nm, the light transmittance was 80% or more.
【０１１５】実施例９ ハイドロジェンポリシロキサン３を１００重量部、オル
ガノポリシロキサン８を２０重量部、及び塩化白金酸の
イソプロパノール溶液（白金含有量０．２重量％）１重
量部を混合し、真空撹拌により脱泡して、シリコーン樹
脂組成物を調製した。このシリコーン樹脂組成物を直径
０．３ｍｍ、１０個取りのレンズ成形用金型に４０気圧
で注入し、１４５℃で１０分間加熱し、注型成形による
両面非球面形状のレンズ成形品を得た。金型からの離型
性も良好で、全て良品のレンズが得られた。また、物性
評価用に平板成形品（直径８ｃｍ、厚さ１．８ｍｍ）も
作製した。平板成形品について、４００ｎｍ〜８５０ｎ
ｍの領域の光透過率を測定した結果、光透過率は８５％
以上であった。又、２５０ｎｍ〜９００ｎｍの領域の光
透過率を測定した結果、光透過率は８０％以上であっ
た。Example 9 100 parts by weight of hydrogenpolysiloxane 3, 20 parts by weight of organopolysiloxane 8 and 1 part by weight of a solution of chloroplatinic acid in isopropanol (platinum content 0.2% by weight) were mixed. Defoaming was performed by stirring to prepare a silicone resin composition. This silicone resin composition was injected at a pressure of 40 atm into a lens molding die having a diameter of 0.3 mm and 10 pieces, and heated at 145 ° C. for 10 minutes to obtain a lens molded product having a double-sided aspheric surface by casting. . The releasability from the mold was good, and all good lenses were obtained. A flat molded product (diameter 8 cm, thickness 1.8 mm) was also prepared for evaluating physical properties. For flat molded products, 400nm to 850n
As a result of measuring the light transmittance in the region of m, the light transmittance was 85%.
That was all. Further, as a result of measuring the light transmittance in the range of 250 nm to 900 nm, the light transmittance was 80% or more.
【０１１６】比較例１ オルガノポリシロキサン６を１００重量部、オルガノポ
リシロキサン１を１０重量部、オルガノハイドロジェン
ポリシロキサン１を１５重量部及び塩化白金酸のイソプ
ロパノール溶液（白金含有量０．２重量％）１．１重量
部を用いた以外は実施例１と同様にして片面非球面形状
のレンズ成形品を得た。離型性は良好であったが、硬さ
がやや低く光学用レンズとしてはやや不十分であった。
また、物性評価用に平板成形品（直径８ｃｍ、厚さ１．
８ｍｍ）も作製した。平板成形品について、２５０ｎｍ
における光透過率を測定した結果、光透過率は５％以下
であった。Comparative Example 1 100 parts by weight of organopolysiloxane 6, 10 parts by weight of organopolysiloxane 1, 15 parts by weight of organohydrogenpolysiloxane 1 and a solution of chloroplatinic acid in isopropanol (platinum content 0.2% by weight) ) A single-sided aspherical lens molded product was obtained in the same manner as in Example 1 except that 1.1 parts by weight was used. Although the releasability was good, the hardness was somewhat low and it was somewhat insufficient for an optical lens.
In addition, a flat molded product (diameter 8 cm, thickness 1.
8 mm). For flat molded products, 250 nm
As a result, the light transmittance was 5% or less.
【０１１７】比較例２ 市販されているプラスチックレンズ用ポリメチルメタク
リレート樹脂であるアクリペットＶＨ（三菱レイヨン
製）を用いて、直径３ｍｍ、１６個取りのレンズ成形用
金型を用いて射出成形法により両面非球面形状のレンズ
成形品を得た。金型からの離型性が不十分で成形不良品
が１６個中３個発生した。また、物性評価用に平板成形
品（直径８ｃｍ、厚さ１．８ｍｍ）も作製した。平板成
形品について、２５０ｎｍにおける光透過率を測定した
結果、光透過率は５％以下であった。Comparative Example 2 Acrypet VH (manufactured by Mitsubishi Rayon), which is a commercially available polymethyl methacrylate resin for plastic lenses, was subjected to an injection molding method using a lens molding die having a diameter of 3 mm and 16 pieces. A lens molded product having a double-sided aspheric surface was obtained. The mold releasability from the mold was insufficient and 3 out of 16 defective moldings occurred. A flat molded product (diameter 8 cm, thickness 1.8 mm) was also prepared for evaluating physical properties. As a result of measuring the light transmittance at 250 nm of the flat molded product, the light transmittance was 5% or less.
