DE312668C - - Google Patents
Info
- Publication number
- DE312668C DE312668C DENDAT312668D DE312668DA DE312668C DE 312668 C DE312668 C DE 312668C DE NDAT312668 D DENDAT312668 D DE NDAT312668D DE 312668D A DE312668D A DE 312668DA DE 312668 C DE312668 C DE 312668C
- Authority
- DE
- Germany
- Prior art keywords
- esters
- organic
- unsaturated
- salts
- reducing gases
- 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.)
- Active
Links
- 239000002184 metal Substances 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 14
- 239000011780 sodium chloride Substances 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 9
- 239000007789 gas Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 4
- 235000005985 organic acids Nutrition 0.000 claims description 4
- 150000002739 metals Chemical class 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 1
- -1 salt organic acids Chemical class 0.000 claims 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000000203 mixture Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000005591 charge neutralization Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical class CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- HZPNKQREYVVATQ-UHFFFAOYSA-L nickel(2+);diformate Chemical compound [Ni+2].[O-]C=O.[O-]C=O HZPNKQREYVVATQ-UHFFFAOYSA-L 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/12—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by hydrogenation
- C11C3/123—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by hydrogenation using catalysts based principally on nickel or derivates
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Es ist bekannt, daß bei der Behandlung ungesättigter organischer Körper mitWasserstoff in Gegenwart fein verteilter, frisch reduzierter Metalle eine Anlagerung von Wasserstoff erzielt werden kann. Für die Durchführung dieses Prozesses besteht eine außerordentliche Schwierigkeit in der Herstellung des »Katalysators«, d. h. in der Gewinnung des fein verteilten Metalls in aktiver Form. Hierzu sind besondere Apparate, gieren bzw. ihn in feinste Verteilung zu bringen. In den bis jetzt bekannten Prozessen, in denen fein verteilte Metalle bei der Be-Handlung ungesättigter Verbindungen zur Anwendung gelangen, war es notwendig, entweder eine ständige intensive mechanische Bewegung vorzunehmen, tun eine Vermen gung des Metalls und der Flüssigkeit zu erhalten, oder letzteres an der Oberfläche von Kontaktträgern, wie Bimsstein, KieselgurIt is known that when unsaturated organic bodies are treated with hydrogen in the presence of finely divided, freshly reduced metals, an accumulation of Hydrogen can be achieved. For the In carrying out this process, there is an extraordinary difficulty in making the "catalyst"; H. in extraction of the finely divided metal in active Shape. For this purpose, special devices are required, yaw or to bring it into the finest distribution. In the processes known up to now in which finely divided metals are treated Unsaturated compounds were used, it was necessary either to make a constant intensive mechanical movement, to get a mixture of the metal and the liquid, or the latter on the surface of contact carriers, such as pumice stone, kieselguhr
g gg g
eine hohe Temperatur, um ein wirklich akti- j usw., zu verteilen, wodurch die Wiederves Produkt zu erhalten, sehr reine Aus ; gewinnung und Regeneration des Metalls begangsstoffe und G h B lida high temperature in order to distribute a really active j, etc., whereby the re-ves Product to get very pure off; extraction and regeneration of the metal contaminants and G h B lid
ein sehr reines Gas notwendig. Schon geringe Verunreinigungen des Katalysators beeinträchtigen seine Wirkungsweise. ':■'' a very pure gas is necessary. Even minor contamination of the Catalyst impair its effectiveness. ': ■' '
Es wurde nun gefunden, daß man Reduktionen bzw. Hydrogenisationen ungesättigter organischer Fettsäuren Und deren Ester mitIt has now been found that one can reduce or hydrogenate unsaturated organic fatty acids and their esters with
ao Hilfe der Metallsalze organischer Säuren durchzuführen imstande .ist, wodurch das Verfahren der Hydrogenisation außerordentlich vereinfacht wird.ao the help of the metal salts of organic acids is able to carry out Hydrogenization process is greatly simplified.
Die Schwierigkeiten der bis jetzt bekann-The difficulties of the hitherto known
«5 ten Verfahren werden dadurch überwunden, daß die organischen Metallsalze, welche benutzt werden, leicht und billig ohne besondere Apparatur hergestellt werden können bzw. in reiner Form käuflich sind, eine Reduktior in besonderen Apparaten und bei hoher Temperatur nicht notwendig ist und Verunreinigungen des , reduzierenden· Gases keinen Einfluß auf den Prozeß haben.The fifth method can be overcome by using the organic metal salts can be produced easily and cheaply without special equipment or can be purchased in pure form, a reductior in special apparatus and at high temperature is not necessary and Impurities in the reducing gas have no influence on the process.
