JP6898866B2 - 偏光素子並びにそれを用いた偏光板及び表示装置 - Google Patents
偏光素子並びにそれを用いた偏光板及び表示装置 Download PDFInfo
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- JP6898866B2 JP6898866B2 JP2017565636A JP2017565636A JP6898866B2 JP 6898866 B2 JP6898866 B2 JP 6898866B2 JP 2017565636 A JP2017565636 A JP 2017565636A JP 2017565636 A JP2017565636 A JP 2017565636A JP 6898866 B2 JP6898866 B2 JP 6898866B2
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- -1 phenylazo group Chemical group 0.000 claims description 1023
- 125000004432 carbon atom Chemical group C* 0.000 claims description 577
- 239000002253 acid Substances 0.000 claims description 476
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 449
- 125000001424 substituent group Chemical group 0.000 claims description 432
- 125000003277 amino group Chemical group 0.000 claims description 417
- 125000003545 alkoxy group Chemical group 0.000 claims description 403
- 125000000217 alkyl group Chemical group 0.000 claims description 218
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 150
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 120
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 120
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 111
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 104
- 125000001624 naphthyl group Chemical group 0.000 claims description 93
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 87
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims description 67
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 67
- 229920005989 resin Polymers 0.000 claims description 57
- 239000011347 resin Substances 0.000 claims description 57
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 50
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 45
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 38
- 239000000463 material Substances 0.000 claims description 34
- YTZPUTADNGREHA-UHFFFAOYSA-N 2h-benzo[e]benzotriazole Chemical group C1=CC2=CC=CC=C2C2=NNN=C21 YTZPUTADNGREHA-UHFFFAOYSA-N 0.000 claims description 30
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 19
- 239000011630 iodine Substances 0.000 claims description 19
- 229910052740 iodine Inorganic materials 0.000 claims description 19
- 239000011241 protective layer Substances 0.000 claims description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 description 286
- 239000010408 film Substances 0.000 description 179
- 235000002639 sodium chloride Nutrition 0.000 description 141
- 150000004696 coordination complex Chemical class 0.000 description 115
- 238000005259 measurement Methods 0.000 description 113
- 150000003839 salts Chemical class 0.000 description 112
- 238000002834 transmittance Methods 0.000 description 96
- 230000000052 comparative effect Effects 0.000 description 94
- 238000000034 method Methods 0.000 description 90
- 230000010287 polarization Effects 0.000 description 86
- 239000000975 dye Substances 0.000 description 63
- 239000007864 aqueous solution Substances 0.000 description 51
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 48
- 239000000203 mixture Substances 0.000 description 48
- 230000015572 biosynthetic process Effects 0.000 description 46
- 238000006467 substitution reaction Methods 0.000 description 46
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 45
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 43
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 42
- 159000000000 sodium salts Chemical class 0.000 description 41
- 229910052802 copper Inorganic materials 0.000 description 38
- 239000010949 copper Substances 0.000 description 38
- 238000004043 dyeing Methods 0.000 description 38
- 239000000243 solution Substances 0.000 description 38
