WO2010001750A1 - Highly adhesive polyester film for optical use - Google Patents
Highly adhesive polyester film for optical use Download PDFInfo
- Publication number
- WO2010001750A1 WO2010001750A1 PCT/JP2009/061298 JP2009061298W WO2010001750A1 WO 2010001750 A1 WO2010001750 A1 WO 2010001750A1 JP 2009061298 W JP2009061298 W JP 2009061298W WO 2010001750 A1 WO2010001750 A1 WO 2010001750A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- polyester film
- layer
- resin
- mass
- film
- Prior art date
Links
- 229920006267 polyester film Polymers 0.000 title claims abstract description 78
- 239000000853 adhesive Substances 0.000 title claims abstract description 43
- 230000003287 optical effect Effects 0.000 title claims abstract description 32
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 25
- 239000011247 coating layer Substances 0.000 claims abstract description 45
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims abstract description 44
- 229920005989 resin Polymers 0.000 claims abstract description 42
- 239000011347 resin Substances 0.000 claims abstract description 42
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 claims abstract description 37
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 24
- 239000004417 polycarbonate Substances 0.000 claims abstract description 24
- 229920005862 polyol Polymers 0.000 claims abstract description 22
- 239000000470 constituent Substances 0.000 claims abstract description 19
- 150000003077 polyols Chemical class 0.000 claims abstract description 19
- 239000002346 layers by function Substances 0.000 claims abstract description 14
- 239000010410 layer Substances 0.000 claims description 56
- 238000009792 diffusion process Methods 0.000 claims description 6
- 238000010521 absorption reaction Methods 0.000 claims description 3
- 238000010030 laminating Methods 0.000 claims description 3
- 239000010408 film Substances 0.000 description 59
- -1 polyethylene terephthalate Polymers 0.000 description 40
- 238000000576 coating method Methods 0.000 description 39
- 239000002245 particle Substances 0.000 description 39
- 239000011248 coating agent Substances 0.000 description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 33
- 239000000243 solution Substances 0.000 description 28
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 25
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 22
- 229920005749 polyurethane resin Polymers 0.000 description 21
- 238000000034 method Methods 0.000 description 19
- 239000007787 solid Substances 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 17
- 239000000203 mixture Substances 0.000 description 17
- 229940048053 acrylate Drugs 0.000 description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 15
- 229920000139 polyethylene terephthalate Polymers 0.000 description 15
- 239000005020 polyethylene terephthalate Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 13
- 239000000178 monomer Substances 0.000 description 13
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 150000002009 diols Chemical class 0.000 description 11
- 150000003839 salts Chemical group 0.000 description 11
- 238000001035 drying Methods 0.000 description 10
- 239000005056 polyisocyanate Substances 0.000 description 10
- 229920001228 polyisocyanate Polymers 0.000 description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 229920002799 BoPET Polymers 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 7
- 229920001225 polyester resin Polymers 0.000 description 7
- 239000004645 polyester resin Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 125000002843 carboxylic acid group Chemical group 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 229910001873 dinitrogen Inorganic materials 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000010703 silicon Substances 0.000 description 5
- 229910052710 silicon Inorganic materials 0.000 description 5
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 229920000298 Cellophane Polymers 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 230000000903 blocking effect Effects 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000003827 glycol group Chemical group 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000009775 high-speed stirring Methods 0.000 description 4
- 239000000976 ink Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 238000000016 photochemical curing Methods 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- XSCLFFBWRKTMTE-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCCC(CN=C=O)C1 XSCLFFBWRKTMTE-UHFFFAOYSA-N 0.000 description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002390 adhesive tape Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- 229920005992 thermoplastic resin Polymers 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical group C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 2
- LPIQIQPLUVLISR-UHFFFAOYSA-N 2-prop-1-en-2-yl-4,5-dihydro-1,3-oxazole Chemical compound CC(=C)C1=NCCO1 LPIQIQPLUVLISR-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- 239000004970 Chain extender Substances 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 239000010954 inorganic particle Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal 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
- 229920001707 polybutylene terephthalate Polymers 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000011342 resin composition Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 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
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- BQBSIHIZDSHADD-UHFFFAOYSA-N 2-ethenyl-4,5-dihydro-1,3-oxazole Chemical compound C=CC1=NCCO1 BQBSIHIZDSHADD-UHFFFAOYSA-N 0.000 description 1
- PBYIFPWEHGSUEY-UHFFFAOYSA-N 2-ethenyl-4-methyl-4,5-dihydro-1,3-oxazole Chemical compound CC1COC(C=C)=N1 PBYIFPWEHGSUEY-UHFFFAOYSA-N 0.000 description 1
- HMEVYZZCEGUONQ-UHFFFAOYSA-N 2-ethenyl-5-methyl-4,5-dihydro-1,3-oxazole Chemical compound CC1CN=C(C=C)O1 HMEVYZZCEGUONQ-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- MBLQIMSKMPEILU-UHFFFAOYSA-N 4-methyl-2-prop-1-en-2-yl-4,5-dihydro-1,3-oxazole Chemical compound CC1COC(C(C)=C)=N1 MBLQIMSKMPEILU-UHFFFAOYSA-N 0.000 description 1
- IRHWINGBSHBXAD-UHFFFAOYSA-N 5-ethyl-2-prop-1-en-2-yl-4,5-dihydro-1,3-oxazole Chemical compound CCC1CN=C(C(C)=C)O1 IRHWINGBSHBXAD-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-O N-dimethylethanolamine Chemical compound C[NH+](C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-O 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 238000007754 air knife coating Methods 0.000 description 1
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Classifications
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
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- 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
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/11—Anti-reflection coatings
- G02B1/111—Anti-reflection coatings using layers comprising organic materials
-
- 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
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/14—Protective coatings, e.g. hard coatings
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/02—Diffusing elements; Afocal elements
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/208—Filters for use with infrared or ultraviolet radiation, e.g. for separating visible light from infrared and/or ultraviolet radiation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/20—Properties of the layers or laminate having particular electrical or magnetic properties, e.g. piezoelectric
- B32B2307/202—Conductive
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/30—Properties of the layers or laminate having particular thermal properties
- B32B2307/306—Resistant to heat
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/40—Properties of the layers or laminate having particular optical properties
- B32B2307/412—Transparent
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/70—Other properties
- B32B2307/726—Permeability to liquids, absorption
- B32B2307/7265—Non-permeable
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2457/00—Electrical equipment
- B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays
- B32B2457/202—LCD, i.e. liquid crystal displays
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2551/00—Optical elements
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2467/00—Presence of polyester
- C09J2467/006—Presence of polyester in the substrate
Definitions
- the present invention relates to an optically easy-adhesive polyester film excellent in adhesion and heat and moisture resistance.
- optical functional films such as hard coat films, antireflection films, light diffusion sheets, prismatic lens sheets, near-infrared shielding films, transparent conductive films, and antiglare films, which are mainly used for displays and the like.
- the present invention relates to a suitable optically easy-adhesive polyester film.
- the base material of an optical functional film used as a member of a liquid crystal display is a transparent thermoplastic made of polyethylene terephthalate (PET), acrylic, polycarbonate (PC), triacetyl cellulose (TAC), polyolefin, or the like.
- PET polyethylene terephthalate
- PC polycarbonate
- TAC triacetyl cellulose
- polyolefin polyolefin
- thermoplastic resin film When using the thermoplastic resin film as a base material for various optical functional films, functional layers corresponding to various applications are laminated. For example, in a liquid crystal display (LCD), a protective film (hard coat layer) that prevents scratches on the surface, an antireflection layer (AR layer) that prevents reflection of external light, and a prism layer that is used to collect and diffuse light And a functional layer such as a light diffusion layer for improving luminance.
- a protective film hard coat layer
- AR layer antireflection layer
- prism layer that is used to collect and diffuse light
- a functional layer such as a light diffusion layer for improving luminance.
- a functional layer such as a light diffusion layer for improving luminance.
- polyester films are widely used as substrates for various optical functional films because they are excellent in transparency, dimensional stability and chemical resistance and are relatively inexpensive.
- thermoplastic film such as a biaxially oriented polyester film or a biaxially oriented polyamide film
- the film surface is highly crystallized, so it has good adhesion to various paints, adhesives, inks, etc.
- a method of providing easy adhesion to a base film by providing a coating layer mainly composed of various resins such as polyester, acrylic, polyurethane, and acrylic graft polyester on the surface of the base polyester film is generally used.
- the polyester film before the completion of crystal orientation is coated on the base film with an aqueous coating solution containing the resin solution or a dispersion in which the resin is dispersed in a dispersion medium, and after drying, Stretch at least uniaxially, then heat treatment to complete the orientation of the polyester film (so-called in-line coating method), after the production of the polyester film, after applying a water-based or solvent-based coating liquid to the film, A drying method (so-called off-line coating method) is industrially implemented.
- LCDs displays such as PDPs
- portable devices using hard coat films as members are used in various environments, both indoors and outdoors.
