JP7360842B2 - 偏光フィルム - Google Patents
偏光フィルム Download PDFInfo
- Publication number
- JP7360842B2 JP7360842B2 JP2019148412A JP2019148412A JP7360842B2 JP 7360842 B2 JP7360842 B2 JP 7360842B2 JP 2019148412 A JP2019148412 A JP 2019148412A JP 2019148412 A JP2019148412 A JP 2019148412A JP 7360842 B2 JP7360842 B2 JP 7360842B2
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- JP
- Japan
- Prior art keywords
- meth
- acrylic resin
- weight
- resin film
- parts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000004925 Acrylic resin Substances 0.000 claims description 124
- 229920000178 Acrylic resin Polymers 0.000 claims description 124
- 239000000203 mixture Substances 0.000 claims description 51
- 229920000058 polyacrylate Polymers 0.000 claims description 49
- 125000000217 alkyl group Chemical group 0.000 claims description 48
- 239000003431 cross linking reagent Substances 0.000 claims description 34
- 239000000178 monomer Substances 0.000 claims description 34
- 239000011347 resin Substances 0.000 claims description 34
- 229920005989 resin Polymers 0.000 claims description 34
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 32
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 29
- 150000001875 compounds Chemical class 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 229920001519 homopolymer Polymers 0.000 claims description 17
- -1 isocyanate compounds Chemical class 0.000 claims description 16
- 238000004132 cross linking Methods 0.000 claims description 15
- 229920001577 copolymer Polymers 0.000 claims description 12
- 125000000524 functional group Chemical group 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 239000012948 isocyanate Substances 0.000 claims description 6
- 150000001541 aziridines Chemical class 0.000 claims description 3
- 239000010408 film Substances 0.000 description 133
- 238000000034 method Methods 0.000 description 29
- 239000002904 solvent Substances 0.000 description 29
- 239000000243 solution Substances 0.000 description 23
- 239000010410 layer Substances 0.000 description 20
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 18
- 230000000052 comparative effect Effects 0.000 description 17
- 238000001125 extrusion Methods 0.000 description 15
- 239000012788 optical film Substances 0.000 description 13
- 239000012790 adhesive layer Substances 0.000 description 12
- 238000005266 casting Methods 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 12
- 239000004926 polymethyl methacrylate Substances 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 9
- 239000000155 melt Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000000853 adhesive Substances 0.000 description 7
