GB825602A - Process for the dehydrogenation of alcohols - Google Patents

Process for the dehydrogenation of alcohols

Info

Publication number
GB825602A
GB825602A GB3977/56A GB397756A GB825602A GB 825602 A GB825602 A GB 825602A GB 3977/56 A GB3977/56 A GB 3977/56A GB 397756 A GB397756 A GB 397756A GB 825602 A GB825602 A GB 825602A
Authority
GB
United Kingdom
Prior art keywords
copper
oxide
alkali metal
chromium
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
GB3977/56A
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 GB825602A publication Critical patent/GB825602A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/403—Saturated compounds containing a keto group being part of a ring of a six-membered ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts 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
    • B01J23/84—Catalysts 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
    • B01J23/85—Chromium, molybdenum or tungsten
    • B01J23/86—Chromium
    • B01J23/868—Chromium copper and chromium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/03—Precipitation; Co-precipitation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
    • C07C35/08—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a six-membered rings
    • 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
    • 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
    • C07C45/002—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
    • 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
    • C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

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

Abstract

A catalyst for the dehydrogenation of saturated aliphatic or cycloaliphatic primary and secondary alcohols containing 2-6 carbon atoms consists of a carrier, copper and at least 0.1% by weight of an alkali metal oxide (referred to the total quantity of copper and alkali metal calculated as cuprous oxide and alkali metal oxide), the copper content having been obtained by heating copper tetramine complexes followed by subsequent heating with hydrogen and consisting of reduced copper with small amounts of unreduced copper oxide. The catalyst may additionally contain 0.5-3% by weight of chromium and/or chromium oxide, the alkali metal oxide being present in an amount from double to six times the molar quantity of chromium oxide or chromium calculated as chromium oxide or the chromium content may be partially or wholly replaced by bivalent zinc calculated as zinc oxide. Suitable copper tetramine complexes are obtained by reacting copper carbonate, acetate, formate, nitrate or hydroxide with ammonia. Suitable carriers are, for example, pumice and diatomaceous earth.ALSO:Aldehydes and ketones are prepared by dehydrogenating saturated aliphatic or cycloaliphatic primary or secondary alcohols containing 2-6 carbon atoms at temperatures of from 250 DEG to 380 DEG C. in the presence of a catalyst applied on to a carrier, comprising reduced copper containing small amounts of unreduced copper oxide and alkali metal oxide, the catalyst having been obtained by heating a copper tetramine complex followed by subsequent heating with hydrogen and containing at least 0.1% by weight of alkali metal oxide referred to the total quantity of copper and alkali metal content calculated as cuprous oxide and alkali metal oxide. If desired, small amounts of chromium and/or zinc may also be present in the catalyst. Examples are given of the dehydrogenation of (a) ethanol to give acetaldehyde, (b) isopropanol to give acetone, (c) secondary butyl alcohol to give methyl ethyl ketone, and (d) n-butyl alcohol to give n-butyraldehyde.
GB3977/56A 1955-02-08 1956-02-08 Process for the dehydrogenation of alcohols Expired GB825602A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE825602X 1955-02-08

Publications (1)

Publication Number Publication Date
GB825602A true GB825602A (en) 1959-12-16

Family

ID=6747589

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3977/56A Expired GB825602A (en) 1955-02-08 1956-02-08 Process for the dehydrogenation of alcohols

Country Status (1)

Country Link
GB (1) GB825602A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3209034A (en) * 1961-12-08 1965-09-28 Kancgafuchi Spinning Co Ltd Oxidation of olefines
US3217041A (en) * 1962-08-08 1965-11-09 Universal Oil Prod Co Preparation of olefinic oxygencontaining compounds
US4891446A (en) * 1988-09-30 1990-01-02 Shell Oil Company Process for preparing aldehydes from alcohols
US4935538A (en) * 1986-05-29 1990-06-19 The Standard Oil Company Oxygenate condensation
WO2021037990A1 (en) 2019-08-30 2021-03-04 Covestro Deutschland Ag Method for the hydrogenation of aromatic nitro compounds
WO2022184614A1 (en) 2021-03-01 2022-09-09 Covestro Deutschland Ag Method for the hydrogenation of aromatic nitro compounds

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3209034A (en) * 1961-12-08 1965-09-28 Kancgafuchi Spinning Co Ltd Oxidation of olefines
US3217041A (en) * 1962-08-08 1965-11-09 Universal Oil Prod Co Preparation of olefinic oxygencontaining compounds
US4935538A (en) * 1986-05-29 1990-06-19 The Standard Oil Company Oxygenate condensation
US4891446A (en) * 1988-09-30 1990-01-02 Shell Oil Company Process for preparing aldehydes from alcohols
WO2021037990A1 (en) 2019-08-30 2021-03-04 Covestro Deutschland Ag Method for the hydrogenation of aromatic nitro compounds
WO2022184614A1 (en) 2021-03-01 2022-09-09 Covestro Deutschland Ag Method for the hydrogenation of aromatic nitro compounds

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