DE539574C - Process for the preparation of complex salts of organic compounds containing phenolic groups - Google Patents

Process for the preparation of complex salts of organic compounds containing phenolic groups

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Publication number
DE539574C
DE539574C DE1930539574D DE539574DD DE539574C DE 539574 C DE539574 C DE 539574C DE 1930539574 D DE1930539574 D DE 1930539574D DE 539574D D DE539574D D DE 539574DD DE 539574 C DE539574 C DE 539574C
Authority
DE
Germany
Prior art keywords
compounds containing
organic compounds
preparation
complex salts
containing phenolic
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
DE1930539574D
Other languages
German (de)
Inventor
Franz Heckmanns
Dr Ewald Urbschat
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.)
IG Farbenindustrie AG
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
Application granted granted Critical
Publication of DE539574C publication Critical patent/DE539574C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic System
    • C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic System without C-Metal linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic System
    • C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic System without C-Metal linkages

Description

Verfahren zur Darstellung von Komplexsalzen organischer, Phenolgruppen enthaltender Verbindungen Durch Patent 538 453 ist ein Verfahren zur Darstellung von Komplexsalzen organischer, Phenolgruppen enthaltender Verbindungen unter Schutzgestellt worden, welches darin besteht, daß man ammoniakalische Lösungen anorganischer Kupfer- und Zinksalze mit negativ substituierten, Phenolgruppen enthaltenden Verbindungen in gelöster Form mischt und die so erhältlichen Komplexsalze in üblicher Weise abtrennt.Process for the preparation of complex salts of organic phenol groups Compounds containing compounds by patent 538,453 is a method of preparation of complex salts of organic compounds containing phenol groups under protection which consists in the fact that ammoniacal solutions of inorganic copper and zinc salts with negatively substituted compounds containing phenolic groups mixes in dissolved form and separates the complex salts thus obtainable in the usual way.

Es wurde nun gefunden, daß man an Stelle der in dem Hauptpatent genannten organischen, in Ammoniak löslichen Metallsalze auch organische Kupfer- und Zinksalze verwenden kann. Insbesondere können auch Salze solcher Säuren, die färbende und aufziehende Eigenschaften besitzen, benutzt werden.It has now been found that instead of those mentioned in the main patent organic metal salts soluble in ammonia also organic copper and zinc salts can use. In particular, salts of such acids, the coloring and possess attracting properties, can be used.

Beispiel i io Gewichtsteile p-Sulfanilsäureazo-o-anisidinkupfer werden in 15o Gewichtsteilen Wasser gelöst und mit 6 Gewichtsteilen konzentriertem Ammoniak versetzt. Unter Rühren fügt man eine Lösung von 15 Gewichtsteilen Trichlorkresol in 6o Gewichtsteilen Methylalkohol hinzu. Die ausfallende Komplexverbindung stellt ein gelbbraunes Pulver dar, das in verdünntem Ammoniak mit gelber Farbe löslich ist.Example 10 parts by weight of p-sulfanilic acid azo-o-anisidine copper dissolved in 150 parts by weight of water and 6 parts by weight of concentrated ammonia offset. A solution of 15 parts by weight of trichlorocresol is added with stirring in 6o parts by weight of methyl alcohol. The precipitating complex compound represents is a yellow-brown powder which is soluble in dilute ammonia with a yellow color is.

Beispiel 2 ig g Trichlorphenol, in 50 ccm Methanol gelöst, werden mit einer Lösung von g g Kupferacetat in 50 ccm Wasser und 2o ccm 2o°/"igem Ammoniak vereinigt. Der sofort ausfallende braune Niederschlag wird mit Wasser und Methanol gewaschen. Man erhält ein braunes Pulver, welches unlöslich in Wasser, leicht löslich in verdünntem Ammoniak und Aminen ist. Beispiel 3 Es wird analog Beispiel 2 unter Verwendung von 2-Chlor-4-nitrophenol verfahren. Die Komplexverbindung fällt in Form braunvioletter, stark glänzender Schüppchen, die in Wasser und Methanol etwas löslich sind, aus.EXAMPLE 2 ig g of trichlorophenol, dissolved in 50 cc of methanol, are combined with a solution of copper acetate in 50 cc of water and 20 cc of 20% ammonia. The brown precipitate which separates out immediately is washed with water and methanol. A brown precipitate is obtained Powder which is insoluble in water, easily soluble in dilute ammonia and amines Example 3 The procedure is analogous to Example 2 using 2-chloro-4-nitrophenol Methanol are somewhat soluble.

