JP5620241B2 - Eyeglass lenses - Google Patents
Eyeglass lenses Download PDFInfo
- Publication number
- JP5620241B2 JP5620241B2 JP2010268377A JP2010268377A JP5620241B2 JP 5620241 B2 JP5620241 B2 JP 5620241B2 JP 2010268377 A JP2010268377 A JP 2010268377A JP 2010268377 A JP2010268377 A JP 2010268377A JP 5620241 B2 JP5620241 B2 JP 5620241B2
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- Prior art keywords
- polycarbonate resin
- weight
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- resin composition
- Prior art date
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- 229920005668 polycarbonate resin Polymers 0.000 claims description 75
- 239000004431 polycarbonate resin Substances 0.000 claims description 75
- 239000000203 mixture Substances 0.000 claims description 38
- 238000000465 moulding Methods 0.000 claims description 33
- -1 3-tert-butyl-5-methyl-2-hydroxyphenyl Chemical group 0.000 claims description 30
- 239000003795 chemical substances by application Substances 0.000 claims description 27
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 16
- 239000000460 chlorine Substances 0.000 claims description 16
- 229910052801 chlorine Inorganic materials 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 16
- 239000012760 heat stabilizer Substances 0.000 claims description 16
- 239000004593 Epoxy Substances 0.000 claims description 14
- 239000008188 pellet Substances 0.000 claims description 13
- 229910052698 phosphorus Inorganic materials 0.000 claims description 13
- 239000011574 phosphorus Substances 0.000 claims description 13
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- 239000000194 fatty acid Substances 0.000 claims description 11
- 229930195729 fatty acid Natural products 0.000 claims description 11
- 238000001746 injection moulding Methods 0.000 claims description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- IYAZLDLPUNDVAG-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 IYAZLDLPUNDVAG-UHFFFAOYSA-N 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 5
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 4
- 239000012964 benzotriazole Substances 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 239000003017 thermal stabilizer Substances 0.000 claims description 3
- 150000005691 triesters Chemical class 0.000 claims 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 18
- 238000005260 corrosion Methods 0.000 description 17
- 230000007797 corrosion Effects 0.000 description 17
- 238000000034 method Methods 0.000 description 16
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 13
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 239000006096 absorbing agent Substances 0.000 description 9
- 238000009835 boiling Methods 0.000 description 9
- 238000010521 absorption reaction Methods 0.000 description 8
- 238000011156 evaluation Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 6
- 229910000831 Steel Inorganic materials 0.000 description 5
- 239000010959 steel Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 4
- GWFGDXZQZYMSMJ-UHFFFAOYSA-N Octadecansaeure-heptadecylester Natural products CCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC GWFGDXZQZYMSMJ-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000006082 mold release agent Substances 0.000 description 4
- NKBWPOSQERPBFI-UHFFFAOYSA-N octadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC NKBWPOSQERPBFI-UHFFFAOYSA-N 0.000 description 4
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 4
- 230000036961 partial effect Effects 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- 238000005498 polishing Methods 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 238000002834 transmittance Methods 0.000 description 4
- 238000012695 Interfacial polymerization Methods 0.000 description 3
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- CZEQLYJOEGYWPO-UHFFFAOYSA-N [2,3-bis(2,4-ditert-butylphenyl)-4-phenylphenyl]phosphonous acid Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1C1=C(P(O)O)C=CC(C=2C=CC=CC=2)=C1C1=CC=C(C(C)(C)C)C=C1C(C)(C)C CZEQLYJOEGYWPO-UHFFFAOYSA-N 0.000 description 3
- IZMPAOFESFSUKJ-UHFFFAOYSA-N [2,4-bis(2,4-ditert-butylphenyl)-3-phenylphenyl]phosphonous acid Chemical compound CC(C)(C)C1=CC(=C(C=C1)C2=C(C(=C(C=C2)P(O)O)C3=C(C=C(C=C3)C(C)(C)C)C(C)(C)C)C4=CC=CC=C4)C(C)(C)C IZMPAOFESFSUKJ-UHFFFAOYSA-N 0.000 description 3
- VSVVZZQIUJXYQA-UHFFFAOYSA-N [3-(3-dodecylsulfanylpropanoyloxy)-2,2-bis(3-dodecylsulfanylpropanoyloxymethyl)propyl] 3-dodecylsulfanylpropanoate Chemical compound CCCCCCCCCCCCSCCC(=O)OCC(COC(=O)CCSCCCCCCCCCCCC)(COC(=O)CCSCCCCCCCCCCCC)COC(=O)CCSCCCCCCCCCCCC VSVVZZQIUJXYQA-UHFFFAOYSA-N 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 150000004650 carbonic acid diesters Chemical class 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 235000003441 saturated fatty acids Nutrition 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 3
- 238000005809 transesterification reaction Methods 0.000 description 3
- IBABXJRXGSAJLQ-UHFFFAOYSA-N 1,4-bis(2,6-diethyl-4-methylanilino)anthracene-9,10-dione Chemical compound CCC1=CC(C)=CC(CC)=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=C(CC)C=C(C)C=C1CC IBABXJRXGSAJLQ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 2
- BNHVSHVDYVQSNW-UHFFFAOYSA-N [3-[3-bis(2,4-ditert-butylphenoxy)phosphanylphenyl]phenyl]-bis(2,4-ditert-butylphenoxy)phosphane Chemical compound C(C)(C)(C)C1=C(OP(C=2C=C(C=CC=2)C=2C=C(C=CC=2)P(OC2=C(C=C(C=C2)C(C)(C)C)C(C)(C)C)OC2=C(C=C(C=C2)C(C)(C)C)C(C)(C)C)OC2=C(C=C(C=C2)C(C)(C)C)C(C)(C)C)C=CC(=C1)C(C)(C)C BNHVSHVDYVQSNW-UHFFFAOYSA-N 0.000 description 2
- XTFOCTHEHOLWKC-UHFFFAOYSA-N [3-[4-bis(2,4-ditert-butylphenoxy)phosphanylphenyl]phenyl]-bis(2,4-ditert-butylphenoxy)phosphane Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(C=1C=CC(=CC=1)C=1C=C(C=CC=1)P(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C XTFOCTHEHOLWKC-UHFFFAOYSA-N 0.000 description 2
- OCKWAZCWKSMKNC-UHFFFAOYSA-N [3-octadecanoyloxy-2,2-bis(octadecanoyloxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC OCKWAZCWKSMKNC-UHFFFAOYSA-N 0.000 description 2
- BEIOEBMXPVYLRY-UHFFFAOYSA-N [4-[4-bis(2,4-ditert-butylphenoxy)phosphanylphenyl]phenyl]-bis(2,4-ditert-butylphenoxy)phosphane Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(C=1C=CC(=CC=1)C=1C=CC(=CC=1)P(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C BEIOEBMXPVYLRY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000009499 grossing Methods 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 2
- QJXZDBOIVBLYSJ-UHFFFAOYSA-N o-[3-heptadecanethioyloxy-2,2-bis(heptadecanethioyloxymethyl)propyl] heptadecanethioate Chemical compound CCCCCCCCCCCCCCCCC(=S)OCC(COC(=S)CCCCCCCCCCCCCCCC)(COC(=S)CCCCCCCCCCCCCCCC)COC(=S)CCCCCCCCCCCCCCCC QJXZDBOIVBLYSJ-UHFFFAOYSA-N 0.000 description 2
- PXDJXZJSCPSGGI-UHFFFAOYSA-N palmityl palmitate Chemical compound CCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC PXDJXZJSCPSGGI-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000001028 reflection method Methods 0.000 description 2
- 239000011342 resin composition Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000001629 suppression Effects 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- FEODVXCWZVOEIR-UHFFFAOYSA-N (2,4-ditert-butylphenyl) octyl hydrogen phosphite Chemical compound CCCCCCCCOP(O)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C FEODVXCWZVOEIR-UHFFFAOYSA-N 0.000 description 1
- RGASRBUYZODJTG-UHFFFAOYSA-N 1,1-bis(2,4-ditert-butylphenyl)-2,2-bis(hydroxymethyl)propane-1,3-diol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)C(O)(C(CO)(CO)CO)C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C RGASRBUYZODJTG-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 description 1
- KZYAYVSWIPZDKL-UHFFFAOYSA-N 1,4-diamino-2,3-dichloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=C(Cl)C(Cl)=C2N KZYAYVSWIPZDKL-UHFFFAOYSA-N 0.000 description 1
- WZUNUACWCJJERC-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CC)(CO)CO WZUNUACWCJJERC-UHFFFAOYSA-N 0.000 description 1
- GJDRKHHGPHLVNI-UHFFFAOYSA-N 2,6-ditert-butyl-4-(diethoxyphosphorylmethyl)phenol Chemical compound CCOP(=O)(OCC)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 GJDRKHHGPHLVNI-UHFFFAOYSA-N 0.000 description 1
- FKOKUHFZNIUSLW-UHFFFAOYSA-N 2-Hydroxypropyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(C)O FKOKUHFZNIUSLW-UHFFFAOYSA-N 0.000 description 1
- WFNXYMSIAASORV-UHFFFAOYSA-N 2-[1-(2-hydroxyphenyl)cyclohexyl]phenol Chemical compound OC1=CC=CC=C1C1(C=2C(=CC=CC=2)O)CCCCC1 WFNXYMSIAASORV-UHFFFAOYSA-N 0.000 description 1
- VXLIZRNHJIWWGV-UHFFFAOYSA-N 2-[1-(2-hydroxyphenyl)cyclopentyl]phenol Chemical compound OC1=CC=CC=C1C1(C=2C(=CC=CC=2)O)CCCC1 VXLIZRNHJIWWGV-UHFFFAOYSA-N 0.000 description 1
- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- OPJWPPVYCOPDCM-UHFFFAOYSA-N 2-ethylhexyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC OPJWPPVYCOPDCM-UHFFFAOYSA-N 0.000 description 1
- KTMNDTPAJZKQPF-UHFFFAOYSA-N 2-tert-butyl-4-[1-(3-tert-butyl-4-hydroxyphenyl)propyl]phenol Chemical compound C=1C=C(O)C(C(C)(C)C)=CC=1C(CC)C1=CC=C(O)C(C(C)(C)C)=C1 KTMNDTPAJZKQPF-UHFFFAOYSA-N 0.000 description 1
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 description 1
- CKNCVRMXCLUOJI-UHFFFAOYSA-N 3,3'-dibromobisphenol A Chemical compound C=1C=C(O)C(Br)=CC=1C(C)(C)C1=CC=C(O)C(Br)=C1 CKNCVRMXCLUOJI-UHFFFAOYSA-N 0.000 description 1
