DE420146C - Process for the preparation of Kuepen dyes of the perylene series - Google Patents

Process for the preparation of Kuepen dyes of the perylene series

Info

Publication number
DE420146C
DE420146C DEF54804D DEF0054804D DE420146C DE 420146 C DE420146 C DE 420146C DE F54804 D DEF54804 D DE F54804D DE F0054804 D DEF0054804 D DE F0054804D DE 420146 C DE420146 C DE 420146C
Authority
DE
Germany
Prior art keywords
preparation
perylene series
dyes
perylene
kuepen dyes
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
DEF54804D
Other languages
German (de)
Inventor
Dr Wilhelm Eckert
Dr Karl Schirmacher
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 DEF54804D priority Critical patent/DE420146C/en
Application granted granted Critical
Publication of DE420146C publication Critical patent/DE420146C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B3/00Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
    • C09B3/22Dibenzanthrones; Isodibenzanthrones
    • C09B3/30Preparation from starting materials already containing the dibenzanthrone or isodibenzanthrone nucleus
    • C09B3/36Preparation from starting materials already containing the dibenzanthrone or isodibenzanthrone nucleus by etherification of hydroxy compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Description

Verfahren zur Darstellung von Küpenfarbstoffen der Perylenreihe. Es wurde die überraschende Beobachtung gemacht, daß neue wertvolle Küpenfarbstoffe der Perylenreihe erhalten werden, wenn man die Oxydationsprodukte der Perylenstruktur besitzenden Küpenfarbstoffe mit sauren Kondensationsmitteln, wie z. B. Aluminiumchlorid, Chlorzink usw., in der Hitze behandelt und die entstandenen neuen Umwandlungsprodukte alkyliert. Über die Zusammensetzung dieser neuen Farbstoffe kann zur Zeit noch nichts ausgesagt werden; sie zeichnen sich durch klare schöne Nüance und Echtheit aus.Process for the preparation of vat dyes of the perylene series. It the surprising observation was made that new valuable vat dyes of the perylene series can be obtained by considering the oxidation products of the perylene structure owning vat dyes with acidic condensing agents, such as. B. aluminum chloride, Zinc chloride, etc., treated in the heat and the resulting new transformation products alkylated. At the moment nothing can be said about the composition of these new dyes to be testified; they are characterized by clear, beautiful nuance and authenticity.

Beispiel: to Teile des nach Beispiel 2 des Patents 25937o erhältlichen Oxydationsproduktes von Dibenzanthron werden mit 5o Teilen wasserfreiem Chlorzink unter Rühren auf 31o bis 32o° erhitzt. Nach Beendigung der Reaktion wird -die erkaltete, zerkleinerte Schmelze mit Wasser aufgekocht, abgesaugt und gewaschen. Die noch feuchte Paste wird sodann mit 3oo Teilen Nitrobenzol, 15 Teilen Soda und 15 Teilen p-Tolüolsulfosäureinethylester so lange auf 165 bis r7o° erhitzt, bis die tiefblaue Lösung an Färbung nicht mehr zunimmt, was nach ungefähr 2 Stunden der Fall ist. Aus der heiß abgesaugten Lösung scheidet sich beim Erkalten das Reaktionsprodukt in blauvioletten Kristallen ab, die in trockenem Zustand starken Metallglanz besitzen und sich in konzentrierter Schwefelsäure mit weinroter Farbe auflösen.Example: to parts of that obtainable according to example 2 of patent 25937o The oxidation product of dibenzanthrone is mixed with 50 parts of anhydrous zinc chloride heated to 31o to 32o ° with stirring. After the reaction has ended, the cold, Crushed melt boiled with water, sucked off and washed. The still damp Paste is then made with 300 parts of nitrobenzene, 15 parts of soda and 15 parts of ethyl p-toluenesulfate Heated to 165 to 70 ° until the deep blue solution ceases to be colored increases, which happens after about 2 hours. From the hot suctioned solution When cooling down, the reaction product separates out in blue-violet crystals, which have a strong metallic luster when dry and concentrate in a more concentrated manner Dissolve sulfuric acid with a wine-red color.

Der neue Farbstoff färbt aus violetter Küpe Baumwolle violett. Beim Verhängen erhält man ein klares Blau.The new dye dyes cotton violet from the violet vat. At the When hanging, you get a clear blue.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Küpenfarbstoffen der Perylenreihe, darin bestehend, daß man die Oxydationsprodukte der Perylenstruktur besitzenden Küpenfarbstoffe in der Hitze mit sauren Kondensationsmitteln behandelt und die Reaktionsprodukte alkyliert.PATENT CLAIM: Process for the preparation of vat dyes of the Perylene series, consisting of the oxidation products of the perylene structure own vat dyes treated in the heat with acidic condensation agents and alkylate the reaction products.
DEF54804D 1923-10-06 1923-10-06 Process for the preparation of Kuepen dyes of the perylene series Expired DE420146C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF54804D DE420146C (en) 1923-10-06 1923-10-06 Process for the preparation of Kuepen dyes of the perylene series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF54804D DE420146C (en) 1923-10-06 1923-10-06 Process for the preparation of Kuepen dyes of the perylene series

Publications (1)

Publication Number Publication Date
DE420146C true DE420146C (en) 1925-10-24

Family

ID=7107327

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF54804D Expired DE420146C (en) 1923-10-06 1923-10-06 Process for the preparation of Kuepen dyes of the perylene series

Country Status (1)

Country Link
DE (1) DE420146C (en)

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