CH210993A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH210993A
CH210993A CH210993DA CH210993A CH 210993 A CH210993 A CH 210993A CH 210993D A CH210993D A CH 210993DA CH 210993 A CH210993 A CH 210993A
Authority
CH
Switzerland
Prior art keywords
dye
blue
diazotized
sulfonic acid
phenol
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH210993A publication Critical patent/CH210993A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/04—Disazo dyes characterised by the tetrazo component the tetrazo component being a benzene derivative

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

Description

  

  Zusatzpatent zum     Hauptpatent    Nr. 199787.    Verfahren zur Herstellung eines     Disazofarbstoffes.       Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines     Disazo-          farbstoffes    der Formel  
EMI0001.0005     
    dadurch gekennzeichnet, dass man den durch  Kuppeln von     diazotierter        4-Nitro-l-amino-ben-          zol-2-sulfonsäure-N-äthyl-N-        (3'-sulfophenyl)

  -          amid    mit     2-Amino-8-oxynaphthalin-6-sulfon-          säure    in saurer Lösung und Reduktion des  entstandenen Nitrofarbstoffes mit Natrium  sulfid erhältlichen     Monoazofarbstoff        diazotiert,     alkalisch mit Phenol vereinigt und den     Dis-          azofarbstoff    in alkalischer Lösung mit     p-          Toluolsulfonsäurechlorid    in der     phenolischen          Hydroxylgruppe    verestert.

   Der neue Farb-         stoff,    ein blaues Pulver, das sich in Wasser  blauviolett und in konzentrierter Schwefel  säure blau löst, färbt Wolle und Seide in  schönen marineblauen Tönen.  



  <I>--</I>     Beispiel:     40,1 Teile     4-Nitro-l-amino-benzol-2-sulfon-          säure-N-äthyl-N-(3'-sulfophenyl)-amid    werden       diazotiert    und in saurer Lösung mit 23,9  Teilen     2-Amino-8-oxynaphthalin-6-sulfonsäure     vereinigt. Der gebildete     Monoazofarbstoff    wird      bei 50   C mit der nötigen Menge Natrium  sulfid reduziert und darauf mit 6,5 Teilen  Nitrit und 40 Teilen Salzsäure 30 % bei 0         diazotiert.    Nun gibt man zur     Diazoniumver-          bindung    9,5 Teile Phenol und darauf rasch  40 Teile Soda.

   Nach beendeter Kupplung  erwärmt man auf 75   C und     verestert    mit  45 Teilen     p-Toluolsulfonsäureclrlorid.    Durch         Aussalzen,    Filtrieren und Trocknen erhält  man ein blaues Pulver, das sich in Wasser  blauviolett und in konzentrierter Schwefel  säure blau löst.



  Additional patent to main patent no. 199787. Process for the production of a disazo dye. The present patent relates to a process for the preparation of a disazo dye of the formula
EMI0001.0005
    characterized in that the coupling of diazotized 4-nitro-l-amino-benzene-2-sulfonic acid-N-ethyl-N- (3'-sulfophenyl)

  - Amide diazotized with 2-amino-8-oxynaphthalene-6-sulfonic acid in acidic solution and reduction of the resulting nitro dye with sodium sulfide, monoazo dye, alkaline combined with phenol and the disazo dye in alkaline solution with p-toluenesulfonic acid chloride in the phenolic Hydroxyl group esterified.

   The new dye, a blue powder that dissolves blue-violet in water and blue in concentrated sulfuric acid, dyes wool and silk in beautiful navy blue tones.



  <I> - </I> Example: 40.1 parts of 4-nitro-1-amino-benzene-2-sulfonic acid-N-ethyl-N- (3'-sulfophenyl) -amide are diazotized and converted into acidic Solution combined with 23.9 parts of 2-amino-8-oxynaphthalene-6-sulfonic acid. The monoazo dye formed is reduced at 50 ° C. with the necessary amount of sodium sulfide and then diazotized at 0% with 6.5 parts of nitrite and 40 parts of hydrochloric acid. Now add 9.5 parts of phenol to the diazonium compound and then quickly 40 parts of soda.

   After the coupling has ended, the mixture is heated to 75 ° C. and esterified with 45 parts of p-toluenesulphonic acid chloride. Salting out, filtering and drying gives a blue powder which dissolves blue-violet in water and blue in concentrated sulfuric acid.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Disazo- farbstoffes der Formel EMI0002.0009 dadurch gekennzeichnet, dass man den durch Kuppeln von diazotierter 4-Nitro-l-amirio- benzol - 2 - sulfonsäure - N - äthyl - N - (3'- s ulfo- phenyl) PATENT CLAIM Process for the preparation of a disazo dye of the formula EMI0002.0009 characterized in that the coupling of diazotized 4-nitro-l-amiriobenzene - 2 - sulfonic acid - N - ethyl - N - (3'- sulfophenyl) -atnid mit 2-Antino-8-oxytraphtlialin- 6-sulfonsäure in saurer Lösung und Reduktion des entstandenenNitrofarbstoffes mitNatrium- sulfid erhältlichen Monoazofarbstoff diazotiert, alkalisch mit Phenol vereinigt und den Dis- azofarbstoff in alkalischer Lösung mit p- Toluolsulfoasiiurechlorid in der phenolisehen Hydroxylgruppe verestert. -atnid diazotized with 2-antino-8-oxytraphtlialin-6-sulfonic acid in acidic solution and reduction of the resulting nitro dye with sodium sulfide, monoazo dye obtainable under alkaline conditions, combined with phenol and the disazo dye in alkaline solution with p-toluenesulfoase acid chloride in the phenol-esterified hydroxyl group. Der neue Farbstoff, ein blaues Pulver, das sich in Wasser blauviolett und in kon zentrierter Schwefelsäure blau löst, färbt Wolle und Seide in schönen marineblauen Tönen. The new dye, a blue powder that dissolves blue-violet in water and blue in concentrated sulfuric acid, dyes wool and silk in beautiful navy blue tones.
CH210993D 1938-07-19 1938-07-19 Process for the preparation of a disazo dye. CH210993A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH199787T 1938-07-19
CH210993T 1938-07-19

Publications (1)

Publication Number Publication Date
CH210993A true CH210993A (en) 1940-08-15

Family

ID=25723370

Family Applications (1)

Application Number Title Priority Date Filing Date
CH210993D CH210993A (en) 1938-07-19 1938-07-19 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH210993A (en)

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