GB637404A - Manufacture of metalliferous dyestuffs - Google Patents
Manufacture of metalliferous dyestuffsInfo
- Publication number
- GB637404A GB637404A GB25568/47A GB2556847A GB637404A GB 637404 A GB637404 A GB 637404A GB 25568/47 A GB25568/47 A GB 25568/47A GB 2556847 A GB2556847 A GB 2556847A GB 637404 A GB637404 A GB 637404A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- nitro
- groups
- hydroxy
- dyestuffs
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/01—Complex metal compounds of azo dyes characterised by the method of metallisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Metalliferous dyestuffs are manufactured by treating azo dyestuffs free from sulphonic acid groups and from carboxylic acid groups in o-position to hydroxy groups, but containing the atomic grouping <FORM:0637404/IV (c)/1> in a neutral to alkaline medium with a metal (e.g. cobalt, iron, manganese, aluminium, copper, nickel or especially chromium) compound which contains an aromatic o-hydroxycarboxylic acid in complex union, this compound being used in a proportion corresponding to less than one (e.g. 0.3-0.9, preferably 0.5-0.7) atom of complex-forming metal for each of the above-defined groups in the dyestuff. Suitable starting materials, which may contain further substituents (e.g. halogen atoms or alkyl, alkoxy, nitro, acylamino, sulphone or sulphoamide groups) are obtainable from o-hydroxydiazo compounds of the naphthalene or especially of the benzene series (e.g. 2-aminophenol or its 4- or 5-chloro-, 4 : 6-dichloro-, 3 : 4 : 6-trichloro-, 3 : 4 : 5 : 6-tetrachloro-, 4- or 5-nitro-, 4-chloro-, 5- or 6-nitro-, 4-nitro-6-chloro-, 4 : 6-dinitro-, 5- or 6-nitro-4-methyl- or 4-(or 6-)nitro-6-(or 4-)acetylamino-derivatives or its 4-sulphonic acid amide, anilide or alkylanilides, 3-amino-4-hydroxybenzanilide, 3-amino-4- or 2-hydroxy-5-chlorobenzanilide, 3-amino-4-hydroxyacetophenone, or 1 : 2- or 2 : 1-aminonaphthol) and coupling components capable of coupling in o-position to a hydroxy group in an aromatic nucleus or owing their capacity for coupling to a ketomethylene grouping (e.g. a - or b -naphthol, 5 : 8-dibromo- or dichloro- or 5-chloro-1-naphthol, 5 : 8-dichloro- or 6-bromo-2-naphthol, 4-hydroxy-1-naphthyl phenyl ketone, 4-alkyl - 1 - naphthols, 2 : 3 - hydroxynaphthoic arylides, 3 - hydroxynaphthalene - 1 : 8-dicarboxylic acid, 1 : 5-, 1 : 6-, 1 : 7-, 1 : 8-, 2 : 3-, 2 : 6- or 2 : 7-dihydroxynaphthalene or monoalkyl ethers thereof, aminonaphthols, acylaminonaphthols, naphtholsulphonic acid amides, resorcinol, p-cresol, 2-acetylamino-4-methylphenol, 4-acetylamino-3-methylphenol, acetoacetic arylides, 3-methyl-5-pyrazolone, 1-1 - aryl - 3 - methyl - 5 - pyrazolones, 2 : 4-dihydroxyquinoline and N - alkyl - 4 - hydroxy-2-quinolones). The metallization may be effected in the presence of a dispersing agent (e.g. sulphonated castor oils, or a soap produced from potassium oleate and pine oil and containing a solvent). Examples describe the treatment of dyestuffs derived from certain of the above-mentioned components, using the following metallizing agents: sodium, sodium-potassium and sodium-ammonium chromosalicylate, sodium-potassium chromocresotinate (from o- or p-cresotinic acid), and a chromium-aluminium-salicylic acid complex. Reference is also made to the use of metal complexes from 1 - hydroxybenzene - 2 - carboxylic - 4-sulphonic acid and from 5-methyl-1-hydroxybenzene-2-carboxylic acid. The products are useful for colouring lacquers and spinning solutions, and masses consisting of natural or artificial resins, cellulose derivatives (e.g. celluloid) or animal substances (e.g. casein or gelatine), and for dyeing artificial fibres of superpolyamides or superpolyurethanes. The Specification as open to inspection under Sect. 91 comprises also the treatment of other dyestuffs containing complex-forming groups, including those containing an o-hydroxycarboxylic acid grouping and azo dyestuffs in which one or both of the hydroxy groups in the grouping defined above is replaced by a substituted hydroxy group, a carboxylic group or an amino group, e.g. those obtained by using b -naphthylamine or 3-aminonaphthalene-1 : 8-dicarboxylic acid as coupling components. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH637404X | 1946-09-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB637404A true GB637404A (en) | 1950-05-17 |
Family
ID=4525186
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB25568/47A Expired GB637404A (en) | 1946-09-30 | 1947-09-19 | Manufacture of metalliferous dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB637404A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE924882C (en) * | 1951-08-14 | 1955-03-10 | Ciba Geigy | Process for the production of cobalt-containing azo dyes |
DE941745C (en) * | 1952-03-26 | 1956-04-19 | Sandoz Ag | Process for the production of metal-containing azo dyes |
DE950149C (en) * | 1952-04-07 | 1956-10-04 | Geigy Ag J R | Process for the production of monoazo dyes containing heavy metals |
DE959042C (en) * | 1951-08-07 | 1957-02-28 | Ciba Geigy | Process for the production of metal-containing azo dyes |
US5698683A (en) * | 1992-11-19 | 1997-12-16 | Clariant Finance (Bvi) Limited | Mixed aluminium-heavy metal dyestuff complexes and a process for their preparation |
-
1947
- 1947-09-19 GB GB25568/47A patent/GB637404A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE959042C (en) * | 1951-08-07 | 1957-02-28 | Ciba Geigy | Process for the production of metal-containing azo dyes |
DE924882C (en) * | 1951-08-14 | 1955-03-10 | Ciba Geigy | Process for the production of cobalt-containing azo dyes |
DE941745C (en) * | 1952-03-26 | 1956-04-19 | Sandoz Ag | Process for the production of metal-containing azo dyes |
DE950149C (en) * | 1952-04-07 | 1956-10-04 | Geigy Ag J R | Process for the production of monoazo dyes containing heavy metals |
US5698683A (en) * | 1992-11-19 | 1997-12-16 | Clariant Finance (Bvi) Limited | Mixed aluminium-heavy metal dyestuff complexes and a process for their preparation |
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