KR101730511B1 - 트리아릴메탄계 및 로다민계 안료 조성물, 및 이를 이용한 안료 분산체 - Google Patents
트리아릴메탄계 및 로다민계 안료 조성물, 및 이를 이용한 안료 분산체 Download PDFInfo
- Publication number
- KR101730511B1 KR101730511B1 KR1020100069101A KR20100069101A KR101730511B1 KR 101730511 B1 KR101730511 B1 KR 101730511B1 KR 1020100069101 A KR1020100069101 A KR 1020100069101A KR 20100069101 A KR20100069101 A KR 20100069101A KR 101730511 B1 KR101730511 B1 KR 101730511B1
- Authority
- KR
- South Korea
- Prior art keywords
- pigment
- blue
- acid
- violet
- red
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000049 pigment Substances 0.000 title claims abstract description 163
- 239000006185 dispersion Substances 0.000 title claims abstract description 27
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 239000000203 mixture Substances 0.000 title claims description 19
- 150000007524 organic acids Chemical class 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims description 8
- YWPOLRBWRRKLMW-UHFFFAOYSA-M sodium;naphthalene-2-sulfonate Chemical compound [Na+].C1=CC=CC2=CC(S(=O)(=O)[O-])=CC=C21 YWPOLRBWRRKLMW-UHFFFAOYSA-M 0.000 claims description 7
- -1 2H-benzotriazol-2-yl Chemical group 0.000 claims description 6
- IHZXTIBMKNSJCJ-UHFFFAOYSA-N 3-{[(4-{[4-(dimethylamino)phenyl](4-{ethyl[(3-sulfophenyl)methyl]amino}phenyl)methylidene}cyclohexa-2,5-dien-1-ylidene)(ethyl)azaniumyl]methyl}benzene-1-sulfonate Chemical compound C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 IHZXTIBMKNSJCJ-UHFFFAOYSA-N 0.000 claims description 6
- 229940080299 sodium 2-naphthalenesulfonate Drugs 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- QOSTVEDABRQTSU-UHFFFAOYSA-N 1,4-bis(methylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(NC)=CC=C2NC QOSTVEDABRQTSU-UHFFFAOYSA-N 0.000 claims description 3
- IZJDCINIYIMFGX-UHFFFAOYSA-N benzo[f][2]benzofuran-1,3-dione Chemical compound C1=CC=C2C=C3C(=O)OC(=O)C3=CC2=C1 IZJDCINIYIMFGX-UHFFFAOYSA-N 0.000 claims description 3
- VYXSBFYARXAAKO-UHFFFAOYSA-N ethyl 2-[3-(ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoate;hydron;chloride Chemical compound [Cl-].C1=2C=C(C)C(NCC)=CC=2OC2=CC(=[NH+]CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-UHFFFAOYSA-N 0.000 claims description 3
- CZPLANDPABRVHX-UHFFFAOYSA-N cascade blue Chemical compound C=1C2=CC=CC=C2C(NCC)=CC=1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 CZPLANDPABRVHX-UHFFFAOYSA-N 0.000 claims 4
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 31
- 150000007513 acids Chemical class 0.000 abstract description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 239000011521 glass Substances 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 7
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 6
- 229940110337 pigment blue 1 Drugs 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000001055 blue pigment Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000004922 lacquer Substances 0.000 description 3
- VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical compound O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 3
- 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 3
- 239000003973 paint Substances 0.000 description 3
