CN101928470B - 各向异性染料膜用染料、含有该染料的组合物、各向异性染料膜以及偏振元件 - Google Patents
各向异性染料膜用染料、含有该染料的组合物、各向异性染料膜以及偏振元件 Download PDFInfo
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- CN101928470B CN101928470B CN200910253974.XA CN200910253974A CN101928470B CN 101928470 B CN101928470 B CN 101928470B CN 200910253974 A CN200910253974 A CN 200910253974A CN 101928470 B CN101928470 B CN 101928470B
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- 239000000203 mixture Substances 0.000 title claims abstract description 54
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 107
- -1 (substituted) phenyl group Chemical group 0.000 claims abstract description 79
- 238000000034 method Methods 0.000 claims abstract description 79
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims abstract description 64
- 239000002253 acid Substances 0.000 claims abstract description 32
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims abstract description 31
- 125000002252 acyl group Chemical group 0.000 claims abstract description 24
- 239000000975 dye Substances 0.000 claims description 603
- 125000001424 substituent group Chemical group 0.000 claims description 192
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 84
- 125000004432 carbon atom Chemical group C* 0.000 claims description 82
- 125000003545 alkoxy group Chemical group 0.000 claims description 72
- 230000005284 excitation Effects 0.000 claims description 68
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 67
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 64
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 48
- 125000003277 amino group Chemical group 0.000 claims description 43
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 43
- 125000001624 naphthyl group Chemical group 0.000 claims description 41
- 125000005843 halogen group Chemical group 0.000 claims description 31
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 26
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 26
- 125000004957 naphthylene group Chemical group 0.000 claims description 23
- 125000003368 amide group Chemical group 0.000 claims description 21
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 20
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 14
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 11
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 10
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 9
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- OMJKVIFSWSQTGQ-UHFFFAOYSA-N 6,7-bis(aziridin-1-yl)quinazoline-5,8-dione Chemical compound C1CN1C=1C(=O)C2=NC=NC=C2C(=O)C=1N1CC1 OMJKVIFSWSQTGQ-UHFFFAOYSA-N 0.000 claims description 8
- 125000004076 pyridyl group Chemical group 0.000 claims description 7
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000004958 1,4-naphthylene group Chemical group 0.000 claims description 5
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- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical group 0.000 claims 3
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 2
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 claims 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims 2