【０１１８】比較例３ 市販されているプラスチックレンズ用ビスフェノールＡ
タイプポリカーボネート樹脂であるユーピロンＳ２００
０（三菱ガス化学製、数平均分子量２４，０００）を用
いて、直径１ｍｍ、１０個取りのレンズ成形用金型を用
いて射出成形法により両面非球面形状のレンズ成形品を
得た。金型からの離型性が不十分で成形不良品が１０個
中１０個発生した。また、物性評価用に平板成形品（直
径８ｃｍ、厚さ１．８ｍｍ）も作製した。平板成形品に
ついて、２５０ｎｍにおける光透過率を測定した結果、
光透過率は５％以下であった。Comparative Example 3 Commercially available bisphenol A for plastic lens
Iupilon S200 which is a type polycarbonate resin
Using 0 (manufactured by Mitsubishi Gas Chemical Company, number average molecular weight: 24,000), a lens molded product having a double-sided aspherical surface was obtained by an injection molding method using a 10-lens molding die having a diameter of 1 mm. Insufficient mold releasability from the mold caused 10 out of 10 defective moldings. A flat molded product (diameter 8 cm, thickness 1.8 mm) was also prepared for evaluating physical properties. As a result of measuring the light transmittance at 250 nm of the flat molded product,
The light transmittance was 5% or less.
【０１１９】尚、レンズ成形品を構成する２官能、３官
能及び４官能シロキサン単位の含有率（％）、及び諸物
性を以下に示す方法により測定し、評価した。The content (%) of the bifunctional, trifunctional and tetrafunctional siloxane units constituting the lens molded product and various physical properties were measured and evaluated by the following methods.
【０１２０】レンズ成形品の２官能、３官能及び４官能
単位の含有率（％）の測定：成形品を液体窒素で凍結し
た後粉砕し固体高分解能ＦＴ−ＮＭＲ装置を用いて、成
形品の29Ｓｉ−ＮＭＲスペクトルを測定した。基本構成
単位のｍｏｌ％を精度良く測定する為、測定法には定量
精度の高い29ＳｉＭＡＳを用いた。以下に測定条件を示
す。Measurement of the content (%) of the bifunctional, trifunctional and tetrafunctional units of the lens molded product: The molded product is frozen with liquid nitrogen and then pulverized, and the solid product is subjected to solid-state high-resolution FT-NMR. The 29 Si-NMR spectrum was measured. In order to measure mol% of the basic constitutional unit with high accuracy, 29 SiMAS having high quantitative accuracy was used as the measuring method. The measurement conditions are shown below.
【０１２１】 装置 ＪＥＯＬ ２７０ＥＸＷＢ（日本電子社製） 測定核 29Ｓｉ 観測周波数 ５３．５４ＭＨｚ 観測範囲 １００００Ｈｚ データポイント データポイント８１９２、サンプリングポイント２０４８ 測定法 29Ｓｉ−ＭＡＳ パルス幅 ４．２μｓｅｃ（29Ｓｉ９０度パルス） 積算繰り返し ｐｄ＝２０ｓｅｃ 積算数 ６４００回 試料回転数 ５ｋＨｚ 測定温度 室温 化学シフトの基準にはテトラメチルシランを用いた。Apparatus JEOL 270EXWB (manufactured by JEOL Ltd.) Measurement nucleus 29 Si Observation frequency 53.54 MHz Observation range 10000 Hz Data point Data point 8192, sampling point 2048 Measurement method 29 Si-MAS Pulse width 4.2 μsec ( 29 Si 90 degree pulse) Integration repetition pd = 20 sec Integration number 6400 times Sample rotation speed 5 kHz Measurement temperature Room temperature Tetramethylsilane was used as a standard for chemical shift.
【０１２２】屈折率：アッベ屈折率計（アタゴ社製の商
品名２Ｔ）を用いて、成形品の屈折率を測定した。Refractive index: The refractive index of the molded product was measured using an Abbe refractometer (trade name: 2T, manufactured by Atago Co., Ltd.).
【０１２３】複屈折性：自動複屈折測定機で位相差（ｎ
ｍ）を測定した。Birefringence: Phase difference (n
m) was measured.
