CH210995A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH210995A
CH210995A CH210995DA CH210995A CH 210995 A CH210995 A CH 210995A CH 210995D A CH210995D A CH 210995DA CH 210995 A CH210995 A CH 210995A
Authority
CH
Switzerland
Prior art keywords
dye
disazo dye
sulfonic acid
nitro
blue
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 CH210995A publication Critical patent/CH210995A/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

Landscapes

  • 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  
EMI0001.0004     
    dadurch gekennzeichnet, dass man den durch  Kuppeln von     diazotierter        5-Niti-o-2-amino-1,

  1'-          diphenylsulfon-3'-sulfonsäure    mit     2-Amino-8-          oxynaphthaliri-6-sulfonsäure    in saurer Lösung  und Reduktion des entstandenen     Nitrofarb-          stoffes    mit     Natriumsulfid    erhältlichen     Mono-          azofarbstoff        diazotiert,    alkalisch mit Phenol  vereinigt und den     Disazofarbstoff    in alkali  scher Lösung mit     4-Chlorbenzolsulforisäure-          chlorid    in der     phenolischen        Hydrogylgruppe     verestert.

   Der neue     Farbstoff,    ein dunkles  Pulver, das sich in Wasser und in konzen-         trierter    Schwefelsäure blau löst, färbt Wolle  und Seide in echten, blauen Tönen.    <I>Beispiel:</I>    35,8 Teile     5-Nitro-2-amino-1,1'-diphenyl-          sulfon-3'-sulfonsäure    werden     diazotiert    und  in saurer Lösung mit 23,9 Teilen     2-Amino-          8-oxyriaphthalin-6-sulfonsäure    vereinigt.

   Der  gebildete     Monoazofarbstoff    wird bei 60 0 C  mit der nötigen Menge     Natriumsulfid    redu  ziert und darauf mit 6,5 Teilen Nitrit und       40        Teilen        Salzsäure        30        %        bei    0 0     diazotiert.         Nun gibt man zur     Diazoniumv        erbindung    9,5  Teile Phenol und darauf rasch 40 Teile Soda.

    Nach beendeter Kupplung erwärmt man auf  <B>75'</B> C und verestert mit 45 Teilen     4-Chlor-          benzolsulfonsäurechlorid.    Durch Aussahen,  Filtrieren und Trocknen erhält man ein    dunkles Pulver, das sich in Wasser und in  konzentrierter Schwefelsäure 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
EMI0001.0004
    characterized in that the coupling of diazotized 5-Niti-o-2-amino-1,

  1'-diphenylsulfone-3'-sulfonic acid is diazotized with 2-amino-8-oxynaphthalen-6-sulfonic acid in acidic solution and reduction of the resulting nitro dye with sodium sulfide, the monoazo dye is alkaline combined with phenol and the disazo dye in an alkaline solution Esterified with 4-chlorobenzenesulforic acid chloride in the phenolic hydroyl group.

   The new dye, a dark powder that dissolves blue in water and concentrated sulfuric acid, dyes wool and silk in real blue tones. <I> Example: </I> 35.8 parts of 5-nitro-2-amino-1,1'-diphenylsulfone-3'-sulfonic acid are diazotized and, in acidic solution, with 23.9 parts of 2-amino-8 -oxyriaphthalene-6-sulfonic acid combined.

   The monoazo dye formed is redu ed at 60 0 C with the necessary amount of sodium sulfide and then diazotized with 6.5 parts of nitrite and 40 parts of hydrochloric acid 30% at 0 0. Now add 9.5 parts of phenol to the diazonium compound and then quickly 40 parts of soda.

    When the coupling has ended, the mixture is heated to 75 ° C. and esterified with 45 parts of 4-chlorobenzenesulfonic acid chloride. By looking, filtering and drying, a dark powder is obtained that dissolves blue in water and in concentrated sulfuric acid.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung eines Disazo- farbstoffes der Formel EMI0002.0007 dadurch gekennzeichnet, dass man den durch Kuppeln von dianotierter 5-Nitro-2-arnino-1,1'- dipheriylsulfon-3'-salfonsäure mit 2-Amirio-8- oxynaphthalin-6-sulfonsäur-e in saurer Lösung und Reduktion des entstandenen Nitrofarb- stoffes mit Natriumsulfid erhältlichen Mono- azofarbstoff dianotiert, <B> PATENT CLAIM: </B> Process for the production of a disazo dye of the formula EMI0002.0007 characterized in that the coupling of dianotated 5-nitro-2-arnino-1,1'-dipheriylsulfon-3'-sulfonic acid with 2-amirio-8-oxynaphthalene-6-sulfonic acid in acidic solution and reduction of the resulting Nitro dyestuff, monoazo dyestuff obtainable with sodium sulfide, alkalisch mit Phenol vereinigt und den Disazofarbstoff in alkali- scher Lösung mit 4-Clrlorbenzolsulfonsäure- chlorid in der phenolischen Hydroxylgruppe verestert. Der neue Farbstoff, ein dunkles Pulver, das sich in Wasser und in konzen trierter Schwefelsäure blau löst, färbt Wolle und Seide in echten, blauen Tönen. combined alkaline with phenol and esterified the disazo dye in alkaline solution with 4-chlorobenzenesulfonic acid chloride in the phenolic hydroxyl group. The new dye, a dark powder that dissolves blue in water and in concentrated sulfuric acid, dyes wool and silk in real blue tones.
CH210995D 1938-07-19 1938-07-19 Process for the preparation of a disazo dye. CH210995A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH199787T 1938-07-19
CH210995T 1938-07-19

Publications (1)

Publication Number Publication Date
CH210995A true CH210995A (en) 1940-08-15

Family

ID=25723372

Family Applications (1)

Application Number Title Priority Date Filing Date
CH210995D CH210995A (en) 1938-07-19 1938-07-19 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH210995A (en)

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