CH293898A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH293898A
CH293898A CH293898DA CH293898A CH 293898 A CH293898 A CH 293898A CH 293898D A CH293898D A CH 293898DA CH 293898 A CH293898 A CH 293898A
Authority
CH
Switzerland
Prior art keywords
carboxylic acid
acid
production
vat
vat dye
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 CH293898A publication Critical patent/CH293898A/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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 252533.    Verfahren     zur        Herstellung    eines     Küpenfarbstoffes.       Es wurde gefunden, dass ein wertvoller       Küpenfarbstoff    hergestellt werden kann,     wenn     man     1-Amino-4-        (p-[N-dimethyl]-sulfamid-          benzoylamino)-antliraehinon    mit einem funk  tionellen Derivat der     Naphtlialin-fl-carbon-          säure    umsetzt.  



  Der neue Farbstoff löst sich in     konz.     Schwefelsäure mit     orangebrauner    Farbe und  färbt Baumwolle aus blauvioletter     Küpe    in  echten blaustichig roten Tönen.  



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



       Beispiel:     17,5 Teile     Naplithalin-f-carbonsäure    wer  den in 300 Teilen trockenem Nitrobenzol ver  teilt und nach Zufügen von 15 Teilen     Thionyl-          chlorid    anderthalb Stunden bei 80  verrührt.  Hierauf wird die Lösung mit 44,9 Teilen       1-Amino-4-    (p-     [N-dimethyl]    -s     ulfamid-benzoyl-          amino)-anthracliinon    versetzt und zwei Stun-    den bei 120 bis 130  gerührt. Nach dem Erkal  ten wird der in dunkelroten Kristallen auskri  stallisierte Farbstoff abgesaugt, gut mit ko  chendem Alkohol gewaschen und getrocknet.



      Additional patent to main patent no. 252533. Process for the production of a vat dye. It has been found that a valuable vat dye can be produced if 1-amino-4- (p- [N-dimethyl] -sulfamide-benzoylamino) -antliraehinone is reacted with a functional derivative of naphthalenic-f-carboxylic acid.



  The new dye dissolves in conc. Sulfuric acid with an orange-brown color and dyes cotton from a blue-violet vat in real blue-tinged red tones.



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



       Example: 17.5 parts of naplithalin-f-carboxylic acid are distributed in 300 parts of dry nitrobenzene and, after 15 parts of thionyl chloride have been added, the mixture is stirred at 80 for one and a half hours. The solution is then mixed with 44.9 parts of 1-amino-4- (p- [N-dimethyl] -sulfamid-benzoylamino) -anthracliinone and stirred at 120 to 130 hours. After cooling, the dye which has crystallized out in dark red crystals is filtered off with suction, washed thoroughly with boiling alcohol and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, dass man 1-Am ino-4- (p- [N-dimethyl] - sulfamid-benzoyl- a.mino) -anthrachinon mit einem funktionellen Derivat der Naphthalin-fl-carbonsäure um setzt. Der neue Farbstoff löst sieh in konz. Schwefelsäure mit orangebrauner Farbe und färbt Baumwolle aus blauvioletter Küpe in echten blaustichig roten Tönen. UNTERANSPRÜCHE: 1. PATENT CLAIM: Process for the production of a vat dye, characterized in that 1-Am ino-4- (p- [N-dimethyl] - sulfamid-benzoyl- a.mino) -anthraquinone with a functional derivative of the naphthalene-fl- carboxylic acid sets. The new dye dissolves in conc. Sulfuric acid with an orange-brown color and dyes cotton from a blue-violet vat in real blue-tinged red tones. SUBCLAIMS: 1. Verfahren gemäss Patentanspruch, ge kennzeichnet durch die Verwendung eines Säurehalogenids der Carbonsäure. 2. Verfahren gemäss Patentanspruch, ge kennzeichnet durch die Verwendung des Säurechlorids der Carbonsäure. 3. Verfahren gemäss Patentanspruch, ge kennzeichnet durch die Vornahme der Um setzung in einem indifferenten Lösungsmittel. Process according to claim, characterized by the use of an acid halide of the carboxylic acid. 2. The method according to claim, characterized by the use of the acid chloride of the carboxylic acid. 3. The method according to claim, characterized by the implementation of the implementation in an inert solvent.
CH293898D 1944-08-03 1946-07-11 Process for the production of a vat dye. CH293898A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH252533T 1944-08-03
CH293898T 1946-07-11

Publications (1)

Publication Number Publication Date
CH293898A true CH293898A (en) 1953-10-15

Family

ID=25729658

Family Applications (1)

Application Number Title Priority Date Filing Date
CH293898D CH293898A (en) 1944-08-03 1946-07-11 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH293898A (en)

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