CH307184A - 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
- CH307184A CH307184A CH307184DA CH307184A CH 307184 A CH307184 A CH 307184A CH 307184D A CH307184D A CH 307184DA CH 307184 A CH307184 A CH 307184A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- azo dye
- containing azo
- compound
- 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
Zusatzpatent zum Ifauptpatent Nr. 290294. Verfahren zur Herstellung eines kupferhaltigen Azofarbstoffes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupfer haltigen Azofarbstoffes, welches darin besteht, dass man 1,1 Mol der Aminomonoazoverbin- dung der Zusammensetzung
EMI0001.0008
und 0,9 Alol der Aminomonoazoverbindung der Zusammensetzung
EMI0001.0011
vorteilhaft in wässerigem Medium und in Gegenwart eines säurebindenden Mittels,
mit 1 Mol eines Fumarsäuredihalogenids umsetzt und die so erhaltene Disazoverbindung mit einem kupferabgebenden Mittel behandelt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile. Beispiel: 65,9 Teile der Aminomonoazoverbindung der Zusammensetzung (I) und 34,8 Teile der Aminomonoazoverbindung der Zusammenset zung (II) werden unter Zusatz von Natrium- carbonat in 3000 Teilen Wasser gelöst.
In diese Lösung tropft man unter gutem Rüh ren bei, einer Temperatur von 8-10 so viel einer 30o/oigen Lösung von Pumarsäuredichlo- rid in Chlorbenzol, bis darin keine freien Aminogruppen mehr nachweisbar sind. Durch gelegentliche Zugabe von festem Natriumcar- 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 Na triumchlorid 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 kristalli siertem Natriumacetat, unter gutem Rühren mit so viel Teilen einer 20o/oigen Kupfersul- fatlösung, bis im Filtrat einer ausgesalzenen Probe Kupferionen nachgewiesen werden kön nen. Die entstandene Kupferkomplexverbin- dung wird mit Hilfe von Natriumchlorid als Natriumsalz abgeschieden, abfiltriert und ge trocknet.
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 Tönen von guter Licht- und Waschechtheit färbt. Durch Nachbehandeln der Färbungen , mit Kupfersalzen in Gegenwart eines Poly- alkylenpolyamins werden deren Nassechtheits- eigenschaften noch verbessert.
Additional patent to I main patent No. 290294. Process for the production of a copper-containing azo dye. The subject of the present patent is a process for the production of a copper-containing azo dye, which consists in adding 1.1 mol of the aminomonoazo compound of the composition
EMI0001.0008
and 0.9 alol of the amino monoazo compound of the composition
EMI0001.0011
advantageously in an aqueous medium and in the presence of an acid-binding agent,
reacted with 1 mol of a fumaric acid dihalide and treated the disazo compound thus obtained with a copper donor.
In the following example, the parts are parts by weight. Example: 65.9 parts of the aminomonoazo compound of the composition (I) and 34.8 parts of the aminomonoazo compound of the composition (II) are dissolved in 3000 parts of water with the addition of sodium carbonate.
A 30% solution of pumaric acid dichloride in chlorobenzene is added dropwise to this solution with thorough stirring at a temperature of 8-10, until free amino groups can no longer be detected in it. The condensation solution is always kept neutral to slightly alkaline by occasionally adding solid sodium carbonate. After the reaction has ended, 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 of regenerated cellulose in yellow-brown shades of good lightfastness and washfastness. After-treating the dyeings with copper salts in the presence of a polyalkylene polyamine, their wet fastness properties are further improved.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH307184T | 1952-06-16 | ||
CH290294T | 1952-09-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH307184A true CH307184A (en) | 1955-05-15 |
Family
ID=25732957
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH307184D CH307184A (en) | 1952-06-16 | 1952-06-16 | Process for the production of a copper-containing azo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH307184A (en) |
-
1952
- 1952-06-16 CH CH307184D patent/CH307184A/en unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CH259031A (en) | Process for the preparation of a copper-compatible polyazo dye. | |
CH307184A (en) | Process for the production of a copper-containing azo dye. | |
CH307182A (en) | Process for the production of a copper-containing azo dye. | |
CH307183A (en) | Process for the production of a copper-containing azo dye. | |
CH307175A (en) | Process for the production of a copperable azo dye. | |
CH308463A (en) | Process for the preparation of a copper-containing disazo dye. | |
CH307174A (en) | Process for the production of a copperable azo dye. | |
CH307168A (en) | Process for the production of a copperable azo dye. | |
CH307173A (en) | Process for the production of a copperable azo dye. | |
CH307169A (en) | Process for the production of a copper-containing azo dye. | |
CH308470A (en) | Process for the preparation of a metallizable disazo dye. | |
CH307179A (en) | Process for the production of a copper-containing azo dye. | |
CH307176A (en) | Process for the production of a copper-containing azo dye. | |
CH307178A (en) | Process for the production of a copper-containing azo dye. | |
CH307167A (en) | Process for the production of a copper-containing azo dye. | |
CH308469A (en) | Process for the preparation of a metallizable disazo dye. | |
CH301446A (en) | Process for the preparation of a copper-containing disazo dye. | |
CH307170A (en) | Process for the production of a copperable azo dye. | |
CH306238A (en) | Process for the production of a copper-containing azo dye. | |
CH303908A (en) | Process for the preparation of a copper-containing disazo dye. | |
CH307181A (en) | Process for the production of a copperable azo dye. | |
CH308461A (en) | Process for the preparation of a metallizable disazo dye. | |
CH307171A (en) | Process for the production of a copper-containing azo dye. | |
CH387836A (en) | Process for the preparation of metal-containing monoazo dyes | |
CH243000A (en) | Process for the preparation of a copper-compatible polyazo dye. |