CH307183A - Process for the production of a copper-containing azo dye. - Google Patents
Process for the production of a copper-containing azo dye.Info
- Publication number
- CH307183A CH307183A CH307183DA CH307183A CH 307183 A CH307183 A CH 307183A CH 307183D A CH307183D A CH 307183DA CH 307183 A CH307183 A CH 307183A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- acid
- azo dye
- containing azo
- compound
- 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/145—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with polycarboxylic acids
-
- 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
- C09B45/24—Disazo or polyazo compounds
- C09B45/28—Disazo or polyazo compounds containing copper
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 290294. Verfahren zur Herstellung eines kupferhaltigen Azofarbatoffes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupfer haltigen Azofarbstoffes, welches darin besteht,
EMI0001.0004
und 0,7 141o1 der Aminomonoazoverbindung der Zusammensetzung
EMI0001.0008
vorteilhaft in wässerigem Medium und in Czegenwart eines säurebindenden Mittels,
mit l Mol eines Fumarsäuredihalogenids umsetzt und die so erhaltene Disazoverbindung mit einem kupferabgebenden Mittel behandelt, Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile, <I>Beispiel:</I> 90,9 Teile der Aminoinonoazoverbindung der Zusammensetzung (I) und 27 Teile der Aminomonoazoverbindung der Zusammenset zung (1I) werden unter Zusatz von Natrium- carbonat in 4000 Teilen Wasser gelöst.
In diese Lösung tropft man unter gutem Rühren bei einer Temperatur von 8-10 so viel einer dar man 1,3 Mol der Aminomonoazoyerbin- dung der Zusammensetzung 30o/oigen Lösung von Pumarsäurediehlorid in Chlorbenzol bis darin keine freien Amino- gruppen mehr nachweisbar sind. Durch ge legentliche Zugabe von festem Natriumcarbo- nat wird die Kondensationslösung stets neu tral bis schwach alkalisch gehalten.
Nach be endeter Umsetzung wird der gebildete Disazo- farbstoff in der Wärme mit Hilfe von Na triumchlorid abgeschieden, abfiltriert und ge trocknet.
Zur Überführung in die Kupferkomplex verbindung löst man 125 Teile des Natrium salzes des Disazofarbstoffes in 2000 Teilen Wasser und fügt der Lösung bei 85 allmäh lich eine Mischung aus 50 Teilen kristallisier tem Kupfersulfat, 80 Teilen 25o/oiger Ammo- niumhydroxydlösung und 150 Teilen Wasser zu. Man hält die Metallisierungslösung wäh rend 16 Stunden auf 90-95 , scheidet die entstandene Kupferkomplexverbindimg in der Wärme mittels Natriumchlorid ab, filtriert sie ab und trocknet sie.
Der neue kupferhaltige Azofarbstoff ist ein dunkelbraunes Pulver, das sich in Wasser und konzentrierter Schwefelsäure mit roter Farbe löst und Baumwolle und Fasern aus regenerierter Cellulose in gelbbraunen Tönen von guter Licht- und Waschechtheit färbt. Durch Nachbehandeln der Färbungen mit Kupfersalzen. in Gegenwart eines Polyalky- lenpolya.mins werden deren Nassecht_ heits- eigenschaften noch verbessert.
<B> Additional patent </B> to main patent no. 290294. Process for the production of a copper-containing azo carbate. The subject of the present patent is a process for the production of a copper-containing azo dye, which consists in
EMI0001.0004
and 0.7 141o1 of the amino monoazo compound of the composition
EMI0001.0008
advantageous in an aqueous medium and in the presence of an acid-binding agent,
reacted with 1 mole of a fumaric acid dihalide and treated the disazo compound thus obtained with a copper donating agent, In the following example the parts are parts by weight, <I> Example: </I> 90.9 parts of the aminoinonoazo compound of the composition (I) and 27 parts of the aminomonoazo compound the composition (1I) are dissolved in 4000 parts of water with the addition of sodium carbonate.
Into this solution is added dropwise with thorough stirring at a temperature of 8-10 as much as 1.3 mol of the aminomonoazo compound of the composition 30% solution of pumaric acid dichloride in chlorobenzene until no more free amino groups can be detected in it. Occasional addition of solid sodium carbonate keeps the condensation solution neutral to slightly alkaline.
After the reaction has ended, the disazo dye formed is precipitated in the warm with the aid of sodium chloride, filtered off and dried.
To convert to the copper complex compound, dissolve 125 parts of the sodium salt of the disazo dye in 2000 parts of water and gradually add a mixture of 50 parts of crystallized copper sulfate, 80 parts of 25% ammonium hydroxide solution and 150 parts of water to the solution at 85. The metallization solution is kept at 90-95 for 16 hours, the resulting copper complex compound is separated off in the heat using sodium chloride, filtered off and dried.
The new copper-containing azo dye is a dark brown powder that dissolves in water and concentrated sulfuric acid with a red color and dyes cotton and fibers made from regenerated cellulose in yellow-brown shades of good lightfastness and washfastness. By post-treating the dyeings with copper salts. in the presence of a polyalkylene polymer, their wet fastness properties are further improved.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH307183T | 1952-06-16 | ||
| CH290294T | 1952-09-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH307183A true CH307183A (en) | 1955-05-15 |
Family
ID=25732956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH307183D CH307183A (en) | 1952-06-16 | 1952-06-16 | Process for the production of a copper-containing azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH307183A (en) |
-
1952
- 1952-06-16 CH CH307183D patent/CH307183A/en unknown
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