CH308440A - Process for the preparation of a metal-containing azo dye. - Google Patents
Process for the preparation of a metal-containing azo dye.Info
- Publication number
- CH308440A CH308440A CH308440DA CH308440A CH 308440 A CH308440 A CH 308440A CH 308440D A CH308440D A CH 308440DA CH 308440 A CH308440 A CH 308440A
- Authority
- CH
- Switzerland
- Prior art keywords
- cobalt
- dye
- containing azo
- azo dye
- metal
- Prior art date
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
- C09B45/16—Monoazo compounds containing chromium
-
- 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 eines metallhaltigen Azofarbstoffes. Es wurde gefunden, dass man zit einem netten, wertvollen metallhaltigen Azofarbstoff
EMI0001.0005
kobaltabgebende Mittel derart einwirken lässt, class ein kobalthaltiger Azofarbstoff entsteht, der zwei Monoazofarbstoffmoleküle an ein Ko- baltatom komplex gebunden enthält.
Der neue Farbstoff bildet ein wasserlös liches Pulver, das Wolle aus neutralem bis essigsaurem Bade in violettgrauen Tönen färbt, welche sich durch gute Lichtechtheit und vorzügliche Wasch-, Carbonisier- und Dekaturechtheit auszeichnen.
Der als Ausgangsstoff dienende, der oben stehenden Formel entsprechende Monoazofarb- stoff kann durch Kupplung des 1-n-Butyryl- amino-7-oxynaphthalins mit nach an sich be kannten Methoden, z. B. mittels Salzsäure und Natriumnitrit diazotiertem 2-Amino-l-oxy- benzol-4-sulfonsä,ureanilid-3'-sulfonsäureamid hergestellt werden.
Die Behandlung mit den kobaltabgebenden Mitteln erfolgt gemäss vorliegendem Verfah- gelangt, wenn man auf den Monoazofarbstoff der Formel ren in der Weise, dass ein kobalthaltiger Farb stoff entsteht, der pro Molekül Farbstoff weniger als ein Atom Kobalt in komplexer Bindung enthält. Demgemäss führt man die Metallisierung zweckmässig mit solchen kobalt- abgebenden Mitteln und nach solchen Me thoden durch, welche erfahrungsgemäss kom plexe Kobaltverbindungen dieser Zusammen setzung liefern.
Es empfiehlt sich im all gemeinen, auf ein Molekül eines Farbstoffes weniger als ein, mindestens aber ein halbes Atom Kobalt zu verwenden undloder die Me- tallisierung in schwach saurem bis alkalischem Medium auszuführen.
Als kobaltabgebende Mittel verwendet man zweckmässig komplexe Kobaltverbindungen aliphatischer Oxycarbon- säuren oder einfache Kobaltsalze wie Kobalt sulfat oder Kobaltacetat, gegebenenfalls auch frisch gefälltes Kobalthydroxyd. Beispiel:
58,3 Teile des aus diazotiertem 2-Amino-l- oxybenzol - 4 - sulfonsäureanilid - 3'-sulfonsäure- amid und 1-n-Butyryl-amino-7-oxynaphthalin erhaltenen Farbstoffes werden in 2000 Teilen Wasser unter Zusatz von 8 Teilen Natrium hydroxyd gelöst und auf 80 erwärmt. Zu der erhaltenen violetten Lösung werden 100 Teile einer 80 warmen Lösung von Kobaltsulfat mit einem Kobaltgehalt von 3,25% gegeben.
Nach 7/2- bis 1stündigem Rühren bei 80 ist die Me- tallisierung beendet. Durch Zusatz von Essig säure wird die grünblaue Lösung neutralisiert und dann eingedampft.
Process for the preparation of a metal-containing azo dye. It has been found that it is a nice, valuable metal-containing azo dye
EMI0001.0005
lets cobalt-releasing agents act in such a way that a cobalt-containing azo dye is formed which contains two monoazo dye molecules bound to a cobalt atom in a complex.
The new dye forms a water-soluble powder that dyes wool from neutral to acetic acid baths in violet-gray tones, which are characterized by good lightfastness and excellent wash, carbonization and decade fastness.
Serving as the starting material, the above formula corresponding monoazo dye can by coupling the 1-n-butyrylamino-7-oxynaphthalene with methods known per se, eg. B. 2-amino-1-oxybenzene-4-sulfonic acid diazotized by means of hydrochloric acid and sodium nitrite, ureanilide-3'-sulfonic acid amide.
The treatment with the cobalt-releasing agents takes place according to the present process when the monoazo dye of the formula ren is applied in such a way that a cobalt-containing dye is formed which contains less than one atom of cobalt in a complex bond per molecule of dye. Accordingly, the metallization is expediently carried out with cobalt-releasing agents and by methods which, experience has shown, provide complex cobalt compounds of this composition.
It is generally advisable to use less than one, but at least half an atom of cobalt on a molecule of a dye and / or perform the metallization in a weakly acidic to alkaline medium.
Complex cobalt compounds of aliphatic oxycarboxylic acids or simple cobalt salts such as cobalt sulfate or cobalt acetate, optionally also freshly precipitated cobalt hydroxide, are expediently used as cobalt releasing agents. Example:
58.3 parts of the dye obtained from diazotized 2-amino-l-oxybenzene-4-sulfonic anilide, 3'-sulfonic acid amide and 1-n-butyryl-amino-7-oxynaphthalene are dissolved in 2000 parts of water with the addition of 8 parts of sodium hydroxyd dissolved and heated to 80. 100 parts of an 80% solution of cobalt sulfate with a cobalt content of 3.25% are added to the violet solution obtained.
After stirring for 7/2 to 1 hour at 80, the metallization is complete. The green-blue solution is neutralized by adding acetic acid and then evaporated.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH308440T | 1951-12-15 | ||
CH305715T | 1952-12-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH308440A true CH308440A (en) | 1955-07-15 |
Family
ID=25734970
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH308440D CH308440A (en) | 1951-12-15 | 1951-12-15 | Process for the preparation of a metal-containing azo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH308440A (en) |
-
1951
- 1951-12-15 CH CH308440D patent/CH308440A/en unknown
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