CH239324A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH239324A
CH239324A CH239324DA CH239324A CH 239324 A CH239324 A CH 239324A CH 239324D A CH239324D A CH 239324DA CH 239324 A CH239324 A CH 239324A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
parts
disazo dye
orange
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 CH239324A publication Critical patent/CH239324A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B31/00Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02Disazo dyes
    • C09B31/12Disazo dyes from other coupling components "C"
    • C09B31/14Heterocyclic components

Landscapes

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

Description

  

  <B>Zusatzpatent</B>     zum    Hauptpatent Nr. 237186.    Verfahren zur Herstellung eines     Disazofarbstoffes.       Es wurde gefunden,     dass    ein wertvoller       Disazofarbstoff    hergestellt werden kann,    wenn man den     diazotierten        Aminoazofarb-          stoff    der Formel  
EMI0001.0008     
    mit     5-Chlor-8-oxychinolin    vereinigt.  



  Der neue Farbstoff     stellt    ein dunkles  Pulver dar, .das sich in Wasser und in ver  dünnten Alkalien mit oranger, in konzentrier  ter Schwefelsäure mit     roter    Farbe löst und       Cellulosefasern    in orangeroten Tönen färbt,  die beim Nachkupfern licht- und     waschechter     werden.  



  Der dem vorliegenden Verfahren als Aus  gangsstoff dienende     Amineazofarbstoff    der  obigen     Formel    kann z.     B.    durch     Kuppeln    von       diazotierter        2-Aminobenzoesäure    mit     2'-(3'-          Aminobenzoyl)-amino-5-oxynaphthalin-7-        sul-          fonsäure    erhalten werden.

   Die     Diazotierung     kann in bekannter Weise z.     B.    so vorgenom-         men    werden, dass man eine Lösung     bezw.    Sus  pension des     Aminoazofarbstoffes    in neutra  lem oder schwach     alkalischem    Medium mit  der nötigen Menge Nitrit versetzt und dann  ansäuert.  



  Die     Kupplung    der     diazotierten        Aminoazo-          verbindung    mit der     8-Oxychinolinkomponente     erfolgt in alkalischem, beispielsweise Alkali  hydroxyd und     A@lkalicarbonat        enthaltendem     Medium.  



       Beispiel:     Der mit     Kochsalz    abgeschiedene,     filtrierte     und gepresste     Aminoazofarbstoff,    der aus  <B>13,7</B> 7 Teilen     2-Amino-l-benzoesäure    durch       Diazotiereu    und     Kuppeln    mit 35,8 Teilen      2-(3'-     Aininabenzoyl)-amino-5-oxynaplit.halin-          7-sulfonsäure    in     sodaal'kalischem    Medium in  bekannter Weise     erhältlieh    ist, wird in  600 Teilen Wasser gelöst. Hierauf gibt man  7 Teile     Natriumnitrit    zu und kühlt     mit    Eis  auf 6  C.

   Dann     versetzt    man mit 30 Teilen       konzentrierter    Salzsäure und rührt 6, Stun  den. Die erhaltene     Diazaverbindung    gibt man  nun zu einer auf 4  C abgekühlten Lösung       bezw.    Suspension von 17 Teilen     5-Chlor-8-          oxychinolin,    15 Teilen     Ätznatron    und 20 Tei-         len        calc.    Soda in 504 Teilen Wasser.

   Nach  einigen     Stunden    erwärmt man auf 55  C,     gibt     100 Teile Kochsalz zu, um eine gut     filtrier-          bare    Form des     Disazofarbetoffes    zu erhalten,  filtriert und trocknet.



  <B> Additional patent </B> to main patent no. 237186. Process for the production 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
EMI0001.0008
    combined with 5-chloro-8-oxyquinoline.



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



  The present process as starting material from serving amine azo dye of the above formula can, for. B. by coupling diazotized 2-aminobenzoic acid with 2 '- (3'-aminobenzoyl) -amino-5-oxynaphthalene-7-sulfonic acid can be obtained.

   The diazotization can be carried out in a known manner, for. B. be made so that one resp. Sus pension of the aminoazo dye in a neutral or weakly alkaline medium mixed with the necessary amount of nitrite and then acidified.



  The coupling of the diazotized aminoazo compound with the 8-oxyquinoline component takes place in an alkaline medium containing, for example, alkali hydroxide and alkali metal carbonate.



       Example: The aminoazo dye precipitated with common salt, filtered and pressed, which is obtained from <B> 13.7 </B> 7 parts of 2-amino-1-benzoic acid by diazotizing and coupling with 35.8 parts of 2- (3'-ainabenzoyl) -amino-5-oxynaplit.halin- 7-sulfonic acid in sodaal'kalischem medium is available in a known manner, is dissolved in 600 parts of water. 7 parts of sodium nitrite are then added and the mixture is cooled to 6 ° C. with ice.

   Then 30 parts of concentrated hydrochloric acid are added and the mixture is stirred for 6 hours. The resulting diazo compound is then added to a solution cooled to 4 C respectively. Suspension of 17 parts of 5-chloro-8-oxyquinoline, 15 parts of caustic soda and 20 parts of calc. Soda in 504 parts of water.

   After a few hours, the mixture is heated to 55 ° C., 100 parts of common salt are added in order to obtain a readily filterable form of the disazo dye, and the mixture is filtered and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Disazo- farbstoffes, dadurch gekennzeichnet, dass man den diazotierten Aminoazofarbstoff der Formel EMI0002.0027 mit 5-Chlor-8-oxychinolin vereinigt. Claim: Process for the preparation of a disazo dye, characterized in that the diazotized aminoazo dye of the formula EMI0002.0027 combined with 5-chloro-8-oxyquinoline. Der neue Farbstoff stellt ein dunkles Pul ver dar, das sich in Wasser und in verdünn ten Alkalien mit oranger, in konzentrierter Schwefelsäure mit roter Farbe löst und Cellu- losefasern in orangeroten Tönen färbt, die beim Nachkupfern lieht- und waschechter werden. The new dye is a dark powder that dissolves in water and in dilute alkalis with orange, in concentrated sulfuric acid with red, and dyes cellulose fibers in orange-red tones, which become lighter and more washable when re-coppering.
CH239324D 1942-08-21 1942-08-21 Process for the preparation of a disazo dye. CH239324A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH239324T 1942-08-21
CH237186T 1943-06-24

Publications (1)

Publication Number Publication Date
CH239324A true CH239324A (en) 1945-09-30

Family

ID=25728227

Family Applications (1)

Application Number Title Priority Date Filing Date
CH239324D CH239324A (en) 1942-08-21 1942-08-21 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH239324A (en)

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