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CH288958A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH288958A
CH288958A CH288958DA CH288958A CH 288958 A CH288958 A CH 288958A CH 288958D A CH288958D A CH 288958DA CH 288958 A CH288958 A CH 288958A
Authority
CH
Switzerland
Prior art keywords
phosgene
preparation
dye
disazo dye
parts
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 CH288958A publication Critical patent/CH288958A/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

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 283761.    Verfahren zur Herstellung eines     Disazofarbstoffes.       Es wurde gefunden, dass man zu einem wertvollen     Disazofarbstoff    gelangt, wenn man  die Farbstoffe der     Formeln    ..  
EMI0001.0004     
    mittels     Phosgen    zum     Harnstoffderivat    ver  einigt.  



  Der neue Farbstoff     bildet    ein braunes  Pulver, das sich in Wasser mit oranger, in  konzentrierter     Schwefelsäure    mit roter Farbe  löst und Baumwolle nach dem     ein.-    oder     zwei-          badigen        Nachkupferungsverfahren    in gelben  Tönen von sehr guter Wasch- und Lichtecht  heit färbt.  



  Die     Vereinigung    der beiden     Aminomono-          azofarbstoffe    zum     asymmetrischen    Harnstoff  ;     derivat    mittels     Phosgen    erfolgt zweckmässig in       wässerigem,    schwach     alkalischem,    z. B.     alkali-          carbonatalkalischem    Medium bei leicht erhöh-  
EMI0001.0023     
         ter    Temperatur,     gewünschtenfalls        unter    Zu  satz von Netz- oder     Dispergiermitteln.     



       Beispiel:     17,25 Teile     1-Amino-2-chlor-4-nitrobenzol     werden in bekannter Weise     diazotiert    und mit  13;8 Teilen     1-Oxybenzol-2-carbönsäure    in  schwach     alkalischer        Lösung    gekuppelt. Hier  auf     lässt    man die Lösung von 42 Teilen kri  stallisiertem     Natriumsulfid        in    75 Teilen Was  ser zufliessen und rührt bei 60 bis 70 , bis die       Reduktion    der     Nitrogruppe    beendet ist.  



  29,1     Teile    des so erhaltenen,     abgeseliiede-          nen        Aminoazofarbstoffes    werden mit 42,5 Tei  len Farbstoff     der,    Formel           unter    Zusatz von     Natriumearbonat        bis    zur  deutlich     alkalischen    Reaktion in 3000 Teilen  Wasser gelöst     und    bei 35 bis 45  so lange mit       Phosgen    behandelt, bis keine     Aminogruppe       mehr nachgewiesen werden kann. Der voll  ständig ausgeschiedene Farbstoff wird fil  triert und     getrocknet.  



  <B> Additional patent </B> to main patent no. 283761. Process for the production of a disazo dye. It has been found that a valuable disazo dye is obtained by using the dyes of the formulas ..
EMI0001.0004
    united by means of phosgene to form the urea derivative.



  The new dye forms a brown powder that dissolves in water with orange, in concentrated sulfuric acid with red color and colors cotton in yellow shades of very good wash and lightfastness using the one or two-bath post-copper plating process.



  The union of the two amino monoazo dyes to form asymmetric urea; derivative by means of phosgene is conveniently carried out in aqueous, weakly alkaline, e.g. B. alkaline carbonate alkaline medium with slightly increased
EMI0001.0023
         ter temperature, if desired with the addition of wetting or dispersing agents.



       Example: 17.25 parts of 1-amino-2-chloro-4-nitrobenzene are diazotized in a known manner and coupled with 13; 8 parts of 1-oxybenzene-2-carboxylic acid in a weakly alkaline solution. Here, the solution of 42 parts of crystallized sodium sulfide in 75 parts of water is allowed to flow in and the mixture is stirred at 60 to 70 until the reduction of the nitro group is complete.



  29.1 parts of the thus obtained, separated aminoazo dye are dissolved with 42.5 parts of dye of the formula with the addition of sodium carbonate in 3000 parts of water until a clearly alkaline reaction and treated with phosgene at 35 to 45 times until none Amino group can be detected more. The completely separated dye is fil trated and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Disazofarbstoffes, dadurch gekennzeichnet, dass man die Farbstoffe der Formeln EMI0002.0010 mittels Phosgen zum Harnstoffderivat ver einigt. Der neue Farbstoff bildet ein braunes Pulver, das sich in Wasser mit oranger, in konzentrierter Schwefelsäure mit roter Farbe löst und Baumwolle nach dem ein- oder zwei- badigen Nachkupferungsverfahren in gelben Tönen von sehr guter Wasch- und Lichtecht heit färbt. Claim: Process for the preparation of a disazo dye, characterized in that the dyes of the formulas EMI0002.0010 united by means of phosgene to form the urea derivative. The new dye forms a brown powder that dissolves in water with orange, in concentrated sulfuric acid with red color and colors cotton in yellow shades with very good wash and lightfastness using the one- or two-bath post-copper plating process. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Behand lung mit Phosgen in wässerigem, schwach alkalischem Medium durchführt. SUBCLAIM: Process according to claim, characterized in that the treatment with phosgene is carried out in an aqueous, weakly alkaline medium.
CH288958D 1950-11-06 1950-11-06 Process for the preparation of a disazo dye. CH288958A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH283761T 1950-11-06
CH288958T 1950-11-06

Publications (1)

Publication Number Publication Date
CH288958A true CH288958A (en) 1953-02-15

Family

ID=25732293

Family Applications (1)

Application Number Title Priority Date Filing Date
CH288958D CH288958A (en) 1950-11-06 1950-11-06 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH288958A (en)

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