【０１２４】光透過率：４００ｎｍ〜８５０ｎｍの領域
の光透過率を可視紫外分光光度計（日立自記分光光度
計）で測定した。又、２５０ｎｍ〜９００ｎｍの領域の
光透過率を紫外可視近赤外分光光度計（日本分光Ｖ５７
０）で測定した。Light transmittance: The light transmittance in the range of 400 nm to 850 nm was measured with a visible ultraviolet spectrophotometer (Hitachi's own recording spectrophotometer). In addition, the light transmittance in the range of 250 nm to 900 nm was measured with an ultraviolet-visible-near infrared spectrophotometer (JASCO V57).
0).
【０１２５】耐熱性：成形品を１５０℃の乾燥機中に２
時間放置した後、目視及び「フィルム配向ビュアー」
（ユニチカリサーチラボ社の商品名）にて成形品を観察
した。Heat resistance: The molded article was placed in a dryer at 150 ° C. for 2 hours.
After standing for a while, visually and "Film orientation viewer"
(Product name of Unitika Research Lab Co., Ltd.) and the molded article was observed.
【０１２６】そして、変形、割れ、表面劣化、着色など
の変化が全く認められないものを○、いずれかが認めら
れたものを×とした。[0126] Then, those in which no change such as deformation, cracking, surface deterioration, and coloration were observed were evaluated as "O", and those in which any was observed were evaluated as "X".
【０１２７】硬さ：ＪＩＳ７２１５に準じて、デュロメ
ーターを用いてＪＩＳ−Ａ硬度を測定した。８５以上の
ものについては○、８５未満〜８０以上のものについて
は△、８０未満のものについてはプラスチックレンズと
しては硬さが不足しているので×とした。Hardness: JIS-A hardness was measured using a durometer according to JIS7215. The results were rated as 以上 for 85 or more, Δ for less than 85 to 80 or more, and × for less than 80 because the plastic lens has insufficient hardness.
【０１２８】飽和吸水率：ＪＩＳ７２０９（プラスチッ
クの吸水率の測定法）に準拠し、直径８ｃｍ、厚さ１．
８ｍｍの試験片を用いて測定した。Saturated water absorption: A diameter of 8 cm and a thickness of 1 in accordance with JIS 7209 (method for measuring water absorption of plastic).
It measured using the test piece of 8 mm.
【０１２９】実施例１から９及び比較例１から３につい
て、プラスチックレンズ成形品の３官能及び４官能単位
の含有率（％）、屈折率、複屈折、硬さ、耐熱性、飽和
吸水率を測定し、その結果を表１に示した。For Examples 1 to 9 and Comparative Examples 1 to 3, the content (%), refractive index, birefringence, hardness, heat resistance, and saturated water absorption of the trifunctional and tetrafunctional units of the plastic lens molded product were measured. The measurement was performed, and the results are shown in Table 1.
【０１３０】[0130]
【表１】 [Table 1]
【０１３１】また、実施例１〜９のレンズ成形品につい
て、キセノンロングライフウェザーメータ（スガ試験機
社製ＷＥＬ−６Ｘ−ＨＣ−ＥＣ）による耐光性試験（室
温、３０日）を行ったところ、微細なクラックの発生も
着色も認められなかった。The lens molded products of Examples 1 to 9 were subjected to a light resistance test (room temperature, 30 days) using a xenon long life weather meter (WEL-6X-HC-EC manufactured by Suga Test Instruments Co., Ltd.). Neither generation of fine cracks nor coloring was observed.
