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GB804132A - Process for the dehydrogenation of alcohols - Google Patents

Process for the dehydrogenation of alcohols

Info

Publication number
GB804132A
GB804132A GB5769/55A GB576955A GB804132A GB 804132 A GB804132 A GB 804132A GB 5769/55 A GB5769/55 A GB 5769/55A GB 576955 A GB576955 A GB 576955A GB 804132 A GB804132 A GB 804132A
Authority
GB
United Kingdom
Prior art keywords
oxide
copper
chromium
carriers
catalyst
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
GB5769/55A
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.)
Knapsack AG
Knapsack Griesheim AG
Original Assignee
Knapsack AG
Knapsack Griesheim 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 Knapsack AG, Knapsack Griesheim AG filed Critical Knapsack AG
Publication of GB804132A publication Critical patent/GB804132A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/002Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/85Chromium, molybdenum or tungsten
    • B01J23/86Chromium
    • B01J23/868Chromium copper and chromium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises catalysts, optionally applied on to carriers, consisting of reduced copper containing small amounts of unreduced copper oxide and small amounts of chromium and/or at least one chromium oxide and an alkali metal oxide, the chromium content amounting to between 0.5 and 3 per cent by weight calculated as chromium oxide Cr2O3 based on the total amount of chromium and copper calculated, as oxides Cr2O3 and CuO, and the alkali metal oxide corresponding to at least double and at most six times the molar quantity of the chromium oxide Cr2O3. The catalysts may be prepared, for example, by impregnating reducible copper compounds, such as copper hydroxide, cuprous oxide or cupric oxide with an alkali metal salt of chromic or perchromic acid, the compounds being applied, if required, on to carriers and then dried; the material thus obtained is reduced, for instance by treatment with hydrogen at 200-300 DEG C. resulting in the substantial reduction of the copper oxide into copper. Suitable carriers are, for example, pumice and diatomaceous earth. If no carriers is present a binder, e.g. an aqueous solution of methyl cellulose, may be added to facilitate the production of shaped bodies or tablets.ALSO:Aldehydes or ketones are prepared by the dehydrogenation of saturated aliphatic or cycloaliphatic primary or secondary alcohols containing 2-6 carbon atoms at 250 DEG to 380 DEG C. in the presence of a copper catalyst optionally applied on to carriers, the copper catalyst being a reduced copper catalyst containing small amounts of copper oxide as well as 0.5 to 3 per cent by weight of chromium and/or a chromium oxide, the total chromium content being calculated as Cr2O3 and being referred to the total quantity of the copper and chromium content, calculated as oxides CuO and Cr2O3, and containing also from double to six times the molar quantity of alkali metal oxide referred to the chromium oxide. The catalyst may be prepared, for example, by impregnating reducible copper compounds, such as copper hydroxide, cuprous oxide or cupric oxide with an alkali metal salt of chromic or perchromic acid, the compounds being applied, if required, on to carriers, and then dried. The material, thus obtained, is reduced advantageously before the start of the reaction by heating with hydrogen at low temperatures. Any saturated primary or secondary alcohol, e.g. ethyl alcohol, isopropyl alcohol, butanol, secondary butanol, primary or secondary pentanols, cyclopentanol and cyclohexanol, may be used as starting material. For the dehydrogenation of secondary alcohols to the corresponding ketones preferred temperatures are in the range 250-360 DEG C. and for the dehydrogenation of primary alcohols to the corresponding aldehydes preferred temperatures are in the range 280-340 DEG C. In the examples: (a) isopropyl alcohol is passed over a catalyst, consisting of copper oxide which is present for the most part in reduced form, chromic oxide and sodium oxide on a pumic support, to give acetone; and (b) ethyl alcohol is passed over a similar catalyst to give acetaldehyde.
GB5769/55A 1954-02-26 1955-02-25 Process for the dehydrogenation of alcohols Expired GB804132A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE804132X 1954-02-26

Publications (1)

Publication Number Publication Date
GB804132A true GB804132A (en) 1958-11-05

Family

ID=6722045

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5769/55A Expired GB804132A (en) 1954-02-26 1955-02-25 Process for the dehydrogenation of alcohols

Country Status (1)

Country Link
GB (1) GB804132A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0023699A1 (en) * 1979-07-30 1981-02-11 Mitsubishi Kasei Corporation Process for the preparation of cyclohexanone
US4453015A (en) * 1981-10-16 1984-06-05 Shell Oil Company Methyl ethyl ketone process
US4472593A (en) * 1981-10-16 1984-09-18 Shell Oil Company Conversion of isopropyl alcohol to acetone
EP0781794A1 (en) 1995-12-19 1997-07-02 Chevron Chemical Company Very long chain alkylphenyl polyoxyalkylene amines and fuel compositions containing the same
EP0781793A1 (en) 1995-12-19 1997-07-02 Chevron Chemical Company Reductive amination process for manufacturing a fuel additive from polyoxybutylene alcohol with ethylene diamine

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0023699A1 (en) * 1979-07-30 1981-02-11 Mitsubishi Kasei Corporation Process for the preparation of cyclohexanone
US4453015A (en) * 1981-10-16 1984-06-05 Shell Oil Company Methyl ethyl ketone process
US4472593A (en) * 1981-10-16 1984-09-18 Shell Oil Company Conversion of isopropyl alcohol to acetone
EP0781794A1 (en) 1995-12-19 1997-07-02 Chevron Chemical Company Very long chain alkylphenyl polyoxyalkylene amines and fuel compositions containing the same
EP0781793A1 (en) 1995-12-19 1997-07-02 Chevron Chemical Company Reductive amination process for manufacturing a fuel additive from polyoxybutylene alcohol with ethylene diamine

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