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CH188521A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH188521A
CH188521A CH188521DA CH188521A CH 188521 A CH188521 A CH 188521A CH 188521D A CH188521D A CH 188521DA CH 188521 A CH188521 A CH 188521A
Authority
CH
Switzerland
Prior art keywords
new
pure
dye
preparation
bluish
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 CH188521A publication Critical patent/CH188521A/en

Links

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
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/24Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28Amino naphthols
    • C09B29/30Amino naphtholsulfonic acid

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum     Hauptpatent    Nr. 184014.    Verfahren zur Darstellung eines neuen     Monoazofarbstoffes.       Es wurde gefunden, dass man einen neuen,  wertvollen     Monoazofarbstoff    erhält, wenn man  die     Diazoverbindung    von     4-Amino-6-chlor-          resorcin-di-o-tolyläther    von der Formel  
EMI0001.0007     
    mit 8 -     Benzoylamino    - 1     -oxy-naphthalin-di-          sulfonsäure-(3.6)    kuppelt.  



  Der neue Farbstoff bildet ein bläulich  rotes Pulver, welches in Wasser mit lebhaft       blauchstichigroter,    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 Textilfärbungen zei  gen ausserdem noch eine gute Walkbeständig-         keit    und eine besonders gute     Seewasserecht-          heit.    Der reine und blaustichige Farbton des  neuen Farbstoffes ist in seiner Lebhaftigkeit  in der     Azoreihe    unübertroffen.

           Beispiel:     33,95 kg     4-Amino-6-chlor-resoroin-di-o-          tolyläther,    eine farblose, feste Substanz, wel  che erhalten wird, indem man     2,4,5-Trichlor-          nitrobenzol    mit     o-gresol    in Gegenwart von       Alkalihydroxyd    bei Temperaturen von 130  bis 150   zur Umsetzung bringt, reduziert und  im Vakuum destilliert (268-270   bei 15 mm)  werden dianotiert.

   Die     Diazolösung    lässt man  unter gutem Rühren bei 0   in eine     wässrige     Lösung von 42,5 kg     8-Benzoylamino-l-oxy-          naphthalin-disulfonsäure-(3.    6) und überschüs  sigem     Natriumacetat    einlaufen. Durch all  mähliche Zugabe von     Sodalösung    wird neu  tralisiert. Nach beendeter Kupplung wird auf  geheizt,     ausgesalzen,    filtriert und getrocknet.  



  Der erhaltene     Farbstoff    bildet ein bläulich  rotes Pulver, das in Wasser mit lebhaft blau  stichig roter, in konzentrierter Schwefelsäure      mit     reinblauer    Farbe löslich ist. Fr färbt  Wolle und Seide in klaren, rotvioletten Tönen  von sehr guter Licht- und     Walkechtheit        und     vorzüglicher     Seewasserechtheit.    Die Licht  echtheit eines mit dem neuen Farbstoff ge  färbten     Zelluloseesterlackes    ist hervorragend.



  <B> Additional patent </B> to main patent No. 184014. Process for the preparation of a new monoazo dye. It has been found that a new, valuable monoazo dye is obtained if the diazo compound of 4-amino-6-chlororesorcinol-di-o-tolyl ether of the formula
EMI0001.0007
    with 8 - benzoylamino - 1 -oxy-naphthalene-disulfonic acid- (3.6) couples.



  The new dye forms a bluish red powder, which is soluble in water with a lively bluish-tinted 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.

           Example: 33.95 kg of 4-amino-6-chloro-resoroin-di-o-tolyl ether, a colorless, solid substance which is obtained by reacting 2,4,5-trichloro-nitrobenzene with o-gresol in the presence of alkali hydroxide at temperatures of 130 to 150 to react, reduced and distilled in vacuo (268-270 at 15 mm) are dianotized.

   The diazo solution is allowed to run into an aqueous solution of 42.5 kg of 8-benzoylamino-1-oxynaphthalene-disulfonic acid (3.6) and excess sodium acetate at 0, 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 blue-tinged red, in concentrated sulfuric acid with a pure blue color. Fr dyes wool and silk in clear, red-violet tones with very good lightfastness and milled fastness and excellent seawater fastness. The light fastness 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-Amirro- 6-chlor-resorcin-di-o-tolyläther von der Formel EMI0002.0010 mit $ - Denzoylamirro-1-oxy - naphthalin - di- sulforrsäure-(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. PATENT CLAIM; Process for the preparation of a new monoazo dye, characterized in that the diazo compound of 4-amirro-6-chloro-resorcinol-di-o-tolyl ether of the formula EMI0002.0010 with $ - denzoylamirro-1-oxy - naphthalene - disulfuric 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 Textilfärbungen zei gen ausserdem noch eine gute Walkbeständig- keit und eine besonders gute Seewasserecht- heit. 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.
CH188521D 1935-09-24 1935-09-24 Process for the preparation of a new monoazo dye. CH188521A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH188521T 1935-09-24
CH184014T 1935-09-24

Publications (1)

Publication Number Publication Date
CH188521A true CH188521A (en) 1936-12-31

Family

ID=25720964

Family Applications (1)

Application Number Title Priority Date Filing Date
CH188521D CH188521A (en) 1935-09-24 1935-09-24 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH188521A (en)

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