CH239333A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH239333A
CH239333A CH239333DA CH239333A CH 239333 A CH239333 A CH 239333A CH 239333D A CH239333D A CH 239333DA CH 239333 A CH239333 A CH 239333A
Authority
CH
Switzerland
Prior art keywords
dye
parts
preparation
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 CH239333A publication Critical patent/CH239333A/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)
  • Inks, Pencil-Leads, Or Crayons (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  
EMI0001.0007     
         io    mit     8-Oxychinolin    vereinigt.

      Der neue Farbstoff stellt ein schwarz  braunes Pulver dar, das sich in Wasser und  in verdünnten Alkalien mit bordeauxroter, in       konzentrierter    Schwefelsäure mit blauviolet  ter Farbe löst und     Cellulosefasern    in bor  deauxroten Tönen färbt, die beim Nachkup  fern lieht- und waschechter werden.    Der dem vorliegenden Verfahren als Aus  gangsstoff dienende     Aminoazofarbstoff    der  obigen Formel kann z. B. durch Kuppeln von       diazotierter        2-Amino-3-naphth.oesäure    mit       2-(4'-Aminobenzoyl)-amino-5-oxynaphthalin-          7-sulfonsäure    erhalten werden.

   Die Diazotie-         rung    kann in bekannter     Weise    z. B. so vor  genommen 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     diazotierten        Amino-          azoverbindung    mit der     8-Oxychino-Iinkompo-          nente    erfolgt in alkalischem,     beispielsweise          Alkalihydroxyd    und     Alkalicarbonat    enthal  tendem Medium.  



       Beispiel:     Der mit Kochsalz abgeschiedene, filtrierte  und     abgepresste        Aminoazofarbstoff,    der aus  18,7 Teilen     2-Amino-3'-naphthoesäure    durch           Diazotieren    und Kuppeln mit     35,8    Teilen       2-(4'-        Aminol)enzoyl)-amino-5-oxynaplhtlialin-          7-sulfonsäure    in     natriumcarbonatalkalischem     Medium in bekannter Weise erhältlich ist,  wird in 100(> Teilen Wasser     suspendivi-t.     Dann gibt man 7 'feile     Nätriumnitrit    zu und  kühlt mit Eis auf 4  C.

   Darnach versetzt man       niit    31)     Teilen        Izonzenti@i < @rter        S@ilzsäure        und     rührt etwa 21)     Stunden.    Die erhaltene     1?iazo-          verhindung    versetzt man nun mit einer     Lö-          sung    von 14,5 Teilen     8-Oxy.cliinolin,    12 Tei  len konzentrierter     Salzsäure    in 50 Teilen  Wasser.

   Man gibt     5'0    Teile einer Natrium-         hydroxydlösung    von     30%        Gehalt    an     Na0H     zu und rührt einige Stunden. Dann     erwärmt     man auf     6()-65     C, gibt     200    Teile Kochsalz  zu, um eine gut     filtrierbare    Form des     Disazo-          farbstoffes        zii    erhalten, filtriert und     trocknet     den     Niedersehlag.  



  <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
EMI0001.0007
         io combined with 8-oxyquinoline.

      The new dye is a black-brown powder that dissolves in water and in dilute alkalis with a claret-red color, in concentrated sulfuric acid with a blue-violet color and dyes cellulose fibers in reddish red tones, which are more durable and washable when copying. The aminoazo dye of the above formula serving as starting material for the present process can, for. B. by coupling diazotized 2-amino-3-naphth.oic acid with 2- (4'-aminobenzoyl) -amino-5-oxynaphthalene-7-sulfonic acid.

   The diazotization can be carried out in a known manner, for. B. be taken before that you can bezw a solution. The required amount of nitrite is added to the suspension of the aminoazo dye in a neutral or weakly alkaline medium and then acidified.



  The coupling of the diazotized amino azo compound with the 8-oxychino-Iinkomponente takes place in an alkaline medium containing, for example, alkali hydroxide and alkali carbonate.



       Example: The aminoazo dyestuff separated out with common salt, filtered and pressed out, which is obtained from 18.7 parts of 2-amino-3'-naphthoic acid by diazotization and coupling with 35.8 parts of 2- (4'-aminol) enzoyl) -amino-5- oxynaplhtlialin- 7-sulfonic acid in sodium carbonate-alkaline medium is available in a known manner, is suspended in 100 (> parts of water. Then 7 'of sodium nitrite is added and it is cooled to 4 ° C. with ice.

   Then 31 parts of izoncentic acid are added and the mixture is stirred for about 21 hours. A solution of 14.5 parts of 8-oxy.cliinoline and 12 parts of concentrated hydrochloric acid in 50 parts of water are then added to the 1? Iazo prevention.

   50 parts of a sodium hydroxide solution with 30% NaOH content are added and the mixture is stirred for a few hours. The mixture is then heated to 6 ° -65 ° C., 200 parts of sodium chloride are added in order to obtain a readily filterable form of the disazo dye, the residue is filtered and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Tierstellung eines Disazo- fiirl>stoffes, dadurch gekennzeichnet, dass man den diazotierten Aminoazofarbstoff der Formel EMI0002.0043 mit 8-Oxychinolin vereinigt. PATENT CLAIM: A method for producing a disazo fiirl> substance, characterized in that the diazotized aminoazo dye of the formula EMI0002.0043 combined with 8-oxyquinoline. Der neue Farbstoff stellt ein schwarz braunes Pulver dar, das sich in Wasser und in verdünnten Alkalien mit 1ioi,deaiixroter, in konzentrierter Schwefelsäure mit blau violetter Farbe löst. und Gellulosefasern in Bordeauxroten Tönen färbt, die beim Nach kupfern licht- und waschechter werden. The new dye is a black-brown powder that dissolves in water and in dilute alkalis with 1ioi, deaiixroter, in concentrated sulfuric acid with a blue-violet color. and dyes cellulose fibers in bordeaux red tones, which are more lightfast and washfast when they are made of copper.
CH239333D 1942-08-21 1942-08-21 Process for the preparation of a disazo dye. CH239333A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH239333T 1942-08-21
CH237186T 1943-06-24

Publications (1)

Publication Number Publication Date
CH239333A true CH239333A (en) 1945-09-30

Family

ID=25728236

Family Applications (1)

Application Number Title Priority Date Filing Date
CH239333D CH239333A (en) 1942-08-21 1942-08-21 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH239333A (en)

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