DE415686C - Execution of organic catalysis - Google Patents

Execution of organic catalysis

Info

Publication number
DE415686C
DE415686C DEB110538D DEB0110538D DE415686C DE 415686 C DE415686 C DE 415686C DE B110538 D DEB110538 D DE B110538D DE B0110538 D DEB0110538 D DE B0110538D DE 415686 C DE415686 C DE 415686C
Authority
DE
Germany
Prior art keywords
oxide
parts
zinc oxide
execution
chromic acid
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
DEB110538D
Other languages
German (de)
Inventor
Dr Alwin Mittasch
Dr Mathias Pier
Dr Karl Winkler
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Priority to DEB110538D priority Critical patent/DE415686C/en
Application granted granted Critical
Publication of DE415686C publication Critical patent/DE415686C/en
Expired legal-status Critical Current

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
    • C07C29/16—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
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B31/00—Reduction in general
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/26—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydration of carbon-to-carbon triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
    • C07C45/36—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in compounds containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
    • C07C5/03—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of non-aromatic carbon-to-carbon double bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
    • C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C9/00—Aliphatic saturated hydrocarbons
    • C07C9/02—Aliphatic saturated hydrocarbons with one to four carbon atoms
    • C07C9/06—Ethane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of zinc, cadmium or mercury
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/24—Chromium, molybdenum or tungsten
    • C07C2523/26—Chromium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

DEUTSCHES REICHGERMAN EMPIRE

AUSGEGEBEN AM27.JUNI1925ISSUED AM JUNE 27, 1925

REICHSPATENTAMTREICH PATENT OFFICE

PATENTSCHRIFTPATENT LETTERING

- M 415686 KLASSE 12 ο GRUPPE- M 415686 CLASS 12 ο GROUP

(B 110538IV\i 20^)(B 110538IV \ i 2 0 ^)

Patentiert im Deutschen Reiche vom 24. Juli 1923 ab.Patented in the German Empire on July 24, 1923.

Es hat sich gezeigt, daß bei der Verwendung oxydischer Kontaktmassen, die auch in reduzierender Atmosphäre nicht zu Metall reduziert werden, für die Ausführung organischer Katalysen, namentlich Hydrierungen, es besonders vorteilhaft ist, als Katalysatoren Gemische von Oxyden von Metallen verschiedener Gruppen des periodischen Systems und dabei das basischere Oxyd im ÜberschußIt has been shown that when using oxidic contact masses, which are also used in reducing atmosphere cannot be reduced to metal, for running organic Catalysts, namely hydrogenations, it is particularly advantageous as catalysts Mixtures of oxides of metals of different groups of the periodic table and the more basic oxide is in excess

ίο zu nehmen. Insbesondere kommen für die Mischung Oxyde von Metallen der zweiten bis siebenten Gruppe in Betracht.ίο to take. In particular, for the mixture, oxides of metals come from the second up to the seventh group.

Beispielsweise sei die Zusammenstellung Zinkoxyd-Chromoxyd für die Hydrierung derFor example, let the combination zinc oxide-chromium oxide for the hydrogenation of the

!5 Kohlenstoffoxyde unter Druck genannt, wobei es sich als vorteilhaft erwiesen hat, das Zinkoxyd gegenüber dem Chromoxyd (oder der bei der Reduktion in Chromoxyd übergehenden Chromsäure) im Überschuß zu verwenden, etwa derart, daß auf ι Mol. Chromoxyd 2 bis 12 oder mehr Mol. Zinkoxyd kommen. ! 5 called carbon oxides under pressure, whereby it has proven to be advantageous to use zinc oxide over chromium oxide (or the to use excess chromic acid which turns into chromium oxide during the reduction, such that there are 2 to 12 or more moles of zinc oxide for every ι mole of chromium oxide.

Ähnlich verhält es sich mit den Kombinationen Zinkoxyd-Uranoxyd, Zinkoxyd-Vanadinoxyd, Zinkoxyd-Wolframoxyd, Magnesiumoxyd - Molybdänoxyd, Ceroxyd - Manganoxyd usw. Daneben können noch weitere Bestandteile, z. B. Metalle, hinzugefügt werden. Die Herstellung derartiger gemischter Kontaktmassen kann durch inniges Zusammenmischen der Bestandteile, durch gemeinsame Fällung aus Lösungen, Zusammenschmelzen geeigneter Salze oder in sonstiger Weise erfolgen.The situation is similar with the combinations zinc oxide-uranium oxide, zinc oxide-vanadium oxide, Zinc oxide-tungsten oxide, magnesium oxide - molybdenum oxide, cerium oxide - manganese oxide, etc. z. B. metals are added. The production of such mixed contact masses can be obtained by intimately mixing the constituents together, by joint precipitation Solutions, melting together of suitable salts or in any other way.

