ZA200409272B - Yellow anionic disazo dyes. - Google Patents
Yellow anionic disazo dyes. Download PDFInfo
- Publication number
- ZA200409272B ZA200409272B ZA200409272A ZA200409272A ZA200409272B ZA 200409272 B ZA200409272 B ZA 200409272B ZA 200409272 A ZA200409272 A ZA 200409272A ZA 200409272 A ZA200409272 A ZA 200409272A ZA 200409272 B ZA200409272 B ZA 200409272B
- Authority
- ZA
- South Africa
- Prior art keywords
- formula
- alkyl
- represents hydrogen
- hydrogen
- hydroxy
- Prior art date
Links
- 239000000975 dye Substances 0.000 title description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 193
- 239000001257 hydrogen Substances 0.000 claims description 148
- 125000000217 alkyl group Chemical group 0.000 claims description 115
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 84
- 150000002431 hydrogen Chemical class 0.000 claims description 60
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 52
- 229910052736 halogen Inorganic materials 0.000 claims description 46
- 150000002367 halogens Chemical class 0.000 claims description 46
- 150000001875 compounds Chemical class 0.000 claims description 43
- 125000003545 alkoxy group Chemical group 0.000 claims description 41
- 229910006069 SO3H Inorganic materials 0.000 claims description 38
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 38
- 230000008878 coupling Effects 0.000 claims description 23
- 238000010168 coupling process Methods 0.000 claims description 23
- 238000005859 coupling reaction Methods 0.000 claims description 23
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 150000001412 amines Chemical class 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 15
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 14
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 14
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 claims description 13
- JCHNBNRIALLIDT-UHFFFAOYSA-N (4,6-dioxo-1h-pyrimidin-2-yl)cyanamide Chemical compound O=C1CC(=O)N=C(NC#N)N1 JCHNBNRIALLIDT-UHFFFAOYSA-N 0.000 claims description 11
- JTTIOYHBNXDJOD-UHFFFAOYSA-N 2,4,6-triaminopyrimidine Chemical class NC1=CC(N)=NC(N)=N1 JTTIOYHBNXDJOD-UHFFFAOYSA-N 0.000 claims description 11
- CSGQJHQYWJLPKY-UHFFFAOYSA-N CITRAZINIC ACID Chemical compound OC(=O)C=1C=C(O)NC(=O)C=1 CSGQJHQYWJLPKY-UHFFFAOYSA-N 0.000 claims description 11
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 claims description 11
- JVVRJMXHNUAPHW-UHFFFAOYSA-N 1h-pyrazol-5-amine Chemical compound NC=1C=CNN=1 JVVRJMXHNUAPHW-UHFFFAOYSA-N 0.000 claims description 10
- IOHPVZBSOKLVMN-UHFFFAOYSA-N 2-(2-phenylethyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1CCC1=CC=CC=C1 IOHPVZBSOKLVMN-UHFFFAOYSA-N 0.000 claims description 10
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 8
- -1 hydroxy, phenyl Chemical group 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 claims description 6
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims description 4
- 238000004043 dyeing Methods 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- YDYSEBSNAKCEQU-UHFFFAOYSA-N 2,3-diamino-n-phenylbenzamide Chemical class NC1=CC=CC(C(=O)NC=2C=CC=CC=2)=C1N YDYSEBSNAKCEQU-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 229910052702 rhenium Inorganic materials 0.000 claims description 3
- PTLDJYIPXUSOJI-UHFFFAOYSA-N 1-(3-methyl-5-oxopyrazol-4-yl)cyclohexa-2,4-diene-1-sulfonic acid Chemical group O=C1N=NC(C)=C1C1(S(O)(=O)=O)C=CC=CC1 PTLDJYIPXUSOJI-UHFFFAOYSA-N 0.000 claims description 2
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 2
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
