CH215044A - Process for the preparation of a trisazo dye. - Google Patents

Process for the preparation of a trisazo dye.

Info

Publication number
CH215044A
CH215044A CH215044DA CH215044A CH 215044 A CH215044 A CH 215044A CH 215044D A CH215044D A CH 215044DA CH 215044 A CH215044 A CH 215044A
Authority
CH
Switzerland
Prior art keywords
dye
amino
trisazo dye
preparation
trisazo
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH215044A publication Critical patent/CH215044A/en

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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
    • C09B31/16Trisazo dyes
    • C09B31/22Trisazo dyes from a coupling component "D" containing directive hydroxyl and amino groups

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 212423.    Verfahren zur Herstellung eines     Trisazofarbstofes.       Gegenstand des Hauptpatentes ist ein Ver  fahren zur Herstellung eines     Trisazofarbstoffes,       bei dem man die     Diazoverbindung    des     Amino-          disazofarbstoffes    der Formel         COOH          N=N- < #,

  _   <B><I>-N</I></B>=<B><I>N</I></B>     - < ->-NH2     HO- I       HOsS-        -NHCO-0     I I       SOsH        SOsH       mit     N-4'-Oxy-3'-carboxyphenyl-1'-sulfonyl-N-          äthyl-1-        amino    - 8 -     oxynaphthalin    -<B>3,6</B> -     disulfon-          säure    kuppelt.  



  Es wurde nun gefunden, dass man einen    neuen, ebenfalls     wertvollen        Trisazofarbstoff     erhält,     wenn    man die     Diazoverbindung    des       Äminodisazofarbstoffes    der Formel         COOH        CHS        OC2II5          HO-O-NHCO-        -N=N-O-N=N-        -NH2     I I  s     o:

  H    CH     s     I       S0sH         mit     N-4'-Oxy-3'-earboxyphenyl-1'-sulfonyl-N-äthyl-l-amino-$-oxynaphthalin-6,6    -     disulfonsäure     (entsprechend der Formel  
EMI0002.0003     
    Der neue     Trisazofarbstoff    färbt in blau  grünen Tönen, zieht Substantiv auf Baum  wolle,     Viskosekunstseide    oder Leinen und lässt  sich im Gemisch mit Wollfarbstoffen zum  Färben von Wolle-, Baumwolle- oder     Wolle-          Viskosekunstseidemischungen    verwenden.

   Die  Echtheit der     Färbungen    kann durch Nach  behandlung mit Kupfer- oder Chromsalzlösun  gen noch     verbessert    werden.    <I>Beispiel:</I>    Man versetzt die     Diazoverbindung    aus 352  Teilen     N-3'-Aminobenzoyl-l-amino-3-carboxy-          4-oxybenzol-5-sulfonsäure    mit der schwach  salzsauren Lösung von 121 Teilen     1-Amino-          2,5-dimethylbenzol    und vereinigt unter Zusatz  von     Natriumacetat    zum     Monoazofarbstoff.    Man  löst diesen nun unter Zugabe von Natron  lauge, setzt 69 Teile     Natriumnitrit    hinzu,

   an  schliessend Salzsäure bis zur schwach sauren  Reaktion und rührt einige Zeit lang bei etwa  5   C nach. Danach vereinigt man die       Diazoverbindung    mit einer neutralen Lösung    von 267 Teilen     1-Amino-2-äthoxynaphthalin-          6-sulfonsäure    unter Zugabe von Natrium  acetat. Nach     Beendigung    der Kupplung macht  man alkalisch,     salzt    aus und trennt den     Disazo-          farbstoff    ab. Er wird darauf in     Sodalösung     gelöst, unter Eiskühlung mit 69 Teilen Natrium  nitrit versetzt und mit     Salzsäure    langsam  angesäuert.

   Nach Beendigung der     Diazotierung     vereinigt man mit 547 Teilen     N-4'-Oxy-3'-          carboxyphenyl-1'-sulfonyl-N-äthyl-l-amino-    8     -          oxynaphthalin-3,6-disulfonsäure    in     ammonia-          kalischer,        pyridinhaltiger    Lösung.  



  Der Farbstoff liefert auf     Baumwolle    oder       Viskosekunstseide    blaugrüne Töne, die, mit       Chromisalzlösungen    nachbehandelt, bemerkens  werte     Waschechtheiten    zeigen.