- 238000003786 synthesis reaction Methods 0.000 description 38
- 238000005859 coupling reaction Methods 0.000 description 36
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 35
- 230000003287 optical effect Effects 0.000 description 33
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 33
- 239000000047 product Substances 0.000 description 32
- 238000004519 manufacturing process Methods 0.000 description 31
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 29
- 239000002585 base Substances 0.000 description 28
- 239000000853 adhesive Substances 0.000 description 27
- 230000001070 adhesive effect Effects 0.000 description 27
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 25
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 239000003431 cross linking reagent Substances 0.000 description 24
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 24
- 239000005749 Copper compound Substances 0.000 description 23
- 150000001880 copper compounds Chemical class 0.000 description 23
- 239000000126 substance Substances 0.000 description 23
- 239000013053 water resistant agent Substances 0.000 description 21
- 238000004140 cleaning Methods 0.000 description 20
- 230000008878 coupling Effects 0.000 description 20
- 238000010168 coupling process Methods 0.000 description 20
- 239000002904 solvent Substances 0.000 description 20
- 230000002194 synthesizing effect Effects 0.000 description 20
- 239000004973 liquid crystal related substance Substances 0.000 description 18
- 229910003002 lithium salt Inorganic materials 0.000 description 18
- 159000000002 lithium salts Chemical class 0.000 description 18
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 17
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 16
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 16
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 16
- 239000004327 boric acid Substances 0.000 description 16
- 230000008961 swelling Effects 0.000 description 16
- 238000001035 drying Methods 0.000 description 15
- 241000694440 Colpidium aqueous Species 0.000 description 12
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 12
- 150000003863 ammonium salts Chemical class 0.000 description 12
- 239000010410 layer Substances 0.000 description 12
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 12
- 229910000029 sodium carbonate Inorganic materials 0.000 description 12
- 235000017550 sodium carbonate Nutrition 0.000 description 12
- 235000010288 sodium nitrite Nutrition 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- 238000005406 washing Methods 0.000 description 12
- 238000006193 diazotization reaction Methods 0.000 description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
- 239000011521 glass Substances 0.000 description 11
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 11
- 230000035699 permeability Effects 0.000 description 11
- 239000000758 substrate Substances 0.000 description 11
- UFUQRRYHIHJMPB-DUCFOALUSA-L Sirius red 4B Chemical compound [Na+].[Na+].OS(=O)(=O)c1cc2cc(NC(=O)c3ccccc3)ccc2c([O-])c1\N=N\c1ccc(cc1)\N=N\c1ccc(cc1)S([O-])(=O)=O UFUQRRYHIHJMPB-DUCFOALUSA-L 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 125000003282 alkyl amino group Chemical group 0.000 description 9
- 230000008859 change Effects 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- KCBWAFJCKVKYHO-UHFFFAOYSA-N 6-(4-cyclopropyl-6-methoxypyrimidin-5-yl)-1-[[4-[1-propan-2-yl-4-(trifluoromethyl)imidazol-2-yl]phenyl]methyl]pyrazolo[3,4-d]pyrimidine Chemical compound C1(CC1)C1=NC=NC(=C1C1=NC=C2C(=N1)N(N=C2)CC1=CC=C(C=C1)C=1N(C=C(N=1)C(F)(F)F)C(C)C)OC KCBWAFJCKVKYHO-UHFFFAOYSA-N 0.000 description 8