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ROVRRJSRRSGUOL-UHFFFAOYSA-N victoria blue bo Chemical compound [Cl-].C12=CC=CC=C2C(NCC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 ROVRRJSRRSGUOL-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RUFMFWSJTRYOPL-UHFFFAOYSA-N 3-(benzotriazol-2-yl)-5-butan-2-yl-4-hydroxybenzenesulfonic acid Chemical compound CCC(C)C1=CC(S(O)(=O)=O)=CC(N2N=C3C=CC=CC3=N2)=C1O RUFMFWSJTRYOPL-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000029087 digestion Effects 0.000 description 2
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 2
- 239000000976 ink Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- HKGOFWIZZIYCOS-UHFFFAOYSA-N naphthalene-2-sulfonic acid;hydrate Chemical compound O.C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 HKGOFWIZZIYCOS-UHFFFAOYSA-N 0.000 description 2
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 229910052724 xenon Inorganic materials 0.000 description 2
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
- ZZXDRXVIRVJQBT-UHFFFAOYSA-N 2,3-dimethylbenzenesulfonic acid Chemical compound CC1=CC=CC(S(O)(=O)=O)=C1C ZZXDRXVIRVJQBT-UHFFFAOYSA-N 0.000 description 1
- RIZUCYSQUWMQLX-UHFFFAOYSA-N 2,3-dimethylbenzoic acid Chemical compound CC1=CC=CC(C(O)=O)=C1C RIZUCYSQUWMQLX-UHFFFAOYSA-N 0.000 description 1
- MHOFGBJTSNWTDT-UHFFFAOYSA-M 2-[n-ethyl-4-[(6-methoxy-3-methyl-1,3-benzothiazol-3-ium-2-yl)diazenyl]anilino]ethanol;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC(N(CCO)CC)=CC=C1N=NC1=[N+](C)C2=CC=C(OC)C=C2S1 MHOFGBJTSNWTDT-UHFFFAOYSA-M 0.000 description 1
- VHBSECWYEFJRNV-UHFFFAOYSA-N 2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1O.OC(=O)C1=CC=CC=C1O VHBSECWYEFJRNV-UHFFFAOYSA-N 0.000 description 1
- UPHOPMSGKZNELG-UHFFFAOYSA-N 2-hydroxynaphthalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=C(O)C=CC2=C1 UPHOPMSGKZNELG-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- VFMNIJOKAXPZLE-UHFFFAOYSA-N 4-(5-methyl-3-oxo-1h-pyrazol-2-yl)benzenesulfonic acid Chemical group N1C(C)=CC(=O)N1C1=CC=C(S(O)(=O)=O)C=C1 VFMNIJOKAXPZLE-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- BJOLXRZEUAQNJF-UHFFFAOYSA-N C(=O)(O)C(=O)C1=C(C(=O)O)C=CC=C1.C(C=1C(C(=O)O)=CC=CC1)(=O)O Chemical compound C(=O)(O)C(=O)C1=C(C(=O)O)C=CC=C1.C(C=1C(C(=O)O)=CC=CC1)(=O)O BJOLXRZEUAQNJF-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- UKXSKSHDVLQNKG-UHFFFAOYSA-N benzilic acid Chemical compound C=1C=CC=CC=1C(O)(C(=O)O)C1=CC=CC=C1 UKXSKSHDVLQNKG-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 150000002390 heteroarenes Chemical class 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- LNIQEBQSPWOLPH-UHFFFAOYSA-N naphthalene-1-carboxylic acid Chemical compound OC(=O)c1cccc2ccccc12.OC(=O)c1cccc2ccccc12 LNIQEBQSPWOLPH-UHFFFAOYSA-N 0.000 description 1
- ULODLFDKFVIYFY-UHFFFAOYSA-N naphthalene-2-sulfonic acid;sodium Chemical compound [Na].C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 ULODLFDKFVIYFY-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- KZVLNAGYSAKYMG-UHFFFAOYSA-N pyridine-2-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=N1 KZVLNAGYSAKYMG-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 239000001003 triarylmethane dye Substances 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/205—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene
- C09B35/21—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene of diarylmethane or triarylmethane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- 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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/28—Pyronines ; Xanthon, thioxanthon, selenoxanthan, telluroxanthon 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