  <B> Additional patent </B> to main patent no. 212423. Process for the production of a trisazo dye. The subject of the main patent is a process for the production of a trisazo dye, in which the diazo compound of the amino disazo dye of the formula COOH N = N- <#,

  _ <B><I>-N</I></B>=<B><I>N</I> </B> - <-> - NH2 HO- I HOsS- -NHCO-0 II SOsH SOsH with N-4'-oxy-3'-carboxyphenyl-1'-sulfonyl-N-ethyl-1-amino - 8 - oxynaphthalene - <B> 3,6 </B> - disulfonic acid.



  It has now been found that a new, likewise valuable trisazo dye is obtained if the diazo compound of the aminodisazo dye of the formula COOH CHS OC2II5 HO-O-NHCO- -N = N-O-N = N- -NH2 I I s o:

  H CH s I S0sH with N-4'-oxy-3'-earboxyphenyl-1'-sulfonyl-N-ethyl-1-amino - $ - oxynaphthalene-6,6 - disulfonic acid (according to the formula
EMI0002.0003
    The new trisazo dye dyes in blue-green tones, draws nouns on cotton, rayon or linen and can be used in a mixture with wool dyes to dye wool, cotton or wool-viscose artificial silk mixtures.

   The fastness of the dyeings can be improved by post-treatment with copper or chromium salt solutions. <I> Example: </I> The diazo compound of 352 parts of N-3'-aminobenzoyl-1-amino-3-carboxy-4-oxybenzene-5-sulfonic acid is mixed with the weakly hydrochloric acid solution of 121 parts of 1-amino 2,5-dimethylbenzene and combined with the addition of sodium acetate to form the monoazo dye. This is now dissolved by adding sodium hydroxide solution, 69 parts of sodium nitrite are added,

   then hydrochloric acid until the reaction is weakly acidic and stir for some time at about 5 ° C. The diazo compound is then combined with a neutral solution of 267 parts of 1-amino-2-ethoxynaphthalene-6-sulfonic acid with the addition of sodium acetate. After the coupling has ended, the mixture is made alkaline, salted out and the disazo dye is separated off. It is then dissolved in soda solution, 69 parts of sodium nitrite are added while cooling with ice and the mixture is slowly acidified with hydrochloric acid.

   When the diazotization is complete, it is combined with 547 parts of N-4'-oxy-3'-carboxyphenyl-1'-sulfonyl-N-ethyl-1-amino-8-oxynaphthalene-3,6-disulfonic acid in an ammoniacal, pyridine-containing solution .



  On cotton or viscose rayon, the dye gives blue-green shades which, after-treated with chromium salt solutions, show remarkable washfastnesses.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- farbstoffes, dadurch gekennzeichnet, dass man die Diazoverbindung des Aminodisazofarb- stoffes der Formel EMI0002.0045 mit N-4'-Oxy-3'-carboxyphenyl-1'-sulfonyl-N- äthyl-l- amino - 8 - oxynaphthalin - 3, 6 - disulfon- säure kuppelt. Claim: Process for the production of a trisazo dye, characterized in that the diazo compound of the aminodisazo dye of the formula EMI0002.0045 with N-4'-oxy-3'-carboxyphenyl-1'-sulfonyl-N-ethyl-1-amino-8-oxynaphthalene-3, 6-disulfonic acid. Der neue Farbstoff färbt in blaugrünen Tönen, zieht Substantiv auf Baumwolle, Vis- kosekunstseide oder Leinen. Die Echtheit der Färbungen lässt sich durch Nachbehandeln mit Kupfer- oder Chromsalzen noch verbessern. The new dye dyes in blue-green tones, draws nouns on cotton, viscose rayon or linen. The authenticity of the dyeings can be improved by post-treating with copper or chromium salts.
CH215044D 1938-07-23 1939-06-22 Process for the preparation of a trisazo dye. CH215044A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE215044X 1938-07-23
CH212423T 1939-06-22

Publications (1)

Publication Number Publication Date
CH215044A true CH215044A (en) 1941-05-31

Family

ID=25725263

Family Applications (1)

Application Number Title Priority Date Filing Date
CH215044D CH215044A (en) 1938-07-23 1939-06-22 Process for the preparation of a trisazo dye.

Country Status (1)

Country Link
CH (1) CH215044A (en)

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