CH259338A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH259338A
CH259338A CH259338DA CH259338A CH 259338 A CH259338 A CH 259338A CH 259338D A CH259338D A CH 259338DA CH 259338 A CH259338 A CH 259338A
Authority
CH
Switzerland
Prior art keywords
amino
dye
azo dye
good
preparation
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 CH259338A publication Critical patent/CH259338A/en

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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     Ifauptpatent    Nr. 253714.    Verfahren zur Herstellung eines     Azofarbstoffes.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     Azofarbstof-          fes.    Das Verfahren ist dadurch gekennzeich  net, dass man 2     Mol    eines     Monoazofarbstoffes,     erhalten durch     Diazotieren    eines     0-Acylderi-          vates    der 1     -Amino-8-oxy-naphthalin-3,

  6-          disulfonsäure    und Kuppeln der     Diazoverbin-          dung    mit:     1-Amino-3-methyl-6-methoxy-ben-          zol,    und 1     Mol        p-Amino-benzoyl-p-phenylen-          diaminsulfosäure    mit     Phosgen    bis zur völligen  Umsetzung der     Aminogruppen    behandelt und  den     Acylrest    abspaltet. Der neue Farbstoff  stellt ein dunkles Pulver dar.

   Er löst sich in  Wasser mit. roter Farbe und färbt     Cellulose-          fasern    in wertvollen klaren Rottönen von  sehr     gnter        Liehteehtbeit    und guten     Nassecht-          heiten.     



       Beispiel:     <B>62,1</B> Teile des     Monoazofarbstoffes    aus       diazotiertem        p-Toluolsulfonsäizreester    der       1-Amino-    8 -     oxy    -     naphthalin-3,6-disulfonsäure     und     1-Amino-3-methyl-6-methoxy-benzol    bzw.

    60,7 Teile des entsprechenden Farbstoffes aus  dem     Benzolsulfoester    der 1-     Amino-    8 -     oxy        -          naphthalin-3,6-disulfonsäure    werden zusam  men mit 15,

  35 Teilen p -     Amino    -     benzoyl    - p     -          phenylendiaininsulfosäure    in etwa 1500 Teilen    Wasser gelöst und dann bei neutraler bis       bikarbonatalkalischer    oder auch bei schwach       laclz-mussaurer        Reaktion    - in diesem Falle  vorteilhaft in Gegenwart von     Natriuma.cetat-          phosgeniert    und anschliessend mit     Alkalien     behandelt. Man erhält nach der Abspaltung  der     Arylsulfogruppen    einen Farbstoff, .der       Cellulosefasern    in klaren Rottönen färbt.

   Sie  zeichnen sich durch gute Licht-, Wasch- und       IVa.sserechtheit    aus.



      Additional patent to the main patent No. 253714. Process for the production of an azo dye. The subject of 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 O-acyl derivative of 1-amino-8-oxy-naphthalene-3,

  6-disulfonic acid and coupling of the diazo compound with: 1-amino-3-methyl-6-methoxy-benzene, and 1 mole of p-amino-benzoyl-p-phenylenediaminesulfonic acid treated with phosgene until the amino groups have completely reacted and splits off the acyl radical. The new dye is a dark powder.

   It dissolves in water with. red color and dyes cellulose fibers in valuable clear red tones of very good lightness and good wet fastness.



       Example: 62.1 parts of the monoazo dye from diazotized p-toluenesulfonic acid ester of 1-amino-8-oxynaphthalene-3,6-disulfonic acid and 1-amino-3-methyl-6-methoxy-benzene or.

    60.7 parts of the corresponding dye from the benzenesulfoester of 1- amino- 8-oxy-naphthalene-3,6-disulfonic acid are together with 15,

  35 parts of p - amino - benzoyl - p - phenylenediamine sulfonic acid dissolved in about 1500 parts of water and then with a neutral to bicarbonate alkaline or also with weakly laclz-acidic reaction - in this case advantageously in the presence of sodium acetate - phosgenated and then treated with alkalis. After the aryl sulfo groups have been split off, a dye is obtained which dyes cellulose fibers in clear red tones.

   They are characterized by good light, washing and IVa fastness.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 2 -Hol eines Monoazofa.rbstoffes, erhalten durch Diazotieren eines 0-Acyl.derivates der 1-Amino - 8 - oxy - naplithalin-3, 6-disulf onsäure und. PATENT CLAIM: Process for the production of an azo dye, characterized in that 2 -Hol of a monoazofa dye obtained by diazotizing an 0-acyl derivative of 1-amino-8-oxy-naplithalin-3, 6-disulfonic acid and . Kuppeln der Diazoverbindung mit 1-Amino-3-methyl-6-methoxy-benzol, und 1 Mol p- Amino-benzoyl-p-phenylendiamin- sulfosäure mit Phosgen bis zur völligen Um setzung der Aminogruppen behandelt und den Acylrest abspaltet. Der neue Farbstoff stellt ein dunkles Pulver dar. Er löst sich in Was ser mit roter Farbe und färbt Cellulosefasern in wertvollen klaren Rottönen von sehr guter Lichtechtheit und guten Nassechtheiten. Coupling of the diazo compound with 1-amino-3-methyl-6-methoxy-benzene, and 1 mole of p-amino-benzoyl-p-phenylenediamine sulfonic acid treated with phosgene until the amino groups are completely converted 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.
CH259338D 1946-10-31 1946-10-31 Process for the preparation of an azo dye. CH259338A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH259338T 1946-10-31
CH253714T 1946-10-31

Publications (1)

Publication Number Publication Date
CH259338A true CH259338A (en) 1949-01-15

Family

ID=25729796

Family Applications (1)

Application Number Title Priority Date Filing Date
CH259338D CH259338A (en) 1946-10-31 1946-10-31 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH259338A (en)

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