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 description 1
- VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 1
- RQCACQIALULDSK-UHFFFAOYSA-N 4-(4-hydroxyphenyl)sulfinylphenol Chemical compound C1=CC(O)=CC=C1S(=O)C1=CC=C(O)C=C1 RQCACQIALULDSK-UHFFFAOYSA-N 0.000 description 1
- OQXLHLKXTVFCKC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-6-methylcyclohexa-2,4-dien-1-yl]phenol Chemical compound CC1C=CC=CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 OQXLHLKXTVFCKC-UHFFFAOYSA-N 0.000 description 1
- QHJPJZROUNGTRJ-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)octan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(CCCCCC)C1=CC=C(O)C=C1 QHJPJZROUNGTRJ-UHFFFAOYSA-N 0.000 description 1
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- 238000009792 diffusion process Methods 0.000 description 1
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- 238000002845 discoloration Methods 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- BYNVYIUJKRRNNC-UHFFFAOYSA-N docosanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCCCCCCCC(O)=O BYNVYIUJKRRNNC-UHFFFAOYSA-N 0.000 description 1
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- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
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- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
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- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
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- YJFCFSVVFTZXBL-UHFFFAOYSA-N o-[3-henicosanethioyloxy-2,2-bis(henicosanethioyloxymethyl)propyl] henicosanethioate Chemical compound CCCCCCCCCCCCCCCCCCCCC(=S)OCC(COC(=S)CCCCCCCCCCCCCCCCCCCC)(COC(=S)CCCCCCCCCCCCCCCCCCCC)COC(=S)CCCCCCCCCCCCCCCCCCCC YJFCFSVVFTZXBL-UHFFFAOYSA-N 0.000 description 1
- UQDVHJGNIFVBLG-UHFFFAOYSA-N octadecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O UQDVHJGNIFVBLG-UHFFFAOYSA-N 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- AXRSHKZFNKUGQB-UHFFFAOYSA-N octyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCC)OC1=CC=CC=C1 AXRSHKZFNKUGQB-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical group OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- SMIZARYCGYRDGF-UHFFFAOYSA-N phenyl dipropan-2-yl phosphite Chemical compound CC(C)OP(OC(C)C)OC1=CC=CC=C1 SMIZARYCGYRDGF-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical compound OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
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- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
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- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- QOQNJVLFFRMJTQ-UHFFFAOYSA-N trioctyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OCCCCCCCC QOQNJVLFFRMJTQ-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- AJHKJOCIGPIJFZ-UHFFFAOYSA-N tris(2,6-ditert-butylphenyl) phosphite Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1OP(OC=1C(=CC=CC=1C(C)(C)C)C(C)(C)C)OC1=C(C(C)(C)C)C=CC=C1C(C)(C)C AJHKJOCIGPIJFZ-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
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- 238000004383 yellowing Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Ophthalmology & Optometry (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- General Health & Medical Sciences (AREA)
- Eyeglasses (AREA)
Description
本発明は、透明性、金型腐食抑制、耐沸水性、成形耐熱性に優れ、且つ色相安定性に優れたポリカーボネート樹脂組成物を使用した眼鏡レンズに関する。 The present invention relates to a spectacle lens using a polycarbonate resin composition which is excellent in transparency, mold corrosion inhibition, boiling water resistance, molding heat resistance, and hue stability.
ポリカーボネート樹脂は高屈折率で透明性や耐衝撃性に優れた特性を有し、最近はレンズの素材、なかでも眼鏡レンズの素材として幅広く使用されている。ポリカーボネート樹脂製の眼鏡レンズは、従来のガラスレンズや注型重合による特許文献1に示されるようなプラスチックレンズより薄くて、軽くて、衝撃強度が著しく高く、したがって安全で、かつ機能性が高いため、眼鏡レンズとして視力補正用レンズ、サングラスおよび保護眼鏡等に用いられるようになってきた。例えば、特許文献2には、眼鏡レンズ用のポリカーボネート樹脂組成物が示されている。
Polycarbonate resin has a high refractive index and excellent properties such as transparency and impact resistance, and has recently been widely used as a material for lenses, particularly for eyeglass lenses. Glasses made of polycarbonate resin are thinner and lighter than conventional glass lenses and plastic lenses such as cast polymerization, as shown in
また、ビスフェノールAとホスゲンから界面縮重合法により製造されるポリカーボネート樹脂においては、有機溶媒として例えば塩化メチレン、クロロベンゼン等の塩素系有機溶媒が用いられる。これら微量の塩素系有機溶媒や各種添加剤の分解によって生じる酸性物質および添加剤に含まれる酸性の不純物等が金型表面に付着した状態で湿気に晒される事によって、金型の腐食が著しく促進されると考えられており、グリセリンモノステアレートなどの高級脂肪酸と多価アルコールの部分エステルをポリカーボネート樹脂に添加する事で金型腐食の抑制に効果があるポリカーボネート樹脂組成物が得られる事が開示されている(特許文献3)。さらには脂環式エポキシ化合物をポリカーボネート樹脂に添加する事で金型の腐食を抑制するポリカーボネート樹脂組成物が開示されている(特許文献4)が、いずれも眼鏡レンズ部材に求められる特性の全てを満足するものではなかった。 Moreover, in the polycarbonate resin manufactured by the interface condensation polymerization method from bisphenol A and phosgene, chlorinated organic solvents, such as a methylene chloride and chlorobenzene, are used as an organic solvent. Corrosion of the mold is significantly accelerated by exposure to moisture in a state where acidic substances and additives contained in the trace amount of chlorinated organic solvents and various additives are attached to the mold surface. It is believed that a polycarbonate resin composition effective in inhibiting mold corrosion can be obtained by adding a partial ester of a higher fatty acid such as glycerin monostearate and a polyhydric alcohol to the polycarbonate resin. (Patent Document 3). Furthermore, a polycarbonate resin composition that suppresses corrosion of the mold by adding an alicyclic epoxy compound to the polycarbonate resin is disclosed (Patent Document 4), but all of the characteristics required for the spectacle lens member are disclosed. I was not satisfied.
さらに、眼鏡レンズ部材は人の目に直接触れるため、成形に用いられるポリカーボネート樹脂には色相安定性が強く求められる。ポリカーボネート樹脂組成物中のイオウ含有酸性化合物やリン系化合物がエポキシ化合物と反応し、中和作用を得ることで分子量低下や着色が抑制されて品質の向上されたポリカーボネート樹脂組成物が得られる事が開示されている(特許文献5)が、その効果の程度が明確でなく、さらには眼鏡レンズ部材に求められる特性のすべてを満足するものではなかった。 Furthermore, since the eyeglass lens member directly touches the human eye, hue stability is strongly required for the polycarbonate resin used for molding. The sulfur-containing acidic compound or phosphorus compound in the polycarbonate resin composition reacts with the epoxy compound to obtain a neutralizing action, so that a polycarbonate resin composition with improved quality can be obtained by suppressing molecular weight reduction and coloring. Although disclosed (Patent Document 5), the degree of the effect is not clear, and furthermore, it does not satisfy all the characteristics required for the spectacle lens member.
本発明の目的は、耐沸水性と金型腐食抑制効果を得るとともに、連続成形時の色相安定性を有しており、かつ高温成形耐熱性に優れるという本来の特性を損なうことのないポリカーボネート樹脂製眼鏡レンズを提供することにある。 An object of the present invention is a polycarbonate resin that has boiling water resistance and mold corrosion suppression effect, has hue stability during continuous molding, and does not impair the original properties of excellent high temperature molding heat resistance The object is to provide eyeglass lenses.
本発明者らは、前記目的を達成するため、ポリカーボネート樹脂組成物に用いるエポキシ化合物、離型剤,熱安定剤、紫外線吸収剤について鋭意研究した結果、特定のエポキシ化合物を特定量用い、特定の離型剤、特定の熱安定剤を特定量用い、さらには特定の2種の紫外線吸収剤を各々特定量用いることで、成形性、透明性といった本来持っている特性を阻害することなく、耐沸水性と金型腐食抑制効果を得るとともに、連続成形時の色相安定性に優れた眼鏡レンズ成形品が得られることを見出し、本発明に到達したものである。 In order to achieve the above object, the present inventors have conducted intensive research on epoxy compounds, mold release agents, heat stabilizers, and ultraviolet absorbers used in polycarbonate resin compositions. As a result, specific amounts of specific epoxy compounds are used, By using a specific amount of a mold release agent and a specific heat stabilizer, and further using a specific amount of each of two specific ultraviolet absorbers, it is possible to withstand resistance without impairing inherent properties such as moldability and transparency. The present inventors have found that a spectacle lens molded article having an effect of suppressing boiling water and mold corrosion and having excellent hue stability during continuous molding can be obtained, and the present invention has been achieved.
すなわち本発明によれば、
1.(1)総塩素量500ppm以下のポリカーボネート樹脂100重量部に対し、(2)スチレンとグリシジルメタクリレートの共重合体であるエポキシ化合物0.003〜0.2重量部、(3)2−(2’−ヒドロキシ−5’−tert−オクチルフェニル)ベンゾトリアゾール0.05〜0.5重量部、(4)2−(3−tert−ブチル−5−メチル−2−ヒドロキシフェニル)−5−クロロ−2H−ベンゾトリアゾール0.01〜0.3重量部、(5)脂肪酸エステル系離型剤0.05〜0.5重量部および(6)リン系熱安定剤0.005〜0.1重量部を含有するポリカーボネート樹脂組成物より成形された眼鏡レンズ。
2.脂肪酸エステル系離型剤は、一価アルコールと飽和脂肪酸とのエステルおよびグリセリンと飽和脂肪酸とのトリエステルの混合物である前項1記載の眼鏡レンズ。
3.リン系熱安定剤は、2,4−ジ−tert−ブチルフェニル骨格を有するリン系熱安定剤である前項1記載の眼鏡レンズ。
4.ポリカーボネート樹脂組成物は、該ポリカーボネート樹脂組成物を二軸押出機で成形して得られたペレットの総塩素量が60ppm以下である前項1記載の眼鏡レンズ。
5.ポリカーボネート樹脂組成物は、該ポリカーボネート樹脂組成物を二軸押出機で成形して得られたペレットを、射出成形機にて成形して得られた5mm厚成形板50枚のYI値の最大値と最小値の差が0.15以下である請求項1記載の眼鏡レンズ。
That is, according to the present invention,
1. (1) For 100 parts by weight of polycarbonate resin having a total chlorine content of 500 ppm or less, (2) 0.003 to 0.2 parts by weight of an epoxy compound that is a copolymer of styrene and glycidyl methacrylate, (3) 2- (2 ′ -Hydroxy-5'-tert-octylphenyl) benzotriazole 0.05 to 0.5 parts by weight, (4) 2- (3-tert-butyl-5-methyl-2-hydroxyphenyl) -5-chloro-2H -0.01 to 0.3 parts by weight of benzotriazole, (5) 0.05 to 0.5 parts by weight of a fatty acid ester release agent, and (6) 0.005 to 0.1 parts by weight of a phosphorus thermal stabilizer. A spectacle lens molded from a polycarbonate resin composition.
