CH233093A - Process for the preparation of a chromable monoazo dye. - Google Patents

Process for the preparation of a chromable monoazo dye.

Info

Publication number
CH233093A
CH233093A CH233093DA CH233093A CH 233093 A CH233093 A CH 233093A CH 233093D A CH233093D A CH 233093DA CH 233093 A CH233093 A CH 233093A
Authority
CH
Switzerland
Prior art keywords
chromable
preparation
monoazo dye
dye
orange
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 CH233093A publication Critical patent/CH233093A/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
    • 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

  

      Verfahren    zur Darstellung eines ehr     omier    bar en     3lonoazofarbstoifes.       Es wurde gefunden, dass man wertvolle       chromierbare        Monoazofarbstoffe    erhält, wenn  man     diazotierte        2-Aminophenol-6-sulfonsäu-          ren,    die in     4-Stellung    einen     Cycloalkylrest     oder einen     Alkylrest    von 3 bis und mit 8       Kohlenstoffatomen    enthalten,

   mit     Pyrazolo-          nen    ohne freie     Sulfon-    und     Carbonsäuregrup-          pen    kuppelt.  



  Gegenstand vorliegenden Zusatzpatentes  ist ein Verfahren zur Herstellung eines     chro-          mierbaren        Monoazofarbstoffes,    dadurch ge  kennzeichnet, dass man     diazotierte        2-Amino-          4-n.butylphenol-6-sulfonsäure    mit     1-Phenyl-          3-methyl-5-pyrazolon    kuppelt.  



  Der neue Farbstoff stellt ein dunkelrotes  Pulver dar, dessen Lösung in Wasser orange,  in Schwefelsäure gelborange gefärbt ist. Er  färbt Wolle beim Behandeln mit Chromsal  zen in gelbstickig roten Tönen.    <I>Beispiel:</I>    24,5 Teile     2-Amino-4-n.butylphenol-6-          sulfonsäure    (aus     4-n.Butylphenol        durch'Sul-          fonierung,        Nitrierung    und Reduktion darge  stellt) werden in üblicher Weise indirekt     di-          azotiert.    Die     Diazoniumverbindung    kuppelt    man mit     1'l,

  9    Teilen     1-Phenyl-3-methyl-5-          pyrazolon    in     sodaalkalischer        Lösung.    Nach       Beendigung    der     Farbstoffbildung        wird    der  Farbstoff     ausgesalzen,        abfiltriert    und ge  trocknet. Er     wird    als dunkelrotes Pulver er  halten, das sich in Wasser mit oranger, in  konzentrierter Schwefelsäure mit     gelboranger     Farbe löst.

   Aus saurem Bade zieht er auf  Wolle beim     Nachchromieren        in    gelbstickig  roten Tönen     mit    guten Nass- und     Lichtecht-          heiten.    Färbungen mit den gleichen Eigen  schaften werden auch direkt nach dem     Ein-          badchromierverfahren    erhalten.



      Process for the representation of an honestly bar en 3lonoazofarbstoifes. It has been found that valuable chromable monoazo dyes are obtained if diazotized 2-aminophenol-6-sulfonic acids which contain a cycloalkyl radical or an alkyl radical of 3 to 8 carbon atoms in the 4-position,

   couples with pyrazolones without free sulfonic and carboxylic acid groups.



  The subject of the present additional patent is a process for the production of a chromable monoazo dye, characterized in that diazotized 2-amino-4-n-butylphenol-6-sulfonic acid is coupled with 1-phenyl-3-methyl-5-pyrazolone.



  The new dye is a dark red powder, the solution of which is orange in water and yellow-orange in sulfuric acid. It dyes wool in yellowish-red shades when treated with chromium salts. <I> Example: </I> 24.5 parts of 2-amino-4-n-butylphenol-6-sulfonic acid (prepared from 4-n-butylphenol by sulfonation, nitration and reduction) are shown indirectly in the usual manner diacotized. The diazonium compound is coupled with 1'l,

  9 parts of 1-phenyl-3-methyl-5-pyrazolone in a soda-alkaline solution. After the formation of the dye has ended, the dye is salted out, filtered off and dried. It is obtained as a dark red powder that dissolves in water with an orange color and in concentrated sulfuric acid with a yellow-orange color.

   From an acidic bath it pulls on wool when it is re-chromed in yellowish red tones with good wet and light fastness. Colorations with the same properties are also obtained directly after the single chrome plating process.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines chro- mierbaren Monoazofarbstoffes, dadurch ge kennzeichnet, dass man diazotierte 2-Amino- 4-n.butylphenol-6-sulfonsäure mit 1-Phenyl- 3-methyl-5-pyrazolon kuppelt. Der neue Farbstoff stellt ein dunkelrotes Pulver dar, dessen Lösung in Wasser orange, in Schwefelsäure gelborange gefärbt ist. Er färbt Wolle beim Behandeln mit Chromsal zen in gelbstickig roten Tönen. Claim to the patent: Process for the preparation of a chromable monoazo dye, characterized in that diazotized 2-amino-4-n-butylphenol-6-sulfonic acid is coupled with 1-phenyl-3-methyl-5-pyrazolone. The new dye is a dark red powder, the solution of which is orange in water and yellow-orange in sulfuric acid. It dyes wool in yellowish-red shades when treated with chromium salts.
CH233093D 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye. CH233093A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH230906T 1942-05-16
CH233093T 1942-05-16

Publications (1)

Publication Number Publication Date
CH233093A true CH233093A (en) 1944-06-30

Family

ID=25727518

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233093D CH233093A (en) 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye.

Country Status (1)

Country Link
CH (1) CH233093A (en)

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