CH217974A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH217974A
CH217974A CH217974DA CH217974A CH 217974 A CH217974 A CH 217974A CH 217974D A CH217974D A CH 217974DA CH 217974 A CH217974 A CH 217974A
Authority
CH
Switzerland
Prior art keywords
azo dye
diazotized
dye
preparation
phenylenediamine
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH217974A publication Critical patent/CH217974A/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
    • C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 215940.    Verfahren zur Herstellung eines     Azofarbstoffes.       Gegenstand vorliegenden     Patentes        ist        ein     Verfahren zur     Herstellung        eines    Azofarb-         stoffes,    dadurch     gekennzeichnet,        daB    man  den Farbstoff der Formel:  
EMI0001.0010     
    reduziert,     diazotiert    und mit     1-(m-Amino-          phenyl)-5-pyrazolon-3-carbonsäure    kuppelt.  



  Der als     Ausgangsmaterial        verwendete          Azofarbstoff    kann hergestellt sein entweder  durch Kuppeln von     diazotiertem        p-Nitro-          benzoyl-p-phenylendiamin    mit     Salicylsäure,     oder durch Kupplung der     Salicylsäure    mit       diazotiertem        Acetyl-p-phenylendiamin,        Ver-          seifung    der     Acetylgruppe    und Behandlung  mit einem     p-nitrobenzoylierenden    Mittel.  



  Der Farbstoff ist identisch mit demjeni  gen des     schweiz.    Patentes Nr. 190894.  <I>Beispiel:</I>  25,7 Teile p -     Nitrobenzoyl    - p -     phenylen-          diamin    werden in 1000 Teilen Wasser und    28     Baumteilen    zehnfach     normaler    Salzsäure       angeschlämmt    und mit 7 Teilen Natrium  nitrit     diazotiert.    Die auf 0       abgekühlte        Di-          azoverbindung    wird in eine     ebenfalls    auf 0         und        mit    28 Teilen Soda versetzte 

      neutrale          Lösung    von 14 Teilen     Salicylsäure    laufen  lassen und einige Stunden bis zur Beendi  gung der Kupplung bei dieser Temperatur  gehalten. Nun     wird    wie     im    Beispiel des       Hauptpatentes    angegeben     mit    Schwefel  natrium reduziert,     diazotiert    und mit 24 Tei  len     1-(m-Aminophenyl)-5-pyrazolon-3-car-          bonsäure    gekuppelt.

   Der erhaltene Farbstoff  färbt Baumwolle     gelbstichig    orange, das  durch     Diazotieren    auf der Faser und Ent  wickeln mit     1-Phenyl-3-methyl-5-pyrazolon         in gelborange, mit     ss-Naphthol    in ein Rot  orange übergeht.



  <B> Additional patent </B> to main patent no. 215940. Process for the production of an azo dye. The subject of the present patent is a process for the production of an azo dye, characterized in that the dye of the formula:
EMI0001.0010
    reduced, diazotized and coupled with 1- (m-aminophenyl) -5-pyrazolone-3-carboxylic acid.



  The azo dye used as the starting material can be produced either by coupling diazotized p-nitrobenzoyl-p-phenylenediamine with salicylic acid, or by coupling salicylic acid with diazotized acetyl-p-phenylenediamine, saponifying the acetyl group and treating with a p-nitrobenzoylating agent Medium.



  The dye is identical to that of Switzerland. Patent No. 190894. <I> Example: </I> 25.7 parts of p - nitrobenzoyl - p - phenylenediamine are suspended in 1000 parts of water and 28 parts of ten times normal hydrochloric acid and diazotized with 7 parts of sodium nitrite. The diazo compound, which has been cooled to 0, is added to a likewise 0 and 28 parts of soda

      Run a neutral solution of 14 parts of salicylic acid and keep it for a few hours until the coupling is complete. Now, as indicated in the example of the main patent, sodium is reduced with sulfur, diazotized and coupled with 24 parts 1- (m-aminophenyl) -5-pyrazolone-3-carboxylic acid.

   The dye obtained dyes cotton a yellowish orange, which changes to yellow-orange with 1-phenyl-3-methyl-5-pyrazolone by diazotizing the fiber and developing it with ss-naphthol to a red orange.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man den Farbstoff der Formel: EMI0002.0006 reduziert, diazotiert und mit 1-(m-Amino- phenyl)-5-pyrazolon-3-carbonsäure kuppelt. UNTERANSPRÜCHE: 1. PATENT CLAIM: Process for the production of an azo dye, characterized in that the dye of the formula: EMI0002.0006 reduced, diazotized and coupled with 1- (m-aminophenyl) -5-pyrazolone-3-carboxylic acid. SUBCLAIMS: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man als Aus- gangsstoff einen Azofarbstoff verwendet, der erhalten wurde durch Kuppeln von diazotier- tem p - Nitrobenzoyl - p - phenylendiamin mit Salicylsäure. 2. Process according to patent claim, characterized in that the starting material used is an azo dye which was obtained by coupling diazotized p-nitrobenzoyl-p-phenylenediamine with salicylic acid. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man als Aus- gangsstoff einen Azofarbstoff verwendet, der erhalten wurde durch Kuppeln von diazotier- tem Acetyl-p-phenylendiamin mit Salicyl- säure, Verseifung der Aoetylgruppe und Be handlung mit einem p-nitrobenzoylierenden Mittel. Process according to patent claim, characterized in that the starting material used is an azo dye which was obtained by coupling diazotized acetyl-p-phenylenediamine with salicylic acid, saponification of the aoetyl group and treatment with a p-nitrobenzoylating agent.
CH217974D 1934-06-27 1935-05-29 Process for the preparation of an azo dye. CH217974A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE217974X 1934-06-27
CH215940T 1935-05-29

Publications (1)

Publication Number Publication Date
CH217974A true CH217974A (en) 1941-11-15

Family

ID=25725783

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217974D CH217974A (en) 1934-06-27 1935-05-29 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH217974A (en)

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