2. 2. The spectacle lens according to
3. 2. The spectacle lens according to
4). 2. The spectacle lens according to
5. The polycarbonate resin composition comprises a maximum YI value of 50 5 mm thick molded plates obtained by molding a pellet obtained by molding the polycarbonate resin composition with a twin screw extruder with an injection molding machine. The spectacle lens according to
本発明のポリカーボネート樹脂組成物から得られる眼鏡レンズは、優れた耐衝撃性、透明性、紫外線遮断性、色相安定性、金型腐食抑性、耐沸水性、成形耐熱性を維持したまま、且つリプロ性能が高く熱履歴を有しても黄色化が少ないので、その奏する産業上の効果は格別である。 The spectacle lens obtained from the polycarbonate resin composition of the present invention maintains excellent impact resistance, transparency, ultraviolet blocking property, hue stability, mold corrosion suppression, boiling water resistance, molding heat resistance, and Even if it has a high repro performance and has a heat history, it has little yellowing, so the industrial effect it produces is exceptional.
以下、本発明について詳細に説明する。
本発明で用いるポリカーボネート樹脂は、二価フェノールとカーボネート前駆体とを反応させて得られる芳香族ポリカーボネート樹脂である。ここで用いる二価フェノールの具体例としては、例えば2,2−ビス(4−ヒドロキシフェニル)プロパン(通称ビスフェノールA)、ビス(4−ヒドロキシフェニル)メタン、1,1−ビス(4−ヒドロキシフェニル)エタン、2,2−ビス(4−ヒドロキシフェニル)ブタン、2,2−ビス(4−ヒドロキシフェニル)オクタン、2,2−ビス(4−ヒドロキシフェニル)フェニルメタン、2,2−ビス(4−ヒドロキシ−3−メチルフェニル)プロパン、1,1−ビス(4−ヒドロキシ−3−tert−ブチルフェニル)プロパン、2,2−ビス(4−ヒドロキシ−3−ブロモフェニル)プロパン、2,2−ビス(4−ヒドロキシ−3,5−ジブロモフェニル)プロパン、2,2−ビス(4−ヒドロキシ−3,5−ジクロロフェニル)プロパン等のビス(ヒドロキシアリール)アルカン類、1,1−ビス(ヒドロキシフェニル)シクロペンタン、1,1−ビス(ヒドロキシフェニル)シクロヘキサン等のビス(ヒドロキシフェニル)シクロアルカン類、4,4′−ジヒドロキシジフェニルエーテル、4,4′−ジヒドロキシ−3,3′−ジメチルジフェニルエーテル等のジヒドロキシアリールエーテル類、4,4′−ジヒドロキシジフェニルスルフィド、4,4′−ジヒドロキシ−3,3′−ジメチルジフェニルスルフィド等のジヒドロキシジアリールスルフィド類、4,4′−ジヒドロキシジフェニルスルホキシド、4,4′−ジヒドロキシ−3,3′−ジメチルジフェニルスルホキシド等のジヒドロキシジアリールスルホキシド類、4,4′−ジヒドロキシジフェニルスルホン、4,4′−ジヒドロキシ−3,3′−ジメチルジフェニルスルホン等のジヒドロキシジアリールスルホン類等が挙げられる。これら二価フェノールは単独で用いても、二種以上併用してもよい。
Hereinafter, the present invention will be described in detail.
The polycarbonate resin used in the present invention is an aromatic polycarbonate resin obtained by reacting a dihydric phenol and a carbonate precursor. Specific examples of the dihydric phenol used here include, for example, 2,2-bis (4-hydroxyphenyl) propane (commonly called bisphenol A), bis (4-hydroxyphenyl) methane, and 1,1-bis (4-hydroxyphenyl). ) Ethane, 2,2-bis (4-hydroxyphenyl) butane, 2,2-bis (4-hydroxyphenyl) octane, 2,2-bis (4-hydroxyphenyl) phenylmethane, 2,2-bis (4 -Hydroxy-3-methylphenyl) propane, 1,1-bis (4-hydroxy-3-tert-butylphenyl) propane, 2,2-bis (4-hydroxy-3-bromophenyl) propane, 2,2- Bis (4-hydroxy-3,5-dibromophenyl) propane, 2,2-bis (4-hydroxy-3,5-dichlorophenyl) Bis (hydroxyaryl) alkanes such as lopan, 1,1-bis (hydroxyphenyl) cyclopentane, bis (hydroxyphenyl) cycloalkanes such as 1,1-bis (hydroxyphenyl) cyclohexane, 4,4′-dihydroxy Dihydroxy ethers such as diphenyl ether, 4,4'-dihydroxy-3,3'-dimethyldiphenyl ether, dihydroxys such as 4,4'-dihydroxydiphenyl sulfide, 4,4'-dihydroxy-3,3'-dimethyldiphenyl sulfide Diaryl sulfides, 4,4'-dihydroxydiphenyl sulfoxide, dihydroxy diaryl sulfoxides such as 4,4'-dihydroxy-3,3'-dimethyldiphenyl sulfoxide, 4,4'-dihydroxydiphenyls Hong, dihydroxy diaryl sulfones such as 4,4'-dihydroxy-3,3'-dimethyl diphenyl sulfone. These dihydric phenols may be used alone or in combination of two or more.
前記二価フェノールのうち、2,2−ビス(4−ヒドロキシフェニル)プロパン(ビスフェノールA)を主たる二価フェノール成分とするのが好ましく、特に全二価フェノール成分中70モル%以上、特に80モル%以上がビスフェノールAであるものが好ましい。最も好ましいのは、二価フェノール成分が実質的にビスフェノールAである芳香族ポリカーボネート樹脂である。 Among the dihydric phenols, 2,2-bis (4-hydroxyphenyl) propane (bisphenol A) is preferably used as the main dihydric phenol component, particularly 70 mol% or more, particularly 80 mol in the total dihydric phenol component. % Or more is preferably bisphenol A. Most preferred is an aromatic polycarbonate resin in which the dihydric phenol component is substantially bisphenol A.
ポリカーボネート樹脂を製造する基本的な手段を簡単に説明する。カーボネート前駆体としてホスゲンを用いる溶液法では、通常酸結合剤および有機溶媒の存在下に二価フェノール成分とホスゲンとの反応を行う。酸結合剤としては例えば水酸化ナトリウムや水酸化カリウム等のアルカリ金属の水酸化物またはピリジン等のアミン化合物が用いられる。有機溶媒としては例えば塩化メチレン、クロロベンゼン等のハロゲン化炭化水素が用いられる。また反応促進のために例えば第三級アミンや第四級アンモニウム塩等の触媒を用いることができ、分子量調節剤として例えばフェノールやp−tert−ブチルフェノールのようなアルキル置換フェノール等の末端停止剤を用いることが望ましい。反応温度は通常0〜40℃、反応時間は数分〜5時間、反応中のpHは10以上に保つのが好ましい。 The basic means for producing the polycarbonate resin will be briefly described. In the solution method using phosgene as a carbonate precursor, the reaction of a dihydric phenol component and phosgene is usually performed in the presence of an acid binder and an organic solvent. Examples of the acid binder include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, and amine compounds such as pyridine. As the organic solvent, for example, halogenated hydrocarbons such as methylene chloride and chlorobenzene are used. In addition, a catalyst such as a tertiary amine or a quaternary ammonium salt can be used for promoting the reaction, and a terminal terminator such as an alkyl-substituted phenol such as phenol or p-tert-butylphenol is used as a molecular weight regulator. It is desirable to use it. The reaction temperature is preferably 0 to 40 ° C., the reaction time is several minutes to 5 hours, and the pH during the reaction is preferably maintained at 10 or more.
カーボネート前駆体として炭酸ジエステルを用いるエステル交換法(溶融法)は、不活性ガスの存在下に所定割合の二価フェノール成分と炭酸ジエステルとを加熱しながら撹拌し、生成するアルコールまたはフェノール類を留出させる方法である。反応温度は生成するアルコールまたはフェノール類の沸点等により異なるが、通常120〜350℃の範囲である。反応はその初期から減圧にして生成するアルコールまたはフェノール類を留出させながら反応させる。また反応を促進するために通常のエステル交換反応触媒を用いることができる。このエステル交換反応に用いる炭酸ジエステルとしては例えばジフェニルカーボネート、ジナフチルカーボネート、ジメチルカーボネート、ジエチルカーボネート、ジブチルカーボネート等があげられ、特にジフェニルカーボネートが好ましい。 In the transesterification method (melting method) using a carbonic acid diester as a carbonate precursor, a predetermined proportion of a dihydric phenol component and a carbonic acid diester are stirred with heating in the presence of an inert gas, and the resulting alcohol or phenols are distilled. It is a method to make it come out. The reaction temperature varies depending on the boiling point of the alcohol or phenol produced, but is usually in the range of 120 to 350 ° C. The reaction is carried out while distilling off the alcohol or phenol produced under reduced pressure from the beginning. Moreover, in order to accelerate | stimulate reaction, a normal transesterification reaction catalyst can be used. Examples of the carbonic acid diester used in the transesterification include diphenyl carbonate, dinaphthyl carbonate, dimethyl carbonate, diethyl carbonate, dibutyl carbonate, and the like, and diphenyl carbonate is particularly preferable.
本発明で用いるポリカーボネート樹脂は、総塩素量が500ppm以下であり、好ましくは400ppm以下である。総塩素量が500ppmを超えると色相安定性や金型腐食性に劣り好ましくない。ポリカーボネート樹脂中の総塩素量は、理学電機工業(株)製 走査型蛍光X線分析装置ZSX Primus IIを用いて測定される。 The polycarbonate resin used in the present invention has a total chlorine content of 500 ppm or less, preferably 400 ppm or less. If the total chlorine content exceeds 500 ppm, the hue stability and the mold corrosiveness are inferior. The total amount of chlorine in the polycarbonate resin is measured using a scanning fluorescent X-ray analyzer ZSX Primus II manufactured by Rigaku Corporation.
