CH210730A - Process for the preparation of a polyazo dye. - Google Patents

Process for the preparation of a polyazo dye.

Info

Publication number
CH210730A
CH210730A CH210730DA CH210730A CH 210730 A CH210730 A CH 210730A CH 210730D A CH210730D A CH 210730DA CH 210730 A CH210730 A CH 210730A
Authority
CH
Switzerland
Prior art keywords
dye
nitro
chloride
diazotized
condensation product
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH210730A publication Critical patent/CH210730A/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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/16—Trisazo dyes
    • C09B31/26—Trisazo dyes from other coupling components "D"
    • C09B31/28—Heterocyclic compounds
    • 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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
    • 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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/36—Trisazo dyes of the type
    • C09B35/374—D contains two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
    • 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

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum     Hauptpatent    Nr. 203426.    Verfahren zur Herstellung eines     Polyazofarbstoffes.    .    Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     Polyazo-          farbstoffes.    Das Verfahren besteht darin, dass    man den nach dem Verfahren der     schweiz.     Patentschrift 190894 erhältlichen     Disazofarb-          stoff    der Konstitution.

    
EMI0001.0008     
         diazotiert,    und die entstandene     Diazoverbin-          dung,    das Kondensationsprodukt aus     m-Ami-          nophenylpyrazolon-3-carbonsäure    und dem  Chlorid des     2-Nitro-4-carboxyphenylmethyl-          sulfons    und ein Reduktionsmittel aufeinander  einwirken lässt. Der neue Farbstoff stellt  ein rotbraunes Pulver dar und färbt Baum  wolle nach dem     Diazotieren    und Entwickeln  mit     ss-Naphthol    in gelben Tönen.

           Beispiel:       219 Teile     m-Aminophenylpyrazolon-3-car-          bonsäure    werden in 800 Teilen     trdckepem          Pyridin    gelöst, bei gewöhnlicher Temperatur  265 Teile des Chlorids des     2-Nitro-4-carboxy-          phenyl-methylsulfons     
EMI0001.0025     
      zugefügt, wobei starke     Erwärmung    auftritt.  Durch Erhitzen auf<B>100</B>   C wird die Reak  tion zu Ende geführt, nach dein Erkalten  mit Wasser und Eis zersetzt und das Kon  densationsprodukt abgeschieden. Durch Lösen  in Wasser und Wiederausscheiden werden    Anteile, die sich noch     diazotieren    lassen, ab  getrennt.  



  44,6 Teile des so erhältlichen Konden  sationsproduktes werden in Wasser gelöst,  mit 30 Teilen     Soda,    vermischt und mit der       Diazoverbindung    aus 65 Teilen des Körpers  
EMI0002.0005     
    vereinigt. Der Farbstoff wird nach vollen  deter Kupplung auf<B>800</B> C erwärmt und mit  42 Teilen Schwefelnatrium kristallisiert in  Wasser reduziert, nach beendigter Reduktion       ausgesalzen,    gepresst und getrocknet.

   Er färbt  auf Baumwolle nach dem     Diazotieren    und  Entwickeln mit     f-Naphthol    ein Gelb, wäh  rend der entsprechende     Farbstoff,    der als       Schlusskomponente    nicht kondensierte     Ami-          nophenylpyrazoloncarborrsäur@e    enthält, ein  Orange ergibt.  



  Die Reduktion der Nitrogruppe kann auch  vor der Kupplung erfolgen. Das reduzierte  Kondensationsprodukt wird durch Säurezusatz  abgeschieden, in     Wassser    wieder gelöst und    dann gekuppelt. Die Kondensation des     Amirro-          arylpyrazolons    lässt sich auch in Wasser  durchführen,     zweckmässigerweise    bei etwas  höherer Temperatur, z. B. bei 80-90   C.  



  Die verschieden dargestellten Kondensa  tionsprodukte führen zu identischen Farb  stoffen.



  <B> Additional patent </B> to main patent no. 203426. Process for the production of a polyazo dye. . The present patent relates to a process for the production of a polyazo dye. The procedure consists in following the procedure of Switzerland. Patent 190894 available disazo dye of the constitution.

    
EMI0001.0008
         diazotized, and the resulting diazo compound, the condensation product of m-aminophenylpyrazolone-3-carboxylic acid and the chloride of 2-nitro-4-carboxyphenylmethylsulfone and a reducing agent can act on one another. The new dye is a red-brown powder and, after diazotizing and developing with ss-naphthol, colors cotton in yellow tones.

           Example: 219 parts of m-aminophenylpyrazolone-3-carboxylic acid are dissolved in 800 parts of solid pyridine, at ordinary temperature 265 parts of the chloride of 2-nitro-4-carboxy-phenyl-methylsulfone
EMI0001.0025
      added, with strong heating occurring. The reaction is brought to an end by heating to <B> 100 </B> C, and after cooling it is decomposed with water and ice and the condensation product is separated out. By dissolving in water and precipitating again, parts that can still be diazotized are separated off.



  44.6 parts of the condensation product thus obtainable are dissolved in water, mixed with 30 parts of soda and mixed with the diazo compound from 65 parts of the body
EMI0002.0005
    united. After the coupling is complete, the dye is heated to 800 C and reduced with 42 parts of sodium sulphide, crystallized in water, and when the reduction is complete, salted out, pressed and dried.

   After diazotizing and developing with f-naphthol, it dyes cotton a yellow, while the corresponding dye, which contains uncondensed aminophenylpyrazolonecarboric acid as the final component, gives an orange.



  The reduction of the nitro group can also take place before the coupling. The reduced condensation product is separated out by adding acid, redissolved in water and then coupled. The condensation of the amirro arylpyrazolones can also be carried out in water, conveniently at a slightly higher temperature, e.g. B. at 80-90 C.



  The differently represented condensation products lead to identical dyes.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Polyazo- farbstoffes, dadurch gekennzeichnet, dass man den nach dein Verfahren der schweiz. Patent schrift 190894 erhältlichen Disazofarbstoff der Konstitution EMI0002.0021 diazotiert, und die entstandene Diazoverbin- dung, das Kondensationsprodukt aus m-Ami- nophenylpyrazolorr-3-carborrsäure und dem Chlorid des 2-Nitro-4-car-boxyplrenylrrretlryl- sulfons und ein Reduktionsmittel aufeinander einwirken lässt. PATENT CLAIM: Process for the production of a polyazo dye, characterized in that one uses the process of Switzerland. Patent document 190894 available disazo dye of the constitution EMI0002.0021 diazotized, and the resulting diazo compound, the condensation product of m-aminophenylpyrazolor-3-carboric acid and the chloride of 2-nitro-4-carboxyplrenylrretlrylsulfons and a reducing agent can act on one another. Der neue Farbstoff stellt ein rotbraunes Pulver dar und färbt Baumwolle nach dem Diazotieren und Entwickeln mit ss-Naphtho in gelben Tönen. UNTERANSPRÜCHE: 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man zunächst den diazotierten Diazofarbstoff mit dem Kon densationsprodukt aus m-Aminophenyl- pyrazolon-3-carbonsäure und dem Chlorid des 2-Nitro-4-carboxyphenylinethylsulfons kuppelt und im Kupplungsprödukt die Nitrogruppe zur Aminogruppe reduziert. 2. The new dye is a red-brown powder and, after diazotizing and developing with ss-naphtho, dyes cotton in yellow tones. SUBClaims: 1. The method according to claim, characterized in that the diazotized diazo dye is first coupled with the condensation product of m-aminophenyl pyrazolone-3-carboxylic acid and the chloride of 2-nitro-4-carboxyphenylinethyl sulfone and the nitro group is coupled to the amino group in the coupling product reduced. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man im Kondensa tionsprodukt aus m-Aminophenylpyrazolon- - 3-carbonsäure und dem Chlorid des 2-Nitro- 4 - carbogyphenylmethylsulfons zunächst die Nitrogruppe zur Aminogruppe redu ziert und das Reduktionsprodukt mit dem diazotierten Disazofarbstoff kuppelt. Process according to claim, characterized in that in the condensation product of m-aminophenylpyrazolone - 3-carboxylic acid and the chloride of 2-nitro-4 - carbogyphenylmethylsulfone, first the nitro group is reduced to the amino group and the reduction product is coupled with the diazotized disazo dye.
CH210730D 1937-02-26 1938-01-18 Process for the preparation of a polyazo dye. CH210730A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE203426X 1937-02-26

Publications (1)

Publication Number Publication Date
CH210730A true CH210730A (en) 1940-07-31

Family

ID=25723930

Family Applications (3)

Application Number Title Priority Date Filing Date
CH209090D CH209090A (en) 1937-02-26 1938-01-18 Process for the preparation of a polyazo dye.
CH203426D CH203426A (en) 1937-02-26 1938-01-18 Process for the preparation of a polyazo dye.
CH210730D CH210730A (en) 1937-02-26 1938-01-18 Process for the preparation of a polyazo dye.

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CH209090D CH209090A (en) 1937-02-26 1938-01-18 Process for the preparation of a polyazo dye.
CH203426D CH203426A (en) 1937-02-26 1938-01-18 Process for the preparation of a polyazo dye.

Country Status (2)

Country Link
CH (3) CH209090A (en)
FR (1) FR833819A (en)

Also Published As

Publication number Publication date
CH203426A (en) 1939-03-15
FR833819A (en) 1938-11-02
CH209090A (en) 1940-03-15

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