- 230000001070 adhesive effect Effects 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 238000005452 bending Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000003287 optical effect Effects 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- 239000010409 thin film Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 229920000578 graft copolymer Polymers 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000004069 aziridinyl group Chemical group 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 238000010030 laminating Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- 239000011241 protective layer Substances 0.000 description 3
- 239000011342 resin composition Substances 0.000 description 3
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- HASUCEDGKYJBDC-UHFFFAOYSA-N 1-[3-[[bis(oxiran-2-ylmethyl)amino]methyl]cyclohexyl]-n,n-bis(oxiran-2-ylmethyl)methanamine Chemical compound C1OC1CN(CC1CC(CN(CC2OC2)CC2OC2)CCC1)CC1CO1 HASUCEDGKYJBDC-UHFFFAOYSA-N 0.000 description 1
- KQSMCAVKSJWMSI-UHFFFAOYSA-N 2,4-dimethyl-1-n,1-n,3-n,3-n-tetrakis(oxiran-2-ylmethyl)benzene-1,3-diamine Chemical compound CC1=C(N(CC2OC2)CC2OC2)C(C)=CC=C1N(CC1OC1)CC1CO1 KQSMCAVKSJWMSI-UHFFFAOYSA-N 0.000 description 1
- HYFWTAIKSNDMBJ-UHFFFAOYSA-N 2-(aziridin-1-yl)propanoic acid 2,2-bis(hydroxymethyl)propane-1,3-diol Chemical compound N1(CC1)C(C(=O)O)C.N1(CC1)C(C(=O)O)C.N1(CC1)C(C(=O)O)C.C(O)C(CO)(CO)CO HYFWTAIKSNDMBJ-UHFFFAOYSA-N 0.000 description 1
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 description 1
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 description 1
- KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 description 1
- AGXAFZNONAXBOS-UHFFFAOYSA-N 2-[[3-(oxiran-2-ylmethyl)phenyl]methyl]oxirane Chemical compound C=1C=CC(CC2OC2)=CC=1CC1CO1 AGXAFZNONAXBOS-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- OVEUFHOBGCSKSH-UHFFFAOYSA-N 2-methyl-n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound CC1=CC=CC=C1N(CC1OC1)CC1OC1 OVEUFHOBGCSKSH-UHFFFAOYSA-N 0.000 description 1
- ULYIFEQRRINMJQ-UHFFFAOYSA-N 3-methylbutyl 2-methylprop-2-enoate Chemical compound CC(C)CCOC(=O)C(C)=C ULYIFEQRRINMJQ-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- TZCGFWIYMJNJIO-UHFFFAOYSA-N 4-methylpentyl 2-methylprop-2-enoate Chemical compound CC(C)CCCOC(=O)C(C)=C TZCGFWIYMJNJIO-UHFFFAOYSA-N 0.000 description 1
- JSCDRVVVGGYHSN-UHFFFAOYSA-N 8-hydroxyoctyl prop-2-enoate Chemical compound OCCCCCCCCOC(=O)C=C JSCDRVVVGGYHSN-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- XXGJJYJASLTCBM-UHFFFAOYSA-N CC(N1CC1)C(O)=O.CC(N1CC1)C(O)=O.CC(N1CC1)C(O)=O.CCC(CO)(CO)CO Chemical compound CC(N1CC1)C(O)=O.CC(N1CC1)C(O)=O.CC(N1CC1)C(O)=O.CCC(CO)(CO)CO XXGJJYJASLTCBM-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- FOCVUCIESVLUNU-UHFFFAOYSA-N Thiotepa Chemical compound C1CN1P(N1CC1)(=S)N1CC1 FOCVUCIESVLUNU-UHFFFAOYSA-N 0.000 description 1