総塩素量が500ppm以下のポリカーボネート樹脂を得る方法としては、ポリカーボネート樹脂製造時に使用するハロゲン化炭化水素系の有機溶媒を粉粒化工程後の乾燥工程にて、ポリカーボネート樹脂粉粒体を高温で長時間乾燥させる方法等により得ることができる。 As a method for obtaining a polycarbonate resin having a total chlorine content of 500 ppm or less, the halogenated hydrocarbon organic solvent used in the production of the polycarbonate resin is dried at a high temperature in the drying step after the granulation step. It can be obtained by a method of drying for a time.
本発明で用いるポリカーボネート樹脂の分子量は、粘度平均分子量で表して1.7×104〜3.0×104が好ましく、2.0×104〜2.6×104が特に好ましい。眼鏡レンズは精密成形であり、金型の鏡面を正確に転写して規定の曲率、度数を付与することが重要であり、溶融流動性のよい低粘度の樹脂が望ましいが、あまりに低粘度過ぎるとポリカーボネート樹脂の特徴である衝撃強度が保持できない。ここで、ポリカーボネート樹脂の粘度平均分子量(M)は、オストワルド粘度計を用いて塩化メチレン100mlにポリカーボネート樹脂0.7gを20℃で溶解した溶液から求めた比粘度(ηsp)を次式に挿入して求めたものである。
ηsp/c=[η]+0.45×[η]2c(但し[η]は極限粘度)
[η]=1.23×10−4M0.83
c=0.7
The molecular weight of the polycarbonate resin used in the present invention is preferably 1.7 × 10 4 to 3.0 × 10 4 , particularly preferably 2.0 × 10 4 to 2.6 × 10 4 in terms of viscosity average molecular weight. Eyeglass lenses are precision molded, and it is important to accurately transfer the mirror surface of the mold to give the specified curvature and power. A low-viscosity resin with good melt flow is desirable, but if it is too low The impact strength that is characteristic of polycarbonate resin cannot be maintained. Here, for the viscosity average molecular weight (M) of the polycarbonate resin, the specific viscosity (η sp ) obtained from a solution obtained by dissolving 0.7 g of the polycarbonate resin in 100 ml of methylene chloride at 20 ° C. using an Ostwald viscometer is inserted into the following equation. It is what I asked for.
η sp /c=[η]+0.45×[η] 2 c (where [η] is the intrinsic viscosity)
[Η] = 1.23 × 10 −4 M 0.83
c = 0.7
本発明のポリカーボネート樹脂組成物には金型腐食抑制、眼鏡レンズ成形品の色相安定性ならびに良好な耐沸水性を付与するという目的でエポキシ化合物を添加する。そして、本発明における眼鏡レンズ部材に用いられる成形品の場合には、射出圧縮成形時における優れた色相安定性が必要である。このようなエポキシ化合物として、スチレンとグリシジルメタクリレートの共重合体が使用される。 An epoxy compound is added to the polycarbonate resin composition of the present invention for the purpose of imparting mold corrosion inhibition, hue stability of a spectacle lens molded article and good boiling water resistance. And in the case of the molded article used for the spectacle lens member in this invention, the outstanding hue stability at the time of injection compression molding is required. As such an epoxy compound, a copolymer of styrene and glycidyl methacrylate is used.
上記のエポキシ化合物の添加量としては、ポリカーボネート樹脂100重量部に対して0.003〜0.2重量部が必要である。好ましくは0.004〜0.15重量部であり、より好ましくは0.005〜0.1重量部であり、さらに好ましくは0.005〜0.05重量部、特に好ましくは0.005〜0.02重量部である。エポキシ化合物の添加量が0.003重量部未満だと、本発明のポリカーボネート樹脂を成形する際の金型腐食の抑制効果が十分でなく、また耐沸水性の改善効果が十分でない。エポキシ化合物の添加量が0.2重量部を超えるとポリカーボネート樹脂の耐熱性およびリペレット性が悪化し、結果として成形品の色相安定性に悪影響を及ぼす問題がある。 As an addition amount of said epoxy compound, 0.003-0.2 weight part is required with respect to 100 weight part of polycarbonate resin. Preferably it is 0.004-0.15 weight part, More preferably, it is 0.005-0.1 weight part, More preferably, it is 0.005-0.05 weight part, Most preferably, it is 0.005-0. 0.02 part by weight. When the addition amount of the epoxy compound is less than 0.003 parts by weight, the effect of suppressing mold corrosion when molding the polycarbonate resin of the present invention is not sufficient, and the effect of improving boiling water resistance is not sufficient. When the addition amount of the epoxy compound exceeds 0.2 parts by weight, the heat resistance and repellet property of the polycarbonate resin deteriorate, resulting in a problem that adversely affects the hue stability of the molded product.
本発明の樹脂組成物は、ポリカーボネート樹脂中に2つのタイプの紫外線吸収剤(A)および紫外線吸収剤(B)を含有する。
1つは紫外線吸収剤(A)であり、2−(2’−ヒドロキシ−5’−tert−オクチルフェニル)ベンゾトリアゾールである。
紫外線吸収剤(A)の含有量は、ポリカーボネート樹脂100重量部当り0.05〜0.5重量部、好ましくは0.1〜0.4重量部、より好ましくは0.15〜0.35重量部である。0.05重量部未満では紫外線吸収性能が不充分であり、0.4重量部を越える量を配合しても、もはや紫外線吸収能力は向上せず、逆に成形時の昇華、曇価(ヘイズ)の増大、色相の悪化が著しくなる。
The resin composition of the present invention contains two types of ultraviolet absorber (A) and ultraviolet absorber (B) in a polycarbonate resin.
One is an ultraviolet absorber (A), which is 2- (2′-hydroxy-5′-tert-octylphenyl) benzotriazole.
The content of the ultraviolet absorber (A) is 0.05 to 0.5 parts by weight, preferably 0.1 to 0.4 parts by weight, more preferably 0.15 to 0.35 parts by weight per 100 parts by weight of the polycarbonate resin. Part. If the amount is less than 0.05 parts by weight, the ultraviolet absorption performance is insufficient, and even if the amount exceeds 0.4 parts by weight, the ultraviolet absorption ability is no longer improved. ) And hue are significantly deteriorated.
他の1つは紫外線吸収剤(B)であり、2−(3−tert−ブチル−5−メチル−2−ヒドロキシフェニル)−5−クロロ−2H−ベンゾトリアゾールである。
紫外線吸収剤(B)の含有量は、ポリカーボネート樹脂100重量部当り0.01〜0.3重量部、好ましくは0.01〜0.27重量部、より好ましくは0.02〜0.25重量部である。0.01重量部未満では紫外線吸収性能が不充分であり、0.3重量部を越えると紫外線吸収剤(B)はポリカーボネート樹脂の色相を著しく悪化させ、くすんだ色の眼鏡レンズとなる。
The other one is an ultraviolet absorber (B), 2- (3-tert-butyl-5-methyl-2-hydroxyphenyl) -5-chloro-2H-benzotriazole.
The content of the ultraviolet absorber (B) is 0.01 to 0.3 part by weight, preferably 0.01 to 0.27 part by weight, more preferably 0.02 to 0.25 part by weight per 100 parts by weight of the polycarbonate resin. Part. If the amount is less than 0.01 parts by weight, the ultraviolet absorption performance is insufficient, and if it exceeds 0.3 parts by weight, the ultraviolet absorbent (B) remarkably deteriorates the hue of the polycarbonate resin, resulting in a dull color spectacle lens.
これら2つのタイプの紫外線吸収剤(A)および(B)は、いずれも単独で使用した場合、385nmの波長の紫外線の吸収が不充分であるか、あるいは吸収が充分になる程度多量に添加すると成形時に紫外線吸収剤が昇華し、レンズの曇価(ヘイズ)が増大したり、色相の悪化を招く。紫外線吸収剤(A)および(B)を組み合わせて使用することにより、それぞれの量は比較的少ない量であっても、2mm厚の成形板において385nmの分光透過率が1%以下でこの波長の紫外線をほぼ完全に吸収でき、しかも全光線透過率は約90%と高い水準を維持し、レンズの色相も良好となる。 When these two types of ultraviolet absorbers (A) and (B) are both used alone, they are added in such a large amount that the absorption of ultraviolet rays having a wavelength of 385 nm is insufficient or the absorption is sufficient. The ultraviolet absorber sublimates at the time of molding, and the haze of the lens increases or the hue deteriorates. By using a combination of the ultraviolet absorbers (A) and (B), even if each amount is relatively small, the spectral transmittance at 385 nm is 1% or less on a 2 mm-thick molded plate, and this wavelength Ultraviolet rays can be absorbed almost completely, and the total light transmittance is maintained at a high level of about 90%, and the hue of the lens is also good.
また、紫外線吸収剤(A)と紫外線吸収剤(B)との配合比(R)は、B/A(重量比)で表して、好ましくは0.05〜4の範囲、より好ましくは0.05〜3の範囲、さらに好ましくは0.05〜1の範囲、特に好ましくは0.05〜0.5の範囲である。配合比(R)が0.05未満では紫外線吸収性能が不充分であり、配合比(R)が4を越すと色相の悪化が著しくなる傾向が認められる。 Moreover, the blending ratio (R) of the ultraviolet absorber (A) and the ultraviolet absorber (B) is expressed in terms of B / A (weight ratio), and is preferably in the range of 0.05 to 4, more preferably 0.8. The range is from 05 to 3, more preferably from 0.05 to 1, and particularly preferably from 0.05 to 0.5. When the blending ratio (R) is less than 0.05, the ultraviolet absorption performance is insufficient, and when the blending ratio (R) exceeds 4, there is a tendency for the hue to deteriorate significantly.
本発明の樹脂組成物には、その特性を損なわない範囲で他のベンゾトリアゾール系紫外線吸収剤、ベンゾフェノン系紫外線吸収剤、トリアジン系紫外線吸収剤、環状イミノエステル系紫外線吸収剤およびシアノアクリレート系紫外線吸収剤などを配合することができる。 The resin composition of the present invention includes other benzotriazole-based UV absorbers, benzophenone-based UV absorbers, triazine-based UV absorbers, cyclic imino ester-based UV absorbers, and cyanoacrylate-based UV absorbers as long as the characteristics are not impaired. An agent or the like can be blended.