- DOPJNPGPZIJGEZ-UHFFFAOYSA-N 5-methylpyrazol-3-one Chemical group CC1=CC(=O)N=N1 DOPJNPGPZIJGEZ-UHFFFAOYSA-N 0.000 claims description 2
- RHBHJNSTEIEPGS-UHFFFAOYSA-N 5-oxopyrazole-3-carboxylic acid Chemical group OC(=O)C1=CC(=O)N=N1 RHBHJNSTEIEPGS-UHFFFAOYSA-N 0.000 claims description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 2
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 2
- 150000007656 barbituric acids Chemical class 0.000 claims description 2
- 125000005026 carboxyaryl group Chemical group 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 229920002994 synthetic fiber Polymers 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims 3
- 239000007787 solid Substances 0.000 claims 2
- AQTFKGDWFRRIHR-UHFFFAOYSA-L 3-[18-(2-carboxylatoethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethylporphyrin-21,24-diid-2-yl]propanoate;cobalt(2+);hydron Chemical compound [Co+2].[N-]1C(C=C2C(=C(C)C(C=C3C(=C(C)C(=C4)[N-]3)C=C)=N2)C=C)=C(C)C(CCC(O)=O)=C1C=C1C(CCC(O)=O)=C(C)C4=N1 AQTFKGDWFRRIHR-UHFFFAOYSA-L 0.000 claims 1
- QQSSZTDQUIRFNT-UHFFFAOYSA-N 5-amino-4-methoxy-2-nitrobenzenesulfonic acid Chemical compound COC1=CC([N+]([O-])=O)=C(S(O)(=O)=O)C=C1N QQSSZTDQUIRFNT-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 125000005270 trialkylamine group Chemical group 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- MCXDVCJLAHOHAX-UHFFFAOYSA-N 1-(3-amino-5-methyl-1h-pyrazol-4-yl)cyclohexa-2,4-diene-1-sulfonic acid Chemical group CC1=NNC(N)=C1C1(S(O)(=O)=O)C=CC=CC1 MCXDVCJLAHOHAX-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- IIFFFBSAXDNJHX-UHFFFAOYSA-N 2-methyl-n,n-bis(2-methylpropyl)propan-1-amine Chemical compound CC(C)CN(CC(C)C)CC(C)C IIFFFBSAXDNJHX-UHFFFAOYSA-N 0.000 description 1
- ZVNYYNAAEVZNDW-UHFFFAOYSA-N 2-phenylpyrazol-3-amine Chemical class NC1=CC=NN1C1=CC=CC=C1 ZVNYYNAAEVZNDW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 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 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
- LCZPIYCNOWJWPQ-UHFFFAOYSA-I disodium;chromium(3+);1-[(2-oxidonaphthalen-1-yl)diazenyl]-4-sulfonaphthalen-2-olate;3-oxido-4-[(2-oxidonaphthalen-1-yl)diazenyl]naphthalene-1-sulfonate Chemical compound [Na+].[Na+].[Cr+3].C12=CC=CC=C2C(S(=O)(=O)O)=CC([O-])=C1N=NC1=C([O-])C=CC2=CC=CC=C12.C1=CC=C2C(N=NC3=C4C=CC=CC4=CC=C3[O-])=C([O-])C=C(S([O-])(=O)=O)C2=C1 LCZPIYCNOWJWPQ-UHFFFAOYSA-I 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- UDGSVBYJWHOHNN-UHFFFAOYSA-N n',n'-diethylethane-1,2-diamine Chemical compound CCN(CC)CCN UDGSVBYJWHOHNN-UHFFFAOYSA-N 0.000 description 1
- QOHMWDJIBGVPIF-UHFFFAOYSA-N n',n'-diethylpropane-1,3-diamine Chemical compound CCN(CC)CCCN QOHMWDJIBGVPIF-UHFFFAOYSA-N 0.000 description 1
- DILRJUIACXKSQE-UHFFFAOYSA-N n',n'-dimethylethane-1,2-diamine Chemical compound CN(C)CCN DILRJUIACXKSQE-UHFFFAOYSA-N 0.000 description 1
- SCZVXVGZMZRGRU-UHFFFAOYSA-N n'-ethylethane-1,2-diamine Chemical compound CCNCCN SCZVXVGZMZRGRU-UHFFFAOYSA-N 0.000 description 1
- KVKFRMCSXWQSNT-UHFFFAOYSA-N n,n'-dimethylethane-1,2-diamine Chemical compound CNCCNC KVKFRMCSXWQSNT-UHFFFAOYSA-N 0.000 description 1
- DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical class CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 description 1
- GNVRJGIVDSQCOP-UHFFFAOYSA-N n-ethyl-n-methylethanamine Chemical compound CCN(C)CC GNVRJGIVDSQCOP-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- CSNFMBGHUOSBFU-UHFFFAOYSA-N pyrimidine-2,4,5-triamine Chemical compound NC1=NC=C(N)C(N)=N1 CSNFMBGHUOSBFU-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
- C07C309/51—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
-
- 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