- FYAMXEPQQLNQDM-UHFFFAOYSA-N Tris(1-aziridinyl)phosphine oxide Chemical compound C1CN1P(N1CC1)(=O)N1CC1 FYAMXEPQQLNQDM-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 238000007754 air knife coating Methods 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- JRPRCOLKIYRSNH-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC2OC2)C=1C(=O)OCC1CO1 JRPRCOLKIYRSNH-UHFFFAOYSA-N 0.000 description 1
- KBWLNCUTNDKMPN-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) hexanedioate Chemical compound C1OC1COC(=O)CCCCC(=O)OCC1CO1 KBWLNCUTNDKMPN-UHFFFAOYSA-N 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- VXTQKJXIZHSXBY-UHFFFAOYSA-N butan-2-yl 2-methylprop-2-enoate Chemical compound CCC(C)OC(=O)C(C)=C VXTQKJXIZHSXBY-UHFFFAOYSA-N 0.000 description 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010559 graft polymerization reaction Methods 0.000 description 1
- 238000007756 gravure coating Methods 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000007760 metering rod coating Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- JAYXSROKFZAHRQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC=CC=1)CC1CO1 JAYXSROKFZAHRQ-UHFFFAOYSA-N 0.000 description 1
- YVOQADGLLJCMOE-UHFFFAOYSA-N n-[6-(aziridine-1-carbonylamino)hexyl]aziridine-1-carboxamide Chemical compound C1CN1C(=O)NCCCCCCNC(=O)N1CC1 YVOQADGLLJCMOE-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 238000007764 slot die coating Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- IUCJMVBFZDHPDX-UHFFFAOYSA-N tretamine Chemical compound C1CN1C1=NC(N2CC2)=NC(N2CC2)=N1 IUCJMVBFZDHPDX-UHFFFAOYSA-N 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- 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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Description
また、近年では、高透明性、耐候性などに優れていることから、(メタ)アクリル系樹脂フィルムが、光学用フィルムとして用いられている。
なお、本発明では、耐溶剤性の試験方法として、(メタ)アクリル系樹脂フィルムの試験片を、溶剤の液中に所定時間に渡り浸漬した後、前記溶剤に溶出しないで不溶分(残渣)として残った(メタ)アクリル系樹脂フィルムの割合(いわゆる、ゲル分率)を測定し、耐溶剤性を試験した。
また、従来技術の溶融押出法により(メタ)アクリル系樹脂フィルムを製膜する場合は、樹脂フィルムを製膜した後に、1軸又は2軸の延伸加工を施さない限り膜厚を40μm以下とすることができなかった。一方、本発明の(メタ)アクリル系樹脂組成物を用いれば、溶液キャスト法のみを用いて、膜厚が40μm以下である薄膜の(メタ)アクリル系樹脂フィルムを製造することができ、製造工程がより簡便になると共に、製造装置の費用低減を図ることができる。
本実施形態の(メタ)アクリル系樹脂組成物は、(メタ)アクリル系ポリマーと、架橋剤とを含有する(メタ)アクリル系樹脂組成物であって、前記(メタ)アクリル系ポリマーが、メチルメタクリレートを80重量部以上と、前記メチルメタクリレート以外の、ホモポリマーのTgが0℃以上であり、且つアルキル基の炭素数がC1~C14であるアルキル(メタ)アクリレートの少なくとも1種以上との合計を100重量部と、前記架橋剤と反応できる官能基を有する共重合可能なモノマーの少なくとも1種以上の合計を1.0~20.0重量部と、を共重合させた重量平均分子量が10万超過100万以下の共重合体からなる(メタ)アクリル系ポリマーであることを特徴とする。
また、ジカルボン酸のジグリシジルエステルとしては、例えば、アジピン酸ジグリシジルエステル、フタル酸ジグリシジルエステル等が挙げられる。
