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CA1148488A Expired / Lapsed CA ⏱️ 0.0 years remaining

Epoxidation of lower alpha-olefins

Assignee: ExxonMobil Technology and Engineering Co
•
Filing: 1979-04-12
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Granted: 1983-06-21
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Expires: 1999-04-12
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Abstract

Abstract ABSTRACT OF THE DISCLOSURE A process is disclosed for the epoxidation of lower ?-olefins by contacting lower ?-olefins (e.g., propylene) with oxygen in the presence of microorgan-isms or enzyme preparations derived therefrom. The microorganisms or enzyme preparations derived therefrom are preferably those microorganisms which are known as methylotrophs particularly those which previously grown in a nutrient medium containing methane.

Inventors

  • 👤 Ching-Tsang Hou
  • 👤 Ramesh N. Patel
  • 👤 Allen I. Laskin

Bibliographic Details

Application Number —
Jurisdiction CA
Data Source google_patents
Last Synchronized 2026-11-08 16:21
CPC Classifications
C; C12; C12N; C12N9/00; C12N9/0004; C12N9/0071; C12N9/0073; C07; C07D; C07D301/00; C07D301/02; C07D301/03; C07D301/04; C07D301/06; C12P; C12P17/00; C12P17/02; C12P7/00; C12P7/02; C12Y; C12Y114/00; C12Y114/13; C12Y114/13025

