CH133386A - Process for the production of an anthraquinone derivative. - Google Patents

Process for the production of an anthraquinone derivative.

Info

Publication number
CH133386A
CH133386A CH133386DA CH133386A CH 133386 A CH133386 A CH 133386A CH 133386D A CH133386D A CH 133386DA CH 133386 A CH133386 A CH 133386A
Authority
CH
Switzerland
Prior art keywords
acid
blue
production
diamino
anthraquinone derivative
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH133386A publication Critical patent/CH133386A/en

Links

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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/51—N-substituted amino-hydroxy anthraquinone
    • C09B1/515—N-alkyl, N-aralkyl or N-cycloalkyl derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/24—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings
    • C07C225/26—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings
    • C07C225/32—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings of condensed quinone ring systems formed by at least three rings
    • C07C225/34—Amino anthraquinones

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

Description

  

  Verfahren zur Herstellung eines     Anthrachinonderivates.       Es wurde gefunden, dass man ein     Anthra-          chinonderivat    erhält, wenn man das tech  nische Gemisch der     4,5-Diamino-1,8-dioxy-          anthrachinon-2,7-disulfosäure    und der     4,8-          Diamino    -1,5 -     dioxyanthrachinon    - 2,6 -     disulfo        -          säure,    Formaldehyd und Ameisensäure auf  einander einwirken lässt.

   Das so erhaltene  Produkt stellt wahrscheinlich ein Gemisch  der     N-Dirnethylderivate    der genannten Säu  ren dar und .kann durch die Einwirkung der  Ameisensäure auf das Kondensationsprodukt  des     Aldehydes    mit dem     Aminoanthrachinon     oder durch die Einwirkung des     Aldehydes     auf das Kondensationsprodukt der Ameisen  säure mit dem     Aminoanthrachinon    entstanden  sein, Es bildet ein dunkelblaues, in Wasser  mit     reinblauer    Farbe lösliches Pulver. Die  wässerige Lösung bleibt auf Zusatz von  Salzsäure blau. Der neue     Farbstoff    färbt  Wolle aus saurem Bad in reinen, blauen  Tönen.

      <I>Beispiel:</I>  10 Teile des technischen Gemisches der       4,5-Diamino-1,8-dioxyanthrachinori-2,7-disulfo-          säure    und der     4,8-Dianiino-1,5-dioxyanthra-          chinon-2,6-disulfosäure    werden im emaillierten  Kessel mit 60 Teilen Ameisensäure 83.5      /a     und 25 Teilen Formaldehyd von 40     Vol.         /o     bei Wasser     badtemperatur    so lange behandelt,  bis die anfangs     violettblaue    Farbe der  Schmelze in grünblau übergegangen und  keine weitere     Nuancenänderung    mehr zeigt.

    Die     Schmelze    wird alsdann mit Wasser ver  dünnt, mit Kochsalz     ausgesalzen,        abfiltriert     und getrocknet.



  Process for the production of an anthraquinone derivative. It has been found that an anthraquinone derivative is obtained if the technical mixture of 4,5-diamino-1,8-dioxy-anthraquinone-2,7-disulfonic acid and 4,8-diamino -1,5 - dioxyanthraquinone - 2,6 - disulfonic acid, formaldehyde and formic acid can act on each other.

   The product obtained in this way is probably a mixture of the N-dimethyl derivatives of the acids mentioned and may have been formed by the action of formic acid on the condensation product of the aldehyde with the aminoanthraquinone or by the action of the aldehyde on the condensation product of the formic acid with the aminoanthraquinone , It forms a dark blue powder that is soluble in water with a pure blue color. The aqueous solution remains blue when hydrochloric acid is added. The new dye dyes wool from an acid bath in pure, blue tones.

      <I> Example: </I> 10 parts of the technical mixture of 4,5-diamino-1,8-dioxyanthraquinori-2,7-disulfonic acid and 4,8-dianiino-1,5-dioxyanthraquinone 2,6-disulfonic acid are treated in an enamelled kettle with 60 parts of formic acid 83.5 / a and 25 parts of formaldehyde at 40 vol. / O at water bath temperature until the initially violet-blue color of the melt changes to green-blue and shows no further changes in nuance.

    The melt is then diluted with water, salted out with sodium chloride, filtered off and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Anthrachi- nonderivates, dadurch gekennzeichnet, dass man das technisehe Gemisch der 4,5-Diamino- 1,8-dioxyanthrachinori-2,7-disulfosäure und der 4,8-Diamino-1,5-dioxyanthrachinon-2,6-disulfo- säure, Pormaldehyd und Ameisensäure auf einander einwirken lässt. Das so erhaltene Produkt bildet ein dunkelblaues, in Wasser mit reisblauer Farbe lösliches Pulver: Die wässerige Lösung bleibt auf Zusatz von Salzsäure blau. Der neue Parbstoff färbt Wolle aus saurem Bad in reinen, blauen Tönen. PATENT CLAIM: Process for the production of an anthraquinone derivative, characterized in that the technical mixture of 4,5-diamino-1,8-dioxyanthraquinori-2,7-disulfonic acid and 4,8-diamino-1,5-dioxyanthraquinone 2,6-disulfonic acid, formaldehyde and formic acid can act on each other. The product obtained in this way forms a dark blue powder that is soluble in water with a rice-blue color: the aqueous solution remains blue when hydrochloric acid is added. The new paraffin dyes wool from an acid bath in pure, blue tones.
CH133386D 1926-08-26 1926-08-26 Process for the production of an anthraquinone derivative. CH133386A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH133386T 1926-08-26
CH131358T 1927-12-07

Publications (1)

Publication Number Publication Date
CH133386A true CH133386A (en) 1929-05-31

Family

ID=25711602

Family Applications (1)

Application Number Title Priority Date Filing Date
CH133386D CH133386A (en) 1926-08-26 1926-08-26 Process for the production of an anthraquinone derivative.

Country Status (1)

Country Link
CH (1) CH133386A (en)

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