CH193084A - Process for the production of a vat dye of the anthraquinone series. - Google Patents

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

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Publication number
CH193084A
CH193084A CH193084DA CH193084A CH 193084 A CH193084 A CH 193084A CH 193084D A CH193084D A CH 193084DA CH 193084 A CH193084 A CH 193084A
Authority
CH
Switzerland
Prior art keywords
production
anthraquinone series
carboxylic acid
vat dye
dye
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 CH193084A publication Critical patent/CH193084A/en

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Description

  

  Verfahren zur Herstellung eines     Nüpenfarbstoffes    der     Anthrachinonreihe.       Gegenstand vorliegender Erfindung ist  die Herstellung eines     Küpenfarbstoffes    der       Anthrachinonreihe    durch Abspaltung von       Halogenwaeservtoff    aus     2'-Phenoxy-l-ph-enyl-          aminoanthrachinon    - 2 -     carbonsäurehalogenid.     Diese Verbindung kommt zweckmässig im       status    nascendi zur Anwendung.  



  <I>Beispiel:</I>       .)'-        Phenoxy        -1-phenylaminoanthrachinon-          2-carbonsäure,    welche durch Umsetzung von  1 -     Chloranthrachino-n    - 2 -     carbonsäuremethyl-          ester    mit     o-Aminodiphenyläther    und an  schliessende     Verseifung        hergestellt    wurde,       wird    mit der ungefähr gleichen Menge     Ben-          zoylchlorid        in    :

  der     etwa    vierfachen Menge o  Dichlorbenzol     1i/2    Stunden auf 1-50   erhitzt.  Hierdurch wird die     Carbonsäure    in ihr Chlo  rid     überführt;    das Chlorid geht anschliessend  unter Abspaltung von Chlorwasserstoff in  das     Acri.don    über, das, sich     ,schon    in der    Wärme     kristallisiert    abscheidet.

   Nach dem  Erkalten     wird    das     Acridon    abgesaugt,     ge-          w        ase        'hen        und        getrocknet.        C        Der        so        erhältliche     Farbstoff bildet     violettschwarze    Nadeln, .die  sich mit gelbroter Farbe     in;    kalter konzen  trierter     Schwefelsäure    lösen. Aus dieser Lö  sung scheidet es sich bei Verdünnung mit  Wasser in Form     violetter    Flocken ab.

   Aus  heissem Nitrobenzol kann der Farbstoff um  kristallisiert     werden.    Fr färbt aus     violetter          Küpe    nach dem Oxydieren die pflanzliche  Faser in echten violetten Tönen an und ist  auch für ,den     Rongalitdruck    geeignet.     Ferner     lässt er sich in bekannter Weise in seinen       Leucoschwefelsäureester    überführen.



  Process for the production of a nub dye of the anthraquinone series. The present invention relates to the production of a vat dye of the anthraquinone series by splitting off halogen water from 2'-phenoxy-1-ph-enylaminoanthraquinone-2-carboxylic acid halide. This connection is expediently used in the status nascendi.



  <I> Example: </I>.) '- Phenoxy -1-phenylaminoanthraquinone-2-carboxylic acid, which was prepared by reacting 1-chloroanthraquinone-n-2-carboxylic acid methyl ester with o-aminodiphenyl ether and subsequent saponification with approximately the same amount of benzoyl chloride in:

  about four times the amount of dichlorobenzene heated to 1-50 for 1½ hours. This converts the carboxylic acid into its chloride; the chloride then passes, with the elimination of hydrogen chloride, into the Acri.don, which, already crystallized in the warmth, is deposited.

   After cooling, the acridone is filtered off with suction, washed and dried. C The dye thus obtainable forms violet-black needles, which turn into yellow-red color in; Dissolve cold concentrated sulfuric acid. From this solution it separates out in the form of purple flakes when diluted with water.

   The dye can be recrystallized from hot nitrobenzene. Fr stains the vegetable fibers from a violet vat after oxidizing in real violet tones and is also suitable for Rongalit printing. It can also be converted into its leuco-sulfuric acid ester in a known manner.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes der Anthrachinonreihe, dadurch gekennzeichnet, dass aus 2'-Phenoxy-l-ph-enyl- aminoanthrachinon - 2 - carbonsäurehalogenid Halogenwasserstoff abgespalten wird. Der erhältliche neue Farbstoff löst sich in kalter konzentrierter Schwefelsäure mit gelbroter Farbe; PATENT CLAIM: Process for the production of a vat dye of the anthraquinone series, characterized in that hydrogen halide is split off from 2'-phenoxy-1-ph-enylaminoanthraquinone-2-carboxylic acid halide. The new dye available dissolves in cold concentrated sulfuric acid with a yellow-red color; er kann aus Nitrobenzol um kristallisiert werden und färbt pflanzliche Fasern aus der güpe in violetten Tönen. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass das 2'-Phenogy-l-phe- nylaminoanthrachinon - 2 - carbonsäurehaloge- nid im status nascendi zur Anwendung kommt. it can be crystallized from nitrobenzene and dyes vegetable fibers from the güpe in purple tones. SUBCLAIM: Process according to patent claim, characterized in that the 2'-phenogy-1-phenylaminoanthraquinone-2-carboxylic acid halide is used in the nascendi status.
CH193084D 1935-05-23 1936-05-15 Process for the production of a vat dye of the anthraquinone series. CH193084A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE193084X 1935-05-23

Publications (1)

Publication Number Publication Date
CH193084A true CH193084A (en) 1937-09-30

Family

ID=5737297

Family Applications (1)

Application Number Title Priority Date Filing Date
CH193084D CH193084A (en) 1935-05-23 1936-05-15 Process for the production of a vat dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH193084A (en)

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