GB1125683A - Process for the production of azo dyestuffs containing cyano groups - Google Patents

Process for the production of azo dyestuffs containing cyano groups

Info

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
Application number
GB772267A
Inventor
Alois Gottschlich
Klaus Leverenz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1125683A publication Critical patent/GB1125683A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/40Preparation of azo dyes from other azo compounds by substituting hetero atoms by radicals containing other hetero atoms
    • C09B43/42Preparation 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/06Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08Amino benzenes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/06Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08Amino benzenes
    • C09B29/0805Amino benzenes free of acid groups
    • C09B29/0807Amino benzenes free of acid groups characterised by the amino group
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/34Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3617Monoazo 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
    • C09B29/3643Monoazo 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.
GB772267A 1966-02-17 1967-02-17 Process for the production of azo dyestuffs containing cyano groups Expired GB1125683A (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Cited By (13)

* Cited by examiner, † Cited by third party
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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