DE2438497A1 - Azofarbstoffe - Google Patents
AzofarbstoffeInfo
- Publication number
- DE2438497A1 DE2438497A1 DE19742438497 DE2438497A DE2438497A1 DE 2438497 A1 DE2438497 A1 DE 2438497A1 DE 19742438497 DE19742438497 DE 19742438497 DE 2438497 A DE2438497 A DE 2438497A DE 2438497 A1 DE2438497 A1 DE 2438497A1
- Authority
- DE
- Germany
- Prior art keywords
- aminobenzoic acid
- ester
- formula
- azo dyes
- acid
- 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.)
- Withdrawn
Links
- -1 n-octyl Chemical group 0.000 claims description 55
- 239000000987 azo dye Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 238000004043 dyeing Methods 0.000 claims description 10
- 230000008878 coupling Effects 0.000 claims description 9
- 238000010168 coupling process Methods 0.000 claims description 9
- 238000005859 coupling reaction Methods 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 7
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 6
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 4
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 4
- 229920002994 synthetic fiber Polymers 0.000 claims description 4
- KEGFZKKQEBALIJ-UHFFFAOYSA-N 3,4-dihydroxy-1h-pyridin-2-one Chemical class OC=1C=CNC(=O)C=1O KEGFZKKQEBALIJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 239000012209 synthetic fiber Substances 0.000 claims description 3
- 125000005916 2-methylpentyl group Chemical group 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 2
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 claims 2
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000000975 dye Substances 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 229920000728 polyester Polymers 0.000 description 12
- 101150065749 Churc1 gene Proteins 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 8
- 102100038239 Protein Churchill Human genes 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 229960004050 aminobenzoic acid Drugs 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- AMVHEVZYTGHASE-UHFFFAOYSA-N 4-amino-2-(trifluoromethyl)benzoic acid Chemical compound NC1=CC=C(C(O)=O)C(C(F)(F)F)=C1 AMVHEVZYTGHASE-UHFFFAOYSA-N 0.000 description 2
- MBDUKNCPOPMRJQ-UHFFFAOYSA-N 4-amino-2-chlorobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C(Cl)=C1 MBDUKNCPOPMRJQ-UHFFFAOYSA-N 0.000 description 2
- FHMHTWLZOLQIFY-UHFFFAOYSA-N 4-amino-2-ethoxybenzoic acid Chemical compound CCOC1=CC(N)=CC=C1C(O)=O FHMHTWLZOLQIFY-UHFFFAOYSA-N 0.000 description 2
- WDTLFYSTDFWPOF-UHFFFAOYSA-N 4-amino-2-ethylbenzoic acid Chemical compound CCC1=CC(N)=CC=C1C(O)=O WDTLFYSTDFWPOF-UHFFFAOYSA-N 0.000 description 2
- OLJXRTRRJSMURJ-UHFFFAOYSA-N 4-amino-2-methoxybenzoic acid Chemical compound COC1=CC(N)=CC=C1C(O)=O OLJXRTRRJSMURJ-UHFFFAOYSA-N 0.000 description 2
- XRSQZFJLEPBPOZ-UHFFFAOYSA-N 4-amino-2-methylbenzoic acid Chemical compound CC1=CC(N)=CC=C1C(O)=O XRSQZFJLEPBPOZ-UHFFFAOYSA-N 0.000 description 2
