CH198332A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH198332A
CH198332A CH198332DA CH198332A CH 198332 A CH198332 A CH 198332A CH 198332D A CH198332D A CH 198332DA CH 198332 A CH198332 A CH 198332A
Authority
CH
Switzerland
Prior art keywords
yellow
greenish
azo dye
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 CH198332A publication Critical patent/CH198332A/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.   <B>196661.</B>    Verfahren zur     IffersteUung    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 Schweissechtheit  sich auch durch sehr gute Lichtechtheit  auszeichnen. Sie können auch zur Herstellung  von Lacken durch Fällung mit     Erdalkli-          salzen    dienen.  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines gelben       Azofarbstoffes,    das darin besteht,     dass    man       diazotierte        4-Amino-2'-niethyl-1,1'-diphenyl-          äther-3-sulfotisäure    der Formel  
EMI0001.0021     
    mit     Dimethyldihydroresorein    kuppelt.    Der neue Farbstoff, ein grünlich gelbes  Pulver, löst sich<U>in</U> Wasser mit grünlich  gelber, in konzentrierter Schwefelsäure mit  orangegelber Farbe und färbt Wolle und Seide  in saurem Bade in sehr reiner), grünlich gelben,  sehr lichtechten Tönen.  



  <I>Beispiel:</I>  <B>28 kg</B>     4-Amino-2'-metb.y1-1,1'-diphenyl-          äthei--3-sulfonsäLire    werden wie üblich     diazo-          Liert    und die     Diazoverbindung    bei<B>00 C</B> in  eine Auflösung von 14,5<B>kg</B>     Dimethyldibydro-          resorein    in 400 Liter Wasser und<B>10</B> Liter  Natronlauge<B>29,7</B>     '/o,    die man nach Zugabe  von 20<B>kg</B> 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 grünlich  gelber und in konzentrierter Schwefelsäure  mit. orangegelber Farbe löst und Wolle und      Seide in saurem Bade in sehr reinen grünlich  gelben, sehr lichtechten Tönen anfärbt.  



  Die     4-Amino-2'-methyl-1,        l'-diphenylätlier-          3-sulfonsäure    wird in üblicher Weise durch       Umsetzun-,    von     o-Kresolat    mit     4-Nitrochlor-          benzol-3-sulfoi#sätii-e    und nachfolgende Reduk  tion erhalten.



  Additional patent to main patent no. <B> 196661. </B> Process for controlling 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 fastness to washing and perspiration, are also characterized by very good fastness to light. 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 diazotized 4-amino-2'-niethyl-1,1'-diphenyl ether-3-sulphotic acid of the formula
EMI0001.0021
    coupled with dimethyldihydroresorein. The new dye, a greenish yellow powder, dissolves <U> in </U> water with greenish 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> <B> 28 kg </B> 4-Amino-2'-metb.y1-1,1'-diphenyl ether - 3-sulfonic acids are diazo-lated as usual and the Diazo compound at <B> 00 C </B> in a resolution of 14.5 <B> kg </B> dimethyldibydro- resorein in 400 liters of water and <B> 10 </B> liters of sodium hydroxide <B> 29.7 </B> '/ o, which was poured in after adding 20 <B> kg </B> crystallized sodium acetate with a little dilute acetic acid. 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 greenish-yellow and in concentrated sulfuric acid. orange-yellow color dissolves and dyes wool and silk in an acidic bath in very pure greenish-yellow, very lightfast shades.



  The 4-amino-2'-methyl-1, l'-diphenylethyl-3-sulfonic acid is sätii-e in the usual way by reaction, of o-cresolate with 4-nitrochlorobenzene-3-sulfo # s and subsequent reduction receive.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man di,-tzotier'L-,e 4.Amiiio-2-metbyl-1,1'-dipheijyl- äther-3-sulfonsäure der Formel EMI0002.0014 mit Dimethyldihydroi-esoreiii kuppelt. Der neue Farbstoff, ein grünlich gelbes Pulver, löst sich in Wa4ser mit grünlich gelber, in konzentrierter Schwefelsäure mit orangegelber Farbe und färbt Wolle und Seide in saurem Bade in sehr reinen, grün- ich gelben, sehr lichtechten Tönen. <B> PATENT CLAIM: </B> Process for the production of an azo dye, characterized in that one di, -tzotier'L-, e 4.Amiiio-2-methyl-1,1'-dipheijyl- ether-3- sulfonic acid of the formula EMI0002.0014 coupled with dimethyldihydroi-esoreiii. The new dye, a greenish-yellow powder, dissolves in water with a greenish-yellow color, in concentrated sulfuric acid with an orange-yellow color, and in an acid bath it dyes wool and silk in very pure, greenish-yellow, very lightfast shades.
CH198332D 1937-03-19 1937-03-19 Process for the preparation of an azo dye. CH198332A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH196651T 1937-03-19
CH198332T 1937-03-19

Publications (1)

Publication Number Publication Date
CH198332A true CH198332A (en) 1938-06-15

Family

ID=25722873

Family Applications (1)

Application Number Title Priority Date Filing Date
CH198332D CH198332A (en) 1937-03-19 1937-03-19 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH198332A (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.
CH198330A (en) Process for the preparation of an azo dye.
CH198334A (en) Process for the preparation of an azo dye.
CH198331A (en) Process for the preparation of an azo dye.
CH198333A (en) Process for the preparation of an azo dye.
DE888733C (en) Process for the preparation of substantive 2, 3-Oxynaphthoesaeure-aryliden
CH273302A (en) Process for the preparation of a metal-containing monoazo dye.
DE749166C (en) Process for the preparation of monoazo dyes
DE888902C (en) Process for the preparation of acidic monoazo dyes
CH311041A (en) Process for the preparation of a yellow monoazo dye.
CH190032A (en) Process for the preparation of an azo dye.
CH241155A (en) Process for the preparation of a new monoazo dye.
CH255318A (en) Process for the production of a new azo dye.
CH211600A (en) Process for the preparation of an azo dye.
CH241156A (en) Process for the preparation of a new monoazo dye.
CH129482A (en) Process for the production of a new azo dye.
CH238792A (en) Process for the preparation of a new monoazo dye.
CH215075A (en) Process for the preparation of an azo dye.
CH157521A (en) Process for the production of a new azo dye.
CH240127A (en) Process for the preparation of a new monoazo dye.
CH239212A (en) Process for the preparation of a new monoazo dye.
CH174653A (en) Process for the preparation of an azo dye.
CH241160A (en) Process for the preparation of a new monoazo dye.
CH215073A (en) Process for the preparation of an azo dye.