CH198330A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH198330A
CH198330A CH198330DA CH198330A CH 198330 A CH198330 A CH 198330A CH 198330D A CH198330D A CH 198330DA CH 198330 A CH198330 A CH 198330A
Authority
CH
Switzerland
Prior art keywords
yellow
greenish
azo dye
preparation
dye
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 CH198330A publication Critical patent/CH198330A/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

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 Schweissecht  heit sich auch durch sehr gute Lichtechtheit  auszeichnen. Sie können auch zur Herstellung  von Lacken durch Fällung mit     Erdalkali-          salzen    dienen.  



  Gegenstand des vorliegenden Patentes  ist ein Verfahren zur Herstellung eines gel  ben     Azofarbstoffes,    das darin besteht, dass  man dianotierte     2-Amino-2',4'-dichlor-6'-me-          thyldiphenyläther-4-sulfonsäure    der Formel  
EMI0001.0019     
    mit     Dinaethyldihydroresorein    kuppelt.    Der neue     Farbstoff-,    ein grünlich gelbes  Pulver, löst sich in Wasser mit gelber, in  konzentrierter Schwefelsäure mit orange  gelber Farbe und färbt Wolle und Seide in  saurem Bade in sehr reinen, grünlich gelben,  sehr lichtechten Tönen.  



  <I>Beispiel:</I>  25 kg     2-Amino-2',4'-dichlor-6'-metbyl-          diphenyläther-4-sulfonsäure    werden wie üb  lich dianotiert und die     Diazoverbindung    bei  0  C in eine Auflösung von 14,5 kg     Dimethyl-          dihydroresorcin    in 400 Liter Wasser und 10       Liter        Natronlauge        29,7        %,

          die        man        nach        Zugabe     von 20 kg kristallisiertem     Natriumacetat    mit  wenig verdünnter Essigsäure     lackmussauer     gestellt hat, einlaufen gelassen. Die Kupp  lung verläuft sehr schnell. Nach mehrstün  digem Rühren scheidet sich der grünlich gelbe  Farbstoff quantitativ aus. Er wird filtriert  und getrocknet. Er stellt ein grünlich gelbes  Pulver dar, das sich in Wasser mit gelber  und in konzentrierter Schwefelsäure mit  orangegelber Farbe löst und Wolle und      Seide in saurem Bade in sehr reinen grün  lich gelben, sehr lichtechten Tönen anfärbt.  



  Die     2-Amino-Z',4'-dichlor-6'-methyldi-          phenyläther-4-sulforisäure    wird in üblicher  Weise durch Kondensation von     2,4-Diehlor-          6    -     methyl    -1-     oaybenzol        (Natriumsalz)    mit       3-Nitro-4-chlorbenzolsulfonsäur-e    und nach  folgende Reduktion erhalten.



      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, give excellent pure yellow wool and silk dyes when coupled with hydroaromatic, carbocyclic p-diketones,

    which, in addition to good wash and perspiration fastness, are also characterized by very good lightfastness. They can also be used to produce paints 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-2 ', 4'-dichloro-6'-methyldiphenylether-4-sulfonic acid of the formula
EMI0001.0019
    coupled with dinaethyldihydroresorein. The new dye, a greenish-yellow powder, dissolves in water with yellow, in concentrated sulfuric acid with orange-yellow color and dyes wool and silk in an acid bath in very pure, greenish-yellow, very lightfast shades.



  <I> Example: </I> 25 kg of 2-amino-2 ', 4'-dichloro-6'-methyldiphenyl ether-4-sulfonic acid are dianotized as usual and the diazo compound at 0 C in a resolution of 14, 5 kg of dimethyl dihydroresorcinol in 400 liters of water and 10 liters of 29.7% sodium hydroxide solution,

          which was made lacquer wall after adding 20 kg of crystallized sodium acetate with a little dilute acetic acid, allowed to run in. The coupling is very quick. 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 yellow and in concentrated sulfuric acid with an orange-yellow color and dyes wool and silk in an acidic bath in very pure greenish-yellow, very lightfast shades.



  The 2-amino-Z ', 4'-dichloro-6'-methyldiphenylether-4-sulforic acid is produced in the usual way by condensation of 2,4-diehlor-6-methyl-1-oaybenzene (sodium salt) with 3-nitro -4-chlorobenzenesulfonic acid and obtained after the following reduction.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man diazotierte 2-Amino-2',4'-dichlor-6'-methyl- diphenyläther-4-sulfonsäure der Formel EMI0002.0014 mit Dimethyldihydroresorcin kuppelt. Der neue Farbstoff, ein grünlich gelbes Pulver, löst sich in Wasser mit gelber, in konzentrierter Schwefelsäure mit orange gelber Farbe und färbt Wolle und Seide in saurem Bade in sehr reinen grünlich gelben, sehr lichtechten Tönen. Claim: Process for the production of an azo dye, characterized in that diazotized 2-amino-2 ', 4'-dichloro-6'-methyldiphenyl ether-4-sulfonic acid of the formula EMI0002.0014 coupled with dimethyldihydroresorcinol. The new dye, a greenish-yellow powder, dissolves in water with yellow, in concentrated sulfuric acid with orange-yellow color and dyes wool and silk in an acidic bath in very pure greenish-yellow, very lightfast shades.
CH198330D 1937-03-19 1937-03-19 Process for the preparation of an azo dye. CH198330A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH196651T 1937-03-19
CH198330T 1937-03-19

Publications (1)

Publication Number Publication Date
CH198330A true CH198330A (en) 1938-06-15

Family

ID=25722871

Family Applications (1)

Application Number Title Priority Date Filing Date
CH198330D CH198330A (en) 1937-03-19 1937-03-19 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH198330A (en)

Similar Documents

Publication Publication Date Title
CH198332A (en) Process for the preparation of an azo dye.
CH196651A (en) Process for the preparation of an azo dye.
CH198331A (en) Process for the preparation of an azo dye.
CH198334A (en) Process for the preparation of an azo dye.
CH198333A (en) Process for the preparation of an azo dye.
DE749166C (en) Process for the preparation of monoazo dyes
DE710026C (en) Process for the preparation of monoazo dyes
CH311041A (en) Process for the preparation of a yellow monoazo dye.
CH241156A (en) Process for the preparation of a new monoazo dye.
CH241155A (en) Process for the preparation of a new monoazo dye.
CH238792A (en) Process for the preparation of a new monoazo dye.
CH210998A (en) Process for the preparation of a monoazo dye.
CH238790A (en) Process for the preparation of a new monoazo dye.
CH210500A (en) Process for the preparation of a monoazo dye.
CH129482A (en) Process for the production of a new azo dye.
CH220659A (en) Process for the preparation of a water-insoluble azo dye.
CH218076A (en) Process for the preparation of a water-insoluble azo dye.
CH240127A (en) Process for the preparation of a new monoazo dye.
CH237724A (en) Process for the preparation of a new monoazo dye.
CH220654A (en) Process for the preparation of a water-insoluble azo dye.
CH241160A (en) Process for the preparation of a new monoazo dye.
CH216321A (en) Process for the production of an acidic wool dye.
CH239212A (en) Process for the preparation of a new monoazo dye.
CH220655A (en) Process for the preparation of a water-insoluble azo dye.
CH313304A (en) Process for the preparation of a metallizable monoazo dye