CH296528A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH296528A
CH296528A CH296528DA CH296528A CH 296528 A CH296528 A CH 296528A CH 296528D A CH296528D A CH 296528DA CH 296528 A CH296528 A CH 296528A
Authority
CH
Switzerland
Prior art keywords
blue
parts
monoazo dye
oxynaphthalene
preparation
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 CH296528A publication Critical patent/CH296528A/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        Monoazofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     diazotiertes        6-Nitro-4-chlor-2-amino-l-          oxybenzol    mit     1-Sulfacetamino-7-oxynaphtha-          lin        vereinigt.     



  Der neue Farbstoff. stellt ein schwärzliches  Pulver dar, das sich in Wasser mit blauer, in  verdünnter Natronlauge mit grünblauer und  in konzentrierter Schwefelsäure mit. roter  Farbe löst und Wolle aus saurem Bade in  blauen Tönen färbt, welche beim     Nachchro-          mieren    in ein Oliv von guten     Nassechtheiten     und vorzüglicher Lichtechtheit übergeführt  werden.  



  Das dem vorliegenden Verfahren als Aus  gangsstoff dienende     1-Sulfacetamino-7-oxy-          naphthalin    kann beispielsweise erhalten  werden, indem man     1-Amino    - 7 -     oxynaph-          thalin    an der     Aminogruppe    mit     Chloressig-          säureehlorid        monoacyliert    und das erhal  tene     1-Chloracetylamino-7-oxynaphthalin    mit  schwefliger Säure bzw. mit. den Salzen dieser  Säure umsetzt.  



  Die Kupplung kann nach an sich bekann  ten Methoden, zum Beispiel in alkalischem  Medium, erfolgen.  



  <I>Beispiel.:</I>  16,0 Teile     6-Nitro-4-chlor-2-amino-l-oxy-          benzol        werden        in        22        Teilen        30        %        iger    Salz-    säure und 150 Teilen Wasser suspendiert und  bei 5  mit einer Lösung von 6,9 Teilen Na  triumnitrit in 25 Teilen Wasser     diazotiert.    Die  so erhaltene Suspension.

   wird mit einer Lö  sung von<B>28,1.</B> Teilen     1-Sulfacetamino-7-oxy-          naphthalin,    4 Teilen     Natriumhydroxyd,    5,3  Teilen     Natriumcarbonat    in 150 Teilen Wasser  vermischt und die Kupplung bei 0 bis 5  zu  Ende geführt. Nach beendeter Kupplung wird  der ausgeschiedene Farbstoff durch Filtra  tion abgetrennt, mit verdünnter     Natriumchlo-          ridlösung    gewaschen und     getrocknet.  



      Process for the preparation of a monoazo dye. It has been found that a valuable monoazo dye is obtained if diazotized 6-nitro-4-chloro-2-amino-l-oxybenzene is combined with 1-sulfacetamino-7-oxynaphthalene.



  The new dye. is a blackish powder that is mixed in water with blue, in dilute caustic soda with green-blue and in concentrated sulfuric acid with. red color dissolves and dyes wool from an acid bath in blue tones, which are converted into an olive with good wet fastness and excellent light fastness when re-chromed.



  The 1-sulfacetamino-7-oxynaphthalene used as starting material for the present process can be obtained, for example, by monoacylating 1-amino-7-oxynaphthalene on the amino group with chloroacetic acid chloride and the 1-chloroacetylamino-7 obtained -oxynaphthalene with sulphurous acid or with. converts the salts of this acid.



  The coupling can be carried out by methods known per se, for example in an alkaline medium.



  <I> Example: </I> 16.0 parts of 6-nitro-4-chloro-2-amino-1-oxybenzene are suspended in 22 parts of 30% strength hydrochloric acid and 150 parts of water and added at 5 diazotized a solution of 6.9 parts of sodium nitrite in 25 parts of water. The suspension thus obtained.

   is mixed with a solution of 28.1 parts of 1-sulfacetamino-7-oxynaphthalene, 4 parts of sodium hydroxide, 5.3 parts of sodium carbonate in 150 parts of water and the coupling at 0 to 5 is added End led. When the coupling has ended, the dye which has separated out is separated off by filtration, washed with dilute sodium chloride solution and dried.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Monoazo- farbstoffes, dadurch gekennzeichnet, dass man diazotiertes 6-Nitro-4-chlor-2-amino-l-oxyben- zol mit 1-Sulfacetamino-7-oxynaphthalin ver einigt. PATENT CLAIM Process for the production of a monoazo dye, characterized in that diazotized 6-nitro-4-chloro-2-amino-1-oxybenzene is combined with 1-sulfacetamino-7-oxynaphthalene. Der neue Farbstoff stellt ein schwärzliches Pulver dar, das sich in Wasser mit blauer, in verdünnter Natronlauge mit grünblauer und in konzentrierter Schwefelsäure mit roter Farbe löst und Wolle aus saurem Bade in blauen Tönen färbt, welche beim Naehchro- mieren in ein Oliv von guten Nassechtheiten und vorzüglicher Lichtechtheit übergeführt werden. The new dye is a blackish powder that dissolves in water with blue, in dilute caustic soda with green-blue and in concentrated sulfuric acid with red, and colors wool from acid baths in blue tones, which when chromed into an olive with good wet fastness properties and excellent lightfastness.
CH296528D 1950-08-01 1950-08-01 Process for the preparation of a monoazo dye. CH296528A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH292083T 1950-08-01
CH296528T 1950-08-01

Publications (1)

Publication Number Publication Date
CH296528A true CH296528A (en) 1954-02-15

Family

ID=25733177

Family Applications (1)

Application Number Title Priority Date Filing Date
CH296528D CH296528A (en) 1950-08-01 1950-08-01 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH296528A (en)

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