CH233094A - Process for the preparation of a chromable monoazo dye. - Google Patents

Process for the preparation of a chromable monoazo dye.

Info

Publication number
CH233094A
CH233094A CH233094DA CH233094A CH 233094 A CH233094 A CH 233094A CH 233094D A CH233094D A CH 233094DA CH 233094 A CH233094 A CH 233094A
Authority
CH
Switzerland
Prior art keywords
preparation
chromable
dye
monoazo 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 CH233094A publication Critical patent/CH233094A/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

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

Description

  

  Verfahren     zur    Darstellung eines     ehromierbaren        llionoazofarbstoffes.       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-tert.a.mylphenol    - 6 -     sulfonsäure    mit     1-(3'-          Chlorphenyl)-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.  



  <I>Beispiel:</I>       ')6    Teile 2 -     Amino    - 4 -     tert.amylphenol    - 6  sulfonsäure (aus     4-tert.Amylphenol    durch       Sulfonierung,        Nitrierung    und Reduktion dar  gestellt) werden in Üblicher Weise indirekt       diazotiert.    Die     Diazoniumverbindung    kuppelt    man mit 21,4 Teilen     1-(3'.Chlorphenyl)-3-          methyl-5-pyrazolon    in     sodaalkalischer    Lö  sung.

   Nach Beendigung der     Farbstoffbildung     wird der Farbstoff     ausgesalzen,        abfiltriert     und getrocknet. Er wird als rotes 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     gelbstichig     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 preparation of an honorable llionoazo 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 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.a.mylphenol - 6 - sulfonic acid with 1- (3'-chlorophenyl) -3-methyl- 5-pyrazolone 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> ') 6 parts of 2-amino-4-tert-amylphenol-6 sulfonic acid (prepared from 4-tert-amylphenol by sulfonation, nitration and reduction) are diazotized indirectly in the customary manner. The diazonium compound is coupled with 21.4 parts of 1- (3'.Chlorphenyl) -3-methyl-5-pyrazolone in an alkaline soda 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 and in concentrated sulfuric acid with a yellow-orange color.

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

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines ehro- mierbaren Monoazofarbstoffes, dadurch ge kennzeichnet, dass man diazotierte 2-Amino- 4-tert.amylphenol-6-sulfonsäure mit 1-(3'- Chlorphenyl)-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. PATENT CLAIM: Process for the preparation of a hornable monoazo dye, characterized in that diazotized 2-amino-4-tert-amylphenol-6-sulfonic acid is coupled with 1- (3'-chlorophenyl) -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.
CH233094D 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye. CH233094A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH230906T 1942-05-16
CH233094T 1942-05-16

Publications (1)

Publication Number Publication Date
CH233094A true CH233094A (en) 1944-06-30

Family

ID=25727519

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233094D CH233094A (en) 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye.

Country Status (1)

Country Link
CH (1) CH233094A (en)

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