- C09B35/021—Disazo dyes characterised by two coupling components of the same type
- C09B35/023—Disazo dyes characterised by two coupling components of the same type in which the coupling component is a hydroxy or polyhydroxy compound
-
- 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
- C09B35/021—Disazo dyes characterised by two coupling components of the same type
- C09B35/03—Disazo dyes characterised by two coupling components of the same type in which the coupling component is a heterocyclic compound
-
- 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
- C09B35/021—Disazo dyes characterised by two coupling components of the same type
- C09B35/033—Disazo dyes characterised by two coupling components of the same type in which the coupling component is an arylamide of an o-hydroxy-carboxylic acid or of a beta-keto-carboxylic acid
-
- 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
- C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/919—Paper
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Cosmetics (AREA)
- Paper (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02405456 | 2002-06-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200409272B true ZA200409272B (en) | 2005-11-18 |
Family
ID=29724595
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200409272A ZA200409272B (en) | 2002-06-06 | 2004-11-18 | Yellow anionic disazo dyes. |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US7341607B2 (fr) |
| EP (1) | EP1509574A1 (fr) |
| JP (2) | JP4759702B2 (fr) |
| KR (1) | KR101088310B1 (fr) |
| CN (1) | CN100343338C (fr) |
| AU (1) | AU2003238408B2 (fr) |
| BR (1) | BR0311610A (fr) |
| CA (1) | CA2488406A1 (fr) |
| MX (1) | MXPA04012182A (fr) |
| TW (1) | TW200408683A (fr) |
| WO (1) | WO2003104333A1 (fr) |
| ZA (1) | ZA200409272B (fr) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4759702B2 (ja) * | 2002-06-06 | 2011-08-31 | ビーエーエスエフ ソシエタス・ヨーロピア | 黄色アニオン性ジスアゾ染料 |
| WO2006042801A1 (fr) * | 2004-10-18 | 2006-04-27 | Ciba Specialty Chemicals Holding Inc. | Colorants 4,4'-diazobenzanilide |
| JP5549047B2 (ja) * | 2006-05-30 | 2014-07-16 | 三菱化学株式会社 | 異方性色素膜用アゾ色素 |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB191328569A (en) * | 1913-12-11 | 1915-02-11 | Levinstein Ltd | Production of Fast Shades and New Dyestuffs therefor. |
| US2228321A (en) * | 1937-03-04 | 1941-01-14 | Gen Aniline & Film Corp | Azo dyestuffs |
| US2545872A (en) * | 1945-05-16 | 1951-03-20 | Geigy Ag J R | Polyazo dyestuffs |
| DE845084C (de) * | 1946-09-27 | 1952-07-28 | Ciba Geigy | Verfahren zur Herstellung neuer Disazofarbstoffe |
| US2544087A (en) * | 1947-09-15 | 1951-03-06 | Geigy Ag J R | Polyazo dyestuffs |
| CH265720A (de) * | 1947-09-15 | 1949-12-15 | Ag J R Geigy | Verfahren zur Herstellung eines kupferbaren Polyazofarbstoffes. |
| DE818669C (de) * | 1948-01-02 | 1951-10-25 | Ici Ltd | Verfahren zur Herstellung von neuen Disazofarbstoffen |
| US2760958A (en) * | 1953-12-09 | 1956-08-28 | Geigy Ag J R | Disazo dyestuffs |
| US3078266A (en) * | 1958-08-06 | 1963-02-19 | Ciba Ltd | Polyazo-dyestuffs |
| CH369844A (de) * | 1958-08-06 | 1963-06-15 | Ciba Geigy | Verfahren zur Herstellung von Polyazofarbstoffen |
| CA985675A (en) * | 1971-04-07 | 1976-03-16 | Ciba-Geigy Ag | Azo dyestuffs, their manufacture and use |
| FR2212394B1 (fr) | 1972-12-28 | 1976-06-04 | Ugine Kuhlmann | |
| FR2212391B1 (fr) * | 1972-12-28 | 1976-06-04 | Ugine Kuhlmann | |
| JPS5819699B2 (ja) * | 1974-07-22 | 1983-04-19 | 日本化薬株式会社 | ポリアミドケイセンイノ センシヨクホウ |
| JPS5111817A (en) * | 1974-07-22 | 1976-01-30 | Nippon Kayaku Kk | Jisuazosenryono seizohoho |
