JP5788575B2 - 光学用フィルムの製造方法 - Google Patents
光学用フィルムの製造方法 Download PDFInfo
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- JP5788575B2 JP5788575B2 JP2014142698A JP2014142698A JP5788575B2 JP 5788575 B2 JP5788575 B2 JP 5788575B2 JP 2014142698 A JP2014142698 A JP 2014142698A JP 2014142698 A JP2014142698 A JP 2014142698A JP 5788575 B2 JP5788575 B2 JP 5788575B2
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- acrylic resin
- optical film
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- 239000012788 optical film Substances 0.000 title claims description 100
- 238000004519 manufacturing process Methods 0.000 title claims description 41
- 229920000642 polymer Polymers 0.000 claims description 140
- 239000004925 Acrylic resin Substances 0.000 claims description 100
- 229920000178 Acrylic resin Polymers 0.000 claims description 100
- 229920005989 resin Polymers 0.000 claims description 70
- 239000011347 resin Substances 0.000 claims description 70
- 238000000034 method Methods 0.000 claims description 67
- 239000000126 substance Substances 0.000 claims description 35
- 230000004888 barrier function Effects 0.000 claims description 34
- -1 N-substituted maleimide Chemical class 0.000 claims description 33
- 238000002156 mixing Methods 0.000 claims description 33
- 230000009477 glass transition Effects 0.000 claims description 31
- 238000001914 filtration Methods 0.000 claims description 22
- 238000004898 kneading Methods 0.000 claims description 22
- 238000001125 extrusion Methods 0.000 claims description 21
- 238000000354 decomposition reaction Methods 0.000 claims description 16
- 239000000155 melt Substances 0.000 claims description 13
- 239000007789 gas Substances 0.000 claims description 7
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical group O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 claims description 6
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical group O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000011261 inert gas Substances 0.000 claims description 4
- 125000000686 lactone group Chemical group 0.000 claims 2
- 238000007363 ring formation reaction Methods 0.000 description 87
- 150000002596 lactones Chemical group 0.000 description 85
- 238000006482 condensation reaction Methods 0.000 description 75
- 239000010408 film Substances 0.000 description 57
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- 238000006243 chemical reaction Methods 0.000 description 42
- 239000002904 solvent Substances 0.000 description 34
- 239000003054 catalyst Substances 0.000 description 33
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- 239000000178 monomer Substances 0.000 description 23
