CH211007A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH211007A
CH211007A CH211007DA CH211007A CH 211007 A CH211007 A CH 211007A CH 211007D A CH211007D A CH 211007DA CH 211007 A CH211007 A CH 211007A
Authority
CH
Switzerland
Prior art keywords
mole
azo dye
parts
preparation
hand
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH211007A publication Critical patent/CH211007A/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
    • C09B35/38—Trisazo dyes ot the type
    • C09B35/40—Trisazo dyes ot the type the component K being a dihydroxy or polyhydroxy compound

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 208538.    Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass ein neuer     Azo-          farbstoff    hergestellt werden kann, wenn man  1     Mol        1,3-Dioxybenzo1    einerseits mit 1.

       Mol     der     Diazoverbindung    aus     4-Chlor-2-amino-l-          oxybenzol    und anderseits mit 1     Mol    der     Di-          azoazoverbindung,    die bei der einseitigen       Kupplung        tetrazotierten        3,3'-Dimethyl-4,4'-          diaminodiphenyls    mit     2-Oxy-l-benzoesäure     entsteht, vereinigt.  



  Der erhaltene Farbstoff bildet ein schwar  zes Pulver, das sich in Wasser und verdünn  ten Alkalien mit gelbbrauner und in     konz.     Schwefelsäure mit blauvioletter Farbe löst.  Baumwolle und regenerierte Zellulose wer  den aus Glaubersalz enthaltendem Bade in    gelblich     braunen    Tönen gefärbt, die durch  Nachbehandlung mit Metall-,     insbesondere     Kupfersalzen, vorzüglich licht- und wasch  echt werden.  



       Beispiel:     21,2 Teile 3, 3' -     Dimethyl    - 4,4' -     diamino-          diphenyl    werden in bekannter Weise mit  52 Teilen     konz.    Salzsäure und 14 Teilen       Natriumnitrit    in die     Tetrazoverbindung    über  geführt. Diese lässt man zu einer bei 4   C  gehaltenen Lösung fliessen, die man aus 15  Teilen     2-Oxy-l-benzoesäure    und 50 Teilen  wasserfreiem     Natriumcarbonat    erhalten hat.

    In kurzer Zeit bildet sich die braune     Diazo-          azoverbindung    der Formel:  
EMI0001.0032     
    Diese     kombiniert    man nun mit dem     Mono-          azofarbstoff,    den man erhält, wenn man die         Diazoverbindung    aus 14,5 Teilen     4-Chlor-2-          amino-l-oxybenzol    in Gegenwart von 25 Tei-           len    wasserfreiem     Natriumcarbonat    mit 11  Teilen     1,3-Dioxybenzol    kuppelt.

   Die Kupp  lung zum     Monoazofarbstoff    ist sofort be  endet und die Lösung desselben wird nun zu  der oben erhaltenen     Diazoazoverbindung    ge  geben, worauf eine braune Fällung des     Tris-          azofarbstoffes    entsteht.  



  Man rührt 20 Stunden und erwärmt dar  auf auf 60  . Man filtriert, trocknet und  pulverisiert .den schwärzlichen Filterrück  stand.



  <B> Additional patent </B> to main patent no. 208538. Process for the production of an azo dye. It has been found that a new azo dye can be produced if 1 mol of 1,3-dioxybenzo1 is mixed with 1.

       Mole of the diazo compound from 4-chloro-2-amino-l-oxybenzene and on the other hand with 1 mole of the di-azoazo compound, the 3,3'-dimethyl-4,4'-diaminodiphenyl tetrazotized in the one-sided coupling with 2-oxy-l -benzoic acid is formed, combined.



  The dye obtained forms a black powder that dissolves in water and diluted alkalis with yellowish brown and in conc. Sulfuric acid dissolves with a blue-violet color. Cotton and regenerated cellulose who dyed the bath containing Glauber's salt in yellowish-brown tones, which after treatment with metal salts, especially copper salts, are extremely light and washable.



       Example: 21.2 parts of 3, 3 '- dimethyl - 4,4' - diamino-diphenyl are concentrated in a known manner with 52 parts. Hydrochloric acid and 14 parts of sodium nitrite passed into the tetrazo compound. This is allowed to flow to a solution kept at 4 ° C., which has been obtained from 15 parts of 2-oxy-1-benzoic acid and 50 parts of anhydrous sodium carbonate.

    The brown diazo-azo compound of the formula is formed in a short time:
EMI0001.0032
    This is now combined with the monoazo dye, which is obtained when the diazo compound is obtained from 14.5 parts of 4-chloro-2-amino-1-oxybenzene in the presence of 25 parts of anhydrous sodium carbonate with 11 parts of 1,3- Dioxybenzene couples.

   The coupling to the monoazo dye is immediately ended and the solution of the same is then added to the diazoazo compound obtained above, whereupon a brown precipitate of the tris azo dye results.



  The mixture is stirred for 20 hours and then heated to 60. It is filtered, dried and pulverized. The blackish filter residue was.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azo- fa.rbstoffes, dadi;rch gekennzeichnet, dass man 1 Mol 1,3-Dioxybenzol einerseits mit 1 Mol der Diazoverbindung aus 4-Chlor-2- amino-l-oxybenzol und anderseits mit 1 Mol der Diazoverbindung, die bei der einseitigen Kupplung tetrazotierten 3,3'-Dimethyl-4, PATENT CLAIM: A process for the production of an azo fa.rstoffes, dadi; rch characterized in that 1 mole of 1,3-dioxybenzene on the one hand with 1 mole of the diazo compound from 4-chloro-2-amino-1-oxybenzene and on the other hand with 1 mole of Diazo compound, the 3,3'-dimethyl-4, tetrazotized in the one-sided coupling, 4'- diaminodiphenyls mit 2-Oxy-l-benzoesäure entsteht, vereinigt. Der erhaltene Farbstoff bildet ein schwar zes Pulver, das sich in Wasser und verdünn ten Alkalien mit gelbbrauner und in kon zentrierter Schwefelsäure mit blauvioletter Farbe löst. 4'-diaminodiphenyls formed with 2-oxy-l-benzoic acid, combined. The dye obtained forms a black powder which dissolves in water and diluted alkalis with yellow-brown and concentrated sulfuric acid with a blue-violet color.
CH211007D 1938-07-22 1938-07-22 Process for the preparation of an azo dye. CH211007A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH208538T 1938-07-22
CH211007T 1938-07-22

Publications (1)

Publication Number Publication Date
CH211007A true CH211007A (en) 1940-08-15

Family

ID=25724536

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211007D CH211007A (en) 1938-07-22 1938-07-22 Process for the preparation of an azo dye.

Country Status (2)

Country Link
CH (1) CH211007A (en)
ES (1) ES148511A1 (en)

Also Published As

Publication number Publication date
ES148511A1 (en) 1941-12-01

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