CH203864A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH203864A
CH203864A CH203864DA CH203864A CH 203864 A CH203864 A CH 203864A CH 203864D A CH203864D A CH 203864DA CH 203864 A CH203864 A CH 203864A
Authority
CH
Switzerland
Prior art keywords
dye
blue
preparation
diazotized
acid
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 CH203864A publication Critical patent/CH203864A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02Disazo dyes
    • C09B35/039Disazo dyes characterised by the tetrazo component
    • C09B35/04Disazo 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.   <B>199787.</B>    Verfahren zur Darstellung eines     Bisazofarbstoffes.       Es wurde gefunden,     dass    man einen neuen, wertvollen     Disazofarbstoff    der Formel  
EMI0001.0005     
    erhält, wenn man den durch Kuppeln von       diazotierter        4-Nitro-l-aminobenzol-2-sulfon-          Säure    mit     2-Ätlg-Ylamino-8-naplit-liol-6-sulfon-          säure    in saurer Lösung erhältlichen     Mono-          azofarbstoff    reduziert,     diazotiert,

      alkalisch  mit Phenol vereinigt und den     Disazofarbstoff     in alkalischer Lösung mit     p-Toluolsulfon-          säurechlorid    in der     phenolisc'hen        Ilydroxyl-          gruppe    verestert.  



  Der neue Farbstoff, ein dunkles Pulver,  löst sich in Wasser     rotstichig    blau, in     conc.     Schwefelsäure blau und     ftrbt    Wolle und  Seide neutral in blauen Tönen.  



  <I>Beispiel:</I>  <B>21,8</B> Teile     4-Nitro-l-aminobenzol-2-sul-          fonsäure    werden     diazotiert    und mit<B>26,7</B> Tei-         len        2-Äthylamino-8-naphthol-6-sulionsäure    in  saurer Lösung bei<B>0 ' C</B> gekuppelt. Nach  vollendeter Kombination erwärmt man auf  45 bis<B>50 ' 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.  



  Der gebildete     Monoazofarbstoff    wird mit  Hilfe von Soda neutral gelöst, filtriert, mit  Salzsäure versetzt, mit Nitrit weiter     diazo-          tiert    und mit einer alkalischen Lösung von  9,4 Teilen Phenol gekuppelt. Alsdann er  wärmt man auf<B>60 ' Q</B> versetzt mit Koch  salz bis zur vollständigen Ausscheidung und  filtriert.

   Den so erhaltenen,     alkaliunechten          Disazofarbstoff    unterwirft man in     soda-          alkalischer    Lösung bei<B>75 ' C</B> der -#Tereste-           rung    mit<B>30</B> bis 40 Teilen     p-Toluolsulfon-          säurechlorid    bis zu erzielter     Alkaliechtheit.     Der ausgefallene Farbstoff wird     filtriertund     getrocknet.  



  Er bildet ein dunkles Pulver, das sieh in  Wasser mit     rotstichig    blauer, in     cone.    Schwe-         felsäure    mit blauer Farbe löst und Wolle und  Seide neutral in blauen Tönen anfärbt.



  Additional patent to main patent no. <B> 199787. </B> Process for the preparation of a bisazo dye. It has been found that a new, valuable disazo dye of the formula
EMI0001.0005
    obtained when the monoazo dye obtainable in acidic solution by coupling diazotized 4-nitro-1-aminobenzene-2-sulfonic acid with 2-Ätlg-ylamino-8-naplit-liol-6-sulfonic acid is reduced, diazotized ,

      combined alkaline with phenol and esterified the disazo dye in alkaline solution with p-toluenesulfonic acid chloride in the phenolic hydroxyl group.



  The new dye, a dark powder, dissolves in water to a reddish blue, in conc. Sulfuric acid blue and neutralizes wool and silk in blue tones.



  <I> Example: </I> <B> 21.8 </B> parts of 4-nitro-1-aminobenzene-2-sulphonic acid are diazotized and <B> 26.7 </B> parts 2-Ethylamino-8-naphthol-6-sulionic acid coupled in acidic solution at <B> 0 'C </B>. When the combination is complete, the mixture is heated to 45 to 50 ° C and the nitro group is reduced with 11.7 parts of sodium sulfide for 3 hours, mixed with hydrochloric acid up to to the strong Congo acid reaction and filtered.



  The monoazo dye formed is dissolved neutrally with the aid of soda, filtered, mixed with hydrochloric acid, diazotized further with nitrite and coupled with an alkaline solution of 9.4 parts of phenol. Then it is warmed to <B> 60 'Q </B> mixed with salt until it is completely eliminated and filtered.

   The alkali-unfast disazo dye obtained in this way is subjected in a soda-alkaline solution at 75 ° C. to teresterification with 30 to 40 parts of p-toluenesulfonic acid chloride until it is obtained Alkali fastness. The precipitated dye is filtered and dried.



  It forms a dark powder that looks reddish blue in water in cone. Sulfur acid with a blue color dissolves and dyes wool and silk neutrally in blue tones.

 

Claims (1)

PATENTANSPRUCIN: Verfahren zur Darstellung eines Disazo- rarbstoffes der Formel EMI0002.0012 dadurch gekennzeichnet, dass man den durch Kuppeln von diazotierter 4-Nitro-l-amino- benzol-2-sulfonsäure mit 2-Xthylamino-8- naphthol-6-sulfonsä.ure in saurer Lösung er hältlichen Monoazofarbstoff reduziert, diazo- tiert, PATENT claim: Process for the preparation of a disazorar material of the formula EMI0002.0012 characterized in that the monoazo dye obtainable in acidic solution by coupling diazotized 4-nitro-1-aminobenzene-2-sulfonic acid with 2-xthylamino-8-naphthol-6-sulfonic acid is reduced, diazotized, alkalisch mit Phenol vereinigt und den Disazofarbstoff in alkalischer Lösung mit<B>p-</B> Toluolsulfonsäurechlorid in der phenolischen Hydroxylgruppe verestert. Der neue Farbstoff, ein dunkles Pulver, löst sich in Wasser rotstichig blau, in cone. Schwefelsäure blau und färbt Wolle und Seide neutral in blauen Tönen. combined alkaline with phenol and esterified the disazo dye in alkaline solution with <B> p- </B> toluenesulfonic acid chloride in the phenolic hydroxyl group. The new dye, a dark powder, dissolves in water to a reddish blue, in cone. Sulfuric acid blue and dyes wool and silk neutrally in blue tones.
CH203864D 1938-07-19 1938-08-09 Process for the preparation of a disazo dye. CH203864A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH199787T 1938-07-19
CH203864T 1938-08-09

Publications (1)

Publication Number Publication Date
CH203864A true CH203864A (en) 1939-03-31

Family

ID=25723355

Family Applications (1)

Application Number Title Priority Date Filing Date
CH203864D CH203864A (en) 1938-07-19 1938-08-09 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH203864A (en)

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