- 125000003118 aryl group Chemical group 0.000 description 22
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- 238000010438 heat treatment Methods 0.000 description 21
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- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 16
- 229910052751 metal Inorganic materials 0.000 description 16
- 238000000465 moulding Methods 0.000 description 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 239000002184 metal Substances 0.000 description 15
- 125000000217 alkyl group Chemical group 0.000 description 14
- 238000002411 thermogravimetry Methods 0.000 description 14
- 239000011541 reaction mixture Substances 0.000 description 13
- 239000002994 raw material Substances 0.000 description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 11
- 238000002844 melting Methods 0.000 description 11
- 230000008018 melting Effects 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
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- 229920005992 thermoplastic resin Polymers 0.000 description 10
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 125000004185 ester group Chemical group 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 229910019142 PO4 Inorganic materials 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
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- 238000011282 treatment Methods 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 7
- 230000000379 polymerizing effect Effects 0.000 description 7
- 238000005809 transesterification reaction Methods 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 229910052709 silver Inorganic materials 0.000 description 6
- 239000004332 silver Substances 0.000 description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 5
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- 230000001737 promoting effect Effects 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000010008 shearing Methods 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 229920001893 acrylonitrile styrene Polymers 0.000 description 4
- 238000007664 blowing Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- RFUCOAQWQVDBEU-UHFFFAOYSA-N methyl 2-(hydroxymethyl)prop-2-enoate Chemical compound COC(=O)C(=C)CO RFUCOAQWQVDBEU-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 4
- 239000011342 resin composition Substances 0.000 description 4
- 150000005691 triesters Chemical class 0.000 description 4
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 4
- YWWDBCBWQNCYNR-UHFFFAOYSA-N trimethylphosphine Chemical compound CP(C)C YWWDBCBWQNCYNR-UHFFFAOYSA-N 0.000 description 4
