CH198334A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH198334A
CH198334A CH198334DA CH198334A CH 198334 A CH198334 A CH 198334A CH 198334D A CH198334D A CH 198334DA CH 198334 A CH198334 A CH 198334A
Authority
CH
Switzerland
Prior art keywords
greenish yellow
azo dye
yellow
preparation
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 CH198334A publication Critical patent/CH198334A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/12—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the benzene series
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/32—Monoazo dyes prepared by diazotising and coupling from coupling components containing a reactive methylene group
    • C09B29/322—Monoazo dyes prepared by diazotising and coupling from coupling components containing a reactive methylene group containing acid groups, e.g. COOH, SO3H, PO3H2, OSO3H, OPO2H2; Salts thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

      Zusatzpatent    zum     Hauptpatent    Nr. 196651. -    Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass     Diazoverbin-          dungen,    die sich von     Aminodi-    und     triphenyl-          äthern    ableiten und die wasserlöslich machende  Gruppen, aber keine Nitrogruppen enthalten,  beim Kuppeln mit hydroaromatischen,     carbo-          cyclischen        P-Diketonen    hervorragend reine  gelbe     Woll-    und     Seidenfarbstoffe    ergeben,

   die  neben guter Wasch- und     Schweisseebtheit     sich auch durch sehr gute Lichtechtheit aus  zeichnen. Sie können auch zur Herstellung  von Lacken durch Fällung     rnit        Erdalkali-          salzen    dienen.  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines gelben       Azofarbstoffes,    das darin besteht, dass man  dianotierte     2-Amino-1,1'-diphenylä,ther-4-sul-          fonsäure    der Formel  
EMI0001.0021     
    mit     Dimethyldihydroresorcin    kuppelt.  



  Der neue Farbstoff, ein grünlich gelbes  Pulver, löst sich in Wasser mit grünlich    gelber, in konzentrierter Schwefelsäure mit  gelber Farbe und färbt Wolle und Seide in  saurem Bade in sehr reinen, grünlich gelben,  sehr lichtechten Tönen.    <I>Beispiel:</I>    26,5 kg     2-Amino-1,1'-diphenyläther-4-          sulfonsäure    werden wie üblich dianotiert und  die     Diazoverbindung    bei 0   C in eine Auf  lösung von 14,5 kg     Dimethyldihydroresorcin     in 400 Liter Wasser und 10 Liter     Natron-          lauge        29,7%,

          die        man        nach        Zugabe        von.     20 kg kristallisiertem     Natriumacetat    mit wenig  verdünnter Essigsäure     lackmussauer    gestellt  hat, einlaufen gelassen. Die     Kupplung    ver  läuft sehr schnell. Nach     mehrstündigem     Rühren scheidet sich der grünlich gelbe Farb  stoff quantitativ aus. Er wird filtriert und  getrocknet. Er stellt ein grünlich gelbes  Pulver dar, das sich in Wasser mit grünlich  gelber und in konzentrierter Schwefelsäure  mit gelber Farbe löst und Wolle und Seide  in saurem Bade in sehr reinen, grünlich  gelben, sehr lichtechten Tönen anfärbt.



      Additional patent to main patent no. 196651. - Process for the production of an azo dye. It has been found that diazo compounds which are derived from aminodi- and triphenyl ethers and which contain water-solubilizing groups but no nitro groups, when coupled with hydroaromatic, carbocyclic P-diketones, give excellent pure yellow wool and silk dyes,

   which, in addition to good wash and perspiration, are also characterized by very good lightfastness. They can also be used for the production of lacquers by precipitation with alkaline earth salts.



  The present patent relates to a process for the preparation of a yellow azo dye, which consists in that dianotated 2-amino-1,1'-diphenyl, ether-4-sulphonic acid of the formula
EMI0001.0021
    coupled with dimethyldihydroresorcinol.



  The new dye, a greenish yellow powder, dissolves in water with a greenish yellow, in concentrated sulfuric acid with a yellow color and dyes wool and silk in an acid bath in very pure, greenish yellow, very lightfast shades. <I> Example: </I> 26.5 kg of 2-amino-1,1'-diphenylether-4-sulfonic acid are dianotized as usual and the diazo compound at 0 C in a dissolution of 14.5 kg of dimethyldihydroresorcinol in 400 liters Water and 10 liters of caustic soda 29.7%,

          which one after the addition of. Has put 20 kg of crystallized sodium acetate with a little dilute acetic acid lackmussauer, allowed to run in. The clutch runs very quickly. After several hours of stirring, the greenish yellow dye separates out quantitatively. It is filtered and dried. It is a greenish yellow powder that dissolves in water with greenish yellow and in concentrated sulfuric acid with yellow color and dyes wool and silk in an acid bath in very pure, greenish yellow, very lightfast shades.

Claims (1)

PATENTANSPRUCII: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man diazotierte 2-Amino-1,1'-diphenyläther-4-sul- fonsäure der Formel EMI0002.0007 mit Dimethyldihydroc-esorcin kuppelt. Der neue Farbstoff, ein grünlich gelbes Pulver, löst sich in Wasser mit grünlich gelber, in konzentrierter Schwefelsäure mit gelber Farbe und färbt Wolle und Seide in saurem Bade in sehr reinen, grünlich gelben, sehr lichtechten Tönen. PATENT CLAIM: Process for the production of an azo dye, characterized in that diazotized 2-amino-1,1'-diphenyl ether-4-sulphonic acid of the formula EMI0002.0007 with dimethyldihydroc-esorcinol. The new dye, a greenish yellow powder, dissolves in water with a greenish yellow, in concentrated sulfuric acid with a yellow color and dyes wool and silk in an acid bath in very pure, greenish yellow, very lightfast shades.
CH198334D 1937-03-19 1937-03-19 Process for the preparation of an azo dye. CH198334A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH196651T 1937-03-19
CH198334T 1937-03-19

Publications (1)

Publication Number Publication Date
CH198334A true CH198334A (en) 1938-06-15

Family

ID=25722875

Family Applications (1)

Application Number Title Priority Date Filing Date
CH198334D CH198334A (en) 1937-03-19 1937-03-19 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH198334A (en)

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