Die Ausführung der Hydrierung selbst kann bei Verwendung der Kontaktmassen in gewohnter Weise erfolgen. Besonders gute Ergebnisse liefern die vorstehend beschriebenen Kontaktmassen bei der Hydrierung von KohJenoxyd oder Kohlensäure mit Wasserstoff unter Druck zu Methylalkohol oder höher molekularen, sauerstoffhaltigen Verbindungen. The execution of the hydrogenation itself can when using the contact masses in in the usual way. Those described above give particularly good results Contact masses in the hydrogenation of carbon dioxide or carbonic acid with hydrogen under pressure to methyl alcohol or higher molecular, oxygen-containing compounds.

Beispiel 1:Example 1:

Ein eisenkarbonylfreies Gasgemisch von 45^ 30 Teilen Kohlenoxyd, 64 Teilen Wasserstoff, 4 Teilen Stickstoff, 1 Teil Methan und 1 Teil Kohlensäure wird unter einem Druck von 200 Atmosphären bei 4000 über eine Kontaktmasse geleitet, die durch Mischen von 90 Teilen Zinkoxyd und ι ο Teilen Chromsäure in feuchtem Zustande hergestellt und vor dem Gebrauch durch Überleiten des genannten Gasgemisches unter den erwähnten Bedingungen . in dem Kontaktofen selbst reduziert wurde. Die austretenden Reaktionsgase scheiden beim Abkühlen unter Druck reichliche Mengen fast reinen Methanols ab. Mit ähnlichem Erfolge verwendet man statt der obigen Kombination folgende Mischungen: 85 Teile Zinkoxyd, getränkt mit 15 Teilen Vanadiumnitrat oder 90 Teile Cadmium-An iron carbonyl-free gas mixture of 45 ^ 30 parts of carbon oxide, 64 parts of hydrogen, 4 parts of nitrogen, 1 part of methane and 1 part of carbonic acid is passed under a pressure of 200 atmospheres at 400 0 over a contact mass which, by mixing 90 parts of zinc oxide and ι ο Parts of chromic acid in the moist state and prepared before use by passing the gas mixture mentioned under the conditions mentioned. was reduced in the contact furnace itself. The emerging reaction gases separate copious amounts of almost pure methanol on cooling under pressure. The following mixtures are used with similar success instead of the above combination: 85 parts of zinc oxide, impregnated with 15 parts of vanadium nitrate or 90 parts of cadmium

V Von dein Patentsucher sind als die Erfinder angegeben worden: V Your patent seeker has indicated as the inventors:

Dr. Alwin Mitiasch in Ludwigsliafen a. Rh., Dr. MathiasJPier in Heidelberg, und Dr. Karl Winkler in Ludjvigshafen a. Rh.Dr. Alwin Mitiasch in Ludwigsliafen a. Rh., Dr. MathiasJPier in Heidelberg, and Dr. Karl Winkler in Ludjvigshafen a. Rh.

oxyd mit ίο Teilen Chromsäure. Selbst ein Zinkoxyd mit einem Gehalt von ι Prozent Chromsäure stellt noch einen hervorragenden Katalysator dar.oxide with ίο parts of chromic acid. Even a zinc oxide with a content of ι percent Chromic acid is still an excellent catalyst.

Beispiel 2:Example 2:

Über einen Kontakt, der aus einem Gemisch von 7 Teilen Cadmiumoxyd und 1 Teil Chromsäure besteht, wird ein Gemisch aus ίο 30 Volumenprozent Äthylen und 70 Volumenprozent Wasserstoff bei 250 bis 3600 geleitet. Das Äthylen wird dabei quantitativ in Äthan übergeführt.A mixture of ίο 30 percent by volume of ethylene and 70 percent by volume of hydrogen at 250 to 360 0 is passed through a contact consisting of a mixture of 7 parts of cadmium oxide and 1 part of chromic acid. The ethylene is quantitatively converted into ethane.

Beispiel 3:Example 3:

Über einen Kontakt, der durch Mischen von 6 Teilen Zinkoxyd, 2 Teilen Manganoxyd und ι Teil Chromsäure hergestellt ist, wird ein Gemisch von ungefähr gleichen Volumenao teilen Acetylen und Wasserdampf bei 180 bis 2ooc geleitet. Dabei bilden sich reichliche Mengen Acetaldehyd. Ahn ich verhalten sich Gemische von Zinkoxyd-Aluminiumoxyd-Chromsäure, Zinkoxyd-Magnesiumoxyd-Chromsäure oder Zinkoxyd-Calciumoxyd-Chromsäure, in denen die beiden erstgenannten Oxyde im Verhältnis zur Chromsäure im Überschuß vorhanden sind.A contact which is prepared by mixing 6 parts zinc oxide, 2 parts of manganese oxide and ι part chromic acid, a mixture of about equal volume ao will share acetylene and steam at 180 to 2oo c passed. In the process, copious amounts of acetaldehyde are formed. Mixtures of zinc oxide-aluminum oxide-chromic acid, zinc oxide-magnesium oxide-chromic acid or zinc oxide-calcium oxide-chromic acid, in which the two first-mentioned oxides are present in excess in relation to the chromic acid, behave similarly.

