DE889143C - Process for the production of alcohols - Google Patents
Process for the production of alcoholsInfo
- Publication number
- DE889143C DE889143C DEC1689D DEC0001689D DE889143C DE 889143 C DE889143 C DE 889143C DE C1689 D DEC1689 D DE C1689D DE C0001689 D DEC0001689 D DE C0001689D DE 889143 C DE889143 C DE 889143C
- Authority
- DE
- Germany
- Prior art keywords
- alcohols
- production
- crotonaldehyde
- fractions
- residues
- 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
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
- C07C29/175—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with simultaneous reduction of an oxo group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
- C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
Verfahren zur Herstellung von Alkoholen Bei der Herstellung von Crotonaldehyd durch Behandlung von reinem oder technischem acetaldeh3,dhaltigem Acetaldol mit Lösungen von Salzen organischer Basen mit Mineralsäuren erhält man nach dem Abdestillieren des Crotonaldehyds einen Rückstand, der höhere Kondensationsprodukte, hauptsächlich aliphatischer Natur, enthält und als solcher wertlos ist.Process for the production of alcohols In the production of crotonaldehyde by treating pure or technical acetaldehyde-containing acetaldol with Solutions of salts of organic bases with mineral acids are obtained after distilling off of crotonaldehyde a residue, the higher condensation products, mainly aliphatic in nature, contains and as such is worthless.
Es,%3#urde nun gefunden, daß man aus diesem Rückstand wertvolle Alkohole erhält, wenn man ihn oder Fraktionen davon in Gegenwart von Hydrierungskatalysatoren mit Wasserstoff behandelt.It has now been found that valuable alcohols can be obtained from this residue obtained when it or fractions thereof are obtained in the presence of hydrogenation catalysts treated with hydrogen.
Die erhaltenen farblosen Hydrierungsprodukte lassen sich durch Destillation in verschieden hoch siedende Anteile zerlegen. Die niedrigersiedenden enthalten neben n-Butanol, das aus noch in den Rückständen vorhandenem Crotonaldehyd bzw. Acetaldol entstanden ist, vor allem n-Hexanol und n-Oktanol, die mittleren Fraktionen bestehen im wesentlichen aus mehrwertigen Alkoholen, wie Oktandiol und Dodekandiol, die hochsiedenden aus weichharzartigen Produkten.The colorless hydrogenation products obtained can be purified by distillation Break it down into different high-boiling fractions. The lower-boiling ones contain in addition to n-butanol, which is made from crotonaldehyde or crotonaldehyde that is still present in the residues. Acetaldol is formed, especially n-hexanol and n-octanol, the middle fractions consist essentially of polyhydric alcohols such as octanediol and dodecanediol, the high-boiling ones made of soft resin-like products.
Die Hydrierungsprodukte können als solche verwendet werden, z. B. als Lösungs- bzw. Weichmachungsmittel, oder als Ausgangsstoffe für weitere Umsetzungen dienen. Beispiel Z Crotonaldehydrückstände werden unter Zusatz von 5')/, Raneynickel im Rührautoklav bei z32° und 13o at Wasserstoffdruck 8 Stunden lang hydriert. Das Hydrierungsprodukt läßt sich bis auf einen nicht destillierbaren, harzigen Rückstand von etwa 28 % in eine Reihe wasserheller Fraktionen von hauptsächlich ein-und mehrwertigen Alkoholen zerlegen. - Beispiel 2 Die im Vakuum destillierbaren Anteile der Crotonaldehydrückstände (etwa 70 % der Gesamtrückstände) werden unter Zusatz von 5 % Raneynickel im Rührautoklav bei 13o° und 13o at Wasserstoffdruck 8 Stunden lang hydriert. Das Hydrierungsprodukt läBt sich in eine Reihe wasserheller Fraktionen von hauptsächlich ein- und mehrwertigen Alkoholen zerlegen. Als Rückstand verbleiben etwa 11% eines glasklaren, leicht grünlich gefärbten, hochviskosen Weichharzes mit einer Hydroxylzahl von 395.The hydrogenation products can be used as such, e.g. B. serve as a solvent or plasticizer, or as starting materials for further reactions. Example Z Crotonaldehyde residues are hydrogenated for 8 hours with the addition of 5% Raney nickel in a stirred autoclave at 32 ° and 130 at hydrogen pressure. Except for a non-distillable, resinous residue of about 28 %, the hydrogenation product can be broken down into a series of water-white fractions of mainly monohydric and polyhydric alcohols. - Example 2 The portions of the crotonaldehyde residues that can be distilled in vacuo (about 70% of the total residues) are hydrogenated for 8 hours with the addition of 5% Raney nickel in a stirred autoclave at 130 ° and 130 at hydrogen pressure. The hydrogenation product can be broken down into a series of water-white fractions of mainly monohydric and polyhydric alcohols. About 11% of a crystal clear, slightly greenish colored, highly viscous soft resin with a hydroxyl number of 395 remains as residue.
Beispiel 3 Durch Wasserdampfdestillation übergetriebene Anteile von Crotonaldehydrückständen (etwa 2o0/, der Gesamtmenge der Rückstände) werden nach dem Entfernen des Wassers im Rührautoklav bei i2o° und i3o at Wasserstoffdruck unter Zusatz von Raneynickel 7 Stunden lang hydriert. Das Hydrierungsprodukt läBt sich fast restlos destillieren und in Fraktionen von ein- und mehrwertigen Alkoholen zerlegen.Example 3 Portions of Crotonaldehyde residues (about 2o0 /, of the total amount of residues) are after removing the water in a stirred autoclave at i2o ° and i3o at hydrogen pressure Added Raney nickel hydrogenated for 7 hours. The hydrogenation product can be distill almost completely and in fractions of monohydric and polyhydric alcohols disassemble.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC1689D DE889143C (en) | 1943-04-07 | 1943-04-07 | Process for the production of alcohols |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC1689D DE889143C (en) | 1943-04-07 | 1943-04-07 | Process for the production of alcohols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE889143C true DE889143C (en) | 1953-09-07 |
Family
ID=7012694
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC1689D Expired DE889143C (en) | 1943-04-07 | 1943-04-07 | Process for the production of alcohols |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE889143C (en) |
-
1943
- 1943-04-07 DE DEC1689D patent/DE889143C/en not_active Expired
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