CH212804A - Process for the preparation of a nitrogen-containing 5.6.7.8-tetrahydroanthraquinone derivative. - Google Patents

Process for the preparation of a nitrogen-containing 5.6.7.8-tetrahydroanthraquinone derivative.

Info

Publication number
CH212804A
CH212804A CH212804DA CH212804A CH 212804 A CH212804 A CH 212804A CH 212804D A CH212804D A CH 212804DA CH 212804 A CH212804 A CH 212804A
Authority
CH
Switzerland
Prior art keywords
nitrogen
derivative
tetrahydroanthraquinone
preparation
acid
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 CH212804A publication Critical patent/CH212804A/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
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • C09B1/30—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups sulfonated
    • 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
    • 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
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung eines     stickstoffhaltigen        ü.6.7.8-Tetrahydro-          anthrachinonderivates.       Gegenstand dieses Zusatzpatentes ist ein  Verfahren zur Herstellung eines stickstoff  haltigen     5.6.7.8-Tetrahydroanthrachinon-          derivates,    welches darin besteht, dass man       Leuko    - 5.6.7.8 -     tetrahydrochinizarin    mit       Mesidin    umsetzt und die     Leükoverbindung     oxydiert.  



  Die so erhaltene neue Verbindung hat  einen     Schmelzpunkt    von 238 bis 240' C. Sie  löst sich in konzentrierter Schwefelsäure mit       rotstichig    blauer     Farbe.    Die daraus durch       Sulfonieren    gebildete     Sulfonsäure    färbt  Wolle aus saurem Bade in blauen Tönen.  



  <I>Beispiel:</I>  100 Gewichtsteile     Mesidin,    12 Gewichts  teile     Leuko-5.6.7.8-tetrahydrochinizarin     und 8 Gewichtsteile Borsäure werden unter  Rühren 3 Stunden auf 170 bis 180   C er  hitzt. Dann leitet man 1     Stunde    Luft dar  über, lässt auf<B>80'</B> C abkühlen und verdünnt    mit Methanol. Der beim Erkalten abgeschie  dene kristalline Niederschlag wird abgesaugt  und aus Eisessig umkristallisiert. Die Ver  bindung hat einen     Schmelzpunkt    von 238 bis  240   C; die Lösungsfarbe in konzentrierter  Schwefelsäure ist     rotstichig    blau.

   Beim Ver  rühren des Farbstoffes mit 100%iger Schwe  felsäure während etwa 2 Stunden bei Raum  temperatur entsteht daraus eine     Disulfon-          säure    von wahrscheinlich folgender Formel:  
EMI0001.0022     
      Der Farbstoff färbt Wolle aus saurem Bade  in blauen Tönen. Die Färbungen zeichnen  sieh durch gute     Echtheitseigenschaften    aus.



  Process for the production of a nitrogen-containing ü.6.7.8-tetrahydro-anthraquinone derivative. The subject of this additional patent is a process for the production of a nitrogen-containing 5.6.7.8-tetrahydroanthraquinone derivative, which consists in reacting leuco - 5.6.7.8 - tetrahydroquinizarine with mesidine and oxidizing the leuco compound.



  The new compound thus obtained has a melting point of 238 to 240 ° C. It dissolves in concentrated sulfuric acid with a reddish-tinged blue color. The sulfonic acid formed from it by sulfonation dyes wool from an acid bath in blue tones.



  <I> Example: </I> 100 parts by weight of mesidine, 12 parts by weight of leuco-5.6.7.8-tetrahydroquinizarine and 8 parts by weight of boric acid are heated to 170 to 180 C for 3 hours with stirring. Then air is passed over it for 1 hour, allowed to cool to <B> 80 '</B> C and diluted with methanol. The crystalline precipitate deposited on cooling is filtered off with suction and recrystallized from glacial acetic acid. The compound has a melting point of 238 to 240 C; the solution color in concentrated sulfuric acid is a reddish blue.

   When the dye is stirred with 100% sulfuric acid for about 2 hours at room temperature, a disulfonic acid is formed, probably with the following formula:
EMI0001.0022
      The dye dyes wool from an acid bath in blue tones. The dyeings are characterized by good fastness properties.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines stick stoffhaltigen 5 .6.7.8 - Tetrahydroanthra- chinonderivates, dadurch gekennzeichnet, dass man Letiko - 5 .6.7.8 -tetrahydrochinizarin mit Mesidin umsetzt und die Leukoverbin- dung oxydiert. Die so erhaltene treue Verbindung hat einen Schmelzpunkt von ?38 bis ?.t0 C. Sie löst sich in konzentrierter Schwefelsäure mit rotstichig blauer Farbe. PATENT CLAIM: Process for the production of a nitrogen-containing 5 .6.7.8 - tetrahydroanthraquinone derivative, characterized in that letiko - 5 .6.7.8 -tetrahydroquinizarin is reacted with mesidine and the leuco compound is oxidized. The faithful compound thus obtained has a melting point of? 38 to? .T0 C. It dissolves in concentrated sulfuric acid with a reddish blue color. Die daraus durch Sulfonieren gebildete Sulfonsäure färbt Wolle ausaurem Bade in blauen Tönen. The sulfonic acid formed from it by sulfonation dyes wool from an acid bath in blue tones.
CH212804D 1937-12-24 1938-12-17 Process for the preparation of a nitrogen-containing 5.6.7.8-tetrahydroanthraquinone derivative. CH212804A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE212804X 1937-12-24
DE150138X 1938-01-15
CH210607T 1938-12-17

Publications (1)

Publication Number Publication Date
CH212804A true CH212804A (en) 1940-12-15

Family

ID=27177901

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212804D CH212804A (en) 1937-12-24 1938-12-17 Process for the preparation of a nitrogen-containing 5.6.7.8-tetrahydroanthraquinone derivative.

Country Status (1)

Country Link
CH (1) CH212804A (en)

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