CH137122A - Process for the production of an anthraquinone derivative. - Google Patents

Process for the production of an anthraquinone derivative.

Info

Publication number
CH137122A
CH137122A CH137122DA CH137122A CH 137122 A CH137122 A CH 137122A CH 137122D A CH137122D A CH 137122DA CH 137122 A CH137122 A CH 137122A
Authority
CH
Switzerland
Prior art keywords
production
anthraquinone derivative
derivative
pure blue
benzaldehyde
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 CH137122A publication Critical patent/CH137122A/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
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
    • 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

Landscapes

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 131358.    Verfahren zur Herstellung eines     Anthrachinonderivates.       Es wurde     gefunden,    dass man ein     Anthra-          ehinonderivat    erhält, wenn man 1     äA.mino-4-          paratoluidoa,nthrachinon,        Benzaldehyd    und  Ameisensäure aufeinander einwirken     lässt    und  das     @so    erhaltene     Benzylderivat        monosulfiert.     Der     entstandene        Farbstoff    stellt ein dunkel  blaues,

   in Wasser mit     reinblaner    Farbe lös  liches Pulver dar. Er färbt ungeheizte Wolle       aus    saurem Bad in     reinblauen    Tönen an.  



  <I>Beispiel:</I>  2 Teile     1-Amino-4-paratoluicdoanthrachinon     werden mit<B>10</B>     Teilen        Benzaldehyd    und  1 Teil 83     %iger    Ameisensäure ,so lange     unter     gutem Rühren auf     Wass-erbadtemperatur     gehalten, bis die Reaktion beendet, das     heisst     keine weitere Verschiebung der Farbe der  Schmelze nach blau mehr zu beobachten ist.

    Durch Verdünnen der     Reaktionsmasse    mit  dem     vierfachen    Volumen Methylalkohol wird  das gebildete     Benzylderivat    in     Form    dunkel  blauer     Kristalle    abgeschieden. Es löst sich  in organischen     Lösungsmitteln,    wie     Benzol,          Nitrobenzol,    Eisessig     ete.,    mit blauer Farbe.       Es    stellt ein     wertvolles    Zwischenprodukt  für die Herstellung weiterer Farbstoffe dar.

      1 Teil dieses     Produktes    wird in 10     Teilen          Schwefelsäuremono@hydrat    gelöst" mit 3 Tei  len     Oleum    von     28'/o    SO-Gehalt versetzt  und so lange bei einer Temperatur von 30  bis 45'     gehalten,    bis vollständige Wasser  löslichkeit     eingetreten    ist. Die     Farbstoff-          sulfosäure    wird in der üblichen Weise mit  Kochsalz oder     Chlorkalium    als Salz gefällt,       abfiltriert,    mit Salzlösung gewaschen und       getrocknet.  



      Additional patent to main patent no. 131358. Process for the production of an anthraquinone derivative. It has been found that an anthraquinone derivative is obtained if 1 a.mino-4-paratoluidoa, nthraquinone, benzaldehyde and formic acid are allowed to act on one another and the benzyl derivative obtained is monosulfated. The resulting dye is a dark blue,

   Powder soluble in water with a pure blue color. It stains unheated wool from an acid bath in pure blue tones.



  <I> Example: </I> 2 parts of 1-amino-4-paratoluicdoanthraquinone with <B> 10 </B> parts of benzaldehyde and 1 part of 83% formic acid are kept at water bath temperature with thorough stirring until the reaction ended, that is, no further shift in the color of the melt towards blue can be observed.

    By diluting the reaction mass with four times the volume of methyl alcohol, the benzyl derivative formed is deposited in the form of dark blue crystals. It dissolves in organic solvents, such as benzene, nitrobenzene, glacial acetic acid, etc., with a blue color. It is a valuable intermediate for the production of other dyes.

      1 part of this product is dissolved in 10 parts of sulfuric acid monohydrate with 3 parts of oleum with 28% SO content and kept at a temperature of 30 to 45 ° until complete water solubility has occurred. Sulphonic acid is precipitated in the usual way with common salt or potassium chloride as salt, filtered off, washed with brine and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Anthra- chinonderivates, dadurch gekennzeichnet, dass man 1. -Amino - 4 - paratoluidoanthrachinon, PATENT CLAIM: Process for the production of an anthrachinone derivative, characterized in that 1. -amino - 4 - paratoluidoanthraquinone, Benzaldehyd und Ameisensäure aufeinander einwirken lässt und das so erhaltene Benzyl- derivat monosulfiert. Der entstandene Farb- stoff stellt ein in. Wasser mit reinblauer Farbe- lösliches Pulver dar. Er färbt ungeheizte Wolle aus saurem Bad in reinblauen Tönen an. Lets benzaldehyde and formic acid act on one another and monosulfates the benzyl derivative obtained in this way. The resulting dye is a powder that is soluble in water with a pure blue color. It dyes unheated wool from an acid bath in pure blue tones.
CH137122D 1927-12-07 1927-12-07 Process for the production of an anthraquinone derivative. CH137122A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH137122T 1927-12-07
CH131358T 1927-12-07

Publications (1)

Publication Number Publication Date
CH137122A true CH137122A (en) 1929-12-15

Family

ID=25711611

Family Applications (1)

Application Number Title Priority Date Filing Date
CH137122D CH137122A (en) 1927-12-07 1927-12-07 Process for the production of an anthraquinone derivative.

Country Status (1)

Country Link
CH (1) CH137122A (en)

Similar Documents

Publication Publication Date Title
CH137122A (en) Process for the production of an anthraquinone derivative.
CH137119A (en) Process for the production of an anthraquinone derivative.
CH137118A (en) Process for the production of an anthraquinone derivative.
CH133384A (en) Process for the production of an anthraquinone derivative.
CH137120A (en) Process for the production of an anthraquinone derivative.
DE749495C (en) Process for the production of Kuepen dyes
CH137121A (en) Process for the production of an anthraquinone derivative.
DE638601C (en) Process for the preparation of anthraquinone dyes
DE541267C (en) Process for the production of Kuepen dyes
DE531102C (en) Process for the preparation of halogenated benzanthrone pyrazole anthrones
AT283542B (en) Process for the production of new anthraquinone dyes
DE527728C (en) Process for the production of dyes of the dibenzanthrone series and their intermediates
AT96507B (en) Process for the preparation of vat dyes and raw materials therefor.
CH109629A (en) Process for the production of a new vat dye.
DE626788C (en) Process for the preparation of pure 2-acetylamino-3-chloroanthraquinone
DE580010C (en) Process for the production of new condensation products
CH303878A (en) Process for the production of a vinyl sulfone.
CH125718A (en) Process for the production of an anthraquinone derivative.
CH109627A (en) Process for the production of a new vat dye.
CH137091A (en) Process for the production of an anthraquinone derivative.
CH201180A (en) Process for the preparation of dehydrobinaphthylenediimine.
CH157666A (en) Process for the production of a condensation product.
CH109630A (en) Process for the production of a new vat dye.
CH106124A (en) Process for the preparation of 4-chloro-1,2-thionaphthisatin.
CH137089A (en) Process for the production of an anthraquinone derivative.