GB687243A - Process for the catalytic oxidation of olefins - Google Patents

Process for the catalytic oxidation of olefins

Info

Publication number
GB687243A
GB687243A GB10163/51D GB1016351D GB687243A GB 687243 A GB687243 A GB 687243A GB 10163/51 D GB10163/51 D GB 10163/51D GB 1016351 D GB1016351 D GB 1016351D GB 687243 A GB687243 A GB 687243A
Authority
GB
United Kingdom
Prior art keywords
per cent
olefin
oxidation
silver
ethylene
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
GB10163/51D
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.)
Chempatents Inc
Original Assignee
Chempatents Inc
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 Chempatents Inc filed Critical Chempatents Inc
Publication of GB687243A publication Critical patent/GB687243A/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
    • C07D301/04Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
    • C07D301/08Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase
    • C07D301/10Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase with catalysts containing silver or gold
    • 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
    • B01J23/38Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/48Silver or gold
    • B01J23/50Silver
    • 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
    • B01J23/38Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/66Silver or gold
    • 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
    • C07D301/04Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
    • C07D301/08Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase

Landscapes

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

Abstract

Olefine oxides are produced from gases containing olefin and hydrogen by preliminarily selectively oxidizing the hydrogen at a temperature below the oxidation temperature of the olefin, and then selectively reacting the olefin in low concentration with oxygen at 220-350 DEG C., and superatmospheric pressure, generally 5-25 atm., in the presence of a silver catalyst. Unsaturated hydrocarbons, particularly acetylene, if present, may be oxidized in the preliminary step. If acetylene or diolefins are present in high concentration, a mild hydrogenation may precede the initial oxidation. Unreacted gases from the olefin oxidation may be recycled to the feed-stock to act as diluents and to provide oxygen for the preliminary oxidation. Purge gases may be treated to oxidize residual olefins. The feed to the olefin oxidation stage may contain 1-6 per cent ethylene, and 5-10 per cent oxygen. The catalyst is preferably silver or silver oxide on a spherical support having surface irregularities as described in Specification 674,412. The preliminary oxidation may be effected with a supported copper catalyst, with or without chromium, or with a silver catalyst at below 220 DEG C. The initial hydrogenation may be effected with iron, nickel or palladium. Inhibitors such as chlorine or other halogens, ammonium, hydrogen, ethylene or vinyl chloride, in amounts of 0.001-0.10 per cent, may be added to the feed to the olefin oxidation zone. The olefin oxide may be scrubbed out with water under pressure. The initial olefinic gases may be obtained from cracking petroleum fractions, or ethane. In an example, a cracked ethane gas containing 37 per cent ethylene and 43 per cent hydrogen is passed over a hydrogenation catalyst to reduce the acetylene, and fed with recycle gas to a preoxidation zone containing silver at 210 DEG C. The product contains 4.5 per cent ethylene and 6 per cent oxygen, and passes over supported silver oxide at 290 DEG C. and 10 atm. Ethylene oxide is scrubbed out, the gas being recycled apart from one third, which is purged to a second oxidizing zone.
GB10163/51D 1950-05-03 1951-05-01 Process for the catalytic oxidation of olefins Expired GB687243A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US687243XA 1950-05-03 1950-05-03

Publications (1)

Publication Number Publication Date
GB687243A true GB687243A (en) 1953-02-11

Family

ID=22084315

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10163/51D Expired GB687243A (en) 1950-05-03 1951-05-01 Process for the catalytic oxidation of olefins

Country Status (1)

Country Link
GB (1) GB687243A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1215122B (en) * 1960-11-11 1966-04-28 Montedison Spa Process for the production of ethylene oxide by oxidation of ethylene with a silver catalyst
CN102656152A (en) * 2009-12-17 2012-09-05 科学设计公司 Process for olefin oxide production
CN111704548A (en) * 2020-05-20 2020-09-25 郑州师范学院 Method for preparing nitroolefin from aryl ethane and nitrate

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1215122B (en) * 1960-11-11 1966-04-28 Montedison Spa Process for the production of ethylene oxide by oxidation of ethylene with a silver catalyst
CN102656152A (en) * 2009-12-17 2012-09-05 科学设计公司 Process for olefin oxide production
EP2513078A2 (en) * 2009-12-17 2012-10-24 Scientific Design Company Inc. Process for olefin oxide production
EP2513078A4 (en) * 2009-12-17 2013-12-04 Scient Design Co Process for olefin oxide production
CN111704548A (en) * 2020-05-20 2020-09-25 郑州师范学院 Method for preparing nitroolefin from aryl ethane and nitrate

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