CH203866A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH203866A
CH203866A CH203866DA CH203866A CH 203866 A CH203866 A CH 203866A CH 203866D A CH203866D A CH 203866DA CH 203866 A CH203866 A CH 203866A
Authority
CH
Switzerland
Prior art keywords
dye
disazo dye
acid
preparation
sulfonic 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 CH203866A publication Critical patent/CH203866A/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.   <B>199787.</B>    Verfahren zur Darstellung eines     Disazofarbstoffes.       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-Amino-8-naphthol-6-sulionsäure     in saurer Lösung erhältlichen     Monoazofarb-          stoff    reduziert,     diazotiert,

      alkalisch mit     sym.          Xylenol    vereinigt und den     Disazofarbstoff    in  alkalischer Lösung mit     p-Chlorbenzolsulion-          säurechlorid        in    der     phenolischen        Hydroxyl-          gruppe    verestert.  



  Der neue Farbstoff, ein dunkles Pulver,  löst sich in Wasser rotviolett, in     cone.     Schwefelsäure blau und färbt Wolle und  Seide in     rotstichig    violetten Tönen.  



  <I>Beispiel:</I>  <B>21,8</B> Teile     4-Nitro-l-aminobenzol-2-sulfon-          säure    werden     diazotiert    und mit 24 Teilen         2-Amino-8-nap'hthol-6-sulfonsä,ure    bei<B>0 0 C</B>  gekuppelt. Nach vollendeter Kombination er  wärmt man auf 45<B>' C</B> und reduziert die     Ni-          trogruppe    mit<B>11,7</B> Teilen     Natriumsulfid     während<B>3</B> Stunden, versetzt mit Salzsäure  bis zur stark kongosauren Reaktion und fil  triert.  



  Der gebildete     Monoazolarbstoff    wird mit  Hilfe von Soda neutral gelöst, filtriert, mit  Salzsäure versetzt, mit Nitrit weiter     diazo-          fiert    und mit einer alkalischen Lösung von  12,2 Teilen     sym.        Xylenol    gekuppelt. Als  dann erwärmt man auf<B>60 ' C,</B> versetzt mit  Kochsalz bis zur vollständigen Ausscheidung  und filtriert.

   Den so erhaltenen,     alkaliunech-          ten        Disazofarbstoff    unterwirft man in     soda-          alkalischer    Lösung bei<B>75 ' C</B> der Vereste-           rung    mit<B>30</B> bis 40 Teilen     p-Chlorbenzol-          sulfonsäurechlorid    bis zu erzielter     Alkali-          echtheit.    Der ausgefallene Farbstoff wird  filtriert und     vetrochnet.     



       21     Er bildet ein dunkles Pulver, das sieh  in Wasser mit     rot#violetter,    in     cone.    Sehwefel-    säure mit blauer Farbe löst und Wolle und  Seide in     rotstichio-    violetten Tönen anfärbt.  <B>en</B>



  Additional patent to main patent no. <B> 199787. </B> Process for the preparation of a disazo 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-amino-8-naphthol-6-sulfonic acid is reduced, diazotized,

      alkaline combined with sym. xylenol and esterified the disazo dye in an alkaline solution with p-chlorobenzenesulionic acid chloride in the phenolic hydroxyl group.



  The new dye, a dark powder, dissolves red-violet in water in cone. Sulfuric acid turns blue and dyes wool and silk in reddish purple tones.



  <I> Example: </I> <B> 21.8 </B> parts of 4-nitro-1-aminobenzene-2-sulfonic acid are diazotized and 24 parts of 2-amino-8-nap'hthol-6 -sulfonic acid coupled at <B> 0 0 C </B>. After the combination is complete, it is warmed to 45 ° C and the nitro group is reduced with 11.7 parts of sodium sulfide for 3 hours, mixed with hydrochloric acid to the strong Congo acid reaction and filtered.



  The monoazolar material formed is dissolved neutrally with the aid of soda, filtered, mixed with hydrochloric acid, further diazo- fied with nitrite and coupled with an alkaline solution of 12.2 parts of sym. Xylenol. Then it is heated to <B> 60 ° C, mixed with table 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 esterification with 30 to 40 parts of p-chlorobenzenesulfonic acid chloride up to the level obtained Alkali fastness. The precipitated dye is filtered and processed.



       21 It forms a dark powder, which see in water with red # violet, in cone. Sehulphuric acid with a blue color dissolves and dyes wool and silk in reddish-purple tones. <B> en </B>

Claims (1)

PATENTANSPRUCII: Verfahren zur Darstellung eines Disazo- farbstoffes der Formel EMI0002.0014 dadurch gehennzeiehnet, dass man den durch Kuppeln von diazotierter 4-Nitro-l-amino- benzol-2-sulfonsäure mit 2-Amino-8-naph- thol-6-sulfonsäure in saurer Lösun- erhält- liehen Monoazofarbstoff reduziert. PATENT CLAIM: Process for the preparation of a disazo dye of the formula EMI0002.0014 This is because the monoazo dye obtained by coupling diazotized 4-nitro-1-aminobenzene-2-sulfonic acid with 2-amino-8-naphthol-6-sulfonic acid is reduced in acidic solution. diazotiert alkalisch mit sym. Xylenol vereinigt und den Disazofarbstoff in alkalischer Lösung mit p-Cliloi-1)enzolsulfonsäurechlorid in der phe- nolischen Hydroxylgruppe verestert. Der neue Farbstoff, ein dunkles Pulver, löst sieh in Wasser rotviolett, in eone. Schwe felsäure blau und färbt, Wolle und Seide in rotstiehig violetten Tönen. diazotized alkaline combined with sym. xylenol and esterified the disazo dye in alkaline solution with p-Cliloi-1) enzenesulfonic acid chloride in the phenolic hydroxyl group. The new dye, a dark powder, dissolves red-violet in water, in eone. Sulfur acid turns blue and dyes, wool and silk in reddish purple tones.
CH203866D 1937-05-19 1937-05-19 Process for the preparation of a disazo dye. CH203866A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH203866T 1937-05-19
CH199787T 1938-07-19

Publications (1)

Publication Number Publication Date
CH203866A true CH203866A (en) 1939-03-31

Family

ID=25723357

Family Applications (1)

Application Number Title Priority Date Filing Date
CH203866D CH203866A (en) 1937-05-19 1937-05-19 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH203866A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994004613A1 (en) * 1992-08-14 1994-03-03 Zeneca Limited Watersoluble disazodyes for dyeing leather

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994004613A1 (en) * 1992-08-14 1994-03-03 Zeneca Limited Watersoluble disazodyes for dyeing leather

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