GB786567A - Metallisable heterocyclic azo dyestuffs - Google Patents
Metallisable heterocyclic azo dyestuffsInfo
- Publication number
- GB786567A GB786567A GB3177954A GB3177954A GB786567A GB 786567 A GB786567 A GB 786567A GB 3177954 A GB3177954 A GB 3177954A GB 3177954 A GB3177954 A GB 3177954A GB 786567 A GB786567 A GB 786567A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyestuffs
- acid
- group
- so3h
- halide
- 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
-
- 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
- C09B39/00—Other azo dyes prepared by diazotising and coupling
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyestuffs which contain the group <FORM:0786567/IV (b)/1> where the N atom o to O.B.X.Y. is in a heterocyclic ring, B is CO or SO2, X is a bridging group containing a cyclic residue and Y is COOH, SO3H or a quaternary ammonium group of the form -N(tert)anion. They are made by treating the corresponding hydroxy compounds with an acylating agent derived from an acid HO.B.X.Z. where Z is COOH, SO3H, a quat. amino group or an halogen atom not directly attached to an aromatic nucleus, and when Z is a tert. amino group or halogen atom subsequently converting them to a quat. ammonium group. Such agents include acid halides which are used in conjunction with bases such as pyridine, triethylamine and alkali and alkaline earth metal hydroxides and carbonates. Organic solvents such as dimethyl formamide may be present. Acylations with agents where Z contains an halogen atom not directly attached to an aromatic nucleus are preferably effected in a tertiary amine which acts both as an acidbinding agent and to convert the product to a quaternary ammonium salt. Dyestuffs where Y is CO2H or SO3H may also be made by treating the above hydroxy compounds with an appropriate acid or salt thereof, in the presence of a tertiary amine such as pyridine, and a reactant capable of forming an halide of the acid, e.g. phosgene and an halide of an aromatic sulphonic acid such as p-toluene-sulphonyl chloride, and optionally in an organic solvent, preferably an amide, such as dimethyl formamide. When an acid of formula HO.CO.X.SO3H is used the halide formed may be either a carboxylic acid or a sulphonyl halide. Specified bridging members are -C6H4-, -C4H2O- and -C4H6-CH2-. The hydroxyl-containing dyestuffs used as starting materials may be made by coupling diazotized primary aromatic amines with appropriate coupling components such as 8-hydroxyquinoline, 1-hydroxyacridine and 4-hydroxy-benzthiazole. Specified amines are aniline, p-nitroaniline, benzidine, diamidine, 4,41-diamino-benzene, -benzanilide, -diphenylamine and diphenylurea, 31,4-diamino-3,41-dimethoxybezanilide and 1,5-diaminonaphthalene. A preferred class of dyestuffs is derived from compounds of formula: <FORM:0786567/IV (b)/2> where A is a direct link or a bridging group such as -N=N-, -CONH-, NH or -NH-CO-NH- and where the nuclei may contain further groups such as alkoxy groups. The dyestuffs dye cellulosic fibres by the alkaline after-coppering process when preferably the dyestuffs contain no water-solubilizing groups other than -O.B.X.Y. The group B.X.Y. is removed during coppering. When -B.X.Y. contains a quat. ammonium group the dyestuffs are especially useful since they exhibit a very high degree of exhaustion from the dye bath. Examples are provided illustrating the preparation of the dyestuffs from certain of the above specified reactants and their use in dyeing cellulosic fibres by after-coppering processes in red and yellow shades. In the Provisional Specification -CH2- and -CHClare additional bridging groups. Specification 761,776 is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3177954A GB786567A (en) | 1954-11-03 | 1954-11-03 | Metallisable heterocyclic azo dyestuffs |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3177954A GB786567A (en) | 1954-11-03 | 1954-11-03 | Metallisable heterocyclic azo dyestuffs |
Publications (1)
Publication Number | Publication Date |
---|---|
GB786567A true GB786567A (en) | 1957-11-20 |
Family
ID=10328283
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3177954A Expired GB786567A (en) | 1954-11-03 | 1954-11-03 | Metallisable heterocyclic azo dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB786567A (en) |
-
1954
- 1954-11-03 GB GB3177954A patent/GB786567A/en not_active Expired
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