CH210992A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH210992A
CH210992A CH210992DA CH210992A CH 210992 A CH210992 A CH 210992A CH 210992D A CH210992D A CH 210992DA CH 210992 A CH210992 A CH 210992A
Authority
CH
Switzerland
Prior art keywords
dye
blue
acid
diazotized
red
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 CH210992A publication Critical patent/CH210992A/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 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-          benzol-2-salfonsäuro-N-äthyl-N-(3'-sulfo        -          phenyl)-amid    mit     2-Amino-8-oxynaphthalin-          3,

  6-disulfonsäure    in saurer Lösung und Re  duktion des entstandenen Nitrofarbstoffes mit       Natriumsulfid    erhältlichen     Monoazofarbstoff          diazotiert,    alkalisch mit Phenol vereinigt und  den     Disazofarbstoff    in alkalischer Lösung mit       p-Toluolstilfonsäurechlorid    in der     phenolischen          Hydroxylgruppe    verestert. Der neue Farb-         stoff,    ein dunkles Pulver, das sich in Wasser  rotblau und in konzentrierter Schwefelsäure  blau löst, färbt Wolle und Seide in echten,  rotblauen Tönen.

      <I>Beispiel:</I>    48,1 Teile     4-Nitro-l-ainino-benzol-2-sulfoti-          säure-N-äthyl-N-(3'-sulfophenyl)-amid    werden       diazotiert    und in saurer Lösung mit<B>31,9</B>  Teilen     2-Amino-8-oxynaphthalin-3,6-disulfon-          säure    vereinigt.

   Der gebildete Monoazolarb-           stoff    wird bei<B>60 0</B>     C    mit der nötigen Menge       Natriumsulfid    reduziert und darauf mit<B>6,5</B>  Teilen Nitrit und 40 Teilen Salzsäure<B>30</B>     Ollo     bei<B>00</B>     diazotiert.    Nun gibt man zur     Di-          azoniumverbindung   <B>11</B> Teile Phenol und dar  auf rasch 40 Teile Soda.

   Nach     beendeter-Kupp-          lung    erwärmt man auf<B>75 " C</B> und verestert  mit 45 Teilen     p-Toluolsulfonsäui-echlorid.       Durch     Aussalzen,    Filtrieren und Trocknen  erhält man ein dunkles Pulver, das sich in  Wasser rotblau und in konzentrierter Schwe  felsäure blau löst.



  Additional patent to main patent no. <B> 199787. </B> 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 by coupling of diazotized 4-nitro-1-aminobenzene-2-sulfonic acid-N-ethyl-N- (3'-sulfo - phenyl) -amide with 2-amino-8-oxynaphthalene-3 ,

  6-disulfonic acid in acidic solution and reduction of the resulting nitro dye with sodium sulfide available monoazo diazotized, alkaline combined with phenol and esterified the disazo in alkaline solution with p-toluene stilfonic acid chloride in the phenolic hydroxyl group. The new dye, a dark powder that dissolves red-blue in water and blue in concentrated sulfuric acid, dyes wool and silk in real, red-blue tones.

      <I> Example: </I> 48.1 parts of 4-nitro-l-amino-benzene-2-sulfotic acid-N-ethyl-N- (3'-sulfophenyl) -amide are diazotized and in acidic solution with <B> 31.9 </B> parts of 2-amino-8-oxynaphthalene-3,6-disulfonic acid combined.

   The monoazole formed is reduced at <B> 60 0 </B> C with the necessary amount of sodium sulfide and then with <B> 6.5 </B> parts of nitrite and 40 parts of hydrochloric acid <B> 30 </B> Ollo diazotized at <B> 00 </B>. Now 11 parts of phenol are added to the diazonium compound, followed by 40 parts of soda quickly.

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

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Disazo- farbstoffes der Formel EMI0002.0015 dadurch gekennzeichnet, dass man den durch Kuppeln von diazotierter 4-Niti,o-l-anlino- benzol -2<B>-</B> sulfonsäure-N-äthyl-N-(3'-sulfo- phenyl)-amid mit 2-Amino-8-oxyiiaplithaliii- 3, PATENT CLAIM: Process for the production of a disazo dye of the formula EMI0002.0015 characterized in that the coupling of diazotized 4-niti, ol-anlinobenzene -2 <B> - </B> sulfonic acid-N-ethyl-N- (3'-sulfophenyl) -amide with 2- Amino-8-oxyiiaplithaliii- 3, 6-disulforisäure in saurer Lösung und Ite- duktion des entstandenen Nitrofarbstoffes mit Natriumsulfid erhältichen Monoazofarbstoff diazotiert, alkalisch mit.Phenol vereinigt und den Disazofarbstoff in alkalischer Lösung mit p-Toluolsulfoiisäurechlorid in der pheno- lischen Hydroxylgruppe verestert. 6-disulforic acid in acidic solution and iteration of the resulting nitro dye with sodium sulfide, diazotized monoazo dye, combined in an alkaline manner with phenol and esterified the disazo dye in alkaline solution with p-toluenesulfonic acid chloride in the phenolic hydroxyl group. Der neue Farbstoff, ein dunkles Pulver, das sich in Wasser rotblau und in konzentrierter Schwe felsäure blau löst, färbt Wolle und Seide in echten, rotblauen Tönen. The new dye, a dark powder that dissolves red-blue in water and blue in concentrated sulfuric acid, dyes wool and silk in real, red-blue tones.
CH210992D 1938-07-19 1938-07-19 Process for the preparation of a disazo dye. CH210992A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH199787T 1938-07-19
CH210992T 1938-07-19

Publications (1)

Publication Number Publication Date
CH210992A true CH210992A (en) 1940-08-15

Family

ID=25723369

Family Applications (1)

Application Number Title Priority Date Filing Date
CH210992D CH210992A (en) 1938-07-19 1938-07-19 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH210992A (en)

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