- 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 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 238000005266 casting Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- FRXGWNKDEMTFPL-UHFFFAOYSA-N dioctadecyl hydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCCCCCCCC FRXGWNKDEMTFPL-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
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- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 238000001879 gelation Methods 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000002898 organic sulfur compounds Chemical class 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000010791 quenching Methods 0.000 description 3
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- 238000005245 sintering Methods 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 2
- KDGNCLDCOVTOCS-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy propan-2-yl carbonate Chemical compound CC(C)OC(=O)OOC(C)(C)C KDGNCLDCOVTOCS-UHFFFAOYSA-N 0.000 description 2
- KTZQTRPPVKQPFO-UHFFFAOYSA-N 1,2-benzoxazole Chemical compound C1=CC=C2C=NOC2=C1 KTZQTRPPVKQPFO-UHFFFAOYSA-N 0.000 description 2
- ZSSWXNPRLJLCDU-UHFFFAOYSA-N 1-diethylphosphorylethane Chemical compound CCP(=O)(CC)CC ZSSWXNPRLJLCDU-UHFFFAOYSA-N 0.000 description 2
- SUQPHYAFSSXBNB-UHFFFAOYSA-N 16-methylheptadecyl dihydrogen phosphate Chemical compound CC(C)CCCCCCCCCCCCCCCOP(O)(O)=O SUQPHYAFSSXBNB-UHFFFAOYSA-N 0.000 description 2
- LJKDOMVGKKPJBH-UHFFFAOYSA-N 2-ethylhexyl dihydrogen phosphate Chemical compound CCCCC(CC)COP(O)(O)=O LJKDOMVGKKPJBH-UHFFFAOYSA-N 0.000 description 2
- GPRQVQIDIJJIHD-UHFFFAOYSA-N 2-phenylethylphosphinic acid Chemical compound OP(=O)CCC1=CC=CC=C1 GPRQVQIDIJJIHD-UHFFFAOYSA-N 0.000 description 2
- OZFLRNPZLCUVFP-UHFFFAOYSA-N 8-methylnonyl dihydrogen phosphate Chemical compound CC(C)CCCCCCCOP(O)(O)=O OZFLRNPZLCUVFP-UHFFFAOYSA-N 0.000 description 2
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- KKUKTXOBAWVSHC-UHFFFAOYSA-N Dimethylphosphate Chemical compound COP(O)(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-N 0.000 description 2
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- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
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- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
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- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
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- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
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- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
