CH212805A - 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
CH212805A
CH212805A CH212805DA CH212805A CH 212805 A CH212805 A CH 212805A CH 212805D A CH212805D A CH 212805DA CH 212805 A CH212805 A CH 212805A
Authority
CH
Switzerland
Prior art keywords
nitrogen
tetrahydroanthraquinone
leuco
derivative
preparation
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 CH212805A publication Critical patent/CH212805A/en

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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
    • 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)
  • Color Printing (AREA)

Description

  

  Verfahren zur Herstellung eines     stichstoffhaltigen    5 . 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-tetrahvdrochinizarin    mit       ?-        Amino-1        .--)    . 3 .     4-tetrahvdronaphthalin    um  setzt und die     Leukoverbindung    oxydiert.  



  Die so erhaltene neue Verbindung hat  einen Schmelzpunkt von 220 bis 221   C. Sie  löst sich in konzentrierter Schwefelsäure mit  roter Farbe. Die daraus durch Sulfonieren  gebildete     Sulfonsäure    färbt Wolle aus sau  rem Bade in klaren,     grünstichig    blauen  Tönen.  



       Beispiel:     11)     Gewichtsteile        Leuko-5.6.7.8-tetra-          hydrochinizarin         -erden    mit 100 Gewichts-    teilen     Butanol        und    25 Gewichtsteilen 2  Amino-1.2.3.4-tetrahydronaphthalin etwa  5 Stunden unter     Rückfluss    zum Sieden er  hitzt. Nach Zugabe von 1 Gewichtsteil     Pi-          peridin    leitet man einen kräftigen Luftstrom  über die Lösung, bis sie klar blau geworden  ist.

   In verfilzten blauen Nadeln scheidet sich  das 1 .     4-Di-(1'    . 2' .     3'.4'-tetrahydro-2'-naph-          thylamino)    - 5 . 6 . 7 . 8 -     tetrahydroanthrachi-          non    ab. Es hat einen Schmelzpunkt von 220  bis 221   C. Es löst sich in konzentrierter  Schwefelsäure mit roter Farbe und ist schon  nach kurzer Zeit sulfoniert.

   Die durch     Sul-          fonieren    mit 100     ä        iger    Schwefelsäure bei  Raumtemperatur erhältliche     Disulfonsäure     hat wahrscheinlich folgende Konstitution:    
EMI0002.0001     
    Der Farbstoff färbt Wolle aus saurem Bade  in klaren,     grünstichig    blauen Tönen. Die  Färbungen     zeichnen    sich durch gute Echt  heitseigenschaften aus.



  Process for the production of a 5. 6. 7. 8-Tetrahydro-anthraquinone derivatives. The subject of this additional patent is a process for the production of a nitrogen-containing 5. 6th 7th 8-tetrahydroanthraquinone derivatives, which consists in that leuco-5.6.7.8-tetrahydroquinizarin with? - amino-1 .--). 3. 4-tetrahydronaphthalene sets and oxidizes the leuco compound.



  The new compound thus obtained has a melting point of 220 to 221 C. It dissolves in concentrated sulfuric acid with a red color. The sulphonic acid formed from this by sulphonation dyes wool from acidic baths in clear, greenish blue tones.



       Example: 11) parts by weight of leuco-5.6.7.8-tetrahydroquinizarin earths with 100 parts by weight of butanol and 25 parts by weight of 2-amino-1.2.3.4-tetrahydronaphthalene is heated to boiling under reflux for about 5 hours. After adding 1 part by weight of piperidine, a vigorous stream of air is passed over the solution until it has turned clear blue.

   The first is separated in matted blue needles. 4-di- (1 '. 2'. 3'.4'-tetrahydro-2'-naphthylamino) -5. 6th 7th 8 - tetrahydroanthraquinone from. It has a melting point of 220 to 221 C. It dissolves in concentrated sulfuric acid with a red color and is sulfonated after a short time.

   The disulfonic acid obtainable by sulfonating with 100% sulfuric acid at room temperature probably has the following constitution:
EMI0002.0001
    The dye dyes wool from an acid bath in clear, greenish blue tones. The dyeings are characterized by good fastness properties.

Claims (1)

PATENTANSPÜCII Verfahren zur Herstellung eines stick stoffhaltigen 5 . 6 . 7 . 8-Tetrahydroanthra- chinonderivates, dadurch gekennzeichnet, dass man Leuko-5.6.7.8-tetrahydrochinizarin mit 2-Amino-1. 2 . ss . 4-tetrahydronaphtha- lin umsetzt und die Leukoverbindung oxy diert. Die so erhaltene neue Verbindung hat einen Schmelzpunkt von 220 bis 'MM' C. Sie löst sich in konzentrierter Schwefelsäure mit roter Farbe. PATENTANSPÜCII Process for the production of a nitrogen-containing 5. 6th 7th 8-Tetrahydroanthraquinone derivatives, characterized in that leuco-5.6.7.8-tetrahydroquinizarin with 2-amino-1. 2. ss. 4-tetrahydronaphthalene is converted and the leuco compound is oxidized. The new compound thus obtained has a melting point of 220 to 'MM' C. It dissolves in concentrated sulfuric acid with a red color. Die daraus durch Sulfonieren gebildete Sulfonsäure färbt )Volle aus sau rem Bade in klaren. grünstiehig blauen Tönen. The sulphonic acid formed from it by sulphonation colors full from acid baths in clear ones. greenish blue tones.
CH212805D 1937-12-24 1938-12-17 Process for the preparation of a nitrogen-containing 5.6.7.8-tetrahydroanthraquinone derivative. CH212805A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE212805X 1937-12-24
DE150138X 1938-01-15
CH210607T 1938-12-17

Publications (1)

Publication Number Publication Date
CH212805A true CH212805A (en) 1940-12-15

Family

ID=27177902

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212805D CH212805A (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) CH212805A (en)

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