- SAJYSJVBNGUWJK-UHFFFAOYSA-N 4-amino-2-nitrobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C([N+]([O-])=O)=C1 SAJYSJVBNGUWJK-UHFFFAOYSA-N 0.000 description 2
- NPPPORJZPNJXNQ-UHFFFAOYSA-N 4-amino-3-(trifluoromethyl)benzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1C(F)(F)F NPPPORJZPNJXNQ-UHFFFAOYSA-N 0.000 description 2
- YIYBPEDZAUFQLO-UHFFFAOYSA-N 4-amino-3-chlorobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1Cl YIYBPEDZAUFQLO-UHFFFAOYSA-N 0.000 description 2
- SCDUHKOJSMYVPO-UHFFFAOYSA-N 4-amino-3-cyanobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1C#N SCDUHKOJSMYVPO-UHFFFAOYSA-N 0.000 description 2
- ZSXBMWHEQHCCRP-UHFFFAOYSA-N 4-amino-3-ethoxybenzoic acid Chemical compound CCOC1=CC(C(O)=O)=CC=C1N ZSXBMWHEQHCCRP-UHFFFAOYSA-N 0.000 description 2
- MFTBLGQBZWFKHP-UHFFFAOYSA-N 4-amino-3-ethylbenzoic acid Chemical compound CCC1=CC(C(O)=O)=CC=C1N MFTBLGQBZWFKHP-UHFFFAOYSA-N 0.000 description 2
- JNFGLYJROFAOQP-UHFFFAOYSA-N 4-amino-3-methoxybenzoic acid Chemical compound COC1=CC(C(O)=O)=CC=C1N JNFGLYJROFAOQP-UHFFFAOYSA-N 0.000 description 2
- NHFKECPTBZZFBC-UHFFFAOYSA-N 4-amino-3-methylbenzoic acid Chemical compound CC1=CC(C(O)=O)=CC=C1N NHFKECPTBZZFBC-UHFFFAOYSA-N 0.000 description 2
- ZZNAYFWAXZJITH-UHFFFAOYSA-N 4-amino-3-nitrobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1[N+]([O-])=O ZZNAYFWAXZJITH-UHFFFAOYSA-N 0.000 description 2
- IOOPOUVWODSDLW-UHFFFAOYSA-N C(#N)C1=C(C(=O)O)C=CC(=C1)N Chemical compound C(#N)C1=C(C(=O)O)C=CC(=C1)N IOOPOUVWODSDLW-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 239000012954 diazonium Substances 0.000 description 2
- 150000001989 diazonium salts Chemical class 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- XOEUGELJHSUYGP-UHFFFAOYSA-N octyl 4-aminobenzoate Chemical compound CCCCCCCCOC(=O)C1=CC=C(N)C=C1 XOEUGELJHSUYGP-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 150000003139 primary aliphatic amines Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- KREZZBLXIWAQOG-UHFFFAOYSA-N 2,2-dimethylpropyl 4-aminobenzoate Chemical compound CC(C)(C)COC(=O)C1=CC=C(N)C=C1 KREZZBLXIWAQOG-UHFFFAOYSA-N 0.000 description 1
- LONMHUNPFGWFQQ-UHFFFAOYSA-N 2-ethylbutyl 4-aminobenzoate Chemical compound CCC(CC)COC(=O)C1=CC=C(N)C=C1 LONMHUNPFGWFQQ-UHFFFAOYSA-N 0.000 description 1
- ZJQXUTDROPGVLH-UHFFFAOYSA-N 2-ethylhexyl 4-aminobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N)C=C1 ZJQXUTDROPGVLH-UHFFFAOYSA-N 0.000 description 1
- AXZZMJPSYBYDDA-UHFFFAOYSA-N 2-methylbutyl 4-aminobenzoate Chemical compound CCC(C)COC(=O)C1=CC=C(N)C=C1 AXZZMJPSYBYDDA-UHFFFAOYSA-N 0.000 description 1
- ULCMWWSQGQEVSZ-UHFFFAOYSA-N 2-methylnonan-2-yl 4-aminobenzoate Chemical compound CCCCCCCC(C)(C)OC(=O)C1=CC=C(N)C=C1 ULCMWWSQGQEVSZ-UHFFFAOYSA-N 0.000 description 1
- DVPONJRILZFUGU-UHFFFAOYSA-N 3-methylbutyl 4-aminobenzoate Chemical compound CC(C)CCOC(=O)C1=CC=C(N)C=C1 DVPONJRILZFUGU-UHFFFAOYSA-N 0.000 description 1