本発明のポリカーボネート樹脂組成物には溶融成形時において眼鏡レンズの樹脂成形品の金型からの離型性を向上させるために、脂肪酸エステル系離型剤が配合される。
脂肪酸エステル系離型剤としては、炭素原子数1〜20の一価アルコールと炭素原子数10〜30の飽和脂肪酸とのエステル及び炭素原子数1〜25の多価アルコールと炭素原子数10〜30の飽和脂肪酸との部分エステルまたは全エステルからなる群より選ばれた少なくとも1種の離型剤が使用される。
The polycarbonate resin composition of the present invention is blended with a fatty acid ester release agent in order to improve the releasability from the mold of the resin molded product of the spectacle lens during melt molding.
Examples of the fatty acid ester release agent include esters of monohydric alcohols having 1 to 20 carbon atoms and saturated fatty acids having 10 to 30 carbon atoms, polyhydric alcohols having 1 to 25 carbon atoms, and 10 to 30 carbon atoms. At least one mold release agent selected from the group consisting of partial esters or total esters with saturated fatty acids is used.
具体的に一価アルコールと飽和脂肪酸とのエステルとしては、ステアリルステアレート、パルミチルパルミテート、ブチルステアレート、メチルラウレート、イソプロピルパルミテート等が挙げられ、なかでもステアリルステアレートが好ましい。 Specific examples of the ester of a monohydric alcohol and a saturated fatty acid include stearyl stearate, palmityl palmitate, butyl stearate, methyl laurate, isopropyl palmitate, and stearyl stearate is preferable.
具体的に多価アルコールと飽和脂肪酸との部分エステルまたは全エステルとしては、グリセリンモノステアレート、グリセリンジステアレート、グリセリントリステアレート、グリセリンモノベヘネート、ペンタエリスリトールモノステアレート、ペンタエリスリトールテトラステアレート、ペンタエリスリトールテトラペラルゴネート、プロピレングリコールモノステアレート、ビフェニルビフェネ−ト、ソルビタンモノステアレート、2−エチルヘキシルステアレート、ジペンタエリスリトールヘキサステアレート等のジペンタエリスルトールの全エステルまたは部分エステル等が挙げられる。 Specific examples of partial esters or total esters of polyhydric alcohols and saturated fatty acids include glycerin monostearate, glycerin distearate, glycerin tristearate, glycerin monobehenate, pentaerythritol monostearate, pentaerythritol tetrastearate. All or partial esters of dipentaerythritol, such as pentaerythritol tetrapelargonate, propylene glycol monostearate, biphenyl biphenate, sorbitan monostearate, 2-ethylhexyl stearate, dipentaerythritol hexastearate, etc. Is mentioned.
これらの離型剤は1種または2種以上が使用される。上記脂肪酸エステルのなかでも、一価アルコールと飽和脂肪酸とのエステルおよびグリセリンと飽和脂肪酸とのトリエステルの混合物、グリセリンモノステアレート、グリセリントリステアレート、ペンタエリスリトールテトラステアレート、グリセリントリステアレーとステアリルステアレートとの混合物が好ましく使用される。 These release agents are used alone or in combination of two or more. Among the above fatty acid esters, monohydric alcohol and saturated fatty acid esters and glycerin and saturated fatty acid triester mixtures, glycerol monostearate, glycerol tristearate, pentaerythritol tetrastearate, glycerol tristearate and stearyl stearate. Mixtures with rates are preferably used.
離型剤の配合量は、ポリカーボネート樹脂100重量部に対して、0.05〜0.5重量部であり、より好ましくは0.08〜0.4重量部、特に好ましくは0.1〜0.3重量部である。配合量が0.05重量部より少ない場合には、良好な離型性が得られず、0.5重量部を超えると眼鏡レンズの変色が悪化する。
離型剤は、当該業者で知られるその他の離型剤とも併用可能であるが、併用した場合でも脂肪酸エステル系離型剤の含有量は0.05〜0.5重量部であり、離型剤の主成分であることが好ましい。
The compounding quantity of a mold release agent is 0.05-0.5 weight part with respect to 100 weight part of polycarbonate resin, More preferably, it is 0.08-0.4 weight part, Most preferably, it is 0.1-0. .3 parts by weight. When the blending amount is less than 0.05 parts by weight, good releasability cannot be obtained, and when it exceeds 0.5 parts by weight, the discoloration of the spectacle lens is deteriorated.
The release agent can be used in combination with other release agents known to those skilled in the art, but even when used in combination, the content of the fatty acid ester release agent is 0.05 to 0.5 parts by weight. The main component of the agent is preferred.
本発明のポリカーボネート樹脂組成物には、リン系熱安定剤が配合される。リン系熱安定剤としては、亜リン酸、リン酸、亜ホスホン酸、ホスホン酸およびこれらのエステル等が挙げられ、具体的には、トリフェニルホスファイト、トリス(ノニルフェニル)ホスファイト、トリス(2,4−ジ−tert−ブチルフェニル)ホスファイト、トリス(2,6−ジ−tert−ブチルフェニル)ホスファイト、トリデシルホスファイト、トリオクチルホスファイト、トリオクタデシルホスファイト、ジデシルモノフェニルホスファイト、ジオクチルモノフェニルホスファイト、ジイソプロピルモノフェニルホスファイト、モノブチルジフェニルホスファイト、モノデシルジフェニルホスファイト、モノオクチルジフェニルホスファイト、ビス(2,6−ジ−tert−ブチル−4−メチルフェニル)ペンタエリスリトールジホスファイト、2,2−メチレンビス(4,6−ジ−tert−ブチルフェニル)オクチルホスファイト、ビス(ノニルフェニル)ペンタエリスリトールジホスファイト、ビス(2,4−ジ−tert−ブチルフェニル)ペンタエリスリトールジホスファイト、ジステアリルペンタエリスリトールジホスファイト、トリブチルホスフェート、トリエチルホスフェート、トリメチルホスフェート、トリフェニルホスフェート、ジフェニルモノオルソキセニルホスフェート、ジブチルホスフェート、ジオクチルホスフェート、ジイソプロピルホスフェート、ベンゼンホスホン酸ジメチル、ベンゼンホスホン酸ジエチル、ベンゼンホスホン酸ジプロピル、テトラキス(2,4−ジ−tert−ブチルフェニル)−4,4’−ビフェニレンジホスホナイト、テトラキス(2,4−ジ−tert−ブチルフェニル)−4,3’−ビフェニレンジホスホナイト、テトラキス(2,4−ジ−tert−ブチルフェニル)−3,3’−ビフェニレンジホスホナイト、ビス(2,4−ジ−tert−ブチルフェニル)−4−フェニル−フェニルホスホナイトおよびビス(2,4−ジ−tert−ブチルフェニル)−3−フェニル−フェニルホスホナイト等が挙げられる。これらは、1種または2種以上で使用することができる。なかでも、2,4−ジ−tert−ブチルフェニル骨格を有するリン系熱安定剤が好ましく使用される。 The polycarbonate resin composition of the present invention contains a phosphorus-based heat stabilizer. Examples of the phosphorous heat stabilizer include phosphorous acid, phosphoric acid, phosphonous acid, phosphonic acid and esters thereof. Specifically, triphenyl phosphite, tris (nonylphenyl) phosphite, tris ( 2,4-di-tert-butylphenyl) phosphite, tris (2,6-di-tert-butylphenyl) phosphite, tridecyl phosphite, trioctyl phosphite, trioctadecyl phosphite, didecyl monophenyl phosphite Phyto, dioctyl monophenyl phosphite, diisopropyl monophenyl phosphite, monobutyl diphenyl phosphite, monodecyl diphenyl phosphite, monooctyl diphenyl phosphite, bis (2,6-di-tert-butyl-4-methylphenyl) penta Erisrito Diphosphite, 2,2-methylenebis (4,6-di-tert-butylphenyl) octyl phosphite, bis (nonylphenyl) pentaerythritol diphosphite, bis (2,4-di-tert-butylphenyl) pentaerythritol di Phosphite, distearyl pentaerythritol diphosphite, tributyl phosphate, triethyl phosphate, trimethyl phosphate, triphenyl phosphate, diphenyl monoorthoxenyl phosphate, dibutyl phosphate, dioctyl phosphate, diisopropyl phosphate, dimethyl benzenephosphonate, diethyl benzenephosphonate, Dipropyl benzenephosphonate, tetrakis (2,4-di-tert-butylphenyl) -4,4'-biphenylenediphos Knight, tetrakis (2,4-di-tert-butylphenyl) -4,3′-biphenylene diphosphonite, tetrakis (2,4-di-tert-butylphenyl) -3,3′-biphenylene diphosphonite, Examples thereof include bis (2,4-di-tert-butylphenyl) -4-phenyl-phenylphosphonite and bis (2,4-di-tert-butylphenyl) -3-phenyl-phenylphosphonite. These can be used alone or in combination of two or more. Among these, a phosphorus-based heat stabilizer having a 2,4-di-tert-butylphenyl skeleton is preferably used.
好ましくは、トリス(2,4−ジ−tert−ブチルフェニル)ホスファイト、テトラキス(2,4−ジ−tert−ブチルフェニル)−4,4’−ビフェニレンジホスホナイト、テトラキス(2,4−ジ−tert−ブチルフェニル)−4,3’−ビフェニレンジホスホナイト、テトラキス(2,4−ジ−tert−ブチルフェニル)−3,3’−ビフェニレンジホスホナイト、ビス(2,4−ジ−tert−ブチルフェニル)−4−フェニル−フェニルホスホナイトおよびビス(2,4−ジ−tert−ブチルフェニル)−3−フェニル−フェニルホスホナイトが使用され、特に好ましくはテトラキス(2,4−ジ−tert−ブチルフェニル)−4,4’−ビフェニレンジホスホナイトが使用される。 Preferably, tris (2,4-di-tert-butylphenyl) phosphite, tetrakis (2,4-di-tert-butylphenyl) -4,4′-biphenylenediphosphonite, tetrakis (2,4-di -Tert-butylphenyl) -4,3'-biphenylenediphosphonite, tetrakis (2,4-di-tert-butylphenyl) -3,3'-biphenylenediphosphonite, bis (2,4-di-tert -Butylphenyl) -4-phenyl-phenylphosphonite and bis (2,4-di-tert-butylphenyl) -3-phenyl-phenylphosphonite are used, particularly preferably tetrakis (2,4-di-tert -Butylphenyl) -4,4'-biphenylenediphosphonite is used.