- portable devices may require moisture and heat resistance that can withstand a bathroom, a hot and humid area, and the like.
- the optical functional film used for such applications is required to have high adhesion such that delamination does not occur even under high temperature and high humidity. Therefore, in the following patent document, an easy-adhesive polyester film imparted with moisture and heat resistance is disclosed by adding a crosslinking agent to the coating solution and forming a crosslinked structure in the coating layer resin when forming the coating layer by the in-line coating method. Yes.
- the optical functional film used as a member also needs to maintain adhesiveness for a long time even under high temperature and high humidity.
- the easy-adhesion film as disclosed in the above-mentioned patent document shows good adhesion at first, but a decrease in adhesion strength is inevitable in long-term use under high temperature and high humidity. . Due to such a decrease in adhesion, there is a problem that the initial performance is not maintained for a long time.
- the present invention provides an easy-to-adhere polyester film for optical use that hardly causes a decrease in adhesion under high temperature and high humidity, which has been conventionally considered to be unavoidable.
- the adhesiveness under high temperature and high humidity referred to in the present invention is a layer of a photocurable acrylic layer, placed in an environment of 80 ° C., 95% RH, 48 hours, and using a cutter guide with a gap interval of 2 mm, Apply 100 cell-shaped cuts that penetrate the photocurable acrylic layer to the base film on the surface of the photocurable acrylic layer, then apply cellophane adhesive tape to the cell-shaped cut surface, and rub it with an eraser to complete Means the adhesiveness when the same part is peeled off 5 times vigorously, and the adhesiveness is based on stricter criteria than the evaluation method described in JIS K5600-5-6, which is generally used. Therefore, it is a problem that the adhesiveness under such high temperature and high humidity shows the adhesiveness equal to or higher than the initial adhesiveness.
- the present inventor has achieved adhesion at high temperature and high humidity by using a coating layer containing a urethane resin having a polycarbonate polyol as a constituent and a resin having an oxazoline group.
- the present inventors have found that it has been improved and have arrived at the present invention.
- Easy-adhesive polyester film for optics (2) The easily adhesive polyester film for optics, wherein the urethane resin has a polyoxyalkylene group.
- the easily adhesive polyester film for optics, wherein the resin having an oxazoline group is water-soluble and has a haze of 2.5% or less.
- At least one layer selected from a hard coat layer, a light diffusion layer, a prismatic lens layer, an electromagnetic wave absorption layer, a near-infrared shielding layer, and a transparent conductive layer is formed on the coating layer of the optically easily adhesive polyester film.
- An optical laminated polyester film obtained by laminating optical functional layers.
- the easily adhesive polyester film for optics of the present invention is excellent in adhesiveness (wet heat resistance) with an optical functional layer under high temperature and high humidity. Therefore, as a preferred embodiment, the adhesion at the high temperature and high humidity treatment is equal to or improved from the initial adhesion. As a preferred embodiment of the present invention, when the optically easy-adhesive polyester film of the present invention is used as a substrate for a lens sheet, the adhesion with the lens layer under high temperature and high humidity is good.
- the polyester resin constituting the polyester film used as a substrate in the present invention includes polyethylene terephthalate, polybutylene terephthalate, polyethylene-2,6-naphthalate, polymethylene terephthalate, and copolymer components such as diethylene glycol, neopentyl glycol, poly
- a polyester resin obtained by copolymerizing a diol component such as alkylene glycol or a dicarboxylic acid component such as adipic acid, sebacic acid, phthalic acid, isophthalic acid, or 2,6-naphthalenedicarboxylic acid can be used.
- the polyester resin suitably used in the present invention mainly contains at least one of polyethylene terephthalate, polypropylene terephthalate, polybutylene terephthalate, and polyethylene naphthalate as a constituent component.
- polyethylene terephthalate is most preferable from the balance between physical properties and cost.
- these polyester films can improve chemical resistance, heat resistance, mechanical strength, etc. by biaxially stretching.
- the biaxially stretched polyester film may be a single layer or a multilayer. Moreover, as long as it exists in the range with the effect of this invention, each of these layers can contain various additives in a polyester resin as needed. Examples of the additive include an antioxidant, a light resistance agent, an antigelling agent, an organic wetting agent, an antistatic agent, an ultraviolet absorber, and a surfactant.
- the film of the present invention is used as a base film for an optical member, it is required to have excellent handling properties while maintaining high transparency.
- the total light transmittance of the optically easy-adhesive polyester film is preferably 85% or more, more preferably 87% or more, and 88% or more. More preferably, 89% or more is further more preferable, and 90% or more is particularly preferable.
- the content of inert particles in the base film is as small as possible. Therefore, it is a preferred embodiment that a multilayer structure in which particles are contained only in the surface layer of the film is used, or that the particles are substantially not contained in the film and fine particles are contained only in the coating layer.
- an inorganic and / or heat-resistant polymer particle is contained in the aqueous coating solution in order to improve the handleability of the film. It is also preferable to form irregularities on the surface of the coating layer.
- substantially no inert particles means, for example, in the case of inorganic particles, when the element derived from the particles is quantitatively analyzed by fluorescent X-ray analysis, 50 ppm or less, preferably 10 ppm or less, Preferably, the content is below the detection limit. This means that even if particles are not actively added to the base film, contaminants derived from foreign substances and raw material resin or dirt adhering to the line or equipment in the film manufacturing process will be peeled off and mixed into the film. It is because there is a case to do.
- Coating layer It is important to provide a coating layer containing, as main components, a urethane resin containing polycarbonate polyol as a constituent component and a resin having an oxazoline group in the easily adhesive polyester film for optics of the present invention.
- the “main component” means that 50% by mass or more is contained in the total solid component contained in the coating layer.
- Patent Documents 1 to 3 in the conventional technical common sense, it was considered desirable to positively introduce a crosslinked structure in the formation of the coating layer from the viewpoint of improving the heat and moisture resistance of the coating layer.
- the present invention by combining a polyurethane resin and a resin having an oxazoline group, a remarkable effect that adhesion is improved under wet heat has been found, and the present invention has been achieved.
- the mechanism by which the adhesiveness under high temperature and high humidity is improved by such a configuration is not well understood, the present inventor thinks as follows.
- the polyester resin constituting the base material is hydrolyzed under a high temperature and high humidity environment, the ester bond is broken, and a carboxylic acid group terminal is generated.
- the unreacted oxazoline group remaining in the coating layer reacts with the generated carboxylic acid terminal to form a crosslink.
- the more excellent heat-and-moisture resistance can be exhibited by using the polycarbonate-type urethane resin excellent in durability.
- the present invention can improve the adhesion (humidity heat resistance) to the lens layer and other optical functional layers under high temperature and high humidity according to the above-described embodiment. Further, the configuration of the present invention will be described in detail below.
- the urethane resin of the present invention includes at least a polyol component and a polyisocyanate component as constituent components, and further includes a chain extender as necessary.
- the urethane resin of the present invention is a polymer compound in which these constituent components are mainly copolymerized by urethane bonds.
- it has the polycarbonate polyol as a structural component of a urethane resin, It is characterized by the above-mentioned.
- Moisture heat resistance can be improved by including a urethane resin containing polycarbonate as a constituent component in the coating layer of the present invention.
- the components of these urethane resins can be specified by nuclear magnetic resonance analysis or the like.
- polycarbonate diol examples include ethylene glycol, propylene glycol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, and 3-methyl-1,5.
- a polycarbonate diol obtained by reacting one or more diols such as bisphenol-A with carbonates such as dimethyl carbonate, diphenyl carbonate, ethylene carbonate, and phosgene. And the like.
- the number average molecular weight of the polycarbonate diol is preferably 300 to 5000, and more preferably 500 to 3000.
- the composition molar ratio of the polycarbonate polyol which is a constituent component of the urethane resin, is preferably 3 to 100 mol% when the total polyisocyanate component of the urethane resin is 100 mol%, preferably 5 to 50 mol%. More preferably, it is 6 to 20 mol%.
- the composition molar ratio is low, the durability effect by the polycarbonate polyol may not be obtained.
- the said composition molar ratio is high, initial adhesiveness may fall.
- aromatic diisocyanates such as 4,4-diphenylmethane diisocyanate
- aromatic aliphatic diisocyanates such as x
- Chain extenders include glycols such as ethylene glycol, diethylene glycol, 1,4-butanediol, neopentyl glycol and 1,6-hexanediol, polyhydric alcohols such as glycerin, trimethylolpropane, and pentaerythritol, ethylenediamine Diamines such as hexamethylenediamine and piperazine, aminoalcohols such as monoethanolamine and diethanolamine, thiodiglycols such as thiodiethylene glycol, and water.