- C09B63/00—Lakes
-
- 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
- C09B67/006—Preparation of organic pigments
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Optical Filters (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JPJP-P-2009-169327 | 2009-07-17 | ||
| JP2009169327A JP5481647B2 (ja) | 2009-07-17 | 2009-07-17 | トリアリールメタン系及びローダミン系顔料組成物並びにこれらを用いた顔料分散体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20110007982A KR20110007982A (ko) | 2011-01-25 |
| KR101730511B1 true KR101730511B1 (ko) | 2017-04-26 |
Family
ID=43483292
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020100069101A Active KR101730511B1 (ko) | 2009-07-17 | 2010-07-16 | 트리아릴메탄계 및 로다민계 안료 조성물, 및 이를 이용한 안료 분산체 |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP5481647B2 (enExample) |
| KR (1) | KR101730511B1 (enExample) |
| CN (1) | CN101955689B (enExample) |
| TW (1) | TWI472581B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5493576B2 (ja) * | 2009-08-11 | 2014-05-14 | 東洋インキＳｃホールディングス株式会社 | カラーフィルタ用着色組成物、カラーフィルタおよびカラー表示装置 |
| JP5776192B2 (ja) | 2010-02-16 | 2015-09-09 | 株式会社リコー | 電界効果型トランジスタ、表示素子、画像表示装置及びシステム |
| KR101467995B1 (ko) | 2012-12-03 | 2014-12-02 | (주)경인양행 | 트리아릴메탄 염료 고분자 화합물, 이를 포함하는 컬러필터용 청색 수지 조성물 및 이를 이용한 컬러필터 |
| KR102231572B1 (ko) * | 2013-06-17 | 2021-03-24 | 토요잉크Sc홀딩스주식회사 | 칼라필터용 착색 조성물 및 칼라필터 |
| CN104298073B (zh) * | 2013-07-16 | 2019-11-29 | 东友精细化工有限公司 | 着色固化性树脂组合物 |
| CN104298072B (zh) * | 2013-07-16 | 2019-11-29 | 东友精细化工有限公司 | 着色固化性树脂组合物 |
| JP6534523B2 (ja) * | 2014-08-12 | 2019-06-26 | 株式会社Ｄｎｐファインケミカル | カラーフィルタ用着色樹脂組成物、カラーフィルタ、及び表示装置 |
| JP7064411B2 (ja) * | 2018-09-19 | 2022-05-10 | 東友ファインケム株式会社 | 着色樹脂組成物、カラーフィルタ、及び表示装置 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004053799A (ja) * | 2002-07-18 | 2004-02-19 | Asahi Denka Kogyo Kk | 光学フィルター用光吸収剤及び光学フィルター |
| US20080184910A1 (en) * | 2007-02-06 | 2008-08-07 | Xerox Corporation | Colorant compounds |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4429549A1 (de) * | 1994-08-19 | 1996-02-22 | Basf Ag | Oligomere Triarylmethanfarbstoffe |
| JP2001081348A (ja) * | 1999-07-14 | 2001-03-27 | Nippon Kayaku Co Ltd | 着色感光性組成物 |
| DE10039701A1 (de) * | 2000-08-14 | 2002-02-28 | Basf Ag | Triarylmethanfarbstoffe |
| DE60140932D1 (de) * | 2000-09-20 | 2010-02-11 | Mitsubishi Pencil Co | Auf öl basierende tintenzusammensetzung, schreibut |
| AU2003224122A1 (en) * | 2002-04-29 | 2003-11-17 | Ciba Specialty Chemicals Holding Inc. | Compositions and methods for imparting improved rheology on pigment based inks and paints |
| JP4360842B2 (ja) * | 2003-06-13 | 2009-11-11 | 株式会社Ａｄｅｋａ | ローダミン化合物、これを含有してなるフィルム、画像表示用光学フィルター、色変換層ならびにそれを用いた色変換フィルタおよび色変換発光デバイス |
| EP1517317A1 (en) * | 2003-09-19 | 2005-03-23 | Clariant International Ltd. | New triarylmethane / mono-azo complex dye compounds for optical data recording |
| JP4827434B2 (ja) * | 2005-04-26 | 2011-11-30 | 株式会社Ａｄｅｋａ | 新規トリアリールメタン化合物およびローダミン化合物、ならびにそれらを用いた光学フィルタ、色変換フィルタおよび色変換発光デバイス |
| US7789916B2 (en) * | 2005-10-06 | 2010-09-07 | Ciba Corporation | Triarylmethane dyes |
| JP2008304766A (ja) * | 2007-06-08 | 2008-12-18 | Mitsubishi Chemicals Corp | カラーフィルター用着色樹脂組成物、カラーフィルター、有機ｅｌディスプレイおよび液晶表示装置 |
-
2009
- 2009-07-17 JP JP2009169327A patent/JP5481647B2/ja active Active
-
2010
- 2010-06-07 TW TW99118334A patent/TWI472581B/zh active
- 2010-07-16 KR KR1020100069101A patent/KR101730511B1/ko active Active
