GB821331A - New disazo-dyestuffs and process for their manufacture - Google Patents
New disazo-dyestuffs and process for their manufactureInfo
- Publication number
- GB821331A GB821331A GB6381/56A GB638156A GB821331A GB 821331 A GB821331 A GB 821331A GB 6381/56 A GB6381/56 A GB 6381/56A GB 638156 A GB638156 A GB 638156A GB 821331 A GB821331 A GB 821331A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- methoxy
- residue
- dyestuffs
- group
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/12—Disazo dyes from other coupling components "C"
- C09B31/14—Heterocyclic components
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyestuffs of formula <FORM:0821331/IV(c)/1> where R1 is an aromatic, especially a benzene or naphthalene, residue, R2 is a benzene residue, and R3 is an 8-oxyquinoline residue. They are made in conventional fashion by coupling an appropriate diazo-azo-compound with an 8-oxyquinoline. The diazo components may be made by coupling appropriate diazotized amines with the required naphthol sulphonic acids. All coupling reactions are preferably effected in an alkaline medium with the optional addition of a substance such as pyridine. R1 may contain a metallizable group in the ortho position to the azo link, specified groups being OH, COOH, OCH2COOH, OC2H4OH, OEt, OMe and OC2H4OSO3H. The amines may contain substituents such as halogen, alkyl, sulphonamide, carboxylic acid amide or nitro groups, specified amines being 1-amino-2, -3- and -4-methyl-, -2-methyl-4-methoxy- and -b -oxyethoxy-, -3-sulphonamido-, -4-sulpho- and -carboxy-, -2-carboxy-, -2-methyl - 4 - methoxy - 5 - sulpho -, - 4 - acetylamino-2-sulpho-, -2-methyl-4- and -5-carboxy-methoxy-, -2-carboxy-5-methoxy-, -2-methoxy-5 - methyl -, - 2 - methoxy - 5 - methyl - 4 - sulpho - and - 2 - carboxymethoxy - 5 - chloro- and -methyl-benzenes, sulphuric acid esters of 1 - amino - 2 - methyl - 4 - b - oxyethyl - and 1 - amino - 2 - b - oxyethoxy - 5 - methylbenzenes, and the latter compound itself, 2-aminophenol - 4 - carboxylic acid phenylamide and its sulphonic acid, 2-naphthylamine-3-carboxylic acid and its 6-sulphonic acid. The residue NH-OC-R2-NH2 may be <FORM:0821331/IV(c)/2> where one Y is a methyl group or H and the other Y is an amino group. Preferably the Y p to NHOC is an amino group. Specified naphthol sulphonic acids are 2-(31- and 41-aminobenzoylamino) and (31-methyl-41-aminobenzoylamino) - 5 - naphthol - 1,7 - disulphonic acids. Preferred oxyquinolines are those which couple in 5-position, e.g. 8-oxyquinoline-7-sulphonic and -carboxylic acids, 6-methoxy-8-oxyquinoline, 6,8-dioxyquinoline and 8-oxyquinoline. Advantageously the dyestuffs contain 2-4, preferably 2-3, groups imparting solubility in water, e.g. only the two SO3H groups of the naphthalene residue or, in addition thereto, a COOH group in residue R1, or an SO3H group in R1 or R3. The dyestuffs may be used for dyeing or printing wool, silk or leather but have particular application for cellulosic materials. They may be converted in substance or on the fibre into complex metal compounds, Cu, Cr, Fe, Ni or Co being specified metals. The metal compounds, especially those of copper, are advantageously made in a substratum when the metal-free dyestuff is of poor affinity and/or when the metal complex is sufficiently soluble. Dyestuffs yielding sparingly-soluble metal compounds are advantageously metallized on the fibre or partially on the fibre and partially in the dye bath as, e.g. in Specification 455,274, [Group IV]. The metal-free dyeings may also be coppered as in Specification 619,969. In examples, which illustrate the preparation of the dyestuffs and their use in dyeing cotton in red shades the components used are chosen from those specified above with the addition of dehydrothioparatoluidine sulphonic acid and 2-methoxyaniline and its 5-sulphonic acid as diazo components
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH821331X | 1955-03-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB821331A true GB821331A (en) | 1959-10-07 |
Family
ID=4539466
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB6381/56A Expired GB821331A (en) | 1955-03-10 | 1956-02-29 | New disazo-dyestuffs and process for their manufacture |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB821331A (en) |
-
1956
- 1956-02-29 GB GB6381/56A patent/GB821331A/en not_active Expired
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