- glycols such as ethylene glycol, diethylene glycol, 1,4-butanediol, neopentyl glycol and 1,6-hexanediol
- polyhydric alcohols such as glycerin, trimethylolpropane, and pentaerythritol
- ethylenediamine Diamines such as hexamethylenediamine and piperazine
- the coating layer of the present invention is preferably provided by an in-line coating method described later using an aqueous coating solution. Therefore, it is desirable that the urethane resin of the present invention is water-soluble.
- a water-soluble urethane resin is used, compatibility with a resin having an oxazoline group increases, and transparency can be improved.
- the “water-soluble” means that it dissolves in water or an aqueous solution containing less than 50% by mass of a water-soluble organic solvent.
- a sulfonic acid (salt) group or a carboxylic acid (salt) group can be introduced (copolymerized) into the urethane molecular skeleton. Since the sulfonic acid (salt) group is strongly acidic and it may be difficult to maintain moisture resistance due to its hygroscopic performance, it is preferable to introduce a weakly acidic carboxylic acid (salt) group.
- a polyol compound having a carboxylic acid group such as dimethylolpropionic acid or dimethylolbutanoic acid is introduced as a copolymer component to form a salt.
- the salt forming agent include trialkylamines such as ammonia, trimethylamine, triethylamine, triisopropylamine, tri-n-propylamine, and tri-n-butylamine, N such as N-methylmorpholine and N-ethylmorpholine.
- -N-dialkylalkanolamines such as alkylmorpholines, N-dimethylethanolamine and N-diethylethanolamine. These can be used alone or in combination of two or more.
- the composition molar ratio of the polyol compound having a carboxylic acid (salt) group in the urethane resin is the same as that of the urethane resin.
- the total polyisocyanate component is 100 mol%, it is preferably 3 to 60 mol%, and more preferably 10 to 40 mol%. If the composition molar ratio is less than 3 mol%, water dispersibility may be difficult.
- the said composition molar ratio exceeds 60 mol%, since the residual oxazoline group at the time of coating layer formation reduces, heat-and-moisture resistance may fall.
- a urethane resin into which a carboxylic acid is introduced when used as the urethane resin as described above, it may react with the oxazoline group in the coating solution, and the unreacted oxazoline group may be reduced when the coating layer is formed. Therefore, it is desirable that the coating layer has substantially no carboxylic acid (salt) group. Therefore, in order to impart water solubility to the urethane resin, it is a preferred embodiment of the present invention to introduce a polyoxyalkylene group instead of the carboxylate group.
- a coating layer does not have a carboxyl group substantially. Therefore, an unreacted oxazoline group remains stably, and more excellent heat and humidity resistance can be exhibited.
- Examples of the polyoxyalkylene group introduced into the urethane resin include a polyoxyethylene group, a polyoxypropylene group, and a polytetramethylene glycol chain, and these can be used alone or in combination of two or more. Among these, a polyoxyethylene group can be preferably used.
- polyisocyanate and one-end blocked polyoxyethylene glycol (alkoxyethylene glycol whose one end is blocked with an alkyl group having 1 to 20 carbon atoms) are blocked at one end.
- the polyoxyethylene chain-containing monoisocyanate was obtained by removing the unreacted polyisocyanate if necessary. Then, the obtained polyoxyethylene chain-containing monoisocyanate and diisocyanate can be obtained by an allophanatization reaction.
- the composition molar ratio of the polyoxyethylene groups in the urethane resin is 100 mol% of the total polyisocyanate component of the urethane resin. It is preferably 3 mol% or more, more preferably 10 mol% or more, and further preferably 20 mol% or more. If the composition molar ratio is less than 3 mol%, water dispersibility may be difficult.
- the urethane resin is preferably contained in the coating layer in an amount of 10% by mass to 90% by mass.
- it is more preferably 20% by mass or more and 80% by mass or less.
- a resin other than the urethane resin may be contained in order to improve adhesion.
- an acrylic resin, a polyester resin, etc. are mentioned.
- the carboxylic acid group content is low. More preferably, it does not contain a carboxylic acid group. When there are many carboxylic acid groups, it will react with an oxazoline group, and the oxazoline group which reacts with the carboxylic acid group generated from a urethane resin under high temperature and high humidity will decrease.
- Resin having an oxazoline group In the present invention, it is necessary to contain a resin having an oxazoline group.
- the resin having an oxazoline group include a polymer having an oxazoline group, for example, a polymerizable unsaturated monomer having an oxazoline group, and other polymerizable unsaturated monomers as required, and a conventionally known method (for example, solution polymerization). And a polymer obtained by copolymerization by emulsion polymerization or the like.
- Examples of the polymerizable unsaturated monomer having an oxazoline group include 2-vinyl-2-oxazoline, 2-vinyl-4-methyl-2-oxazoline, 2-vinyl-5-methyl-2-oxazoline, 2-vinyl Examples thereof include isopropenyl-2-oxazoline, 2-isopropenyl-4-methyl-2-oxazoline, 2-isopropenyl-5-ethyl-2-oxazoline and the like.
- Examples of the other polymerizable unsaturated monomers include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, and cyclohexyl (meth) ) Acrylate, lauryl (meth) acrylate, isobornyl (meth) acrylate and other (meth) acrylic acid alkyl or cycloalkyl esters having 1 to 24 carbon atoms; 2-hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate Hydroxyalkyl esters of 2 to 8 carbon atoms of (meth) acrylic acid; vinyl aromatic compounds such as styrene and vinyltoluene; (meth) acrylamide, dimethylaminopropyl (meth) acrylamide, dimethylaminoethyl (Meth) acrylate
- composition molar ratio of the polymerizable unsaturated monomer having an oxazoline group and the copolymer of the other polymerizable unsaturated monomer is such that the polymerizable unsaturated monomer having an oxazoline group is 30 to 70 mol%. It is preferably 40 to 65 mol%.
- the resin having an oxazoline group used in the present invention includes water dispersibility and water solubility. Water solubility is preferred because it is highly compatible with other water-soluble resins and improves the transparency of the coating layer and the crosslinking reaction efficiency.
- hydrophilic monomers include 2-hydroxyethyl (meth) acrylate, methoxypolyethylene glycol (meth) acrylate, and monomers having a polyethylene glycol chain such as a monoester compound of (meth) acrylic acid and polyethylene glycol, (Meth) acrylic acid 2-aminoethyl and its salts, (meth) acrylamide, N-methylol (meth) acrylamide, N- (2-hydroxyethyl) (meth) acrylamide, (meth) acrylonitrile, sodium styrenesulfonate, etc.
- the monomer which has polyethyleneglycol chains such as (meth) acrylic-acid methoxypolyethylene glycol with high solubility to water, and the monoester compound of (meth) acrylic acid and polyethyleneglycol.
- the molecular weight of the polyethylene glycol chain to be introduced is preferably 200 to 900, and more preferably 300 to 700.
- the resin having an oxazoline group is preferably contained in the coating layer in an amount of 5% by mass to 90% by mass.
- it is more preferably 10% by mass or more and 70% by mass or less.
- the coating layer may contain a crosslinking agent different from the resin having an oxazoline group or a resin having a crosslinking group.
- the crosslinking agent include urea, epoxy, melamine, isocyanate, and silanol.
- a catalyst etc. are used suitably as needed.
- particles may be contained in the coating layer.
- Particles are (1) silica, kaolinite, talc, light calcium carbonate, heavy calcium carbonate, zeolite, alumina, barium sulfate, carbon black, zinc oxide, zinc sulfate, zinc carbonate, titanium dioxide, satin white, aluminum silicate, diatomaceous earth
- Inorganic particles such as soil, calcium silicate, aluminum hydroxide, hydrous halloysite, magnesium carbonate, magnesium hydroxide, (2) acrylic or methacrylic, vinyl chloride, vinyl acetate, nylon, styrene / acrylic, styrene / Butadiene, polystyrene / acrylic, polystyrene / isoprene, polystyrene / isoprene, methyl methacrylate / butyl methacrylate, melamine, polycarbonate, urea, epoxy, urethane, phenol, di Rirufutareto systems include organic particles of polyester
- the particles preferably have an average particle diameter of 1 to 500 nm.
- the average particle size is not particularly limited, but is preferably 1 to 100 nm from the viewpoint of maintaining the transparency of the film.
- the particles may contain two or more kinds of particles having different average particle diameters.
- said average particle diameter measures the maximum diameter of the 10 or more particle
- the particle content is preferably 0.5% by mass or more and 20% by mass or less.
- the amount is small, sufficient blocking resistance cannot be obtained. Further, scratch resistance is deteriorated.
- the amount is large, not only the transparency of the coating layer is deteriorated but also the coating strength is lowered.
- the coating layer may contain a surfactant for the purpose of improving leveling properties during coating and defoaming the coating solution.
- the surfactant may be any of cationic, anionic and nonionic surfactants, but is preferably a silicon-based, acetylene glycol-based or fluorine-based surfactant. These surfactants are preferably contained in a range that does not impair the adhesion to the optical functional layer, for example, 0.005 to 0.5% by mass in the coating solution.
