CH179325A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH179325A
CH179325A CH179325DA CH179325A CH 179325 A CH179325 A CH 179325A CH 179325D A CH179325D A CH 179325DA CH 179325 A CH179325 A CH 179325A
Authority
CH
Switzerland
Prior art keywords
dye
acid
parts
production
azo dye
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 CH179325A publication Critical patent/CH179325A/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
    • 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
    • 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
    • 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

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Vorliegende Erfindung bezieht sich auf  ein Verfahren zur Herstellung eines neuen       Azofarbstoffes,    der Wolle oder Seide in  einem roten Ton färbt, welcher bei Behand  lung mit verdünnter Mineralsäure (das heisst       Lactamisation    auf der Faser)     gelbstichig     wird, und ausgezeichnete Licht-, Wasch- und       Walkechtheit    besitzt und auch dem     Potting-          prozess    widersteht.  



  Gemäss der Erfindung wird     2-Nitro-4-          aminophenyl-glykolsäure        diazotiert,    mit 2 :     3-          Oxy-naphtoe-5'-methoxy-o-toluidid     
EMI0001.0013     
    gekuppelt und die resultierende     Nitroazover-          bindung    zu dem entsprechenden     Aminoazo-          farbstoff    reduziert.  



  <I>Beispiel:</I>  14,1 Teile     2-Nitro-4-aminophenylglykol-          säure,    unter Eiskühlung auf 5   C in 100    Teilen wässeriger 2n     Chlorwasserstoffsäure-          lösung    aufgelöst, werden durch allmählichen  Zusatz von 33 Teilen wässeriger 2n Natrium  nitritlösung     diazotiert.     



  Eine Paste von 20,5 Teilen 2     :3-Ogy-          naphtoesäure-5'-methoxy-o-toluidid    mit 7 Tei  len     Türkischrotöl    und 20 Teilen wässeriger       lOn        Ätznatronlösung        wird    in kochendem  Wasser aufgelöst und diese Lösung mit kal  tem Wasser auf 200 Teile gebracht. 7 Teile       kalzinierte        .Soda    werden zugesetzt und nach  Abkühlung auf 10   C wird die obige     Diazo-          lösung    langsam einlaufen gelassen. Die  Kupplung findet augenblicklich statt.

   Der       Nitroazofarbstoff    wird     abfiltriert    und mit  Salzwasser gewaschen.  



  Die so erhaltene, dunkelrote Paste wird  in 400 Teilen Wasser bei 50 bis<B>60'</B> C ver  rührt und eine Lösung von 24 Teilen kri  stallisiertem     Natriumsulfid    zugesetzt. Nach  zweistündigem Umrühren bei 50 bis<B>60'</B> C  wird er Farbstoff mit 80 Teilen Kochsalz           ausgesalzen,        abfiltriert,    mit Salzwasser ge  waschen und getrocknet.  



  Der Farbstoff färbt Wolle oder Seide in  einem roten Ton, welcher nach Behandlung  mit verdünnter Mineralsäure gelbstickig  wird; ausgezeichnete     Lieht-,    Wasch-,     Walk-          echtheit    besitzt und auch .dem     Pottingprozess          widersteht.  



  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 red shade which becomes yellowish on treatment with dilute mineral acid (i.e. lactamization on the fiber), and has excellent fastness to light, washing and boiling and also withstands the potting process.



  According to the invention, 2-nitro-4-aminophenyl-glycolic acid is diazotized with 2: 3-oxynaphtoe-5'-methoxy-o-toluidide
EMI0001.0013
    coupled and the resulting nitroazo compound reduced to the corresponding aminoazo dye.



  <I> Example: </I> 14.1 parts of 2-nitro-4-aminophenylglycolic acid, dissolved in 100 parts of aqueous 2N hydrochloric acid solution while cooling with ice to 5 ° C., are diazotized by the gradual addition of 33 parts of aqueous 2N sodium nitrite solution .



  A paste of 20.5 parts of 2: 3-ogynaphthoic acid-5'-methoxy-o-toluidide with 7 parts of Turkish red oil and 20 parts of aqueous 10N caustic soda solution is dissolved in boiling water and this solution is brought to 200 parts with cold water . 7 parts of calcined soda are added and, after cooling to 10 C, the above diazo solution is slowly run in. The coupling takes place instantly.

   The nitroazo dye is filtered off and washed with salt water.



  The dark red paste thus obtained is stirred in 400 parts of water at 50 to 60 ° C. and a solution of 24 parts of crystallized sodium sulfide is added. After stirring for two hours at 50 to 60 ° C, the dye is salted out with 80 parts of common salt, filtered off, washed with salt water and dried.



  The dye dyes wool or silk in a red shade which turns yellowish after treatment with dilute mineral acid; has excellent light, wash and fulling fastness and also withstands the potting process.

Claims (1)

PATENTANSPRÜGu Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man 2-Nitro-4-aminophenylglykolsäure diazo- -tiert, die Diazoverbindung mit 2:3-Oxy- naphtoesäure-5'-methoxy-o-toluidid kuppelt und den resultierenden Farbstoff zum ent sprechenden Aminoazofarbstoff reduziert. PATENT CLAIMS Process for the preparation of a new azo dye, characterized in that 2-nitro-4-aminophenylglycolic acid is diazo -ted, the diazo compound is coupled with 2: 3-oxynaphthoic acid-5'-methoxy-o-toluidide and the resulting dye is coupled to reduced corresponding aminoazo dye. Der neue Farbstoff färbt Wolle oder Seide in einem roten Ton, welcher nach Behandlung mit verdünnter Mineralsäure gelbstickig wird, ausgezeichnete Licht-, Wasch-, Walk- echtheit besitzt und auch dem Pottingprozess widersteht. The new dye dyes wool or silk in a red tone, which turns yellow after treatment with dilute mineral acid, has excellent light, wash and milled fastness and also withstands the potting process.
CH179325D 1934-10-03 1934-10-03 Process for the production of a new azo dye. CH179325A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH179325T 1934-10-03
CH173064T 1934-10-03

Publications (1)

Publication Number Publication Date
CH179325A true CH179325A (en) 1935-08-31

Family

ID=25719312

Family Applications (1)

Application Number Title Priority Date Filing Date
CH179325D CH179325A (en) 1934-10-03 1934-10-03 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH179325A (en)

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