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CH184014A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH184014A
CH184014A CH184014DA CH184014A CH 184014 A CH184014 A CH 184014A CH 184014D A CH184014D A CH 184014DA CH 184014 A CH184014 A CH 184014A
Authority
CH
Switzerland
Prior art keywords
new
pure
dye
red
color
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH184014A publication Critical patent/CH184014A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols
    • C09B29/30—Amino naphtholsulfonic acid

Landscapes

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

Description

  

  Verfahren zur Darstellung eines neuen     bionoazofarbstoffes.       Es wurde gefunden, dass man einen neuen,  wertvollen     Monoazofarbstoff    erhält, wenn  man die     Diazoverbindung    von     4-Amino-resor-          oin-di-p-toIyläther        von,der    Formel  
EMI0001.0007     
    mit     8-p-Toluolsulfoylamino-l.-oxy-naphthalin-          disulfonsäure--(3.6)    kuppelt.

      Der neue Farbstoff bildet ein     bläulkh-          rotes    Pulver, welches     in    Wasser mit lebhaft       blaustichig    roter,     in    konzentrierter Schwefel  säure mit neinblauer Farbe löslich ist.

   Er  färbt Wolle, Seide und     Zelluloseesterlacke        in     sehr schönen, reinen rotvioletten Tönen von    sehr guter     Lichtechtheit;    die     Textilfärbungen          zeigen    ausserdem noch eine     gute        WaJkbestän-          digkeit    und eine besonders gute     Seewa        ser-          echtheit.    Der     reine    und     blaustichige    Farb  ion des     neuen        Farbstoffes    ist in seiner Leb  haftigkeit in der  <RTI  

   ID="0001.0030">   Azoreihe    unübertroffen.    <I>Beispiel:</I>    30,5 kg     4-Amino-resorcin-di-p-tolyläther,     eine farblose, feste Substanz, welche erhalten       wird,    indem man 2.     4-Dichlornitrobenzol        mit          p-Kresol    in Gegenwart von     Alkalihydroxyd     bei Temperaturen von<B>130</B> bis<B>150'</B> zur Um  setzung     bringt,    reduziert     und    .im Vakuum       destilliert   <B>(268'</B> bei 10 mm)

   werden     diazo-          tiert.    Die     Diazolösung        lässt    man     unter        gu-          tem    Rühren bei 0   in     eine    wässerige Lösung  von 47,5 kg     8-p-Toluolsulfoylamino-l-oxy-          naphthalin    -     disulfonsäure    - (3. 6) und über  schüssigem     Natriumacetat    einlaufen.

       Durch     allmähliche Zugabe von     Sodalösung        wird          neutralisiert.    Nach beendeter     Kupplung        wird     aufgeheizt,     ausgesalzen,    filtriert und     ge-          trocknet.         Der     erhaltene    Farbstoff bildet ein bläu  lichrotes     Pulver,    das     in    Wasser mit lebhaft       blaustichig    roter,

   in konzentrierter     Schwefel-          säure    mit     reinblauer    Farbe löslich     ist.    Er  färbt W olle und Seide in klaren,     rotvioletten     Tönen von sehr     ,guter    Licht-     und        Walkecht-          heit    und vorzüglicher     Seewasserechtheit.    Die  Lichtechtheit eines mit dem neuen Farbstoff    gefärbten     Zelluloseesterlackes    ist hervor  ragend.



  Process for the preparation of a new bionoazo dye. It has been found that a new, valuable monoazo dye is obtained if the diazo compound of 4-amino-resor-oin-di-p-toyl ether of, of the formula
EMI0001.0007
    with 8-p-toluenesulfoylamino-l.-oxy-naphthalenedisulfonic acid - (3.6) couples.

      The new dye forms a bluish-red powder, which is soluble in water with a vivid bluish red color, and in concentrated sulfuric acid with a no-blue color.

   It dyes wool, silk and cellulose ester lacquers in very beautiful, pure red-violet shades of very good lightfastness; The textile dyeings also show good moisture resistance and particularly good seawater fastness. The pure and bluish color of the new dye is in its liveliness in the <RTI

   ID = "0001.0030"> Azo series unsurpassed. <I> Example: </I> 30.5 kg of 4-amino-resorcinol-di-p-tolyl ether, a colorless, solid substance which is obtained by adding 2. 4-dichloronitrobenzene with p-cresol in the presence of alkali metal hydroxide at temperatures of <B> 130 </B> to <B> 150 '</B>, reduced and distilled in a vacuum <B> (268' </B> at 10 mm)

   are diazoated. The diazo solution is allowed to run at 0, with vigorous stirring, into an aqueous solution of 47.5 kg of 8-p-toluenesulfoylamino-1-oxynaphthalene - disulfonic acid - (3.6) and excess sodium acetate.

       Gradual addition of soda solution will neutralize. After the coupling has ended, the mixture is heated, salted out, filtered and dried. The dye obtained forms a bluish red powder, which in water has a vivid bluish red,

   is soluble in concentrated sulfuric acid with a pure blue color. It dyes wool and silk in clear, red-violet shades of very, good lightfastness and flexing fastness and excellent seawater fastness. The lightfastness of a cellulose ester varnish colored with the new dye is excellent.

Claims (1)

PATENTANSPRUCH: Verfaären zur Darstellung eines neuen Honoazofarbstoffes, dadurch gekennzeichnet, dass man die Diazoverbindung von 4-Amino- resorcin-di-p-tolyläther von der Formel EMI0002.0024 mit 8-p-Toluolsulfoylamino-l-oxy-naphthaJin- disulfonsäure-(3. 6) kuppelt. CLAIM OF THE PATENT: Color for the preparation of a new honoazo dye, characterized in that the diazo compound of 4-amino-resorcinol-di-p-tolyl ether of the formula EMI0002.0024 with 8-p-toluenesulfoylamino-1-oxy-naphthaJin-disulfonic acid- (3.6). Der neue Farbstoff bildet ein blaurotes Pulver, welches in Wasser mit lebhaft blau- stichig roter, in konzentrierter Schwefelsäure mit reinblauer Farbe löslich ist. Er färbt Wolle, Seide und Zelluloseesterlacke in sehr schönen, reinen rotvioletten Tönen von sehr guter Lichteehtheit; The new dye forms a blue-red powder, which is soluble in water with a lively bluish red color, and in concentrated sulfuric acid with a pure blue color. It dyes wool, silk and cellulose ester lacquers in very beautiful, pure red-violet tones with very good lightness; die Textilfärbungen zei gen ausserdem noch eine gute Walkbeständig- keit und eine besonders gute SeewasserecItt- heit. Der reine und blaustichige Farbton des neuen Farbstoffes ist in seiner Lebhaftigkeit in der Azoreihe unübertroffen. The textile dyeings also show good flexing resistance and particularly good seawater resistance. The pure and bluish hue of the new dye is unsurpassed in its liveliness in the azo range.
CH184014D 1935-09-24 1935-09-24 Process for the preparation of a new monoazo dye. CH184014A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH184014T 1935-09-24

Publications (1)

Publication Number Publication Date
CH184014A true CH184014A (en) 1936-05-15

Family

ID=4432739

Family Applications (1)

Application Number Title Priority Date Filing Date
CH184014D CH184014A (en) 1935-09-24 1935-09-24 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH184014A (en)

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