CH233090A - Process for the preparation of a chromable monoazo dye. - Google Patents

Process for the preparation of a chromable monoazo dye.

Info

Publication number
CH233090A
CH233090A CH233090DA CH233090A CH 233090 A CH233090 A CH 233090A CH 233090D A CH233090D A CH 233090DA CH 233090 A CH233090 A CH 233090A
Authority
CH
Switzerland
Prior art keywords
chromable
preparation
dye
orange
monoazo dye
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 CH233090A publication Critical patent/CH233090A/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     ehromierbaren        lIonoazofarbstoffes.       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       gohlenstoffatomen    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-tert.butylphenol-6-sulfonsäure    mit     1-Phe-          nyl-3-methyl-5-pyrazolon    kuppelt.  



  Der neue Farbstoff stellt ein rotes Pulver  dar, dessen Lösung in Wasser orange, in  Schwefelsäure gelborange gefärbt ist. Er  färbt Wolle beim Behandeln mit Chromsal  zen in     gelbstichig    roten Tönen.  



       Beispiel:     24,5 Teile     2-Amino-4-tert.butylphenol-6-          sulfonsäure    (aus     4-tert.Butylphenol    durch       Sulfonierung,        Nitrierung    und Reduktion dar  gestellt) werden in üblicher Weise indirekt       diazotiert.    Die     Diazoniumverbindung    kuppelt    man mit 17,9 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 rotes Pulver erhalten,  das sich in Wasser mit oranger, in konzen  trierter Schwefelsäure mit     gelboranger    Farbe  löst. Aus saurem Bade zieht er auf Wolle  beim     Nachchromieren    in     gelbstichig    roten  Tönen mit guten Nass- und     Lichtechtheiten.     Färbungen mit den gleichen Eigenschaften  werden auch direkt nach dem     Einbadchro-          mierverfahren    erhalten.



  Process for the preparation of an honorable ionoazo dye. 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 and including 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-tert-butylphenol-6-sulfonic acid is coupled with 1-phenyl-3-methyl-5-pyrazolone.



  The new dye is a 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.



       Example: 24.5 parts of 2-amino-4-tert-butylphenol-6-sulfonic acid (prepared from 4-tert-butylphenol by sulfonation, nitration and reduction) are diazotized indirectly in the usual way. The diazonium compound is coupled with 17.9 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 red powder which dissolves in water with orange, in concentrated sulfuric acid with a yellow-orange color. From an acidic bath, he pulls on wool when re-chroming in yellowish red tones with good wet and light fastness properties. Dyes with the same properties are also obtained directly after the single bath chromating process.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines chro- mierbaren Monoazofarbstoffes, dadurch ge kennzeichnet, dass man diazotierte 2-Amino- 4-tert.butylphenol-6-sulfonsäure mit 1-Phe- nyl-3-methyl-5-pyrazolon kuppelt. Der neue Farbstoff stellt ein rotes Pul ver dar, dessen Lösung in Wasser orange, in Schwefelsäure gelborange gefärbt ist. Er färbt Wolle beim Behandeln mit Chromsal zen in gelbstichig roten Tönen. PATENT CLAIM: A process for the preparation of a chromable monoazo dye, characterized in that diazotized 2-amino-4-tert-butylphenol-6-sulfonic acid is coupled with 1-phenyl-3-methyl-5-pyrazolone. The new dye is a 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.
CH233090D 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye. CH233090A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH230906T 1942-05-16
CH233090T 1942-05-16

Publications (1)

Publication Number Publication Date
CH233090A true CH233090A (en) 1944-06-30

Family

ID=25727515

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233090D CH233090A (en) 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye.

Country Status (1)

Country Link
CH (1) CH233090A (en)

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