Process for preparing propylene oxide

Patent metadata

Field	Value
Publication number	US-9738616-B2
Application number	US-201414908042-A
Country	US
Kind code	B2
Filing date	Jul 16, 2014
Priority date	Jul 24, 2013
Publication date	Aug 22, 2017
Grant date	Aug 22, 2017

Abstract

A continuous process for the preparation of propylene oxide, comprising (i) providing a liquid feed stream comprising propene, hydrogen peroxide, acetonitrile, water, optionally propane, and at least one dissolved potassium salt; (ii) passing the feed stream provided in (i) into an epoxidation reactor comprising a catalyst comprising a titanium zeolite of structure type MWW, and subjecting the feed stream to epoxidation reaction conditions in the epoxidation reactor, obtaining a reaction mixture comprising propylene oxide, acetonitrile, water, the at least one potassium salt, optionally propene, and optionally pane; (iii) removing an effluent stream from the epoxidation reactor, the effluent stream comprising propylene oxide, acetonitrile, water, at least a portion of the at least one potassium salt, optionally propene, and optionally propane.

First claim

The invention claimed is:

1. A continuous process for the preparation of propylene oxide, the process comprising
(i) providing a liquid feed stream comprising propene, hydrogen peroxide, acetonitrile, water, optionally propane, and at least one dissolved potassium salt;
(ii) passing the feed stream provided in (i) into an epoxidation reactor comprising a catalyst comprising a titanium zeolite of structure MWW, and subjecting the feed stream to epoxidation reaction conditions in the epoxidation reactor, obtaining a reaction mixture comprising propylene oxide, acetonitrile, water, the at least one potassium salt, optionally propene, and optionally propane; and
(iii) removing an effluent stream from the epoxidation reactor, the effluent stream comprising propylene oxide, acetonitrile, water, at least a portion of the at least one potassium salt, optionally propene, and optionally propane;
wherein at least one dissolved potassium salt is an organic potassium salt.

2. The process of claim 1 , wherein the at least one dissolved potassium salt further comprises at least one inorganic potassium salt.

3. The process of claim 1 , wherein the at least one organic potassium salt is selected from the group consisting of a potassium salt of an aliphatic saturated monocarboxylic acid, potassium carbonate, and potassium hydrogen carbonate.

4. The process of claim 2 , wherein the at least one inorganic potassium salt is selected from the group consisting of potassium hydroxide, a potassium halide, potassium nitrate, potassium sulfate, potassium hydrogen sulfate, and potassium perchlorate.

5. The process of claim 1 , wherein the at least one organic potassium salt comprises potassium formate, potassium acetate, or a mixture thereof.

6. The process of claim 1 , wherein a concentration of the at least one dissolved potassium salt in the liquid feed stream provided in (i) is at least 10% of the solubility limit of the at least one organic potassium salt in the liquid feed stream provided in (i).

7. The process of claim 1 , wherein in (i), a molar ratio of potassium comprised in the at least one dissolved potassium salt relative to hydrogen peroxide comprised in the liquid feed stream is from 5×10 −6 :1 to 1000×10 −6 :1.

8. The process of claim 2 , wherein in (i), a molar ratio of potassium relative to hydrogen peroxide in the liquid feed stream is from 5×10 −6 :1 to 1000×10 −6 :1.

9. The process of claim 1 , wherein the liquid feed stream provided in (i) comprises
acetonitrile in an amount of from 60 to 75 weight-%, based on a total weight of the liquid feed stream;
hydrogen peroxide in an amount of from 6 to 10 weight-%, based on the total weight of the liquid feed stream;
water in a molar ratio of water relative to acetonitrile of at most 1:4;
propene with a molar ratio of propene relative to hydrogen peroxide comprised in the liquid feed stream in a range of from 1:1 to 1.5:1; and
optionally propane with a molar ratio of propane relative to a sum of propene and propane in a range of from 0.0001:1 to 0.15:1;
wherein at least 95 weight-% of the liquid feed stream provided in (i) consists of propene, hydrogen peroxide, acetonitrile, water, the at least one dissolved potassium salt, and optionally propane.

10. The process of claim wherein an amount of ammonium NH 4 + in the liquid feed stream of (i) is at most 2 weight-ppm.

11. The process of claim 1 , wherein a molar ratio of sodium relative to hydrogen peroxide in the liquid teed stream of (i) is from 1×10 −6 :1 to 250×10 −6 :1.

12. The process of claim 1 , wherein the titanium zeolite of framework structure MWW comprises titanium, calculated as elemental titanium, in an amount of from 0.1 to 5 weight-%, based on a total weight of the titanium zeolite of framework structure MWW.

13. The process of claim 1 , wherein the titanium zeolite of framework structure MWW comprises zinc, calculated as elemental zinc, in an amount of from 0.1 to 5 weight-%, based on a total weight of the titanium zeolite of framework structure MWW.

14. The process of claim 1 , wherein the epoxidation reaction according to (ii) has a propylene oxide selectivity of at least 95%, wherein the propylene oxide selectivity is defined as a molar amount of propylene oxide comprised in the effluent stream removed in (iii) relative to a molar amount of hydrogen peroxide comprised in the liquid feed stream provided in (i).

15. The process of claim 1 , wherein the effluent stream removed (iii) comprises propene, optionally propane, and optionally oxygen, the process further comprising
(iv) separating propene, optionally together with propane and oxygen, from the effluent stream, obtaining a stream S01 enriched in propylene oxide, acetonitrile, and water; and
(v) separating propylene oxide from S01, obtaining a stream comprising propylene oxide and depleted of acetonitrile and water.

Assignees

• Basf Se
• Dow Global Technologies Llc

Inventors

• Riedel Dominic
• Teles Joaquim Henrique
• Wegerle Ulrike
• Parvulescu Andrei-Nicolae
• Schroeder Alexander
• Spiske Luise
• Urbanczyk Daniel
• Mueller Ulrich
• Witzl Werner
• Weidenbach Meinolf

Classifications

• B01J29/7088

  MWW-type, e.g. MCM-22, ERB-1, ITQ-1, PSH-3 or SSZ-25 · CPC title

• C01B39/026

  After-treatment · CPC title

• C07D301/36

  Use of additives, e.g. for stabilisation · CPC title

• C07D301/00

  Preparation of oxiranes · CPC title

• B01J29/89

  Silicates, aluminosilicates or borosilicates of titanium, zirconium or hafnium {(B01J29/005 takes precedence)} · CPC title