【０１３２】[0132]
【発明の効果】本発明により屈折率が高く、複屈折が低
く、短波長領域での光透過率の高い光学特性に優れ、尚
かつ、耐熱性、低い吸水性、高い硬度を有し、優れた成
形性を有する小型の光学用レンズ、更には多数個を一度
に成形し得る、製造コストを低減可能な光学用レンズを
提供することができた。According to the present invention, the refractive index is high, the birefringence is low, the optical characteristics are high in the light transmittance in the short wavelength region, and the heat resistance, low water absorption and high hardness are excellent. A compact optical lens having improved moldability, and an optical lens capable of molding a large number of lenses at one time and capable of reducing the manufacturing cost can be provided.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 ＦＩ テーマコート゛(参考） Ｇ０２Ｃ 7/02 Ｇ０２Ｃ 7/02 ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 7 Identification symbol FI Theme coat ゛ (Reference) G02C 7/02 G02C 7/02
Claims (20)
し、且つ、光学面の最小有効半径が０．０３ｍｍ以上
３．００ｍｍ以下であることを特徴とする光学用レン
ズ。 （Ｒ１ＳｉＯ3/2の形をした珪素原子の数）／（珪素原
子の全数）＞０ （ＳｉＯ4/2の形をした珪素原子の数）／（珪素原子の
全数）≧０ ｛（Ｒ１ＳｉＯ3/2の形をした珪素原子の数）＋（Ｓｉ
Ｏ4/2の形をした珪素原子の数）｝×１００／（珪素原
子の全数）≧５％ ここで、Ｒ１は水素原子、水酸基、アミノ基、ハロゲン
原子又は有機基である。1. An optical lens comprising a silicon-based resin satisfying the following conditional expression and having a minimum effective radius of an optical surface of 0.03 mm or more and 3.00 mm or less. (Number of silicon atoms in the form of R1SiO 3/2 ) / (total number of silicon atoms)> 0 (number of silicon atoms in the form of SiO 4/2 ) / (total number of silicon atoms) ≧ 0 {(R1SiO 3 The number of silicon atoms in the form of / 2 ) + (Si
The number of silicon atoms in the form of O 4/2 ) × 100 / (total number of silicon atoms) ≧ 5% Here, R 1 is a hydrogen atom, a hydroxyl group, an amino group, a halogen atom or an organic group.
以下であることを特徴とする請求項１記載の光学用レン
ズ。2. The volume of the optical lens is 100 mm 3.
2. The optical lens according to claim 1, wherein:
3/2の形をした珪素原子の数×１００）／（珪素原子の
全数）≦９０％を満足することを特徴とする請求項１又
は２記載の光学用レンズ。3. The method according to claim 1, wherein the silicon-based resin is 5% ≦ (R1SiO
3. The optical lens according to claim 1, wherein the number of silicon atoms in the form of 3/2 × 100) / (total number of silicon atoms) ≦ 90% is satisfied.
ｉＯ2/2の形をした珪素原子の数×１００）／（珪素原
子の全数）≦６０％を満足することを特徴とする請求項
１又は２記載の光学用レンズ。ここで、Ｒ２、Ｒ３は各
々水素原子、水酸基、アミノ基、ハロゲン原子又は有機
基である。4. The method according to claim 1, wherein the content of the silicon-based resin is 5% ≦ (R2R3S
The optical lens according to claim 1, wherein the number of silicon atoms in the form of iO 2/2 × 100) / (the total number of silicon atoms) ≦ 60% is satisfied. Here, R2 and R3 are each a hydrogen atom, a hydroxyl group, an amino group, a halogen atom or an organic group.
合された置換基の内、１５〜１００ｍｏｌ％が芳香族基
であることを特徴とする請求項１乃至４の何れか１項に
記載の光学用レンズ。5. The method according to claim 1, wherein 15 to 100 mol% of the substituents bonded to silicon atoms contained in the silicon-based resin are aromatic groups. Optical lens.
合された置換基の内、２０ｍｏｌ％以上がアルキル基で
あることを特徴とする請求項１乃至４の何れか１項に記
載の光学用レンズ。6. The optical device according to claim 1, wherein at least 20 mol% of the substituents bonded to silicon atoms contained in the silicon-based resin is an alkyl group. Lens.
特徴とする請求項６記載の光学用レンズ。7. The optical lens according to claim 6, wherein said alkyl group is a methyl group.
合された置換基の内、２０モル％以上が水素原子である
ことを特徴とする請求項１乃至４の何れか１項に記載の
光学用レンズ。8. The method according to claim 1, wherein 20 mol% or more of the substituents bonded to silicon atoms contained in the silicon-based resin are hydrogen atoms. Optical lens.
（ＣnＨ2n+1）bＳｉＯ(4-a-b)/2（ここで、Ｒ４は水素
原子、水酸基、アミノ基、ハロゲン原子又はアルキル基
以外の有機基であり、ａ＞０、ｂ＞０であり、０＜ａ＋
ｂ＜２であり、ｎは正の整数をあらわす。）で表される
オルガノポリシロキサンを含有する組成物から形成され
たことを特徴とする請求項１乃至４又は６乃至８の何れ
か１項に記載の光学用レンズ。Wherein said silicon-based resin, the average composition formula R4 a
(C n H 2n + 1 ) b SiO (4-ab) / 2 (where R 4 is an organic group other than a hydrogen atom, a hydroxyl group, an amino group, a halogen atom or an alkyl group, a> 0, b> 0 And 0 <a +
b <2, and n represents a positive integer. The optical lens according to any one of claims 1 to 4 or 6 to 8, wherein the optical lens is formed from a composition containing an organopolysiloxane represented by the following formula:
ＳｉＯ(4-a-b)/2中、ｎ＝１であることを特徴とする請
求項９記載の光学用レンズ。10. The average composition formula R4 a (C n H 2n + 1 ) b
10. The optical lens according to claim 9, wherein n = 1 in SiO 2 (4-ab) / 2 .
ニル基を有することを特徴とする請求項９又は１０記載
の光学用レンズ。11. The optical lens according to claim 9, wherein the organopolysiloxane has an anenyl group.