- 0 COC([C@@](C=C1*)N=Nc(c(S(O)(=O)=O)cc2cc(*)ccc22)c2O)C=C1N=NC(C=C[C@]1C=Cc2ccc(*)cc2S(O)(=O)=O)=CC1S(O)(=O)=O Chemical compound COC([C@@](C=C1*)N=Nc(c(S(O)(=O)=O)cc2cc(*)ccc22)c2O)C=C1N=NC(C=C[C@]1C=Cc2ccc(*)cc2S(O)(=O)=O)=CC1S(O)(=O)=O 0.000 description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 8
- 210000002858 crystal cell Anatomy 0.000 description 8
- 229910052742 iron Inorganic materials 0.000 description 8
- 229910052759 nickel Inorganic materials 0.000 description 8
- 235000019832 sodium triphosphate Nutrition 0.000 description 8
- 229910052723 transition metal Inorganic materials 0.000 description 8
- 150000003624 transition metals Chemical class 0.000 description 8
- 229910052725 zinc Inorganic materials 0.000 description 8
- 239000011701 zinc Substances 0.000 description 8
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 7
- 229910052783 alkali metal Inorganic materials 0.000 description 7
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 6
- 239000012790 adhesive layer Substances 0.000 description 6
- 150000001448 anilines Chemical class 0.000 description 6
- 239000000987 azo dye Substances 0.000 description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000005185 salting out Methods 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 6
- ZGYIXVSQHOKQRZ-COIATFDQSA-N (e)-n-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-[(3s)-oxolan-3-yl]oxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide Chemical compound N#CC1=CN=C2C=C(O[C@@H]3COCC3)C(NC(=O)/C=C/CN(C)C)=CC2=C1NC(C=C1Cl)=CC=C1OCC1=CC=CC=N1 ZGYIXVSQHOKQRZ-COIATFDQSA-N 0.000 description 5
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 5
- 125000002252 acyl group Chemical group 0.000 description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 5
- 239000002346 layers by function Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- SRVXSISGYBMIHR-UHFFFAOYSA-N 3-[3-[3-(2-amino-2-oxoethyl)phenyl]-5-chlorophenyl]-3-(5-methyl-1,3-thiazol-2-yl)propanoic acid Chemical compound S1C(C)=CN=C1C(CC(O)=O)C1=CC(Cl)=CC(C=2C=C(CC(N)=O)C=CC=2)=C1 SRVXSISGYBMIHR-UHFFFAOYSA-N 0.000 description 4
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 4
- IMUUNYPYNWXUBO-UHFFFAOYSA-N 4-aminobenzene-1,3-disulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1S(O)(=O)=O IMUUNYPYNWXUBO-UHFFFAOYSA-N 0.000 description 4
- GFPQSWFFPRQEHH-UHFFFAOYSA-N 7-aminonaphthalene-1,3,6-trisulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(S(O)(=O)=O)C(N)=CC2=C1S(O)(=O)=O GFPQSWFFPRQEHH-UHFFFAOYSA-N 0.000 description 4
- CMOLPZZVECHXKN-UHFFFAOYSA-N 7-aminonaphthalene-1,3-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(S(O)(=O)=O)C2=CC(N)=CC=C21 CMOLPZZVECHXKN-UHFFFAOYSA-N 0.000 description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
- 238000010306 acid treatment Methods 0.000 description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- 150000004982 aromatic amines Chemical class 0.000 description 4
- 229910000365 copper sulfate Inorganic materials 0.000 description 4
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 4
- 238000012937 correction Methods 0.000 description 4
- 229920001477 hydrophilic polymer Polymers 0.000 description 4
- 150000004780 naphthols Chemical class 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- APWRZPQBPCAXFP-UHFFFAOYSA-N 1-(1-oxo-2H-isoquinolin-5-yl)-5-(trifluoromethyl)-N-[2-(trifluoromethyl)pyridin-4-yl]pyrazole-4-carboxamide Chemical compound O=C1NC=CC2=C(C=CC=C12)N1N=CC(=C1C(F)(F)F)C(=O)NC1=CC(=NC=C1)C(F)(F)F APWRZPQBPCAXFP-UHFFFAOYSA-N 0.000 description 3
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- 229920002284 Cellulose triacetate Polymers 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 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 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001299 aldehydes Chemical group 0.000 description 3