- FNQJDLTXOVEEFB-UHFFFAOYSA-N 1,2,3-benzothiadiazole Chemical compound C1=CC=C2SN=NC2=C1 FNQJDLTXOVEEFB-UHFFFAOYSA-N 0.000 claims 1
- 239000005964 Acibenzolar-S-methyl Substances 0.000 claims 1
- 125000004442 acylamino group Chemical group 0.000 claims 1
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- 229910003002 lithium salt Inorganic materials 0.000 description 19
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- 159000000000 sodium salts Chemical class 0.000 description 13
- 230000008033 biological extinction Effects 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 12
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 9
- 230000003993 interaction Effects 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 8
- 125000005842 heteroatom Chemical group 0.000 description 8
- 229910052740 iodine Inorganic materials 0.000 description 8
- 239000011630 iodine Substances 0.000 description 8
- 239000004973 liquid crystal related substance Substances 0.000 description 8
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- VNWVMZDJPMCAKD-UHFFFAOYSA-N 3-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(S(O)(=O)=O)C(N)=CC2=C1O VNWVMZDJPMCAKD-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000007796 conventional method Methods 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 6
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 5
- 238000010586 diagram Methods 0.000 description 5
- 230000031700 light absorption Effects 0.000 description 5
- 239000010453 quartz Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 125000004434 sulfur atom Chemical group 0.000 description 5
- 150000003973 alkyl amines Chemical class 0.000 description 4
- 125000003282 alkyl amino group Chemical group 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
- 230000002535 lyotropic effect Effects 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000011241 protective layer Substances 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 3
- STOOUUMSJPLRNI-UHFFFAOYSA-N 5-amino-4-hydroxy-3-[[4-[4-[(4-hydroxyphenyl)diazenyl]phenyl]phenyl]diazenyl]-6-[(4-nitrophenyl)diazenyl]naphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC2=CC(S(O)(=O)=O)=C(N=NC=3C=CC(=CC=3)C=3C=CC(=CC=3)N=NC=3C=CC(O)=CC=3)C(O)=C2C(N)=C1N=NC1=CC=C([N+]([O-])=O)C=C1 STOOUUMSJPLRNI-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 239000012670 alkaline solution Substances 0.000 description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
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- 238000004364 calculation method Methods 0.000 description 3
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- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 3
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
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- QEZZCWMQXHXAFG-UHFFFAOYSA-N 8-aminonaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(N)=CC=CC2=C1 QEZZCWMQXHXAFG-UHFFFAOYSA-N 0.000 description 2
- 0 CCCCC*=*C(C)(C)c(c(*)c(cc(*CC)cc1)c1c1)c1NC Chemical compound CCCCC*=*C(C)(C)c(c(*)c(cc(*CC)cc1)c1c1)c1NC 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
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- 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
