CH271832A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH271832A CH271832A CH271832DA CH271832A CH 271832 A CH271832 A CH 271832A CH 271832D A CH271832D A CH 271832DA CH 271832 A CH271832 A CH 271832A
- Authority
- CH
- Switzerland
- Prior art keywords
- blue
- azo dye
- red
- preparation
- tertiary
- 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
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Azofarbatoffes. Es wurde gefunden, dass man zu einem wertvollen Azofarbstoff gelangt, wenn man diazotiertes 2-Amino-l-n-butvloxS--4-t.ertiär-- amylbenzol mit 1-p-Toluolsrilfovjamino-8-oxy- naphthalin-3,6-disulfonsäure vereinigt..
Der neue Farbstoff bildet. ein blaurotes Pulver, das sieh in Wasser mit blauroter Farbe löst und Wolle aus essigsaurem Bade in blau roten Tönen färbt..
Das beim vorliegenden Verfahren als Aus gangsstoff dienende \?-Arnino-l-n-butyloxy-4- tertiäramylbenzol lässt sich beispielsweise her stellen durch Nitrierung von 1-Oxy-4-tertiär- amylbenzol, Butylierung der Hydroxy l- gruppe und Reduktion des Nitroäthers.
Die Diazotierung kann naeh bekannten, für schwer diazotierbare Amine üblichen Metho den, beispielsweise in Gegenwart von Alkohol oder Essigsäure, durchgeführt werden.
Die Kupplung erfolgt mit Vorteil in alka lischem, vorzugsweise alkaliearbonatalkali- scbem Medium,. <I>Beispiel:</I> 23,5 Teile 2-Amino-l-n-butyloxy-4-tertiär- amylbenzol werden mit 140 Teilen Äthylalko- hol vermischt.
Unterhalb +100 werden 35 Teile konzentrierter Salzsäure zugesetzt und unter- halb + 50 lässt man eine konzentrierte wässe rige Lösung von 7,2 Teilen Natriumnitrit züi- tropfen. Diese Diazolösung wird bei 0() mit der Lösung von 52 Teilen des Dinatriumsalzes der 1- p @Toluolsulfoy lamino -8- oxynapht.ha.lin - 3,6,- disulfonsä.ure in 330 Teilen einer gesättigten Natriurnearbonatlösiin,@ vermischt.
Nach eini gen<B>'</B> tunden wird der blaurote Farbstoff nach Zugabe von Natriumchlorid abfiltriert und hierauf wieder in heissem Wasser gelöst. Die Lösung wird von geringen Verunreinigungen abfiltriert und mit so viel Natriumchlorid ver setzt, dass die Hauptmenge des Farbstoffes ge fällt wird. Dieser wird abfiltriert, mit ver dünnter Natrinmehloridlösung gewaschen und getrocknet.
Process for the production of an azo carbate. It has been found that a valuable azo dye is obtained if diazotized 2-amino-in-butvloxS-4-tertiary-amylbenzene is used with 1-p-toluenesilfovjamino-8-oxynaphthalene-3,6-disulfonic acid united..
The new dye forms. a blue-red powder that dissolves in water with a blue-red color and dyes wool from acetic acid bath in blue-red shades.
The amino-1-n-butyloxy-4-tertiary amylbenzene used as the starting material in the present process can be produced, for example, by nitration of 1-oxy-4-tertiary amylbenzene, butylation of the hydroxyl group and reduction of the nitro ether.
The diazotization can be carried out according to known methods customary for amines which are difficult to diazotize, for example in the presence of alcohol or acetic acid.
The coupling is advantageously carried out in an alkaline, preferably alkali carbonate alkaline medium. <I> Example: </I> 23.5 parts of 2-amino-1-n-butyloxy-4-tertiary amylbenzene are mixed with 140 parts of ethyl alcohol.
Below +100, 35 parts of concentrated hydrochloric acid are added and below +50 a concentrated aqueous solution of 7.2 parts of sodium nitrite is added dropwise. This diazo solution is mixed at 0 () with the solution of 52 parts of the disodium salt of 1- p @Toluolsulfoylamino -8- oxynapht.ha.lin - 3,6, - disulfonic acid in 330 parts of a saturated sodium carbonate solution.
After a few hours, the blue-red dye is filtered off after the addition of sodium chloride and then dissolved again in hot water. Small impurities are filtered off from the solution and so much sodium chloride is added that most of the dye is precipitated. This is filtered off, washed with dilute sodium chloride solution and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH271832T | 1948-02-26 | ||
CH268842T | 1948-02-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH271832A true CH271832A (en) | 1950-11-15 |
Family
ID=25731034
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH271832D CH271832A (en) | 1948-02-26 | 1948-02-26 | Process for the preparation of an azo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH271832A (en) |
-
1948
- 1948-02-26 CH CH271832D patent/CH271832A/en unknown
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