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US4119507A Expired / Lapsed US ⏱️ 0.0 years remaining

Process of producing olefin oxide

Assignee: GEA Group AG
•
Filing: 1977-11-18
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Granted: 1978-10-10
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Expires: 1997-11-18
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Abstract

Abstract The invention relates to a process for the manufacture of oxiranes of the formula ##STR1## wherein R 1 , R 2 and R 3 are hydrogen, methyl and/or ethyl and the total amount of carbon atoms of R 1 , R 2 and R 3 is utmost 2 wherein olefin is subjected to an electrochemical system and reacts with a chlorine-containing anolyte to form an olefin chlorohydrin, with the latter subsequently reacted to form the oxirane. The oxiranes are known compounds and are extensively used in the chemical field, for example, in the manufacture of detergents, polyethers, etc.

Inventors

  • 👤 Karl Hans Simmrock
  • 👤 Gerhard Hellemanns

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 11:33
CPC Classifications
C; C07; C07D; C07D301/00; C07D301/02; C07D301/03; C07D301/14; C25; C25B; C25B3/00; C25B3/01; C25B3/07; C25B3/20; C25B3/23

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 197 words
An electrochemical process of producing oxiranes of the formula ##STR4## wherein R 1 , R 2 and R 3 are substituents selected from the group consisting of hydrogen, methyl or ethyl and wherein the total amount of carbon atoms of R 1 , R 2 and R 3 is utmost 2, from olefins by means of an electrochemical system which consists of an anode, a cathode and an intervening partition and which is supplied with an alkali metal chloride-containing, aqueous electrolyte, wherein chlorinecontaining anolyte and olefin are reacted to form olefin chlorohydrin in a reaction chamber disposed outside the electrochemical system, a partial stream of the chlorohydrin-containing solution which leaves the reaction chamber is returned to the anode chamber of the electrochemical system, another partial stream and alkaline catholyte withdrawn from the electrochemical system are reacted to form oxirane and alkali chloride, the oxirane is removed from the solution and the latter is then returned to the anode and cathode chambers of the electrochemical system, characterized in that the electrolysis is carried out in an electrochemical system in which the anolyte and catholyte are separated by a membrane consisting of a cationpermeable polyfluorohydrocarbon which contains electronegative groups.
Claim 2
Dependent Claim 197 words
An electrochemical process of producing oxiranes of the formula ##STR4## wherein R 1 , R 2 and R 3 are substituents selected from the group consisting of hydrogen, methyl or ethyl and wherein the total amount of carbon atoms of R 1 , R 2 and R 3 is utmost 2, from olefins by means of an electrochemical system which consists of an anode, a cathode and an intervening partition and which is supplied with an alkali metal chloride-containing, aqueous electrolyte, wherein chlorinecontaining anolyte and olefin are reacted to form olefin chlorohydrin in a reaction chamber disposed outside the electrochemical system, a partial stream of the chlorohydrin-containing solution which leaves the reaction chamber is returned to the anode chamber of the electrochemical system, another partial stream and alkaline catholyte withdrawn from the electrochemical system are reacted to form oxirane and alkali chloride, the oxirane is removed from the solution and the latter is then returned to the anode and cathode chambers of the electrochemical system, characterized in that the electrolysis is carried out in an electrochemical system in which the anolyte and catholyte are separated by a membrane consisting of a cationpermeable polyfluorohydrocarbon which contains electronegative groups.
Claim 3
Dependent Claim 36 words
A process according to claim 1, characterized in that the electrolysis is carried out in an electrochemical system in which the anolyte and catholyte are separated by a membrane of cation-permeable polyfluorohydrocarbon which contains sulfo groups.
Claim 4
Dependent Claim 23 words
A process according to claim 1, characterized in that the electrolyte solution contained in the anode chamber is adjusted to pH-value below 3.
Claim 5
Dependent Claim 27 words
A process according to claim 1, characterized in that the alkaline catholyte is fed in a plurality of partial streams and the resulting oxirane is continuously removed.
Claim 6
Dependent Claim 13 words
A process according to claim 1, characterized in that the olefin is ethylene.
Claim 7
Dependent Claim 13 words
A process according to claim 1, characterized in that the olefin is propylene.

References Cited (Backward Citations)

US3451905A Cited
US3455797A Cited
US3497431A Cited
US3501388A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-09 1982-04-10 1982-10-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-09 1986-04-10 1986-10-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-09 1990-04-10 1990-10-10 $7700.00 Window Closed / Lapsed

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