CH179324A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH179324A
CH179324A CH179324DA CH179324A CH 179324 A CH179324 A CH 179324A CH 179324D A CH179324D A CH 179324DA CH 179324 A CH179324 A CH 179324A
Authority
CH
Switzerland
Prior art keywords
dye
parts
azo dye
production
new azo
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH179324A publication Critical patent/CH179324A/en

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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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/08—Preparation of azo dyes from other azo compounds by reduction
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
    • C09B29/20—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 173064.    Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Vorliegende Erfindung bezieht sich auf  ein Verfahren zur     Herstellung    eines neuen       Azofarbstoffes,    der Wolle oder Seide in  einem     rötlich-blauen    Ton färbt, welcher nach  Behandlung mit verdünnter Mineralsäure  (das heisst     Lactamisation    auf der Faser) in  ein Bordeauxrot übergeht und ausgezeichnete  Licht-, Wasch-,     Walkechtheit    besitzt und  auch dem     Pottingprozess    widersteht.  



  Gemäss der Erfindung wird     2-Nitro-5-          am        ino-4-m-ethoxyphenyl-a-thiomilchsäure     
EMI0001.0012     
         dia.zotiert,    mit     2:3-Oxy-naphtoe-p-anisidid     
EMI0001.0015     
    gekuppelt und die resultierende Nitroazover-    Bindung zu dem entsprechenden     Aminoazo-          Fa.rbstoff    reduziert.  



  <I>Beispiel:</I>  Eine Lösung von 11,3 Teilen     2-Nitro-          amino-4-methoxyphenyl-a-thiomilchsäure,    2,8  Teilen     Natriumnitrit    und 2,2 Teilen Na  triumkarbonat in 65 Teilen Wasser wird  langsam unter Abkühlung auf<B>10'</B> C einem  Gemisch von 22 Teilen     36%iger        wässeriger          Chlorwasserstoffsäurelösung    und 20 Teilen  Wasser zugesetzt.

   Das     Ganze    wird während  einer Viertelstunde zur Vollendung der     Di-          azotierung    umgerührt, worauf man das     Di-          azogemisch    im Verlauf einer Viertelstunde in  eine Lösung von 11,4 Teilen 2 :     3-Ogynaph-          toesäure-p-anisidid    in 23 Teilen wässeriger       9.tznatronlauge    (32<B>%),</B> 20 Teilen Alkohol  und 1200 Teilen Wasser einlaufen lässt.

   Die  Kupplung findet augenblicklich statt und  nachdem die Lösung     gegen        Congorot    gerade  noch sauer gemacht worden ist, wird der ge  fällte     Nitroazofarbstoff        abfiltriert    und mit  Wasser gewaschen.      Die Suspension der     Nitroazo-Paste    in 50  Teilen Wasser wird durch Zusatz von Ätz  natron gerade noch alkalisch gemacht. 35  Teile wässeriger     4-n-Natriumsulfidlösung     werden     nun    zugesetzt und das Ganze wird  bei 70   C zwei Stunden lang umgerührt. Der  Farbstoff wird nach Abkühlung mit 20 Tei  len Kochsalz     ausgesalzen,    mit Salzwasser ge  waschen und getrocknet.  



  Er färbt Wolle oder :Seide in einem röt  lich blauen Ton, welcher nach Behandlung  mit verdünnter Mineralsäure, in Bordeauxrot  übergeht und ausgezeichnete Licht-, Wasch-,       Walkechtheit    besitzt und auch dem     Potting-          prozess    widersteht.



      Additional patent to main patent no. 173064. Process for the production of a new azo dye. The present invention relates to a process for the production of a new azo dye which dyes wool or silk in a reddish-blue tone, which after treatment with dilute mineral acid (i.e. lactamization on the fiber) turns into a Bordeaux red and has excellent light, washing and , Has milled fastness and also withstands the potting process.



  According to the invention, 2-nitro-5-amino-4-m-ethoxyphenyl-a-thiolactic acid is used
EMI0001.0012
         dia.zotiert, with 2: 3-Oxy-naphtoe-p-anisidid
EMI0001.0015
    coupled and the resulting nitroazover bond reduced to the corresponding Aminoazo Fa.rabric.



  <I> Example: </I> A solution of 11.3 parts of 2-nitro-amino-4-methoxyphenyl-a-thiolactic acid, 2.8 parts of sodium nitrite and 2.2 parts of sodium carbonate in 65 parts of water is slowly added with cooling added to <B> 10 '</B> C to a mixture of 22 parts of 36% aqueous hydrochloric acid solution and 20 parts of water.

   The whole thing is stirred for a quarter of an hour to complete the diazotization, whereupon the diazo mixture is poured into a solution of 11.4 parts of 2: 3-ogynaphthoic acid p-anisidide in 23 parts of aqueous sodium hydroxide solution in the course of a quarter of an hour (32 <B>%), </B> 20 parts of alcohol and 1200 parts of water.

   The coupling takes place instantaneously and after the solution has just been made acidic against Congo red, the precipitated nitroazo dye is filtered off and washed with water. The suspension of the nitroazo paste in 50 parts of water is made alkaline by adding caustic soda. 35 parts of aqueous 4N sodium sulfide solution are then added and the whole is stirred at 70 ° C. for two hours. After cooling, the dye is salted out with 20 parts of table salt, washed with salt water and dried.



  It dyes wool or silk in a reddish blue tone, which turns into bordeaux red after treatment with dilute mineral acid and has excellent light, wash and milled fastness and also withstands the potting process.

Claims (1)

PATENTAN SPR.UCFI Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man 2 - Nitro - 5 - amino-4-methoxyphenyl-a- thiomilchsäure diazotiert, die Diazoverbin- dung mit 2:3-Oxy-naphtoesäure-p-anisidid kuppelt und den resultierenden Nitroazofarb- stoff zu dem entsprechenden Aminoazofarb- stoff reduziert. PATENTAN SPR.UCFI Process for the preparation of a new azo dye, characterized in that 2 - nitro - 5 - amino-4-methoxyphenyl-a-thio-lactic acid is diazotized and the diazo compound is coupled with 2: 3-oxy-naphthoic acid-p-anisidide and reducing the resulting nitroazo dye to the corresponding aminoazo dye. Dieser neue Aminoazofarb- stoff färbt Wolle oder .Seide in einem röt lich blauen Ton, welcher nach Behandlung mit verdünnter Mineralsäure in Bordeauxrot übergeht und ausgezeichnete Licht-, Wasch-, Walkechtheit besitzt und auch dem Potting- prozess widersteht. This new aminoazo dye dyes wool or silk in a reddish blue tone, which changes to Bordeaux red after treatment with dilute mineral acid and has excellent light, washing and milled fastness and also withstands the potting process.
CH179324D 1934-10-03 1934-10-03 Process for the production of a new azo dye. CH179324A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH179324T 1934-10-03
CH173064T 1934-10-03

Publications (1)

Publication Number Publication Date
CH179324A true CH179324A (en) 1935-08-31

Family

ID=25719311

Family Applications (1)

Application Number Title Priority Date Filing Date
CH179324D CH179324A (en) 1934-10-03 1934-10-03 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH179324A (en)

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