GB844873A - Cobaltiferous monoazo dyestuffs of the benzene azo pyrazolone series - Google Patents
Cobaltiferous monoazo dyestuffs of the benzene azo pyrazolone seriesInfo
- Publication number
- GB844873A GB844873A GB2119557A GB2119557A GB844873A GB 844873 A GB844873 A GB 844873A GB 2119557 A GB2119557 A GB 2119557A GB 2119557 A GB2119557 A GB 2119557A GB 844873 A GB844873 A GB 844873A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- amino
- phenol
- pyrazolone
- nitro
- 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
- -1 benzene azo pyrazolone series Chemical class 0.000 title abstract 2
- 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 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 3
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 abstract 2
- 229910017052 cobalt Inorganic materials 0.000 abstract 2
- 239000010941 cobalt Substances 0.000 abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 2
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- VLZVIIYRNMWPSN-UHFFFAOYSA-N 2-Amino-4-nitrophenol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1O VLZVIIYRNMWPSN-UHFFFAOYSA-N 0.000 abstract 1
- DOPJTDJKZNWLRB-UHFFFAOYSA-N 2-Amino-5-nitrophenol Chemical compound NC1=CC=C([N+]([O-])=O)C=C1O DOPJTDJKZNWLRB-UHFFFAOYSA-N 0.000 abstract 1
- UADJJUNAPZVIMZ-UHFFFAOYSA-N 2-amino-3-(sulfonylamino)phenol Chemical compound S(=O)(=O)=NC=1C(=C(C=CC1)O)N UADJJUNAPZVIMZ-UHFFFAOYSA-N 0.000 abstract 1
- JSHJJLQJRLNBBA-UHFFFAOYSA-N 2-amino-3-chlorophenol Chemical compound NC1=C(O)C=CC=C1Cl JSHJJLQJRLNBBA-UHFFFAOYSA-N 0.000 abstract 1
- JUQDHURMAZPYAS-UHFFFAOYSA-N 2-amino-4-methyl-3-nitrophenol Chemical compound CC1=CC=C(O)C(N)=C1[N+]([O-])=O JUQDHURMAZPYAS-UHFFFAOYSA-N 0.000 abstract 1
- TWLMSPNQBKSXOP-UHFFFAOYSA-N 6358-09-4 Chemical compound NC1=CC([N+]([O-])=O)=CC(Cl)=C1O TWLMSPNQBKSXOP-UHFFFAOYSA-N 0.000 abstract 1
- RLWWQYDOQXUUOH-UHFFFAOYSA-N ClC=1C(=C(C=CC1N=S(=O)=O)O)N Chemical compound ClC=1C(=C(C=CC1N=S(=O)=O)O)N RLWWQYDOQXUUOH-UHFFFAOYSA-N 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000001868 cobalt Chemical class 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- QXYMVUZOGFVPGH-UHFFFAOYSA-N picramic acid Chemical compound NC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O QXYMVUZOGFVPGH-UHFFFAOYSA-N 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/20—Monoazo compounds containing cobalt
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises 1. 2. cobalt complexes of two monazo dyestuffs, viz.: <FORM:0844873/IV (c)/1> and <FORM:0844873/IV (c)/2> where R1 and R2 are the same or different and each is hydrogen, halogen, nitro or alkyl, R11 is hydrogen, halogen or alkyl, and R3 is hydrogen, halogen or alkyl. The complexes may be prepared by treating a mixture of dyestuffs (I) and (II) with such a proportion of an agent yielding cobalt, that the resulting cobaltiferous complex contains less than one atom of cobalt per molecule of monoazo dyestuff. Diazo components specified for preparing (I) are 4- and 5-nitro-2-amino phenol, 6- and 5- nitro, -4 chloro, 2-amino phenol, 6 and 5 nitro-4-methyl-2-amino-phenol, 4, 6 dinitro-2-amino phenol, and 6-chloro-4-nitro-2-amino phenol, and as coupling components 1(phenyl-31-sulphonylamino 61 chloro or 61 methyl) -3- methyl -5- pyrazolone, and 1-(phenyl 31-sulphonylamino) -3- methyl -5-pyrazolone. Diazo components specified for use in the preparation of (II) are 4 and 5 sulphonylamino -2 amino-phenol, 2 amino -4 chloro -6-sulphonyl amino phenol, 2 amino -4-methyl -6 sulphonyl amino phenol and 6 chloro -2- amino -4 sulphonylamino phenol, along with coupling components, 1(31, 41 dichlorphenyl) -3- methyl -5 pyrazolone, 1 phenyl -3- methyl -5- pyrazolone, 1-(41-methyl-phenyl) -3- methyl -5- pyrazolone and 1-(31-chlorphenyl) -3- methyl -5- pyrazolone. The complexes of the invention may be used for dyeing wool, superpolyanide and superpolyurethane fibres. Examples are given. The dye-stuffs dye yellow to brown shades. Specifications 699,976, 719,274 and 741,602 are referred to.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2119557A GB844873A (en) | 1957-07-04 | 1957-07-04 | Cobaltiferous monoazo dyestuffs of the benzene azo pyrazolone series |
| CH6102658A CH369233A (en) | 1957-07-04 | 1958-06-25 | Process for the production of cobalt-containing monoazo dyes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2119557A GB844873A (en) | 1957-07-04 | 1957-07-04 | Cobaltiferous monoazo dyestuffs of the benzene azo pyrazolone series |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB844873A true GB844873A (en) | 1960-08-17 |
Family
ID=10158783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2119557A Expired GB844873A (en) | 1957-07-04 | 1957-07-04 | Cobaltiferous monoazo dyestuffs of the benzene azo pyrazolone series |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH369233A (en) |
| GB (1) | GB844873A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0055808A3 (en) * | 1980-12-31 | 1982-08-25 | Basf Aktiengesellschaft | Mixtures of metal-complex dyestuffs |
| EP1398020A1 (en) * | 2002-09-16 | 2004-03-17 | Kao Corporation | Hair dye composition comprising an azo dye containing a dissociative proton, method and use |
| EP1398022A1 (en) * | 2002-09-16 | 2004-03-17 | Kao Corporation | Hair dye composition comprising an azo dye containing a dissociative proton, method and use |
-
1957
- 1957-07-04 GB GB2119557A patent/GB844873A/en not_active Expired
-
1958
- 1958-06-25 CH CH6102658A patent/CH369233A/en unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0055808A3 (en) * | 1980-12-31 | 1982-08-25 | Basf Aktiengesellschaft | Mixtures of metal-complex dyestuffs |
| US4474695A (en) * | 1980-12-31 | 1984-10-02 | Basf Aktiengesellschaft | Complex dye mixture containing at least two cobalt 1:2 complexes of azo dyes |
| EP1398020A1 (en) * | 2002-09-16 | 2004-03-17 | Kao Corporation | Hair dye composition comprising an azo dye containing a dissociative proton, method and use |
| EP1398022A1 (en) * | 2002-09-16 | 2004-03-17 | Kao Corporation | Hair dye composition comprising an azo dye containing a dissociative proton, method and use |
| US7056355B2 (en) | 2002-09-16 | 2006-06-06 | Kao Corporation | Hair dye composition and dyeing method |
Also Published As
| Publication number | Publication date |
|---|---|
| CH369233A (en) | 1963-05-15 |
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