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- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 150000007514 bases Chemical class 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- PHIBEYMUALDAQI-UHFFFAOYSA-N benzylphosphinic acid Chemical compound OP(=O)CC1=CC=CC=C1 PHIBEYMUALDAQI-UHFFFAOYSA-N 0.000 description 2
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- INJBDKCHQWVDGT-UHFFFAOYSA-N chloro(diethyl)phosphane Chemical compound CCP(Cl)CC INJBDKCHQWVDGT-UHFFFAOYSA-N 0.000 description 2
- ZLVVDNKTHWEIOG-UHFFFAOYSA-N chloro(dimethyl)phosphane Chemical compound CP(C)Cl ZLVVDNKTHWEIOG-UHFFFAOYSA-N 0.000 description 2
- XGRJZXREYAXTGV-UHFFFAOYSA-N chlorodiphenylphosphine Chemical compound C=1C=CC=CC=1P(Cl)C1=CC=CC=C1 XGRJZXREYAXTGV-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
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- JHNJGLVSPIMBLD-UHFFFAOYSA-N dichloro(ethyl)phosphane Chemical compound CCP(Cl)Cl JHNJGLVSPIMBLD-UHFFFAOYSA-N 0.000 description 2
- CDPKWOKGVUHZFR-UHFFFAOYSA-N dichloro(methyl)phosphane Chemical compound CP(Cl)Cl CDPKWOKGVUHZFR-UHFFFAOYSA-N 0.000 description 2
- IMDXZWRLUZPMDH-UHFFFAOYSA-N dichlorophenylphosphine Chemical compound ClP(Cl)C1=CC=CC=C1 IMDXZWRLUZPMDH-UHFFFAOYSA-N 0.000 description 2
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- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 2
- YVXVNGVYXSQARS-UHFFFAOYSA-N diethyl(oxo)phosphanium Chemical compound CC[P+](=O)CC YVXVNGVYXSQARS-UHFFFAOYSA-N 0.000 description 2
- VZZJVOCVAZHETD-UHFFFAOYSA-N diethylphosphane Chemical compound CCPCC VZZJVOCVAZHETD-UHFFFAOYSA-N 0.000 description 2
- CZHYKKAKFWLGJO-UHFFFAOYSA-N dimethyl phosphite Chemical compound COP([O-])OC CZHYKKAKFWLGJO-UHFFFAOYSA-N 0.000 description 2
- WQAWEUZTDVWTDB-UHFFFAOYSA-N dimethyl(oxo)phosphanium Chemical compound C[P+](C)=O WQAWEUZTDVWTDB-UHFFFAOYSA-N 0.000 description 2
- YOTZYFSGUCFUKA-UHFFFAOYSA-N dimethylphosphine Chemical compound CPC YOTZYFSGUCFUKA-UHFFFAOYSA-N 0.000 description 2
- GOJNABIZVJCYFL-UHFFFAOYSA-N dimethylphosphinic acid Chemical compound CP(C)(O)=O GOJNABIZVJCYFL-UHFFFAOYSA-N 0.000 description 2
- LRMLWYXJORUTBG-UHFFFAOYSA-N dimethylphosphorylmethane Chemical compound CP(C)(C)=O LRMLWYXJORUTBG-UHFFFAOYSA-N 0.000 description 2
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 2
- GPAYUJZHTULNBE-UHFFFAOYSA-N diphenylphosphine Chemical compound C=1C=CC=CC=1PC1=CC=CC=C1 GPAYUJZHTULNBE-UHFFFAOYSA-N 0.000 description 2
