DE397823C - Process for the representation of dyes of the fuchsin series - Google Patents

Process for the representation of dyes of the fuchsin series

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Publication number
DE397823C
DE397823C DEF51379D DEF0051379D DE397823C DE 397823 C DE397823 C DE 397823C DE F51379 D DEF51379 D DE F51379D DE F0051379 D DEF0051379 D DE F0051379D DE 397823 C DE397823 C DE 397823C
Authority
DE
Germany
Prior art keywords
dyes
representation
toluidine
fuchsin
series
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
DEF51379D
Other languages
German (de)
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.)
Hoechst AG
Original Assignee
Hoechst 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 Hoechst AG filed Critical Hoechst AG
Priority to DEF51379D priority Critical patent/DE397823C/en
Application granted granted Critical
Publication of DE397823C publication Critical patent/DE397823C/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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Darstellung von Farbstoffen der Füchsinreihe. Fuchsin wurde seither entweder nach dem alten Kopierverfahren oder nach dem Verfahren, welches auf den Formaldehyd in letzter Linie zurückgeht, hergestellt.Process for the representation of dyes of the vixen line. Vixen has since been either using the old copying process or the process which is based on formaldehyde in the last analysis.

Es wurde nun gefunden, daß das letztere Verfahren mit großem technischen Vorteil ersetzt werden kann durch ein Verfahren auf Grund der Verwendung von Methylenchlorid. Erhitzt man Methylenchlorid und Toluidin-bzw. Anilinbasen oder Gemischen solcher, so erhält man nach der Literatur Körper, welche wohl teilweise die entsprechenden Diarylmethane erhalten, jedoch auch sehr erhebliche Mengen anderer Körper (Liebigs Ann. 256 S. 285 bis 3r3). Überraschenderweise hat sich nun ergeben, daß aus dem unreinen so erhaltenen Gemisch in guter Ausbeute Fuchsin erhalten werden kann, wenn dasselbe gemäß den Patentschriften 59775 und 61i46 an Stelle von Diaminodiarylmethan verarbeitet wird.It has now been found that the latter process can be replaced with great technical advantage by a process based on the use of methylene chloride. If you heat methylene chloride and toluidine or. Aniline bases or mixtures of these are obtained, according to the literature, of bodies which in some cases contain the corresponding diarylmethanes, but also very considerable amounts of other bodies (Liebigs Ann. 256 pp. 285 to 3r3). Surprisingly, it has now been found that fuchsin can be obtained in good yield from the impure mixture obtained in this way if the same is processed according to patents 59775 and 61i46 instead of diaminodiarylmethane.

' Beispiel.' Example.

617 Teile o-Toluidiu werden mit 85 Teilen Methylenchlorid im geschlossenen Gefäß bi3 zum Verschwinden des Methylenchlorids auf 12o bis z25° erhitzt. Das auf diese Weise erhaltene Basengemisch wird dann mit '317 Teilen salzsaurem o-Toluidin und 68 Teilen Eisenchlorür versetzt und hierauf bei einer Temperatur von etwa 16o bis Co' unter Rühren 136 Teile o-Nitrotoluol innerhalb 3 Stunden zugegeben. Nach a- bis 4stündigem Nachrühren wird zur Entfernung des überschüssigen Toluidins mit Wasserdampf abgetrieben und aus dem Rückstand das Neufuchsin durch wiederholtes Auskochen und Aussahen gewonnen.617 parts of o-Toluidiu are closed with 85 parts of methylene chloride Vessel bi3 heated to 12o to z25 ° in order for the methylene chloride to disappear. That on The base mixture obtained in this way is then mixed with 317 parts of hydrochloric acid o-toluidine and 68 parts of iron chloride and then at a temperature of about 16o until Co 'was added 136 parts of o-nitrotoluene with stirring over the course of 3 hours. To Stirring for a to 4 hours is used to remove the excess toluidine Expelled water vapor and from the residue the Neufuchsin by repeated Boiling and looking won.

Ersetzt man in diesem Beispiel das o-Toluidin durch Anilin, so wird Parafuchsin erhalten. Bei Verwendung eines Gemisches von Anilin und o-Toluidin liefert das Verfahren das gewöhnliche Fuchsin.If in this example the o-toluidine is replaced by aniline, then becomes Preserved parafuchsin. When using a mixture of aniline and o-toluidine yields the procedure the common fuchsin.

Die beschriebene Arbeitsweise bietet einerseits den Vorteil; daß der teuere Formaldehyd durch das billige, bei der Herstellung von Chlormethyl abfallende Methylenchlorid ersetzt wird, anderseits gibt es für diesen Körper, der sich bisher unbenutzt ansammelte, eine lohnende Verwendungsmöglichkeit.The working method described offers the advantage on the one hand; that the expensive formaldehyde due to the cheap formaldehyde obtained in the production of chloromethyl Methylene chloride is replaced, on the other hand, there is for this body, which has been up until now accumulated unused, a worthwhile use.

Claims (1)

PATENT-ANSPRUcii: Verfahren zur Darstellung von Farbstoffen der Fuchsinreihe, darin bestehend, daß man Methylenchlorid mit Anilin, o-Toluidin oder Gemischen von beiden umsetzt und das so erhaltene Basengemisch mit o-Toluidin oder Anilin in Gegenwart eines Überschusses von salzsaurem o-Toluidin bzw. Anilin und Oxydationsmitteln erhitzt.PATENT REQUIREMENTS: Process for the representation of dyes of the fuchsine series, consisting in that one methylene chloride with aniline, o-toluidine or mixtures of both reacts and the base mixture thus obtained with o-toluidine or aniline in the presence an excess of hydrochloric acid o-toluidine or aniline and oxidizing agents.
DEF51379D 1922-03-21 1922-03-21 Process for the representation of dyes of the fuchsin series Expired DE397823C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF51379D DE397823C (en) 1922-03-21 1922-03-21 Process for the representation of dyes of the fuchsin series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF51379D DE397823C (en) 1922-03-21 1922-03-21 Process for the representation of dyes of the fuchsin series

Publications (1)

Publication Number Publication Date
DE397823C true DE397823C (en) 1924-06-30

Family

ID=7104561

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF51379D Expired DE397823C (en) 1922-03-21 1922-03-21 Process for the representation of dyes of the fuchsin series

Country Status (1)

Country Link
DE (1) DE397823C (en)

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