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 65 words
A process for the epoxidation of a C2-C4 n-alkene or diene selected from the group consisting of ethylene, propylene, butene-1 and butadiene which comprises contacting said alkene or diene under aerobic conditions With resting or washed cells of microorganisms or enzyme preparations derived therefrom/ wherein said microorganisms are obligative or facultative methylotrophs and have been cultivated in a nutrient medium containing methane under aerobic conditions.
Claim 2
Dependent Claim 65 words
A process for the epoxidation of a C2-C4 n-alkene or diene selected from the group consisting of ethylene, propylene, butene-1 and butadiene which comprises contacting said alkene or diene under aerobic conditions With resting or washed cells of microorganisms or enzyme preparations derived therefrom/ wherein said microorganisms are obligative or facultative methylotrophs and have been cultivated in a nutrient medium containing methane under aerobic conditions.
Claim 3
Dependent Claim 18 words
The process of claim 1 wherein the enzyme preparation is derived from a cell-free extract of the microorganisms.
Claim 4
Dependent Claim 11 words
The process of claim 2 wherein an electron carrier is added.
Claim 5
Dependent Claim 11 words
The process of claim 1 wherein NADH is the electron carrier.
Claim 6
Dependent Claim 10 words
The process of claim 4 wherein a metal is added.
Claim 7
Dependent Claim 47 words
A process for the epoxidation of propylene which comprises: contacting propylene under aerobic conditions with resting or washed cells of microorganisms or enzyme preparations derived therefrom, wherein said microorganisms are obligative or facultative methylotrophs and have been cultivated in a nutrient medium containing methane under aerobic conditions.
Claim 8
Dependent Claim 47 words
A process for the epoxidation of propylene which comprises: contacting propylene under aerobic conditions with resting or washed cells of microorganisms or enzyme preparations derived therefrom, wherein said microorganisms are obligative or facultative methylotrophs and have been cultivated in a nutrient medium containing methane under aerobic conditions.
Claim 9
Dependent Claim 25 words
The process of claim 6 wherein said microorganisms belong to the genera selected from the group consisting of Methylosinus, Methylocystis, Methylomonas, Methylobacter, Methyl-ococcus and Methylobacterium.
Claim 10
Dependent Claim 49 words
The process of claim 6 wherein said microorganisms are species selected from the group consisting of: Methylosinus trichosporium, Methylosinus sporium, Methylocystis parvus, Methyl-omonus methanica, Methylomonas albus, Methylomonas streptobacter-ium, Methylomonas agile, Methylomonas rubrum, Methylomonas rosa-ceus, Methylobacter chroococcum, Methylobacter bovis, Methylo-bacter capsulatus, Methylobacter vinelandii, Methylococcus capsu-latus, Methylococcus minimus and Methylobacterium organophilum.
Claim 11
Dependent Claim 73 words
The process of claim 6 wherein said microorganisms are strains having the designations selected from the group con-sisting of: Methylosinus trichosporium OB3b (NRRL B-11,196); Methylosinus sporium 5 (NRRL B-11,197); Methylocystis OBBP (NRRL B-11,198); Methylomonas methanica S1 (NRRL B-11,199); Methyl-omonas albus BG 8 (NRRL B-11,200); Methylobacter capsulatus Y (NRRL B-11,201); Methylobacterium organophilum sp nov. (ATCC 27,886); Methylomonas sp AJ-3670 (FERM P-2400); Methylococcus 999 (NCIB Accession No. 11,083); and Methylomonas SM3 (NCIB Accession No. 11,084).
Claim 12
Dependent Claim 35 words
The process of claim 6 wherein the epoxidation is carried out at a temperature in the range from about 5 to about 55°C. at a pH in the range from about 4 to about 9.
Claim 13
Dependent Claim 34 words
The process of claim 6 wherein the epoxidation is carried out at a temperature in the range from about 25 to about 50°C. and at a pH in the range from 5.5 to 7.5.
Claim 14
Dependent Claim 15 words
The process of claim 6 wherein the oxygen is used in the form of air.
Claim 15
Dependent Claim 12 words
The process of claim 6 wherein the epoxidation is carried out batchwise.
Claim 16
Dependent Claim 21 words
The process of claim 6 wherein the epoxidation is carried out in a batchwise manner and the enzyme preparation is immobilized.
Claim 17
Dependent Claim 21 words
The process of claim 6 wherein the epoxidation is carried out in a continuous manner and the enzyme preparation is immobilized.
Claim 18
Dependent Claim 68 words
A process for the epoxidation of propylene, which comprises the sequential steps: (a) incubating an obligative or facultative methylotro-phic microorganism in a nutrient medium under aerobic conditions and recovering therefrom an alkene epoxidase enzyme system, and (b) contacting propylene under aerobic conditions with said alkene epoxidase enzyme system in the absence of a nutrient medium until at least a portion of said propylene is converted to propylene oxide.
Claim 19
Dependent Claim 68 words
A process for the epoxidation of propylene, which comprises the sequential steps: (a) incubating an obligative or facultative methylotro-phic microorganism in a nutrient medium under aerobic conditions and recovering therefrom an alkene epoxidase enzyme system, and (b) contacting propylene under aerobic conditions with said alkene epoxidase enzyme system in the absence of a nutrient medium until at least a portion of said propylene is converted to propylene oxide.
Claim 20
Dependent Claim 25 words
The process of claim 16 wherein said microorganisms belong to the genera selected from the group consisting of Methyl-osinus, Methylocystis, Methylomonas, Methylobacter, Methylococcus, and Methylobacterium.
Claim 21
Dependent Claim 49 words
The process of claim 16 wherein said microorganisms are species selected from the group consisting of: Methylosinus trichosporium, Methylosinus sporium, Methylocystis parvus, Methyl-omonas methanica, Methylomonas albus, Methylomonas streptobac-terium, Methylomonas agile, Methylomonas rubrum, Methylomonas rosaceus, Methylobacter chroococcum, Methylobacter bovis, Methylo-bacter capsulatus, Methylobacter vinelandii, Methylococcus capsu-latus, Methylococcus minimus and Methylobacterium organophilum.
Claim 22
Dependent Claim 74 words
The process of claim 16 wherein said microorganisms are strains having the designations selected from the group con-sisting of: Methylosinus trichosporium OB3b (NRRL B-11,196); Methylosinus sporium 5 (NRRL B-11,197); Methylocystis parvus OBBP (NRRL B-11,198); Methylomonas methanica S (NRRL B-11,199); Methylomonas -albus BG 8 (NRRL B-11,200); Methylobacter capsulatus Y (NRRL B-11,201); Methylobacterium organophilum sp nov (ATCC 27,886); Methylomonas sp AJ-3670 (FERM P-2400); Methylococcus 999 (NCIB Accession No. 11083); and Methylomonas SM3 (NCIB Accession No. 11084).
Claim 23
Dependent Claim 44 words
The process of claim 16 wherein the cultivation in step (a) and the epoxidation in step (b) are carried out at a temperature in the range from about 25 to about 50°C. and at a pH in the range from about 5.5 to 7.5.
Claim 24
Dependent Claim 17 words
The process of claim 16 wherein steps (a) and (b) are carried out in a continuous manner.

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