これらリン系熱安定剤の配合量は、ポリカーボネート樹脂100重量部に対して0.005〜0.1重量部であり、より好ましくは0.008〜0.08重量部、特に好ましくは0.01〜0.06重量部である。配合量が0.005重量部より少ない場合には目的とするポリカーボネート樹脂の高温帯での安定化効果が少なくなり、0.1重量部を超えると成形品の色相安定化や乾熱性、曇価(ヘイズ)に悪影響を及ぼす可能性がある。 The compounding amount of these phosphorus heat stabilizers is 0.005 to 0.1 parts by weight, more preferably 0.008 to 0.08 parts by weight, and particularly preferably 0.01 to 100 parts by weight of the polycarbonate resin. -0.06 part by weight. When the blending amount is less than 0.005 parts by weight, the stabilization effect of the target polycarbonate resin in the high temperature zone is reduced, and when it exceeds 0.1 parts by weight, the hue of the molded product is stabilized, dry heat property, haze value. (Haze) may be adversely affected.
本発明のポリカーボネート樹脂組成物には、ヒンダードフェノール系酸化防止剤を本来持つべき特性を損なわない範囲で配合することができる。ヒンダードフェノール系酸化防止剤としては、例えばトリエチレングリコール−ビス[3−(3−tert−ブチル−5−メチル−4−ヒドロキシフェニル)プロピオネート]、1,6−ヘキサンジオール−ビス[3−(3,5−ジ−tert−ブチル−4−ヒドロキシフェニル)プロピオネート]、ペンタエリスリトール−テトラキス[3−(3,5−ジ−tert−ブチル−4−ヒドロキシフェニル)プロピオネート]、オクタデシル−3−(3,5−ジ−tert−ブチル−4−ヒドロキシフェニル)プロピオネート、1,3,5−トリメチル−2,4,6−トリス(3,5−ジ−tert−ブチル−4−ヒドロキシベンジル)ベンゼン、N,N−ヘキサメチレンビス(3,5−ジ−tert−ブチル−4−ヒドロキシ−ヒドロシンナマイド)、3,5−ジ−tert−ブチル−4−ヒドロキシ−ベンジルホスホネート−ジエチルエステル、トリス(3,5−ジ−tert−ブチル−4−ヒドロキシベンジル)イソシアヌレートおよび3,9−ビス{1,1−ジメチル−2−[β−(3−tert−ブチル−4−ヒドロキシ−5−メチルフェニル)プロピオニルオキシ]エチル}−2,4,8,10−テトラオキサスピロ(5,5)ウンデカンなどが挙げられる。これらは、1種または2種以上で使用することができる。なかでも、ペンタエリスリトール骨格を有するヒンダードフェノール系酸化防止剤が好ましく使用される。特に、ペンタエリスリトール−テトラキス[3−(3,5−ジ−tert−ブチル−4−ヒドロキシフェニル)プロピオネート]が好ましい。 The polycarbonate resin composition of the present invention can be blended within a range that does not impair the characteristics that should originally have a hindered phenol-based antioxidant. Examples of the hindered phenol antioxidant include triethylene glycol-bis [3- (3-tert-butyl-5-methyl-4-hydroxyphenyl) propionate], 1,6-hexanediol-bis [3- ( 3,5-di-tert-butyl-4-hydroxyphenyl) propionate], pentaerythritol-tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], octadecyl-3- (3 , 5-di-tert-butyl-4-hydroxyphenyl) propionate, 1,3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, N , N-hexamethylenebis (3,5-di-tert-butyl-4-hydroxy-hydrocinna Id), 3,5-di-tert-butyl-4-hydroxy-benzylphosphonate-diethyl ester, tris (3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate and 3,9-bis {1 , 1-dimethyl-2- [β- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionyloxy] ethyl} -2,4,8,10-tetraoxaspiro (5,5) undecane, etc. Is mentioned. These can be used alone or in combination of two or more. Among these, a hindered phenol antioxidant having a pentaerythritol skeleton is preferably used. In particular, pentaerythritol-tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] is preferable.
これらヒンダードフェノール系酸化防止剤の配合量は、ポリカーボネート樹脂100重量部に対して好ましくは0.01〜0.3重量部であり、より好ましくは0.02〜0.25重量部、特に好ましくは0.03〜0.2重量部である。配合量が0.01重量部より少ない場合には十分なリペレット性が得られないことに加え、成形品の色相安定性に悪影響を及ぼすことがある。また、0.3重量部を超えると、成形時の金型付着物の増加や機械物性の低下に繋がる可能性がある。 The amount of these hindered phenolic antioxidants is preferably 0.01 to 0.3 parts by weight, more preferably 0.02 to 0.25 parts by weight, particularly preferably 100 parts by weight of the polycarbonate resin. Is 0.03-0.2 parts by weight. If the blending amount is less than 0.01 parts by weight, sufficient repellet property cannot be obtained, and the hue stability of the molded product may be adversely affected. Moreover, when it exceeds 0.3 weight part, there exists a possibility of leading to the increase in the metal deposit | attachment at the time of shaping | molding, and the fall of a physical property.
本発明のポリカーボネート樹脂組成物中には、眼鏡レンズに成形した場合、ポリカーボネート樹脂や紫外線吸収剤に基づくレンズの黄色味を打ち消すためにブルーイング剤を配合することができる。ブルーイング剤としてはポリカーボネート樹脂に使用されるものであれば、特に支障なく使用することができる。一般的にはアントラキノン系染料が入手容易であり好ましい。 In the polycarbonate resin composition of the present invention, when molded into a spectacle lens, a bluing agent can be blended to counteract the yellowishness of the lens based on the polycarbonate resin or the ultraviolet absorber. Any bluing agent can be used without any problem as long as it is used for polycarbonate resin. In general, anthraquinone dyes are easily available and preferred.
具体的なブルーイング剤としては、例えば一般名Solvent Violet13[CA.No(カラーインデックスNo)60725;商標名 バイエル社製「マクロレックスバイオレットB」、三菱化学(株)製「ダイアレジンブルーG」、住友化学工業(株)製「スミプラストバイオレットB」]、一般名Solvent Violet31[CA.No 68210;商標名 三菱化学(株)製「ダイアレジンバイオレットD」]、一般名Solvent Violet33[CA.No 60725;商標名 三菱化学(株)製「ダイアレジンブルーJ」]、一般名Solvent Blue94[CA.No 61500;商標名 三菱化学(株)製「ダイアレジンブルーN」]、一般名SolventViolet36[CA.No 68210;商標名 バイエル社製「マクロレックスバイオレット3R」]、一般名Solvent Blue97[商標名バイエル社製「マクロレックスブルーRR」]および一般名SolventBlue45[CA.No 61110;商標名 サンド社製「テトラゾールブルーRLS」]が代表例として挙げられる。これらブルーイング剤は通常0.3〜1.2ppmの濃度でポリカーボネート樹脂中に配合される。あまりに多量のブルーイング剤を配合するとブルーイング剤の吸収が強くなり、視感透過率が低下してくすんだレンズとなる。特に視力補正用眼鏡レンズの場合、厚肉部と薄肉部がありレンズの厚みの変化が大きいので、ブルーイング剤の吸収が強いと、レンズの中央部と外周部に肉厚差による色相差が生じ、外観が著しく劣るレンズとなる。 Specific examples of the bluing agent include the general name Solvent Violet 13 [CA. No. (Color Index No.) 60725; Trade names “Macrolex Violet B” manufactured by Bayer, “Diaresin Blue G” manufactured by Mitsubishi Chemical Corporation, “Sumiplast Violet B” manufactured by Sumitomo Chemical Co., Ltd.], general name Solvent Violet 31 [CA. No. 68210; Trade name “Diaresin Violet D” manufactured by Mitsubishi Chemical Corporation], generic name Solvent Violet 33 [CA. No. 60725; Trade name “Diaresin Blue J” manufactured by Mitsubishi Chemical Corporation], generic name Solvent Blue 94 [CA. No. 61500; trade name “Diaresin Blue N” manufactured by Mitsubishi Chemical Corporation, generic name Solvent Violet 36 [CA. No. 68210; trade name: “Macrolex Violet 3R” manufactured by Bayer, generic name Solvent Blue97 [tradename: “Macrolex Blue RR” manufactured by Bayer, Inc.] and generic name, SolventBlue45 [CA. No. 61110; trade name “Tetrazole Blue RLS” manufactured by Sand Corp.] is a typical example. These bluing agents are usually blended in the polycarbonate resin at a concentration of 0.3 to 1.2 ppm. When a too large amount of bluing agent is added, the absorption of the bluing agent is strengthened, resulting in a lens with a reduced luminous transmittance. In particular, in the case of eyeglass lenses for vision correction, there are thick and thin portions, and the change in lens thickness is large.Therefore, if the absorption of bluing agent is strong, there will be a hue difference due to the difference in thickness between the center and the outer periphery of the lens. Resulting in a lens with a significantly inferior appearance.
本発明のポリカーボネート樹脂組成物には、本発明の目的が損なわれない量の硫黄系熱安定剤を使用することができる。該熱安定剤としては、ペンタエリスリトール−テトラキス(3−ラウリルチオプロピオネート)、ペンタエリスリトール−テトラキス(3−ミリスチルチオプロピオネート)、ペンタエリスリトール−テトラキス(3−ステアリルチオプロピオネート)、ジラウリル−3、3’−チオジプロピオネート、ジミリスチル−3、3’−チオジプロピオネート、ジステアリル−3、3’−チオジプロピオネート等が挙げられ、なかでもペンタエリスリトール−テトラキス(3−ラウリルチオプロピオネート)、ペンタエリスリトール−テトラキス(3−ミリスチルチオプロピオネート)、ジラウリル−3、3’−チオジプロピオネート、ジミリスチル−3、3’−チオジプロピオネートが好ましい。特に好ましくはペンタエリスリトール−テトラキス(3−ラウリルチオプロピオネート)である。該チオエーテル系化合物は住友化学工業(株)からスミライザーTP−D(商品名)およびスミライザーTPM(商品名)等として市販されており、容易に利用できる。ポリカーボネート樹脂中の硫黄系熱安定剤の含有量としては、ポリカーボネート樹脂100重量部に対して0.001〜0.2重量部が好ましい。 In the polycarbonate resin composition of the present invention, an amount of a sulfur-based heat stabilizer that does not impair the object of the present invention can be used. Examples of the heat stabilizer include pentaerythritol-tetrakis (3-laurylthiopropionate), pentaerythritol-tetrakis (3-myristylthiopropionate), pentaerythritol-tetrakis (3-stearylthiopropionate), dilauryl. -3,3'-thiodipropionate, dimyristyl-3,3'-thiodipropionate, distearyl-3,3'-thiodipropionate, among others, pentaerythritol-tetrakis (3-lauryl) Thiopropionate), pentaerythritol-tetrakis (3-myristylthiopropionate), dilauryl-3, 3′-thiodipropionate, dimyristyl-3, 3′-thiodipropionate are preferred. Particularly preferred is pentaerythritol-tetrakis (3-laurylthiopropionate). The thioether compounds are commercially available from Sumitomo Chemical Co., Ltd. as Sumilizer TP-D (trade name), Sumilizer TPM (trade name), and the like, and can be easily used. As content of the sulfur type heat stabilizer in polycarbonate resin, 0.001-0.2 weight part is preferable with respect to 100 weight part of polycarbonate resin.
