DE708822C - Process for the production of carboxylic acid anhydrides - Google Patents

Process for the production of carboxylic acid anhydrides

Info

Publication number
DE708822C
DE708822C DEA84420D DEA0084420D DE708822C DE 708822 C DE708822 C DE 708822C DE A84420 D DEA84420 D DE A84420D DE A0084420 D DEA0084420 D DE A0084420D DE 708822 C DE708822 C DE 708822C
Authority
DE
Germany
Prior art keywords
acid anhydrides
carboxylic acid
production
anhydride
acetate
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
DEA84420D
Other languages
German (de)
Inventor
Dr Heinrich Behringer
Dr Josef Loesch
Dr Otto Schloettig
Dr Felix Walter
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.)
STICKSTOFFDUENGER AG
Original Assignee
STICKSTOFFDUENGER 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 STICKSTOFFDUENGER AG filed Critical STICKSTOFFDUENGER AG
Priority to DEA84420D priority Critical patent/DE708822C/en
Application granted granted Critical
Publication of DE708822C publication Critical patent/DE708822C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
    • C07C51/235—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups

Description

Verfahren zur Herstellung von Carbonsäureanhydriden Gegenstand des Patents 705 641 ist ein Verfahren zur Herstellung von Carbonsäureanhydriden, gemäß welchem Aldehyde in die entsprechenden Säureanhydride übergeführt werden, und zwar in Gegenwart von Acetaten der Metalle, wie z. B. Kobalt, Nickel, Quecksilber, Natrium, Uran, Zinn und Silber.Process for the production of carboxylic acid anhydrides The subject of the patent 705 641 is a process for the production of carboxylic acid anhydrides, according to which aldehydes are converted into the corresponding acid anhydrides, in the presence of acetates of the metals, such as. B. cobalt, nickel, mercury, sodium, uranium, tin and silver.

Bei weiterer Bearbeitung dieses Verfahrens wurde nun gefunden, daß das bisher nicht genannte Acetat des Kupfers eine ausgesprochene Sonderstellung einnimmt und es mit Hilfe dieses Katalysators gelingt, die Ausbeute an Anhydrid noch ganz wesentlich zu steigern.Further processing of this process has now found that the previously unmentioned copper acetate has a very special position occupies and it succeeds with the help of this catalyst, the yield of anhydride can still be increased significantly.

Das Kupferacetat wird zusammen mit Mangan- und bzw. oder Kobaltacetat angewandt. Beispiel In -ein mit kräftigen Kühlvorrichtungen ausgestattetes Rührgefäß werden 72o Gewichtsteile Eisessig vorgelegt und nach Zugabe von 6 Gewichtsteilen Kupfer- und 5 Gewichtsteilen Kobaltacetat 18o Gewichtsteile Acetaldehyd zugefügt. Es wird bei einer Temperatur von q.2° und einem Überdruck von etwa i Atm. Sauerstoff eingeleitet, so daß die Umsetzung des Aldehyds nach 23 Minuten beendet ist.The copper acetate is used together with manganese and / or cobalt acetate applied. Example In -a stirred vessel equipped with powerful cooling devices 72o parts by weight of glacial acetic acid are presented and after adding 6 parts by weight Copper and 5 parts by weight of cobalt acetate 18o parts by weight of acetaldehyde were added. It is at a temperature of q.2 ° and an overpressure of about 1 atm. oxygen initiated so that the reaction of the aldehyde is complete after 23 minutes.

Hierauf wird das Reaktionsgemisch schnell auf .etwa - i o' heruntergekühlt.The reaction mixture is then rapidly cooled down to about - i o '.

Es werden etwa 8o0;0 des angewandten Aldehyds zu Essigsäureanhydrid umgesetzt. Durch fraktionierte Vakuumdestillation können etwa 7q.o/o des theoretisch aus dem angewandten, Aldehyd zu erwartenden Anhydrids in reiner Form erhalten werden.About 80.0 of the aldehyde used turns into acetic anhydride implemented. By fractional vacuum distillation, about 7q.o / o of the theoretical can be obtained in pure form from the applied aldehyde expected anhydride.

Wird in dem vorstehenden .Beispiel das Kupferacetat durch die gleiche Menge Mangan.acetat ersetzt, so erhält man unter sonst gleichen Reaktionsbedingungen im Reaktionsgelnisch nur etwa .190'0 Ausbeute an Anhydrid. Durch Vakuumdestillation können nur etwa 450 'o Rein.anhydrid gewonnen werden.In the previous example, the copper acetate is replaced by the same Replaced amount of manganese acetate is obtained under otherwise identical reaction conditions in the reaction gel niche only about .190,0 yield of anhydride. By Only about 450% pure anhydride can be obtained by vacuum distillation.

Wird die Oxydation unter sonst gleichen Reaktionsbedingungen ohne Zusatz von Katalysatoren ausgeführt, so erhält man nur eine Ausbeute von .140.o Anhydrid im Reaktionsgemisch. Durch Vakuumdestillation werden 4oo'o Reinanhydrid erhalten.If the oxidation is not carried out under otherwise identical reaction conditions If the addition of catalysts is carried out, only a yield of .140.o is obtained Anhydride in the reaction mixture. 40,000 pure anhydride are obtained by vacuum distillation obtain.

Claims (1)

PATENT ANSI'RUCII Verfahren zur Herstellung von Carbonsäureanhydriden nach Patent 705 6¢1 unter Verwendung von Metallacetat als Beschleuniger, dadurch gekennzeichnet, daß man Kupferacetat in Gegenwart von Mangan- und bzw. oder Kobaltacetat als Katalysator verwendet.PATENT ANSI'RUCII Process for the preparation of carboxylic acid anhydrides according to Patent 705 6 [1] using metal acetate as accelerator, characterized in that copper acetate is used in the presence of manganese and / or cobalt acetate as catalyst.
DEA84420D 1934-03-24 1934-03-24 Process for the production of carboxylic acid anhydrides Expired DE708822C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEA84420D DE708822C (en) 1934-03-24 1934-03-24 Process for the production of carboxylic acid anhydrides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEA84420D DE708822C (en) 1934-03-24 1934-03-24 Process for the production of carboxylic acid anhydrides

Publications (1)

Publication Number Publication Date
DE708822C true DE708822C (en) 1941-07-29

Family

ID=6949177

Family Applications (1)

Application Number Title Priority Date Filing Date
DEA84420D Expired DE708822C (en) 1934-03-24 1934-03-24 Process for the production of carboxylic acid anhydrides

Country Status (1)

Country Link
DE (1) DE708822C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2463114A1 (en) * 1979-08-09 1981-02-20 Celanese Corp PROCESS FOR THE PRODUCTION OF SATURATED ALIPHATIC MONOCARBOXYLIC ACIDS

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2463114A1 (en) * 1979-08-09 1981-02-20 Celanese Corp PROCESS FOR THE PRODUCTION OF SATURATED ALIPHATIC MONOCARBOXYLIC ACIDS

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