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
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- APVPOHHVBBYQAV-UHFFFAOYSA-N n-(4-aminophenyl)sulfonyloctadecanamide Chemical group CCCCCCCCCCCCCCCCCC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 APVPOHHVBBYQAV-UHFFFAOYSA-N 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
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- 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 2
- IVIDDMGBRCPGLJ-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)propan-1-ol Chemical compound C1OC1COC(CO)COCC1CO1 IVIDDMGBRCPGLJ-UHFFFAOYSA-N 0.000 description 2
- WHQOKFZWSDOTQP-UHFFFAOYSA-N 2,3-dihydroxypropyl 4-aminobenzoate Chemical compound NC1=CC=C(C(=O)OCC(O)CO)C=C1 WHQOKFZWSDOTQP-UHFFFAOYSA-N 0.000 description 2
- VOWZNBNDMFLQGM-UHFFFAOYSA-N 2,5-dimethylaniline Chemical compound CC1=CC=C(C)C(N)=C1 VOWZNBNDMFLQGM-UHFFFAOYSA-N 0.000 description 2
- CUGZWHZWSVUSBE-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxy)ethanol Chemical compound OCCOCC1CO1 CUGZWHZWSVUSBE-UHFFFAOYSA-N 0.000 description 2
- KZKGEEGADAWJFS-UHFFFAOYSA-N 2-amino-5-methoxybenzenesulfonic acid Chemical compound COC1=CC=C(N)C(S(O)(=O)=O)=C1 KZKGEEGADAWJFS-UHFFFAOYSA-N 0.000 description 2
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 2
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 2
- ZDIRCGKEOWZBIM-UHFFFAOYSA-N 4-amino-2-methylbenzenesulfonic acid Chemical compound CC1=CC(N)=CC=C1S(O)(=O)=O ZDIRCGKEOWZBIM-UHFFFAOYSA-N 0.000 description 2
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- 125000004122 cyclic group Chemical group 0.000 description 1
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- 230000006866 deterioration Effects 0.000 description 1
- 229920005994 diacetyl cellulose Polymers 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- OYUZMQYZGSMPII-UHFFFAOYSA-L disodium 4-hydroxy-7-[(5-hydroxy-6-phenyldiazenyl-7-sulfonatonaphthalen-2-yl)amino]-3-phenyldiazenylnaphthalene-2-sulfonate Chemical compound [Na+].[Na+].Oc1c(N=Nc2ccccc2)c(cc2cc(Nc3ccc4c(O)c(N=Nc5ccccc5)c(cc4c3)S([O-])(=O)=O)ccc12)S([O-])(=O)=O OYUZMQYZGSMPII-UHFFFAOYSA-L 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
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- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
- NRZRRZAVMCAKEP-UHFFFAOYSA-N naphthionic acid Chemical compound C1=CC=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 NRZRRZAVMCAKEP-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
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- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- WPPDXAHGCGPUPK-UHFFFAOYSA-N red 2 Chemical compound C1=CC=CC=C1C(C1=CC=CC=C11)=C(C=2C=3C4=CC=C5C6=CC=C7C8=C(C=9C=CC=CC=9)C9=CC=CC=C9C(C=9C=CC=CC=9)=C8C8=CC=C(C6=C87)C(C=35)=CC=2)C4=C1C1=CC=CC=C1 WPPDXAHGCGPUPK-UHFFFAOYSA-N 0.000 description 1
- 238000007665 sagging Methods 0.000 description 1
- 239000010980 sapphire Substances 0.000 description 1
- 229910052594 sapphire Inorganic materials 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- WNQPPENQFWLADQ-UHFFFAOYSA-J tetrasodium;4-hydroxy-5-[[4-[[4-[(8-hydroxy-3,6-disulfonatonaphthalen-1-yl)diazenyl]-2-methoxy-5-methylphenyl]carbamoylamino]-5-methoxy-2-methylphenyl]diazenyl]naphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC(O)=C2C(N=NC3=C(C)C=C(C(=C3)OC)NC(=O)NC3=CC(C)=C(N=NC=4C5=C(O)C=C(C=C5C=C(C=4)S([O-])(=O)=O)S([O-])(=O)=O)C=C3OC)=CC(S([O-])(=O)=O)=CC2=C1 WNQPPENQFWLADQ-UHFFFAOYSA-J 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- VRVDFJOCCWSFLI-UHFFFAOYSA-K trisodium 3-[[4-[(6-anilino-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl]-5-methoxy-2-methylphenyl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].COc1cc(N=Nc2cc(c3cccc(c3c2)S([O-])(=O)=O)S([O-])(=O)=O)c(C)cc1N=Nc1c(O)c2ccc(Nc3ccccc3)cc2cc1S([O-])(=O)=O VRVDFJOCCWSFLI-UHFFFAOYSA-K 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/30—Other polyazo dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/16—Trisazo dyes
