CH239322A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH239322A
CH239322A CH239322DA CH239322A CH 239322 A CH239322 A CH 239322A CH 239322D A CH239322D A CH 239322DA CH 239322 A CH239322 A CH 239322A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
parts
disazo dye
disazo
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH239322A publication Critical patent/CH239322A/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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/12—Disazo dyes from other coupling components "C"
    • C09B31/14—Heterocyclic components

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent     Nr.        23'718,6.       Verfahren zur Herstellung eines     Disazofarbstoffes.       Es wurde gefunden, dass ein     wertvoller          Disazofarbstoff    hergestellt werden kann,    wenn man den     diazotierten        Aminoazofarb-          stoff    der Formel  
EMI0001.0009     
    mit     8-Oxychinolin    vereinigt.  



  Der neue Farbstoff stellt ein dunkelbrau  nes Pulver dar, das sich in Wasser     und    in  verdünnten Alkalien mit     roter,    in konzen  trierter Schwefelsäure mit violetter Farbe löst  und     Cellulosefasern    in     lebhaften    gelblich  roten Tönen färbt, die !beim Nachkupfern  licht- und waschechter werden.  



  Der dem vorliegenden Verfahren als Aus  gangsstoff dienende     Aminoazofarbstoff    der       obigen    Formel kann z. B. durch Kuppeln von  dianotierter 2-Amino-l-methylbenzol-4-oxy-         essigsäure    mit     2-(4'-Aminobenzoyl)-amino-5-          oxynaphthalin    - 7 -     sulfonsäure    erhalten wer  den. Die     Diazotierung    kann in bekannter  Weise zum Beispiel so vorgenommen werden,  dass man eine Lösung     bezw.Suspension    des       Aminoazofarbstoffes    in neutralem oder  schwach     alkalischem    Medium mit der nötigen  Menge Nitrit versetzt und dann ansäuert.  



  Die Kupplung der dianotierten     Amino-          azoverbindung    mit der     8-Oxyehinolinkompo-          nente    erfolgt in     alkalischem,    beispielsweise       Alkalihydroxyd    und     Alkalicarbonat    enthal  tendem Medium.           Beispiel;     Der mit.

   Kochsalz     abgeschiedene,    filtrierte  und     abgepresste        Aminoazofarbstoff,    der aus  -20.5 Teilen     2-Amino-l-metliylbenzol-4-oxy-          essigsäure    durch     Diazotieren    und Kuppeln  mit 35,8 Teilen     2-(4'-Aminobenzoyl)-a.mino-          5-oxynaphthalin-7-sulfonsäure    in     natriumcar-          bonatalkalischemMedium    in     bekannter    Weise  erhältlich ist, wird in 400 Teilen Wasser sus  pendiert. Dann gibt man 7 Teile     Natrium-          nitrit    zu und kühlt mit Eis auf 6  C.

   Dar  nach versetzt man mit     30    Teilen konzentrier  ter Salzsäure und     rührt    etwa 2 Stunden. Die  erhaltene     Diazoverbindung    gibt man nun zu    einer auf 4 " C gekühlten Lösung von 14,5 Tei  len     8-Oxychinolin,    15 Teilen     Atznatron    und  L     ')0    Teilen     calc.    Soda in     500    Teilen Wasser.

    Nach einigen Stunden erwärmt man auf  65 C, gibt 100-200 Teile     Kochsalz    zu, um  eine gut     filtrierbare        Form    des     Disazofarb-          stoffes    zu erhalten, filtriert und trocknet den  Niederschlag.



  Additional patent to the main patent no. 23,718.6. Process for the preparation of a disazo dye. It has been found that a valuable disazo dye can be produced by using the diazotized aminoazo dye of the formula
EMI0001.0009
    combined with 8-oxyquinoline.



  The new dye is a dark brown powder that dissolves in water and in dilute alkalis with red, in concentrated sulfuric acid with violet color and colors cellulose fibers in vivid yellowish red tones, which become more lightfast and washfast when re-coppering.



  The aminoazo dye of the above formula serving as starting material for the present process can, for. B. by coupling dianotated 2-amino-1-methylbenzene-4-oxy- acetic acid with 2- (4'-aminobenzoyl) -amino-5-oxynaphthalene - 7 - obtained sulfonic acid who the. The diazotization can be carried out in a known manner, for example, by adding the necessary amount of nitrite to a solution or suspension of the aminoazo dye in a neutral or weakly alkaline medium and then acidifying it.



  The coupling of the dianotated amino azo compound with the 8-oxyehinoline component takes place in an alkaline medium, for example containing alkali hydroxide and alkali carbonate. Example; The one with.

   Aminoazo dye separated from common salt, filtered and pressed out, which is obtained from -20.5 parts of 2-amino-1-methylbenzene-4-oxyacetic acid by diazotization and coupling with 35.8 parts of 2- (4'-aminobenzoyl) -a.mino- 5- oxynaphthalene-7-sulfonic acid in sodium carbonate alkaline medium is available in a known manner, is suspended in 400 parts of water. Then 7 parts of sodium nitrite are added and the mixture is cooled to 6 ° C. with ice.

   Thereafter, 30 parts of concentrated hydrochloric acid are added and the mixture is stirred for about 2 hours. The diazo compound obtained is then added to a solution, cooled to 4 "C., of 14.5 parts of 8-oxyquinoline, 15 parts of caustic soda and L ') 0 parts of soda in 500 parts of water.

    After a few hours, the mixture is heated to 65 ° C., 100-200 parts of sodium chloride are added in order to obtain a readily filterable form of the disazo dye, and the precipitate is filtered and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Disa zo- farbstoffes, dadurch gekennzeichnet, ,' }ss man den diazotierten Aminoazofarbstoff der Formel EMI0002.0037 mit 8-0xychinolin vereinigt. PATENT CLAIM: Process for the preparation of a disazo dye, characterized in, '} ss the diazotized aminoazo dye of the formula EMI0002.0037 combined with 8-0xyquinoline. Der neue Farbstoff stellt ein dunkelbrau- nes Pulver dar, das sich in Wasser und in verdünnten Alkalien mit roter, in konzen trierter Schwefelsäure mit violetter Farbe löst und Cellulosefasern in lebhaften gelb lich roten Tönen färbt, die beim Nachkupfern licht- und waschechter werden. The new dye is a dark brown powder that dissolves in water and in dilute alkalis with red, in concentrated sulfuric acid with violet color and colors cellulose fibers in vivid yellowish red tones, which become light- and wash-fast when re-coppering.
CH239322D 1942-08-21 1942-08-21 Process for the preparation of a disazo dye. CH239322A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH239322T 1942-08-21
CH237186T 1943-06-24

Publications (1)

Publication Number Publication Date
CH239322A true CH239322A (en) 1945-09-30

Family

ID=25728225

Family Applications (1)

Application Number Title Priority Date Filing Date
CH239322D CH239322A (en) 1942-08-21 1942-08-21 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH239322A (en)

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