CH233087A - Process for the preparation of a chromable monoazo dye. - Google Patents

Process for the preparation of a chromable monoazo dye.

Info

Publication number
CH233087A
CH233087A CH233087DA CH233087A CH 233087 A CH233087 A CH 233087A CH 233087D A CH233087D A CH 233087DA CH 233087 A CH233087 A CH 233087A
Authority
CH
Switzerland
Prior art keywords
chromable
preparation
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 CH233087A publication Critical patent/CH233087A/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     eliromierbaren        Nonoazofarbstoffes.       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.butylphenol-6-sulfonsäure    mit     1-Phe-          nyl-3-methyl-5-pyrazolon-4'-sulfonamid    kup  pelt.  



  Der neue Farbstoff stellt ein braunrotes  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 25,8 Teilen     1-Phenyl-3-methyl-5-          pyrazolon-4'-sulfona.mid    in     sodaalkalischer     Lösung.

   Nach -Beendigung der     Farbstoffbil-          dung    wird der Farbstoff     ausgesalzen,        abfil-          triert    und getrocknet. Er wird als braunrotes  Pulver erhalten, das sich in Wasser mit oran  ger, in konzentrierter Schwefelsäure mit gelb  oranger Farbe löst. Aus saurem Bade zieht er  auf Wolle beim     Nachehromieren    in     gelbsti-          chig    roten Tönen mit guten Nass- und     Licht-          echtheiten.    Färbungen mit den gleichen Ei  genschaften werden auch direkt nach dem       Einbadchromierverfahren    erhalten.



  Process for the preparation of an eliromatable nonoazo 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-butylphenol-6-sulfonic acid is mixed with 1-phenyl-3-methyl-5-pyrazolone-4 '-sulfonamide coupling.



  The new dye is a brown-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 25.8 parts of 1-phenyl-3-methyl-5-pyrazolone-4'-sulfona.mid 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 brownish-red powder that dissolves in water with an orange color, in concentrated sulfuric acid with a yellow-orange color. From an acidic bath, he pulls on wool when re-homing in yellowish red tones with good wet and light fastnesses. Colorations with the same properties are also obtained directly after the single-bath chrome plating process.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines chromier- baren Monoazofarbstoffes, dadurch gekenn zeichnet, dass man diazötierte 2-Amino-4- tert.butylphenol-6-sulfonsäure mit 1-Phenyl- 3-methyl-5-pyräzolon-4'-sulfonamid kuppelt. Der neue Farbstoff stellt ein braunrotes Pulver dar, dessen Lösung in Wasser orange, in Schwefelsäure gelborange gefärbt ist. Er färbt )rolle beim Behandeln mit Chromsal zen in gelbstichig roten Tönen. PATENT CLAIM: 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-4'-sulfonamide. The new dye is a brown-red powder, the solution of which is orange in water and yellow-orange in sulfuric acid. When treated with chromium salts, it colors the skin in yellowish red tones.
CH233087D 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye. CH233087A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH230906T 1942-05-16
CH233087T 1942-05-16

Publications (1)

Publication Number Publication Date
CH233087A true CH233087A (en) 1944-06-30

Family

ID=25727512

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233087D CH233087A (en) 1942-05-16 1942-05-16 Process for the preparation of a chromable monoazo dye.

Country Status (1)

Country Link
CH (1) CH233087A (en)

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