- AQBXIOGPHBWBFP-UHFFFAOYSA-N 4-amino-2-bromobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C(Br)=C1 AQBXIOGPHBWBFP-UHFFFAOYSA-N 0.000 description 1
- BFIVZIVVJNFTIQ-UHFFFAOYSA-N 4-amino-3-bromobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1Br BFIVZIVVJNFTIQ-UHFFFAOYSA-N 0.000 description 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-M 4-aminobenzoate Chemical compound NC1=CC=C(C([O-])=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-M 0.000 description 1
- KXRHCEYIGIEBTM-UHFFFAOYSA-N 6-methylheptyl 4-aminobenzoate Chemical compound CC(C)CCCCCOC(=O)C1=CC=C(N)C=C1 KXRHCEYIGIEBTM-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical group OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 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
- VJMAITQRABEEKP-UHFFFAOYSA-N [6-(phenylmethoxymethyl)-1,4-dioxan-2-yl]methyl acetate Chemical compound O1C(COC(=O)C)COCC1COCC1=CC=CC=C1 VJMAITQRABEEKP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 235000019646 color tone Nutrition 0.000 description 1
- PNLSIUIFFUBFFU-UHFFFAOYSA-N decyl 4-aminobenzoate Chemical compound CCCCCCCCCCOC(=O)C1=CC=C(N)C=C1 PNLSIUIFFUBFFU-UHFFFAOYSA-N 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 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 1
- RXWZVFSAQVXICQ-UHFFFAOYSA-N heptan-2-yl 4-aminobenzoate Chemical compound CCCCCC(C)OC(=O)C1=CC=C(N)C=C1 RXWZVFSAQVXICQ-UHFFFAOYSA-N 0.000 description 1
- IAHJVNSZPMIREM-UHFFFAOYSA-N heptyl 4-aminobenzoate Chemical compound CCCCCCCOC(=O)C1=CC=C(N)C=C1 IAHJVNSZPMIREM-UHFFFAOYSA-N 0.000 description 1
- YTSGQZKOHILZIG-UHFFFAOYSA-N hexan-2-yl 4-aminobenzoate Chemical compound CCCCC(C)OC(=O)C1=CC=C(N)C=C1 YTSGQZKOHILZIG-UHFFFAOYSA-N 0.000 description 1
- UWIGKXXCHKVGHW-UHFFFAOYSA-N hexyl 4-aminobenzoate Chemical compound CCCCCCOC(=O)C1=CC=C(N)C=C1 UWIGKXXCHKVGHW-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 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 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- KKGIDNSPWHBLLE-UHFFFAOYSA-N nonyl 4-aminobenzoate Chemical compound CCCCCCCCCOC(=O)C1=CC=C(N)C=C1 KKGIDNSPWHBLLE-UHFFFAOYSA-N 0.000 description 1
- WRUUDHPWWMOPON-UHFFFAOYSA-N octan-2-yl 4-aminobenzoate Chemical compound CCCCCCC(C)OC(=O)C1=CC=C(N)C=C1 WRUUDHPWWMOPON-UHFFFAOYSA-N 0.000 description 1
- KTAQORMASMTUAT-UHFFFAOYSA-N octan-3-yl 4-aminobenzoate Chemical compound CCCCCC(CC)OC(=O)C1=CC=C(N)C=C1 KTAQORMASMTUAT-UHFFFAOYSA-N 0.000 description 1
- RAFHULJYZYWUEW-UHFFFAOYSA-N pentan-2-yl 4-aminobenzoate Chemical compound CCCC(C)OC(=O)C1=CC=C(N)C=C1 RAFHULJYZYWUEW-UHFFFAOYSA-N 0.000 description 1
- MOZGHYUNWDFEIQ-UHFFFAOYSA-N pentan-3-yl 4-aminobenzoate Chemical compound CCC(CC)OC(=O)C1=CC=C(N)C=C1 MOZGHYUNWDFEIQ-UHFFFAOYSA-N 0.000 description 1
- VKYWCHMXHQTCJQ-UHFFFAOYSA-N pentyl 4-aminobenzoate Chemical compound CCCCCOC(=O)C1=CC=C(N)C=C1 VKYWCHMXHQTCJQ-UHFFFAOYSA-N 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/18—Azo dyes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Ink Jet (AREA)
