DE1032865B - Process for the production of cobalt-containing monoazo dyes - Google Patents
Process for the production of cobalt-containing monoazo dyesInfo
- Publication number
- DE1032865B DE1032865B DEB38187A DEB0038187A DE1032865B DE 1032865 B DE1032865 B DE 1032865B DE B38187 A DEB38187 A DE B38187A DE B0038187 A DEB0038187 A DE B0038187A DE 1032865 B DE1032865 B DE 1032865B
- Authority
- DE
- Germany
- Prior art keywords
- cobalt
- dyes
- monoazo dyes
- alkyl
- oxynaphthalene
- 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.)
- Pending
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
- C09B45/02—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)
Description
Verfahren zur Herstellung von kobalthaltigen Monoazofarbstoffen Es wurde gefunden, daß man wertvolle kobalthaltige Monoazofarbstoffe in vorteilhafter Weise herstellen kann, indem man diazotierte Aminobenzole der allgemeinen Formel in der V und Z Wasserstoff, Alkyl- oder Arylgruppen und R und R' gleiche oder verschiedene niedrigmolekulare Alkylgruppen bedeuten, mit 2-Oxynaphthalin oder seinen Alkyl-, Halogen- und bzw. oder Alkoxyderivaten kuppelt und die erhaltenen o-Oxy-o'-alkoxymonoazofarbstoffe nach an sich bekannten Verfahren in Kobaltkomplexverbindungen der entsprechenden o,o'-Dioxyazofarbstoffe überführt, die auf 2 Azofarbstoffmoleküle etwa 1 Kobaltatom enthalten.Process for the preparation of cobalt-containing monoazo dyes It has been found that valuable cobalt-containing monoazo dyes can be prepared in an advantageous manner by using diazotized aminobenzenes of the general formula in which V and Z are hydrogen, alkyl or aryl groups and R and R 'are identical or different low molecular weight alkyl groups, are coupled with 2-oxynaphthalene or its alkyl, halogen and / or alkoxy derivatives and the o-oxy-o'- alkoxymonoazo dyes converted by processes known per se into cobalt complex compounds of the corresponding o, o'-dioxyazo dyes which contain about 1 cobalt atom for every 2 azo dye molecules.
Geeignete Azokomponenten sind z. B. das 2-Oxynaphthalin, das 4,8-Dichlor-2-oxvnaphthalin, das 2-Oxy-6-bromnaphthalin, das 3- oder 6-Methyl-2-oxynaphthalin oder das 2-Oxy-6-methoxynaphthalin.Suitable azo components are, for. B. 2-oxynaphthalene, 4,8-dichloro-2-oxynaphthalene, 2-oxy-6-bromonaphthalene, 3- or 6-methyl-2-oxynaphthalene or 2-oxy-6-methoxynaphthalene.
Die Umwandlung in die Kobaltkomplexverbindungen kann z. B. nach den in den deutschen Patentschriften 715 082 oder 715 948 oder in der französischen Patentschrift 836 257 beschriebenen Verfahren vorgenommen werden.The conversion into the cobalt complex compounds can e.g. B. after the in German patents 715 082 or 715 948 or in French Patent 836 257 described method can be made.
Die so erhältlichen kobalthaltigen Farbstoffe zeichnen sich durch hohe Echtheiten und gutes Egalisiervermögen aus und sind insbesondere zum Färben von Wolle und Polyamidfasern aus neutralem oder schwach saurem Bade geeignet.The cobalt-containing dyes obtainable in this way are distinguished by high fastness properties and good leveling properties and are particularly useful for dyeing Suitable for wool and polyamide fibers from neutral or slightly acidic baths.
