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DE1193624B - Process for the preparation of an anthraquinone dye - Google Patents

Process for the preparation of an anthraquinone dye

Info

Publication number
DE1193624B
DE1193624B DEC21971A DEC0021971A DE1193624B DE 1193624 B DE1193624 B DE 1193624B DE C21971 A DEC21971 A DE C21971A DE C0021971 A DEC0021971 A DE C0021971A DE 1193624 B DE1193624 B DE 1193624B
Authority
DE
Germany
Prior art keywords
dye
anthraquinone
parts
preparation
prints
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
DEC21971A
Other languages
German (de)
Inventor
Dr Werner Zerweck
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 DEC21971A priority Critical patent/DE1193624B/en
Priority to CH840761A priority patent/CH395398A/en
Priority to FR868680A priority patent/FR1295805A/en
Priority to GB2659961A priority patent/GB921076A/en
Publication of DE1193624B publication Critical patent/DE1193624B/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
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/51—N-substituted amino-hydroxy anthraquinone
    • C09B1/516—N-acylated derivatives
    • 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
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid

Landscapes

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

Description

BUNDESREPUBLIK DEUTSCHLANDFEDERAL REPUBLIC OF GERMANY

DEUTSCHESGERMAN

PATENTAMTPATENT OFFICE

AUSLEGESCHRIFTEDITORIAL

Int. CL:Int. CL:

C09bC09b

Deutsche KL: 22 b - 3/03 German KL: 22 b - 3/03

Nummer: 1193 624Number: 1193 624

Aktenzeichen: C 21971IV c/22 bFile number: C 21971IV c / 22 b

Anmeldetag: 22. Juli 1960 Filing date: July 22, 1960

Auslegetag: 26. Mai 1965Opening day: May 26, 1965

Es wurde gefunden, daß man einen wertvollen, Polyesterfasern echt färbenden Anthrachinonfarbstoff erhält, wenn man l-Amino-4-benzoylaminoanthrachinon mit m-Methoxybenzoesäure oder den funktionellen Derivaten dieser Säure oder wenn man 1-Amino-4-m-methoxybenzoylamino-anthrachinon mit Benzoesäure oder den funktionellen Derivaten dieser Säure oder wenn man 1,4-Diamino-anthrachinon mit äquimolaren Mengen von Benzoesäure und m-Methoxybenzoesäure oder den funktionellen Derivaten dieser Säuren umsetztIt has been found that a valuable anthraquinone dye which stains polyester fibers is fast obtained when l-amino-4-benzoylaminoanthraquinone with m-methoxybenzoic acid or the functional derivatives of this acid or if one 1-Amino-4-m-methoxybenzoylamino-anthraquinone with benzoic acid or the functional derivatives of this acid or if you have 1,4-diamino-anthraquinone with equimolar amounts of benzoic acid and m-methoxybenzoic acid or the functional Reacts derivatives of these acids

Der neue Farbstoff entspricht der Formel:The new dye corresponds to the formula:

Verfahren zur Herstellung eines Anthrachinonfarbstoffes Process for the preparation of an anthraquinone dye

Anmelder:Applicant:

Cassella Farbwerke Mainkur Aktiengesellschaft,Cassella Farbwerke Mainkur Aktiengesellschaft,

Frankfurt/M.-FechenheimFrankfurt / M.-Fechenheim

Als Erfinder benannt:Named as inventor:

Dr. Werner Zerweck, Frankfurt/M.;Dr. Werner Zerweck, Frankfurt / M .;

Dr. Ernst Heinrich, Frankfurt/M.-Fechenheim - ■Dr. Ernst Heinrich, Frankfurt / M.-Fechenheim - ■

O NHO NH

OCH3 OCH 3

O NHO NH

Dieser Farbstoff liefert auf Polyestermaterialien Drucke bzw. Färbungen, die sich gegenüber solchen, die mit dem aus der deutschen Patentschrift 436 536 bekannten 1,4 - Di - m methoxybenzoylamino - anthrachinon erhalten werden, durch größere Farbstärke und Lebhaftigkeit auszeichnen.This dye provides prints or dyes on polyester materials that are different from those those with the 1,4-dimethoxybenzoylamino-anthraquinone known from German patent specification 436 536 obtained, are characterized by greater color strength and vividness.

anthrachinon mit äquimolekularen Mengen von Benzoylchlorid und m-Methoxybenzoylchlorid erhalten. anthraquinone obtained with equimolecular amounts of benzoyl chloride and m-methoxybenzoyl chloride.

