CH293916A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH293916A
CH293916A CH293916DA CH293916A CH 293916 A CH293916 A CH 293916A CH 293916D A CH293916D A CH 293916DA CH 293916 A CH293916 A CH 293916A
Authority
CH
Switzerland
Prior art keywords
carboxylic acid
acid
process according
vat
production
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 CH293916A publication Critical patent/CH293916A/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
    • C09B1/44—Dyes with acylated amino groups the acyl groups being residues of a heterocyclic carboxylic acid

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr.<B>252533.</B>    Verfahren zur     Herstellung    eines     Küpenfarbstoffes.       Es wurde gefunden,     da.ss    ein wertvoller       Küpenfarbstoff    hergestellt werden     kann,    wenn  man     1-(p-Sulfodimethylamido-benzoylamino)-          1-amino-anthrachinon    mit einem funktionel  len Derivat der     Chinolin-6-carbonsäure    um  setzt.  



  Der neue Farbstoff löst sich in     konz.     Schwefelsäure mit roter Farbe und färbt  Baumwolle aus blaugrüner     Küpe    in echten  kräftigen     R.osatönen.     



  Als     funktionelles    Derivat der genannten       Carbonsäure    kann mit Vorteil ein Säurehalo  genid, beispielsweise das     Säurechlorid,    ver  wendet werden. Die Umsetzung kann bei  spielsweise in einem indifferenten Lösungs  mittel, vorzugsweise von relativ hohem Siede  punkt, wie     11-ono-,        Di-    oder     Triehlorbenzol,          vorgenommen    werden, wobei vorteilhaft. bei  erhöhter Temperatur gearbeitet wird.  



  <I>Beispiel:</I>  17,5 Teile     Chinolin-6-carbonsäure    werden  in 100 Teilen trockenem Nitrobenzol verteilt  und nach Zufügen von     1:5    Teilen     Thionyl-          ehlorid    und einer geringen     1Tenge        Pcridin     anderthalb Stunden bei 110 bis 120  ver  rührt. Hierauf wird mit. 15 Teilen     1.-(p-Sulfo-          (linietliyiamido-berizoy    lamino)-1-amino-anthra-         chinon    versetzt und zwei Stunden bei 120 bis  130  weitergerührt. Der beim Erkalten als  kristallines, rotes Pulver     ausfallende    Farb  stoff wird mit kochendem Alkohol gut aus..  gewaschen und getrocknet.



  <B> Additional patent </B> 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- (p-sulfodimethylamido-benzoylamino) -1-amino-anthraquinone is implemented with a functional derivative of quinoline-6-carboxylic acid.



  The new dye dissolves in conc. Sulfuric acid with a red color and dyes cotton from a blue-green vat in real strong pink 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 be carried out, for example, in an inert solvent, preferably of a relatively high boiling point, such as 11-ono-, di- or tri-chlorobenzene, which is advantageous. is worked at an elevated temperature.



  <I> Example: </I> 17.5 parts of quinoline-6-carboxylic acid are distributed in 100 parts of dry nitrobenzene and, after 1: 5 parts of thionyl chloride and a small amount of pcridine have been added, the mixture is stirred at 110 to 120 for one and a half hours. This is followed by. 15 parts of 1 .- (p-sulfo- (linietliyiamido-berizoy lamino) -1-amino-anthraquinone are added and the mixture is stirred for a further two hours at 120 to 130. The dye, which precipitates as a crystalline, red powder on cooling, becomes good with boiling alcohol from .. washed and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet, dass man 1- (p=Sulfo.dimethyla.mido-benzoylamino) -4- amino-anthrachinon mit. einem funktionellen Derivat der Chinolin-6-ca.rbonsäure umsetzt. Der neue Farbstoff löst sich in konz. Schwefelsäure mit roter Farbe und färbt Baumwolle aus blaugrüner Küpe in echten kräftigen Rosatönen. UNTERAN SPRü CHE 1. PATENT CLAIM: Process for producing a vat dye, characterized in that 1- (p = sulfo.dimethyla.mido-benzoylamino) -4-amino-anthraquinone with. a functional derivative of quinoline-6-carboxylic acid. The new dye dissolves in conc. Sulfuric acid with red color and dyes cotton from a blue-green vat in real strong pink tones. SUBSCRIBE 1. Verfahren gemäss Patentanspruch, ge kennzeichnet durch die Verwendung eines Säurehalogenids der Carbonsäure. '?. Verfahren gemäss Patentanspruch, ge kennzeichnet durch die Verwendung des Säurechlorids der Carbonsäure. 3. Verfahren gemäss Patentansprueh, 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. '?. Process according to claim, characterized by the use of the acid chloride of the carboxylic acid. 3. Process according to patent claim, characterized by the implementation of the reaction in an inert solvent.
CH293916D 1944-08-03 1946-11-18 Process for the production of a vat dye. CH293916A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH252533T 1944-08-03
CH293916T 1946-11-18

Publications (1)

Publication Number Publication Date
CH293916A true CH293916A (en) 1953-10-15

Family

ID=25729676

Family Applications (1)

Application Number Title Priority Date Filing Date
CH293916D CH293916A (en) 1944-08-03 1946-11-18 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH293916A (en)

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