CH181717A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH181717A
CH181717A CH181717DA CH181717A CH 181717 A CH181717 A CH 181717A CH 181717D A CH181717D A CH 181717DA CH 181717 A CH181717 A CH 181717A
Authority
CH
Switzerland
Prior art keywords
brown
yellow
production
azo dye
new
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
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 CH181717A publication Critical patent/CH181717A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/12—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the benzene series
    • 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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium

Landscapes

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 178818.    Verfahren zur Herstellung eines neuen     Azofarbstof%s.       Es     t@-urde    gefunden,     dass    man einen neuen,  wertvollen,     chromierbaren        Monoazofarbstoff     erhält, wenn man die     Diazoverbindung    von       4-Nitro-2-aminophenol-6-sulfonsäure    mit     Iso-          i)utVl-o-kresol        (4-Isobutyl-2-methyl-l-oxy-          henzol)    kuppelt.  



       Der    neue Farbstoff ist ein braunschwarzes  Pulver; er färbt Wolle aus saurem Bade in  gelbbraunen Tönen. Durch     Chromieren    ent  stehen wertvolle, satte und gedeckte     gelb-          stichige    Brauntöne, die vorzügliche Echt  heitseigenschaften besitzen. Der Farbstoff  kann gegebenenfalls vor seiner Verwendung  im     Färbeprozess    in Chromkomplexe überge  führt werden.

      <I>Beispiel:</I>  23,4 kg     4-Nitro-2-aminophenol-6-sulfon-          sä,ure    werden nach bekannten Methoden     di-          azotiert.    Mit     Bikarbonat    wird die überschüs  sige Mineralsäure abgestumpft und die     Di-          azoniumlösung    unter Rühren zu einer Lösung  von 16,5 kg     4-Isobutvl-2-methyl-l-oxybenzol       in 6 kg Kalilauge 100%ig und 50 Liter  Wasser gegeben. Nach beendeter Kupplung  wird     ausgesalzen,    filtriert und getrocknet.  Die     Farbstoffbildung    verläuft etwas rascher  in Gegenwart von     Pyridin.     



  Der Farbstoff bildet ein braunschwarzes  Pulver, das sich in Wasser und konzentrier  ter Schwefelsäure mit     gelbbrauner    Farbe  löst.



      Additional patent to main patent no. 178818. Process for the production of a new azo dye% s. It has been found that a new, valuable, chromable monoazo dye is obtained if the diazo compound of 4-nitro-2-aminophenol-6-sulfonic acid is obtained with iso- i) utVl-o-cresol (4-isobutyl-2 -methyl-l-oxy-henzene) couples.



       The new dye is a brownish black powder; he dyes wool from an acid bath in yellow-brown tones. Chroming creates valuable, rich and muted yellow-tinged brown tones that have excellent fastness properties. The dye can optionally be converted into chromium complexes before it is used in the dyeing process.

      <I> Example: </I> 23.4 kg of 4-nitro-2-aminophenol-6-sulfonic acid are diazotized according to known methods. The excess mineral acid is blunted with bicarbonate and the diazonium solution is added with stirring to a solution of 16.5 kg of 4-isobutyl-2-methyl-1-oxybenzene in 6 kg of 100% potassium hydroxide solution and 50 liters of water. When the coupling is complete, it is salted out, filtered and dried. The dye formation is somewhat faster in the presence of pyridine.



  The dye forms a brown-black powder that dissolves in water and concentrated sulfuric acid with a yellow-brown color.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man diazotierte 4-Nitro-2-amino-phenol-6- sulfonsäure mit 4-Isobutyl-2-methyl-l-oxy- benzol kuppelt. Der neue Farbstoff bildet ein braunschwarzes Pulver, das sich in Was ser mit gelbbrauner Farbe löst und Wolle aus saurem Bade in gelbbraunen Tönen an färbt. Durch Chromieren entstehen wert volle, satte und gedeckte gelbstichige Braun töne mit vorzüglichen Echtheitseigenschaften. PATENT CLAIM: Process for the production of a new azo dye, characterized in that diazotized 4-nitro-2-aminophenol-6-sulfonic acid is coupled with 4-isobutyl-2-methyl-1-oxybenzene. The new dye forms a brown-black powder that dissolves in water with a yellow-brown color and dyes wool from an acid bath in yellow-brown shades. Chroming creates valuable, rich and muted yellow-tinged brown tones with excellent fastness properties.
CH181717D 1934-11-05 1934-11-05 Process for the production of a new azo dye. CH181717A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH181717T 1934-11-05
CH178818T 1935-07-24

Publications (1)

Publication Number Publication Date
CH181717A true CH181717A (en) 1935-12-31

Family

ID=25720207

Family Applications (1)

Application Number Title Priority Date Filing Date
CH181717D CH181717A (en) 1934-11-05 1934-11-05 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH181717A (en)

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