c（Ｈ）dＳｉＯ(4-c-d)/2（ここで、Ｒ５は水酸基、ア
ミノ基、ハロゲン原子又は有機基であり、ｃ＞０、ｄ＞
０であり、０＜ｃ＋ｄ＜２である）で表されるオルガノ
ポリシロキサンを含有する組成物から形成されたことを
特徴とする請求項１乃至４又は８の何れか１項に記載の
光学用レンズ。12. The silicon-based resin has an average composition formula of R5.
c (H) d SiO (4-cd) / 2 (where R5 is a hydroxyl group, an amino group, a halogen atom or an organic group, c> 0, d>
9. The optical element according to claim 1, wherein the composition is formed from a composition containing an organopolysiloxane represented by the formula: 0 and 0 <c + d <2). 9. lens.
対して８０％以上の分光透過率を有することを特徴とす
る請求項１乃至４又は６乃至１２の何れか１項に記載の
光学用レンズ。13. The optical lens according to claim 1, wherein the optical lens has a spectral transmittance of 80% or more in a wavelength region of 250 nm to 900 nm.
り、前記光学用レンズが該シリコーン樹脂からなること
を特徴とする請求項１乃至１３の何れか１項に記載の光
学用レンズ。14. The optical lens according to claim 1, wherein the silicon-based resin is a silicone resin, and the optical lens is made of the silicone resin.
り、熱硬化反応に付加反応を用いて形成されたことを特
徴とする請求項１４記載の光学用レンズ。15. The optical lens according to claim 14, wherein the silicone resin is of a thermosetting type, and is formed by using an addition reaction to a thermosetting reaction.
用いたことを特徴とする請求項１５記載の光学用レン
ズ。16. The optical lens according to claim 15, wherein a platinum compound is used as a catalyst for the thermosetting reaction.
おいて８５％以上の透過率を有することを特徴とする請
求項１乃至１６の何れか１項に記載の光学用レンズ。17. The optical lens according to claim 1, wherein the optical lens has a transmittance of 85% or more in a wavelength region of 400 nm to 850 nm.
を特徴とする請求項１乃至１７の何れか１項に記載の光
学用レンズ。18. The optical lens according to claim 1, wherein the JIS-A hardness is 85 or more.
を有することを特徴とする請求項１乃至１８の何れか１
項に記載の光学用レンズ。19. The method according to claim 1, wherein at least one of the optical surfaces has an aspherical shape.
An optical lens according to Item.
とを特徴とする請求項１９記載の光学用レンズ。20. The optical lens according to claim 19, wherein both surfaces of the optical surface have an aspherical shape.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3264499A JP2000231002A (en) | 1999-02-10 | 1999-02-10 | Optical lens |
| US09/500,089 US6285513B1 (en) | 1999-02-10 | 2000-02-08 | Optical element |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3264499A JP2000231002A (en) | 1999-02-10 | 1999-02-10 | Optical lens |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2000231002A true JP2000231002A (en) | 2000-08-22 |
Family
ID=12364571
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3264499A Pending JP2000231002A (en) | 1999-02-10 | 1999-02-10 | Optical lens |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2000231002A (en) |
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| JP2005325174A (en) * | 2004-05-12 | 2005-11-24 | Asahi Denka Kogyo Kk | Silicon-containing curable composition and cured product obtained by thermally curing the same |
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| JP2006335857A (en) * | 2005-06-01 | 2006-12-14 | Ge Toshiba Silicones Co Ltd | Polyorganosiloxane composition giving a transparent cured product |
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| KR101022587B1 (en) | 2003-09-19 | 2011-03-16 | 신에쓰 가가꾸 고교 가부시끼가이샤 | Curable Silicone Resin Composition |
| JP2005325174A (en) * | 2004-05-12 | 2005-11-24 | Asahi Denka Kogyo Kk | Silicon-containing curable composition and cured product obtained by thermally curing the same |
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