DE907050C - Process for increasing the yield of oxygen-containing products in the medium-pressure synthesis of gasoline by catalytic carbon dioxide hydrogenation - Google Patents

Process for increasing the yield of oxygen-containing products in the medium-pressure synthesis of gasoline by catalytic carbon dioxide hydrogenation

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Publication number
DE907050C
DE907050C DER2382D DER0002382D DE907050C DE 907050 C DE907050 C DE 907050C DE R2382 D DER2382 D DE R2382D DE R0002382 D DER0002382 D DE R0002382D DE 907050 C DE907050 C DE 907050C
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DE
Germany
Prior art keywords
oxygen
medium
yield
gasoline
containing products
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
Application number
DER2382D
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German (de)
Inventor
Dr Walter Rottig
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ruhrchemie AG
Original Assignee
Ruhrchemie AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ruhrchemie AG filed Critical Ruhrchemie AG
Priority to DER2382D priority Critical patent/DE907050C/en
Application granted granted Critical
Publication of DE907050C publication Critical patent/DE907050C/en
Expired legal-status Critical Current

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    • 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
    • C07C29/15—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 oxides of carbon exclusively
    • C07C29/151—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 oxides of carbon exclusively with hydrogen or hydrogen-containing gases
    • C07C29/1512—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 oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by reaction conditions
    • 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
    • C07C29/15—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 oxides of carbon exclusively
    • C07C29/151—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 oxides of carbon exclusively with hydrogen or hydrogen-containing gases
    • C07C29/153—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 oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used
    • C07C29/156—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 oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used containing iron group metals, platinum group metals or compounds thereof
    • 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
    • C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
    • 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
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Erhöhung der Ausbeute an sauerstoffhaltigen Produkten bei der Mitteldrucksynthese von Benzin durch katalytische Kohlenoxydhydrierung Man kann die katalytische Umsetzung von Kohlenoxyd und Wasserstoff bei Atmosphärendruck unter Zumischung von Acetylen und/oder Äthylen vornehmen. Die zugesetzten Mengen an diesen ungesättigten Aliphaten belaufen sich im allgemeinen auf 2 bis 5°/0, können aber gegebenenfalls bis auf etwa 5o°/0 gesteigert werden. Auf diese Weise entstehen außerordentlich olefinreiche Kohlenwasserstoffgemische, die bis zu etwa 7o °/o Olefine enthalten. Sauerstoffhaltige Produkte werden hierbei praktisch nicht gebildet.Process for increasing the yield of oxygen-containing products in the medium-pressure synthesis of gasoline by catalytic hydrogenation of carbohydrates Man can catalytic conversion of carbon monoxide and hydrogen at atmospheric pressure with the addition of acetylene and / or ethylene. The amounts added these unsaturated aliphatics generally amount to 2 to 5% but may be increased to about 50%. In this way arise extremely olefin-rich hydrocarbon mixtures containing up to about 70% olefins contain. Oxygen-containing products are practically not formed here.

Es wurde gefunden, daß bei der heute üblichen Mitteldrucksynthese mit Kobalt-Thorium-Kieselgur-Kontakten in nennenswerter Menge auch sauerstoffhaltige Produkte entstehen, wenn man dem Synthesegas vor seinem Einsatz gewisse Mengen Acetylen und gegebenenfalls Äthylen zumischt, die sich auf 2 bis 5o °/o belaufen können, zweckmäßig aber auf 5 bis 7 % abgestellt werden.It has been found that in the medium-pressure synthesis with cobalt-thorium-kieselguhr contacts that are customary today, oxygen-containing products are also formed in appreciable amounts if certain amounts of acetylene and, if necessary, ethylene are added to the synthesis gas before it is used, which amounts to 2 to 5o% can amount to, but expediently be reduced to 5 to 7 % .

Bei einer unter sehr hohem Überdruck von z. B. i5o bis 25o atü an Zinkoxyd-Chromoxyd-Kontakten durchgeführten Methanolsynthese hat man dem zur Umsetzung kommenden Kohlenoxyd-Wasserstoff-Gemisch zur Erhöhung der Ausbeute bereits Acetylen bzw. Äthylen zugesetzt. Hieraus war jedoch keineswegs ersichtlich, daß im Bereich der fast ausschließlich nur Kohlenwasserstoffe liefernden Mitteldrucksynthese, d. h. also z. B. bei einer zwischen 5 und 2o atü durchgeführten Kohlenoxydhydrierung, der Zusatz von Acetylen und gegebenenfalls Äthylen zu einer erheblichen Bildung von sauerstoffhaltigen Produkten führt.At a very high pressure of z. B. i5o to 25o atü The methanol synthesis carried out in zinc oxide-chromium oxide contacts is used for the implementation coming carbon-hydrogen mixture to increase the yield already acetylene or ethylene added. From this, however, it was by no means evident that in the area the medium pressure synthesis, which almost exclusively only supplies hydrocarbons, d. H. so z. B. with a carbohydrate hydrogenation carried out between 5 and 20 atmospheres, the addition of Acetylene and possibly ethylene to a considerable extent Formation of oxygen-containing products leads.