- BEQVQKJCLJBTKZ-UHFFFAOYSA-N diphenylphosphinic acid Chemical compound C=1C=CC=CC=1P(=O)(O)C1=CC=CC=C1 BEQVQKJCLJBTKZ-UHFFFAOYSA-N 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- TVACALAUIQMRDF-UHFFFAOYSA-N dodecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(O)=O TVACALAUIQMRDF-UHFFFAOYSA-N 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
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- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
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- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
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- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C2948/00—Indexing scheme relating to extrusion moulding
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C2948/00—Indexing scheme relating to extrusion moulding
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- B29C2948/92819—Location or phase of control
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/03—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
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- 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
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Extrusion Moulding Of Plastics Or The Like (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明の光学用フィルムは、ガラス転移温度が110℃以上200℃以下であるとともに、剪断速度が100(1/s)である場合における樹脂温度270℃での粘度が250Pa・s以上1000Pa・s以下であるアクリル系樹脂を備える光学用フィルムであって、上記光学用フィルムは、きょう雑物の含有量が10個/m2以下である。
本発明において用いられるアクリル系樹脂は、主成分として、アクリル酸、メタクリル酸およびその誘導体を重合して得られる樹脂およびその誘導体であり、本発明の効果を損なわない限り特に限定されず、公知のアクリル酸系熱可塑性樹脂を用いることができる。例えば、一般式(1)
で表される構造を有する化合物(単量体)、アクリル酸、メタクリル酸およびその誘導体の好ましい具体例としては、(メタ)アクリル酸メチル、(メタ)アクリル酸エチル、(メタ)アクリル酸n−プロピル、(メタ)アクリル酸n−ブチル、(メタ)アクリル酸t−ブチル、(メタ)アクリル酸n−ヘキシル、(メタ)アクリル酸2−クロロエチル、(メタ)アクリル酸2−ヒドロキシエチル、(メタ)アクリル酸3−ヒドロキシプロピル、(メタ)アクリル酸2,3,4,5,6−ペンタヒドロキシエキシルおよび(メタ)アクリル酸2,3,4,5−テトラヒドロキシペンチルなどが挙げられる。これらのうち1種のみが用いられてもよいし、2種以上が併用されてもよい。中でも、熱安定性に優れる点で(メタ)アクリル酸メチルが最も好ましい。
以上のアクリル系樹脂の重量平均分子量は、好ましくは1,000以上2,000,000以下の範囲内、より好ましくは5,000以上1,000,000以下の範囲内、さらに好ましくは10,000以上500,000以下の範囲内、特に好ましくは50,000以上500,000以下の範囲内である。
上記アクリル系樹脂としては、透明性、耐熱性、光学等方性がいずれも高く、各種光学用途に応じた特性を十分に発揮できるため、(メタ)アクリル酸エステルの共重合体に、分子内環化反応によりラクトン環構造を導入した、いわゆるラクトン環含有重合体を含むことが好ましく、主成分とすることが特に好ましい。「主成分」とはアクリル系樹脂の総重量に対して50重量%以上含有しているという意味である。ラクトン環含有重合体としては、特に限定されるものではないが、好ましくは、下記一般式(2)で表されるラクトン環構造を有する。
ラクトン環含有重合体構造中の、一般式(2)で表されるラクトン環構造の含有割合は、好ましくは5重量%以上90重量%以下、より好ましくは10重量%以上70重量%以下、さらに好ましくは10重量%以上60重量%以下、特に好ましくは10重量%以上50重量%以下である。上記含有割合が5重量%よりも少ないと、耐熱性、耐溶剤性、表面硬度が不十分になることがあり、好ましくない。また、上記含有割合が90重量%よりも多いと、成形加工性に乏しくなることがあり、好ましくない。
ラクトン環含有重合体において、一般式(2)で表されるラクトン環構造以外の構造の含有割合は、(メタ)アクリル酸エステルを重合して構築される重合体構造単位(繰り返し構造単位)の場合、好ましくは10重量%以上95重量%以下の範囲内、より好ましくは10重量%以上90重量%以下の範囲内、さらに好ましくは40重量%以上90重量%以下の範囲内、特に好ましくは50重量%以上90重量%以下の範囲内である。
