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CH242995A - Process for the preparation of a polyazo dye. - Google Patents

Process for the preparation of a polyazo dye.

Info

Publication number
CH242995A
CH242995A CH242995DA CH242995A CH 242995 A CH242995 A CH 242995A CH 242995D A CH242995D A CH 242995DA CH 242995 A CH242995 A CH 242995A
Authority
CH
Switzerland
Prior art keywords
dye
acid
amino
aminooxynaphthalenesulfonic
new
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 CH242995A publication Critical patent/CH242995A/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
    • 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

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Polyazofarbstoffes.       Es wurde gefunden, dass man einen neuen       Polyazofarbstoff    erhält, wenn man 1     1M1          diazotiertes        1-Amino-2-oxybenzol-5-sulfamid,     1     1Lol    2     -.Imiiio    - 5 -     oxynaphthalin-7-sulf        on-          säure,    1     Mol        Cyanurchlorid    und     \_'        Mol     4-     Amirio    -4'-     o-x.#--1,

  1'-azobenzol-3'-carbonsäure     derart aufeinander einwirken lässt.     da.ss    die       Diazoverbindung    in     6-Stellung    der     Amino-          oxynaphthalinsulfonsäure    eingreift und die  drei Halogenatome des     Cyanurchlorids    sich  jeweils mit. der     Aminooruppe    der     Aminooxy-          naphthalinsulfonsäure    und derjenigen der  beiden     11Iol        Aminooxy        azobenzolcarbonsäure     umsetzen.  



  Der neue Farbstoff stellt ein dunkel  braunes Pulver dar, das aus einem Färbe  bade, welches mit Kupfersulfat und wein  saurem Natrium versetzt wurde, Baumwolle  in braunen Tönen von guter Licht- und  Waschechtheit anfärbt.  
EMI0001.0029     
  
    <I>Ro;s,niol,</I>       und 25 Teilen 30ö     iger    Salzsäure gelöst.

   Die  Lösung wird auf 0  gekühlt und mit 6,9  Teilen     Natriumnitrit    in 25 Teilen Wasser     di-          azotiert.    Inzwischen werden 82,8 Teile des  auf bekannte Weise dargestellten Lernären       Kondensationsproduktes    aus je 1     11o1        Cyanur-          chlorid,    1     11o1    2-     Amino-5-oxyna.phthalin-7-          sulfonsäure    und 2     1M1        4-Amino-4'-oxy-1,

  1'-          azobenzol-3'-carbonsäure    in 1600 Teilen       vVasser    und 30 Teilen     Natriumcarbonat    bei  50" gelöst. Die Lösung wird mit Eis auf 10   gekühlt. und mit der     Diazoniumlösung    ver  setzt. Man rührt die Kupplung so lange, bis  sich keine     Diazoniumve        rbindung    -mehr     nach-          iveisen    lässt. Dann     erwärmt,    man auf     80",     salzt den gebildeten Farbstoff aus, filtriert  und trocknet.



  Process for the preparation of a polyazo dye. It has been found that a new polyazo dye is obtained if 1 1M1 of diazotized 1-amino-2-oxybenzene-5-sulfamide, 1 1Lol 2 -.Imiiio - 5 - oxynaphthalene-7-sulfonic acid, 1 mol of cyanuric chloride and \ _ 'Mol 4- Amirio -4'- ox. # - 1,

  1'-azobenzene-3'-carboxylic acid can act on one another in this way. da.ss the diazo compound intervenes in the 6-position of the amino oxynaphthalene sulfonic acid and the three halogen atoms of the cyanuric chloride each with each other. the amino group of the aminooxynaphthalenesulfonic acid and that of the two 11Iol aminooxy azobenzenecarboxylic acid.



  The new dye is a dark brown powder that bathes from a dye that has been mixed with copper sulfate and acidic sodium, dyes cotton in brown shades of good lightfastness and washfastness.
EMI0001.0029
  
    <I> Ro; s, niol, </I> and 25 parts of 30% hydrochloric acid dissolved.

   The solution is cooled to 0 and diazotized with 6.9 parts of sodium nitrite in 25 parts of water. In the meantime, 82.8 parts of the learner condensation product, presented in a known manner, are each made of 1 11o1 cyanuric chloride, 1 11o1 2-amino-5-oxyna.phthalin-7-sulfonic acid and 2 1M1 4-amino-4'-oxy-1,

  1'-azobenzene-3'-carboxylic acid is dissolved in 1600 parts of water and 30 parts of sodium carbonate at 50 ". The solution is cooled to 10 with ice. The diazonium solution is added. The coupling is stirred until no diazonium bond is formed -more can be re-ironed. Then heated to 80 ", salted out the dye formed, filtered and dried.

Claims (1)

PATENTA\Sl'RU('H: Verfahren zur Herstellung eines neuen Polyazofarbstoffes, dadurch gekennzeichnet, EMI0001.0055 rid, ? Hol 4-Amino-.1'-oxy-1,1'-azobenzol-3'- carbonsäure derart aufeinander einwirken lässt, PATENTA \ Sl'RU ('H: Process for the production of a new polyazo dye, characterized in EMI0001.0055 rid? Get 4-amino-.1'-oxy-1,1'-azobenzene-3'-carboxylic acid to act on one another dass die Diazoverbindung in 6-Stellung der Aminooxynaphthalinsulfonsäure eingreift und die drei Halogenatome des Cyanur- chlorids sich jeweils mit der Aminogruppe der Aminooxynaphthalinsulfonsäure und der jenigen der beiden 111o1 Aminooxyazobenzol- carbonsäure umsetzen. that the diazo compound intervenes in the 6-position of the aminooxynaphthalenesulfonic acid and the three halogen atoms of the cyanuric chloride react with the amino group of the aminooxynaphthalenesulfonic acid and that of the two 111o1 aminooxyazobenzene carboxylic acids. Der neue Farbstoff stellt ein dunkel braunes Pulver dar, das aus einem Färbe bade, welches mit Kupfersulfat und wein saurem Natrium versetzt wurde, Baumwolle in braunen Tönen von guter Licht- und Waschechtheit anfärbt. The new dye is a dark brown powder that bathes from a dye that has been mixed with copper sulfate and acidic sodium, dyes cotton in brown shades of good lightfastness and washfastness.
CH242995D 1944-08-09 1944-08-09 Process for the preparation of a polyazo dye. CH242995A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH242995T 1944-08-09
CH240225T 1944-08-09

Publications (1)

Publication Number Publication Date
CH242995A true CH242995A (en) 1946-06-15

Family

ID=25728496

Family Applications (1)

Application Number Title Priority Date Filing Date
CH242995D CH242995A (en) 1944-08-09 1944-08-09 Process for the preparation of a polyazo dye.

Country Status (1)

Country Link
CH (1) CH242995A (en)

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