CH308464A - Process for the preparation of a nickel-containing disazo dye. - Google Patents
Process for the preparation of a nickel-containing disazo dye.Info
- Publication number
- CH308464A CH308464A CH308464DA CH308464A CH 308464 A CH308464 A CH 308464A CH 308464D A CH308464D A CH 308464DA CH 308464 A CH308464 A CH 308464A
- Authority
- CH
- Switzerland
- Prior art keywords
- nickel
- disazo dye
- acid
- dependent
- yellow
- 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
- C09B45/32—Disazo or polyazo compounds containing other metals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 304388. <B>Verfahren zur Herstellung eines nickelhaltigen</B> Disazofarbstoffes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines nickel- haltigen Disazofarbstoffes, welches darin be steht, dass man- 2 Mol der durch Kuppeln von diazotierter 2-Amino-l-carboxybenzol-5-sulfon- säure mit 1- (V-Amino)
-phenyl-3-methyl-5- pyrazolon erhältlichen Aminomonoazoverbin- dung mit 1 Mol eines Maleinsäuredihalogenides umsetzt und den erhaltenen Disazofarbstoff mit nickelabgebenden Mitteln behandelt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile, und die Prozente sind in Gewichtsprozenten angegeben.
Beispiel: 41,7 Teile der durch Kuppeln von diazo- tierter 2-Amino-l-carboxybenzol-5-sulfonsäure mit 1-(4'-Amino)-phenyl-3-methyl-5-pyrazolon hergestellten Aminomonoazoverbindung wer den mit der hierzu notwendigen Menge Natriumearbonat in 2500 Teilen Wasser ge löst.
Dann lässt man unter sehr gutem Rühren innerhalb von 4 - 5 Stunden so viel einer 10 a/oigen Lösung von Maleinsäuredichlorid in Chlorbenzol zutropfen, bis in der Kondensa tionslösung keine freie Aminogruppe mehr nachgewiesen werden kann. Bei dieser Opera tion wird durch gleichzeitiges Zutropfen von 5a/oiger Natriumcarbonatlösung der pH-Wert der Reaktionslösung zwischen 6,0 und 8,0 ge halten. Hierauf wird der gebildete Disazofarb- stoff nach bekannten Methoden isoliert.
Er ist getrocknet ein orangebraunes Pulver, das sich in konzentrierter Schwefelsäure und in Wasser mit gelber Farbe löst und Baumwolle und Fasern aus regenerierter Zellulose ebenfalls gelb färbt.
Zur Überführung in die Nickelkomplex verbindung werden 50 Teile des erhaltenen Disazofarbstoffes in Form des Tetranatrium- salzen in 2000 Teilen Wasser gelöst. Hierauf versetzt man die Lösung mit 30 Teilen kristal lisiertem Natriumacetat und gibt ihr bei ungefähr 70 innerhalb von<B>20-30</B> Minuten so viel einer 10 o/aigen wässrigen Nickelsulfat lösung zu, bis darin bleibend überschüssige Nickel-(II)-Jonen nachweisbar sind.
Die ent standene Nickelkomplexverbindung wird hier auf durch Aussalzen abgeschieden, abfiltriert und getrocknet.
Der neue, nickelhaltige Disazofarbstoff ist ein .gelbes Pulver, welches sieh in konzentrier ter Schwefelsäure mit gelber Farbe löst. Seine Ausfärbungen auf Baumwolle und auf Fasern aus regenerierter Zellulose sind gelb und be sitzen sehr gute Licht- und Nassechtheits- eigenschaften.
<B> Additional patent </B> to main patent No. 304388. <B> Process for the production of a nickel-containing </B> disazo dye. The present patent relates to a process for the preparation of a nickel-containing disazo dye, which consists in that 2 mol of the 2-amino-1-carboxybenzene-5-sulfonic acid diazotized by coupling with 1- (V-amino )
-phenyl-3-methyl-5-pyrazolone available aminomonoazo compound reacts with 1 mol of a maleic acid dihalide and treated the disazo dye obtained with nickel-releasing agents.
In the example below, parts are parts by weight and percentages are percentages by weight.
Example: 41.7 parts of the aminomonoazo compound prepared by coupling diazo-tated 2-amino-1-carboxybenzene-5-sulfonic acid with 1- (4'-amino) -phenyl-3-methyl-5-pyrazolone with the for this purpose necessary amount of sodium carbonate dissolved in 2500 parts of water.
Then enough of a 10% solution of maleic acid dichloride in chlorobenzene is added dropwise with very good stirring within 4-5 hours until no free amino group can be detected in the condensation solution. In this operation, the pH of the reaction solution is kept between 6.0 and 8.0 ge by simultaneous dropwise addition of 5% sodium carbonate solution. The disazo dye formed is then isolated by known methods.
When dried, it is an orange-brown powder that dissolves in concentrated sulfuric acid and water with a yellow color and also dyes cotton and regenerated cellulose fibers yellow.
To convert into the nickel complex compound, 50 parts of the disazo dye obtained are dissolved in 2000 parts of water in the form of the tetrasodium salts. 30 parts of crystallized sodium acetate are then added to the solution and enough of a 10% aqueous nickel sulfate solution is added to it at about 70 minutes within 20-30 minutes until excess nickel (II ) Ions are detectable.
The resulting nickel complex compound is deposited here by salting out, filtered off and dried.
The new, nickel-containing disazo dye is a yellow powder that dissolves in concentrated sulfuric acid with a yellow color. Its coloration on cotton and regenerated cellulose fibers is yellow and has very good light and wet fastness properties.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH308464T | 1952-04-30 | ||
CH304388T | 1956-05-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH308464A true CH308464A (en) | 1955-07-15 |
Family
ID=25734815
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH308464D CH308464A (en) | 1952-04-30 | 1952-04-30 | Process for the preparation of a nickel-containing disazo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH308464A (en) |
-
1952
- 1952-04-30 CH CH308464D patent/CH308464A/en unknown
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