- 2010-07-19 CN CN201010233507.3A patent/CN101955689B/zh active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004053799A (ja) * | 2002-07-18 | 2004-02-19 | Asahi Denka Kogyo Kk | 光学フィルター用光吸収剤及び光学フィルター |
| US20080184910A1 (en) * | 2007-02-06 | 2008-08-07 | Xerox Corporation | Colorant compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| TW201107422A (en) | 2011-03-01 |
| TWI472581B (zh) | 2015-02-11 |
| JP5481647B2 (ja) | 2014-04-23 |
| CN101955689B (zh) | 2015-02-11 |
| CN101955689A (zh) | 2011-01-26 |
| KR20110007982A (ko) | 2011-01-25 |
| JP2011021155A (ja) | 2011-02-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR101730511B1 (ko) | 트리아릴메탄계 및 로다민계 안료 조성물, 및 이를 이용한 안료 분산체 | |
| CN101611099B (zh) | 有机颜料的分散剂及其使用 | |
| JPH06184150A (ja) | ペリレン化合物の分子内塩、その製造方法およびその用途 | |
| JPH05311090A (ja) | 顔料調製物 | |
| JP2012522086A (ja) | 容易に分散可能な紫色顔料の製造方法 | |
| JPH01213366A (ja) | 新規顔料およびそれらの使用方法 | |
| CN109890908B (zh) | 喹吖啶酮固溶体颜料的制造方法、颜料分散液和喷墨用墨 | |
| EP2145926B1 (de) | PR 254-Pigmentzubereitung zur Verwendung in Colorfiltern | |
| CN103987794A (zh) | 用于滤色器应用的盐、制造该盐的方法、以及含该盐的着色剂 | |
| EP2206751B1 (en) | Coloring composition, method for production thereof, and coloring method | |
| CN107429077B (zh) | 喹吖啶酮颜料组合物的制造方法 | |
| JP4199580B2 (ja) | 酸性染料のカチオン交換に用いる４級アンモニウム塩および造塩染料 | |
| JP2812444B2 (ja) | 顔料調製物 | |
| JP2003082256A (ja) | ベンツイミダゾロン系混晶顔料 | |
| CN118599336B (zh) | 一种蒽醌蓝固溶体颜料及其制备方法和应用 | |
| CN111902490A (zh) | 喹吖啶酮固溶体颜料的制造方法、颜料分散液和喷墨用墨 | |
| TWI553062B (zh) | Pigment dispersions and color filters for pigment dispersion photoresist compositions | |
| JP2018529785A (ja) | ナフトールａｓ顔料混合物 | |
| US6926768B2 (en) | Treatment of high performance pigments | |
| JP4507643B2 (ja) | 顔料分散剤、及びそれを含有する顔料組成物、並びに顔料分散体 | |
| JP3173103B2 (ja) | ジスアゾ顔料 | |
| CN101616999B (zh) | 细分的二酮基吡咯并吡咯颜料的直接制备方法 | |
| CN111607247A (zh) | 一种混晶型色酚as有机颜料及其制备方法 | |
| CN119463524A (zh) | 蓝色颜料组合物 | |
| CN120192670A (zh) | 一种颜料衍生物组合物、颜料组合物和颜料着色剂 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 20100716 |
|
| PG1501 | Laying open of application | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 20150521 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 20100716 Comment text: Patent Application |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 20161017 Patent event code: PE09021S01D |
|
| E701 | Decision to grant or registration of patent right | ||
| PE0701 | Decision of registration |
Patent event code: PE07011S01D Comment text: Decision to Grant Registration Patent event date: 20170406 |
|
| GRNT | Written decision to grant | ||
| PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 20170420 Patent event code: PR07011E01D |
|
| PR1002 | Payment of registration fee |
Payment date: 20170421 End annual number: 3 Start annual number: 1 |
|
| PG1601 | Publication of registration | ||
| FPAY | Annual fee payment |
Payment date: 20200304 Year of fee payment: 4 |
|
| PR1001 | Payment of annual fee |
Payment date: 20200304 Start annual number: 4 End annual number: 4 |
|
| PR1001 | Payment of annual fee |
Payment date: 20210309 Start annual number: 5 End annual number: 5 |
|
| PR1001 | Payment of annual fee |
Payment date: 20220315 Start annual number: 6 End annual number: 6 |
|
| PR1001 | Payment of annual fee |
Payment date: 20230308 Start annual number: 7 End annual number: 7 |
|
| PR1001 | Payment of annual fee |
Payment date: 20240307 Start annual number: 8 End annual number: 8 |