本発明のポリカーボネート樹脂には、さらに本発明の目的を損なわない範囲で、他の熱安定剤、帯電防止剤、難燃剤、熱線遮蔽剤、蛍光増白剤、顔料、光拡散剤、強化充填剤、他の樹脂やエラストマー等を配合することができる。 In the polycarbonate resin of the present invention, other heat stabilizers, antistatic agents, flame retardants, heat ray shielding agents, fluorescent whitening agents, pigments, light diffusing agents, reinforcing fillers are also included within the range not impairing the object of the present invention. Other resins and elastomers can be blended.
本発明のポリカーボネート樹脂組成物は、該ポリカーボネート樹脂組成物を二軸押出機で成形して得られたペレットの総塩素量が好ましくは60ppm以下、より好ましくは55ppm以下である。ペレット中の総塩素量が60ppm以下であれば、色相安定性や金型腐食性に優れることとなり好ましい。 In the polycarbonate resin composition of the present invention, the total chlorine content of pellets obtained by molding the polycarbonate resin composition with a twin screw extruder is preferably 60 ppm or less, more preferably 55 ppm or less. If the total chlorine amount in the pellet is 60 ppm or less, the hue stability and the mold corrosiveness are excellent, which is preferable.
本発明のポリカーボネート樹脂組成物は、該ポリカーボネート樹脂組成物を二軸押出機で成形して得られたペレットを、射出成形機にてシリンダー温度300℃、金型温度105℃、1分サイクルで成形して得られた5mm厚成形板50枚のYI値の最大値と最小値の差が0.15以下であることが好ましい。 The polycarbonate resin composition of the present invention is formed by molding a pellet obtained by molding the polycarbonate resin composition with a twin screw extruder at a cylinder temperature of 300 ° C., a mold temperature of 105 ° C., and a one minute cycle. It is preferable that the difference between the maximum value and the minimum value of the YI values of 50 5 mm-thick molded plates obtained in this way is 0.15 or less.
本発明の眼鏡レンズの成形用材料として使用されるポリカーボネート樹脂組成物は、該ポリカーボネート樹脂組成物を射出成形機でシリンダー温度370℃、金型温度80℃、1分サイクルにて成形して得られた成形板と10分滞留後に得られる成形板の色相変化(ΔE’)が0.4以下であることが好ましい。各成形板の色相(L、a、b)値はJIS K−7105に従って、C光源反射法で測定され、色相変化(ΔE’)は下記式により求められる。
ΔE={(ΔL)2+(Δa)2+(Δb)2}1/2
「滞留前の成形板」の色相:L、a、b
「滞留後の成形板」の色相:L’、a’、b’
ΔL:L−L’
Δa:a−a’
Δb:b−b’
The polycarbonate resin composition used as a material for molding the spectacle lens of the present invention is obtained by molding the polycarbonate resin composition with an injection molding machine at a cylinder temperature of 370 ° C., a mold temperature of 80 ° C., and a cycle of 1 minute. The hue change (ΔE ′) between the molded plate and the molded plate obtained after 10 minutes of residence is preferably 0.4 or less. The hue (L, a, b) value of each molded plate is measured by the C light source reflection method according to JIS K-7105, and the hue change (ΔE ′) is obtained by the following equation.
ΔE = {(ΔL) 2 + (Δa) 2 + (Δb) 2 } 1/2
Hue of “molded plate before stay”: L, a, b
Hue of “molded plate after residence”: L ′, a ′, b ′
ΔL: LL ′
Δa: aa ′
Δb: bb ′
本発明でいう眼鏡レンズとは、特に限定されるものではなく、成形の時点でレンズの凸面および凹面共にガラスモールド面の転写によって光学的に仕上げ、所望の度数にあわせて成形されるフィニッシュレンズと凸面のみフィニッシュレンズと同様に光学的に仕上げられ、後に受注等による所望の度数に合わせて凹面側を光学的に仕上げるセミフィニッシュレンズの両者を指す。セミフィニッシュレンズは、必要な凹面加工に合わせて、カーブジェネレータもしくはNC制御されたバイト等によって研削もしくは切削され、必要に応じて平滑処理(ファイニング)が施され、この切削もしくは研削、平滑化(ファイニング)された面を、研磨剤および研磨布を介在させた研磨皿や柔軟性を有する研磨工具等を用いて研磨加工し、鏡面化させ光学的に仕上げ、その後、フィニッシュレンズも研磨されたセミフィニッシュレンズも、洗浄し、傷や異物などの検査を行い、さらに、レンズに所望に応じた色を付ける染色工程、プラスチックレンズのキズ付易さをカバーするための硬化膜を形成するハードコート処理工程、レンズの表面反射を低減し透過率を向上させる反射防止膜の成膜工程などを行って完成品として出荷され、各ユーザーで使用されるものが一般的である。 The spectacle lens referred to in the present invention is not particularly limited, and at the time of molding, both the convex surface and concave surface of the lens are optically finished by transfer of the glass mold surface, and a finish lens that is molded to a desired power Only the convex surface is optically finished in the same manner as the finish lens, and refers to both semi-finished lenses that later optically finish the concave surface according to a desired power level upon receipt of an order. The semi-finished lens is ground or cut by a curve generator or an NC-controlled cutting tool or the like according to the necessary concave surface processing, and is subjected to smoothing (fining) as necessary, and this cutting or grinding and smoothing ( The finished surface was polished using a polishing dish with a polishing agent and a polishing cloth or a polishing tool having flexibility, mirror-finished and optically finished, and then the finish lens was also polished Semi-finished lenses are also cleaned, inspected for scratches and foreign matter, and dyeing process to color the lens as desired, hard coat to form a hardened film to cover the ease of scratching plastic lenses Shipped as a finished product through a processing process, a film formation process of an anti-reflection film that reduces the surface reflection of the lens and improves the transmittance Those used in each user is common.
以下に実施例を挙げて本発明を説明するが、本発明はこれらの実施例に限定されるものではない。なお評価は下記の方法で実施した。 EXAMPLES The present invention will be described below with reference to examples, but the present invention is not limited to these examples. Evaluation was carried out by the following method.
(1)総塩素量:ポリカーボネート樹脂粉末または各実施例で得たペレットについて、理学電機工業(株)製 走査型蛍光X線分析装置ZSX Primus IIを用いて総塩素量を測定した。 (1) Total chlorine content: About the polycarbonate resin powder or the pellet obtained in each Example, the total chlorine content was measured using the scanning fluorescent X-ray analyzer ZSX Primus II by Rigaku Denki Kogyo Co., Ltd.
(2)透明性:各実施例で得たペレットを日本製鋼所製射出成形機J85−ELIIIを用いて、シリンダー温度350℃、金型温度80℃、1分サイクルにて成形して得た成形板(縦90mm×横50mm×厚み2mm)について、日本電色(株)製NDH−2000を用いて、ISO14782に準じてHazeを測定した。Hazeの数値が大きいほど光の拡散が大きく、透明性に劣ることを示す。 (2) Transparency: Molding obtained by molding the pellets obtained in each example at a cylinder temperature of 350 ° C., a mold temperature of 80 ° C., and a one-minute cycle using an injection molding machine J85-ELIII manufactured by Nippon Steel Works. About plate (90 mm long × 50 mm wide × 2 mm thick), Haze was measured according to ISO14782 using NDH-2000 manufactured by Nippon Denshoku Co., Ltd. The larger the value of Haze, the greater the light diffusion and the lower the transparency.
(3)高温耐熱性:各実施例で得たペレットを日本製鋼所製射出成形機J85−ELIIIを用いてシリンダー温度370℃、金型温度80℃、1分サイクルにて成形板(縦90mm×横50mm×厚み2mm)を成形した。連続して20ショット成形した後、該射出成形機のシリンダー中に樹脂を10分滞留させ、滞留後の成形板(縦90mm×横50mm×厚み2mm)を成形した。滞留前後の平板の色相(L,a,b)をJIS K−7105に従って、色相(L、a、b)を日本電色工業社製SE−2000を用いてC光源反射法で測定し、次式により色差ΔE’を求めた。ΔE’が小さいほど耐熱性が優れることを示す。
ΔE’={(ΔL)2+(Δa)2+(Δb)2}1/2
「滞留前の成形板」の色相:L、a、b
「滞留後の成形板」の色相:L’、a’、b’
ΔL:L−L’
Δa:a−a’
Δb:b−b’
(3) High temperature heat resistance: The pellets obtained in each example were molded using a Nippon Steel Works injection molding machine J85-ELIII at a cylinder temperature of 370 ° C., a mold temperature of 80 ° C., and a 1 minute cycle (length 90 mm × Side 50 mm ×
ΔE ′ = {(ΔL) 2 + (Δa) 2 + (Δb) 2 } 1/2
Hue of “molded plate before stay”: L, a, b
Hue of “molded plate after residence”: L ′, a ′, b ′
ΔL: LL ′
Δa: aa ′
Δb: bb ′
(4)耐沸水性:最大型締め力が85Tonの射出成形機にて、シリンダー温度350℃、金型温度80℃の条件で、1分サイクルにて成形して得た成形板(縦90mm×横50mm×厚み2mm)を、ヤマト科学(株)製オートクレーブSN510を使用して、温度120℃、湿度100%の条件で48時間処理した。処理前後のHazeを、日本電色(株)製NDH−2000を用いて、ISO14782に準じて測定し、処理前後のHazeの変化(ΔHaze)を下記式にて求めた。ΔHazeが大きいほど耐沸水性に劣る事を示す。
ΔHaze = 処理後の成形板のHaze − 処理前の成形板のHaze
(4) Boiling water resistance: Molded plate obtained by molding in a 1 minute cycle with an injection molding machine having a maximum clamping force of 85 Ton and a cylinder temperature of 350 ° C. and a mold temperature of 80 ° C. (length 90 mm × The width 50 mm ×
ΔHaze = Haze of the molded plate after treatment −Haze of the molded plate before treatment
(5)色相安定性:各実施例で得たペレットを日本製鋼所製射出成形機J85−ELIIIを用いてシリンダー温度300℃、金型温度105℃、1分サイクルにて成形して得た成形板(縦70mm×横50mm×厚み5mm)を成形した。成形は連続して50ショット行い、各ショットで得られた成形板のYI(黄色度)をグレータマクベス社製Color−Eye7000Aを用いてC光源、視野角2°、透過法で測定した。測定にて得られたYI値の範囲(最大値と最小値の差)とその平均値を算出した。 (5) Hue stability: Molding obtained by molding the pellets obtained in each example at a cylinder temperature of 300 ° C., a mold temperature of 105 ° C., and a one-minute cycle using an injection molding machine J85-ELIII manufactured by Nippon Steel Works. A plate (length 70 mm × width 50 mm × thickness 5 mm) was formed. Molding was performed continuously for 50 shots, and the YI (yellowness) of the molded plate obtained in each shot was measured with a C-light source, a viewing angle of 2 °, and a transmission method using a Color-Eye7000A manufactured by Greater Macbeth. A range of YI values obtained by measurement (difference between maximum value and minimum value) and an average value thereof were calculated.