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- 238000011161 development Methods 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000007607 die coating method Methods 0.000 description 1
- SLZCDQVDTBWJND-UHFFFAOYSA-L disodium 8-[[4-[4-[(4-ethoxyphenyl)diazenyl]-3-methylphenyl]-2-methylphenyl]diazenyl]-7-hydroxynaphthalene-1,3-disulfonate Chemical compound CCOC1=CC=C(C=C1)N=NC2=C(C=C(C=C2)C3=CC(=C(C=C3)N=NC4=C(C=CC5=CC(=CC(=C54)S(=O)(=O)O)S(=O)(=O)[O-])[O-])C)C.[Na+].[Na+] SLZCDQVDTBWJND-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000007606 doctor blade method Methods 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000002346 layers by function Substances 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000005545 phthalimidyl group Chemical group 0.000 description 1
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920006264 polyurethane film Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 125000006308 propyl amino group Chemical group 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- FIXVWFINKCQNFG-UHFFFAOYSA-M sodium;4-[(4-aminophenyl)diazenyl]benzenesulfonate Chemical compound [Na+].C1=CC(N)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FIXVWFINKCQNFG-UHFFFAOYSA-M 0.000 description 1
- WYLWMAWLDZBLRN-UHFFFAOYSA-M sodium;4-[3-methyl-4-[[4-methyl-3-(phenylsulfamoyl)phenyl]diazenyl]-5-oxo-4h-pyrazol-1-yl]benzenesulfonate Chemical compound [Na+].CC1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC(C=1)=CC=C(C)C=1S(=O)(=O)NC1=CC=CC=C1 WYLWMAWLDZBLRN-UHFFFAOYSA-M 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- JQRFOMXXFJIGMQ-UHFFFAOYSA-J tetrasodium;3-[[4-[[4-[(4,8-disulfonatonaphthalen-2-yl)diazenyl]-2-methoxy-5-methylphenyl]carbamoylamino]-5-methoxy-2-methylphenyl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C1=CC=C(S([O-])(=O)=O)C2=CC(N=NC3=C(C)C=C(C(=C3)OC)NC(=O)NC3=CC(C)=C(N=NC=4C=C5C(=CC=CC5=C(C=4)S([O-])(=O)=O)S([O-])(=O)=O)C=C3OC)=CC(S([O-])(=O)=O)=C21 JQRFOMXXFJIGMQ-UHFFFAOYSA-J 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
- DQZDXNOLPPLSFD-UHFFFAOYSA-J tetrasodium;7-[[4-[[4-[(6,8-disulfonatonaphthalen-2-yl)diazenyl]-2-methoxy-5-methylphenyl]carbamoylamino]-5-methoxy-2-methylphenyl]diazenyl]naphthalene-1,3-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C1=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C2=CC(N=NC3=C(C)C=C(C(=C3)OC)NC(=O)NC3=CC(C)=C(N=NC=4C=C5C(=CC(=CC5=CC=4)S([O-])(=O)=O)S([O-])(=O)=O)C=C3OC)=CC=C21 DQZDXNOLPPLSFD-UHFFFAOYSA-J 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3083—Birefringent or phase retarding elements
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D235/26—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
- C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
-
- 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
- C09B31/02—Disazo dyes
- C09B31/08—Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups
-
- 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
- C09B31/22—Trisazo dyes from a coupling component "D" containing directive hydroxyl and amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Polarising Elements (AREA)
- Liquid Crystal (AREA)
- Liquid Crystal Substances (AREA)
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| JP2005123092 | 2005-04-21 | ||