また、ジグリシジル置換のアミン類としては、例えば、N,N-ジグリシジルアニリン、N,N-ジグリシジルトルイジン等が挙げられる。
また、テトラグリシジル置換のジアミン類としては、1,3-ビス(N,N-ジグリシジルアミノメチル)シクロヘキサン、N,N,N′,N′-テトラグリシジル-m-キシレンジアミン等が挙げられる。
(CH2)2NCONH-C6H4CH2C6H4-NHCON(CH2)2
(2)1,6-ビス[(1-アジリジニル)カルボニルアミノ]ヘキサン
(CH2)2NCONH-(CH2)6-NHCON(CH2)2
(3)トリメチロールプロパン-トリス[2-(1-アジリジニル)プロピオネート]
CH3CH2C[CH2O-COCH2CH2N(CH2)2]3
(4)テトラメチロールメタン-トリス[2-(1-アジリジニル)プロピオネート]
HOCH2C[CH2O-COCH2CH2N(CH2)2]3
(5)トリス(1-アジリジニル)ホスフィンオキサイド
O=P[N(CH2)2]3
(6)トリス(1-アジリジニル)ホスフィンスルフィド
S=P[N(CH2)2]3
(7)2,4,6-トリス(1-アジリジニル)-1,3,5-トリアジン
(C3N3)[N(CH2)2]3
前記(メタ)アクリル系樹脂フィルムの機械的特性は、用途にも依存するが、粘着シート、光学用フィルム、表面保護フィルム、工程フィルム等に用いる場合や、長手方向の搬送、ロールからの繰り出し、ロールへの巻き取りなどを行う場合は、耐折性及び耐切性(引張破断強度)が高いことに加えて、被着体等に対する追従性が得られるよう、適度な破断伸びを有することが好ましい。
[実施例1]
撹拌機、温度計、還流冷却器及び窒素導入管を備えた反応装置に、窒素ガスを導入して、反応装置内の空気を窒素ガスで置換した。その後、反応装置に、メチルメタクリレート95重量部、メチルアクリレート5重量部、8-ヒドロキシオクチルアクリレート3.0重量部とともに溶剤(酢酸エチル)を加えた。その後、重合開始剤としてアゾビスイソブチロニトリル0.1重量部を滴下させ、65℃に加熱して所定の時間反応させ、実施例1の(メタ)アクリル系ポリマー溶液を得た。この(メタ)アクリル系ポリマー溶液に含まれる(メタ)アクリル系ポリマーの重量平均分子量(Mw)を測定したところ、20万であった。実施例1の(メタ)アクリル系ポリマー溶液に対して、コロネートHX(ヘキサメチレンジイソシアネート化合物のイソシアヌレート体)3.0重量部を加えて撹拌混合して実施例1の(メタ)アクリル系樹脂組成物を得た。
実施例1の(メタ)アクリル系ポリマー及び(メタ)アクリル系樹脂組成物の組成を各々、表1の記載のようにした以外は、実施例1と同様にして、実施例2~5及び比較例1~2の(メタ)アクリル系ポリマー及び(メタ)アクリル系樹脂組成物を得た。実施例2~5及び比較例1~2の(メタ)アクリル系ポリマーの重量平均分子量(Mw)は、表1に示すとおりであった。
溶融押出法により製造された市販のPMMAフィルム(厚み:80μm)を溶剤としてメチルエチルケトン(MEK)に溶解して、PMMAフィルムに含まれるポリマーの重量平均分子量(Mw)を測定したところ、30万であった。
実施例1~5及び比較例1~2の(メタ)アクリル系樹脂組成物を溶液キャスト法により、樹脂フィルム状に製膜し、溶剤の乾燥及び架橋剤の硬化に適した温度条件にして加熱乾燥、及び架橋させて、実施例1~5及び比較例1~2の(メタ)アクリル系樹脂フィルムを得た。各フィルムの厚みを表3に示す。
また、比較例3の(メタ)アクリル系樹脂フィルムとしては、上記のとおり、溶融押出法により製造された市販のPMMAフィルム(厚み:80μm)を用いた。
実施例1~5及び比較例1~3の(メタ)アクリル系樹脂フィルムを、以下の試験方法により評価した。
実施例1~5及び比較例1~3の(メタ)アクリル系樹脂フィルムから試験片を作製した後、JIS P8115(紙及び板紙-耐折強さ試験方法-MIT試験機法)に準拠して、耐折度試験装置(メーカ:テスター産業株式会社、型式:MIT耐折度試験装置BE-201)を用いて耐折性の試験を行い、試験片が破断するまでの往復折曲げ回数(耐折回数)を測定した。
耐溶剤性の試験方法として、下記のように(メタ)アクリル系樹脂フィルムの試験片を、溶剤の液中に所定時間に渡り浸漬した後、前記溶剤に溶出しないで不溶分(残渣)として残った(メタ)アクリル系樹脂フィルムの割合(いわゆる、ゲル分率)を測定し、耐溶剤性を試験した。
実施例1~5及び比較例1~3の(メタ)アクリル系樹脂フィルムから試験片を作製し、試験片の質量を正確に測定し、メチルエチルケトン(MEK)中に24hr浸漬した後、200メッシュの金網で濾過した。その後、濾過物を、温度100℃で、1hr乾燥して得られた残渣の質量を正確に測定して、以下の式から耐溶剤性の試験方法として、溶剤への浸漬によるゲル分率(%)を測定した。
ゲル分率(%)=不溶分(残渣)質量(g)/フィルム(試験片)質量(g)×100
実施例1~5及び比較例1~3の(メタ)アクリル系樹脂フィルムから試験片を作製し、引張試験装置(メーカ:株式会社島津製作所、型式:AGS-X)を用いて測定し、試験片が破断するまでの耐切性(引張破断強度(MPa))、及び破断伸び率(%)の値を求めた。
実施例1~5及び比較例1~3の(メタ)アクリル系樹脂フィルムの面内位相差(Re)値(nm)を、位相差測定装置(メーカ:王子計測機器株式会社、型式:KOBRA-HBPR/SPC)を用いて測定した。位相差の測定波長は、例えば450~550nm等の可視領域から適宜選択することができる。Re値は、面内の屈折率が最大になる方向をx軸(遅相軸)、これと直交する方向をy軸(進相軸)とするとき、x軸方向の屈折率nxと、y軸方向の屈折率nyと、フィルムの膜厚dとから、次の式により算出される。
面内位相差Re=(nx-ny)×d
ここで、フィルムの膜厚dは、面内位相差Reと同じくnm単位であるから、フィルムの厚み(μm)の1000倍である。
このように、実施例1~5の(メタ)アクリル系樹脂フィルムでは、本発明の課題を解決できることが実証されている。