Nähere Einzelheiten sind dem nachfolgenden Ausführungsbeispiel zu entnehmen. Ausführungsbeispiel Über einen normalen, aus etwa ioo Teilen Kobalt, 15 Teilen Thoriumoxyd (Th02) und ioo Teilen Kieselgur bestehenden Kontakt wurde bei einem Gasdruck von 5 atü und einer Reaktionstemperatur von 175 bis 20o° ein Synthesegas geleitet, das aus 56 Volumprozent Wasserstoff, 29 Volumprozent Kohlenoxyd, 5 Volumprozent Acetylen und io Volumprozent Inertgasen (Methan und Stickstoff) bestand. Der Kontakt wurde stündlich mit i Liter Synthesegas je Gramm Kobalt belastet.Further details are to be found in the following exemplary embodiment remove. Exemplary embodiment Using a normal cobalt made up of around 100 parts 15 parts of thorium oxide (Th02) and 100 parts of diatomaceous earth were in contact at a gas pressure of 5 atü and a reaction temperature of 175 to 20o ° Synthesis gas, which consists of 56 percent by volume hydrogen, 29 percent by volume carbon oxide, 5 percent by volume acetylene and 10 percent by volume inert gases (methane and nitrogen) existed. The contact was loaded with 1 liter of synthesis gas per gram of cobalt every hour.

Das erhaltene Syntheseprodukt wies eine Dichte von 0,782 (2o0) auf. Seine Siedekennziffer belief sich auf i75°, die Jodzahl betrug 5o, die CO Zahl 63, die OH-Zahl 69, die Neutralisationszahl 22 und die Verseifungszahl 35. Aus der Siedeanalyse ergab sich, daß 5a/0 bis 96°, 500/a bis i75° und 90°/o bis 300° übergingen. The synthesis product obtained had a density of 0.782 (2o0). Its boiling index was 175 °, the iodine number was 50, the CO number 63, the OH number 69, the neutralization number 22 and the saponification number 35. The boiling analysis showed that 5a / 0 to 96 °, 500 / a to Passed over i75 ° and 90 ° / o to 300 °.

Eine nach der Aufarbeitung vorgenommene Analyse des Gesamtproduktes ergab folgendes: Aldehyde und Ketone etwa 15 Volumprozent Alkohole ............ - 15 Säuren ............. - 3 Ester . . . . . . . . . . . . . . . - 2 - Kohlenwasserstoffe . . . - 65- - Die ungesättigten Verbindungen des Syntheseproduktes entfielen nur auf die Kohlenwasserstoffe. Die bis i50° siedende Kohlenwasserstofffraktion enthielt annähernd. 35 °/0 Olefine. Die zwischen i50 und 300° siedenden Anteile wiesen etwa 23 Volumprozent Olefine auf. Daraus ergibt sich als weiterer Vorteil, daß trotz Anwendung von Überdruck der Olefingehalt im entstandenen Kohlenwasserstoffgemisch gegenüber den sonst üblichen Olefmzahlen der Drucksynthese deutlich erhöht ist.An analysis of the entire product carried out after the work-up showed the following: Aldehydes and ketones about 15 percent by volume Alcohols ............ - 15 Acids ............. - 3 Ester. . . . . . . . . . . . . . . - 2 - Hydrocarbons. . . - 65- - The unsaturated compounds in the synthesis product were only made up of the hydrocarbons. The hydrocarbon fraction boiling up to 150 ° contained approximately. 35% olefins. The proportions boiling between 150 and 300 ° had about 23 percent by volume of olefins. This results in a further advantage that, despite the use of excess pressure, the olefin content in the hydrocarbon mixture formed is markedly higher than the otherwise customary olefin numbers in pressure synthesis.

Claims (2)

PATENTANSPRÜCHE: i. Verfahren zur Erhöhung der Ausbeute an sauerstoffhaltigen Produkten bei der Mitteldrucksynthese von Benzin durch katalytische Kohlenoxydhydrierung, dadurch gekennzeichnet, daß ein kohlenoxyd- und wasserstoffhaltiges Ausgangsgas verwendet wird, dem 2 bis 50 °/° Acetylen zugemischt sind. PATENT CLAIMS: i. Process for increasing the yield of oxygen-containing products in the medium-pressure synthesis of gasoline by catalytic hydrogenation of carbons, characterized in that a starting gas containing carbon and hydrogen is used to which 2 to 50 ° / ° acetylene is mixed. 2. Verfahren nach Anspruch i, dadurch gekennzeichnet, daß das Acetylen zum Teil durch Äthylen ersetzt ist. Angezogene Druckschriften: The Journal of the American Chemical Society 1930, S. 3221; Brennstoff-Chemie 1939, S. 269.2. The method according to claim i, characterized in that the acetylene is partly replaced by ethylene. References: The Journal of the American Chemical Society 1930, p. 3221; Fuel Chemistry 1939, p. 269.
DER2382D 1942-08-28 1942-08-28 Process for increasing the yield of oxygen-containing products in the medium-pressure synthesis of gasoline by catalytic carbon dioxide hydrogenation Expired DE907050C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DER2382D DE907050C (en) 1942-08-28 1942-08-28 Process for increasing the yield of oxygen-containing products in the medium-pressure synthesis of gasoline by catalytic carbon dioxide hydrogenation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DER2382D DE907050C (en) 1942-08-28 1942-08-28 Process for increasing the yield of oxygen-containing products in the medium-pressure synthesis of gasoline by catalytic carbon dioxide hydrogenation

Publications (1)

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DE907050C true DE907050C (en) 1954-03-22

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DER2382D Expired DE907050C (en) 1942-08-28 1942-08-28 Process for increasing the yield of oxygen-containing products in the medium-pressure synthesis of gasoline by catalytic carbon dioxide hydrogenation

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Non-Patent Citations (1)

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