CH239953A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

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Publication number
CH239953A
CH239953A CH239953DA CH239953A CH 239953 A CH239953 A CH 239953A CH 239953D A CH239953D A CH 239953DA CH 239953 A CH239953 A CH 239953A
Authority
CH
Switzerland
Prior art keywords
dye
production
vat
vat dye
red
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy filed Critical Ciba Geigy
Publication of CH239953A publication Critical patent/CH239953A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     Küpenfarbstoffes.       Es wurde gefunden, dass ein wertvoller       Küpenfarbstoff    hergestellt werden kann,  wenn man     1-Amino-4-benzoylaminoanthra-          chinon        mit        Mitteln    behandelt, die imstande  sind, den Rest  
EMI0001.0007     
    einzuführen.

    Der neue Farbstoff bildet rote Kristalle  vom     Schmelzpunkt        363-ä65 ,    die sich     in          konz.    Schwefelsäure mit roter Farbe lösen  und Baumwolle aus     schwarzvioletter        Küpe    in  echten,     leuchtend    roten Tönen färbt.  



  Als Mittel, die imstande sind, den Rest  
EMI0001.0015     
    einzuführen, sind die     4-Phenylsulfonbenzol-          1-carbonsäure    sowie ihre funktionellen Deri  vate zu erwähnen. Besonders zweckmässig ist  die Verwendung der entsprechenden Säure  halogenide,insbesondere des Säurechlorids.    Die Umsetzung erfolgt zweckmässig in  hochsiedenden     Lösungsmitteln,    wie     Nitroben-          zol    oder     ortho-Dichlorbenzol    bei erhöhter  Temperatur.  



       Beispiel:     13 Teile     4-Phenylsulfonbenzol-l-carbon-          säure    werden in 320 Teilen wasserfreiem     o-          Dichlorbenzol    verteilt und die Mischung     wird     nach Zufügen von 40 Teilen     Thionylchlorid     und einer geringen Menge     Pyridin    zuerst eine  Stunde bei 80=90", dann eine weitere     Stunde     bei     100-110     unter Rühren gehalten.

   Hier  auf destilliert man das überschüssige     Thionyl-          chlorid    und etwas     o-Dichlorbenzol    ab und er  mässigt die Temperatur auf 100 , gibt 17,25  Teile     1-Amino-4-benzoylaminoanthrachinon     hinzu und rührt 2 Stunden bei 170-175 ,  schliesslich 1/4 Stunde bei     .Siedetemperatur.     Nach dem Erkalten wird das ausgeschiedene  1-     (4'@        Phenylsulfonbenzoylamino)        -4-benzoyl-          aminoanthrachinon        abfiltriert,    mit Alkohol  ausgewaschen und getrocknet.



  Process for the production of a vat dye. It has been found that a valuable vat dye can be made by treating 1-amino-4-benzoylaminoanthraquinone with agents that are able to do the rest
EMI0001.0007
    to introduce.

    The new dye forms red crystals with a melting point of 363-65, which are in conc. Dissolve sulfuric acid with red color and dye cotton from a black-violet vat in real, bright red tones.



  As means that are able to do the rest
EMI0001.0015
    to be introduced, the 4-phenylsulfonbenzene-1-carboxylic acid and its functional derivatives should be mentioned. The use of the corresponding acid halides, in particular the acid chloride, is particularly useful. The reaction is expediently carried out in high-boiling solvents such as nitrobenzene or ortho-dichlorobenzene at elevated temperature.



       Example: 13 parts of 4-phenylsulfonbenzene-1-carboxylic acid are distributed in 320 parts of anhydrous o-dichlorobenzene and, after adding 40 parts of thionyl chloride and a small amount of pyridine, the mixture is first at 80 = 90 "for one hour, then for another hour kept at 100-110 with stirring.

   Here, the excess thionyl chloride and some o-dichlorobenzene are distilled off and the temperature is reduced to 100, 17.25 parts of 1-amino-4-benzoylaminoanthraquinone are added and the mixture is stirred at 170-175 for 2 hours, finally 1/4 hour at .boiling temperature. After cooling, the precipitated 1- (4 '@ Phenylsulfonbenzoylamino) -4-benzoylaminoanthraquinone is filtered off, washed with alcohol and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, dass man i-Amino-.4-benzoylaminoanthrachinon mit Mitteln behandelt, die imstande sind, den Rest EMI0002.0005 io einzuführen. Der neue Farbstoff bildet rote Kristalle vom Schmelzpunkt 363-365 , die sich in kouz. Schwefelsäure mit roter Farbe lösen und Baumwolle aus schwarzvioletter Küpe in celileii, leuchtend roten Tönen färbt. PATENT CLAIM: Process for the production of a vat dye, characterized in that i-amino-.4-benzoylaminoanthraquinone is treated with agents that are capable of the rest EMI0002.0005 to introduce io. The new dye forms red crystals with a melting point of 363-365, which are in kouz. Dissolve sulfuric acid with red dye and dye cotton from a black-violet vat in celileii, bright red tones. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, gekenn zeichnet durch die Verwendung des Säure chlorids der 4-Phenylsulfonbenzol-l-earbon- SUBCLAIM: Process according to claim, characterized by the use of the acid chloride of 4-phenylsulfonbenzene-l-earbon
CH239953D 1943-11-01 1943-11-01 Process for the production of a vat dye. CH239953A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH239953T 1943-11-01

Publications (1)

Publication Number Publication Date
CH239953A true CH239953A (en) 1945-11-30

Family

ID=4461527

Family Applications (1)

Application Number Title Priority Date Filing Date
CH239953D CH239953A (en) 1943-11-01 1943-11-01 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH239953A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE962627C (en) * 1954-02-07 1957-04-25 Basf Ag Process for the production of Kuepen dyes of the anthraquinone series

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE962627C (en) * 1954-02-07 1957-04-25 Basf Ag Process for the production of Kuepen dyes of the anthraquinone series

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