Claims (1)

Patentanspruch:Claim: Verfahren zur Herstellung eines Anthrachinonfarbstoffes der FormelProcess for the preparation of an anthraquinone dye of the formula O NHO NH Beispielexample Ein Gemisch aus 350 Teilen Monochlorbenzol, 68,4 Teilen l-Amino-4-benzoylamino-anthrachinon und 42,5 Teilen m - Methoxybenzoylchlorid wird 12 Stunden auf 1200C erhitzt. Nach dem Erkalten wird der entstandene Farbstoff abgesaugt und zunächst mit Monochlorbenzol, dann mit Methanol ausgewaschen und getrocknet. Der Farbstoff, der bei 214 bis 216°C schmilzt, löst sich in konzentrierter Schwefelsäure mit blaustichigroter Farbe. Er liefert auf Polyesterfasern farbstarke, klare, gelbstichigrote Färbungen bzw. Drucke von hervorragenden Echtheitseigenschaften. 4-benzoylamino-anthraquinone l-amino-a mixture of 350 parts of monochlorobenzene, and 68.4 parts of 42.5 parts of m - methoxybenzoyl chloride is heated for 12 hours to 120 0 C. After cooling, the resulting dye is filtered off with suction and washed first with monochlorobenzene and then with methanol and dried. The dye, which melts at 214 to 216 ° C., dissolves in concentrated sulfuric acid with a bluish-tinged red color. It provides strong, clear, yellow-tinged red dyeings or prints with excellent fastness properties on polyester fibers. Ein Farbstoff, der Färbungen und Drucke von gleicher Nuance und gleichen Echtheitseigenschaften ergibt, wird durch Kondensation von 1,4-Diamino-A dye that produces dyeings and prints with the same shade and the same fastness properties results, is by condensation of 1,4-diamino OCH3 OCH 3
DEC21971A 1960-07-22 1960-07-22 Process for the preparation of an anthraquinone dye Pending DE1193624B (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
DEC21971A DE1193624B (en) 1960-07-22 1960-07-22 Process for the preparation of an anthraquinone dye
CH840761A CH395398A (en) 1960-07-22 1961-07-18 Process for the production of a new dye
FR868680A FR1295805A (en) 1960-07-22 1961-07-21 New anthraquinone dye and its preparation process
GB2659961A GB921076A (en) 1960-07-22 1961-07-21 An anthraquinone dyestuff and process for its manufacture

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC21971A DE1193624B (en) 1960-07-22 1960-07-22 Process for the preparation of an anthraquinone dye

Publications (1)

Publication Number Publication Date
DE1193624B true DE1193624B (en) 1965-05-26

Family

ID=7017111

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC21971A Pending DE1193624B (en) 1960-07-22 1960-07-22 Process for the preparation of an anthraquinone dye

Country Status (4)

Country Link
CH (1) CH395398A (en)
DE (1) DE1193624B (en)
FR (1) FR1295805A (en)
GB (1) GB921076A (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE436536C (en) * 1925-02-16 1926-11-03 I G Farbenindustrie Akt Ges Process for the preparation of Kuepen dyes of the anthraquinone series

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE436536C (en) * 1925-02-16 1926-11-03 I G Farbenindustrie Akt Ges Process for the preparation of Kuepen dyes of the anthraquinone series

Also Published As

Publication number Publication date
FR1295805A (en) 1962-06-08
CH395398A (en) 1965-07-15
GB921076A (en) 1963-03-13

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