- the optically easy-adhesive polyester film of the present invention preferably has a haze value of 2.5% or less, more preferably 2.0% or less, and even more preferably 1.5% or less.
- Such an easily adhesive polyester film for optics can be improved in compatibility with other resins by making the resin having an oxazoline group contained in the coating layer described above water-soluble.
- additives may be contained within a range that does not impair adhesion with the optical functional layer.
- the additive include fluorescent dyes, fluorescent brighteners, plasticizers, ultraviolet absorbers, pigment dispersants, foam suppressors, antifoaming agents, preservatives, and antistatic agents.
- a method of providing a coating layer on a polyester film a method of coating and drying a coating solution containing a solvent, particles and a resin on the polyester film can be mentioned.
- the solvent include organic solvents such as toluene, water, and a mixed system of water and a water-soluble organic solvent.
- water alone or a mixture of a water-soluble organic solvent and water is used from the viewpoint of environmental problems. preferable.
- the optically laminated polyester film of the present invention is selected from a hard coat layer, a light diffusing layer, a prismatic lens layer, an electromagnetic wave absorbing layer, a near-infrared blocking layer, and a transparent conductive layer on at least one side of the polyester film coating layer. It is obtained by at least one optical functional layer.
- the material used for the optical functional layer is not particularly limited.
- PET film Polyethylene terephthalate
- the PET resin After sufficiently drying the PET resin in a vacuum, it is supplied to an extruder, melted and extruded at about 280 ° C. from a T-die into a rotating cooling roll into a sheet, cooled and solidified by an electrostatic application method, and unstretched PET. Get a sheet.
- the unstretched PET sheet may have a single layer structure or a multilayer structure by a coextrusion method. Moreover, it is preferable not to contain an inert particle substantially in PET resin.
- the obtained unstretched PET sheet is stretched 2.5 to 5.0 times in the longitudinal direction with a roll heated to 80 to 120 ° C. to obtain a uniaxially stretched PET film. Further, the end of the film is gripped with a clip, led to a hot air zone heated to 70 to 140 ° C., and stretched 2.5 to 5.0 times in the width direction. Subsequently, the film is guided to a heat treatment zone of 160 to 240 ° C., and heat treatment is performed for 1 to 60 seconds to complete crystal orientation.
- a coating solution is applied to at least one surface of the PET film to form the coating layer.
- the solid concentration of the resin composition in the coating solution is preferably 2 to 35% by weight, particularly preferably 4 to 15% by weight.
- any known method can be used as a method for applying this coating solution to the PET film.
- reverse roll coating method gravure coating method, kiss coating method, die coater method, roll brush method, spray coating method, air knife coating method, wire bar coating method, pipe doctor method, impregnation coating method, curtain coating method, etc. It is done. These methods are applied alone or in combination.
- the coating layer is formed by applying the coating solution to an unstretched or uniaxially stretched PET film, drying it, stretching it at least in a uniaxial direction, and then performing a heat treatment.
- the thickness of the finally obtained coating layer is preferably 20 to 350 nm, and the coating amount after drying is preferably 0.02 to 0.5 g / m 2 .
- the coating amount of the coating layer is less than 0.02 g / m 2 , the effect on adhesiveness is almost lost.
- the coating amount exceeds 0.5 g / m 2 , haze increases.
- the coating layer of the optically easy-adhesive thermoplastic resin film obtained in the present invention is good for a hard coat layer, a light diffusion layer, a prismatic lens layer, an electromagnetic wave absorption layer, a near infrared ray blocking layer, and a transparent conductive layer.
- Adhesive By laminating these optical functional layers, it is possible to provide an optical laminated thermoplastic resin film that can maintain an initial function for a long period of time even in a moisture and heat resistant environment. Also, good adhesive strength can be obtained even for applications other than optical applications.
- adhesion such as photographic photosensitive layer, diazo photosensitive layer, matte layer, magnetic layer, inkjet ink receiving layer, hard coat layer, UV curable resin, thermosetting resin, printing ink and UV ink, dry laminate, extrusion laminate, etc.
- adhesion such as photographic photosensitive layer, diazo photosensitive layer, matte layer, magnetic layer, inkjet ink receiving layer, hard coat layer, UV curable resin, thermosetting resin, printing ink and UV ink, dry laminate, extrusion laminate, etc.
- examples thereof include vacuum deposition, electron beam deposition, sputtering, ion plating, CVD, plasma polymerization and the like of an agent, a metal or an inorganic substance, or an oxide thereof, and an organic barrier layer.
- Total light transmittance of the easily adhesive polyester film for optics The total light transmittance of the obtained easily adhesive polyester film for optics is based on JIS K 7105, and a turbidimeter (Nippon Denshoku, NDH2000) is used. And measured.
- Adhesiveness 100 squares reaching the base film through the photocurable acrylic layer on the photocurable acrylic layer surface of the obtained optically laminated polyester film using a cutter guide with a gap interval of 2 mm Make a cut.
- a cellophane adhesive tape manufactured by Nichiban Co., Ltd., No. 405; 24 mm width
- the cellophane pressure-sensitive adhesive tape was peeled off from the surface of the optically curable acrylic layer of the optically laminated polyester film five times, and then the number of grids peeled off from the surface of the optically laminated polyester film was visually checked.
- Adhesiveness (%) (1 ⁇ number of peeled squares / 100) ⁇ 100 ⁇ : 100% or photocuring acrylic layer material failure ⁇ : 99-90% ⁇ : 89-70% ⁇ : 69 to 0%
- water-soluble polyurethane resins (A-2) to (A-3) having different compositions were obtained.
- Table 1 shows the composition (mol% ratio) and other characteristics of these water-soluble polyurethane resins measured by 1 H-NMR.
- Example 1 Adjustment of coating liquid The following coating agent was mixed and the coating liquid was created. 51.00% by mass of water Isopropanol 30.00% by mass Polyurethane resin (A-1) 12.58% by mass Resin (B) having oxazoline group 4.72 mass% Particles 1.57% by mass (Silica sol with an average particle size of 40 nm, solid content concentration of 40% by mass) 0.08% by mass of particles (Silica sol with an average particle size of 450 nm, solid content concentration of 40% by mass) Surfactant 0.05% by mass (Silicon, solid content concentration of 100% by mass)
- PET resin pellets having an intrinsic viscosity of 0.62 dl / g and substantially free of particles are obtained at 135 ° C. under a reduced pressure of 133 Pa. Dry for hours. Thereafter, the sheet was supplied to an extruder, melted and extruded into a sheet at about 280 ° C., and rapidly cooled and solidified on a rotating cooling metal roll maintained at a surface temperature of 20 ° C. to obtain an unstretched PET sheet.
- the unstretched PET sheet was heated to 100 ° C. with a heated roll group and an infrared heater, and then stretched 3.5 times in the longitudinal direction with a roll group having a difference in peripheral speed to obtain a uniaxially stretched PET film.
- a film sample having a photocurable acrylic layer having a thickness of 20 ⁇ m was peeled from the SUS plate to obtain an optical laminated polyester film.
- Photo-curing acrylic coating liquid 54.00% by mass (Arakawa Chemical Beam Set 505A-6)
- Comparative Example 1 An optically easily adhesive polyester film and an optically laminated polyester film were obtained in the same manner as in Example 1 except that the polyurethane resin was changed to a polyurethane resin (A-5) containing polyester polyol as a constituent component.
- Comparative Example 2 An optically easily adhesive polyester film and an optically laminated polyester film were obtained in the same manner as in Example 1 except that the polyurethane resin was changed to a polyurethane resin (A-6) containing polyether polyol as a constituent component.
- Example 2 An optically easily adhesive polyester film and an optically laminated polyester film were obtained in the same manner as in Example 1 except that the polyurethane resin was changed to a polyurethane resin (A-2) containing polycarbonate polyol as a constituent component.
- Example 3 An optically easy-adhesive polyester film and an optically laminated polyester film were obtained in the same manner as in Example 1 except that the polyurethane resin was changed to a polyurethane resin (A-3) containing polycarbonate polyol as a constituent component.
- Example 4 Optically easy-adhesive polyester film and optical laminate in the same manner as in Example 1 except that the polyurethane resin is changed to a urethane resin (A-4) having polycarbonate polyol as a constituent component and having a polyoxyethylene glycol chain in the side chain. A polyester film was obtained.
- Example 5 Except having changed the coating liquid into the following, it carried out similarly to Example 1, and obtained the easily adhesive polyester film for optics, and the laminated polyester film for optics.
- Polyurethane resin (A-1) 17.07 mass%
- Surfactant 0.05% by mass (Silicon, solid content concentration of 100% by mass)
- Example 6 Except having changed the coating liquid into the following, it carried out similarly to Example 1, and obtained the easily adhesive polyester film for optics, and the laminated polyester film for optics.