- Paper (AREA)
- Pyridine Compounds (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742438497 DE2438497A1 (de) | 1974-08-10 | 1974-08-10 | Azofarbstoffe |
| FR7524858A FR2281407A1 (fr) | 1974-08-10 | 1975-08-08 | Procede d'obtention de colorants azoiques et applications |
| CH1040375A CH588533A5 (enExample) | 1974-08-10 | 1975-08-08 | |
| BR7505104A BR7505104A (pt) | 1974-08-10 | 1975-08-08 | Processo para a preparacao de corantes azoicos |
| JP9599375A JPS5141733A (ja) | 1974-08-10 | 1975-08-08 | Azosenryonoseizohoho |
| BE159053A BE832258A (fr) | 1974-08-10 | 1975-08-08 | Procede d'obtention de colorants azoiques et applications |
| ES440102A ES440102A1 (es) | 1974-08-10 | 1975-08-08 | Procedimiento para la obtencion de colorantes azoicos. |
| GB3318875A GB1467921A (en) | 1974-08-10 | 1975-08-08 | Monoazo dyestuffs containing hydroxy-pyridone residues |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742438497 DE2438497A1 (de) | 1974-08-10 | 1974-08-10 | Azofarbstoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2438497A1 true DE2438497A1 (de) | 1976-02-26 |
Family
ID=5922901
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19742438497 Withdrawn DE2438497A1 (de) | 1974-08-10 | 1974-08-10 | Azofarbstoffe |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5141733A (enExample) |
| BE (1) | BE832258A (enExample) |
| BR (1) | BR7505104A (enExample) |
| CH (1) | CH588533A5 (enExample) |
| DE (1) | DE2438497A1 (enExample) |
| ES (1) | ES440102A1 (enExample) |
| FR (1) | FR2281407A1 (enExample) |
| GB (1) | GB1467921A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4514226A (en) * | 1981-03-25 | 1985-04-30 | Basf Aktiengesellschaft | Monoazo pyridone colorants |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1088895B (it) * | 1977-11-22 | 1985-06-10 | Acna | Coloranti monozoici idroinsolubili |
-
1974
- 1974-08-10 DE DE19742438497 patent/DE2438497A1/de not_active Withdrawn
-
1975
- 1975-08-08 BR BR7505104A patent/BR7505104A/pt unknown
- 1975-08-08 CH CH1040375A patent/CH588533A5/xx not_active IP Right Cessation
- 1975-08-08 ES ES440102A patent/ES440102A1/es not_active Expired
- 1975-08-08 BE BE159053A patent/BE832258A/xx unknown
- 1975-08-08 GB GB3318875A patent/GB1467921A/en not_active Expired
- 1975-08-08 FR FR7524858A patent/FR2281407A1/fr active Granted
- 1975-08-08 JP JP9599375A patent/JPS5141733A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4514226A (en) * | 1981-03-25 | 1985-04-30 | Basf Aktiengesellschaft | Monoazo pyridone colorants |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1467921A (en) | 1977-03-23 |
| BR7505104A (pt) | 1976-08-03 |
| FR2281407B1 (enExample) | 1980-05-16 |
| ES440102A1 (es) | 1977-02-16 |
| CH588533A5 (enExample) | 1977-06-15 |
| BE832258A (fr) | 1976-02-09 |
| JPS5141733A (ja) | 1976-04-08 |
| FR2281407A1 (fr) | 1976-03-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |