CH265414A - Process for the preparation of a stilbene dye. - Google Patents

Process for the preparation of a stilbene dye.

Info

Publication number
CH265414A
CH265414A CH265414DA CH265414A CH 265414 A CH265414 A CH 265414A CH 265414D A CH265414D A CH 265414DA CH 265414 A CH265414 A CH 265414A
Authority
CH
Switzerland
Prior art keywords
dye
yellow
parts
wool
water
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R 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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH265414A publication Critical patent/CH265414A/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
    • C09B56/00—Azo dyes containing other chromophoric systems
    • C09B56/04—Stilbene-azo dyes

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 260575.    Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     Stilben-          farbstoffes.    Das Verfahren ist dadurch ge-    kennzeichnet, dass ein     Nitrostilben-bis-triazol     der Formel  
EMI0001.0005     
    mit     Dehydrothio-p-toluidinsulfonsäure    in       alkalischem    Medium kondensiert wird. Der  neue Farbstoff stellt ein gelbes Pulver dar,  das sich in Wasser mit gelber Farbe löst und       Cellulosefasern    in gelben Tönen von guter       Wasser-,    Wasch- und Lichtechtheit färbt.

   Der  Farbstoff ist, da er Wolle praktisch vollkom  men weiss lässt, besonders auch für das Fär  ben von Halbwolle sehr wertvoll. Durch       Nachbehandeln    mit Kupfer- oder Chrom  salzen werden die     Nassechtheiten    noch ver  bessert.  



  <I>Beispiel:</I>  40 Teile     diazotierte        4,4'-Nitroamino-stilben-          2,2'-disulfonsäure    werden mit 35 Teilen  5     -Amino    - 2-     (4'-oxy-3'-carboxy-5'-sulfophenyl)        -          1,3-benztriazol    gekuppelt. Der rote Farbstoff  wird     abfiltriert,    in 3000     bis    4000 Teilen  heissem Wasser mit Ammoniak gelöst und mit    einer Lösung von 60 Teilen kristallisiertem  Kupfersulfat und 120 Teilen konzentriertem  Ammoniak bei 95-98  oxydiert.

   Der Kupfer  komplex des     Bistriazols    wird durch Erhitzen  mit Salzsäure aufgespalten; nach dem Isolie  ren erhält man das     Nitrostilben-bis-triazol    als  gelbe Substanz.  



  75,9 Teile dieser Verbindung     und    32 Teile       Dehydrothio-p-toluidinsulfonsäure    werden in  1.500 Teilen     Wasser    und 500 Teilen Natron  lauge 36      B6    18 Stunden unter     Rückfluss    kon  densiert. Das     schwerlösliche    Kondensations  produkt wird     abfiltriert    und getrocknet. Der  Farbstoff stellt ein gelbes Pulver dar.



  <B> Additional patent </B> to main patent no. 260575. The subject of the present patent is a process for the production of a stilbene dye. The process is characterized in that a nitrostilbene-bis-triazole of the formula
EMI0001.0005
    is condensed with dehydrothio-p-toluidinesulfonic acid in an alkaline medium. The new dye is a yellow powder that dissolves in water with a yellow color and dyes cellulose fibers in yellow shades of good water, washing and lightfastness.

   As it leaves wool practically completely white, the dye is particularly valuable for dyeing half wool. Subsequent treatment with copper or chrome salts improves the wet fastness properties.



  <I> Example: </I> 40 parts of diazotized 4,4'-nitroamino-stilbene-2,2'-disulfonic acid are mixed with 35 parts of 5-amino-2- (4'-oxy-3'-carboxy-5 ' -sulfophenyl) - 1,3-benzotriazole coupled. The red dye is filtered off, dissolved in 3,000 to 4,000 parts of hot water with ammonia and oxidized at 95-98 with a solution of 60 parts of crystallized copper sulfate and 120 parts of concentrated ammonia.

   The copper complex of the bistriazole is broken down by heating with hydrochloric acid; after isolating ren, nitrostilbene-bis-triazole is obtained as a yellow substance.



  75.9 parts of this compound and 32 parts of dehydrothio-p-toluidinesulfonic acid are condensed under reflux for 18 hours in 1,500 parts of water and 500 parts of sodium hydroxide solution 36 B6. The sparingly soluble condensation product is filtered off and dried. The dye is a yellow powder.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Stilben- farbstoffes, dadurch gekennzeichnet, dass ein Nitrostilben-bis-triazol der Formel EMI0002.0001 mit Dehydrothio-p-toluidinsulfonsäure in alkalischem Medium kondensiert wird. Der neue Farbstoff stellt ein gelbes Pulver dar, das sieh in Wasser mit gelber Farbe löst und Cellulosefasern in gelben Tönen von guter Wasser-, Wasch- und Lichtechtheit färbt. PATENT CLAIM: Process for the production of a stilbene dye, characterized in that a nitrostilbene-bis-triazole of the formula EMI0002.0001 is condensed with dehydrothio-p-toluidinesulfonic acid in an alkaline medium. The new dye is a yellow powder that dissolves in water with a yellow color and dyes cellulose fibers in yellow shades of good water, washing and lightfastness. Der Farbstoff ist, da er Wolle praktisch voll kommen weiss lässt, besonders auch für das Färben von Halbwolle sehr wertvoll. Durch Nachbehandeln mit Kupfer- oder Chrom salzen werden die Nassechtheiten noch ver bessert: The dye is, as it makes wool almost completely white, very valuable, especially for dyeing half wool. Subsequent treatment with copper or chrome salts improves the wet fastness properties:
CH265414D 1944-11-24 1944-11-24 Process for the preparation of a stilbene dye. CH265414A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH260575T 1944-11-24
CH265414T 1944-11-24

Publications (1)

Publication Number Publication Date
CH265414A true CH265414A (en) 1949-11-30

Family

ID=25730313

Family Applications (1)

Application Number Title Priority Date Filing Date
CH265414D CH265414A (en) 1944-11-24 1944-11-24 Process for the preparation of a stilbene dye.

Country Status (1)

Country Link
CH (1) CH265414A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2989527A (en) * 1957-02-01 1961-06-20 Hickson & Welch Ltd Pyrazolo and indazolo triazolyl stilbene disulfonic acids

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2989527A (en) * 1957-02-01 1961-06-20 Hickson & Welch Ltd Pyrazolo and indazolo triazolyl stilbene disulfonic acids

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