例えば、アクリル酸系樹脂として、ラクトン環含有重合体を使用した場合、前述したように、ラクトン環化縮合工程では、重合体の分子鎖中に存在する水酸基とエステル基とが環化縮合して、エステル交換の一種である脱アルコール反応を起こすことにより、重合体の分子鎖中(重合体の主骨格中)にラクトン環構造が形成される。一般にエステル交換に使用した触媒が酸性物質である場合、反応後に残存する触媒を失活させるには、塩基性物質を用いて中和すればよい。
本発明の光学用フィルムは、ガラス転移温度が110℃以上200℃以下であるとともに、剪断速度が100(1/s)である場合における樹脂温度270℃での粘度が250Pa・s以上1000Pa・s以下であるアクリル系樹脂を備える光学用フィルムであって、上記光学用フィルムは、きょう雑物の含有量が10個/m2以下である。
本発明に係る光学用フィルムの製造方法は、バリアフライト型スクリューまたはミキシングセクション付きスクリューを備えた押出機を用い、当該押出機のシリンダおよびダイスの温度を、アクリル系樹脂のガラス転移温度プラス145℃未満の温度に設定して、溶融押出法によりアクリル系樹脂を成形する方法である。
上記ポリマーフィルターとしては、濾過精度が1μm以上25μm以下の範囲内であることが好ましく、1μm以上15μm以下の範囲内であることがより好ましく、1μm以上10μm以下の範囲内であることが更に好ましい。濾過精度が1μm未満であると、濾過滞留時間が長くなり、生産効率が低下するため好ましくない。また、濾過滞留時間が長くなると、熱可塑性樹脂などが熱劣化し易くなるため、異物の増加を招く恐れがある。また、濾過精度が25μmを超えると、異物が混入し易くなるため好ましくない。
[1]ガラス転移温度が110℃以上200℃以下であるとともに、剪断速度が100(1/s)である場合における樹脂温度270℃での粘度が250Pa・s以上1000Pa・s以下であるアクリル系樹脂を備える光学用フィルムであって、
上記光学用フィルムは、20μm以上のきょう雑物の含有量が10個/m2以下であり、
上記アクリル系樹脂は、N−置換マレイミドが共重合されている、または、ラクトン環構造、グルタル酸無水物構造、もしくは、グルタルイミド構造が導入されており、
さらに、揮発性有機物の含有量が1000ppm以下であることを特徴とする光学用フィルム。
[2]上記アクリル系樹脂がラクトン環構造を有する重合体を含むことを特徴とする1の光学用フィルム。
重合反応時の反応率および重合体中の特定単量体単位の含有率は、得られた重合反応混合物中の未反応単量体の量をガスクロマトグラフィー(島津製作所社製、装置名:GC17A)を用いて測定して求めた。
重合体(もしくは重合体溶液あるいはペレット)を一旦テトラヒドロフランに溶解もしくは希釈し、過剰のヘキサンもしくはメタノールへ投入して再沈殿を行い、取り出した沈殿物を真空乾燥(1mmHg(1.33hPa)、80℃、3時間以上)することによって揮発成分などを除去し、得られた白色固形状の樹脂を以下の方法(ダイナミックTG法)で分析した。
測定装置:Thermo Plus2 TG−8120 Dynamic TG((株)リガク社製)
測定条件:試料量 5〜10mg
昇温速度:10℃/min
雰囲気:窒素フロー 200ml/min
方法:階段状等温制御法(60℃〜500℃の間で重量減少速度値0.005%/sec以下で制御)
<脱アルコール反応率とラクトン環構造の占める割合>
まず重合で得られた重合体組成から、全ての水酸基がメタノールとして脱アルコールした際に起こる重量減少量を基準にし、ダイナミックTG測定において重量減少が始まる前の150℃から重合体の分解が始める前の300℃までの脱アルコール反応による重量減少から、脱アルコール反応率を求めた。
1−(実測重量減少率(X)/理論重量減少率(Y))
に代入してその値を求め、%で表記すると脱アルコール反応率が得られる。
重合体の重量平均分子量は、GPC(東ソー社製GPCシステム)のポリスチレン換算により求めた。展開液はクロロホルムを用いた。
アクリル系樹脂の熱分析は、試料約10mg、昇温速度10℃/min、窒素フロー50cc/minの条件で、DSC((株)リガク社製、装置名:DSC−8230)を用いて行った。なお、ガラス転移温度(Tg)は、ASTM−D−3418に従い、中点法で求めた。
メルトフローレートは、JIS−K7210に基づき、試験温度240℃、荷重10kgで測定した。
十分に乾燥したアクリル系樹脂のペレットの溶融粘度を、ボーリンインストルメンツ社製キャピラリーレオメーターRH10を用いて測定した。
フィルムをジメチルアセトアミドに溶解して10質量%溶液を作成し、炭酸ジフェニルを内標としてガスクロマトグラフィーにて定量した。
光学用フィルムのb値を、(日本電色社製色差計ND−1001DP)を用いて測定した。
攪拌装置、温度センサー、冷却管、窒素導入管を付した1m2の反応釜に、136kgのメタクリル酸メチル(MMA)、34kgの2−(ヒドロキシメチル)アクリル酸メチル(MHMA)、166kgのトルエンを仕込み、これに窒素を通じつつ、105℃まで昇温し、還流したところで、重合開始剤として187gのターシャリーアミルパーオキシイソノナノエート(アトフィナ吉富製、商品名:ルパゾール570)を添加すると同時に、374gの重合開始剤と3.6kgのトルエンからなる溶液を2時間かけて滴下しながら、還流下(約105〜110℃)で溶液重合を行い、さらに4時間かけて熟成を行った。
液下槽および攪拌装置を備えた100Lのステンレス製重合槽に、メタクリル酸メチル42.5部、N−フェニルマレイミド5部、スチレン0.5部、トルエン50部、有機酸として無水酢酸0.2部、連鎖移動剤としてn−ドデシルメルカプタン0.06部を仕込み、100rpmで攪拌しながら、窒素ガスを10分間バブリングした後、窒素雰囲気下で昇温を開始した。
