GB1125683A - Process for the production of azo dyestuffs containing cyano groups - Google Patents
Process for the production of azo dyestuffs containing cyano groupsInfo
- Publication number
- GB1125683A GB1125683A GB772267A GB772267A GB1125683A GB 1125683 A GB1125683 A GB 1125683A GB 772267 A GB772267 A GB 772267A GB 772267 A GB772267 A GB 772267A GB 1125683 A GB1125683 A GB 1125683A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyes
- cyano groups
- group
- azo
- containing cyano
- 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.)
- Expired
Links
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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/40—Preparation of azo dyes from other azo compounds by substituting hetero atoms by radicals containing other hetero atoms
- C09B43/42—Preparation of azo dyes from other azo compounds by substituting hetero atoms by radicals containing other hetero atoms by substituting radicals containing hetero atoms for —CN radicals
-
- 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
-
- 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0805—Amino benzenes free of acid groups
- C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
-
- 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
- C09B29/3643—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 quinolines or hydrogenated quinolines
Abstract
1,125,683. Aao dyes containing cyano groups. FARBENFABRIKEN BAYER A.G. 17 Feb., 1967 [17 Feb., 1966; 12 Jan., 1967], No. 7722/67. Heading C4P. Azo dyes containing cyano groups are obtained by reacting an azo dye of the formula X-A-N=N-K wherein A is an aromatic-carbocyclic radical, X is a halogen in an o-position to the azo group, and K is the radical of a coupling component, with a metal cyanide in an organic medium with the exchange of the halogen substituent X for a CN substituent. The invention also comprises azo dyes of the formula wherein Y, is a group NO 2 , CN, CF 3 , R 1 , OR 1 , wherein R 1 is an optionally substituted alkyl, aralkyl or aryl radical, R 2 and R 3 are H or substituents which together may also form part of a heterocyclic ring, R 4 is H, OH, R 1 , OR 1 , or NR 2 R 3 , R 9 is an acyl group, and R 10 is H, an optionally substituted alkyl, cycloalkyl, aralkyl or aryl radical or the group R 9 ; R 0 and R 10 may together also form part of a heterocyclic ring, and Z 1 is H or a substituent. These dyes may be obtained by the above process. Examples are given for the preparation of the dyes. They are useful for dyeing hydrophobic materials.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF48455A DE1290915B (en) | 1966-02-17 | 1966-02-17 | Process for dyeing and printing fiber materials made from aromatic polyesters and cellulose acetates |
DEF0048454 | 1966-02-17 | ||
DEF0050456 | 1966-10-15 | ||
DEF0051232 | 1967-01-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1125683A true GB1125683A (en) | 1968-08-28 |
Family
ID=27436946
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB772267A Expired GB1125683A (en) | 1966-02-17 | 1967-02-17 | Process for the production of azo dyestuffs containing cyano groups |
GB772467A Expired GB1127084A (en) | 1966-02-17 | 1967-02-17 | Production of azo dyestuffs containing cyano groups |
GB772367A Expired GB1125684A (en) | 1966-02-17 | 1967-02-17 | Process for the dyeing and printing of hydrophobic materials |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB772467A Expired GB1127084A (en) | 1966-02-17 | 1967-02-17 | Production of azo dyestuffs containing cyano groups |
GB772367A Expired GB1125684A (en) | 1966-02-17 | 1967-02-17 | Process for the dyeing and printing of hydrophobic materials |
Country Status (6)
Country | Link |
---|---|
BE (3) | BE694266A (en) |
CH (6) | CH569134B5 (en) |
DE (3) | DE1290915B (en) |
FR (3) | FR1511933A (en) |
GB (3) | GB1125683A (en) |
NL (1) | NL156177B (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2440270A1 (en) * | 1974-08-22 | 1976-03-04 | Bayer Ag | PRODUCTION OF COPPER-FREE ORGANIC COMPOUNDS SYNTHETIZED BY COPPER SALT |
