DE1035820B - Process for the production of Kuepen dyes - Google Patents

Process for the production of Kuepen dyes

Info

Publication number
DE1035820B
DE1035820B DEC11538A DEC0011538A DE1035820B DE 1035820 B DE1035820 B DE 1035820B DE C11538 A DEC11538 A DE C11538A DE C0011538 A DEC0011538 A DE C0011538A DE 1035820 B DE1035820 B DE 1035820B
Authority
DE
Germany
Prior art keywords
production
anthraquinone
amino
dyes
optionally
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.)
Pending
Application number
DEC11538A
Other languages
German (de)
Inventor
Dipl-Chem Dr Werner Zerweck
Dipl-Chem Dr Ernst Heinrich
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.)
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella Farbwerke Mainkur 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 Cassella Farbwerke Mainkur AG filed Critical Cassella Farbwerke Mainkur AG
Priority to DEC11538A priority Critical patent/DE1035820B/en
Publication of DE1035820B publication Critical patent/DE1035820B/en
Pending legal-status Critical Current

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
    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0034—Mixtures of two or more pigments or dyes of the same type

Landscapes

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

Description

Verfahren zur Herstellung von Küpenfarbstoffen Das Hauptpatent 917138 betrifft ein Verfahren zur Herstellung von Küpenfarbstoffen, dadurch gekennzeichnet, daß 2-Amino-3,4-phthalyl-acridon, das in 5-, 6-, 7- oder 8-Stellung gegebenenfalls noch ein Halogenatom enthalten kann, mit 1-(3'-Halogen-benzoylamino)-anthrachinon, das in 5-Stellung gegebenenfalls noch eine Aroylaminogruppe oder in 4,10- oder 5,10-Stellung einen ankondensierten Pyrimidinring enthalten kann, in der für die Bildung von Anthrimiden bekannten Weise kondensiert wird.Process for the production of vat dyes The main patent 917138 relates to a process for the production of vat dyes, characterized in that that 2-amino-3,4-phthalyl-acridone, optionally in the 5-, 6-, 7- or 8-position may still contain a halogen atom, with 1- (3'-halo-benzoylamino) -anthraquinone, that optionally also has an aroylamino group in the 5-position or in the 4,10- or 5,10-position may contain a fused pyrimidine ring, in which for the formation of anthrimides known way is condensed.

In Erweiterung dieses Erfindungsgedankens wurde nun gefunden, daß man besonders wertvolle gelbstichiggrüne Küpenfarbstoffe erhält, wenn 2-Amino-3,4-phthalylacridon, das in 5-, 6-, 7- oder 8-Stellung eine Trifluormethylgruppe enthält, mit 1-(3'-Halogenbenzoylamino)-anthrachinon, das in 5-Stellung gegebenenfalls noch eine Aroylaminogruppe enthalten kann, in der für die Bildung von Anthrimiden bekannten Weise kondensiert wird.In extension of this inventive concept it has now been found that you get particularly valuable yellowish green vat dyes if 2-amino-3,4-phthalylacridone, which contains a trifluoromethyl group in the 5-, 6-, 7- or 8-position, with 1- (3'-halobenzoylamino) anthraquinone, which may optionally also contain an aroylamino group in the 5-position, in which for the formation of anthrimides known way is condensed.

Die neuen Farbstoffe zeichnen sich vor den entsprechenden des Hauptpatentes durch größere Farbstärke, lebhaftere Nuance und durch die Eigenschaft, aus warmem Bad färbbar und deshalb für Kombinationsfärbungen geeignet zu sein, aus.The new dyes stand out from the corresponding ones of the main patent through greater color strength, livelier nuances and through the property of being warm Bath dyeable and therefore suitable for combination dyings.

