CH271835A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH271835A CH271835A CH271835DA CH271835A CH 271835 A CH271835 A CH 271835A CH 271835D A CH271835D A CH 271835DA CH 271835 A CH271835 A CH 271835A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- red
- preparation
- parts
- dye
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Azofarbatoffes. I,s wurde gefunden, dass inan zu einem wertvollen Azofarbstoff gelangt, wenn man di azotiertes '-Ainino-l-n-butyloxy-4-isoainylben.- zol mit 1-p-Toluolsulfoylamino-8-oxy napht-ha- lin-3,6-disulfonsäure vereinigt.
Der neue Farbstoff bildet ein blaurotes Pulver, das sich in Wasser mit roter Farbe löst und Wolle aus essigsaurem Bade in blau roten Tönen färbt.
Das beim vorliegenden Verfahren als Aus gangsstoff dienende 2-Amino-l-nr@butyloxy-4- isoamylbenzol lässt sieh beispielsweise herstel len durch Nitrierung von 1-0x- kn Butylierung der Hydroxylgruppe und Re duktion des Nitroäthers.
Ne Diazotierung kann nach bekannten, für schwer diazotierbare Amine üblichen Me thoden, beispielsweise in Gegenwart von Alko hol oder Essigsäure, dureligeführt werden.
Die Kupplun- erfolgt mit Vorteil in al kalischem, vorzugsweise alkalicarbonatalka- lischem ,Medium.
<I>Beispiel:</I> 23,5 Teile 2-Amino-l-n-buty loxy--1-isoamyl- benzol werden mit 140 Teilen Äthylalkohol vermischt.. Unterhalb + 100 werden 35 Teile konzentrierte Salzsäure zugesetzt, und unter- halb + 50 lässt man eine konzentrierte wässe rige Lösung von 7,2 Teilen Natriumnitrit zu,- tropfen. Diese Diazolösung wird bei 00 mit der Lösung von 52 Teilen des Dinatriumsalzes der 1-p-Toluolsulfoylamino-8-oxynaphthalin- 3,
6-disulfonsäure in 330 Teilen einer gesättig ten Natriumcarbonatlösung vermischt. Nach einigen Stunden wird der blaurote Farbstoff nach Zugabe von Natriumehlorid abfiltriert und hierauf wieder in heissem Wasser gelöst. Die Lösung wird von geringen Verunreinigun gen abfiltriert und mit so viel Natriumchlorid versetzt, dass die Hauptmenge des Farbstoffes gefällt wird. Dieser wird abfiltriert, mit ver dünnter Natriumchloridlösung gewaschen und getrocknet.
Process for the production of an azo carbate. It has been found that a valuable azo dye is obtained inan if di azo-ainino-ln-butyloxy-4-isoainylben.-zene is combined with 1-p-toluenesulfoylamino-8-oxy naphth-halin-3, 6-disulfonic acid combined.
The new dye forms a bluish-red powder that dissolves in water with a red color and dyes wool from an acetic acid bath in blue-red shades.
The 2-amino-1-nr @ butyloxy-4-isoamylbenzene used as starting material in the present process can be produced, for example, by nitration of 1-0x-kn butylation of the hydroxyl group and reduction of the nitro ether.
Ne 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 alkaline carbonate-alkaline medium.
<I> Example: </I> 23.5 parts of 2-amino-in-buty loxy - 1-isoamylbenzene 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 allowed to - drop. This diazo solution is mixed at 00 with a solution of 52 parts of the disodium salt of 1-p-toluenesulfoylamino-8-oxynaphthalene-3,
6-disulfonic acid mixed in 330 parts of a saturated sodium carbonate solution. After a few hours, the blue-red dye is filtered off after addition of sodium chloride and then dissolved again in hot water. Small amounts of 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 |
---|---|---|---|
CH268842T | 1948-02-26 | ||
CH271835T | 1948-02-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH271835A true CH271835A (en) | 1950-11-15 |
Family
ID=25731037
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH271835D CH271835A (en) | 1948-02-26 | 1948-02-26 | Process for the preparation of an azo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH271835A (en) |
-
1948
- 1948-02-26 CH CH271835D patent/CH271835A/en unknown
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