CH233097A - Process for the preparation of a chromable monoazo dye. - Google Patents

Process for the preparation of a chromable monoazo dye.

Info

Publication number
CH233097A
CH233097A CH233097DA CH233097A CH 233097 A CH233097 A CH 233097A CH 233097D A CH233097D A CH 233097DA CH 233097 A CH233097 A CH 233097A
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 CH233097A publication Critical patent/CH233097A/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        Monoazofarbstoffes.       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-diisobutylphenol    - 6 -     sulf        onsäure    mit 1-(3'  Chlorphenyl) - 5 -     pyrazolon    - 3 -     carbonsäure-          butylamid    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 gelbstickig roten Tönen.    <I>Beispiel:</I>         30,3    Teile     2-Amino-4-diisobutylphenol-6-          sulfonsäure        (aus        4-Diisobutylphenol    durch       Sulfonierung,        Nitrierung    und Reduktion dar  gestellt) werden in üblicher Weise indirekt       diazotiert.    Die     Diazoniumverbindung    kuppelt    man mit 29,5     Teilen        1-(3'-Chlorphenyl)

  -5-          pyrazolon-3-carbonsäarebutylamid    in     soda-          alkalischer    Lösung. Nach Beendigung der       Farbstoffbildung    wird der     Farbstoff        ausge-          salzen,        abfiltriert    und     getrocknet.    Er     wird     als rotes Pulver erhalten, 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  .     Lichtechtheiten.    Färbungen mit -den gleichen  Eigenschaften werden auch direkt nach dem       Einbadchromierverfahren    erhalten.



  Process for the preparation of an honorable monoazo 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 8 carbon atoms in the 4-position,

       couples with pyrazolones without free sulfonic and carboxylic acid groups.



  The present additional patent is a process for the production of a chromable monoazo dye, characterized in that diazotized 2-amino-4-diisobutylphenol - 6 - sulfonic acid with 1- (3 'chlorophenyl) - 5 - pyrazolone - 3 - carboxylic acid butylamide couples.



  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. <I> Example: </I> 30.3 parts of 2-amino-4-diisobutylphenol-6-sulfonic acid (prepared from 4-diisobutylphenol by sulfonation, nitration and reduction) are diazotized indirectly in the customary manner. The diazonium compound is coupled with 29.5 parts of 1- (3'-chlorophenyl)

  -5- pyrazolone-3-carboxylic acid arebutylamide 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 that dissolves in water with an orange color, in concentrated sulfuric acid with a yellow-orange color.

       From acidic baths, he pulls on wool when re-chroming in yellowish red tones with good wet and. Lightfastness. Colorations with the same properties are also obtained directly after the single-bath chrome plating process.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines chro- mierbaren Monoazofarbstoffes, dadurch ge kennzeichnet, dass man diazotierte 2-Amino- 4-düsobutylphenol-6-sulfonsäure mit 1-(3' Chlorphenyl) - 5 - pyrazolon - 3 - carbonsäure- butylamid 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 gelbstickig roten Tönen. PATENT CLAIM: Process for the preparation of a chromable monoazo dye, characterized in that diazotized 2-amino-4-diisobutylphenol-6-sulfonic acid is coupled with 1- (3 'chlorophenyl) - 5 - pyrazolone - 3 - carboxylic acid butylamide. 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.
CH233097D 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye. CH233097A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH233097T 1942-05-16
CH230906T 1942-05-16

Publications (1)

Publication Number Publication Date
CH233097A true CH233097A (en) 1944-06-30

Family

ID=25727522

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233097D CH233097A (en) 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye.

Country Status (1)

Country Link
CH (1) CH233097A (en)

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