CH293903A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH293903A
CH293903A CH293903DA CH293903A CH 293903 A CH293903 A CH 293903A CH 293903D A CH293903D A CH 293903DA CH 293903 A CH293903 A CH 293903A
Authority
CH
Switzerland
Prior art keywords
acid
carboxylic acid
process according
production
vat
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 CH293903A publication Critical patent/CH293903A/en

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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

      Zusatzpa,tent    zum Hauptpatent     Nr.   <B>252533.</B>    Verfahren zur Herstellung eines     Küpenfarbstoffes.       Es wurde gefunden,     dass    ein wertvoller       Küpenfarbstoff    hergestellt werden kann, wenn  man     1-Amino-4-(2'-Iluor-benzoylamino)-an-          thraeliinon    mit einem funktionellen Derivat  der in     4-Stellung    durch eine     N-DimethyIsulf-          amidgruppe        sabstituierten        Benzol-l-earbon-          säure    umsetzt.  



  Der neue Farbstoff löst sieh in     konz.     Schwefelsäure mit, roter Farbe und färbt  Baumwolle aus     sehwarzvioletter        Küpe    in rei  nen, echten     Seharlaehtönen.     



  Als funktionelles Derivat der genannten       Carbonsäure    kann mit Vorteil ein     Säurehalo-          genid,    beispielsweise das     Säureehlorid,    verwen  det werden. Die Umsetzung kann beispiels  weise in einem indifferenten Lösungsmittel,  von relativ hohem Siedepunkt,  wie Nitrobenzol, Mono-,     Di-    oder     Triehlorben-          zol,    vorgenommen werden, wobei vorteilhaft  bei erhöhter Temperatur gearbeitet wird.

      <I>Beispiel:</I>    12 Teile     Benzol-l-earbonsäure-4-(N-dime-          th#1)-sulfamid    werden in<B>30</B> Teilen trocke  nem     Nitrobenzol,    verteilt und nach Zufügen  von<B>8</B> Teilen     Thionvlehlorid    und einer gerin  gen Menge     Pyridin    anderthalb Stunden bei       ZD        I     <B>90</B> bis     10011    verrührt.

   Hierauf versetzt man mit  <B>18</B> Teilen 1-Amino-4-(2-II-Lior-benzoylamino)-         anthraehinon    und rührt noch weitere zwei  Stunden bei<B>125</B> bis<B>1300.</B> Der beim Erkalten  in hellroten     Kriställehen    ausfallende Farb  stoff wird     abgesatigt,    gut mit kochendem<B>Al-</B>  kohol gewaschen und     getroeknet.  



      Additional patent to main patent no. <B> 252533. </B> Process for the production of a vat dye. It has been found that a valuable vat dye can be produced if 1-amino-4- (2'-iluoro-benzoylamino) -anthraeliinone is used with a functional derivative of benzene which is substituted in the 4-position by an N-dimethyl sulfamide group -l-earbonic acid converts.



  The new dye dissolves in conc. Sulfuric acid with a red color and dyes cotton from a black violet vat in pure, real visual tones.



  An acid halide, for example the acid chloride, can advantageously be used as the functional derivative of the carboxylic acid mentioned. The reaction can, for example, be carried out in an inert solvent having a relatively high boiling point, such as nitrobenzene, mono-, di- or trihlobenzene, it being advantageous to operate at elevated temperature.

      <I> Example: </I> 12 parts of benzene-1-carboxylic acid-4- (N-dimeth # 1) -sulfamide are distributed in <B> 30 </B> parts of dry nitrobenzene and, after adding <B> 8 </B> parts of thione vlehloride and a small amount of pyridine for one and a half hours at ZD I <B> 90 </B> to 10011.

   <B> 18 </B> parts of 1-amino-4- (2-II-Lior-benzoylamino) -anthraehinone are then added and the mixture is stirred for a further two hours at <B> 125 </B> to <B> 1300 . </B> The dye that precipitates out in light red crystals when it cools is removed, washed well with boiling <B> Al </B> alcohol and then dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, dass man 1-Amino-4- (2'-fluior-benzoylamino) <B>-</B> anthraehi- non mit einem funktionellen Derivat der in 4-Stellung durch eine N-DimethyIsulfamid- gruppe substituierten Benzol-l-earbonsäure umsetzt. Claim: Process for the production of a vat dye, characterized in that 1-amino-4- (2'-fluoro-benzoylamino) <B> - </B> anthraquinone with a functional derivative of the 4-position through converts an N-dimethyl sulfamide group substituted benzene-1-carboxylic acid. Der neue Farbstoff löst sieh in konz. Schwefelsäure mit roter Farbe und färbt Baumwolle aus sehwarzvioletter Küpe in rei nen, echten Seharlachtönen. UNTER,ANSPRÜCHE: <B>1.</B> Verfahren gemäss Patentansprueh, ge kennzeichnet durch die Verwendung eines Säurehalogenids der Carbonsäure. 2. The new dye dissolves in conc. Sulfuric acid with a red color and dyes cotton from a black-violet vat in pure, real sarl light tones. UNDER, CLAIMS: <B> 1. </B> Process according to patent claim, characterized by the use of an acid halide of the carboxylic acid. 2. Verfahren gemäss Patentanspruch, ge kennzeichnet durch die Verwendung des Säureehlorids der Carbonsäure. <B>3.</B> Verfahren gemäss Patentansprueh, ge- kennzeiehnet durch die Vornahme der Um setzung in einem indifferenten Lösungsmittel. Process according to claim, characterized by the use of the acid chloride of the carboxylic acid. <B> 3. </B> Process according to patent claim, characterized by carrying out the conversion in an inert solvent.
CH293903D 1944-08-03 1946-07-11 Process for the production of a vat dye. CH293903A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH252533T 1944-08-03
CH293903T 1946-07-11

Publications (1)

Publication Number Publication Date
CH293903A true CH293903A (en) 1953-10-15

Family

ID=25729663

Family Applications (1)

Application Number Title Priority Date Filing Date
CH293903D CH293903A (en) 1944-08-03 1946-07-11 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH293903A (en)

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