Beispiel 4:Example 4:

Über einen Kontakt, bestehend aus 3 Teilen Zinkoxyd und 1 Teil Chromsäure, wird ein Gemisch von Luft und Toluoldampf bei 450 bis 500'1 geleitet; es bilden sich dabei reichliche Mengen von Benzaldehyd und Benzoesäure. A mixture of air and toluene vapor at 450 to 500 '1 is passed over a contact consisting of 3 parts of zinc oxide and 1 part of chromic acid; copious amounts of benzaldehyde and benzoic acid are formed in the process.

Claims (1)

Patent-Anspruch :Patent claim: Ausführung organischer Katalysen, insbesondere Hydrierungen -mittels Gemischen von Oxyden, dadurch gekennzeichnet, dal.) Gemische schwerreduzierbarer Oxyde von Metal'en aus verschiedenen Gruppen des periodischen Systems mit überwiegendem basischeren Bestandteil als Katalysatoren benutzt werden.Execution of organic catalysis, especially hydrogenation, by means of mixtures of oxides, characterized in that.) Mixtures of hard-to-reducible oxides of Metals from different groups of the periodic table with predominantly more basic components as catalysts to be used.
DEB110538D 1923-07-24 1923-07-24 Execution of organic catalysis Expired DE415686C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB110538D DE415686C (en) 1923-07-24 1923-07-24 Execution of organic catalysis

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB110538D DE415686C (en) 1923-07-24 1923-07-24 Execution of organic catalysis

Publications (1)

Publication Number Publication Date
DE415686C true DE415686C (en) 1925-06-27

Family

ID=6992734

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB110538D Expired DE415686C (en) 1923-07-24 1923-07-24 Execution of organic catalysis

Country Status (1)

Country Link
DE (1) DE415686C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3208258A1 (en) 2016-02-16 2017-08-23 Fundació Privada Institut Català d'Investigació Química (ICIQ) Methanol production process

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3208258A1 (en) 2016-02-16 2017-08-23 Fundació Privada Institut Català d'Investigació Química (ICIQ) Methanol production process
WO2017140800A1 (en) 2016-02-16 2017-08-24 Fundació Institut Català D'investigació Química (Iciq) Methanol production process
US11603342B2 (en) 2016-02-16 2023-03-14 Fundació Institut Cat Alá Dinvestigació Química (Iciq) Methanol production process

Similar Documents

Publication Publication Date Title
DE1667386B2 (en) Process for the production of hydrogen and carbon dioxide by the catalytic conversion of carbon monoxide with water vapor
EP0208102A2 (en) Process for the catalytic production of an alcohol mixture with an increased isobutanol content
DE1268609B (en) Process for the production of (meth) acrolein and (meth) acrylic acid by catalytic oxidation of propylene or isobutylene
DE415686C (en) Execution of organic catalysis
DE505319C (en)
GB312345A (en) Improvements in catalytic dehydrogenation
DE608361C (en) Process for the production of methyl alcohol from carbon oxide
DE484337C (en) Process for the catalytic production of multi-membered paraffinic hydrocarbons from carbon oxides and hydrogen
Cryder et al. Catalysts for the Formation of Alcohols from carbon Monoxide and Hydrogen
DE625757C (en) Process for the production of methyl alcohol and other oxygen-containing organic compounds
DE1271696B (en) Process for the production of 2, 2, 2-trifluoroethanol
DE510302C (en) Process for the production of oxygen-containing organic compounds
DE2154074B2 (en) Process for the production of methanol by reacting carbon monoxide and hydrogen over a catalyst and catalyst composition for carrying out the process
DE293787C (en)
DE528915C (en) Process for the desulphurization of gases and vapors
DE1812813A1 (en) Catalyst for the production of hydrogen from gases containing carbon monoxide
AT116601B (en) Process for the preparation of methanol and other oxygen-containing organic compounds.
DE2054942B2 (en) Process for the multi-stage conversion of carbon oxide and water vapor to hydrogen and carbon dioxide
DE891688C (en) Process for the production of oxygen-containing organic compounds
CH127690A (en) Process for the preparation of a product containing mainly benzene.
US2018350A (en) Production of aldehydes from dicarboxylic acids
DE441433C (en) Process for the production of organic compounds by catalytic gas reactions
DE2054869A1 (en) Process for the production of hydrogen
AT105591B (en) Process for the preparation of methanol.
DE622595C (en) Process for the production of methyl alcohol and other oxygen-containing organic compounds