CH157564A - Process for the preparation of a vat dye of the anthraquinone series. - Google Patents

Process for the preparation of a vat dye of the anthraquinone series.

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Publication number
CH157564A
CH157564A CH157564DA CH157564A CH 157564 A CH157564 A CH 157564A CH 157564D A CH157564D A CH 157564DA CH 157564 A CH157564 A CH 157564A
Authority
CH
Switzerland
Prior art keywords
preparation
dye
vat dye
anthraquinone series
yellow
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH157564A publication Critical patent/CH157564A/en

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Description

  

  Verfahren zur     Darstellunb    eines     Küpenfarbstoffes    der     Anthrachinonreihe.            Iin    Hauptpatent ist ein Verfahren zur  Darstellung eines     Küpenfarbstoffes    beschrie  ben, bei dem     2.1-(N)-Antlirachinonakridon-          6-karbonsäurechlorid    mit     1-Amino-4-methoxy-          anthrachinon    durch Erhitzen in einem Lö  sungsmittel unigesetzt wird.  



  Es wurde nun gefunden, dass man in  ganz analoger Weise einen     Küpenfarbstoff     von ähnlichen, wertvollen Eigenschaften er  halten kann, wenn man     2.1-(S)-Anthra-          chinonthioxanthon-Bz4-kai-bonsäurechloi,id    von  der Formel  
EMI0001.0013     
    mit     1-Aminoanthi,acbinon    durch Erhitzen in  einem Lösungsmittel kondensiert.  



  <I>Beispiel:</I>  404 Teile     2.1-(S)-Anthrachinonthioxau-          thon-Bz4-karbonsäurechlorid    der oben ange  gebenen Formel, hergestellt durch Konden  sation von     1-Chloranthrachinon-2-karbonsäure     mit     p-Merkaptobenzoesäure,        Ringschluss    mit       Essigsäureanhydrid    unter Zusatz von Schwe  felsäure und     Überführung    in das Säurechlorid  durch Behandeln mit     Thionylchlorid    in     o-Di-          chlorbenzol,    werden mit 223 Teilen     1-Amino-          anthrachinon    und 12,

  600 Teilen     Nitrobenzol     unter Rühren 2 Stunden lang     auf    140   C  erhitzt, wobei die Mischung dick wird, Salz  säuregas entweicht und der Farbstoff sich  ausscheidet. Es wird auf 80   C abgekühlt  und der Farbstoff abgesaugt. Er bildet ein  gelbes, kristallinisches Pulver, das auch in  der Hitze in Nitrobenzol schwer löslich ist.  Die Lösungsfarbe in konzentrierter Schwefel-      säure ist orangegelb. Der Farbstoff liefert  eine     violettschwarze        Küpe,    aus der die Faser  in echten, klaren; goldgelben Tönen ange  färbt wird.



  Process for the preparation of a vat dye of the anthraquinone series. In the main patent, a process for the preparation of a vat dye is described ben in which 2.1- (N) -Antlirachinonakridon- 6-carboxylic acid chloride with 1-amino-4-methoxy-anthraquinone is not released by heating in a solvent.



  It has now been found that a vat dye with similar, valuable properties can be obtained in a completely analogous manner if 2.1- (S) -anthrahinonthioxanthone-Bz4-kai-bonsäurechloi, id of the formula
EMI0001.0013
    condensed with 1-aminoanthi, acbinon by heating in a solvent.



  <I> Example: </I> 404 parts of 2.1- (S) -anthraquinone thioxau- thon-Bz4-carboxylic acid chloride of the formula given above, produced by condensation of 1-chloroanthraquinone-2-carboxylic acid with p-mercaptobenzoic acid, ring closure with acetic anhydride with the addition of sulfuric acid and conversion into the acid chloride by treatment with thionyl chloride in o-dichlorobenzene, 223 parts of 1-amino anthraquinone and 12,

  600 parts of nitrobenzene heated to 140 ° C. for 2 hours with stirring, the mixture becoming thick, hydrochloric acid gas escaping and the dye separating out. It is cooled to 80 ° C. and the dye is filtered off with suction. It forms a yellow, crystalline powder that is sparingly soluble in nitrobenzene even when exposed to heat. The color of the solution in concentrated sulfuric acid is orange-yellow. The dye supplies a purple-black vat from which the fiber is in real, clear; golden yellow tones.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Küpen- farbstoffes der Anthrachinonreihe, dadurch gekennzeichnet, dass man 2.1-(S)-Aiithra- chinorithioganthon-Bz4-karbonsäui,echlorid der Formel EMI0002.0009 mit 1-Aniinoarithrachinon durch Erhitzen in einem Lösungsmittel kondensiert. PATENT CLAIM: Process for the preparation of a vat dye of the anthraquinone series, characterized in that 2.1- (S) -Aiithra- quinorithioganthone-Bz4-karbonsäui, echloride of the formula EMI0002.0009 condensed with 1-aniinoarithraquinone by heating in a solvent. Der Farbstoff ist ein auch in der Hitze in Nitrobenzol schwer lösliches, gelbes, kri stallines Pulver, das sich in konzentrierter Schwefelsäure orangegelb löst und eine vio- lettschwarze Küpe liefert, aus der die Faser in echten, klaren, goldgelben Tönen gefärbt wird. The dye is a yellow, crystalline powder that is poorly soluble in nitrobenzene, even when heated, which dissolves in concentrated sulfuric acid in an orange-yellow color and provides a violet-black vat from which the fiber is dyed in genuine, clear, golden-yellow tones.
CH157564D 1930-01-18 1930-12-19 Process for the preparation of a vat dye of the anthraquinone series. CH157564A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE157564X 1930-01-18
CH153488T 1930-12-19

Publications (1)

Publication Number Publication Date
CH157564A true CH157564A (en) 1932-09-30

Family

ID=25716212

Family Applications (1)

Application Number Title Priority Date Filing Date
CH157564D CH157564A (en) 1930-01-18 1930-12-19 Process for the preparation of a vat dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH157564A (en)

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