IP Library Granted Patent US 10,815,164
Granted Patent B2
US 10,815,164 · App. 15/767,711 · Granted Oct 27, 2020

Process for producing styrene

Inventor: Arian Van Mourik (Amsterdam, NL)
Assignee: Shell Oil Company
C07C1/24C07C7/005C07C7/05C07C7/10C07C15/46C07C2521/04
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Quick Facts
Patent No.
US 10,815,164
App. No.
15/767,711
Granted
Oct 27, 2020
Kind
B2
Abstract

The invention relates to a process for the preparation of styrene or substituted styrenes comprising the steps of: (a) subjecting a feed containing 1-phenyl ethanol or substituted 1-phenyl ethanol to a dehydration treatment in the presence of a suitable dehydration catalyst; (b) subjecting the resulting product mixture to a separation treatment, thus obtaining a stream containing water and styrene or substituted styrene and a residual fraction containing heavy ends; (c) treating the stream containing water and styrene or substituted styrene with a base; (d) separating the treated stream of step (c) into a styrene or substituted styrene-rich product stream and a styrene or substituted styrene-lean waste water stream; (e) treating the styrene or substituted styrene-lean waste water stream with steam in a stripping column, thus obtaining a treated waste water stream and a treated stream comprising steam and styrene or substituted styrene.

Claims (14)

1. A process for the preparation of styrene or substituted styrenes comprising the steps of:

(a) subjecting a feed containing 1-phenyl ethanol or substituted 1-phenyl ethanol to a dehydration treatment in the presence of a suitable dehydration catalyst;

(b) subjecting the resulting product mixture to a separation treatment, thus obtaining a stream containing water and styrene or substituted styrene and a residual fraction containing heavy ends;

(c) treating the stream containing water and styrene or substituted styrene with a base;

(d) separating the treated stream of step (c) into a styrene or substituted styrene-rich product stream and a styrene or substituted styrene-lean waste water stream;

(e) treating the styrene or substituted styrene-lean waste water stream with steam in a stripping column, thus obtaining a treated waste water stream and a treated stream comprising steam and styrene or substituted styrene.

2. The process according to claim 1 , wherein the 1-phenyl ethanol or substituted 1-phenyl ethanol used in step (a) is obtained from a preceding epoxidation step, wherein optionally substituted ethylbenzene hydroperoxide is reacted with propylene to yield propylene oxide and 1-phenyl ethanol or substituted 1-phenyl ethanol.

3. The process according to claim 1 , wherein step (a) is carried out in the gas phase at a temperature in the range of 230 to 320° C. using an alumina-based dehydration catalyst.

4. The process according to claim 1 , wherein the base in step (c) is selected from one or more of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate.

5. The process according to claim 1 , wherein the treated stream of step (c) is separated in step (d) by settling, coalescing or centrifuging.

6. The process according to claim 1 , wherein a portion of the styrene or substituted styrene-rich product stream from step (d) is recycled to step (b) of the process.

7. The process according to claim 1 , wherein steam for use in step (e) is obtained from re-boiled bottom product of the stripping column or is injected into the stripping column from an external source.

8. The process according to claim 1 , wherein the stripping column operates at atmospheric pressure, above atmospheric pressure or under vacuum.

9. The process according to claim 1 , wherein some or all of the treated stream comprising steam and styrene or substituted styrene from step (e) is recycled to step (d).

Assignments (2)
CHANGE OF NAME Recorded Mar 7, 2022
From: SHELL OIL COMPANY
To: SHELL USA, INC.
Reel/Frame 059694/0819 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2018
From: VAN MOURIK, ARIAN
To: SHELL OIL COMPANY
Reel/Frame 046988/0539 →