GB1223452A - A process for the electrochemical production of olefin oxides - Google Patents

A process for the electrochemical production of olefin oxides

Info

Publication number
GB1223452A
GB1223452A GB8386/68A GB838668A GB1223452A GB 1223452 A GB1223452 A GB 1223452A GB 8386/68 A GB8386/68 A GB 8386/68A GB 838668 A GB838668 A GB 838668A GB 1223452 A GB1223452 A GB 1223452A
Authority
GB
United Kingdom
Prior art keywords
olefin
halohydrin
halogen
anode
electrolysis
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
GB8386/68A
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of GB1223452A publication Critical patent/GB1223452A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D301/00Preparation of oxiranes
    • C07D301/02Synthesis of the oxirane ring
    • C07D301/03Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/14Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B11/00Electrodes; Manufacture thereof not otherwise provided for
    • C25B11/04Electrodes; Manufacture thereof not otherwise provided for characterised by the material
    • C25B11/051Electrodes formed of electrocatalysts on a substrate or carrier
    • C25B11/073Electrodes formed of electrocatalysts on a substrate or carrier characterised by the electrocatalyst material
    • C25B11/091Electrodes formed of electrocatalysts on a substrate or carrier characterised by the electrocatalyst material consisting of at least one catalytic element and at least one catalytic compound; consisting of two or more catalytic elements or catalytic compounds
    • C25B11/093Electrodes formed of electrocatalysts on a substrate or carrier characterised by the electrocatalyst material consisting of at least one catalytic element and at least one catalytic compound; consisting of two or more catalytic elements or catalytic compounds at least one noble metal or noble metal oxide and at least one non-noble metal oxide
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00Electrolytic production of organic compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electrochemistry (AREA)
  • Materials Engineering (AREA)
  • Metallurgy (AREA)
  • Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
  • Epoxy Compounds (AREA)
  • Electrodes For Compound Or Non-Metal Manufacture (AREA)

Abstract

1,223,452. Electrochemical production of olefin oxides. FARBENFABRIKEN BAYER A.G. 18 April, 1968 [20 April, 1967], No. 8386/68. Heading C2C. [Also in Division C7] In the production of an olefin oxide by a process in which a halogen is formed by electrolysis of an aqueous solution of a metal halide in a cell having a diaphragm between anode and cathode, the resulting halogen or its hydrolysis products in solution being reacted with an optionally halogenated olefin to form the corresponding halohydrin and the halohydrin so obtained is dehydrohalogenated with the hydroxyl ions produced adjacent the cathode to form the olefin oxide, the electrolysis anode comprises a titanium core and a covering layer of an oxide of one or more of the noble metals platinum, palladium, iridium, ruthenium and rhodium. The olefin alone if naturally gaseous or in combination with a non-reacting gas, e.g. gaseous paraffins or their halogen derivatives, nitrogen, carbon dioxide under reaction conditions which render the olefin gaseous may be introduced into the anode compartment to form the halohydrin there. Alternatively, the halogen-containing anolyte may be withdrawn from the cell and reacted externally with olefin to form the halohydrin. In either case the halohydrin is then reacted with the catholyte, either by passage from the anode compartment through the diaphragm or externally of the cell, the resulting liquid after removal of the olefin oxide formed being returned to the anode compartment. If olefin oxide formation is effected in the cathode compartment, the hydrostatic pressure therein is kept below that of the anode compartment. Typically electrolysis is carried out using aqueous solutions containing 2 to 20%, by weight of NaCl or KCl at temperatures of 30‹ to 90‹ C. under pressures ranging from slightly sub-atmospheric to 5 atmospheres with an applied potential of 3 to 5 volts. Examples are given relating to producing oxides from propylene and ethylene and reference is also made to the use of butylene and allyl chloride.
GB8386/68A 1967-04-20 1968-04-18 A process for the electrochemical production of olefin oxides Expired GB1223452A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0052190 1967-04-20

Publications (1)

Publication Number Publication Date
GB1223452A true GB1223452A (en) 1971-02-24

Family

ID=7105247

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8386/68A Expired GB1223452A (en) 1967-04-20 1968-04-18 A process for the electrochemical production of olefin oxides

Country Status (7)

