CH228935A - Process for the preparation of a chromable azo dye. - Google Patents

Process for the preparation of a chromable azo dye.

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Publication number
CH228935A
CH228935A CH228935DA CH228935A CH 228935 A CH228935 A CH 228935A CH 228935D A CH228935D A CH 228935DA CH 228935 A CH228935 A CH 228935A
Authority
CH
Switzerland
Prior art keywords
preparation
acid
azo dye
orange
parts
Prior art date
Application number
Other languages
German (de)
Inventor
J R Geigy A G
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH228935A publication Critical patent/CH228935A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14Monoazo compounds
    • C09B45/16Monoazo compounds containing chromium

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

Description

  

  Verfahren zur Darstellung eines     ehromierbaren        Azofarbstoffes.       Es wurde gefunden, dass man neue wert  volle     orangefärbende        Chromierungsfarbstoffe     erhält, wenn man     -v#Tasserlösliche    Derivate von       2-Amino-l-ogybenzol-4-sulfonamiden,    welche  die     löslichmachende    Gruppe im substituierten       Amidrest    enthalten,     diazotiert    und mit     sul-          fonsäuregruppenfreien        1-Aryl-3-methyl-5-          pyrazolonen    kuppelt.  



  Die so erhaltenen Farbstoffe     färbenWolle     nach dem     Nachchromierungs-    und Einbad  chromierverfahren in blumigen, gleichmässi  gen, orange Tönen von vorzüglicher Walk  und     Pottingechtheit    und je nach Konstitution  von ausgezeichneter bis     hervorragenderLicht-          echtheit.     



  Gegenüber ähnlichen bekannten Farbstof  fen aus     diazotierten        o-Aminophenolsulfon-          säuren,    deren Chlor- und     Nitrosubstitutions-          produkten    und     sulfonsäuregruppenfreien        Pyr-          azolonen    zeigen die neuen Farbstoffe allge  mein eine verbesserte Lichtechtheit.  



  Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     chromier-          baren        Azofarbstoffes,    dadurch gekennzeich-         net,    dass man     diazotierte        2-Amino-l-ogyben-          zolsulfonsäure-(4)-äthy        lanilidsulfonsäure-(4')     mit     1-Phenyl-3-methyl-5-pyrazolon    kuppelt.  



  Der neue Farbstoff bildet ein rotes Pul  ver, das sich in Wasser mit oranger und in  Schwefelsäure mit goldgelber Farbe löst;  Wolle wird     direkt    in gelben Tönen angefärbt,  welche beim     Nachchromieren    rein orange  werden.  



  <I>Beispiel:</I>  37,2 Teile     2-Amino-l-ogybenzolsulfon-          säure-(4)-äthylanilidsulfonsäure-j(4')    werden  in 200 Teilen Wasser     angeschlämmt,    mit  5,3 Teilen Soda     lackmusneutral    gelöst,  6,9 Teile     Natriumnitrit        hinzugefügt    und die       Mischung    unter Rühren in 15 Teile konzen  trierte Salzsäure und 40 Teile Wasser einge  gossen. Die Suspension der     Diazoverbindung     giesst man in eine eiskalte     Lösung    von  18,3 Teilen     1-Phenyl-3-methyl-5-pyrazolon,     20 Teilen Soda und 200 Teilen Wasser.

   Nach  beendeter     Farbstoffbildung    wird der Farb  stoff filtriert und getrocknet. Aus saurem  Bade zieht er auf Wolle in gelben Tönen, die      beim     Nachchromieren    rein orange werden.  Die Färbungen zeichnen sich durch vorzüg  liche     Walkechtheit,    gute     Potting-    und her  vorragende Lichtechtheit aus.



  Process for the preparation of an honorable azo dye. It has been found that new valuable orange chromating dyes are obtained if -v # water-soluble derivatives of 2-amino-1-ogybenzene-4-sulfonamides, which contain the solubilizing group in the substituted amide residue, are diazotized and treated with sulfonic acid group-free 1- Aryl-3-methyl-5-pyrazolones.



  The dyes obtained in this way dye wool according to the post-chrome plating and single-bath chrome plating process in flowery, even, orange tones of excellent milled and potting fastness and, depending on the constitution, from excellent to excellent light fastness.



  Compared to similar known dyes made from diazotized o-aminophenolsulfonic acids, their chlorine and nitro substitution products and pyrazolones free from sulfonic acid groups, the new dyes generally show improved lightfastness.



  The subject of the present patent is a process for the production of a chromable azo dye, characterized in that diazotized 2-amino-1-ogybenzenesulfonic acid (4) -äthy lanilidsulfonsäure- (4 ') with 1-phenyl-3- methyl-5-pyrazolone couples.



  The new dye forms a red powder that dissolves in water with an orange color and in sulfuric acid with a golden yellow color; Wool is dyed directly in yellow tones, which become pure orange when they are chromed.



  <I> Example: </I> 37.2 parts of 2-amino-1-ogybenzenesulfonic acid (4) -ethylanilidesulfonic acid-j (4 ') are suspended in 200 parts of water, dissolved with 5.3 parts of soda in a litmus-neutral manner, 6.9 parts of sodium nitrite were added and the mixture was poured into 15 parts of concentrated hydrochloric acid and 40 parts of water with stirring. The suspension of the diazo compound is poured into an ice-cold solution of 18.3 parts of 1-phenyl-3-methyl-5-pyrazolone, 20 parts of soda and 200 parts of water.

   When the dye has formed, the dye is filtered and dried. From an acidic bath, he pulls on wool in yellow tones, which become pure orange when they are chromed. The dyeings are distinguished by their excellent flexing fastness, good potting fastness and excellent light fastness.

 

Claims (1)

PATENTAN SPRUCFT Verfahren zur Darstellung eines ehro- mierbaren Azofarbstoffes, dadurch gekenn zeichnet, dass man diazotierte 2-Amino-l- ovy benzolsulfonsäure - (4) - äthyla.ni.lidsulfon- säure-(4') finit 1-Phenyl-3-methyl-5-pyrazolon kuppelt. PATENTAN SPRUCFT Process for the preparation of an azo dyestuff, characterized in that diazotized 2-amino-ivy benzenesulfonic acid - (4) - ethyla.ni.lidsulfonic acid- (4 ') finite 1-phenyl-3- methyl-5-pyrazolone couples. Der neue Farbstoff bildet ein rotes Pul ver, das sich in Wasser mit oranger und in Schwefelsäure mit goldgelber Farbe löst; olle wird direkt in gelben Tönen ange färbt, welche beim Nachehromieren rein orange werden. The new dye forms a red powder that dissolves in water with an orange color and in sulfuric acid with a golden yellow color; olle is colored directly in yellow tones, which become pure orange when remodeling.
CH228935D 1942-04-29 1942-04-29 Process for the preparation of a chromable azo dye. CH228935A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH228935T 1942-04-29

Publications (1)

Publication Number Publication Date
CH228935A true CH228935A (en) 1943-09-30

Family

ID=4455828

Family Applications (1)

Application Number Title Priority Date Filing Date
CH228935D CH228935A (en) 1942-04-29 1942-04-29 Process for the preparation of a chromable azo dye.

Country Status (1)

Country Link
CH (1) CH228935A (en)

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