Die gemäß der Erfindung hergestellte Kobaltkomplexverbindung der Azofarbstoffs 1,4-Dimethoxy-2-aminobenzol-5-sulfonsäureamid -- 2-Oxynaphthalin ist, auf Wolle gefärbt, besser lichtecht als die entsprechende Chromkomplexverbindung, die aus Beispiels der britischen Patentschrift 681653 bekannt ist. Die gleiche Wollfärbung des gleichen erfindungsgemäßen Farbstoffs ist auch besser walkecht als die der Kobaltkomplexverbindung des Azofarbstoffs 1-Oxy-2-amino-4-methylbenzol-5-sulfonsäureamid -@ 2-Oxynaphthalin, die in der Tabelle der deutschen Patentschrift 937 367 als Nr. 14 genannt ist.The cobalt complex compound of the azo dye 1,4-dimethoxy-2-aminobenzene-5-sulfonic acid amide - 2-oxynaphthalene prepared according to the invention is, when dyed on wool, better lightfast than the corresponding chromium complex compound known from the example of British patent 681653. The same wool dyeing of the same dye according to the invention is also better than that of the cobalt complex compound of the azo dye 1-oxy-2-amino-4-methylbenzene-5-sulfonic acid amide - @ 2-oxynaphthalene, which is listed in the table of German patent 937 367 as no. 14 is mentioned.
Die im Beispiel genannten Teile sind Gewichtsteile. Beispiel 23,2 Teile 1,4-Dimethoxy-2-aminobenzol-5-sulfonsäureamid werden in üblicher Weise dianotiert und mit einer alkalischen Lösung von 14,4 Teilen 2-Oxynaphthalin gekuppelt.The parts mentioned in the example are parts by weight. Example 23.2 Parts of 1,4-dimethoxy-2-aminobenzene-5-sulfonic acid amide are dianotized in the usual way and coupled with an alkaline solution of 14.4 parts of 2-oxynaphthalene.
20 Teile. des so erhaltenen Monoazofarbstoffs werden mit einer Lösung von 6 Teilen Kobalt(II)-chlorid (Co C12 . 6 H2 O) in 200 Teilen Acetamid 5 Stunden auf 130°C erhitzt. Dann trägt man das Gemisch in 2000 Teile Wasser ein, fällt den kobalthaltigen Farbstoff mit 200 Teilen Natriumchlorid aus, saugt ab, wäscht mit etwas Wasser und trocknet bei 80°C.20 parts. of the monoazo dye thus obtained are mixed with a solution of 6 parts of cobalt (II) chloride (Co C12. 6 H2 O) in 200 parts of acetamide for 5 hours heated to 130 ° C. Then the mixture is introduced into 2000 parts of water, the falls cobalt-containing dye with 200 parts of sodium chloride, filtered off with suction, washed with some water and dry at 80 ° C.
Der so hergestellte kobalthaltige Farbstoff färbt Wolle und Polyamidfasern aus schwach saurem Bade in blaustichig violetten Tönen von sehr guten Echtheiten.The cobalt-containing dye produced in this way dyes wool and polyamide fibers from a weakly acidic bath in bluish violet shades of very good fastness properties.
In entsprechender Weise kann man kobalthaltige Farbstoffe aus den
folgenden Komponenten herstellen
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB38187A DE1032865B (en) | 1955-12-07 | 1955-12-07 | Process for the production of cobalt-containing monoazo dyes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB38187A DE1032865B (en) | 1955-12-07 | 1955-12-07 | Process for the production of cobalt-containing monoazo dyes |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1032865B true DE1032865B (en) | 1958-06-26 |
Family
ID=6965417
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEB38187A Pending DE1032865B (en) | 1955-12-07 | 1955-12-07 | Process for the production of cobalt-containing monoazo dyes |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE1032865B (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB681653A (en) * | 1950-06-29 | 1952-10-29 | Du Pont | Improvements in azo dye |
-
1955
- 1955-12-07 DE DEB38187A patent/DE1032865B/en active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB681653A (en) * | 1950-06-29 | 1952-10-29 | Du Pont | Improvements in azo dye |
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