IP Library Granted Patent US 11,655,230
Granted Patent B2
US 11,655,230 · App. 16/769,557 · Granted May 23, 2023

Process for preparing ethylene carbonate and ethylene glycol using an alkyl iodide guard bed system

Inventors: Roel Guillaume Hubertus Leonardus Bastings (Amsterdam, NL); Jesse Raymond Black (Houston, TX); Vesna Bojovic (Ras Laffan, QA); Wayne Errol Evans (Houston, TX)
Assignee: SHELL USA, INC.
C07D317/38C07C29/172
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Quick Facts
Patent No.
US 11,655,230
App. No.
16/769,557
Granted
May 23, 2023
Kind
B2
Abstract

The invention relates to a process for producing ethylene glycol and/or ethylene carbonate, said process comprising contacting at least a portion of a recycle gas stream comprising an alkyl iodide impurity with a guard bed system positioned upstream of an ethylene oxide reactor to produce a treated recycle gas stream, wherein the guard bed system comprises silver on alumina; contacting a feed gas stream comprising ethylene, oxygen and at least a portion of the treated recycle gas stream with an epoxidation catalyst in the ethylene oxide reactor to produce an epoxidation reaction product comprising ethylene oxide; and contacting at least a portion of the epoxidation reaction product comprising ethylene oxide with an aqueous absorbent in the presence of an iodide-containing catalyst in an absorber to produce an aqueous product stream comprising ethylene carbonate and/or ethylene glycol and the recycle gas stream comprising the alkyl iodide impurity.

Claims (15)

1. A process for producing ethylene glycol and/or ethylene carbonate, said process comprising:

contacting at least a portion of a recycle gas stream comprising an alkyl iodide impurity with a guard bed system positioned upstream of an ethylene oxide reactor to produce a treated recycle gas stream, wherein said guard bed system comprises a guard bed material comprising silver on alumina;

contacting a feed gas stream comprising ethylene, oxygen and at least a portion of the treated recycle gas stream with an epoxidation catalyst in the ethylene oxide reactor to produce an epoxidation reaction product comprising ethylene oxide; and

contacting at least a portion of the epoxidation reaction product comprising ethylene oxide with an aqueous absorbent in the presence of an iodide-containing catalyst in an absorber to produce an aqueous product stream comprising ethylene carbonate and/or ethylene glycol and the recycle gas stream comprising the alkyl iodide impurity,

wherein the recycle gas stream supplied to the guard bed system comprises

(a) 0.1 to 0.59 mol % of water; and/or

(b) 5 to 90 ppmv of ethylene oxide,

based on total recycle gas stream supplied to the guard bed system,

wherein the water concentration in the recycle gas stream is controlled by one or more of the type of cooling medium, type of cooling apparatus, temperature of the cooling medium, and the amount of cooling medium used to cool the recycle gas stream leaving the absorber, and

wherein the ethylene oxide concentration in the recycle gas stream supplied to the guard bed system is controlled by one or more of regulating the concentration of ethylene oxide in the epoxidation reaction product stream, absorber temperature, absorber pressure, catalyst composition, number of absorber trays, shape of absorber trays, absorbent flow, and absorbent composition in the absorber.

2. The process according to claim 1 , wherein the recycle gas stream supplied to the guard bed system comprises no more than 0.55 mol % of water.

3. The process according to claim 1 , wherein the recycle gas stream supplied to the guard bed system comprises no more than 70 ppmv of ethylene oxide.

4. The process according to claim 1 , wherein the recycle gas stream supplied to the guard bed system is further contacted with a second guard bed system comprising a guard bed material capable of removing at least a portion of a vinyl iodide impurity from the recycle gas stream,

wherein the treated gaseous feed stream removed from the final guard bed vessel in series of the first guard bed system is supplied as the gaseous feed via a feed line to the second guard bed system.

5. The process according to claim 4 , wherein the guard bed material capable of removing at least a portion of a vinyl iodide impurity comprises palladium and gold.

Assignments (1)
CHANGE OF NAME Recorded Feb 6, 2023
From: SHELL OIL COMPANY
To: SHELL USA, INC.
Reel/Frame 062657/0626 →
Priority Claims (1)
EP 17206145 · Dec 8, 2017 · regional
Continuity (1)
Related Publication 20200392101A1 · Dec 17, 2020