CH275436A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH275436A CH275436A CH275436DA CH275436A CH 275436 A CH275436 A CH 275436A CH 275436D A CH275436D A CH 275436DA CH 275436 A CH275436 A CH 275436A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- sulfuric acid
- chloro
- preparation
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/32—Monoazo dyes prepared by diazotising and coupling from coupling components containing a reactive methylene group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoffes. <B>Es</B> wurde gefunden, dass man zu einem wertvollen Azofarbstoff gelangt, wenn man den Leukoschwefelsäureester der Verbindung der Formel
EMI0001.0005
mit dianotiertem 5-Chlor-2-methoxy -1-amin i- benzol vereinigt.
Der neue Farbstoff bildet. ein rötlichgelbes Pulver, das sich in Wasser mit orangegelber Farbe löst und ergibt, auf Baumwolle ge druckt und mit Natriumnitrit und verdünn ter Schwefelsäure entwickelt, reine rotstichig gelbe Töne von guter Koch- und Chlorecht heit.
Der beim vorliegenden Verfahren als Aus gangsstoff dienende Leukoschwefelsäureester kann beispielsweise aus dem Leukosehwefel- säureester des 3-Chlor-2-aminoanthrachinons durch Umsetzung mit Diketen erhalten wer den. Die Kupplung mit dem dianotierten 5- Chlor-2-methoxv-l-aminobenzol kann in übli cher Weise, z. B. in schwach alkalischem, Na triumearbonat enthaltendem Medium bei Temperaturen zwischen 0 und etwa 250 durch geführt werden.
<I>Beispiel:</I> 46,35 Teile Dinatriumsalz des Leukosehwe- felsHureesters des 3-Chlor-2-aminoanthrachi- nons werden in 200 Teilen j@'asser neutral gelöst und zu der Lösung bei 10 bis 150 unter gutem Rühren<B>8,5</B> Teile Diketen zugetropft. Man rührt die Mischung zwei Stunden bei 200, setzt-,dann 25 Teile Natriumcarbonat und so viel Eis hinzu, dass die Temperater auf<B>00</B> sinkt, und lässt innerhalb 30 Minuten eine Diazolösung,
erhalten durch Diazotieren von <B>15,7</B> Teilen 5-Chlor-2-methoxy-l-aminobenzol in 200 Teilen Wasser hinzufliessen. Man rührt zwei Stunden bei 0 bis 50 und sechs Stunden bei 10 bis 150. Dann versetzt man die Lösung mit 20 Teilen Natriumchlorid, rührt, bis der Farbstoff vollständig abgeschieden ist, fil triert ihn ab und trocknet ihn im Vakuum bei 40 bis 500.
Process for the preparation of an azo dye. It has been found that a valuable azo dye is obtained by using the leuco-sulfuric acid ester of the compound of the formula
EMI0001.0005
combined with dianotated 5-chloro-2-methoxy -1-amine i-benzene.
The new dye forms. a reddish-yellow powder that dissolves in water with an orange-yellow color and results, printed on cotton and developed with sodium nitrite and diluted sulfuric acid, pure reddish yellow tones with good boiling and chlorine fastness.
The leucosulfuric acid ester used as starting material in the present process can be obtained, for example, from the leucosulfuric acid ester of 3-chloro-2-aminoanthraquinone by reaction with diketene. The coupling with the dianotized 5-chloro-2-methoxv-l-aminobenzene can in übli cher way, for. B. in a weakly alkaline medium containing Na trium carbonate at temperatures between 0 and about 250 through.
<I> Example: </I> 46.35 parts of the disodium salt of the leukose sulfuric acid ester of 3-chloro-2-aminoanthraquinone are dissolved in 200 parts of water under neutral conditions and added to the solution at 10 to 150 with thorough stirring B> 8.5 parts diketene added dropwise. The mixture is stirred for two hours at 200, then 25 parts of sodium carbonate and enough ice are added that the temperature drops to <B> 00 </B>, and a diazo solution is left within 30 minutes,
obtained by diazotizing <B> 15.7 </B> parts of 5-chloro-2-methoxy-1-aminobenzene in 200 parts of water. The mixture is stirred for two hours at 0 to 50 and six hours at 10 to 150. The solution is then mixed with 20 parts of sodium chloride, stirred until the dye has completely separated out, filtered off and dried in vacuo at 40 to 500.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH275436T | 1950-01-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH275436A true CH275436A (en) | 1951-05-31 |
Family
ID=4480240
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH275436D CH275436A (en) | 1950-01-18 | 1949-02-25 | Process for the preparation of an azo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH275436A (en) |
-
1949
- 1949-02-25 CH CH275436D patent/CH275436A/en unknown
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