CH240796A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH240796A
CH240796A CH240796DA CH240796A CH 240796 A CH240796 A CH 240796A CH 240796D A CH240796D A CH 240796DA CH 240796 A CH240796 A CH 240796A
Authority
CH
Switzerland
Prior art keywords
brown
dye
production
red
azo dye
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba 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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH240796A publication Critical patent/CH240796A/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 Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden, dass man zu  einem neuen     chromierbaren        Azofarbstoff    ge  langt, wenn man das     2,4-Diaminobenzol-l-          sulfonamid    in schwach saurer Lösung mit der       Dia.zoverbindung    des     1-Ogy-2-amino-4,6-dini-          trobenzols        vereinigt.     



  Der so erhaltene Farbstoff bildet ein brau  nes Pulver, das sich in einer verdünnten Lö  sung von     Natriumcarbonat    mit rotbrauner  Farbe löst. Er färbt Wolle aus saurem Bade  in rotbraunen Tönen. Durch     Nachchromieren     erhält man ein farbstarkes, licht- und     potting-          echtes    Braun. Der Farbstoff eignet sich auch  zum Färben im     Einbadchromverfahren.     



       Beispiel:     Man löst<B>187</B> Teile     2,4-Diaminobenzol-          sulfamid    in 1500 Teilen 50 %     igem    wässerigem       1VIethylalkohol    und kuppelt bei     30-40     mit  dem     Diazoniumsalz    aus 199 Teilen     1-Ogy-2-          amino-4,6-dinitrobenzol.    Die Lösung stellt       matt    durch Zugabe von festem     Natriumacetat     kongoneutral. Nach     beendeter    Kupplung er  wärmt man auf 70 , saugt ab und wäscht mit    warmem Wasser aus.

   Der Farbstoff ist     trok-          ken    ein braunes Pulver, das sich in einer ver  dünnten Lösung von     Natriumcarbonat    mit  rotbrauner Farbe löst. Er färbt Wolle aus  saurem Bade in     rotbraunen    Tönen. Beim       Nachchromieren    erhält man     ein    farbstarkes  Braun.  



  Das als Kupplungskomponente verwendete       2,4-Diaminobenzol-l-sulfonamid    wird wie  folgt dargestellt:  Das aus     2,4-Dinitrochlorbenzol    und     Na-          triumdisulfid    erhaltene     2,4,2',4'-Diphenyl-di-          sulfid    wird - durch     Chlorierung    in Essig  säuresuspension - in     2,4-Dinitrobenzolsulfo-          chlorid    übergeführt. Das Chlorid wird mit       Ammoniak    umgesetzt, und das entstandene       Dinitrosulfamid    mit Eisen in bekannter Weise  reduziert.  



  Das     2,4-Diaminobenzolsulfamid    kristalli  siert aus     Wasser;        Smp.    155 .



  Process for the production of a new azo dye. It has been found that a new chromable azo dye is obtained if the 2,4-diaminobenzene-l-sulfonamide in weakly acidic solution with the dia.zo compound of 1-Ogy-2-amino-4,6-dini- trobenzols united.



  The dye thus obtained forms a brown powder which dissolves in a dilute solution of sodium carbonate with a red-brown color. He dyes wool from an acid bath in red-brown shades. Chromium-plating gives a deep, light- and potting-fast brown. The dye is also suitable for dyeing using the single-bath chrome process.



       Example: Dissolve 187 parts of 2,4-diaminobenzenesulfamide in 1500 parts of 50% aqueous 1VIethyl alcohol and couple at 30-40 with the diazonium salt of 199 parts of 1-Ogy-2-amino-4, 6-dinitrobenzene. The solution becomes Congo-neutral by adding solid sodium acetate. After the coupling is complete, it is warmed to 70, suctioned off and washed out with warm water.

   The dye is a dry brown powder that dissolves in a dilute solution of sodium carbonate with a red-brown color. He dyes wool from an acid bath in red-brown shades. A strong brown is obtained when chromium plating.



  The 2,4-diaminobenzene-1-sulfonamide used as the coupling component is represented as follows: The 2,4,2 ', 4'-diphenyl disulfide obtained from 2,4-dinitrochlorobenzene and sodium disulfide is - by chlorination in Acetic acid suspension - converted into 2,4-dinitrobenzenesulfochloride. The chloride is reacted with ammonia and the resulting dinitrosulfamide is reduced with iron in a known manner.



  The 2,4-diaminobenzenesulfamide crystallized from water; M.p. 155.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen chromierbaren Azofarbstoffes, dadurch ge- kennzeichnet, dass man 2,4-Diaminobenzol-l- sulfonamid in schwach saurer Lösung mit der Diazoverbindung des l-Ogy-2-amino-4,6- dinitrobenzols vereinigt. Der so erhaltene Farbstoff bildet ein brau nes Pulver, das sich in einer verdünnten Lö sung von Natriumcarbonat mit rotbrauner Farbe löst. Er färbt Tolle aus saurem Bade in rotbraunen Tönen. PATENT CLAIM: Process for the production of a new chromable azo dye, characterized in that 2,4-diaminobenzene-l-sulfonamide is combined in weakly acidic solution with the diazo compound of l-Ogy-2-amino-4,6-dinitrobenzene. The dye thus obtained forms a brown powder which dissolves in a dilute solution of sodium carbonate with a red-brown color. He colors mades from acid baths in red-brown tones. Durch Nachchromieren erhält man ein farbstarkes, licht- und potting- echtes Braun. Der Farbstoff eignet sich auch zum Färben im Einbadchromverfahren. Chromium-plating gives a deep, light- and potting-fast brown. The dye is also suitable for dyeing using the single-bath chrome process.
CH240796D 1944-02-02 1944-02-02 Process for the production of a new azo dye. CH240796A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH240796T 1944-02-02

Publications (1)

Publication Number Publication Date
CH240796A true CH240796A (en) 1946-01-31

Family

ID=4461966

Family Applications (1)

Application Number Title Priority Date Filing Date
CH240796D CH240796A (en) 1944-02-02 1944-02-02 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH240796A (en)

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