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CH296533A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH296533A
CH296533A CH296533DA CH296533A CH 296533 A CH296533 A CH 296533A CH 296533D A CH296533D A CH 296533DA CH 296533 A CH296533 A CH 296533A
Authority
CH
Switzerland
Prior art keywords
parts
monoazo dye
preparation
amino
oxynaphthalene
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 CH296533A publication Critical patent/CH296533A/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-Nit.ro-4-acetvlamino-2-          amino-1.-oxybenzol    mit     1-Sulfacetamino-7-oxy-          naphthalin        vereinigt.     



  Der neue Farbstoff stellt ein dunkles Pul  ver dar, das sich in Wasser mit. blauer und in  konzentrierter     Schwefelsäure    mit     rosaroter     Farbe löst und Wolle aus saurem Bade in  blauen Tönen färbt, welche beim     Nachchro-          mieren    in ein Olivgrün von guten     Nassecht-          heiten    und v     orzüglieher        Lichteehtheit    über  geführt werden.  



  Das dem vorliegenden Verfahren als Aus  gangsstoff dienende     1-Sulfacetamino-7-oxy-          na.phthalin        kann        beispielsweise    erhalten wer  den, indem man     1-Amino-7-oxynaphthalin    an  der     Aminogruppe    mit.     Chloressigsäureehlbrid          monoa.cyliert    und das erhaltene     1-Chlora.cetyl-          amino-7-oxi-naphthalin    mit     sehwefliger    Säure       bziv.    mit.

   den Salzen     dieser        Säure        umsetzt..     



  Die Kupplung kann nach an sieh bekann  ten     Methoden,    z. B. in alkalischem Medium,  erfolgen.  



       Beispiel:     21,1 Teile     6-Nitro-4-acetylamino-2-amino-          7        -oxybenzol    werden in 22 Teilen 30     1/o        iger       Salzsäure und 150 Teilen Wasser suspendiert  und bei 5  mit einer     Lösiuig    von 6,9 Teilen       Natriiunnitrit    in 25 Teilen Wasser     diazotiert.     Die so erhaltene Suspension wird mit einer  Lösung von 28,1 Teilen     1-Sulfacetamino-7-oxy-          naphthalin,    4 Teilen     Natriumhydroxyd,    5,

  3  Teilen     Natriumearbonat    in 150 Teilen Wasser       vermischt    und die Kupplung bei 0 bis 5  zu  Ende geführt. Nach beendeter Kupplung wird  der ausgeschiedene Farbstoff durch Filtration       abgetrennt,    mit verdünnter     Natriumchlorid-          lösung    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-acetylamino-2-amino-1-oxybenzene is combined with 1-sulfacetamino-7-oxynaphthalene.



  The new dye is a dark powder that dissolves in water. blue and in concentrated sulfuric acid dissolves with a rose-red color and dyes wool from an acid bath in blue tones, which are converted into an olive green with good wet fastness and excellent lightness when re-chroming.



  The 1-sulfacetamino-7-oxy- na.phthalin serving as starting material for the present process can be obtained, for example, by adding 1-amino-7-oxynaphthalene to the amino group. Chloressigsäureehlbrid monoa.cyliert and the 1-Chlora.cetyl- amino-7-oxynaphthalene obtained with sulphurous acid bziv. With.

   converts the salts of this acid.



  The coupling can according to known methods such. B. in an alkaline medium.



       Example: 21.1 parts of 6-nitro-4-acetylamino-2-amino-7 -oxybenzene are suspended in 22 parts of 30% hydrochloric acid and 150 parts of water, and at 5 with a solution of 6.9 parts of sodium nitrite in 25 Parts of water are diazotized. The suspension thus obtained is treated with a solution of 28.1 parts of 1-sulfacetamino-7-oxynaphthalene, 4 parts of sodium hydroxide, 5,

  3 parts of sodium carbonate mixed in 150 parts of water and the coupling at 0 to 5 completed. After the coupling has ended, the dyestuff 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-acetylamino-2-amino-l- oxybenzol mit 1-Sulfacetamino-7-oxynaphtha- lin vereinigt. Claim: Process for the production of a monoazo dye, characterized in that diazotized 6-nitro-4-acetylamino-2-amino-l-oxybenzene is combined with 1-sulfacetamino-7-oxynaphthalene. Der neue Farbstoff stellt ein dunkles Pul ver dar, das sich in Wasser mit blauer und in konzentrierter Schwefelsäure mit rosaroter Farbe löst und Wolle aus saurem Bade in blauen Tönen färbt, welche beim Naehchromie- ren in ein Olivgrün von guten Nassechtheiten und vorzüglicher Lichteehtheit übergeführt werden. The new dye is a dark powder that dissolves in water with blue and in concentrated sulfuric acid with a pinkish color and dyes wool from acid baths in blue tones, which are transformed into an olive green with good wet fastness and excellent lightfastness when chromed .
CH296533D 1950-08-01 1950-08-01 Process for the preparation of a monoazo dye. CH296533A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH296533T 1950-08-01
CH292083T 1950-08-01

Publications (1)

Publication Number Publication Date
CH296533A true CH296533A (en) 1954-02-15

Family

ID=25733182

Family Applications (1)

Application Number Title Priority Date Filing Date
CH296533D CH296533A (en) 1950-08-01 1950-08-01 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH296533A (en)

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