CH307182A - 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
- CH307182A CH307182A CH307182DA CH307182A CH 307182 A CH307182 A CH 307182A CH 307182D A CH307182D A CH 307182DA CH 307182 A CH307182 A CH 307182A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- azo dye
- compound
- containing azo
- fumaric acid
- 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. <B>Verfahren zur Herstellung eines kupferhaltigen</B> Azofarbatoffes._ Gregenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupfer lialtigen Azofarbstoffes, welches darin besteht,
EMI0001.0004
und 0,7 Mol der Aminomonoazov erbindung der Zusammensetzung
EMI0001.0008
vorteilhaft in wässerigem Medium und in Gegenwart eines säurebindenden Mittels,
mit 1 Mol eines Pumarsäuredihalogenids umsetzt und die so erhaltene Disazoverbindung mit einem kupferabgebenden Mittel behandelt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile.
Beispiel: 89 Teile der Aminomonoazoverbindung der Zusammensetzung (I) und 33,1 Teile der Aminomonoazoverbindung der Zusammenset zung (II) werden unter Zusatz von Natrium- earbonat in 3000 Teilen Wasser gelöst.
In diese Lösung tropft man unter gutem Rüh ren bei einer Temperatur von 8-10 so viel dass man 1,3 Mol der Aminomonoazoverbin- dung der Zusammensetztmg einer 30o/oigen Lösung von Fumarsäuredichlo- rid in Chlorbenzol, bis darin keine freien Aminogruppen mehr nachweisbar sind. Durch gelegentliche Zugabe von festem Natriumear- bonat wird die Kondensationslösung stets neu tral bis schwach alkalisch gehalten.
Nach be endeter Umsetzung wird der gebildete Dis- azofarbstoff in der Wärme mit Hilfe von Natriumchlorid abgeschieden und abfiltriert.
Zur Überführung in die Kupferkomplex verbindung wird der Farbstoff bei 70-80 in 2000 Teilen Wasser gelöst. Man versetzt die Lösung, nach Zugabe von 50 Teilen kri stallisiertem Natriumacetat, unter gutem Rüh ren mit so viel Teilen einer 20 /oigen Kupfersul- fatlösung, bis im Filtrat einer ausgesalzenen Probe Kupferionen nachgewiesen werden können. Die entstandene Kupferkomplexver- bindung wird mit Hilfe von Natriumchlorid als Natriumsalz abgeschieden, abfiltriert und getrocknet.
Der neue kupferhaltige Azofarbstoff ist ein dunkelbraunes Pulver, das sich in Was ser und in konzentrierter Schwefelsäure mit roter Farbe löst und Baumwolle und Fasern aus regenerierter Cellulose in gelbbraunen Tö nen von guter Licht- und Waschechtheit färbt. Durch Nachbehandeln der Färbungen mit Kupfersalzen in Gegenwart eines Polyalkylen- polyamins werden deren Nassechtheitseigen- schaften noch verbessert.
<B> Additional patent </B> to main patent no. 290294. <B> Process for the production of a copper-containing </B> azo carbate substance._ The scope of the present patent is a process for the production of a copper-containing azo dye, which consists in
EMI0001.0004
and 0.7 moles of the aminomonoazov compound of the composition
EMI0001.0008
advantageously in an aqueous medium and in the presence of an acid-binding agent,
reacted with 1 mol of a pumaric acid dihalide and treated the disazo compound thus obtained with a copper donor.
In the following example, the parts are parts by weight.
Example: 89 parts of the aminomonoazo compound of the composition (I) and 33.1 parts of the aminomonoazo compound of the composition (II) are dissolved in 3000 parts of water with the addition of sodium carbonate.
Into this solution are dripped with good stirring at a temperature of 8-10 so much that 1.3 mol of the aminomonoazo compound of the composition of a 30% solution of fumaric acid dichloride in chlorobenzene are added until free amino groups can no longer be detected . The condensation solution is always kept neutral to slightly alkaline by occasionally adding solid sodium carbonate.
After the end of the reaction, the disazo dye formed is deposited in the heat with the aid of sodium chloride and filtered off.
To convert the compound into the copper complex, the dye is dissolved in 2000 parts of water at 70-80. After adding 50 parts of crystallized sodium acetate, the solution is mixed with enough parts of a 20% copper sulfate solution with thorough stirring until copper ions can be detected in the filtrate of a salted-out sample. The resulting copper complex compound is precipitated as the sodium salt with the aid of 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 tones with good lightfastness and washfastness. After-treating the dyeings with copper salts in the presence of a polyalkylenepolyamine, their wet fastness properties are further improved.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH307182T | 1952-06-16 | ||
| CH290294T | 1952-09-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH307182A true CH307182A (en) | 1955-05-15 |
Family
ID=25732955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH307182D CH307182A (en) | 1952-06-16 | 1952-06-16 | Process for the production of a copper-containing azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH307182A (en) |
-
1952
- 1952-06-16 CH CH307182D patent/CH307182A/en unknown
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