CH197480A - Process for the preparation of a polymethine dye. - Google Patents

Process for the preparation of a polymethine dye.

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Publication number
CH197480A
CH197480A CH197480DA CH197480A CH 197480 A CH197480 A CH 197480A CH 197480D A CH197480D A CH 197480DA CH 197480 A CH197480 A CH 197480A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
polymethine dye
new
acidic
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 CH197480A publication Critical patent/CH197480A/en

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Description

  

  Verfahren zur Herstellung eines     Polymethinfarbstofes.       In der Hauptanmeldung ist ein Verfahren  zur Herstellung eines neuen     Polymethinfarb-          stoffes    beschrieben, bei dem man     1,3,3-Tri-          methyl-2-cnethylenindolin-a),-aldehyd    in Ge  genwart eines sauren Kondensationsmittels  mit     p-Phenylendiamin    umsetzt.  



  Es wurde nun gefunden, dass man eben  falls einen neuen wertvollen     Polymethinfarb-          stoff    erhält, wenn man     1,3,3-Trimethyl-2-          methylenindolin-m-aldehyd    in Gegenwart  eines sauren Kondensationsmittels mit     4,4'-          Dimethyldiphenylamin    umsetzt.  



  Der neue     Farbstoff    ähnelt den basischen       Triphenylmethanfarbstoffen    der     Auraminreihe.     Er ist gut wasserlöslich und zeichnet sich  durch ausgezeichnete Klarheit und sehr gute  Lichtechtheit seiner Färbungen aus. Durch       Sulfonierung    kann man den     Farbstoff    in einen  wertvollen sauren     Farbstoff    überführen.  



  <I>Beispiel:</I>  Zu einer Lösung von 20 Teilen     4,4'-Di-          methyldiphenylamin    und 21 Teilen     1,3,3-          Trimethyl-2-methylenindolin-co-aldehyd    in  150 Teilen Benzol lässt man unter Rühren    bei 2000 langsam 16 Teile     Phosphorogy-          chlorid    zulaufen. Dabei steigt die Temperatur  auf etwa<B>50'</B> C. Nach 2     1/2-stündigem    Rühren  trägt man die Masse in 200 Teile Wasser  ein, entfernt das Benzol mittels Wasserdampf  und gewinnt aus der filtrierten Lösung den  Farbstoff durch Fällen mit Kochsalz in gelben  Kristallen. Er färbt tannierte Baumwolle in  klarem gelbem Tone.



  Process for the preparation of a polymethine dye. The main application describes a process for the preparation of a new polymethine dye in which 1,3,3-trimethyl-2-cnethylenindoline-a), - aldehyde is reacted with p-phenylenediamine in the presence of an acidic condensing agent.



  It has now been found that a new, valuable polymethine dye is also obtained if 1,3,3-trimethyl-2-methyleneindoline-m-aldehyde is reacted with 4,4'-dimethyldiphenylamine in the presence of an acidic condensing agent.



  The new dye is similar to the basic triphenylmethane dyes of the auramine series. It is readily soluble in water and its dyeings are characterized by excellent clarity and very good lightfastness. The dye can be converted into a valuable acidic dye by sulfonation.



  <I> Example: </I> A solution of 20 parts of 4,4'-dimethyldiphenylamine and 21 parts of 1,3,3-trimethyl-2-methyleneindoline-co-aldehyde in 150 parts of benzene is added with stirring 2000 slowly run in 16 parts of phosphorogychloride. The temperature rises to about 50 C. After stirring for 2 1/2 hours, the mass is added to 200 parts of water, the benzene is removed by means of steam and the dye is obtained from the filtered solution by precipitation with table salt in yellow crystals. He dyes tannin cotton in a clear yellow shade.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Poly- methinfarbstoffes, dadurch gekennzeichnet, dass man 1,3,3-Trimethyl-2-methylenindolin- cu-aldehyd in Gegenwart eines sauren Konden sationsmittels mit 4,4'-Dimethyldiphenylamin umsetzt. _ Der neue Farbstoff ist gut wasserlöslich. Er färbt tannierte Baumwolle in sehr klaren gelben Tönen von guter Lichtechtheit. Durch Sulfonierung kann man ihn in einen wert vollen sauren Farbstoff überführen. PATENT CLAIM: Process for the production of a new polymethine dye, characterized in that 1,3,3-trimethyl-2-methyleneindoline cu-aldehyde is reacted with 4,4'-dimethyldiphenylamine in the presence of an acidic condensation agent. _ The new dye is readily soluble in water. It dyes tannin cotton in very clear yellow shades of good lightfastness. It can be converted into a valuable acidic dye by sulfonation.
CH197480D 1935-08-16 1936-07-07 Process for the preparation of a polymethine dye. CH197480A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE197480X 1935-08-16
CH193625T 1936-07-07

Publications (1)

Publication Number Publication Date
CH197480A true CH197480A (en) 1938-04-30

Family

ID=25722553

Family Applications (1)

Application Number Title Priority Date Filing Date
CH197480D CH197480A (en) 1935-08-16 1936-07-07 Process for the preparation of a polymethine dye.

Country Status (1)

Country Link
CH (1) CH197480A (en)

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