上記製造例1で得られたペレット(1A)を、φ65mm、L/D=32、バリアフライト型スクリューを有するベント付き単軸押出機に仕込んだ。ペレット(1A)の温度は、ホッパーに加温した除湿空気を送風することにより、60℃前後にした。また、ホッパー下部に窒素導入管を設けて、押出機内に窒素ガスを導入した。ベント口から13hPa(10mmHg)にて吸引を行いながら、バリアフライト型スクリューにて溶融混練した。溶融混練後、ペレット(1A)は、ギアポンプを用いて、ろ過面積0.75m2、ろ過精度5μmのリーフディスクフィルターに通し、幅700mmのTダイより、90℃の冷却ロール上にフィルムを成形した。シリンダ、ギアポンプ、フィルター、Tダイの温度は、265℃に設定した。得られた光学用フィルムの膜厚は90μmであった。単位時間当たりの押出量は33kg/hrとし、3時間連続して成形したが、Tダイのリップにいわゆる目ヤニは見られなかった。
製造例2で得られたペレット(1A)を、Φ65mm、L/D=32、ユニメルトスクリューを有するベント付き単軸押出機に仕込んだ。ペレット(1A)の温度は、ホッパーに加温した除湿空気を送風することにより、60℃に加温した。また、ポッパー下部に窒素導入管を設けて、押出機内に窒素ガスを導入した。
製造例2で得られたアクリル系樹脂ペレット(B)をΦ65mm、L/D=32、ユニメルトスクリューを有するベント付き単軸押出機に仕込んだ。ペレット(B)の温度は、ホッパーに加温した除湿空気を送風することにより80℃に加温した。また、ホッパー下部に窒素ガスを導入した。
製造例2と同様の方法にて製造した、樹脂物性が、質量平均分子量が119,000、メルトフローレートが4g/10min、ガラス転移温度が140℃、また、270℃、せん断速度100(1/s)における粘度が650Pa・sであって、重合体組成比が、ポリメタクリル酸メチルを二軸押出機を用いて、イミド化剤であるモノメチルアミンと反応させイミド化することにより得られるメタクリル酸メチル/N−メチルグルタルイミド共重合体であるアクリル系樹脂ペレット(C)を、Φ65mm、L/D=32、ユニメルトスクリューを有するベント付き単軸押出機に仕込んだ。ペレット(C)の温度は、ホッパーに加温した除湿空気を送風することにより85℃に加温した。また、ホッパー下部に窒素導入管を設けて、押出機内に窒素ガスを導入した。
上記製造例1で得られたペレット(1A)を、φ90mm、L/D=33、バリアフライト型スクリューを有するベント付き単軸押出機に仕込んだ。また、ホッパー下部に窒素導入管を設けて、押出機内に窒素ガスを導入した。ベント口から13hPa(10mmHg)にて吸引を行いながら、バリアフライト型スクリューにて溶融混練した。溶融混練後、ペレット(1A)は、ギアポンプを用いて、ろ過面積1.2m2、ろ過精度5μmのリーフディスクフィルターに通し、幅1200mmのTダイより、95℃の冷却ロール上にフィルムを成形した。
10 シリンダ
11 温調ユニット
12 ベント部(揮発分除去手段)
13 ホッパー
14 ダイス
15 ギアポンプ
16 フィルター
100 押出機
a ミキシングセクション付きスクリュー
Claims (7)
- バリアフライト型スクリューと、濾過精度が1μm以上5μm以下であるリーフディスクタイプのポリマーフィルターと、ギアポンプとを備えた単軸押出機を用い、当該フィルターおよびギアポンプの温度ならびに当該押出機のシリンダおよびダイスの温度を、260℃以上275℃以下の温度に設定して、溶融押出法によりアクリル系樹脂を成形し、
上記アクリル系樹脂は、N−置換マレイミドが共重合されている、または、ラクトン環構造、グルタル酸無水物構造、もしくは、グルタルイミド構造が導入されており、
上記押出機が揮発分除去手段を備え、当該揮発分除去手段は、アクリル系樹脂の溶融混練に伴って発生した分解ガスを吸引し、
上記ギアポンプを用いて、上記押出機で溶融されたアクリル系樹脂をポリマーフィルターに通し、ダイスから吐出し、
上記アクリル系樹脂は、ガラス転移温度が110℃以上180℃以下であることを特徴とする、20μm以上のきょう雑物の含有量が10個/m 2 以下である光学用フィルムの製造方法。 - バリアフライト型スクリューが挿入されたシリンダ内及びホッパー内を不活性ガスで置換することを特徴とする請求項1に記載の光学用フィルムの製造方法。
- ミキシングセクション付スクリューと、濾過精度が1μm以上5μm以下であるリーフディスクタイプのポリマーフィルターと、ギアポンプとを備えた単軸押出機を用い、当該フィルターおよびギアポンプの温度ならびに当該押出機のシリンダおよびダイスの温度を、260℃以上275℃以下の温度に設定して、溶融押出法によりアクリル系樹脂を成形し、
上記アクリル系樹脂は、N−置換マレイミドが共重合されている、または、ラクトン環構造、グルタル酸無水物構造、もしくは、グルタルイミド構造が導入されており、
上記押出機が揮発分除去手段を備え、当該揮発分除去手段は、アクリル系樹脂の溶融混練に伴って発生した分解ガスを吸引し、
上記ギアポンプを用いて、上記押出機で溶融されたアクリル系樹脂をポリマーフィルターに通し、ダイスから吐出し、
上記アクリル系樹脂は、ガラス転移温度が110℃以上180℃以下であることを特徴とする、20μm以上のきょう雑物の含有量が10個/m 2 以下である光学用フィルムの製造方法。 - ミキシングセクション付スクリューが挿入されたシリンダ内及びホッパー内を不活性ガスで置換することを特徴とする請求項3に記載の光学用フィルムの製造方法。
- 40℃を超え、Tg以下の温度で、アクリル系樹脂を予備加熱することを特徴とする請求項1〜4の何れか1項に記載の光学用フィルムの製造方法。
- 上記アクリル系樹脂は、剪断速度が100(1/s)である場合における樹脂温度270℃での粘度が250Pa・s以上1000Pa・s以下であることを特徴とする請求項1〜5の何れか1項に記載の光学用フィルムの製造方法。
- 請求項1〜6の何れか1項に記載の光学用フィルムの製造方法であって、当該光学用フィルムは、揮発性有機物の含有量が1000ppm以下であることを特徴とする、製造方法。
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