DE679257C - Process for the production of higher molecular unsaturated aldehydes - Google Patents
Process for the production of higher molecular unsaturated aldehydesInfo
- Publication number
- DE679257C DE679257C DEI49215D DEI0049215D DE679257C DE 679257 C DE679257 C DE 679257C DE I49215 D DEI49215 D DE I49215D DE I0049215 D DEI0049215 D DE I0049215D DE 679257 C DE679257 C DE 679257C
- Authority
- DE
- Germany
- Prior art keywords
- higher molecular
- production
- unsaturated aldehydes
- molecular weight
- carboxylic acids
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/48—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation involving decarboxylation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung höher molekularer ungesättigter Aldehyde Gegenstand des Patents 66o 735 ist ein Verfahren zur Herstellung höher molekularer ungesättigter Aldehyde mit mindestens i o C-Atomen, bei dem man höher molekulare ungesättigte Carbonsäuren mit mindestens i o C-Atomen oder deren Derivate für sich oder im Gemisch mit anderen Carbonsäuren zusammen mit Ameisensäure unter stark vermindertem Druck von etwa q.o bis 6o mm Hg bei @erhöhter Temperatur über Katalysatoren leitet. Hierdurch wird erreicht, daß gute Ausbeuten an praktisch reinen Aldehyden erzielt werden.Process for the production of higher molecular weight unsaturated aldehydes The subject of the patent 66o 735 is a process for the production of higher molecular weight unsaturated aldehydes with at least 10 carbon atoms, which are higher molecular unsaturated carboxylic acids with at least 10 carbon atoms or their derivatives for themselves or in a mixture with other carboxylic acids together with formic acid under greatly reduced Pressure of about q.o to 60 mm Hg at an elevated temperature passes over catalysts. This ensures that good yields of practically pure aldehydes are achieved will.
Es wurde gefunden, daß man ebenfalls die ungesättigten Aldehyde in vorzüglicher Ausbeute erhalten kann, wenn man ganz allgemein bei der Umsetzung von höher molekularen ungesättigten Carbonsäuren mit mindestens io C-Atomen öder deren Derivaten, für sich oder im Gemisch mit anderen Carbonsäuren mit Ameisensäure, dafür Sorge trägt, daß der Partialdruck der höher molekularen ungesättigten Carbonsäuren in der Reaktionsmischung nicht mehr als etwa 1/2o Atm. beträgt. Dies kann beispielsweise durch Zusatz von Verdünnungsgasen, gegebenenfalls unter gleichzeitiger Verminderung des Druckes, @erfolg-en. Im übrigen arbeitet m.anentsprechend den Angaben@in dem Patent 660 735.It has been found that the unsaturated aldehydes can also be obtained in excellent yield if one generally uses formic acid in the reaction of higher molecular weight unsaturated carboxylic acids with at least 10 carbon atoms or their derivatives, alone or in a mixture with other carboxylic acids Care is taken that the partial pressure of the higher molecular weight unsaturated carboxylic acids in the reaction mixture is not more than about 1/2 atm. amounts to. This can be done, for example, by adding diluent gases, optionally with a simultaneous reduction in pressure. Otherwise m.an works according to the information @ in the patent 660 735.
Es tritt bei dem Verfahren eine Ketonbildung aus 2 Mol der angewandten höher molekularen ungesättigten. Carbonsäure praktisch nicht ein, und auch ein Verschmieren des Katalysators durch Verh;arzung -der Reaktionsprodukte erfolgt nicht. Beispiel Bimssteinkörner werden mit einer konzentrierten wäßrig-en Lösung von Mangannitrat imprägniert, getrocknet und sodann so lange auf 500° erhitzt, bis keine Stickoxydentwicklung mehr erfolgt. Hierauf reduziert man den Katalysator bei q.00° mit Wasserstoff. Über diesen Katalysator leitet man bei gewöhnlichem Druck und etwa 35o° je Liter seines Volumens in der Stunde ein Gemisch der Dämpfe von 93g Ameisensäure und 1479 Ölsäure zusammen mit 52o l Kohlendioxyd. Beim Abkühlen der Reaktionsgase scheidet sich außer Wasser ein nur geringe Mengen Oleon enthaltender Oleylaldehyd ab in einer Ausbeute von mehr als goo;o, berechnet auf die angewandte Menge Ölsäure.It occurs in the process a ketone formation from 2 moles of the applied higher molecular unsaturated. Carboxylic acid practically does not enter, and also smearing of the catalyst by hardening of the reaction products does not take place. example Pumice grains are mixed with a concentrated aqueous solution of manganese nitrate impregnated, dried and then heated to 500 ° until no nitrogen oxide development more is done. The catalyst is then reduced at q.00 ° with hydrogen. Above this catalyst is passed at normal pressure and about 35o ° per liter of his Volume per hour a mixture of the vapors of 93g formic acid and 1479 oleic acid together with 52o l of carbon dioxide. When the reaction gases cool, they separate apart Water removes oleyl aldehyde containing only small amounts of oleon in one yield of more than goo; o, calculated on the amount of oleic acid used.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI49215D DE679257C (en) | 1932-07-17 | 1932-07-17 | Process for the production of higher molecular unsaturated aldehydes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI49215D DE679257C (en) | 1932-07-17 | 1932-07-17 | Process for the production of higher molecular unsaturated aldehydes |
Publications (1)
Publication Number | Publication Date |
---|---|
DE679257C true DE679257C (en) | 1939-08-01 |
Family
ID=7192508
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEI49215D Expired DE679257C (en) | 1932-07-17 | 1932-07-17 | Process for the production of higher molecular unsaturated aldehydes |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE679257C (en) |
-
1932
- 1932-07-17 DE DEI49215D patent/DE679257C/en not_active Expired
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