CH215068A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH215068A CH215068A CH215068DA CH215068A CH 215068 A CH215068 A CH 215068A CH 215068D A CH215068D A CH 215068DA CH 215068 A CH215068 A CH 215068A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxalic acid
- azo dye
- dye
- preparation
- diazo
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoffes. Es wurde befunden, dass man einen neuen, wertvollen Azofarbstoff erhält, wenn man Äthyloxäthylaminobenzol, die Diazoverbin- dung des 1-Amino-2-methoxy-4-nitrobenzols und Oxalsäure derart aufeinander einwirken lässt, dass der saure Oxalsäureester der Äthyl- oxäthylaminogruppe entsteht und,
der Diazo- rest in 4-Stellung zur tertiären Aminogruppe eintritt.
Der so erhaltene Farbstoff bildet ein dunkles Pulver, das sich in Wasser mit roter Farbe löst und das Acetatkunstseide aus wässriger Lösung in roten Tönen färbt.
<I>Beispiel:</I> 165 Teile 1-Amino-2-methoxy-4-nitroben- zol werden wie üblich diazotiert. Die Diazo- lösung lässt man unter Rühren in eine wäss- rige, eiskalte Lösung des sauren Oxalsäure- esters des Äthyloxäthylaminobenzols einflie ssen.
Der Oxalsäureester wird dargestellt durch Behandeln von 165 Teilen Äthylox- äthylaminobenzol mit 135 Teilen wasserfreier Oxalsäure in siedendem Toluol, wobei das sich bildende Wasser während der Vereste- rung abdestilliert wird, hernach wird das Toluol abdestilliert und der zurückbleibende Ester in 2000 Teilen Wasser aufgenommen.
Nachdem die Diazolösung in diese wässrige Lösung des Oxalsäureesters eingeflossen ist, wird mit 600 Teilen Natriumacetat versetzt und der gebildete Farbstoff abfiltriert. Er wird dann mit 1000 Teilen Wasser verrührt, mit Ammoniak neutralisiert und abfiltriert. In trockenem Zustande bildet er ein dunkles Pulver, das sich in Wasser mit roter Farbe löst und das Acetatkunstseide aus wässriger Lösung in demselben Tone färbt.
Process for the preparation of an azo dye. It has been found that a new, valuable azo dye is obtained if ethyl oxyethylaminobenzene, the diazo compound of 1-amino-2-methoxy-4-nitrobenzene and oxalic acid are allowed to act on one another in such a way that the acidic oxalic acid ester of the ethyl oxyethylamino group is formed and ,
the diazo radical enters the 4-position to the tertiary amino group.
The dye thus obtained forms a dark powder which dissolves in water with a red color and dyes the acetate artificial silk from aqueous solution in red tones.
<I> Example: </I> 165 parts of 1-amino-2-methoxy-4-nitrobenzene are diazotized as usual. The diazo solution is allowed to flow into an aqueous, ice-cold solution of the acidic oxalic acid ester of ethyloxethylaminobenzene while stirring.
The oxalic acid ester is prepared by treating 165 parts of ethyloxyethylaminobenzene with 135 parts of anhydrous oxalic acid in boiling toluene, the water formed being distilled off during the esterification, then the toluene is distilled off and the remaining ester is taken up in 2000 parts of water.
After the diazo solution has flowed into this aqueous solution of the oxalic acid ester, 600 parts of sodium acetate are added and the dye formed is filtered off. It is then stirred with 1000 parts of water, neutralized with ammonia and filtered off. When dry it forms a dark powder which dissolves in water with a red color, and which dyes the acetate silk from aqueous solution in the same shade.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH213430T | 1939-11-15 | ||
CH215068T | 1939-11-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH215068A true CH215068A (en) | 1941-05-31 |
Family
ID=25725439
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH215068D CH215068A (en) | 1939-11-15 | 1939-11-15 | Process for the preparation of an azo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH215068A (en) |
-
1939
- 1939-11-15 CH CH215068D patent/CH215068A/en unknown
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