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CH203869A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH203869A
CH203869A CH203869DA CH203869A CH 203869 A CH203869 A CH 203869A CH 203869D A CH203869D A CH 203869DA CH 203869 A CH203869 A CH 203869A
Authority
CH
Switzerland
Prior art keywords
dye
diazotized
disazo dye
preparation
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 CH203869A publication Critical patent/CH203869A/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.   <B>199787.</B>    Verfahren zur Darstellung eines     Bisazofarbstoffes.       Es wurde gefunden-,     class    man einen neuen, wertvollen     Disazofarbstoff        d±,T    Formel  
EMI0001.0006     
         erliä,1t,    wenn man den durch Kuppeln von       diazotierter        4-Nitro-l-aminobenzol#2,s#ulfon-          säure    mit     2-Amino-8-naphtho,1-6-sulions.äure     in saurer Lösung     erlüLltlichen        MonoazoTarb-          stoff    reduziert,

       diazotiert,    alkalisch mit     N-          Aoetyl-ni-amiuo,phen#ol    vereinigt und den       Disazofarbstoff    in alkalischer Lösung mit     p-          Toluc>Isulfowä,urechloricl    in     #cler        phenolischen          Hydroxylgruppe    verestert.  



  Der neue Farbstoff, ein dunkles Pulver,  löst sich in Wasser     blaustichig        vielett,    in       cone.        Sehw-efelsäure    grünblau und färbt  Wolle und Seide in blauen Tönen.  



  <I>Beispiel:</I>  <B>21,8</B> Teile     4-Nitro-l-aminabenzol-2i-sul-          fonsäure        werden,diazotiert    und mit 24 Teilen         2-Amin-o-8-na,plithol-6-sulio-nsä,ure    in saurer  Lösung     bei   <B>0 ' C</B> gekuppelt.

   Nach vollendeter  Kombination     ermräxmt    man auf     45-50,'   <B>C</B>  und reduziert die Nitrogruppe mit<B>11,7</B> Teilen       Natriumsulfid    während<B>3</B> Stunden" versetzt       mit    Salzsäure bis zur stark kongosauren  Reaktion     und    filtriert.<B>-</B>  Der gebildete     Monoazofarbstoff    wird mit  Hilfe von Soda neutral gelöst, filtriert, mit       SalzsiLure    versetzt, mit Nitrit weiter     diazo-          tiert    und mit einer alkalischen Lösung von  <B>15,1</B> Teilen     N-Aoetyl-m-ammop#henol    gekup  pelt.

   Alsdann erwärmt     man    auf<B>60 ' Q</B> ver  setzt mit Kochsalz bis zur vollständigen Aus  scheidung und filtriert. Den     sso    erhaltenen,       alkaliun-ecliten        Disazofarbstoff        untexwirft     man in     sodaaJikalischer    Lösung bei<B>75 ' C</B> der           Veresterung    mit 30-40 Teilen     p-Toluol-          sulfonsä,urechlorid    bis zu erzielter     Alkali-          echtlieit.    Der ausgefallene Farbstoff wird  filtriert     und    getrocknet.  



  Ei r bildet ein dunkles Pulver, das sieh in  Wasser mit     blaustiehig-    violetter, in     conc.       Schwefelsäure mit grünblauer Farbe löst und  Wolle und Seide in blauen Tönen     anfärbt.  



  Additional patent to main patent no. <B> 199787. </B> Process for the preparation of a bisazo dye. It was found that a new, valuable disazo dye d ±, T formula was found
EMI0001.0006
         if one reduces the monoazo carbide obtainable by coupling diazotized 4-nitro-1-aminobenzene # 2, sulfonic acid with 2-amino-8-naphtho, 1-6-sulfonic acid in acidic solution ,

       diazotized, alkaline, combined with N-aoetyl-ni-amiuo, phenol and the disazo dye is esterified in alkaline solution with p-tolucol isulfov, urechloricl in a phenolic hydroxyl group.



  The new dye, a dark powder, dissolves in water with a bluish tinge, in cone. Sehw-eic acid green-blue and dyes wool and silk in blue tones.



  <I> Example: </I> <B> 21.8 </B> parts of 4-nitro-l-aminabenzene-2i-sulphonic acid are diazotized and mixed with 24 parts of 2-amine-o-8-na, plithol-6-sulio-nsä, ure coupled in acidic solution at <B> 0 'C </B>.

   After the combination is complete, it is reduced to 45-50, '<B> C </B> and the nitro group is reduced with <B> 11.7 </B> parts of sodium sulfide for <B> 3 </B> hours "mixed with hydrochloric acid until a strong Congo acid reaction and filtered. <B> - </B> The monoazo dye formed is dissolved neutrally with the help of soda, filtered, treated with hydrochloric acid, further diazotized with nitrite and treated with an alkaline solution of <B> 15, 1 </B> Share N-Aoetyl-m-ammop # henol kup pelt.

   Then it is heated to <B> 60 'Q </B> with table salt until it is completely eliminated and filtered. The alkaline disazo dye thus obtained is thrown untex in a soda-alkaline solution at 75 ° C. during the esterification with 30-40 parts of p-toluenesulfonic acid chloride until the alkali authenticity is achieved. The precipitated dye is filtered and dried.



  Egg forms a dark powder, which looks bluish violet in water, in conc. Sulfuric acid dissolves with a green-blue color and dyes wool and silk in blue tones.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Darstellung eines Disazo- farbstoffes der Formel EMI0002.0012 dadurch gekennzeichnet dass man den dureh Kuppeln von diazotierter 4-Nitro-l-amino- benzol-2,-sulfonsäure mit 2-Amino-8-naphthol- 6-sulfon,säure in saurer Lösung erhältlichen Monoazofarbstoff reduziert, diazotiert, alka- lise, <B> PATENT CLAIM: </B> Process for the preparation of a disazo dye of the formula EMI0002.0012 characterized in that the monoazo dye obtainable in acidic solution by the coupling of diazotized 4-nitro-1-aminobenzene-2, sulfonic acid with 2-amino-8-naphthol-6-sulfonic acid, is reduced, diazotized, alkali, h mit N-Acetyl-m-aminophenol vereinigt und den Disazofarbstoff in alkalischer<B>U-</B> sung mit p-Toluolsulfonsäurerhlorid in der phenolischen Hy#droxylgruppe verestert. Der neue Farbstoff, ein dunkles Pulver, löst sieh in Wasser blaustichig violett, in cone. Schwefelsäure grünblau und färbt Wolle und Seide in blauen Tönen. h combined with N-acetyl-m-aminophenol and esterified the disazo dye in an alkaline solution with p-toluenesulfonic acid chloride in the phenolic hydroxyl group. The new dye, a dark powder, dissolves in water with a bluish purple tinge, in cone. Sulfuric acid green-blue and dyes wool and silk in blue tones.
CH203869D 1937-05-19 1937-05-19 Process for the preparation of a disazo dye. CH203869A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH203869T 1937-05-19
CH199787T 1938-07-19

Publications (1)

Publication Number Publication Date
CH203869A true CH203869A (en) 1939-03-31

Family

ID=25723360

Family Applications (1)

Application Number Title Priority Date Filing Date
CH203869D CH203869A (en) 1937-05-19 1937-05-19 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH203869A (en)

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