CN101981132A - 偶氮吡啶酮分散染料、它们的制备及应用 - Google Patents
偶氮吡啶酮分散染料、它们的制备及应用 Download PDFInfo
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- CN101981132A CN101981132A CN2009801105205A CN200980110520A CN101981132A CN 101981132 A CN101981132 A CN 101981132A CN 2009801105205 A CN2009801105205 A CN 2009801105205A CN 200980110520 A CN200980110520 A CN 200980110520A CN 101981132 A CN101981132 A CN 101981132A
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- China
- Prior art keywords
- alkyl
- dyestuff
- group
- interrupted
- oxygen
- Prior art date
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- Granted
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- 238000002360 preparation method Methods 0.000 title abstract description 6
- 239000000986 disperse dye Substances 0.000 title 1
- 239000000975 dye Substances 0.000 claims abstract description 58
- 238000000034 method Methods 0.000 claims abstract description 14
- -1 Hydrogen Chemical class 0.000 claims description 39
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 239000000976 ink Substances 0.000 claims description 16
- 239000000463 material Substances 0.000 claims description 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
- 239000001301 oxygen Substances 0.000 claims description 11
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 10
- 229910052794 bromium Inorganic materials 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 9
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 230000002209 hydrophobic effect Effects 0.000 claims description 5
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical group [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- RFPMGSKVEAUNMZ-UHFFFAOYSA-N pentylidene Chemical group [CH2+]CCC[CH-] RFPMGSKVEAUNMZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000007639 printing Methods 0.000 claims description 4
- 239000004753 textile Substances 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000006125 ethylsulfonyl group Chemical group 0.000 claims description 2
- 238000007641 inkjet printing Methods 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- HVZWVEKIQMJYIK-UHFFFAOYSA-N nitryl chloride Chemical compound [O-][N+](Cl)=O HVZWVEKIQMJYIK-UHFFFAOYSA-N 0.000 claims description 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 2
- 125000001118 alkylidene group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000000203 mixture Substances 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
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- 230000008022 sublimation Effects 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
- 0 CCCCCC(C(C(*C(OC(*)C(*)=O)=O)CC(O)=C1N=N*)=O)=C1I Chemical compound CCCCCC(C(C(*C(OC(*)C(*)=O)=O)CC(O)=C1N=N*)=O)=C1I 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000012752 auxiliary agent Substances 0.000 description 4
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- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
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- 239000000835 fiber Substances 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
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- XHLHPRDBBAGVEG-UHFFFAOYSA-N 1-tetralone Chemical compound C1=CC=C2C(=O)CCCC2=C1 XHLHPRDBBAGVEG-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
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- 229920000742 Cotton Polymers 0.000 description 2
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- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 150000008431 aliphatic amides Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
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- 239000011737 fluorine Substances 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
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- 150000002989 phenols Chemical class 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
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- 235000010413 sodium alginate Nutrition 0.000 description 2
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- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000004034 viscosity adjusting agent Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
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- QEYMMOKECZBKAC-UHFFFAOYSA-N 3-chloropropanoic acid Chemical compound OC(=O)CCCl QEYMMOKECZBKAC-UHFFFAOYSA-N 0.000 description 1
- MXRGSJAOLKBZLU-UHFFFAOYSA-N 3-ethenylazepan-2-one Chemical compound C=CC1CCCCNC1=O MXRGSJAOLKBZLU-UHFFFAOYSA-N 0.000 description 1
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
