CH188519A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH188519A
CH188519A CH188519DA CH188519A CH 188519 A CH188519 A CH 188519A CH 188519D A CH188519D A CH 188519DA CH 188519 A CH188519 A CH 188519A
Authority
CH
Switzerland
Prior art keywords
new
pure
dye
bluish
preparation
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 CH188519A publication Critical patent/CH188519A/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
    • 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     mlonoazofarbstoffes.       Es wurde gefunden, dass man einen neuen,  wertvollen     Monoazofarbstoff    erhält, wenn man  die     Diazoverbindung    von     4-Arnino-resorcin-          di-o-tolyläther    von der Formel  
EMI0001.0006     
    mit     8-p-Toluolsulfoylamino-l-oxy-naphthalin-          disulfonsäure-(3.6)    kuppelt.  



  Der neue Farbstoff bildet ein bläulich  rotes Pulver, welches in Wasser mit lebhaft  blaustichig roter, in konzentrierter Schwefel  säure mit     reinblauer    Farbe löslich ist. Er  färbt Wolle, Seide und     Zelluloseesterlacke     in sehr schönen, reinen rotvioletten Tönen  von sehr guter Lichtechtheit;

   die Textil  färbungen zeigen ausserdem noch eine gute       Walkbeständigkeit    und eine besonders gute         Seewasserechtheit.    Der reine und blaustichige  Farbton des neuen Farbstoffes ist in seiner  Lebhaftigkeit in der     Azoreihe        unübertroffen.     <I>Beispiel:</I>  30,5 kg     4-Amino-resorcin-di-o-tolyläther,     eine farblose, feste Substanz, welche erhalten  wird, indem man     2.4-Dichlornitrobenzol    mit       o-Kresol    in Gegenwart von     Alkalihydroxyd     bei Temperaturen von 130 -150   zur Um  setzung bringt, reduziert und im Vakuum  destilliert     (258-259      bei 15-16 mm) wer  den dianotiert.

   Die     Diazolösung    lässt man  unter gutem Rühren .bei 0   in eine wässerige  Lösung von 47,5 kg     8-p-Toluolsulfoylamino-          1-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  lich-rotes Pulver, das in Wasser mit lebhaft  blaustichig roter, in konzentrierter Schwefel  säure mit     reinblauer    Farbe löslich ist. Er  färbt Wolle und Seide in klaren, rotvioletten           Tönen        ton    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 mlonoazo dye. It has been found that a new, valuable monoazo dye is obtained if the diazo compound of 4-amino-resorcinol-di-o-tolyl ether of the formula
EMI0001.0006
    with 8-p-toluenesulfoylamino-l-oxy-naphthalene-disulfonic 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 pure 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 flexing resistance and particularly good seawater fastness. The pure and bluish hue of the new dye is unsurpassed in its liveliness in the azo range. <I> Example: </I> 30.5 kg of 4-amino-resorcinol-di-o-tolyl ether, a colorless, solid substance which is obtained by reacting 2,4-dichloronitrobenzene with o-cresol in the presence of alkali metal hydroxide at temperatures from 130-150 to implement, reduced and distilled in vacuo (258-259 at 15-16 mm) who dianotiert.

   The diazo solution is allowed to run into an aqueous solution of 47.5 kg of 8-p-toluenesulfoylamino-1-oxynaphthalene-disulfonic acid (3.6) and excess sodium acetate with thorough stirring. 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 is soluble in water with a vivid bluish red, in concentrated sulfuric acid with a pure blue color. It dyes wool and silk in clear, red-violet shades with 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: Verfahren zur Darstellung eines neuen Monoazofarbstoffes, dadurch gekennzeichnet, dass man die Diazoverbindung von 4-Amino- resorcin-di-o-tolyläther .von- der Formel EMI0002.0013 mit 8-p-''oluolsulfoylamino-l-oxy-naphthalin- disulfonsäure-(3.6) kuppelt. Der neue Farbstoff bildet ein bläulich rotes Pulver, welches in Wasser mit lebhaft blaustichig roter, in konzentrierter Schwefel säure mit reinblauer Farbe löslich ist. Claim: Process for the preparation of a new monoazo dye, characterized in that the diazo compound of 4-amino-resorcinol-di-o-tolyl ether .von- of the formula EMI0002.0013 with 8-p - '' oluenesulfoylamino-l-oxy-naphthalene-disulfonic acid- (3.6). 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 pure blue color. Er färbt Wolle, Seide und Zelluloseesterlacke in sehr schönen, reinen rotvioletten Tönen von sehr guter Lichtechtheit; die Textil färbungen zeigen ausserdem noch eine gute Walkbeständigkeit und eine besonders gute Seewasserechtheit. Der reine und blaustichige Farbton des neuen Farbstoffes ist in seiner Lebhaftigkeit in der Azoreihe unübertroffen. 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 flexing resistance and particularly good seawater fastness. The pure and bluish hue of the new dye is unsurpassed in its liveliness in the azo range.
CH188519D 1935-09-24 1935-09-24 Process for the preparation of a new monoazo dye. CH188519A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH184014T 1935-09-24
CH188519T 1935-09-24

Publications (1)

Publication Number Publication Date
CH188519A true CH188519A (en) 1936-12-31

Family

ID=25720962

Family Applications (1)

Application Number Title Priority Date Filing Date
CH188519D CH188519A (en) 1935-09-24 1935-09-24 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH188519A (en)

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