CH259334A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH259334A
CH259334A CH259334DA CH259334A CH 259334 A CH259334 A CH 259334A CH 259334D A CH259334D A CH 259334DA CH 259334 A CH259334 A CH 259334A
Authority
CH
Switzerland
Prior art keywords
amino
disulfonic acid
dye
azo dye
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 CH259334A publication Critical patent/CH259334A/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

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 253714.    Verfahren zur Herstellung eines     Azofarbatoffes.       Gegenstand vorliegenden Patentes ist. ein  Verfahren zur Herstellung eines     Azofa-rbstof-          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-naphtha.lin-3,

  6-di-          sulfonsäure    und Kuppeln der     Diazoverbin-.          dung    mit 1-     Amino    - 3 -     methyl    - 6 -     methoxy-          benzol,    und 1     Mol        4,4'-Di-(p-amino-benzoyl)-          diaminostilben-2,2'-disulfonsäure    mit     Phosgen     bis zur völligen Umsetzung der     Aminogrup-          pen    behandelt und den     Acylrest    abspaltet.  Der neue Farbstoff stellt ein dunkles Pulver  dar.

   Er löst sieh in Wasser mit roter Farbe  und färbt     Cellulosefasern    in wertvollen klaren       Rottönen    von sehr guter Lichtechtheit und  guten     Nassechtheiten.     



  <I>Beispiel:</I>  <B>69,1</B> Teile des     Monoazofarbstoffes    aus       diazotiertem        p-Toluolsulfonsäureester    der       1-Amino    - 8 -     oxy    -     naphthalin-3,6-disulf        onsäure     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 30,4 Teilen     4,4'-Di-(p-          amino        -benzoyl)    -     diaminostilben-2,2'-    disulfon-    säure in etwa 2800 Teilen Wasser durch Zu  gabe von Soda gelöst.

   Bei vorteilhaft schwach  alkalischer Reaktion wird so lange     phos-          beniert,    bis in einer Probe die     Diazotierbar-          keit    verschwunden ist, und nach Abtrennung  des Kondensationsproduktes die     Arylsulfo-          gruppen    in verdünnter,     ätzalkalischer    Lösung  bei 80 bis 90  abgespalten. Der Farbstoff  färbt     Cellulosefasern    in lichtechten Rottönen.



      Additional patent to main patent no. 253714. Process for the production of an azo carbate. 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-naphtha.lin-3,

  6-disulfonic acid and coupling of the Diazoverbin-. Formation with 1-amino-3-methyl-6-methoxybenzene, and 1 mol of 4,4'-di- (p-aminobenzoyl) -diaminostilbene-2,2'-disulfonic acid with phosgene until the amino group is completely converted - treated pen and split off the acyl residue. The new dye is a dark powder.

   It dissolves in water with a red color and dyes cellulose fibers in valuable clear red shades of very good lightfastness and good wetfastness.



  <I> Example: </I> <B> 69.1 </B> parts of the monoazo dye from 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-oxy-naphthalene-3,6-disulfonic acid are combined with 30.4 parts of 4,4'-di- (p-amino-benzoyl) - diaminostilbene-2,2'-disulfonic acid dissolved in about 2800 parts of water by adding soda.

   In the case of an advantageously weakly alkaline reaction, phosphate is carried out until the diazotization has disappeared in a sample and, after the condensation product has been separated off, the aryl sulfo groups are split off in a dilute, caustic solution at 80 to 90 degrees. The dye dyes cellulose fibers in lightfast red tones.

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 - oxy-naphthalin-3,6-disulfonsäurc: 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-oxy-naphthalene-3,6-disulfonic acid are: und Kuppeln der Diazoverbindung mit 1- Amino-3-methyl-6-methoxy-benzol, und 1 Mol 4,4'-Di-(p-amino-benzoyl)-diaminostilben-2,2'- disulfonsäure mit Phosgen bis zur völligen Umsetzung der Aminogruppen behandelt und den Acylrest abspaltet. Der neue Farbstoff stellt ein dunkles Pulver dar. and coupling the diazo compound with 1-amino-3-methyl-6-methoxy-benzene, and 1 mole of 4,4'-di- (p-amino-benzoyl) -diaminostilbene-2,2'-disulfonic acid with phosgene to complete Treated implementation of the amino groups and split off the acyl radical. The new dye is a dark powder. Er löst sich in Wasser mit roter Farbe und färbt Cellu- losefasern in wertvollen klaren Rottönen von sehr guter Lichtechtheit und guten Nassecht- heiten. It dissolves in water with a red color and dyes cellulose fibers in valuable clear red tones with very good lightfastness and good wetfastness.
CH259334D 1946-10-31 1946-10-31 Process for the preparation of an azo dye. CH259334A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH253714T 1946-10-31
CH259334T 1946-10-31

Publications (1)

Publication Number Publication Date
CH259334A true CH259334A (en) 1949-01-15

Family

ID=25729792

Family Applications (1)

Application Number Title Priority Date Filing Date
CH259334D CH259334A (en) 1946-10-31 1946-10-31 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH259334A (en)

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