| DE2527395A1 (de) * | 1975-06-19 | 1976-12-30 | Bayer Ag | Disazofarbstoffe |
| DE2651919A1 (de) * | 1976-11-13 | 1978-05-18 | Hoechst Ag | Disazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbmittel |
| CH627201A5 (fr) * | 1977-03-14 | 1981-12-31 | Sandoz Ag | |
| CH667663A5 (de) * | 1985-04-26 | 1988-10-31 | Sandoz Ag | Anionische disazoverbindungen. |
| JPS63170479A (ja) * | 1987-01-08 | 1988-07-14 | Ricoh Co Ltd | 水性インク |
| JP2569702B2 (ja) * | 1988-03-15 | 1997-01-08 | 大日本インキ化学工業株式会社 | ジスアゾ顔料組成物 |
| US5545725A (en) * | 1992-09-29 | 1996-08-13 | Ciba-Geigy Corporation | Disazo dyes consisting of two monoazo dyes contaning a 1-phenyl-5-amino pyrazole coupling component and connected by a bridge member |
| EP0591103A1 (fr) * | 1992-09-29 | 1994-04-06 | Ciba-Geigy Ag | Colorants disazoiques pour teindre le papier |
| DE19500203A1 (de) * | 1994-01-14 | 1995-07-20 | Sandoz Ag | Kationisch verbrückte Tetrakisazofarbstoffe mit unterschiedlichen Kupplern, ihre Herstellung und Verwendung |
| JPH08209047A (ja) * | 1995-02-01 | 1996-08-13 | Mitsubishi Chem Corp | 記録液 |
| US5925746A (en) * | 1997-07-02 | 1999-07-20 | Ciba Specialty Chemicals Corporation | Azo dyes, processes for their preparation and the use thereof |
| US5905043A (en) * | 1998-05-20 | 1999-05-18 | Morton International, Inc. | Tagging and identifying organic liquids including fuels |
| JP4759702B2 (ja) * | 2002-06-06 | 2011-08-31 | ビーエーエスエフ ソシエタス・ヨーロピア | 黄色アニオン性ジスアゾ染料 |
| US6923855B2 (en) * | 2002-08-06 | 2005-08-02 | Fuji Photo Film Co., Ltd. | Ink, ink-jet-recording method and bis-azo compound |
-
2003
- 2003-05-27 JP JP2004511397A patent/JP4759702B2/ja not_active Expired - Fee Related
- 2003-05-27 CN CNB038131137A patent/CN100343338C/zh not_active Expired - Fee Related
- 2003-05-27 EP EP03732477A patent/EP1509574A1/fr not_active Withdrawn
- 2003-05-27 MX MXPA04012182A patent/MXPA04012182A/es active IP Right Grant
- 2003-05-27 CA CA002488406A patent/CA2488406A1/fr not_active Abandoned
- 2003-05-27 BR BR0311610-7A patent/BR0311610A/pt not_active Application Discontinuation
- 2003-05-27 KR KR1020047019849A patent/KR101088310B1/ko not_active IP Right Cessation
- 2003-05-27 AU AU2003238408A patent/AU2003238408B2/en not_active Ceased
- 2003-05-27 WO PCT/EP2003/005561 patent/WO2003104333A1/fr active Application Filing
- 2003-05-27 US US10/517,410 patent/US7341607B2/en not_active Expired - Fee Related
- 2003-06-05 TW TW092115168A patent/TW200408683A/zh unknown
-
2004
- 2004-11-18 ZA ZA200409272A patent/ZA200409272B/en unknown
-
2008
- 2008-01-04 US US12/006,730 patent/US7723494B2/en not_active Expired - Fee Related
-
2010
- 2010-03-29 US US12/748,504 patent/US8101731B2/en not_active Expired - Fee Related
-
2011
- 2011-02-25 JP JP2011040459A patent/JP2011140654A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| KR20050012779A (ko) | 2005-02-02 |
| CA2488406A1 (fr) | 2003-12-18 |
| CN100343338C (zh) | 2007-10-17 |
| US8101731B2 (en) | 2012-01-24 |
| MXPA04012182A (es) | 2005-02-25 |
| JP2005528517A (ja) | 2005-09-22 |
| BR0311610A (pt) | 2005-02-22 |
| US20100199443A1 (en) | 2010-08-12 |
| JP4759702B2 (ja) | 2011-08-31 |
| AU2003238408A1 (en) | 2003-12-22 |
| AU2003238408B2 (en) | 2009-07-16 |
| US20050172420A1 (en) | 2005-08-11 |
| WO2003104333A1 (fr) | 2003-12-18 |
| US20080114158A1 (en) | 2008-05-15 |
| EP1509574A1 (fr) | 2005-03-02 |
| US7723494B2 (en) | 2010-05-25 |
| JP2011140654A (ja) | 2011-07-21 |
| US7341607B2 (en) | 2008-03-11 |
| TW200408683A (en) | 2004-06-01 |
| KR101088310B1 (ko) | 2011-12-01 |
| CN1659239A (zh) | 2005-08-24 |
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