Ferner ist in den Fällen, wo der Körper, welcher reduziert werden soll, eine Flüssigkeit ist, leicht, ihn mit dem zur Verwendung kommenden organischen Metallsalz zu emuldeutend erschwert wurde. Bei vorliegendem Verfahren mischt man den zu reduzierenden Körper mit dem organischen Metallsalz bzw. dessen Lösung, erwärmt bis zu einer entsprechenden Temperatur und leitet entweder einen Strom des reduzierenden Gases1 durch die Mischung oder setzt die Mischung in einem geschlossenen Gefäß der Gasatmosphärc aus, wobei man den Kontakt zwischen dem Gas und dem Gemenge bzw. der Emulsion auch durch mechanische Mittel unterstützen kann. Unter diesen Bedingungen geht die Sättigung ziemlich rasch vor sich.Further, in cases where the body to be reduced is a liquid, it is easy to make it difficult to emulate with the organic metal salt used. In the present process, the body to be reduced is mixed with the organic metal salt or its solution, heated to a suitable temperature and either a stream of the reducing gas 1 is passed through the mixture or the mixture is exposed to the gas atmosphere in a closed vessel can also support the contact between the gas and the mixture or the emulsion by mechanical means. Under these conditions, saturation occurs fairly quickly.
Zur Durchführung des Prozesses werden als organische Metallsalze zweckmäßig die ameisensauren, essigsauren, niilchsauren Salze, des Kupfers, Eisens, Nickels, Kubalts usw. verwendet.To carry out the process, the organic metal salts are expediently the formic acid, acetic acid, lactic acid salts, of copper, iron, nickel, cubalt, etc. used.
Beispiel : Man mischt 100 g Bauinwoll-.saatöl mit 1 bis 5 g Nickelformiat (in konzentrierter wäßriger Lösung oder in Pulverform), erwärmt die Mischung und leitet einen Strom von Wasserstoff in den Apparat. Man steigert die Temperatur hierbei auf 170 bis 2150. Die D:itier der Behandlung ist ab-Example: 100 g of cotton seed oil are mixed with 1 to 5 g of nickel formate (in concentrated aqueous solution or in powder form), the mixture is heated and a stream of hydrogen is passed into the apparatus. The temperature is increased to 170 to 215 ° . The D: itier of the treatment is
(2. Auflage, ausgegeben am 7. August 1920J (2nd edition, issued August 7 , 1920J
hängig von der angewandten Menge des Formiats. Man kann die Reduktion so weit durchführen, bis die ungesättigten Verbindungen quantitativ in gesättigte übergeführtdepending on the amount of format used. You can do the reduction so far carry out until the unsaturated compounds are quantitatively converted into saturated ones
S sind. Hierauf nitriert manS are. Then nitrate
Man kann das Verfahren auf verschiedene Weise abändern, z.B.: Man omulgiert das ül mit dem organischen Metallsalz unter gleichzeitigem Erhitzen und Durchlcilen vonThere are several ways to modify the process, e.g .: omulsify that ül with the organic metal salt under simultaneous heating and permeating of
ίο Wasserstoff in einem geeigneten Emutgierungsapparat, oder man bringt das mit dem Salz vermengte ül in feiner Verteilung mit dem Wasserstoff in Berührung. Man kann auch die Reaktion beschleunigen dadurch, daß man den Wasserstoff unter Druck verwendet oder dadurch, daß man das Ül mit ■ Wasserstoff imprägniert und hierauf mit dem organischen Metallsalz in innige Berührung bringt.ίο hydrogen in a suitable emulsion device, or you bring the oil mixed with the salt in finely divided form the hydrogen in contact. One can also speed up the reaction by that one uses the hydrogen under pressure or by impregnating the oil with ■ hydrogen and then with the brings organic metal salt into intimate contact.
ao Unter Umständen empfiehlt es sich, das öl einem vorhergehenden, Raffinatfonsverfahren (Neutralisation, Entfärbung usw.) zu unterwerfen. In besonderen Fällen kann man während der Durchführung des Verfahrens eineao It may be advisable to use the oil to a previous raffinate process (neutralization, decolorization, etc.). In special cases, one can use a
»5 gleichzeitige Behandlung mit direktem Dampf verbinden. . . »Combine 5 simultaneous treatments with direct steam. . .
Claims (3)
Publications (1)
Publication Number | Publication Date |
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DE312668C true DE312668C (en) |
Family
ID=565581
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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DENDAT312668D Active DE312668C (en) |
Country Status (1)
Country | Link |
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DE (1) | DE312668C (en) |
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- DE DENDAT312668D patent/DE312668C/de active Active
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