CH169922A - Process for the preparation of a mixture of alcohols. - Google Patents
Process for the preparation of a mixture of alcohols.Info
- Publication number
- CH169922A CH169922A CH169922DA CH169922A CH 169922 A CH169922 A CH 169922A CH 169922D A CH169922D A CH 169922DA CH 169922 A CH169922 A CH 169922A
- Authority
- CH
- Switzerland
- Prior art keywords
- mixture
- alcohols
- preparation
- hydrogenation
- carried out
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 8
- 150000001298 alcohols Chemical class 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000008064 anhydrides Chemical class 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 150000004665 fatty acids Chemical class 0.000 claims description 3
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N 1-Tetradecanol Natural products CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 claims description 2
- 235000019864 coconut oil Nutrition 0.000 claims description 2
- 239000003240 coconut oil Substances 0.000 claims description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N ethyl butylhexanol Natural products CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N n-decyl alcohol Natural products CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N n-hexadecyl alcohol Natural products CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 239000000344 soap Substances 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000003054 catalyst Substances 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- PCWSNKLABDQTKE-UHFFFAOYSA-N [Ni+2].[O-][Cr]([O-])=O Chemical compound [Ni+2].[O-][Cr]([O-])=O PCWSNKLABDQTKE-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- JGDFBJMWFLXCLJ-UHFFFAOYSA-N copper chromite Chemical compound [Cu]=O.[Cu]=O.O=[Cr]O[Cr]=O JGDFBJMWFLXCLJ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
Verfahren zur Ilarstellung eines Gemisches von Alkoholen. Das Hauptpatent Nr. 164 834 betrifft ein Verfahren zur Darstellung eines Alkohols, welches dadurch gekennzeichnet ist, dass man ein gemischtes Anhydrid zwischen der Lau rinsäure und Borsäure mit katalytisch an geregtem Wasserstoff behandelt.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Darstellung eines Gemi sches von Alkoholen, das dadurch gekenn zeichnet ist, dass man gemischte Anhydride zwischen Kieselsäure und einem GemiACh der durch Spaltung von Kokosfette erhält lichen Fettsäuren mit katalytisch angereg tem Wasserstoff behandelt.
Es hat sich als vorteilhaft erwiesen, die Reaktion, die man auch im kontinuier- liehen Arbeitsverfahren durchführen kann, durch Anwendung von stark aktiven Kata lysatoren, sowie von höherem Druck und Wärme zu unterstützen. 'Man braucht zu der Reaktion nicht reines Wasserstoffgas zu verwenden, sondern kann auch Mischungen ,dieses Gases mit andern Gasen, wie Stick- Stoff, Kohlenoxyd und -dioxyd und derglei chen, verwenden.
Als Katalysatoren haben sich bewährt: aktivierte Zink-, -Silber-, Nickel-, Kupfer Katalysatoren, Kupferchromit bezw. Nickel- chromit und andere mehr. Die gegebenenfalls giftfesten Katalysatoren können in feinver teiltem Zustande oder auf Trägern, wie Kieselgur. Asbest und dergleichen, nieder geschlagen verwendet werden.
Zweckmässig verwendet man natürlich die Ausgangsstoffe in vorgereinigtem Zustande, um Vergiftungen der Katalysatoren vorzu beugen.
Das Reaktionsprodukt lässt sich beispiels weise durch Destillation, gegebenenfalls un ter Anwendung von Vakuum, von den Ka talysatoren leicht trennen und so in sehr reiner Form erhalten. Es stellt ein quaIi- tativ stets gleich zusammengesetztes Gemisch von Octyl-, Decyl-, Dodecyl- Tetradecyl-, Hexadecyl- und Octadecylalkohol dar. Das Alkoholgemisch kann als solches zum Beispiel in der Riechstoffindustrie und in der Wachsindustrie Verwendung finden; ferner kann es zur Herstellung von Seifen ersatzstoffen dienen.
Beispiel: 281 Gewichtsteile Kokosfettsäuren-Kiesel- säure-Anhydrid werden mit 10% Katalysator im Laufe von fünf Stunden bei 250 unter einem Wasserstoffdruck von 160 at .reduziert. Das Reaktionsprodukt wird im Vakuum de stilliert. Als Destillat wird in sehr guter Ausbeute ein Gemisch von höheren Alkoholen, den Fettsäuren des Kokosnussöls entsprechend, erhalten.
Process for the preparation of a mixture of alcohols. The main patent No. 164 834 relates to a process for the preparation of an alcohol, which is characterized in that a mixed anhydride between the lauric acid and boric acid is treated with catalytically excited hydrogen.
The subject of the present patent is a process for the preparation of a mixture of alcohols, which is characterized in that mixed anhydrides between silica and a mixture of fatty acids obtained by splitting coconut fats are treated with catalytically excited hydrogen.
It has been found to be advantageous to support the reaction, which can also be carried out in a continuous working process, by using highly active catalysts and by using higher pressure and heat. 'One does not need to use pure hydrogen gas for the reaction, but can also use mixtures of this gas with other gases such as nitrogen, carbon oxide and carbon dioxide and the like.
As catalysts have proven: activated zinc, silver, nickel, copper catalysts, copper chromite or. Nickel chromite and others. The possibly poison-resistant catalysts can be in finely divided state or on supports such as kieselguhr. Asbestos and the like, can be used when knocked down.
It is of course advisable to use the raw materials in a pre-cleaned state in order to prevent the catalytic converters from being poisoned.
The reaction product can be easily separated from the catalysts, for example, by distillation, if necessary using a vacuum, and thus obtained in a very pure form. It represents a mixture of octyl, decyl, dodecyl, tetradecyl, hexadecyl and octadecyl alcohol, which is always of the same composition. The alcohol mixture as such can be used, for example, in the fragrance industry and in the wax industry; It can also be used to make soap substitutes.
Example: 281 parts by weight of coconut fatty acid-silicic acid-anhydride are reduced with 10% catalyst in the course of five hours at 250 under a hydrogen pressure of 160 at. The reaction product is distilled in vacuo. A mixture of higher alcohols, corresponding to the fatty acids in coconut oil, is obtained as the distillate in very good yield.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE169922X | 1931-11-14 | ||
| CH164834T | 1932-09-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH169922A true CH169922A (en) | 1934-06-15 |
Family
ID=25718008
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH169922D CH169922A (en) | 1931-11-14 | 1932-09-23 | Process for the preparation of a mixture of alcohols. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH169922A (en) |
-
1932
- 1932-09-23 CH CH169922D patent/CH169922A/en unknown
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