US4046757A (en) * | 1968-10-18 | 1977-09-06 | Sandoz Ltd. | 2-Optionally substituted alkyl-and phenylsulfonylphenyl-azo-phenyl dyes and a process for their synthesis |
US4189427A (en) * | 1973-08-10 | 1980-02-19 | Bayer Aktiengesellschaft | Azo dyestuffs from benzene diazo component fused to an aliphatic ring and containing two cyano substituents ortho to the azo group |
DE2834386A1 (en) * | 1978-08-05 | 1980-02-21 | Bayer Ag | METHOD FOR THE PRODUCTION OF AZO DYES |
US4257944A (en) * | 1978-04-05 | 1981-03-24 | Imperial Chemical Industries Limited | Process for the manufacture of cyano azo dyes |
US4269770A (en) | 1978-10-25 | 1981-05-26 | Bayer Aktiengesellschaft | Process for the preparation of cyanoazo dyestuffs |
EP0044131A1 (en) * | 1980-07-04 | 1982-01-20 | Imperial Chemical Industries Plc | Disperse monoazo dyestuffs |
US4315857A (en) | 1979-07-20 | 1982-02-16 | Sandoz Ltd. | Process for the synthesis of azobenzene compounds having a cyano group in one or both of the ortho positions of the diazo component radical |
EP0196537A2 (en) * | 1985-03-30 | 1986-10-08 | CASSELLA Aktiengesellschaft | Water insoluble red monoazo dyes, their preparation and their use |
US6191265B1 (en) | 1998-12-21 | 2001-02-20 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Thermomigrationfast azo dyes |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3627752A (en) * | 1968-01-19 | 1971-12-14 | Cossella Farbwerke Mainkur Ag | Water-insoluble monoazo dyestuffs |
GB1359553A (en) * | 1971-03-02 | 1974-07-10 | Ici Ltd | Colouration process |
CA994333A (en) * | 1972-04-07 | 1976-08-03 | Kunihiko Imada | Azo disperse dye mixtures |
DE2310745C3 (en) * | 1973-03-03 | 1981-11-05 | Bayer Ag, 5090 Leverkusen | Process for the preparation of azo compounds |
DE2366521C2 (en) * | 1973-08-10 | 1983-11-17 | Bayer Ag, 5090 Leverkusen | Azo dyes and their use |
US4160764A (en) * | 1975-06-07 | 1979-07-10 | Hoechst Aktiengesellschaft | Water-insoluble monoazo-dyestuffs for synthetic fibrous materials |
DE2610675C3 (en) * | 1976-03-13 | 1979-05-17 | Bayer Ag, 5090 Leverkusen | Process for the preparation of cyanazo dyes |
GB1578732A (en) * | 1976-05-28 | 1980-11-05 | Ici Ltd | Process for the manufacture of cyano azo dyes |
DE2746444A1 (en) * | 1977-10-15 | 1979-04-19 | Basf Ag | AZO DYES |
DE2906986A1 (en) * | 1978-02-24 | 1979-08-30 | Ciba Geigy Ag | NEW MONOAZO CONNECTIONS |
CA1091655A (en) * | 1978-03-24 | 1980-12-16 | Max A. Weaver | Dicyano azo dyes having ether substituted aniline couplers |
DE2817780C2 (en) * | 1978-04-22 | 1984-09-20 | Bayer Ag, 5090 Leverkusen | Reactive dyes |
DE2908357A1 (en) * | 1979-03-03 | 1980-09-11 | Basf Ag | THIAZOLE DISPERSION DYES |
DE2937329A1 (en) * | 1979-09-14 | 1981-04-02 | Bayer Ag, 5090 Leverkusen | AZO DYES AND THEIR PRODUCTION AND USE |
EP0038615A3 (en) * | 1980-04-03 | 1981-11-04 | Imperial Chemical Industries Plc | Disperse monoazo dyes |
DE3216788A1 (en) * | 1982-05-05 | 1983-11-10 | Bayer Ag, 5090 Leverkusen | DYE MIXTURES |
DE3347572A1 (en) * | 1983-12-30 | 1985-07-11 | Hoechst Ag, 6230 Frankfurt | MIXTURES OF BLUE DISPERSION AZO DYES FOR DYEING POLYESTER FIBERS |
DE4417699A1 (en) * | 1994-05-20 | 1995-11-23 | Cassella Ag | Water-insoluble red monoazo dyes, their preparation and their use |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE648768C (en) * | 1934-02-23 | 1937-08-11 | Chemische Ind Ges | Process for the production of azo dyes |
US2173417A (en) * | 1934-02-23 | 1939-09-19 | Chem Ind Basel | Azo dyestuffs and process of making same |
DE942221C (en) * | 1954-02-28 | 1956-04-26 | Bayer Ag | Process for the preparation of water-insoluble monoazo dyes |
BE600168A (en) * | 1960-02-16 | 1961-05-29 | Sandoz Sa | Azo dyes, their manufacturing processes and applications |
DE1273729B (en) * | 1963-02-15 | 1968-07-25 | Sandoz Ag | Process for the preparation of monoazo disperse dyes |