Beispiel . Ein Gemisch aus 400 Teilen Nitrobenzol, 15 Teilen 1-(3'-Brombenzoylamino)-anthrachinon, 12 Teilen 2-Amino-6-trifluormethyl-3,4-phthalyl-acridon, 5 Teilen Natriumacetat, 0,5 Teilen Kupferacetat und 0,5 Teilen Kupferpulver wird 12 Stunden auf 200° C erhitzt. Dann wird mäßig warm abgesaugt und der Rückstand zunächst mit Nitrobenzol, dann mit Methanol und schließlich mit heißem Wasser gut ausgewaschen. Das getrocknete, grüne Farbstoffpulver löst sich in Schwefelsäure mit brauner Farbe und färbt und druckt die pflanzliche Faser in klaren, gelbstichiggrünen Tönen.Example . A mixture of 400 parts of nitrobenzene, 15 parts of 1- (3'-bromobenzoylamino) anthraquinone, 12 parts of 2-amino-6-trifluoromethyl-3,4-phthalyl-acridone, 5 parts of sodium acetate, 0.5 part of copper acetate and 0.5 part of copper powder are heated to 200 ° C. for 12 hours. Then it is suctioned off moderately warm and the residue first with nitrobenzene, then washed well with methanol and finally with hot water. The dried, green dye powder dissolves in sulfuric acid with brown color and stains and prints the vegetable fiber in clear, yellowish green tones.

Die Anwendung von 1-(3'-Brom-benzoylamino)-5-benzoylamino-anthrachinon an Stelle des 1-(3'-Brom-benzoylamino)-anthrachinons führt bei der obigen Kondensation zu einem Farbstoff, der die pflanzliche Faser in wesentlich gelbstichiger grünen Tönen färbt und druckt als der Farbstoff, der gemäß Absatz 1 dieses Beispiels erhalten wird.The use of 1- (3'-bromo-benzoylamino) -5-benzoylamino-anthraquinone instead of the 1- (3'-bromo-benzoylamino) -anthraquinone results in the above condensation to a dye that turns the vegetable fiber into a much more yellowish green Toning colors and prints as the dye obtained according to paragraph 1 of this example will.

Claims (1)

PATexTANSF>Ht;cH: Verfahren zur Herstellung von Küpenfarbstoffen nach Patent 917138, dadurch gekennzeichnet, daß 2-Amino-3,4-phthalyl-acridon, das in 5-, 6-, 7- oder 8-Stellung eine Trifluormethylgruppe enthält, mit 1-(3'-Halogenbenzoylamino)-anthrachinon, das in 5-Stellung gegebenenfalls noch eine Aroylaminogruppe enthalten kann, in der für die Bildung von Anthrimiden bekannten Weise kondensiert wird. In Betracht gezogene Druckschriften: Deutsche Patentschrift Nr. 917138.PATexTANSF> Ht; cH: Process for the production of vat dyes according to Patent 917138, characterized in that 2-amino-3,4-phthalyl-acridone, which is in 5-, 6-, 7- or 8-position contains a trifluoromethyl group, with 1- (3'-halobenzoylamino) anthraquinone, which may optionally also contain an aroylamino group in the 5-position, in which for the formation of anthrimides known way is condensed. Considered Publications: German Patent No. 917138.
DEC11538A 1955-07-11 1955-07-11 Process for the production of Kuepen dyes Pending DE1035820B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEC11538A DE1035820B (en) 1955-07-11 1955-07-11 Process for the production of Kuepen dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC11538A DE1035820B (en) 1955-07-11 1955-07-11 Process for the production of Kuepen dyes

Publications (1)

Publication Number Publication Date
DE1035820B true DE1035820B (en) 1958-08-07

Family

ID=7015007

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC11538A Pending DE1035820B (en) 1955-07-11 1955-07-11 Process for the production of Kuepen dyes

Country Status (1)

Country Link
DE (1) DE1035820B (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE917138C (en) * 1952-02-20 1954-08-26 Cassella Farbwerke Mainkur Ag Process for the production of Kuepen dyes

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE917138C (en) * 1952-02-20 1954-08-26 Cassella Farbwerke Mainkur Ag Process for the production of Kuepen dyes

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