- Polyurethane resin (A-1) 5.39% by mass
- Resin (B) having oxazoline group 1.01% by mass Particles 1.57% by mass (Silica sol with an average particle size of 40 nm, solid content concentration of 40% by mass) 0.08% by mass of particles (Silica sol with an average particle size of 450 nm, solid content concentration of 40% by mass)
- Surfactant 0.05% by mass (Silicon, solid content concentration of 100% by mass)
- Example 7 Except having changed the coating liquid into the following, it carried out similarly to Example 1, and obtained the easily adhesive polyester film for optics, and the laminated polyester film for optics.
- Polyurethane resin (A-1) 14.38% by mass
- Resin (B) having oxazoline group 3.14% by mass Particles 1.57% by mass (Silica sol with an average particle size of 40 nm, solid content concentration of 40% by mass) 0.08% by mass of particles (Silica sol with an average particle size of 450 nm, solid content concentration of 40% by mass)
- the easily adhesive polyester film for optics of the present invention is excellent in adhesion with an optical functional layer and adhesion under high temperature and high humidity (moisture and heat resistance). Therefore, a hard coat film mainly used for displays and the like is used. It is suitable as a base film for optical functional films such as antireflection films, light diffusion sheets, prismatic lens sheets, near-infrared shielding films, transparent conductive films, and antiglare films.
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Abstract
Description
(1)ポリエステルフィルムの少なくとも片面に塗布層を有する光学用易接着性ポリエステルフィルムであって、前記塗布層が、ポリカーボネートポリオールを構成成分とするウレタン樹脂と、オキサゾリン基を有する樹脂とを主成分とする、光学用易接着性ポリエステルフィルム。
(2)前記ウレタン樹脂がポリオキシアルキレン基を有する、前記光学用易接着性ポリエステルフィルム。
(3)前記オキサゾリン基を有する樹脂が水溶性であり、ヘイズが2.5%以下である、前記光学用易接着性ポリエステルフィルム。
(4)前記光学用易接着性ポリエステルフィルムの前記塗布層に、ハードコート層、光拡散層、プリズム状レンズ層、電磁波吸収層、近赤外線遮断層、透明導電層から選択される少なくとも1層の光学機能層を積層してなる光学用積層ポリエステルフィルム。 The above-described problem can be achieved by the following solution means.
(1) An optically easy-adhesive polyester film having a coating layer on at least one side of a polyester film, wherein the coating layer is mainly composed of a urethane resin having a polycarbonate polyol as a constituent component and a resin having an oxazoline group. Easy-adhesive polyester film for optics.
(2) The easily adhesive polyester film for optics, wherein the urethane resin has a polyoxyalkylene group.
(3) The easily adhesive polyester film for optics, wherein the resin having an oxazoline group is water-soluble and has a haze of 2.5% or less.
(4) At least one layer selected from a hard coat layer, a light diffusion layer, a prismatic lens layer, an electromagnetic wave absorption layer, a near-infrared shielding layer, and a transparent conductive layer is formed on the coating layer of the optically easily adhesive polyester film. An optical laminated polyester film obtained by laminating optical functional layers.
本発明で基材として用いるポリエステルフィルムを構成するポリエステル樹脂は、ポリエチレンテレフタレート、ポリブチレンテレフタレート、ポリエチレン-2,6-ナフタレート、ポリメチレンテレフタレート、および共重合成分として、例えば、ジエチレングリコール、ネオペンチルグリコール、ポリアルキレングリコールなどのジオール成分や、アジピン酸、セバチン酸、フタル酸、イソフタル酸、2,6-ナフタレンジカルボン酸などのジカルボン酸成分などを共重合したポリエステル樹脂などを用いることができる。 (Polyester film)
The polyester resin constituting the polyester film used as a substrate in the present invention includes polyethylene terephthalate, polybutylene terephthalate, polyethylene-2,6-naphthalate, polymethylene terephthalate, and copolymer components such as diethylene glycol, neopentyl glycol, poly A polyester resin obtained by copolymerizing a diol component such as alkylene glycol or a dicarboxylic acid component such as adipic acid, sebacic acid, phthalic acid, isophthalic acid, or 2,6-naphthalenedicarboxylic acid can be used.
本発明の光学用易接着性ポリエステルフィルムには、ポリカーボネートポリオールを構成成分とするウレタン樹脂と、オキサゾリン基を有する樹脂を主成分として含む塗布層を設けることが重要である。ここで、「主成分」とは、塗布層に含まれる全固形成分中として50質量%以上含有することを意味する。 (Coating layer)
It is important to provide a coating layer containing, as main components, a urethane resin containing polycarbonate polyol as a constituent component and a resin having an oxazoline group in the easily adhesive polyester film for optics of the present invention. Here, the “main component” means that 50% by mass or more is contained in the total solid component contained in the coating layer.
本発明のウレタン樹脂は、構成成分として、少なくともポリオール成分、ポリイソシアネート成分を含み、さらに必要に応じて鎖延長剤を含む。本発明のウレタン樹脂は、これら構成成分が主としてウレタン結合により共重合された高分子化合物である。本発明では、ウレタン樹脂の構成成分としてポリカーボネートポリオールを有することを特徴とする。本発明の塗布層にポリカーボネートを構成成分とするウレタン樹脂を含有させることで、耐湿熱性を向上させることができる。なお、これらウレタン樹脂の構成成分は、核磁気共鳴分析などにより特定することが可能である。 (Urethane resin)
The urethane resin of the present invention includes at least a polyol component and a polyisocyanate component as constituent components, and further includes a chain extender as necessary. The urethane resin of the present invention is a polymer compound in which these constituent components are mainly copolymerized by urethane bonds. In this invention, it has the polycarbonate polyol as a structural component of a urethane resin, It is characterized by the above-mentioned. Moisture heat resistance can be improved by including a urethane resin containing polycarbonate as a constituent component in the coating layer of the present invention. The components of these urethane resins can be specified by nuclear magnetic resonance analysis or the like.
本発明では、オキサゾリン基を有する樹脂を含有させる必要がある。オキサゾリン基を有する樹脂としては、オキサゾリン基を有する重合体、例えばオキサゾリン基を有する重合性不飽和単量体を、必要に応じその他の重合性不飽和単量体と従来公知の方法(例えば溶液重合、乳化重合等)によって共重合させることにより得られる重合体を挙げることができる。 (Resin having an oxazoline group)
In the present invention, it is necessary to contain a resin having an oxazoline group. Examples of the resin having an oxazoline group include a polymer having an oxazoline group, for example, a polymerizable unsaturated monomer having an oxazoline group, and other polymerizable unsaturated monomers as required, and a conventionally known method (for example, solution polymerization). And a polymer obtained by copolymerization by emulsion polymerization or the like.
本発明の光学用易接着性ポリエステルフィルムの製造方法について、ポリエチレンテレフタレート(以下、PETと略記する)フィルムを例にして説明するが、当然これに限定されるものではない。 (Manufacture of easily adhesive polyester film for optics)
The method for producing an optically easy-adhesive polyester film of the present invention will be described using a polyethylene terephthalate (hereinafter abbreviated as PET) film as an example, but is not limited to this.
JIS K 7367-5に準拠し、溶媒としてフェノール(60質量%)と1,1,2,2-テトラクロロエタン(40質量%)の混合溶媒を用い、30℃で測定した。 (1) Intrinsic viscosity Based on JIS K 7367-5, a mixed solvent of phenol (60% by mass) and 1,1,2,2-tetrachloroethane (40% by mass) was used as a solvent and measured at 30 ° C.
樹脂を重クロロホルムに溶解し、ヴァリアン社製核磁気共鳴分析計(NMR)ジェミニ-200を用いて、1H-NMR分析を行ってその積分比より、全イソシアネート成分を100モル%とした場合の各組成のモル%比を決定した。 (2) Resin composition The resin was dissolved in deuterated chloroform and subjected to 1 H-NMR analysis using a nuclear magnetic resonance analyzer (NMR) Gemini-200 manufactured by Varian, Inc. From the integration ratio, 100 moles of all isocyanate components were obtained. The mole% ratio of each composition was determined.
得られた光学用易接着性ポリエステルフィルムの全光線透過率はJIS K 7105に準拠し、濁度計(日本電色製、NDH2000)を用いて測定した。 (3) Total light transmittance of the easily adhesive polyester film for optics The total light transmittance of the obtained easily adhesive polyester film for optics is based on JIS K 7105, and a turbidimeter (Nippon Denshoku, NDH2000) is used. And measured.
得られた光学用易接着性ポリエステルフィルムのヘイズはJIS K 7136に準拠し、濁度計(日本電色製、NDH2000)を用いて測定した。 (4) Haze of optically easy-adhesive polyester film The haze of the obtained optically-adhesive polyester film was measured according to JIS K 7136 using a turbidimeter (Nippon Denshoku, NDH2000).
