DE430560C - Process for the preparation of alkali-fast, green-blue dyes of the triphenylmethane series - Google Patents

Process for the preparation of alkali-fast, green-blue dyes of the triphenylmethane series

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Publication number
DE430560C
DE430560C DEC34972D DEC0034972D DE430560C DE 430560 C DE430560 C DE 430560C DE C34972 D DEC34972 D DE C34972D DE C0034972 D DEC0034972 D DE C0034972D DE 430560 C DE430560 C DE 430560C
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DE
Germany
Prior art keywords
green
alkali
fast
preparation
blue dyes
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEC34972D
Other languages
German (de)
Inventor
Dr Richard Gesing
Dr Rudolf Reyher
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JG Farbenindustrie AG
Original Assignee
JG 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 JG Farbenindustrie AG filed Critical JG Farbenindustrie AG
Priority to DEC34972D priority Critical patent/DE430560C/en
Application granted granted Critical
Publication of DE430560C publication Critical patent/DE430560C/en
Expired legal-status Critical Current

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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)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)

Description

Verfahren zur Darstellung von alkaliechten, grünblauen Farbstoffen der Triphenylmethanreihe. Es ist bekannt, daß durch Kondensation von o-Sulfobenzaldehycl mit r@thylsulfobenzylanilin und nachfolgende Oxydation ein schöner, reiner Farbstoff erhalten wird, der -im Handel unter dem -Namen Erioglaucin bekannt ist.Process for the representation of alkali-fast, green-blue dyes the triphenylmethane series. It is known that by condensation of o-sulfobenzaldehycl with r @ thylsulfobenzylaniline and subsequent oxidation a beautiful, pure dye which is known commercially under the name Erioglaucin.

Es wurde nun gefunden, daß man durch Kondensation von o-Sulfobenzaldeliyd mit Alkylsulfol)enzvlarylarninen, «-elche im Benzylrest durch Halogen substituiert sind, und nachfolgende Oxydation neue Farbstoffe erhält, welche die bekannten an Reinheit des Tones noch wesentlich übertreffen. Als solche Alkylbenzylarylamine, bei denen bei der Sulfierung die Sulfogruppe in den Benzvlrest eintritt, seien genannt: o-, m-, p-Chlorlienzylätliylanilin, 2,d.- und 2,6-Dichlorbenzyläthylanilin. In gleicher Weise können die Bromderivate sowie die Abkömmlinge des Benzylinethylanilins zur Verwendung kommen. Beispiel i. Das in bekannter Weise atis o-Chlorbenzvlchlorid und Monoäthylanilin erhaltene o-C'hlorlienz5-liithylanilin wird stilfiert. Die Sulfosätire stellt ein «weißes Pulver dar und ist in Wasser sehr schwer, in Alkalien leicht löslich. 65 Teile Sulfosäure werden mit 23 Teilen o-Sulfobenzaldehyd (goprozentig) in wäßriger Lösung 24 Stunden unter Rückfluß gekocht und die entstandene Leukosätire in saurer Lösung mit Bleisuperoxyd zum Farbstoff oxydiert. Nach dem Abscheiden des Bleis wird der Farbstoff ausgesalzen und getrocknet. Er färbt Wolle in blauen Tönen von besonderer Reinheit und Klarheit, wobei das Färbebad ausgiebiger als bei den bekannten Farbstoffen erschöpft wird. In gleicher Weise erhält man, ausgehend von m- und p-Chlorsulfobenzyläthylanilin, ebenfalls weißen, in Wasser sehr schwer, in Alkalien leicht löslichen Pulvern, die entsprechenden Farbstoffe, die die gleichen günstigen Eigenschaften aufweisen. Beispiel e. Geht man von 2,<-Dielilorbenzyläthylaniliii aus und verwendet man 72 Teile der Stilfosäure zur Kondensation mit 23 Teilen o-Stilfolienzaldehycl, so erhält man nach der gleichen Arbeitsweise einen Farbstoff, der Wolle in etwas grünstichigeren blauen Töncn von besonderer Reinheit und Klarheit färbt.It has now been found that by condensation of o-sulfobenzaldelyde substituted with alkylsulfol) enzvlarylarninen, «-elche in the benzyl radical by halogen are, and subsequent oxidation receives new dyes, which add the known ones The purity of the tone is much better. As such alkylbenzylarylamines, in which the sulfo group enters the benzene residue during the sulfation, the following may be mentioned: o-, m-, p-Chlorlienzylätliylanilin, 2, d.- and 2,6-Dichlorbenzyläthylanilin. In the same Way, the bromine derivatives as well as the derivatives of Benzylinethylanilins can be used Use come. Example i. That in a known manner atis o-Chlorbenzvlchlorid o-C'hlorlienz5-liithylaniline obtained and monoethylaniline is styled. The sulfosatires is a white powder and is very heavy in water, light in alkalis soluble. 65 parts of sulfonic acid are mixed with 23 parts of o-sulfobenzaldehyde (gop%) boiled under reflux in aqueous solution for 24 hours and the leukosatites formed oxidized in acidic solution with lead peroxide to form the dye. After depositing the The dye is salted out and dried with lead. He dyes wool in blue tones of particular purity and clarity, the dye bath being more extensive than with the known dyes is exhausted. In the same way, starting from m- and p-chlorosulfobenzylethylaniline, also white, very difficult in water, in Alkalis easily soluble powders, the corresponding dyes, the same have favorable properties. Example e. Assuming 2, <- Dielilorbenzyläthylaniliii from and using 72 parts of stilfoic acid for condensation with 23 parts of o-stilfolienaldehyde, in the same way a dye is obtained, the wool in a bit greener tinged blue tones of particular purity and clarity.

In gleicher Weise kann man die Sulfosäure des 2,d.-Dichlorhenzyläthylanilins verwenden. Die erwähnten Stilfosäuren haben alle das gleiche Aussehen und die gleichen Eigenschaften.The sulfonic acid of 2, d.-dichlorohenzylethylaniline can be used in the same way use. Have the mentioned stilfo acids all the same look and the same properties.

Claims (1)

PATENT-ANSPRUCFI: Verfahren zur Darstellung Ton alkaliechten, grünblauen Farbstoffen der Triphenylmethanr eihe, dadurch gekennzeichnet, daß man o-Sulfobenzaldehyd mit Alkylsulfobenzylarylaminen, welche im Benzylrest durch Halogen substituiert sind, kondensiert und die entstandenen Leukoverbindungen oxydiert.PATENT-ANSPRUCFI: Process for rendering clay alkaline, green-blue Dyes of the triphenylmethane series, characterized in that one o-sulfobenzaldehyde with alkylsulfobenzylarylamines, which are substituted by halogen in the benzyl radical are condensed and the leuco compounds formed are oxidized.
DEC34972D 1924-06-08 1924-06-08 Process for the preparation of alkali-fast, green-blue dyes of the triphenylmethane series Expired DE430560C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEC34972D DE430560C (en) 1924-06-08 1924-06-08 Process for the preparation of alkali-fast, green-blue dyes of the triphenylmethane series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC34972D DE430560C (en) 1924-06-08 1924-06-08 Process for the preparation of alkali-fast, green-blue dyes of the triphenylmethane series

Publications (1)

Publication Number Publication Date
DE430560C true DE430560C (en) 1926-06-17

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Family Applications (1)

Application Number Title Priority Date Filing Date
DEC34972D Expired DE430560C (en) 1924-06-08 1924-06-08 Process for the preparation of alkali-fast, green-blue dyes of the triphenylmethane series

Country Status (1)

Country Link
DE (1) DE430560C (en)

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