| JP2005-123092 | 2005-04-21 | ||
| JP2005295499 | 2005-10-07 | ||
| JP2005-295499 | 2005-10-07 | ||
| JP2006-084605 | 2006-03-27 | ||
| JP2006084605A JP5200325B2 (ja) | 2005-04-04 | 2006-03-27 | 湿式成膜法により形成された異方性色素膜及び偏光素子 |
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| CN2006800045330A Division CN101115802B (zh) | 2005-04-04 | 2006-04-04 | 各向异性染料膜用染料、含有该染料的组合物、各向异性染料膜以及偏振元件 |
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| CN101928470A CN101928470A (zh) | 2010-12-29 |
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| CN2006800045330A Expired - Fee Related CN101115802B (zh) | 2005-04-04 | 2006-04-04 | 各向异性染料膜用染料、含有该染料的组合物、各向异性染料膜以及偏振元件 |
| CN201310138402.3A Expired - Fee Related CN103224714B (zh) | 2005-04-04 | 2006-04-04 | 各向异性染料膜用染料、含有该染料的组合物、各向异性染料膜以及偏振元件 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN2006800045330A Expired - Fee Related CN101115802B (zh) | 2005-04-04 | 2006-04-04 | 各向异性染料膜用染料、含有该染料的组合物、各向异性染料膜以及偏振元件 |
| CN201310138402.3A Expired - Fee Related CN103224714B (zh) | 2005-04-04 | 2006-04-04 | 各向异性染料膜用染料、含有该染料的组合物、各向异性染料膜以及偏振元件 |
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| EP (1) | EP1867684A1 (enExample) |
| JP (1) | JP5200325B2 (enExample) |
| KR (1) | KR101362587B1 (enExample) |
| CN (3) | CN101928470B (enExample) |
| TW (4) | TWI575030B (enExample) |
| WO (1) | WO2006107035A1 (enExample) |
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| JP5200325B2 (ja) * | 2005-04-04 | 2013-06-05 | 三菱化学株式会社 | 湿式成膜法により形成された異方性色素膜及び偏光素子 |
| WO2006115206A1 (ja) * | 2005-04-21 | 2006-11-02 | Mitsubishi Chemical Corporation | 異方性色素膜用組成物、異方性色素膜及び偏光素子 |
| JP2007302807A (ja) * | 2006-05-12 | 2007-11-22 | Mitsubishi Chemicals Corp | 異方性色素膜用アゾ色素、該アゾ色素を含有する組成物及び異方性色素膜並びに偏光素子 |
| JP5232426B2 (ja) * | 2007-09-20 | 2013-07-10 | 日東電工株式会社 | リオトロピック液晶性混合物、及びコーティング液、及び光学異方性フィルム |
| JP4784897B2 (ja) * | 2007-10-04 | 2011-10-05 | 日東電工株式会社 | コーティング液および偏光膜 |
| JP4999633B2 (ja) * | 2007-10-15 | 2012-08-15 | 日東電工株式会社 | 偏光膜、及び液晶表示装置 |
| JP2009115866A (ja) * | 2007-11-02 | 2009-05-28 | Nitto Denko Corp | コーティング液と偏光膜および偏光膜の製造方法 |
| JP4960205B2 (ja) * | 2007-11-30 | 2012-06-27 | 日東電工株式会社 | 偏光膜 |
| WO2009075139A1 (ja) * | 2007-12-12 | 2009-06-18 | Nitto Denko Corporation | 液晶性コーティング液および偏光膜 |
| JP5336751B2 (ja) | 2007-12-12 | 2013-11-06 | 日東電工株式会社 | 液晶性コーティング液および偏光膜 |
| JP4915699B2 (ja) * | 2007-12-28 | 2012-04-11 | 日東電工株式会社 | 液晶性コーティング液および偏光膜 |
| JP2009180975A (ja) * | 2008-01-31 | 2009-08-13 | Nitto Denko Corp | 光学積層体 |
| GB0808875D0 (en) * | 2008-05-15 | 2008-06-25 | Dystar Textilfarben Gmbh & Co | Fibre-reactive dyestuffs containing a trifluoromethyl group |
| JP5323439B2 (ja) | 2008-06-20 | 2013-10-23 | 日東電工株式会社 | 耐水性偏光膜の製造方法 |
| JP5752178B2 (ja) * | 2008-06-20 | 2015-07-22 | 日東電工株式会社 | 耐水性偏光膜の製造方法 |
| JP5521408B2 (ja) * | 2008-06-30 | 2014-06-11 | 三菱化学株式会社 | 化合物、該化合物を含有する組成物、異方性膜、および偏光素子 |
| JP5133812B2 (ja) * | 2008-08-05 | 2013-01-30 | 日東電工株式会社 | 偏光膜、コーティング液、及び偏光膜の製造方法 |
| JP5140525B2 (ja) * | 2008-09-12 | 2013-02-06 | 日東電工株式会社 | 偏光膜およびその製造方法 |
| JP5305997B2 (ja) * | 2008-12-03 | 2013-10-02 | 日東電工株式会社 | 耐水性偏光フィルム、及びその製造方法、及び画像表示装置 |
| JP2010181558A (ja) * | 2009-02-04 | 2010-08-19 | Nitto Denko Corp | コーティング液、光学積層体の製造方法及び光学積層体 |