-
1966
- 1966-02-17 DE DEF48455A patent/DE1290915B/en active Pending
- 1966-10-15 DE DE19661644177 patent/DE1644177C3/en not_active Expired
-
1967
- 1967-01-12 DE DE19671619504 patent/DE1619504C3/en not_active Expired
- 1967-01-19 CH CH79567A patent/CH569134B5/xx not_active IP Right Cessation
- 1967-01-19 CH CH79767A patent/CH477511A/en not_active IP Right Cessation
- 1967-01-19 CH CH79567D patent/CH79567A4/xx unknown
- 1967-01-19 CH CH79667A patent/CH487227A/en not_active IP Right Cessation
- 1967-02-17 GB GB772267A patent/GB1125683A/en not_active Expired
- 1967-02-17 BE BE694266D patent/BE694266A/xx unknown
- 1967-02-17 BE BE694265D patent/BE694265A/xx unknown
- 1967-02-17 FR FR95530A patent/FR1511933A/en not_active Expired
- 1967-02-17 FR FR95531A patent/FR1511934A/en not_active Expired
- 1967-02-17 NL NL6702443A patent/NL156177B/en not_active IP Right Cessation
- 1967-02-17 GB GB772467A patent/GB1127084A/en not_active Expired
- 1967-02-17 GB GB772367A patent/GB1125684A/en not_active Expired
- 1967-02-17 FR FR95529A patent/FR1511932A/en not_active Expired
- 1967-02-17 BE BE694264D patent/BE694264A/xx not_active IP Right Cessation
-
1975
- 1975-07-16 CH CH932675D patent/CH932675A4/xx unknown
- 1975-07-16 CH CH932675A patent/CH594780B/en not_active IP Right Cessation
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4046757A (en) * | 1968-10-18 | 1977-09-06 | Sandoz Ltd. | 2-Optionally substituted alkyl-and phenylsulfonylphenyl-azo-phenyl dyes and a process for their synthesis |
US4189427A (en) * | 1973-08-10 | 1980-02-19 | Bayer Aktiengesellschaft | Azo dyestuffs from benzene diazo component fused to an aliphatic ring and containing two cyano substituents ortho to the azo group |
DE2440270A1 (en) * | 1974-08-22 | 1976-03-04 | Bayer Ag | PRODUCTION OF COPPER-FREE ORGANIC COMPOUNDS SYNTHETIZED BY COPPER SALT |
US4257944A (en) * | 1978-04-05 | 1981-03-24 | Imperial Chemical Industries Limited | Process for the manufacture of cyano azo dyes |
DE2834386A1 (en) * | 1978-08-05 | 1980-02-21 | Bayer Ag | METHOD FOR THE PRODUCTION OF AZO DYES |
US4269770A (en) | 1978-10-25 | 1981-05-26 | Bayer Aktiengesellschaft | Process for the preparation of cyanoazo dyestuffs |
US4315857A (en) | 1979-07-20 | 1982-02-16 | Sandoz Ltd. | Process for the synthesis of azobenzene compounds having a cyano group in one or both of the ortho positions of the diazo component radical |
EP0044131A1 (en) * | 1980-07-04 | 1982-01-20 | Imperial Chemical Industries Plc | Disperse monoazo dyestuffs |
JPS5740561A (en) * | 1980-07-04 | 1982-03-06 | Ici Ltd | Disperse monoazo dye, manufacture and method of coloring synthetic fiber material |
JPH0239540B2 (en) * | 1980-07-04 | 1990-09-06 | Ici Plc | |
EP0196537A2 (en) * | 1985-03-30 | 1986-10-08 | CASSELLA Aktiengesellschaft | Water insoluble red monoazo dyes, their preparation and their use |
EP0196537B1 (en) * | 1985-03-30 | 1991-02-06 | CASSELLA Aktiengesellschaft | Water insoluble red monoazo dyes, their preparation and their use |
US6191265B1 (en) | 1998-12-21 | 2001-02-20 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Thermomigrationfast azo dyes |
Also Published As
Publication number | Publication date |
---|---|
GB1125684A (en) | 1968-08-28 |
DE1619504B2 (en) | 1974-06-20 |
FR1511933A (en) | 1968-02-02 |
BE694266A (en) | 1967-07-31 |
FR1511932A (en) | 1968-02-02 |
DE1644177B2 (en) | 1974-06-27 |
DE1644177C3 (en) | 1975-02-27 |
CH932675A4 (en) | 1977-03-31 |
GB1127084A (en) | 1968-09-11 |
DE1619504C3 (en) | 1975-02-20 |
BE694264A (en) | 1967-07-31 |
DE1644177A1 (en) | 1971-07-08 |
CH477511A (en) | 1969-08-31 |
CH569134B5 (en) | 1975-11-14 |
DE1290915B (en) | 1969-03-20 |
NL156177B (en) | 1978-03-15 |
CH487227A (en) | 1970-03-15 |
DE1619504A1 (en) | 1969-09-04 |
FR1511934A (en) | 1968-02-02 |
CH79567A4 (en) | 1975-05-30 |
NL6702443A (en) | 1967-08-18 |
CH594780B (en) | 1978-01-31 |
BE694265A (en) | 1967-07-31 |
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