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CH259331A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH259331A
CH259331A CH259331DA CH259331A CH 259331 A CH259331 A CH 259331A CH 259331D A CH259331D A CH 259331DA CH 259331 A CH259331 A CH 259331A
Authority
CH
Switzerland
Prior art keywords
amino
dye
azo dye
preparation
good
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R 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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH259331A publication Critical patent/CH259331A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/14—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with phosgene or thiophosgene

Landscapes

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 253714.    Verfahren zur Herstellung eines     Azofarbstoffes.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     Azofarb-          stoffes.    Das Verfahren ist dadurch gekenn  zeichnet, dass man 2     Mol    eines     Monoazofarb-          stoffes,    erhalten durch     Diazotieren    eines     0-          Acylderivates    der     1-Amino-8-oxy-naphthalin-          3,

  6-disulfonsäure    und Kuppeln der     Diazover-          bindung    mit     1-Amino-3-methyl-6-methoxy-          benzol,    und 1     Mol        Benzidin-3-sulfonsäure    mit       Phosgen    bis zur völligen Umsetzung der       Aminogruppen    behandelt und den     Acylrest     abspaltet. Der neue Farbstoff stellt ein  dunkles Pulver dar. Er löst sich im Wasser  mit roter Farbe und färbt     Cellulosefasern    in  wertvollen klaren Rottönen von sehr guter  Lichtechtheit und guten     Nassechtheiten.     



  <I>Beispiel:</I>  62,1 Teile des     Monoazofarbstoffes    aus dem       diazotierten        p-Toluolsulfonsäureester    der     1-          Amino-    8 -     oxy    -     naphthalin    - 3,6 -     disulfonsäurc     und     1-Amino-3-methyl-6-methoxy-benzol    bzw.

    60,7 Teile des entsprechenden     Monoazofarb-          stoffes    aus dem     Benzolsulfonsäureester    der  1-     Amino    - 8 -     oxy-naphthalin-3,6-disulfonsäure     werden zusammen mit 13,2 Teilen     Benzidin-          3-sulfonsäure    in etwa 750 Teilen Wasser  durch Zugabe von Soda gelöst.    Es wird hierauf so lange     phosgeniert,    bis  in einer Probe kein     diazotierbares    Amin mehr  nachgewiesen werden kann.  



  Nach der Abspaltung der     Arylsulfon:säure-          gruppe    durch Erwärmen des bei der Konden  sation mit     Phosgen    erhaltenen Farbstoffes in  verdünnter     ätzalkalischer    Lösung auf 80 bis  90  wird ein Farbstoff erhalten, der     Cellulose-          fasern    in klaren Rottönen färbt, die sich  durch gute Licht-, Wasser- und Waschecht  heit auszeichnen.



      Additional patent to main patent no. 253714. Process for the production of an azo dye. The present patent is a process for the production of an azo dye. The process is characterized in that 2 moles of a monoazo dye, obtained by diazotizing an 0-acyl derivative of the 1-amino-8-oxynaphthalene-3,

  6-disulfonic acid and coupling of the diazo compound with 1-amino-3-methyl-6-methoxybenzene, and 1 mol of benzidine-3-sulfonic acid treated with phosgene until the amino groups have reacted completely and the acyl radical is split off. The new dye is a dark powder. It dissolves in water with a red color and dyes cellulose fibers in valuable clear red tones of very good lightfastness and good wetfastness.



  <I> Example: </I> 62.1 parts of the monoazo dye from the diazotized p-toluenesulfonic acid ester of 1- amino- 8-oxy-naphthalene-3,6-disulfonic acid and 1-amino-3-methyl-6-methoxy- benzene or

    60.7 parts of the corresponding monoazo dye from the benzenesulfonic acid ester of 1-amino-8-oxynaphthalene-3,6-disulfonic acid are dissolved together with 13.2 parts of benzidine-3-sulfonic acid in about 750 parts of water by adding soda . It is then phosgenated until no more diazotizable amine can be detected in a sample.



  After the aryl sulfonic acid group has been split off by heating the dye obtained in the condensation with phosgene in a dilute caustic solution to 80 to 90, a dye is obtained which dyes cellulose fibers in clear red tones, which are colored by good light and water - and washfastness.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 2 Mol eines Monoazofarbstoffes, erhalten durch Diazotieren eines 0-Acylderivates der 1-Amino - 8 - oxynaphthalin - 3,6 - disulfonsäure und Kuppeln der Diazoverbindung mit 1- Amino-3-methyl-6-methoxy-benzol, PATENT CLAIM: Process for the production of an azo dye, characterized in that 2 moles of a monoazo dye obtained by diazotizing an 0-acyl derivative of 1-amino-8-oxynaphthalene-3,6-disulfonic acid and coupling the diazo compound with 1- amino 3-methyl-6-methoxy-benzene, und 1 Mol Benzidin-3-sulfonsäure mit Phosgen bis zur völligen Umsetzung der Aminogruppen be handelt und den Acylrest abspaltet. Der neue Farbstoff stellt ein dunkles Pulver dar. Er löst sich in Wasser mit roter Farbe. und färbt. Cellulosefasern in wertvollen klaren Rottönen von sehr guter Lichtechtheit und guten Nass- echtheiten. and 1 mole of benzidine-3-sulfonic acid is treated with phosgene until the amino groups have completely reacted and the acyl radical is split off. The new dye is a dark powder. It dissolves in water with a red color. and colors. Cellulose fibers in valuable clear red tones with very good lightfastness and good wetfastness.
CH259331D 1946-10-31 1946-10-31 Process for the preparation of an azo dye. CH259331A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH259331T 1946-10-31
CH253714T 1946-10-31

Publications (1)

Publication Number Publication Date
CH259331A true CH259331A (en) 1949-01-15

Family

ID=25729789

Family Applications (1)

Application Number Title Priority Date Filing Date
CH259331D CH259331A (en) 1946-10-31 1946-10-31 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH259331A (en)

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