- C09B31/18—Trisazo dyes from a coupling component "D" containing a directive amine group
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/24—Disazo or polyazo compounds
- C09B45/28—Disazo or polyazo compounds containing copper
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Nonlinear Science (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Mathematical Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Polarising Elements (AREA)
- Liquid Crystal (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021042096A JP7246422B2 (ja) | 2016-02-04 | 2021-03-16 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096242A JP7246435B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096240A JP7246434B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096241A JP7214789B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
Applications Claiming Priority (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2016020002 | 2016-02-04 | ||
| JP2016020001 | 2016-02-04 | ||
| JP2016020004 | 2016-02-04 | ||
| JP2016019999 | 2016-02-04 | ||
| JP2016019999 | 2016-02-04 | ||
| JP2016020001 | 2016-02-04 | ||
| JP2016020002 | 2016-02-04 | ||
| JP2016020004 | 2016-02-04 | ||
| JP2016020005 | 2016-02-04 | ||
| JP2016020000 | 2016-02-04 | ||
| JP2016020005 | 2016-02-04 | ||
| JP2016020000 | 2016-02-04 | ||
| PCT/JP2017/003874 WO2017135391A1 (ja) | 2016-02-04 | 2017-02-02 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
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| JP2020138793A Division JP7005711B2 (ja) | 2016-02-04 | 2020-08-19 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021042096A Division JP7246422B2 (ja) | 2016-02-04 | 2021-03-16 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096241A Division JP7214789B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096240A Division JP7246434B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096242A Division JP7246435B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
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| JPWO2017135391A1 JPWO2017135391A1 (ja) | 2018-11-29 |
| JP6898866B2 true JP6898866B2 (ja) | 2021-07-07 |
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| JP2020138793A Active JP7005711B2 (ja) | 2016-02-04 | 2020-08-19 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021042096A Active JP7246422B2 (ja) | 2016-02-04 | 2021-03-16 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096242A Active JP7246435B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096241A Active JP7214789B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096240A Active JP7246434B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
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| JP2020138793A Active JP7005711B2 (ja) | 2016-02-04 | 2020-08-19 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021042096A Active JP7246422B2 (ja) | 2016-02-04 | 2021-03-16 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096242A Active JP7246435B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096241A Active JP7214789B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
| JP2021096240A Active JP7246434B2 (ja) | 2016-02-04 | 2021-06-09 | 偏光素子並びにそれを用いた偏光板及び表示装置 |
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| JP (6) | JP6898866B2 (zh) |
| KR (1) | KR20180107150A (zh) |
| CN (1) | CN108700692B (zh) |
| HK (1) | HK1251791A1 (zh) |
| TW (1) | TWI713689B (zh) |
| WO (1) | WO2017135391A1 (zh) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111448494B (zh) * | 2017-12-13 | 2022-05-31 | 日本化药株式会社 | 可见光区域及红外线区域用偏光元件及偏光板 |
