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CH282259A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH282259A
CH282259A CH282259DA CH282259A CH 282259 A CH282259 A CH 282259A CH 282259D A CH282259D A CH 282259DA CH 282259 A CH282259 A CH 282259A
Authority
CH
Switzerland
Prior art keywords
dye
violet color
preparation
parts
amino
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 CH282259A publication Critical patent/CH282259A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14Monoazo compounds
    • C09B45/16Monoazo compounds containing chromium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung eines     Monoazofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     diazotiertes        4-Nitro-6-benzoylamino-2-          amino-l-oxybenzol    in alkalischem Medium mit       2,8-Dioxynaphthalin-6-sulfonsäure    vereinigt.  



  Der neue Farbstoff löst sich in verdünn  ter     Natriumcarbonatlösung    mit     blaustichig     violetter, in konzentrierter Schwefelsäure mit  violetter Farbe und färbt Wolle nach dem       Nachchromierverfahren    in licht- und wasch  echten grauoliv en Tönen.  



  Die     Diazotierung    des     4-Nitro-6-benzoyl-          amino-2-amino-l-oxybenzols    kann nach übli  chen an sich bekannten Methoden, z. B. mit  Hilfe von Mineralsäure, insbesondere Salz  säure und     Natriumnitrit,    durchgeführt wer  den.  



  Die Kupplung wird in neutralem bis alkali  schem,     vorzugsweise    in alkalischem Medium,  z. B. in     alkalicarbonatalkalischem,        alkali-          hydroxydalkalischem    oder     erdalkalihydroxyd-          alkalischem    Medium, vorgenommen.

      <I>Beispiel:</I>  27,3 Teile     4-Nitro-6-benzoylamino-2-amino-          1-oxybenzol    werden in 100 Teilen Wasser auf  geschlämmt und nach Zugabe von 15 Teilen       30        %iger        Salzsäure        und        Eis        bei    0     bis        10         mit     25     Volumteilen        4n-Natriumnitritlösung    in üb  licher Weise     diazotiert.    Durch Zusetzen von       Natriumcarbonat    wird das Gemisch neutrali  siert und hierauf die  <RTI  

   ID="0001.0035">   Diazoverbindung        abfil-          triert.    Der erhaltene Filterkuchen wird all-         mählich    in eine mit Eis auf 0 bis 5  gekühlte  Lösung von 27,5 Teilen     2,8-dioxynaphthalin-          6-sulfonsaurem    Natrium, 50 Teilen Wasser  und 7,5 Teilen 30     o/oiger        Natriumhydroxyd-          lösung    eingetragen, wobei man gleichzeitig  weitere 6 Teile     30 /oige        Natriumhydroxyd-          lösung    zusetzt.

   Unter langsamem Ansteigen  lassen der Temperatur auf Raumtemperatur  wird weitergerührt, bis die     Farbstoffbildung     beendet ist. Der durch Zugeben von Natrium  chlorid vollständig abgeschiedene Farbstoff  wird     abfiltriert,    mit     10o/oiger        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 4-nitro-6-benzoylamino-2-amino-1-oxybenzene is combined with 2,8-dioxynaphthalene-6-sulfonic acid in an alkaline medium.



  The new dye dissolves in dilute sodium carbonate solution with a bluish violet color, in concentrated sulfuric acid with a violet color and dyes wool in light and washable gray-olive tones using the post-chrome plating process.



  The diazotization of the 4-nitro-6-benzoyl-amino-2-amino-1-oxybenzene can according to usual methods known per se, for. B. with the help of mineral acid, especially hydrochloric acid and sodium nitrite, carried out who the.



  The coupling is in neutral to alkaline Shem, preferably in an alkaline medium, eg. B. in alkali carbonate, alkaline hydroxydalkalischem or alkaline earth metal hydroxide medium, made.

      <I> Example: </I> 27.3 parts of 4-nitro-6-benzoylamino-2-amino-1-oxybenzene are suspended in 100 parts of water and, after the addition of 15 parts of 30% strength hydrochloric acid and ice, at 0 to 10 diazotized with 25 parts by volume of 4N sodium nitrite solution in the usual way. The mixture is neutralized by adding sodium carbonate and the <RTI

   ID = "0001.0035"> Diazo compound filtered off. The filter cake obtained is gradually introduced into a solution, cooled to 0 to 5 with ice, of 27.5 parts of 2,8-dioxynaphthalene-6-sulfonic acid sodium, 50 parts of water and 7.5 parts of 30% sodium hydroxide solution, at the same time a further 6 parts of 30% sodium hydroxide solution are added.

   While slowly increasing the temperature to room temperature, stirring is continued until dye formation has ended. The dye, which has completely separated out by adding sodium chloride, is filtered off, washed with 10% sodium chloride solution and dried.

 

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Monoa.zo- farbstoffes, dadurch gekennzeichnet, dass man diazotiertes 4-Nitro-6-benzoylamino-2-amino-l- oxybenzol in alkalischem Medium mit 2,8-Di- oxynaphthalin-6-sulfonsäure vereinigt. Der neue Farbstoff löst sich in verdünnter Natriumcarbonatlösung mit blaustichig violet ter, in konzentrierter Schwefelsäure mit violet ter Farbe und färbt Wolle nach dem Nach- chromierverfahren in licht- und waschechten Brauoliven Tönen. PATENT CLAIM Process for the production of a Monoa.zo- dye, characterized in that diazotized 4-nitro-6-benzoylamino-2-amino-l-oxybenzene is combined with 2,8-dioxynaphthalene-6-sulfonic acid in an alkaline medium. The new dye dissolves in dilute sodium carbonate solution with a bluish violet color, in concentrated sulfuric acid with a violet color and dyes wool using the post-chroming process in light- and wash-fast brewing olive tones. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupplung in Gegenwart von Alkalihydroxyden durch führt. SUBClaim: Process according to claim, characterized in that the coupling is carried out in the presence of alkali metal hydroxides.
CH282259D 1948-09-03 1948-09-03 Process for the preparation of a monoazo dye. CH282259A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH279910T 1948-09-03
CH282259T 1948-09-03

Publications (1)

Publication Number Publication Date
CH282259A true CH282259A (en) 1952-04-15

Family

ID=25731954

Family Applications (1)

Application Number Title Priority Date Filing Date
CH282259D CH282259A (en) 1948-09-03 1948-09-03 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH282259A (en)

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