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CH237397A - Process for the preparation of a new polyazo dye. - Google Patents

Process for the preparation of a new polyazo dye.

Info

Publication number
CH237397A
CH237397A CH237397DA CH237397A CH 237397 A CH237397 A CH 237397A CH 237397D A CH237397D A CH 237397DA CH 237397 A CH237397 A CH 237397A
Authority
CH
Switzerland
Prior art keywords
mol
amino
carboxylic acid
oxy
new
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 CH237397A publication Critical patent/CH237397A/en

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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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

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

Description

  

      Terfahren    zur Herstellung eines neuen     Polyazofarbstoffes.       Es wurde gefunden, dass man einen neuen       Polyazofarbstoff    erhält, wenn man 1     Mol          diazotierte        1-Aminobenzol    - 2 -     carbonsäure,     1     Mol    2 -     Amino    - 5 -     oxynaphthalin    - 7 -     sulf        on-          säure,    1     Mol        Cyanurchlorid,

      1     Mol        4-Amino-          3-methoxy-5-methyl-4'-oxy-1,1'-azobenzol    -     3'-          carbonsäure    und 1     Mol        4-Amino-4'-oxy-1,1'-          azobenzol-3'-carbonsäure    derart aufeinander  einwirken lässt,

   dass die     Diazoverbindung    in       6-Stellung    des     Naphthalinkerns    eingreift und  das     Cyanurchlorid    die     Aminogruppe    des       Naphthalinderivates    und diejenigen der bei  den     Aminoazofarbstoffe    unter Bildung eines       ternären        Triazinkondensationsproduktes    ver  einigt.  



  Der neue Farbstoff stellt ein rotbraunes  Pulver dar und färbt Baumwolle in schwach  alkalischem Bade, das mit einer Kupfersalz  lösung aus Kupfersulfat und weinsaurem Na  trium versetzt wurde, in wasch- und licht  echten     orangebraunen    Tönen an.    <I>Beispiel:

  </I>  27,4 Gewichtsteile     1-Aminobenzol-2-ear-          bonsäure    werden in 200 Gewichtsteilen Was-         ser    auf 40  erwärmt, 54 Gewichtsteile     konz.     Salzsäure zugegeben, mit Eis auf     5 '    gekühlt  und mit 13,8 Gewichtsteilen     Natriumnitrit          diazotiert.    Die klare     Diazolösung        wird    mit  174,4     Gewichtsteilen    des in bekannter Weise  hergestellten     Triazinproduktes    aus 1     Mo1          Cyanurchlorid,

      1     Mol        2-Amino-5-oxynaph-          thalin-7-sulfonsäure,    1     Mol        4-Amino-3-meth-          oxy-5-methyl-4'-oxy-1,1'-        azobenzol-3'-carbon-          säure    und 1     Mol        4-Amino-4'-oxy-1,1'-azoben-          zol-3'-carbonsäure,    das in 2400 Teilen Was  ser unter Zusatz von 120 Gewichtsteilen     Na-          triumcarbonat    gelöst wurde, gekuppelt. Man  rührt einige Stunden und fällt den gebilde  ten Farbstoff mit Kochsalz.



      Terfahren for the production of a new polyazo dye. It has been found that a new polyazo dye is obtained if 1 mol of diazotized 1-aminobenzene - 2 - carboxylic acid, 1 mol of 2 - amino - 5 - oxynaphthalene - 7 - sulfonic acid, 1 mol of cyanuric chloride,

      1 mole of 4-amino-3-methoxy-5-methyl-4'-oxy-1,1'-azobenzene-3'-carboxylic acid and 1 mole of 4-amino-4'-oxy-1,1'-azobenzene-3 '-carboxylic acid can act on each other in such a way

   that the diazo compound intervenes in the 6-position of the naphthalene nucleus and the cyanuric chloride unites the amino group of the naphthalene derivative and those of the aminoazo dyes to form a ternary triazine condensation product.



  The new dye is a red-brown powder and dyes cotton in a weakly alkaline bath to which a copper salt solution of copper sulfate and tartaric acid sodium has been added in washable and light orange-brown tones. <I> example:

  </I> 27.4 parts by weight of 1-aminobenzene-2-earboxylic acid are heated to 40 in 200 parts by weight of water, 54 parts by weight of conc. Added hydrochloric acid, cooled to 5 'with ice and diazotized with 13.8 parts by weight of sodium nitrite. The clear diazo solution is mixed with 174.4 parts by weight of the triazine product prepared in a known manner from 1 mol of cyanuric chloride,

      1 mole of 2-amino-5-oxynaphthalene-7-sulfonic acid, 1 mole of 4-amino-3-methoxy-5-methyl-4'-oxy-1,1'-azobenzene-3'-carboxylic acid and 1 mol of 4-amino-4'-oxy-1,1'-azoben-zene-3'-carboxylic acid, which was dissolved in 2400 parts of water with the addition of 120 parts by weight of sodium carbonate, coupled. The mixture is stirred for a few hours and the dyestuff formed is precipitated with common salt.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Polyazofarbstoffes, dadurch gekennzeichnet, dass man 1 Mol diazotierte 1-Aminobenzol-2- carbonsäure, 1 Mol 2-Amino-5-oxynaphthalin- 7-sulfonsäure, 1 Mol Cyanurchlorid, 1 Mol 4-Amino-3-methoxy-5-methyl-4'-oxy-1, PATENT CLAIM: Process for the preparation of a new polyazo dye, characterized in that 1 mol of diazotized 1-aminobenzene-2-carboxylic acid, 1 mol of 2-amino-5-oxynaphthalene-7-sulfonic acid, 1 mol of cyanuric chloride, 1 mol of 4-amino-3 methoxy-5-methyl-4'-oxy-1, 1'-azo- benzol-3'-carbonsäure und 1 Mol 4-Amino-4'- oxy-1,1'-azobenzol-3'-carbonsäure derart auf- einander einwirken lässt, da, 1'-azo-benzene-3'-carboxylic acid and 1 mol of 4-amino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid can act on one another in such a way that ss die Diazover- bindung in 6-Stellung des Naphthalinkerns eingreift und das Cyanurehlorid die Amino- gruppe des Naphthalinderivates und diejeni gen der beiden Aminoazofarbstoffe unter Bil dung eines ternä.ren Triazinkondensationspro- duktes vereinigt. The diazo compound intervenes in the 6-position of the naphthalene nucleus and the cyanuric chloride combines the amino group of the naphthalene derivative and those of the two aminoazo dyes to form a ternary triazine condensation product. Der neue Farbstoff stellt ein rotbraunes Pulver dar und färbt Baumwolle in schiwach alkalischem Bade, das mit einer Kupfersalz lösung aus Kupfersulfat und weinsaurem Natrium versetzt wurde. in waseh- und licht echten orangebraunen Tönen an. The new dye is a reddish brown powder and dyes cotton in a weakly alkaline bath to which a copper salt solution made from copper sulfate and tartrate of sodium has been added. real orange-brown tones in washing and light.
CH237397D 1943-06-25 1943-06-25 Process for the preparation of a new polyazo dye. CH237397A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH237397T 1943-06-25

Publications (1)

Publication Number Publication Date
CH237397A true CH237397A (en) 1945-04-30

Family

ID=4459950

Family Applications (1)

Application Number Title Priority Date Filing Date
CH237397D CH237397A (en) 1943-06-25 1943-06-25 Process for the preparation of a new polyazo dye.

Country Status (1)

Country Link
CH (1) CH237397A (en)

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