Beispiel 4 23 g Dinitro-a-naphthol werden in Natronlauge heiß gelöst und mit einer Lösung von 159 salicylsaurem Kupfer in ioo ccm Wasser und 2o ccm ?,o°/oigem Ammoniak versetzt. Die Komplexverbindung fällt sofort als gelber Niederschlag aus.Example 4 23 g of dinitro-a-naphthol are in Sodium hydroxide solution dissolved hot and mixed with a solution of 159 salicylic acid copper in 100 cc of water and 20 cc?, O per cent ammonia. The complex compound precipitates out immediately as a yellow precipitate.

Beispiel-5 14 g Nitrophenol in 75 ccm Methanol mit einer Lösung von ix g ameisensaurem Kupfer in ioo ccm Wasser und 2o ccm 2o°/oigem Am- moniak heiß vereinigt, liefern eine klare Lösung, aus der beim Erkalten die neue Verbindung sich in Form dunkelgrüner glänzender Blättchen abscheidet.EXAMPLE 5 14 g of nitrophenol in 75 cc of methanol combined with a solution of ix g of formic acid copper in 100 cc of water and 20 cc of 20% ammonia give a clear solution from which the new compound is in the form on cooling deposits dark green, glossy leaflets.

Beispiel 6 13 g o-Aminobenzolazosalicylsäure werden in 5oo ccm -Natronlauge heiß gelöst, mit 4,25 Kupferchlorid in 2o ccm Wasser, io ccm 2o°/oigem Ammoniak und 1o g 2,5-Dinitroi-methyl-4-oxybenzol in i5o ccm Methanol versetzt. Aus der filtrierten Lösung scheidet sich Beim Erkalten die neue Verbindung als gelbes Pulver ab.Example 6 13 g of o-aminobenzolazosalicylic acid are in 500 ccm Sodium hydroxide solution, dissolved hot, mixed with 4.25 of copper chloride in 20 cc of water, 10 cc of 20% ammonia and 10 g of 2,5-dinitroimethyl-4-oxybenzene in 150 cc of methanol. When it cools, the new compound separates out of the filtered solution as a yellow powder.

' Beispiel 7 Zu einer heißen Lösung von 9,2 g Zinkacetat in 5o ccm Wasser und 2o ccm konzentriertem Ammoniak wird eine heiße Lösung von 16 g Dichlorphenol in 5o ccm Methanol gegeben. Beim Erkalten scheidet sich die Komplexverbindung als weißes Pulver aus.Example 7 To a hot solution of 9.2 g of zinc acetate in 50 cc Water and 20 cc of concentrated ammonia become a hot solution of 16 g of dichlorophenol given in 50 cc of methanol. When cooling down, the complex compound separates as white powder off.

Claims (1)

PATENTANSPRUCFI: Weitere Ausbildung des durch Patent 538 453 unter. Schutz gestellten Verfahrens zur Darstellung von Komplexsalzen negativ substituierter organischer, Phenolgruppen enthaltender Verbindungen, darin bestehend, daß man die dort genannten anorganischen, in Ammoniak löslichen Kupfer- und Zinksalze hier durch organische ersetzt.PATENT CLAIMS: Further training of the patent 538 453 under. Protection provided process for the representation of complex salts negatively substituted of organic compounds containing phenolic groups, consisting in that the there mentioned inorganic, ammonia-soluble copper and zinc salts through here organic replaced.
DE1930539574D 1930-05-16 1930-05-16 Process for the preparation of complex salts of organic compounds containing phenolic groups Expired DE539574C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE539574T 1930-05-16

Publications (1)

Publication Number Publication Date
DE539574C true DE539574C (en) 1931-11-28

Family

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Family Applications (2)

Application Number Title Priority Date Filing Date
DE1930538453D Expired DE538453C (en) 1930-05-16 1930-04-20 Process for the preparation of complex salts of organic compounds containing phenolic groups
DE1930539574D Expired DE539574C (en) 1930-05-16 1930-05-16 Process for the preparation of complex salts of organic compounds containing phenolic groups

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DE1930538453D Expired DE538453C (en) 1930-05-16 1930-04-20 Process for the preparation of complex salts of organic compounds containing phenolic groups

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DE (2) DE538453C (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2630419A (en) * 1949-09-10 1953-03-03 Union Carbide & Carbon Corp Polyester resins modified with complex metal-phenol-nitrogen compounds

Also Published As

Publication number Publication date
DE538453C (en) 1931-11-13

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