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- 229920002396 Polyurea Polymers 0.000 description 1
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- KSQXVLVXUFHGJQ-UHFFFAOYSA-M Sodium ortho-phenylphenate Chemical compound [Na+].[O-]C1=CC=CC=C1C1=CC=CC=C1 KSQXVLVXUFHGJQ-UHFFFAOYSA-M 0.000 description 1
- 229920002334 Spandex Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 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 1
- QFHMNFAUXJAINK-UHFFFAOYSA-N [1-(carbamoylamino)-2-methylpropyl]urea Chemical group NC(=O)NC(C(C)C)NC(N)=O QFHMNFAUXJAINK-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
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- 229940072056 alginate Drugs 0.000 description 1
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- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
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- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
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- 229940045641 monobasic sodium phosphate Drugs 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- PPSSQRUPSRPZON-UHFFFAOYSA-N nitrobenzene;sodium Chemical compound [Na].[O-][N+](=O)C1=CC=CC=C1 PPSSQRUPSRPZON-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
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- 230000000176 photostabilization Effects 0.000 description 1
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- 229920002647 polyamide Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
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- VGKDLMBJGBXTGI-SJCJKPOMSA-N sertraline Chemical compound C1([C@@H]2CC[C@@H](C3=CC=CC=C32)NC)=CC=C(Cl)C(Cl)=C1 VGKDLMBJGBXTGI-SJCJKPOMSA-N 0.000 description 1
- 229960002073 sertraline Drugs 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical group 0.000 description 1
- LUPNKHXLFSSUGS-UHFFFAOYSA-M sodium;2,2-dichloroacetate Chemical compound [Na+].[O-]C(=O)C(Cl)Cl LUPNKHXLFSSUGS-UHFFFAOYSA-M 0.000 description 1
- HCJLVWUMMKIQIM-UHFFFAOYSA-M sodium;2,3,4,5,6-pentachlorophenolate Chemical compound [Na+].[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl HCJLVWUMMKIQIM-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
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- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000009736 wetting Methods 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0018—Monoazo dyes prepared by diazotising and coupling from diazotized aminopolycyclic rings
- C09B29/0022—Monoazo dyes prepared by diazotising and coupling from diazotized aminopolycyclic rings from diazotized aminoanthracene
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
- C09B29/3621—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring
- C09B29/3626—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O)
- C09B29/363—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O) from diazotized amino carbocyclic rings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Coloring (AREA)
- Pyridine Compounds (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
Description
Claims (9)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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DE102008015570 | 2008-03-25 | ||
DE102008015570.5 | 2008-03-25 | ||
PCT/EP2009/053174 WO2009118260A1 (en) | 2008-03-25 | 2009-03-18 | Azopyridone disperse dyes, their preparation and use |
Publications (2)
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CN101981132A true CN101981132A (zh) | 2011-02-23 |
CN101981132B CN101981132B (zh) | 2014-06-04 |
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CN200980110520.5A Expired - Fee Related CN101981132B (zh) | 2008-03-25 | 2009-03-18 | 偶氮吡啶酮分散染料、它们的制备及应用 |
Country Status (11)
Country | Link |
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US (1) | US8696766B2 (zh) |
EP (1) | EP2350201B1 (zh) |
JP (1) | JP5410501B2 (zh) |
KR (1) | KR101547524B1 (zh) |
CN (1) | CN101981132B (zh) |
BR (1) | BRPI0909828B1 (zh) |
CA (1) | CA2719257C (zh) |
ES (1) | ES2398796T3 (zh) |
MX (1) | MX2010010472A (zh) |
TW (1) | TWI465522B (zh) |
WO (1) | WO2009118260A1 (zh) |
Cited By (5)
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CN103709788A (zh) * | 2011-12-20 | 2014-04-09 | 上海安诺其纺织化工股份有限公司 | 染料组合物、染料、其制备方法及该染料的原料组合物 |
CN104350105A (zh) * | 2012-06-06 | 2015-02-11 | 亨斯迈先进材料(瑞士)有限公司 | 蒽醌偶氮染料 |
CN104479395A (zh) * | 2014-11-18 | 2015-04-01 | 杭州福莱蒽特精细化工有限公司 | 一种高水洗牢度和高日晒牢度的分散染料及其制备方法 |
CN108276800A (zh) * | 2018-02-01 | 2018-07-13 | 苏州科法曼化学有限公司 | 一种分散染料组合物及其应用 |