(6)金型腐食性
図1に示す形状の金型(キャビティーサイズ横42mm×縦24mm×深さ3mmt、金型鋼材NAK80にて作成した腐食評価用入れ子(20mmφ)挿入)を用いて最大型締め力が85Tonの射出成形機にて500ショット連続成形した後、腐食評価用入子を金型から取り外し、50℃×90%RHに設定した恒温恒湿機に2時間入れた後外観観察を目視にて行い、金型鏡面の腐食の有無を判定した。尚、判定基準は以下のとおりである。
○:腐食は鏡面の5%未満である
△:鏡面の5〜50%に腐食が認められる
×:鏡面の50%を超えて腐食が認められる
(6) Mold corrosiveness Maximum using a mold having the shape shown in FIG. 1 (cavity size width 42 mm × length 24 mm ×
○: Corrosion is less than 5% of the mirror surface. Δ: Corrosion is observed in 5 to 50% of the mirror surface. ×: Corrosion is recognized in excess of 50% of the mirror surface.
(7)眼鏡レンズ成形品のYI(黄色度)の評価:各実施例で得たペレットを用いて、成形機NISSEI ES4000を用いて、直径70mm,淵の厚さ3mm,度数−1.2の眼鏡レンズ成形品を成形した。成形条件は、310℃にて可塑化溶融されたペレットを温度130℃設定された金型に注入し、プレスストローク3.2mmにて射出プレス成形を行った。そのときのサイクル時間は240秒
で行った。金型は眼鏡レンズ成形品を1度の射出プレスで6個作ることができるものを用いた。得られた眼鏡レンズ成形品のYI(黄色度)をグレータマクベス社製Color−Eye7000Aを用いてC光源、視野角2°、透過法で測定した。
(7) Evaluation of YI (Yellowness) of Eyeglass Lens Molded Product: Using pellets obtained in each Example, using a molding machine NISSEI ES4000, diameter 70 mm,
[実施例1]
常法によりビスフェノールAとホスゲンを界面重合法で重合して得た粘度平均分子量23,900、総塩素量357ppmのポリカーボネート樹脂粉粒体100部に、下記エポキシ化合物(E−1)0.0075部、紫外線吸収剤として2−(2′−ヒドロキシ−5′−tert−オクチルフェニル)ベンゾトリアゾール(UV−1)0.33部、2−(3−tert−ブチル−5−メチル−2−ヒドロキシフェニル)−5−クロロー2H−ベンゾトリアゾール(UV−2)0.02部、離型剤として下記脂肪酸エステル系離型剤(R−1)0.25部、下記リン系熱安定剤(S−1)0.02部、およびブルーイング剤として下記式(I)で示される化合物を0.70ppmを添加し、タンブラーにて充分混合した後に、30mmΦベント式二軸押出成形機により温度290℃、真空度4.7kPaでペレット化した。
[Example 1]
0.0075 part of the following epoxy compound (E-1) is added to 100 parts of a polycarbonate resin granule having a viscosity average molecular weight of 23,900 and a total chlorine content of 357 ppm obtained by polymerizing bisphenol A and phosgene by an interfacial polymerization method by a conventional method. 2- (2′-hydroxy-5′-tert-octylphenyl) benzotriazole (UV-1) 0.33 part, 2- (3-tert-butyl-5-methyl-2-hydroxyphenyl) as an ultraviolet absorber ) -5-chloro-2H-benzotriazole (UV-2) 0.02 part, the following fatty acid ester release agent (R-1) 0.25 part as a release agent, the following phosphorus heat stabilizer (S-1) ) 0.02 part, and 0.70 ppm of a compound represented by the following formula (I) as a bluing agent was added and mixed thoroughly with a tumbler, and then 30 mmΦ vent Temperature 290 ° C. with a twin-screw extruder and pelletized by vacuum 4.7KPa.
[実施例2〜8、比較例1〜4]
表1記載のポリカーボネート樹脂粉粒体、エポキシ化合物、紫外線吸収剤(A)、紫外線吸収剤(B)、脂肪酸エステル系離型剤およびリン系熱安定剤を表1記載の量使用する以外は、実施例1と同様の操作を行った。その評価結果を表1に示した。
[Examples 2-8, Comparative Examples 1-4]
Except for using the amounts of the polycarbonate resin particles described in Table 1, the epoxy compound, the ultraviolet absorber (A), the ultraviolet absorber (B), the fatty acid ester release agent and the phosphorus thermal stabilizer described in Table 1, The same operation as in Example 1 was performed. The evaluation results are shown in Table 1.
なお、表1記載の各記号は下記の化合物を示す。
(ポリカーボネート樹脂粉粒体)
PC−1;ビスフェノールAとホスゲンを界面重合法で重合して得た粘度平均分子量23,900、総塩素量635ppmのポリカーボネート樹脂粉末を140℃に設定した熱風循環乾燥機内に厚さ1cmの状態で4hr乾燥させた総塩素量357ppmのポリカーボネート樹脂粉末
PC−2;ビスフェノールAとホスゲンを界面重合法で重合して得た粘度平均分子量23,900、総塩素量635ppmのポリカーボネート樹脂粉末
(エポキシ化合物)
E−1;スチレンとグリシジルメタクリレートの共重合体(日油(株)製:マープルーフG−0250SP(商品名))
E−2;メチルメタクリレートとグリシジルメタクリレートの共重合体(日油(株)製:マープルーフG−0150M(商品名))
E−3;エポキシ化大豆油(日油(株)製:ニューサイザー510R(商品名))
(離型剤)
R−1;ステアリン酸トリグリセリドとステアリルステアレートの混合物(理研ビタミン社製:リケマールSL−900(商品名))
(リン系熱安定剤)
S−1;以下のa−1成分、a−2成分およびa−3成分の71:15:14(重量比)の混合物
a−1成分:テトラキス(2,4−ジ−t−ブチルフェニル)−4,4’−ビフェニレンジホスホナイト、テトラキス(2,4−ジ−t−ブチルフェニル)−4,3’−ビフェニレンジホスホナイト、およびテトラキス(2,4−ジ−t−ブチルフェニル)−3,3’−ビフェニレンジホスホナイトの100:50:10(重量比)混合物
a−2成分:ビス(2,4−ジ−tert−ブチルフェニル)−4−フェニル−フェニルホスホナイトおよびビス(2,4−ジ−tert−ブチルフェニル)−3−フェニル−フェニルホスホナイトの5:3(重量比)混合物
a−3成分:トリス(2,4−ジ−tert−ブチルフェニル)ホスファイト
Each symbol shown in Table 1 represents the following compound.
(Polycarbonate resin granules)
PC-1: Polycarbonate resin powder having a viscosity average molecular weight of 23,900 and a total chlorine content of 635 ppm obtained by polymerizing bisphenol A and phosgene by an interfacial polymerization method is set in a hot air circulating dryer set at 140 ° C. in a thickness of 1 cm. Polycarbonate resin powder PC-2 with a total chlorine content of 357 ppm dried for 4 hours; a polycarbonate resin powder (epoxy compound) having a viscosity average molecular weight of 23,900 and a total chlorine content of 635 ppm obtained by polymerizing bisphenol A and phosgene by an interfacial polymerization method
E-1: Copolymer of styrene and glycidyl methacrylate (manufactured by NOF Corporation: Marproof G-0250SP (trade name))
E-2: Copolymer of methyl methacrylate and glycidyl methacrylate (manufactured by NOF Corporation: Marproof G-0150M (trade name))
E-3: Epoxidized soybean oil (manufactured by NOF Corporation: New Sizer 510R (trade name))
(Release agent)
R-1: Mixture of stearic acid triglyceride and stearyl stearate (Riken Vitamin Co., Ltd .: Riquemar SL-900 (trade name))
(Phosphorus heat stabilizer)
S-1: 71:15:14 (weight ratio) mixture of the following a-1 component, a-2 component and a-3 component a-1 component: tetrakis (2,4-di-t-butylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,4-di-t-butylphenyl) -4,3'-biphenylenediphosphonite, and tetrakis (2,4-di-t-butylphenyl)- 100: 50: 10 (weight ratio) mixture of 3,3′-biphenylenediphosphonite a-2 component: bis (2,4-di-tert-butylphenyl) -4-phenyl-phenylphosphonite and bis (2 , 4-Di-tert-butylphenyl) -3-phenyl-phenylphosphonite 5: 3 (weight ratio) mixture a-3 component: Tris (2,4-di-tert-butylphenyl) phosphite
本発明は、眼鏡レンズとして有用である。 The present invention is useful as a spectacle lens.
1 ゲート
2 スプルー
3 腐蝕評価用入れ子(鋼材NAK80、20mmφ)
1
Claims (5)
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