得られた光学用積層ポリエステルフィルムの光硬化型アクリル層面に、隙間間隔2mmのカッターガイドを用いて、光硬化型アクリル層を貫通して基材フィルムに達する100個のマス目状の切り傷をつける。次いで、セロハン粘着テープ(ニチバン社製、405番;24mm幅)をマス目状の切り傷面に貼り付け、消しゴムでこすって完全に密着させた。その後、垂直にセロハン粘着テープを光学用積層ポリエステルフィルムの光硬化型アクリル層面から引き剥がす作業を5回行った後、光学用積層ポリエステルフィルムの光硬化型アクリル層面から剥がれたマス目の数を目視で数え、下記の式から光硬化型アクリル層と基材フィルムとの密着性を求めた。なお、マス目の中で部分的に剥離しているものも剥がれたマス目として数え、下記の基準でランク分けをした。
密着性(%)=(1-剥がれたマス目の数/100)×100
◎:100%、または、光硬化型アクリル層の材破
○:99~90%
△:89~70%
×:69~0% (5) Adhesiveness 100 squares reaching the base film through the photocurable acrylic layer on the photocurable acrylic layer surface of the obtained optically laminated polyester film using a cutter guide with a gap interval of 2 mm Make a cut. Next, a cellophane adhesive tape (manufactured by Nichiban Co., Ltd., No. 405; 24 mm width) was attached to the cut surface of the grid and rubbed with an eraser for complete adhesion. Thereafter, the cellophane pressure-sensitive adhesive tape was peeled off from the surface of the optically curable acrylic layer of the optically laminated polyester film five times, and then the number of grids peeled off from the surface of the optically laminated polyester film was visually checked. The adhesion between the photocurable acrylic layer and the substrate film was determined from the following formula. In addition, what peeled partially among squares was also counted as the square which peeled, and was ranked according to the following references | standards.
Adhesiveness (%) = (1−number of peeled squares / 100) × 100
◎: 100% or photocuring acrylic layer material failure ○: 99-90%
Δ: 89-70%
×: 69 to 0%
得られた光学用積層ポリエステルフィルムを、高温高湿槽中で80℃、95%RHの環境下48時間放置した。次いで、光学用積層ポリエステルフィルムを取りだし、室温常湿で12時間放置した。その後、垂直にセロハン粘着テープを光学用積層ポリエステルフィルムの光硬化型アクリル層面から引き剥がす作業を5回行う以外は、前記(5)と同様の方法で光硬化型アクリル層と基材フィルムの接密着性を求め、下記の基準でランク分けをした。
◎:100%、または、光硬化型アクリル層の材破
○:99~90%
△:89~70%
×:69~0% (6) Moisture and heat resistance The obtained laminated polyester film for optics was left in an environment of 80 ° C. and 95% RH for 48 hours in a high-temperature and high-humidity tank. Next, the laminated polyester film for optics was taken out and allowed to stand at room temperature and humidity for 12 hours. Thereafter, the contact between the photocurable acrylic layer and the substrate film was performed in the same manner as in (5) above, except that the cellophane adhesive tape was peeled off from the surface of the photocurable acrylic layer of the laminated polyester film for optics five times. The adhesion was determined and ranked according to the following criteria.
◎: 100% or photocuring acrylic layer material failure ○: 99-90%
Δ: 89-70%
×: 69 to 0%
撹拌機、ジムロート冷却器、窒素導入管、シリカゲル乾燥管、及び温度計を備えた4つ口フラスコに、1,3-ビス(イソシアネートメチル)シクロヘキサン72.96質量部、ジメチロールプロピオン酸12.60質量部、ネオペンチルグリコール11.74質量部、数平均分子量2000のポリカーボネートジオール112.70質量部、及び溶剤としてアセトニトリル85.00質量部、N-メチルピロリドン5.00質量部を投入し、窒素雰囲気下、75℃において3時間撹拌し、反応液が所定のアミン当量に達したことを確認した。次に、この反応液を40℃にまで降温した後、トリエチルアミン9.03質量部を添加し、ポリウレタンプレポリマーD溶液を得た。次に、高速攪拌可能なホモディスパーを備えた反応容器に、水450gを添加して、25℃に調整して、2000min-1で攪拌混合しながら、イソシアネート基末端プレポリマーを添加して水分散した。その後、減圧下で、アセトニトリルおよび水の一部を除去することにより、固形分35%の水溶性ポリウレタン樹脂(A-1)を調製した。 (Polymerization of urethane resin containing polycarbonate polyol)
In a four-necked flask equipped with a stirrer, a Dimroth condenser, a nitrogen inlet tube, a silica gel drying tube, and a thermometer, 72.96 parts by mass of 1,3-bis (isocyanatomethyl) cyclohexane, 12.60 dimethylolpropionic acid A nitrogen atmosphere was charged with 11 parts by weight of neopentyl glycol, 112.70 parts by weight of polycarbonate diol having a number average molecular weight of 2000, 85.00 parts by weight of acetonitrile and 5.00 parts by weight of N-methylpyrrolidone as a solvent. Under stirring at 75 ° C. for 3 hours, it was confirmed that the reaction solution reached a predetermined amine equivalent. Next, after lowering the temperature of the reaction solution to 40 ° C., 9.03 parts by mass of triethylamine was added to obtain a polyurethane prepolymer D solution. Next, 450 g of water was added to a reaction vessel equipped with a homodisper capable of high-speed stirring, adjusted to 25 ° C., and mixed with stirring at 2000 min −1 while adding an isocyanate group-terminated prepolymer to disperse in water. did. Thereafter, acetonitrile and a part of water were removed under reduced pressure to prepare a water-soluble polyurethane resin (A-1) having a solid content of 35%.
温度計、窒素ガス導入管および攪拌機を備えた反応器中で、窒素ガスを導入しながら、ヘキサメチレンジイソシアネート627.1質量部、50℃に加温した数平均分子量1000のメトキシポリエチレングリコール372.9質量部を仕込み、80℃で6時間反応させた。所定のイソシアネート基含有量に到達した後、スミス式薄膜蒸留器にて未反応のヘキサメチレンジイソシアネートを取り除き、ポリオキシエチレン基含有モノイソシアネート(A)を得た。このポリオキシエチレン鎖含有モノイソシアネート(A)の計算上の数平均分子量は、1168g/モルであった。 (Polymerization of polycarbonate resin and polyoxyethylene group urethane resin)
In a reactor equipped with a thermometer, a nitrogen gas inlet tube and a stirrer, while introducing nitrogen gas, 627.1 parts by mass of hexamethylene diisocyanate and methoxypolyethylene glycol 372.9 having a number average molecular weight of 1000 heated to 50 ° C. A mass part was charged and reacted at 80 ° C. for 6 hours. After reaching a predetermined isocyanate group content, unreacted hexamethylene diisocyanate was removed with a Smith type thin film distiller to obtain a polyoxyethylene group-containing monoisocyanate (A). The calculated number average molecular weight of this polyoxyethylene chain-containing monoisocyanate (A) was 1168 g / mol.
撹拌機、ジムロート冷却器、窒素導入管、シリカゲル乾燥管、及び温度計を備えた4つ口フラスコに、1,3-ビス(イソシアネートメチル)シクロヘキサン72.96質量部、ジメチロールプロピオン酸12.60質量部、ネオペンチルグリコール11.74質量部、数平均分子量2000のポリエステルジオール112.70質量部、及び溶剤としてアセトニトリル85.00質量部、N-メチルピロリドン5.00質量部を投入し、窒素雰囲気下、75℃において3時間撹拌し、反応液が所定のアミン当量に達したことを確認した。次に、この反応液を40℃にまで降温した後、トリエチルアミン9.03質量部を添加し、ポリウレタンプレポリマー溶液を得た。次に、高速攪拌可能なホモディスパーを備えた反応容器に、水450gを添加して、25℃に調整して、2000min-1で攪拌混合しながら、イソシアネート基末端プレポリマーを添加して水分散した。その後、減圧下で、アセトニトリルおよび水の一部を除去することにより、固形分35%の水溶性ポリウレタン樹脂(A-5)を調製した。 (Polymerization of urethane resin with polyester polyol as a constituent)
In a four-necked flask equipped with a stirrer, a Dimroth condenser, a nitrogen inlet tube, a silica gel drying tube, and a thermometer, 72.96 parts by mass of 1,3-bis (isocyanatomethyl) cyclohexane, 12.60 dimethylolpropionic acid A nitrogen atmosphere was charged with 11 parts by weight of neopentyl glycol, 112.70 parts by weight of a polyester diol having a number average molecular weight of 2000, 85.00 parts by weight of acetonitrile and 5.00 parts by weight of N-methylpyrrolidone as a solvent. Under stirring at 75 ° C. for 3 hours, it was confirmed that the reaction solution reached a predetermined amine equivalent. Next, after lowering the temperature of the reaction solution to 40 ° C., 9.03 parts by mass of triethylamine was added to obtain a polyurethane prepolymer solution. Next, 450 g of water was added to a reaction vessel equipped with a homodisper capable of high-speed stirring, adjusted to 25 ° C., and mixed with stirring at 2000 min −1 while adding an isocyanate group-terminated prepolymer to disperse in water. did. Thereafter, acetonitrile and a part of water were removed under reduced pressure to prepare a water-soluble polyurethane resin (A-5) having a solid content of 35%.
