IP Library Granted Patent US 11,046,633
Granted Patent B2
US 11,046,633 · App. 16/095,125 · Granted Jun 29, 2021

Carbonylation process for the production of methyl acetate

Inventors: Thomas Edward Clark (Hull, GB); Nicholas John Hazel (Beverley, GB); John Glenn Sunley (Hull, GB)
Assignee: Ineos Acetyls UK Limited
C07C67/37B01J29/18C07C69/14
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Quick Facts
Patent No.
US 11,046,633
App. No.
16/095,125
Granted
Jun 29, 2021
Kind
B2
Abstract

A process for the production of methyl acetate by carbonylating at a temperature of 250 to 350° C., in the presence of a zeolite catalyst, a feed comprising dimethyl ether, a gas comprising carbon monoxide and hydrogen at a molar ratio of hydrogen to carbon monoxide of at least 1, methyl acetate and one or more compounds containing a hydroxyl functional group.

Claims (39)

1. A process for the carbonylation of dimethyl ether with carbon monoxide in the presence of a catalyst comprising a templated zeolite to produce a reaction product comprising methyl acetate wherein

the process is carried out at a temperature of from 250 to 350° C.,

the feed to the process comprises

dimethyl ether,

carbon monoxide,

hydrogen,

methyl acetate, and

one or more hydroxyl compound(s) selected from water, a C 1 -C 4 aliphatic alcohol, and a C 1 -C 4 aliphatic carboxylic acid;

the molar ratio of hydrogen to carbon monoxide in the feed is at least 1, and

the molar ratio of methyl acetate to the one or more hydroxyl compound(s) is in the range 500:1 to 0.5:1.

2. The process according to claim 1 wherein the feed comprises the hydroxyl compound(s) in a total amount of up to 1 mol % based on a total gaseous feed to the process including the hydroxyl compound(s), dimethyl ether, carbon monoxide, hydrogen, and methyl acetate.

3. The process according to claim 1 wherein the feed comprises the hydroxyl compound(s) in a total amount of 0.01 to 0.5 mol % based on a total gaseous feed to the process including the hydroxyl compound(s), dimethyl ether, carbon monoxide, hydrogen, and methyl acetate.

4. The process according to claim 1 , wherein the feed comprises methyl acetate and the hydroxyl compound(s) at a molar ratio of methyl acetate to hydroxyl compound(s) in the range 300:1 to 1:1.

5. The process according to claim 1 , wherein the hydroxyl compound is water.

6. The process according to claim 1 wherein the hydroxyl compound is a C 1 -C 4 aliphatic alcohol.

7. The process according to claim 1 wherein the hydroxyl compound is a C 1 -C 4 aliphatic carboxylic acid.

8. The process according to claim 1 wherein the hydroxyl compound is selected from one or more of water, acetic acid and methanol.

9. The process according to claim 1 , wherein the feed comprises hydrogen and carbon monoxide at a molar ratio of hydrogen to carbon monoxide in the range 1.5 to 4:1.

10. The process according to claim 1 , wherein the feed comprises methyl acetate in an amount up to 5 mol % based on a total gaseous feed to the process including the hydroxyl compound(s), dimethyl ether, carbon monoxide, hydrogen, and methyl acetate.

11. The process according to claim 1 , wherein the catalyst is a zeolite having at least one channel which is defined by an 8-membered ring.

12. The process according to claim 11 wherein the zeolite has a framework type selected from the group consisting of MOR, FER, OFF, CHA, GME, MFS, EON and ETR.

13. The process according to claim 12 wherein the zeolite has the framework type MOR and is mordenite.

14. The process according to claim 1 , wherein the process is carried out at a temperature of from 275 to 325° C.

15. The process according to claim 1 , wherein methyl acetate product is hydrolysed to acetic acid.

16. A method of maintaining or reducing the deactivation rate of a catalyst in a process for the carbonylation of dimethyl ether with carbon monoxide in the presence of a catalyst comprising a templated zeolite to produce a reaction product comprising methyl acetate in which method,

the process is carried out at a temperature of from 250 to 350° C.,

the feed to the process comprises dimethyl ether, carbon monoxide, hydrogen, methyl acetate, and one or more hydroxyl compound(s) selected from water, a C 1 -C 4 aliphatic alcohol, and a C 1 -C 4 aliphatic carboxylic acid,

the molar ratio of hydrogen to carbon monoxide in the feed is at least 1, and

the molar ratio of methyl acetate to the one or more hydroxyl compound(s) is in the range 500:1 to 0.5:1.

17. The process according to claim 1 , wherein the feed to the process includes one or more gaseous recycles, and the feed comprises methyl acetate in an amount up to 5 mol % based on a total gaseous feed, including gaseous recycles, to the process including the hydroxyl compound(s), dimethyl ether, carbon monoxide, hydrogen, and methyl acetate.

18. The process according to claim 1 , wherein the feed comprises methyl acetate and the hydroxyl compound(s) at a molar ratio of methyl acetate to hydroxyl compound(s) in the range 100:1 to 4:1.

19. The process according to claim 1 , wherein the feed comprises

methyl acetate, present in an amount of from 0.5 to 5.0 mol %; and

one or more hydroxyl compounds selected from water, acetic acid, and methanol, present in a combined amount of from 0.03 to 0.5 mol %.

20. The process according to claim 1 , wherein

methyl acetate is present in the feed in an amount of less than 2 mol %;

one or more of water, acetic acid and methanol are present in the feed in a combined amount of from 0.03 to 0.2 mol %;

hydrogen and carbon monoxide are present in the feed in a molar ratio in the range 1.5:1 to 4:1; and

the process is carried out at a temperature of from 275 to 325° C.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 26, 2021
From: BP CHEMICALS LIMITED
To: INEOS ACETYLS UK LIMITED
Reel/Frame 055746/0075 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2018
From: CLARK, THOMAS EDWARD; HAZEL, NICHOLAS JOHN; SUNLEY, JOHN GLENN
To: BP CHEMICALS LIMITED
Reel/Frame 047283/0223 →