比較例2の(メタ)アクリル系樹脂フィルムは、(メタ)アクリル系樹脂組成物が、架橋剤を含有していないためか、耐折性及び耐溶剤性(ゲル分率)が極めて低かった。
Claims (3)
- (メタ)アクリル系ポリマーと、架橋剤とを含有する(メタ)アクリル系樹脂組成物を架橋してなる樹脂層である(メタ)アクリル系樹脂フィルムを、偏光子の片面または両面に形成してなる偏光フィルムであって、
前記(メタ)アクリル系ポリマーが、
メチルメタクリレートを80重量部以上と、前記メチルメタクリレート以外の、ホモポリマーのTgが0℃以上であり、且つアルキル基の炭素数がC1~C14であるアルキル(メタ)アクリレートの少なくとも1種以上との合計を100重量部と、
前記架橋剤と反応できる官能基を有する共重合可能なモノマーの少なくとも1種以上の合計を1.0~20.0重量部と、
を共重合させた重量平均分子量が10万超過100万以下の共重合体からなる(メタ)アクリル系ポリマーであることを特徴とする偏光フィルム。 - 前記(メタ)アクリル系ポリマーが、
(A)メチルメタクリレートを80~99重量部と、前記メチルメタクリレート以外の、ホモポリマーのTgが0℃以上であり、且つアルキル基の炭素数がC1~C14であるアルキル(メタ)アクリレートの少なくとも1種以上の1~20重量部との合計を100重量部と、
前記架橋剤と反応できる官能基を有する共重合可能なモノマーとして、(B)水酸基を有する共重合可能なモノマー、及びカルボキシル基を有する共重合可能なモノマーからなるモノマー群の中から選択した少なくとも1種以上のモノマーの合計を1.0~20.0重量部と、
を共重合させた重量平均分子量が10万超過100万以下の共重合体からなる(メタ)アクリル系ポリマーであることを特徴とする請求項1に記載の偏光フィルム。 - 前記架橋剤が、エポキシ化合物、アジリジン化合物、イソシアネート化合物からなる化合物群から選択した1種以上であることを特徴とする請求項1又は2に記載の偏光フィルム。
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2019148412A JP7360842B2 (ja) | 2019-08-13 | 2019-08-13 | 偏光フィルム |
KR1020200097710A KR102372688B1 (ko) | 2019-08-13 | 2020-08-05 | (메타)아크릴계 수지 조성물 및 (메타)아크릴계 수지 필름 |
CN202010782838.6A CN112391022B (zh) | 2019-08-13 | 2020-08-06 | (甲基)丙烯酸类树脂组合物及(甲基)丙烯酸类树脂膜 |
TW109127175A TW202112951A (zh) | 2019-08-13 | 2020-08-11 | (甲基)丙烯酸類樹脂組合物及(甲基)丙烯酸類樹脂膜 |
KR1020220027963A KR102460090B1 (ko) | 2019-08-13 | 2022-03-04 | (메타)아크릴계 수지 조성물 및 (메타)아크릴계 수지 필름 |
KR1020220137867A KR102594262B1 (ko) | 2019-08-13 | 2022-10-25 | (메타)아크릴계 수지 조성물 및 (메타)아크릴계 수지 필름 |
JP2023167276A JP2023178316A (ja) | 2019-08-13 | 2023-09-28 | (メタ)アクリル系樹脂組成物、及び(メタ)アクリル系樹脂フィルム |
KR1020230141660A KR20230149802A (ko) | 2019-08-13 | 2023-10-23 | (메타)아크릴계 수지 조성물 및 (메타)아크릴계 수지 필름 |
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JP2006291114A (ja) | 2005-04-14 | 2006-10-26 | Bridgestone Corp | 光硬化性転写シート、これを用いた光情報記録媒体の製造方法、及び光情報記録媒体 |
JP2009034846A (ja) | 2007-07-31 | 2009-02-19 | Chisso Corp | 転写フィルム |
JP2010126633A (ja) | 2008-11-27 | 2010-06-10 | Hitachi Chem Co Ltd | 樹脂組成物及びこれを用いた転写フィルム |
JP2011255534A (ja) | 2010-06-07 | 2011-12-22 | Dic Corp | 転写シート |
JP2014113766A (ja) | 2012-12-11 | 2014-06-26 | Nissha Printing Co Ltd | 立体加飾成形品及びその製造方法 |
JP2015143842A (ja) | 2013-12-27 | 2015-08-06 | 住友化学株式会社 | 偏光板用保護フィルム及びそれを用いた偏光板 |
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TW202112951A (zh) | 2021-04-01 |
CN112391022B (zh) | 2023-09-26 |
KR102594262B1 (ko) | 2023-10-25 |
CN112391022A (zh) | 2021-02-23 |
JP2021031497A (ja) | 2021-03-01 |
JP2023178316A (ja) | 2023-12-14 |
KR20230149802A (ko) | 2023-10-27 |
KR102372688B1 (ko) | 2022-03-08 |
KR20210019950A (ko) | 2021-02-23 |
KR20220147059A (ko) | 2022-11-02 |
KR20220034089A (ko) | 2022-03-17 |
KR102460090B1 (ko) | 2022-10-27 |
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