CN111334880A (zh) * | 2020-03-19 | 2020-06-26 | 当阳市鸿阳新材料科技有限公司 | 光致变色莱赛尔纤维及其制备方法 |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
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CN103709790A (zh) * | 2011-12-20 | 2014-04-09 | 上海安诺其纺织化工股份有限公司 | 染料组合物、染料、其制备方法及该染料的原料组合物 |
CN103173037B (zh) * | 2011-12-20 | 2014-07-02 | 烟台安诺其纺织材料有限公司 | 染料组合物、染料、其制备方法及该染料的原料组合物 |
CN103694733A (zh) * | 2011-12-20 | 2014-04-02 | 上海安诺其纺织化工股份有限公司 | 染料组合物、染料、其制备方法及该染料的原料组合物 |
CN106280535A (zh) * | 2016-08-08 | 2017-01-04 | 绍兴文理学院 | 一种高水洗牢度分散染料及其制备方法与应用 |
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US4140684A (en) * | 1968-05-15 | 1979-02-20 | Fidelity Union Trust Company, Executive Trustee Under The Sandoz Trust | Azo dyes having a 6-hydroxy-pyridone-2 coupling component radical having a substituent in the 1-position |
JPS6119664A (ja) * | 1984-07-05 | 1986-01-28 | Mitsubishi Chem Ind Ltd | ピリドン系モノアゾ染料 |
GB2300863A (en) * | 1995-05-17 | 1996-11-20 | Clariant Finance Bvi Ltd | Monoazo disperse dyestuffs |
WO2006131530A1 (en) * | 2005-06-09 | 2006-12-14 | Clariant International Ltd | Disperse azo dyes and mixtures comprising these disperse azo dyes |
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GB9922136D0 (en) * | 1999-09-20 | 1999-11-17 | Avecia Ltd | Compounds, compositions and use |
KR20050085747A (ko) * | 2002-12-19 | 2005-08-29 | 시바 스페셜티 케미칼스 홀딩 인크. | 프탈이미딜 아조 염료, 이의 제조방법 및 이의 용도 |
JP5107258B2 (ja) * | 2006-11-29 | 2012-12-26 | 日本化薬株式会社 | アントラピリドン化合物、その塩、マゼンタインク組成物及び着色体 |
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2009
- 2009-03-18 US US12/934,079 patent/US8696766B2/en not_active Expired - Fee Related
- 2009-03-18 ES ES09726205T patent/ES2398796T3/es active Active
- 2009-03-18 EP EP09726205A patent/EP2350201B1/en active Active
- 2009-03-18 KR KR1020107020648A patent/KR101547524B1/ko active IP Right Grant
- 2009-03-18 WO PCT/EP2009/053174 patent/WO2009118260A1/en active Application Filing
- 2009-03-18 JP JP2011501178A patent/JP5410501B2/ja not_active Expired - Fee Related
- 2009-03-18 CA CA2719257A patent/CA2719257C/en not_active Expired - Fee Related
- 2009-03-18 BR BRPI0909828-3A patent/BRPI0909828B1/pt not_active IP Right Cessation
- 2009-03-18 MX MX2010010472A patent/MX2010010472A/es active IP Right Grant
- 2009-03-18 CN CN200980110520.5A patent/CN101981132B/zh not_active Expired - Fee Related
- 2009-03-23 TW TW098109387A patent/TWI465522B/zh not_active IP Right Cessation
Patent Citations (4)
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US4140684A (en) * | 1968-05-15 | 1979-02-20 | Fidelity Union Trust Company, Executive Trustee Under The Sandoz Trust | Azo dyes having a 6-hydroxy-pyridone-2 coupling component radical having a substituent in the 1-position |
JPS6119664A (ja) * | 1984-07-05 | 1986-01-28 | Mitsubishi Chem Ind Ltd | ピリドン系モノアゾ染料 |
GB2300863A (en) * | 1995-05-17 | 1996-11-20 | Clariant Finance Bvi Ltd | Monoazo disperse dyestuffs |
WO2006131530A1 (en) * | 2005-06-09 | 2006-12-14 | Clariant International Ltd | Disperse azo dyes and mixtures comprising these disperse azo dyes |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
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CN103709788A (zh) * | 2011-12-20 | 2014-04-09 | 上海安诺其纺织化工股份有限公司 | 染料组合物、染料、其制备方法及该染料的原料组合物 |
CN103709788B (zh) * | 2011-12-20 | 2015-06-24 | 上海安诺其集团股份有限公司 | 染料组合物、染料、其制备方法及该染料的原料组合物 |
CN104350105A (zh) * | 2012-06-06 | 2015-02-11 | 亨斯迈先进材料(瑞士)有限公司 | 蒽醌偶氮染料 |
CN104479395A (zh) * | 2014-11-18 | 2015-04-01 | 杭州福莱蒽特精细化工有限公司 | 一种高水洗牢度和高日晒牢度的分散染料及其制备方法 |
CN108276800A (zh) * | 2018-02-01 | 2018-07-13 | 苏州科法曼化学有限公司 | 一种分散染料组合物及其应用 |
CN108276800B (zh) * | 2018-02-01 | 2019-11-19 | 苏州科法曼化学有限公司 | 一种分散染料组合物及其应用 |
CN111334880A (zh) * | 2020-03-19 | 2020-06-26 | 当阳市鸿阳新材料科技有限公司 | 光致变色莱赛尔纤维及其制备方法 |
CN111334880B (zh) * | 2020-03-19 | 2020-11-03 | 当阳市鸿阳新材料科技有限公司 | 光致变色莱赛尔纤维及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
EP2350201B1 (en) | 2012-11-07 |
BRPI0909828A2 (pt) | 2015-10-06 |
ES2398796T3 (es) | 2013-03-21 |
WO2009118260A1 (en) | 2009-10-01 |
US8696766B2 (en) | 2014-04-15 |
CA2719257C (en) | 2015-02-17 |
TW200940659A (en) | 2009-10-01 |
KR101547524B1 (ko) | 2015-08-26 |
KR20100124768A (ko) | 2010-11-29 |
CA2719257A1 (en) | 2009-10-01 |
BRPI0909828B1 (pt) | 2018-05-22 |
JP5410501B2 (ja) | 2014-02-05 |
MX2010010472A (es) | 2010-10-15 |
TWI465522B (zh) | 2014-12-21 |
US20110030153A1 (en) | 2011-02-10 |
CN101981132B (zh) | 2014-06-04 |
EP2350201A1 (en) | 2011-08-03 |
JP2011518895A (ja) | 2011-06-30 |
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