| JP7448477B2 (ja) * | 2018-09-05 | 2024-03-12 | 日本化薬株式会社 | 偏光素子並びにそれを用いた偏光板及び光学部材等 |
| JP7214412B2 (ja) * | 2018-09-07 | 2023-01-30 | 日本化薬株式会社 | 偏光層を用いた表示装置 |
| JP2020071241A (ja) * | 2018-10-29 | 2020-05-07 | 住友化学株式会社 | 偏光子およびその製造方法 |
| CN111308602B (zh) * | 2020-03-16 | 2022-08-05 | 佛山纬达光电材料股份有限公司 | 一种混合型pva膜的制备方法及偏光片 |
| CN116018381A (zh) * | 2020-09-08 | 2023-04-25 | 日本化药株式会社 | 含有偶氮化合物或其盐的偏光膜、偏光板及液晶显示装置 |
| CN117130090B (zh) * | 2023-10-26 | 2023-12-22 | 深圳市力华盛科技有限公司 | 一种耐高温偏光膜的制备方法及偏光膜 |
Family Cites Families (15)
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|---|---|---|---|---|
| JP3378296B2 (ja) * | 1993-05-28 | 2003-02-17 | 住友化学工業株式会社 | 染料系偏光膜 |
| JP3711601B2 (ja) * | 1995-02-20 | 2005-11-02 | 住友化学株式会社 | アゾ化合物及びそれを含有する染料系偏光膜 |
| JPH11218611A (ja) * | 1998-01-30 | 1999-08-10 | Nippon Kayaku Co Ltd | 染料系偏光膜 |
| JP4162334B2 (ja) * | 1999-07-26 | 2008-10-08 | 日本化薬株式会社 | 染料系偏光膜 |
| KR100653318B1 (ko) * | 1999-07-14 | 2006-12-04 | 니폰 가야꾸 가부시끼가이샤 | 염료계 편광판 |
| JP4033443B2 (ja) * | 2002-01-22 | 2008-01-16 | 日本化薬株式会社 | 染料系偏光膜及び偏光板 |
| JP2003313451A (ja) * | 2002-04-26 | 2003-11-06 | Sumitomo Chem Co Ltd | アゾ化合物又はその塩、及びそれらの偏光膜への適用 |
| JP4687609B2 (ja) | 2006-05-24 | 2011-05-25 | 住友化学株式会社 | 染料系偏光膜 |
| DE602007012864D1 (de) * | 2006-06-01 | 2011-04-14 | Nippon Kayaku Kk | Azoverbindung und ihr salz und die verbindung oder das salz enthaltender farbstoffhaltiger polarisationsfilm |
| CA2654868A1 (en) * | 2006-06-13 | 2007-12-21 | Nippon Kayaku Kabushiki Kaisha | Azo compound and dye polarizing film containing the same |
| JP2009014959A (ja) | 2007-07-04 | 2009-01-22 | Sumitomo Chemical Co Ltd | 染料系偏光膜 |
| JP5899122B2 (ja) * | 2011-02-07 | 2016-04-06 | 日本化薬株式会社 | アゾ化合物、染料系偏光膜及び偏光板 |
| JP2012220726A (ja) | 2011-04-08 | 2012-11-12 | Sumitomo Chemical Co Ltd | 偏光フィルムの製造方法 |
| TWI594025B (zh) * | 2013-04-03 | 2017-08-01 | 日本化藥公司 | 無彩色之偏光元件及偏光板 |
| EP3285099B1 (en) * | 2015-05-20 | 2019-10-23 | Nippon Kayaku Kabushiki Kaisha | Dye-type polarizing element, and polarizing plate and liquid crystal display device using same |
-
2017
- 2017-02-02 WO PCT/JP2017/003874 patent/WO2017135391A1/ja active Application Filing
- 2017-02-02 KR KR1020187023125A patent/KR20180107150A/ko unknown
- 2017-02-02 CN CN201780009732.9A patent/CN108700692B/zh active Active
- 2017-02-02 JP JP2017565636A patent/JP6898866B2/ja active Active
- 2017-02-03 TW TW106103650A patent/TWI713689B/zh active
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2018
- 2018-11-19 HK HK18114738.8A patent/HK1251791A1/zh unknown
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2020
- 2020-08-19 JP JP2020138793A patent/JP7005711B2/ja active Active
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2021
- 2021-03-16 JP JP2021042096A patent/JP7246422B2/ja active Active
- 2021-06-09 JP JP2021096242A patent/JP7246435B2/ja active Active
- 2021-06-09 JP JP2021096241A patent/JP7214789B2/ja active Active
- 2021-06-09 JP JP2021096240A patent/JP7246434B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2021002043A (ja) | 2021-01-07 |
| WO2017135391A1 (ja) | 2017-08-10 |
| JP2021103318A (ja) | 2021-07-15 |
| TW201734143A (zh) | 2017-10-01 |
| JP2021152674A (ja) | 2021-09-30 |
| CN108700692B (zh) | 2021-03-16 |
| JP2021152672A (ja) | 2021-09-30 |
| KR20180107150A (ko) | 2018-10-01 |
| HK1251791A1 (zh) | 2019-03-15 |
| JPWO2017135391A1 (ja) | 2018-11-29 |
| CN108700692A (zh) | 2018-10-23 |
| JP7246422B2 (ja) | 2023-03-27 |
| JP7246434B2 (ja) | 2023-03-27 |
| JP7005711B2 (ja) | 2022-01-24 |
| JP2021152673A (ja) | 2021-09-30 |
| JP7214789B2 (ja) | 2023-01-30 |
| JP7246435B2 (ja) | 2023-03-27 |
| TWI713689B (zh) | 2020-12-21 |
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