撹拌機、ジムロート冷却器、窒素導入管、シリカゲル乾燥管、及び温度計を備えた4つ口フラスコに、1,3-ビス(イソシアネートメチル)シクロヘキサン72.96質量部、ジメチロールプロピオン酸12.60質量部、ネオペンチルグリコール11.74質量部、数平均分子量2000のポリエーテルジオール112.70質量部、及び溶剤としてアセトニトリル85.00質量部、N-メチルピロリドン5.00質量部を投入し、窒素雰囲気下、75℃において3時間撹拌し、反応液が所定のアミン当量に達したことを確認した。次に、この反応液を40℃にまで降温した後、トリエチルアミン9.03質量部を添加し、ポリウレタンプレポリマー溶液を得た。次に、高速攪拌可能なホモディスパーを備えた反応容器に、水450gを添加して、25℃に調整して、2000min-1で攪拌混合しながら、イソシアネート基末端プレポリマーを添加して水分散した。その後、減圧下で、アセトニトリルおよび水の一部を除去することにより、固形分35%の水溶性ポリウレタン樹脂(A-6)を調製した。 (Polymerization of urethane resin containing polyether polyol)
In a four-necked flask equipped with a stirrer, a Dimroth condenser, a nitrogen inlet tube, a silica gel drying tube, and a thermometer, 72.96 parts by mass of 1,3-bis (isocyanatomethyl) cyclohexane, 12.60 dimethylolpropionic acid Mass parts, 11.74 parts by mass of neopentyl glycol, 112.70 parts by mass of polyether diol having a number average molecular weight of 2000, and 85.00 parts by mass of acetonitrile and 5.00 parts by mass of N-methylpyrrolidone as a solvent. The mixture was stirred at 75 ° C. for 3 hours under an atmosphere, and it was confirmed that the reaction solution reached a predetermined amine equivalent. Next, after lowering the temperature of the reaction solution to 40 ° C., 9.03 parts by mass of triethylamine was added to obtain a polyurethane prepolymer solution. Next, 450 g of water was added to a reaction vessel equipped with a homodisper capable of high-speed stirring, adjusted to 25 ° C., and mixed with stirring at 2000 min −1 while adding an isocyanate group-terminated prepolymer to disperse in water. did. Thereafter, acetonitrile and a part of water were removed under reduced pressure to prepare a water-soluble polyurethane resin (A-6) having a solid content of 35%.
温度計、窒素ガス導入管、還流冷却器、滴下ロート、および攪拌機を備えたフラスコに水性媒体としてのイオン交換水58質量部とイソプロパノール58質量部との混合物、および、重合開始剤(2,2’-アゾビス(2-アミジノプロパン)・二塩酸塩)4質量部を投入した。一方、滴下ロートに、オキサゾリン基を有する重合性不飽和単量体としての2-イソプロペニル-2-オキサゾリン16質量部、メトキシポリエチレングリコールアクリレート(エチレングリコールの平均付加モル数・9モル;新中村化学株式会社製)32質量部、およびメタクリル酸メチル32質量部の混合物を投入し、窒素雰囲気下、70℃において1時間にわたり滴下した。滴下終了後、反応溶液を9時間攪拌し、冷却することで固形分40質量%のオキサゾリン基を有する水溶性樹脂(B)を得た。 (Polymerization of resin having oxazoline group)
A mixture of 58 parts by mass of ion-exchanged water and 58 parts by mass of isopropanol as an aqueous medium in a flask equipped with a thermometer, a nitrogen gas introduction tube, a reflux condenser, a dropping funnel, and a stirrer, and a polymerization initiator (2, 2 4 parts by mass of '-azobis (2-amidinopropane) dihydrochloride) was added. On the other hand, in the dropping funnel, 16 parts by mass of 2-isopropenyl-2-oxazoline as a polymerizable unsaturated monomer having an oxazoline group, methoxypolyethylene glycol acrylate (average number of moles of ethylene glycol added: 9 moles; Shin Nakamura Chemical) A mixture of 32 parts by mass and 32 parts by mass of methyl methacrylate was added, and the mixture was added dropwise at 70 ° C. for 1 hour in a nitrogen atmosphere. After completion of dropping, the reaction solution was stirred for 9 hours and cooled to obtain a water-soluble resin (B) having an oxazoline group having a solid content of 40% by mass.
(1)塗布液の調整
下記の塗剤を混合し、塗布液を作成した。
水 51.00質量%
イソプロパノール 30.00質量%
ポリウレタン樹脂(A-1) 12.58質量%
オキサゾリン基を有する樹脂(B)
4.72質量%
粒子 1.57質量%
(平均粒径40nmのシリカゾル、固形分濃度40質量%)
粒子 0.08質量%
(平均粒径450nmのシリカゾル、固形分濃度40質量%)
界面活性剤 0.05質量%
(シリコン系、固形分濃度100質量%) Example 1
(1) Adjustment of coating liquid The following coating agent was mixed and the coating liquid was created.
51.00% by mass of water
Isopropanol 30.00% by mass
Polyurethane resin (A-1) 12.58% by mass
Resin (B) having oxazoline group
4.72 mass%
Particles 1.57% by mass
(Silica sol with an average particle size of 40 nm, solid content concentration of 40% by mass)
0.08% by mass of particles
(Silica sol with an average particle size of 450 nm, solid content concentration of 40% by mass)
Surfactant 0.05% by mass
(Silicon, solid content concentration of 100% by mass)
フィルム原料ポリマーとして、固有粘度が0.62dl/gで、かつ粒子を実質上含有していないPET樹脂ペレットを、133Paの減圧下、135℃で6時間乾燥した。その後、押し出し機に供給し、約280℃でシート状に溶融押し出しして、表面温度20℃に保った回転冷却金属ロール上で急冷密着固化させ、未延伸PETシートを得た。 (2) Production of optically easy-adhesive polyester film As a film raw material polymer, PET resin pellets having an intrinsic viscosity of 0.62 dl / g and substantially free of particles are obtained at 135 ° C. under a reduced pressure of 133 Pa. Dry for hours. Thereafter, the sheet was supplied to an extruder, melted and extruded into a sheet at about 280 ° C., and rapidly cooled and solidified on a rotating cooling metal roll maintained at a surface temperature of 20 ° C. to obtain an unstretched PET sheet.
清浄に保った厚さ1mmのSUS板上(SUS304)に、下記光硬化型アクリル系塗布液を約5gのせ、フィルム試料の塗布層面と光硬化型アクリル系塗布液が接するように重ね合わせ、フィルム試料の上から幅10cm、直径4cmの手動式荷重ゴムローラーで光硬化型アクリル系塗布液を引き延ばすように圧着した。次いで、フィルム面側から、高圧水銀灯を用いて800mJ/cm2の紫外線を照射し、光硬化型アクリル樹脂を硬化させた。厚み20μmの光硬化型アクリル層を有するフィルム試料をSUS板から剥離し、光学用積層ポリエステルフィルムを得た。
光硬化型アクリル系塗布液
光硬化型アクリル樹脂 54.00質量%
(荒川化学工業製ビームセット505A-6)
光硬化型アクリル樹脂 36.00質量%
(荒川化学工業製ビームセット550)
光重合開始剤 10.00質量%
(チバスペシャリティーケミカルズ社製イルガキュア184) (3) Manufacture of optical laminated polyester film About 5 g of the following photocurable acrylic coating solution is placed on a 1 mm thick SUS plate (SUS304) kept clean, and the coating layer surface of the film sample and the photocurable acrylic system The coating solutions were overlapped so that they were in contact with each other, and pressure-bonded so that the photocurable acrylic coating solution was stretched by a manually loaded rubber roller having a width of 10 cm and a diameter of 4 cm from above the film sample. Subsequently, 800 mJ / cm < 2 > of ultraviolet rays were irradiated from the film surface side using the high pressure mercury lamp, and the photocurable acrylic resin was hardened. A film sample having a photocurable acrylic layer having a thickness of 20 μm was peeled from the SUS plate to obtain an optical laminated polyester film.
Photo-curing acrylic coating liquid 54.00% by mass
(Arakawa Chemical Beam Set 505A-6)
Photo-curing acrylic resin 36.00% by mass
(Arakawa Chemical Industries Beam Set 550)
Photopolymerization initiator 10.00% by mass
(Irgacure 184 manufactured by Ciba Specialty Chemicals)
ポリウレタン樹脂をポリエステルポリオールを構成成分とするポリウレタン樹脂(A-5)に変更した以外は実施例1と同様にして光学用易接着性ポリエステルフィルムおよび光学用積層ポリエステルフィルムを得た。 Comparative Example 1
An optically easily adhesive polyester film and an optically laminated polyester film were obtained in the same manner as in Example 1 except that the polyurethane resin was changed to a polyurethane resin (A-5) containing polyester polyol as a constituent component.