| JP5243989B2 (ja) | 2009-02-13 | 2013-07-24 | 日東電工株式会社 | 耐水性偏光膜およびその製造方法 |
| JP4676010B2 (ja) | 2009-05-12 | 2011-04-27 | 日東電工株式会社 | 耐水性偏光フィルム、耐水性偏光フィルムの製造方法、及び画像表示装置 |
| JP5388689B2 (ja) * | 2009-05-18 | 2014-01-15 | 日東電工株式会社 | 偏光フィルム、コーティング液、及び画像表示装置 |
| JP5276532B2 (ja) | 2009-07-01 | 2013-08-28 | 日東電工株式会社 | 液晶性コーティング液および偏光膜 |
| JP5525213B2 (ja) | 2009-08-28 | 2014-06-18 | 富士フイルム株式会社 | 偏光膜、積層体、及び液晶表示装置 |
| JP5657243B2 (ja) | 2009-09-14 | 2015-01-21 | ユー・ディー・シー アイルランド リミテッド | カラーフィルタ及び発光表示素子 |
| JP5210287B2 (ja) * | 2009-11-09 | 2013-06-12 | 日東電工株式会社 | 液晶性コーティング液および偏光膜 |
| JP5499791B2 (ja) * | 2010-03-12 | 2014-05-21 | 三菱化学株式会社 | 異方性膜用アゾ化合物、異方性膜用組成物、異方性膜及び偏光素子 |
| CN103620453B (zh) * | 2011-07-08 | 2016-10-19 | 日本化药株式会社 | 偏光元件和偏振片 |
| JP6064759B2 (ja) * | 2013-04-12 | 2017-01-25 | 三菱化学株式会社 | 異方性色素膜用色素、該色素を含む組成物、異方性色素膜及び偏光素子 |
| KR102170099B1 (ko) | 2013-12-13 | 2020-10-26 | 미쯔비시 케미컬 주식회사 | 이방성 색소막용 조성물, 이방성 색소막 및 광학 소자 |
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| JP6008031B1 (ja) * | 2015-09-18 | 2016-10-19 | 三菱化学株式会社 | 異方性色素膜用組成物及び異方性色素膜 |
| CN108699346B (zh) * | 2016-02-26 | 2021-06-29 | 日本化药株式会社 | 偶氮化合物或其盐以及含有偶氮化合物或其盐的偏振膜 |
| EP3923263A4 (en) | 2019-02-08 | 2022-11-09 | Toyobo Co., Ltd. | FOLDABLE SCREEN AND PORTABLE TERMINAL EQUIPMENT |
| WO2020162119A1 (ja) | 2019-02-08 | 2020-08-13 | 東洋紡株式会社 | ポリエステルフィルムとその用途 |
| WO2020241281A1 (ja) | 2019-05-28 | 2020-12-03 | 東洋紡株式会社 | 透明導電性ポリエステルフィルムとその用途 |
| KR102815003B1 (ko) | 2019-05-28 | 2025-05-30 | 도요보 가부시키가이샤 | 폴리에스테르 필름, 적층 필름 및 그 용도 |
| EP3978244A4 (en) | 2019-05-28 | 2023-06-07 | Toyobo Co., Ltd. | MULTILAYER FILM AND USE THEREOF |
| CN113874191B (zh) | 2019-05-28 | 2024-03-12 | 东洋纺株式会社 | 聚酯薄膜及其用途 |
| US20220236467A1 (en) | 2019-05-30 | 2022-07-28 | Toyobo Co., Ltd. | Polarization plate for folding display |
| CN113874767B (zh) | 2019-05-30 | 2024-07-02 | 东洋纺株式会社 | 折叠型显示器 |
| WO2021010159A1 (ja) | 2019-07-12 | 2021-01-21 | 東洋紡株式会社 | 折りたたみ型ディスプレイ用ハードコートフィルムとその用途 |
| KR102843875B1 (ko) | 2019-07-12 | 2025-08-08 | 도요보 가부시키가이샤 | 폴딩형 디스플레이용 하드 코트 필름과 그 용도 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6012602B2 (ja) * | 1978-12-29 | 1985-04-02 | 日東電工株式会社 | 高耐久性偏光子及び該偏光子を用いた偏光板 |
| US4626284A (en) * | 1983-10-08 | 1986-12-02 | Mitsubishi Chemical Industries Ltd. | Recording liquid |
| US4724001A (en) * | 1985-05-14 | 1988-02-09 | Canon Kabushiki Kaisha | Disazoic dye and recording liquid containing the same |
| US4841037A (en) * | 1985-06-11 | 1989-06-20 | Canon Kabushiki Kaisha | Amino sulfonaphtholtrisazo compounds and recording liquids containing the same |
| JPS61285275A (ja) * | 1985-06-11 | 1986-12-16 | Canon Inc | 記録液 |
| JPH0193703A (ja) * | 1987-10-05 | 1989-04-12 | Mitsubishi Kasei Corp | 偏光膜 |
| JPH01193375A (ja) * | 1988-01-29 | 1989-08-03 | Canon Inc | 記録液 |
| JPH07119378B2 (ja) * | 1989-01-27 | 1995-12-20 | キヤノン株式会社 | 記録液及びこれを用いたインクジェット記録方法 |
| JPH0813932B2 (ja) * | 1988-06-14 | 1996-02-14 | 日本化薬株式会社 | 水溶性アゾ染料及びこれを含有する偏光膜 |
| JP2657416B2 (ja) * | 1989-05-25 | 1997-09-24 | 日本化薬株式会社 | 偏光板 |
| US5198022A (en) * | 1991-10-25 | 1993-03-30 | Lexmark International, Inc. | Waterfast dye and aqueous ink |
| JP3205096B2 (ja) * | 1991-12-26 | 2001-09-04 | 三井化学株式会社 | 水溶性アゾ染料及び該染料を用いた偏光フィルム |
