CH169921A - Process for the preparation of a mixture of alcohols. - Google Patents
Process for the preparation of a mixture of alcohols.Info
- Publication number
- CH169921A CH169921A CH169921DA CH169921A CH 169921 A CH169921 A CH 169921A CH 169921D A CH169921D A CH 169921DA CH 169921 A CH169921 A CH 169921A
- Authority
- CH
- Switzerland
- Prior art keywords
- mixture
- alcohols
- preparation
- hydrogenation
- carried out
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 7
- 150000001298 alcohols Chemical class 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 5
- 239000004327 boric acid Substances 0.000 claims description 4
- 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
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 238000003776 cleavage reaction Methods 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
- 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
- 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
- 230000007017 scission Effects 0.000 claims description 2
- 239000000344 soap Substances 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 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 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- JGDFBJMWFLXCLJ-UHFFFAOYSA-N copper chromite Chemical compound [Cu]=O.[Cu]=O.O=[Cr]O[Cr]=O JGDFBJMWFLXCLJ-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 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
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 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
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000004678 hydrides Chemical class 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)
Description
Verfahren zur Darstellung 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 Laurin- säure und Borsäure mit katalytisch angereg tem Wasserstoff behandelt.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Darstellung eines Gemi sches von Alkoholen, welclies dadurch ge kennzeichnet ist, dass man gemischte An hydride zwischen Borsäure und einem Ge misch der durch Spaltung von Kokosfett er hältlichen Fettsäuren mit katalytisch ange regtem Wasserstoff behandelt.
Es hat sich als vorteilhaft erwiesen, die Reaktion, die man auch im kontinuierlichen Arbeitsverfahren durchführen kann, durch Anwendung von stark aktiven Katalysatoren, 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 Stickstoff, Kohlen- oxyd und -diogyd und dergleichen,, verwen den.
Als Katalysatoren haben sich bewährt: aktivierte Zink-, Silber-, Nickel-, Kupfer- Katalysatoren, Kupferchromit bezw. Nickel- chromit und andere mehr. Die gegebenen falls giftfesten Katalysatoren können in feinverteiltem Zustand 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 Kata lysatoren leicht trennen und so in sehr reiner Form erhalten. Es stellt ein qualitativ stets gleich zusammengesetztes Gemisch vpn Octyl-, Decyl-, Dodecyl-, Tetradecyl-, Hega- decyl 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.
<I>Beispiel:</I> 168 Gewichtsteile Kokosfettsäuren-Bor- säure-Anhydride werden bei 250' C und einem Wasserstoffdruck von 182 at reduziert. Als Katalysator dient bariumhaltiges Kup- ferchromit. Nächdem die Wasserstoffauf nahme zum Stillstand gekommen ist, wird das Reaktionsprodukt in üblicher Weise auf gearbeitet. Man erhält durch Destillation ein Gemisch der vorstehend genannten höheren Alkohole mit der Acetylzahl 241,6.
Process for the preparation of a mixture of alcohols. The main patent No. 164 834 relates to a method for the preparation of an alcohol, which is characterized in that a mixed anhydride between 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 Gemi cal of alcohols, welclies is characterized in that mixed to hydrides between boric acid and a mixture of the fatty acids obtainable by cleavage of coconut oil is treated with catalytically excited hydrogen.
It has proven to be advantageous to support the reaction, which can also be carried out in a continuous process, by using highly active catalysts and by using higher pressure and heat. It is not necessary to use pure hydrogen gas for the reaction, but mixtures of this gas with other gases such as nitrogen, carbon dioxide and carbon dioxide and the like can also be used.
As catalysts have proven: activated zinc, silver, nickel, copper catalysts, copper chromite respectively. Nickel chromite and others. The possibly poison-resistant catalysts can be used in a finely divided state or deposited on supports such as diatomite, asbestos and the like.
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, optionally using a vacuum, and thus obtained in a very pure form. It represents a mixture of octyl, decyl, dodecyl, tetradecyl, hegadecyl and octadecyl alcohol that is always qualitatively the same. The alcohol mixture can be used as such, for example, in the fragrance industry and in the wax industry; It can also be used to make soap substitutes.
<I> Example: </I> 168 parts by weight of coconut fatty acid-boric acid anhydrides are reduced at 250 ° C. and a hydrogen pressure of 182 at. Barium-containing copper chromite serves as the catalyst. After the hydrogen uptake has come to a standstill, the reaction product is worked on in the usual way. A mixture of the above-mentioned higher alcohols with an acetyl number of 241.6 is obtained by distillation.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE169921X | 1931-11-14 | ||
| CH164834T | 1932-09-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH169921A true CH169921A (en) | 1934-06-15 |
Family
ID=25718007
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH169921D CH169921A (en) | 1931-11-14 | 1932-09-23 | Process for the preparation of a mixture of alcohols. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH169921A (en) |
-
1932
- 1932-09-23 CH CH169921D patent/CH169921A/en unknown
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