CH117478A - Process for the preparation of an alkali-like green-blue dye of the triphenylmethane series. - Google Patents

Process for the preparation of an alkali-like green-blue dye of the triphenylmethane series.

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Publication number
CH117478A
CH117478A CH117478DA CH117478A CH 117478 A CH117478 A CH 117478A CH 117478D A CH117478D A CH 117478DA CH 117478 A CH117478 A CH 117478A
Authority
CH
Switzerland
Prior art keywords
dye
blue
green
alkali
preparation
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 CH117478A publication Critical patent/CH117478A/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
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10—Amino derivatives of triarylmethanes
    • C09B11/12—Amino derivatives of triarylmethanes without any OH group bound to an aryl nucleus
    • C09B11/14—Preparation from aromatic aldehydes, aromatic carboxylic acids or derivatives thereof and aromatic amines

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

Description

  

  Verfahren zur Darstellung eines     alkalieehten    grünblauen     Farbstoffes     der     Triphenylmethanreihe.       Es wurde gefunden, dass man einen     alkali-          echten    grünblauen Farbstoff der     Triphenyl-          methanreihe    erhält, wenn man 1     Mol.        o-Sulfo-          benzaldehyd    mit 2     112o1.        m-Chlorsulfobenzyl-          äthylanilin    kondensiert und das entstandene  Kondensationsprodukt oxydiert.  



  Trocken ist der     Farbstoff,    der im     Zustand     der freien Säure die     Di-m-chlorsulfobenzyl-          diäthyldiaminotriphenylkarbinol    - o -     sulfosäure     ist, ein metallisch glänzendes blaues Pulver,  das in Wasser leicht mit schöner blauer  Farbe löslich ist, und färbt Wolle in blau  grünen Tönen von besonderer Reinheit und  Klarheit, wobei das Färbebad ausgiebiger als  bei dem entsprechenden chlorfreien     Farbstoff     erschöpft wird.  



       Beispiel:     Das in bekannter Weise aus     m-Chlor-          benzylchlorid    und     Konoäthylanilin    erhaltene       in-Chlorbenzyläthylanilin    wird     sulfiert,    indem  man 1 Teil der Base in 1-2 Teilen Schwefel  säuremonohydrat löst und in der Kälte so  lange mit zwei Äquivalenten     SOs    in Form  von     Oleum    rührt, bis     Alkalilöslichkeit    ein-    getreten ist. Auf diese Weise tritt eine     Sulfo-          gruppe    in den     Benzylrest    ein.

   Die neue     Sulfo-          säure    stellt ein weisses Pulver dar und ist  in Wasser sehr schwer, in Alkalien leicht  löslich. 66 Teile der     Sulfosäure    werden mit  23 Teilen     o-Sulfobenzaldehyd    (90     o/oig)    in  wässeriger Lösung 24 Stunden unter Rück  fluss gekocht und die entstandene     Leukosäure     in saurer Lösung mit     Bleisuperoxyd    zum       Farbstoff    oxydiert. Nach dem Abscheiden des  Bleis wird der     Farbstoff        ausgesalzen    und ge  trocknet.



  Process for the preparation of an alkaline green-blue dye of the triphenylmethane series. It has been found that an alkali-proof green-blue dye of the triphenylmethane series is obtained if 1 mol. O-sulfobenzaldehyde is mixed with 2 112o1. m-Chlorsulfobenzyl- äthylanilin condenses and the resulting condensation product is oxidized.



  Dry is the dye, which in the state of the free acid is the di-m-chlorosulfobenzyl diethyldiaminotriphenylcarbinol - o - sulfonic acid, a metallic shiny blue powder that is easily soluble in water with a beautiful blue color, and dyes wool in blue-green shades of of particular purity and clarity, whereby the dyebath is exhausted more extensively than with the corresponding chlorine-free dye.



       Example: The in-chlorobenzylethylaniline obtained in a known manner from m-chlorobenzyl chloride and conoethylaniline is sulfated by dissolving 1 part of the base in 1-2 parts of sulfuric acid monohydrate and stirring it in the cold with two equivalents of SO2 in the form of oleum until alkali solubility occurs. In this way a sulfo group enters the benzyl radical.

   The new sulphonic acid is a white powder and is very difficult in water and easily soluble in alkalis. 66 parts of the sulfonic acid are refluxed with 23 parts of o-sulfobenzaldehyde (90%) in an aqueous solution for 24 hours and the leuco acid formed is oxidized in acidic solution with lead peroxide to give the dye. After the lead has been deposited, the dye is salted out and dried.

Claims (1)

PATRNTANSPRHCH: Verfahren zur Darstellung eines alkali- echten grünblauen Farbstoffes der Triphenyl- methanreihe, dadurch gekennzeichnet, dass man 1 Mol. o-Sulfobenzaldehyd mit 2 Mol. m-Chlorsulfobenzyläthylanilin kondensiert und das entstandene Kondensationsprodukt oxy diert. PATRNTANSPRHCH: Process for the preparation of an alkali-true green-blue dye of the triphenyl methane series, characterized in that 1 mol. O-sulfobenzaldehyde is condensed with 2 mol. M-chlorosulfobenzylethylaniline and the resulting condensation product is oxidized. Trocken ist der Farbstoff, der im Zustand der freien Säure die Di-m-chlorsulfobenzyl- diäthyldia.minotriphenylkarbinol - o - sulfosäure ist, ein metallisch glänzendes blaues Pulver, das in Wasser leicht mit schöner blauer Farbe löslich ist, und färbt Wolle in blau grünen Tönen von besonderer Reinheit und Klarheit, wobei das Färbebad ausgiebiger als bei dem entsprechenden chlorfreien Farb stoff erschöpft wird. The dry dye is the di-m-chlorosulfobenzyl diethyldia.minotriphenylcarbinol - o - sulfonic acid in the state of the free acid, a metallic, shiny blue powder that is easily soluble in water with a beautiful blue color, and dyes wool a blue green Shades of particular purity and clarity, whereby the dye bath is exhausted more extensively than with the corresponding chlorine-free dye.
CH117478D 1925-05-25 1925-05-25 Process for the preparation of an alkali-like green-blue dye of the triphenylmethane series. CH117478A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH117478T 1925-05-25
CH116156T 1926-08-02

Publications (1)

Publication Number Publication Date
CH117478A true CH117478A (en) 1926-11-01

Family

ID=25708653

Family Applications (1)

Application Number Title Priority Date Filing Date
CH117478D CH117478A (en) 1925-05-25 1925-05-25 Process for the preparation of an alkali-like green-blue dye of the triphenylmethane series.

Country Status (1)

Country Link
CH (1) CH117478A (en)

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