CH233092A - Process for the preparation of a chromable monoazo dye. - Google Patents

Process for the preparation of a chromable monoazo dye.

Info

Publication number
CH233092A
CH233092A CH233092DA CH233092A CH 233092 A CH233092 A CH 233092A CH 233092D A CH233092D A CH 233092DA CH 233092 A CH233092 A CH 233092A
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 CH233092A publication Critical patent/CH233092A/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       lsohlenstoffatomen    enthalten,

   mit     Pyrazolo-          nen    ohne freie     Seilfon-        lind        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-(2'  Chlorphenyl)-3-inethyl-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.    <I>Beispiel:</I>    24,5 Teile     2-Arnino-4-t.ert.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 21,4 Teilen     1-(2'-Chlorphenyl)

  -3-          inethyl-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 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 and including 8 carbon atoms in the 4-position,

   with pyrazolo- nes without free ropes 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 used with 1- (2'-chlorophenyl) -3-ynethyl-5-pyrazolone clutch.



  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> 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 21.4 parts of 1- (2'-chlorophenyl)

  -3-ynethyl-5-pyrazolone in 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 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 one-bath chrome plating 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 - (2'- 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 -trolle 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 - (2'-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 colors -trolle when treated with chromium salts in yellowish red tones.
CH233092D 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye. CH233092A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH230906T 1942-05-16
CH233092T 1942-05-16

Publications (1)

Publication Number Publication Date
CH233092A true CH233092A (en) 1944-06-30

Family

ID=25727517

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233092D CH233092A (en) 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye.

Country Status (1)

Country Link
CH (1) CH233092A (en)

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