Country Link
AT (1) AT276326B (en)
BE (1) BE713939A (en)
DE (1) DE1618405A1 (en)
ES (1) ES352971A1 (en)
FR (1) FR1574783A (en)
GB (1) GB1223452A (en)
NL (1) NL6805395A (en)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014160529A1 (en) * 2013-03-14 2014-10-02 Liquid Light, Inc. Method and system for the capture and conversion of anodically produced halogen to alcohols
US8961774B2 (en) 2010-11-30 2015-02-24 Liquid Light, Inc. Electrochemical production of butanol from carbon dioxide and water
US8986533B2 (en) 2009-01-29 2015-03-24 Princeton University Conversion of carbon dioxide to organic products
US9080240B2 (en) 2012-07-26 2015-07-14 Liquid Light, Inc. Electrochemical co-production of a glycol and an alkene employing recycled halide
US9085827B2 (en) 2012-07-26 2015-07-21 Liquid Light, Inc. Integrated process for producing carboxylic acids from carbon dioxide
US9090976B2 (en) 2010-12-30 2015-07-28 The Trustees Of Princeton University Advanced aromatic amine heterocyclic catalysts for carbon dioxide reduction
US9175409B2 (en) 2012-07-26 2015-11-03 Liquid Light, Inc. Multiphase electrochemical reduction of CO2
US9222179B2 (en) 2010-03-19 2015-12-29 Liquid Light, Inc. Purification of carbon dioxide from a mixture of gases
US9267212B2 (en) 2012-07-26 2016-02-23 Liquid Light, Inc. Method and system for production of oxalic acid and oxalic acid reduction products
US9309599B2 (en) 2010-11-30 2016-04-12 Liquid Light, Inc. Heterocycle catalyzed carbonylation and hydroformylation with carbon dioxide
US9970117B2 (en) 2010-03-19 2018-05-15 Princeton University Heterocycle catalyzed electrochemical process
US10119196B2 (en) 2010-03-19 2018-11-06 Avantium Knowledge Centre B.V. Electrochemical production of synthesis gas from carbon dioxide
US10287696B2 (en) 2012-07-26 2019-05-14 Avantium Knowledge Centre B.V. Process and high surface area electrodes for the electrochemical reduction of carbon dioxide
US10329676B2 (en) 2012-07-26 2019-06-25 Avantium Knowledge Centre B.V. Method and system for electrochemical reduction of carbon dioxide employing a gas diffusion electrode
CN110560049A (en) * 2019-09-25 2019-12-13 陕西科技大学 Method for preparing platinum-ruthenium-titanium composite nanoparticles by using microemulsion method

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8986533B2 (en) 2009-01-29 2015-03-24 Princeton University Conversion of carbon dioxide to organic products
US9222179B2 (en) 2010-03-19 2015-12-29 Liquid Light, Inc. Purification of carbon dioxide from a mixture of gases
US10119196B2 (en) 2010-03-19 2018-11-06 Avantium Knowledge Centre B.V. Electrochemical production of synthesis gas from carbon dioxide
US9970117B2 (en) 2010-03-19 2018-05-15 Princeton University Heterocycle catalyzed electrochemical process
US8961774B2 (en) 2010-11-30 2015-02-24 Liquid Light, Inc. Electrochemical production of butanol from carbon dioxide and water
US9309599B2 (en) 2010-11-30 2016-04-12 Liquid Light, Inc. Heterocycle catalyzed carbonylation and hydroformylation with carbon dioxide
US9090976B2 (en) 2010-12-30 2015-07-28 The Trustees Of Princeton University Advanced aromatic amine heterocyclic catalysts for carbon dioxide reduction
US9303324B2 (en) 2012-07-26 2016-04-05 Liquid Light, Inc. Electrochemical co-production of chemicals with sulfur-based reactant feeds to anode
US9175409B2 (en) 2012-07-26 2015-11-03 Liquid Light, Inc. Multiphase electrochemical reduction of CO2
US9267212B2 (en) 2012-07-26 2016-02-23 Liquid Light, Inc. Method and system for production of oxalic acid and oxalic acid reduction products
US9175407B2 (en) 2012-07-26 2015-11-03 Liquid Light, Inc. Integrated process for producing carboxylic acids from carbon dioxide
US9708722B2 (en) 2012-07-26 2017-07-18 Avantium Knowledge Centre B.V. Electrochemical co-production of products with carbon-based reactant feed to anode
US9085827B2 (en) 2012-07-26 2015-07-21 Liquid Light, Inc. Integrated process for producing carboxylic acids from carbon dioxide
US9080240B2 (en) 2012-07-26 2015-07-14 Liquid Light, Inc. Electrochemical co-production of a glycol and an alkene employing recycled halide
US10287696B2 (en) 2012-07-26 2019-05-14 Avantium Knowledge Centre B.V. Process and high surface area electrodes for the electrochemical reduction of carbon dioxide
US10329676B2 (en) 2012-07-26 2019-06-25 Avantium Knowledge Centre B.V. Method and system for electrochemical reduction of carbon dioxide employing a gas diffusion electrode
US11131028B2 (en) 2012-07-26 2021-09-28 Avantium Knowledge Centre B.V. Method and system for electrochemical reduction of carbon dioxide employing a gas diffusion electrode
WO2014160529A1 (en) * 2013-03-14 2014-10-02 Liquid Light, Inc. Method and system for the capture and conversion of anodically produced halogen to alcohols
CN110560049A (en) * 2019-09-25 2019-12-13 陕西科技大学 Method for preparing platinum-ruthenium-titanium composite nanoparticles by using microemulsion method
CN110560049B (en) * 2019-09-25 2022-08-12 陕西科技大学 Method for preparing platinum-ruthenium-titanium composite nanoparticles by using microemulsion method

Also Published As

Publication number Publication date
AT276326B (en) 1969-11-25
DE1618405A1 (en) 1971-03-25
NL6805395A (en) 1968-10-21
BE713939A (en) 1968-09-16
ES352971A1 (en) 1969-08-01
FR1574783A (en) 1969-07-18

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