| DE69228591T2 (de) * | 1991-12-26 | 1999-07-01 | Mitsui Chemicals, Inc., Tokio/Tokyo | Wasserlösliche Azofarbstoffe und diese Farbstoffe enthaltende polarisierende Filme |
| JPH05295282A (ja) * | 1992-04-24 | 1993-11-09 | Mitsui Toatsu Chem Inc | 水溶性アゾ染料及び該染料を用いた偏光フィルム |
| JP3270536B2 (ja) * | 1992-10-20 | 2002-04-02 | 三井化学株式会社 | 水溶性アゾ染料及び該染料を用いた偏光フィルム |
| US5639809A (en) * | 1994-06-22 | 1997-06-17 | Mitsui Toatsu Chemicals, Inc. | Azo compounds and polarizing films using the compounds |
| JP3852966B2 (ja) * | 1994-06-22 | 2006-12-06 | 三井化学株式会社 | アゾ化合物及び該化合物を用いた偏光フィルム |
| JPH08143435A (ja) * | 1994-11-22 | 1996-06-04 | Mitsubishi Chem Corp | 毛髪染色用薬剤 |
| EP0859033B1 (en) * | 1997-02-13 | 1999-06-23 | ILFORD Imaging Switzerland GmbH | Dyes for ink jet printing |
| DE19753223A1 (de) * | 1997-12-01 | 1999-06-02 | Bayer Ag | Disazofarbstoffe |
| RU2178900C2 (ru) * | 2000-02-25 | 2002-01-27 | ОПТИВА, Инк. | Дихроичный поляризатор и материал для его изготовления |
| EP1679350A1 (en) * | 2003-10-14 | 2006-07-12 | Mitsubishi Chemical Corporation | Dye for anisotropic dye film, dye composition for anisotropic dye film, anisotropic dye film and polarizing device |
| JP5422864B2 (ja) * | 2004-12-27 | 2014-02-19 | 三菱化学株式会社 | トリスアゾ色素、該色素を含む異方性色素膜用組成物、異方性色素膜及び偏光素子 |
| JP5200325B2 (ja) * | 2005-04-04 | 2013-06-05 | 三菱化学株式会社 | 湿式成膜法により形成された異方性色素膜及び偏光素子 |
| WO2007010841A1 (ja) * | 2005-07-19 | 2007-01-25 | Mitsubishi Chemical Corporation | 異方性色素膜用組成物、異方性色素膜及び偏光素子 |
| JP5153445B2 (ja) * | 2008-01-24 | 2013-02-27 | 日東電工株式会社 | 液晶性コーティング液および偏光膜 |
-
2006
- 2006-03-27 JP JP2006084605A patent/JP5200325B2/ja active Active
- 2006-04-04 TW TW104101547A patent/TWI575030B/zh active
- 2006-04-04 TW TW095111977A patent/TWI408178B/zh not_active IP Right Cessation
- 2006-04-04 TW TW102123813A patent/TW201341476A/zh unknown
- 2006-04-04 TW TW104132532A patent/TWI579342B/zh active
- 2006-04-04 US US11/910,687 patent/US20090275742A1/en not_active Abandoned
- 2006-04-04 KR KR1020077019015A patent/KR101362587B1/ko active Active
- 2006-04-04 CN CN200910253974.XA patent/CN101928470B/zh active Active
- 2006-04-04 EP EP06731028A patent/EP1867684A1/en not_active Withdrawn
- 2006-04-04 CN CN2006800045330A patent/CN101115802B/zh not_active Expired - Fee Related
- 2006-04-04 CN CN201310138402.3A patent/CN103224714B/zh not_active Expired - Fee Related
- 2006-04-04 WO PCT/JP2006/307080 patent/WO2006107035A1/ja not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2006107035A1 (ja) | 2006-10-12 |
| JP5200325B2 (ja) | 2013-06-05 |
| TW201341476A (zh) | 2013-10-16 |
| CN101115802A (zh) | 2008-01-30 |
| US20090275742A1 (en) | 2009-11-05 |
| KR20070117557A (ko) | 2007-12-12 |
| JP2007126628A (ja) | 2007-05-24 |
| TWI579342B (zh) | 2017-04-21 |
| TW200702392A (en) | 2007-01-16 |
| TW201602253A (zh) | 2016-01-16 |
| CN103224714A (zh) | 2013-07-31 |
| CN103224714B (zh) | 2014-12-17 |
| EP1867684A1 (en) | 2007-12-19 |
| KR101362587B1 (ko) | 2014-02-13 |
| CN101115802B (zh) | 2010-08-11 |
| TW201514256A (zh) | 2015-04-16 |
| CN101928470A (zh) | 2010-12-29 |
| TWI408178B (zh) | 2013-09-11 |
| TWI575030B (zh) | 2017-03-21 |
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