ポリウレタン樹脂をポリエーテルポリオールを構成成分とするポリウレタン樹脂(A-6)に変更した以外は実施例1と同様にして光学用易接着性ポリエステルフィルムおよび光学用積層ポリエステルフィルムを得た。 Comparative Example 2
An optically easily adhesive polyester film and an optically laminated polyester film were obtained in the same manner as in Example 1 except that the polyurethane resin was changed to a polyurethane resin (A-6) containing polyether polyol as a constituent component.
ポリウレタン樹脂をポリカーボネートポリオールを構成成分とするポリウレタン樹脂(A-2)に変更した以外は実施例1と同様にして光学用易接着性ポリエステルフィルムおよび光学用積層ポリエステルフィルムを得た。 Example 2
An optically easily adhesive polyester film and an optically laminated polyester film were obtained in the same manner as in Example 1 except that the polyurethane resin was changed to a polyurethane resin (A-2) containing polycarbonate polyol as a constituent component.
ポリウレタン樹脂をポリカーボネートポリオールを構成成分とするポリウレタン樹脂(A-3)に変更した以外は実施例1と同様にして光学用易接着性ポリエステルフィルムおよび光学用積層ポリエステルフィルムを得た。 Example 3
An optically easy-adhesive polyester film and an optically laminated polyester film were obtained in the same manner as in Example 1 except that the polyurethane resin was changed to a polyurethane resin (A-3) containing polycarbonate polyol as a constituent component.
ポリウレタン樹脂をポリカーボネートポリオールを構成成分とし、側鎖にポリオキシエチレングリコール鎖を有するウレタン樹脂(A-4)に変更した以外は実施例1と同様にして光学用易接着性ポリエステルフィルムおよび光学用積層ポリエステルフィルムを得た。 Example 4
Optically easy-adhesive polyester film and optical laminate in the same manner as in Example 1 except that the polyurethane resin is changed to a urethane resin (A-4) having polycarbonate polyol as a constituent component and having a polyoxyethylene glycol chain in the side chain. A polyester film was obtained.
塗布液を下記に変更したこと以外は実施例1と同様にして光学用易接着性ポリエステルフィルムおよび光学用積層ポリエステルフィルムを得た。
水 50.44質量%
イソプロパノール 30.00質量%
ポリウレタン樹脂(A-1) 17.07質量%
オキサゾリン基を有する樹脂(B)
0.79質量%
粒子 1.57質量%
(平均粒径40nmのシリカゾル、固形分濃度40質量%)
粒子 0.08質量%
(平均粒径450nmのシリカゾル、固形分濃度40質量%)
界面活性剤 0.05質量%
(シリコン系、固形分濃度100質量%) Example 5
Except having changed the coating liquid into the following, it carried out similarly to Example 1, and obtained the easily adhesive polyester film for optics, and the laminated polyester film for optics.
Water 50.44% by mass
Isopropanol 30.00% by mass
Polyurethane resin (A-1) 17.07 mass%
Resin (B) having oxazoline group
0.79% by mass
Particles 1.57% by mass
(Silica sol with an average particle size of 40 nm, solid content concentration of 40% by mass)
0.08% by mass of particles
(Silica sol with an average particle size of 450 nm, solid content concentration of 40% by mass)
Surfactant 0.05% by mass
(Silicon, solid content concentration of 100% by mass)
塗布液を下記に変更したこと以外は実施例1と同様にして光学用易接着性ポリエステルフィルムおよび光学用積層ポリエステルフィルムを得た。
水 51.90質量%
イソプロパノール 30.00質量%
ポリウレタン樹脂(A-1) 5.39質量%
オキサゾリン基を有する樹脂(B)
1.01質量%
粒子 1.57質量%
(平均粒径40nmのシリカゾル、固形分濃度40質量%)
粒子 0.08質量%
(平均粒径450nmのシリカゾル、固形分濃度40質量%)
界面活性剤 0.05質量%
(シリコン系、固形分濃度100質量%) Example 6
Except having changed the coating liquid into the following, it carried out similarly to Example 1, and obtained the easily adhesive polyester film for optics, and the laminated polyester film for optics.
Water 51.90 mass%
Isopropanol 30.00% by mass
Polyurethane resin (A-1) 5.39% by mass
Resin (B) having oxazoline group
1.01% by mass
Particles 1.57% by mass
(Silica sol with an average particle size of 40 nm, solid content concentration of 40% by mass)
0.08% by mass of particles
(Silica sol with an average particle size of 450 nm, solid content concentration of 40% by mass)
Surfactant 0.05% by mass
(Silicon, solid content concentration of 100% by mass)
塗布液を下記に変更したこと以外は実施例1と同様にして光学用易接着性ポリエステルフィルムおよび光学用積層ポリエステルフィルムを得た。
水 50.78質量%
イソプロパノール 30.00質量%
ポリウレタン樹脂(A-1) 14.38質量%
オキサゾリン基を有する樹脂(B)
3.14質量%
粒子 1.57質量%
(平均粒径40nmのシリカゾル、固形分濃度40質量%)
粒子 0.08質量%
(平均粒径450nmのシリカゾル、固形分濃度40質量%)
界面活性剤 0.05質量%
(シリコン系、固形分濃度100質量%) Example 7
Except having changed the coating liquid into the following, it carried out similarly to Example 1, and obtained the easily adhesive polyester film for optics, and the laminated polyester film for optics.
Water 50.78% by mass
Isopropanol 30.00% by mass
Polyurethane resin (A-1) 14.38% by mass
Resin (B) having oxazoline group
3.14% by mass
Particles 1.57% by mass
(Silica sol with an average particle size of 40 nm, solid content concentration of 40% by mass)
0.08% by mass of particles
(Silica sol with an average particle size of 450 nm, solid content concentration of 40% by mass)
Surfactant 0.05% by mass
(Silicon, solid content concentration of 100% by mass)
Claims (4)
- ポリエステルフィルムの少なくとも片面に塗布層を有する光学用易接着性ポリエステルフィルムであって、
前記塗布層が、ポリカーボネートポリオールを構成成分とするウレタン樹脂と、オキサゾリン基を有する樹脂とを主成分とする、光学用易接着性ポリエステルフィルム。 An easily adhesive polyester film for optics having a coating layer on at least one side of a polyester film,
An easy-to-adhesive polyester film for optical use, wherein the coating layer contains a urethane resin containing polycarbonate polyol as a constituent component and a resin having an oxazoline group as main components. - 前記ウレタン樹脂がポリオキシアルキレン基を有する、請求項1に記載の光学用易接着性ポリエステルフィルム。 The easily adhesive polyester film for optics according to claim 1, wherein the urethane resin has a polyoxyalkylene group.
- 前記オキサゾリン基を有する樹脂が水溶性であり、ヘイズが2.5%以下である、請求項1または2に記載の光学用易接着性ポリエステルフィルム。 The optically easily adhesive polyester film according to claim 1 or 2, wherein the resin having an oxazoline group is water-soluble and has a haze of 2.5% or less.
- 請求項1~3のいずれかに記載する光学用易接着性ポリエステルフィルムの前記塗布層に、ハードコート層、光拡散層、プリズム状レンズ層、電磁波吸収層、近赤外線遮断層、透明導電層から選択される少なくとも1層の光学機能層を積層してなる光学用積層ポリエステルフィルム。 A hard coat layer, a light diffusion layer, a prismatic lens layer, an electromagnetic wave absorption layer, a near-infrared shielding layer, and a transparent conductive layer are applied to the coating layer of the optically easy-adhesive polyester film according to any one of claims 1 to 3. An optically laminated polyester film obtained by laminating at least one selected optical functional layer.
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US11613617B2 (en) | 2010-12-01 | 2023-03-28 | Toyobo Co., Ltd. | Multilayer film |
KR101904558B1 (en) | 2010-12-01 | 2018-10-04 | 도요보 가부시키가이샤 | Laminate film |
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KR20130125370A (en) * | 2010-12-01 | 2013-11-18 | 도요보 가부시키가이샤 | Laminate film |
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JP2012192530A (en) * | 2011-03-15 | 2012-10-11 | Mitsubishi Plastics Inc | Laminated polyester film |
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US10948745B2 (en) | 2014-12-05 | 2021-03-16 | 3M Innovative Properties Company | Vision-protecting filter lens having organic polymer multilayer and neutral-density optical filter |
Also Published As
Publication number | Publication date |
---|---|
JP2010013550A (en) | 2010-01-21 |
JP4457322B2 (en) | 2010-04-28 |
CN102083895A (en) | 2011-06-01 |
CN102083895B (en) | 2013-01-16 |
KR20110009736A (en) | 2011-01-28 |
KR101084403B1 (en) | 2011-11-18 |
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