Process for preparing propylene oxide

Patent metadata

Field	Value
Publication number	US-9725428-B2
Application number	US-201414907998-A
Country	US
Kind code	B2
Filing date	Jul 16, 2014
Priority date	Jul 24, 2013
Publication date	Aug 8, 2017
Grant date	Aug 8, 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 of a phosphorus oxyacid wherein the molar ratio of potassium relative to phosphorus in the at least one potassium salt of a phosphorus oxyacid is in the range of from 0.6 to 1.4; (ii) passing the liquid feed stream provided in (i) into an epoxidation reactor comprising a catalyst comprising a titanium zeolite of structure type MWW comprising zinc, and subjecting the liquid feed stream to epoxidation reaction conditions in the epoxidation reactor, obtaining a reaction mixture comprising propylene oxide, acetonitrile, water, the at least one dissolved potassium salt of a phosphorus oxyacid, optionally propene, and optionally propane; (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 dissolved potassium salt of a phosphorus oxyacid, optionally propene, and optionally propane.

First claim

The invention claimed is:

1. 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 of a phosphorus oxyacid;
(ii) passing the liquid feed stream provided in (i) into an epoxidation reactor comprising a catalyst comprising a titanium zeolite of structure MWW comprising zinc, and subjecting the liquid feed stream to epoxidation reaction conditions in the epoxidation reactor, obtaining a reaction mixture comprising propylene oxide, acetonitrile, water, the at least one dissolved potassium salt of a phosphorus oxyacid, optionally propene, and optionally propane;
(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 dissolved potassium salt of a phosphorus oxyacid, optionally propene, and optionally propane;
wherein a molar ratio of potassium relative to phosphorus in the at least one potassium salt of a phosphorus oxyacid is in a range of from 0.6 to 1.4.

2. The process of claim 1 , wherein the at least one potassium salt of a phosphorus oxyacid has the following formula (I)
K nx H 2+n(1-x) P n O 3n+1   (I)

wherein n is an integer in a range of from 1 to 10, and wherein x is in a range of from 0.6 to 1.4.

3. The process of claim 2 , wherein n is 1.

4. The process of claim 2 , wherein x is in a range of from 0.95 to 1.05.

5. The process of claim 1 , wherein a weight ratio of water relative to acetonitrile in the liquid feed stream provided in (i) is at most 1:4.

6. The process of claim 1 , wherein a molar ratio of potassium comprised in the at least one potassium salt of a phosphorus oxyacid relative to hydrogen peroxide in the liquid feed stream provided in (i) is in a range of from 25×10 −6 :1 to 250×10 −6 :1.

7. The process of claim 1 , wherein the liquid feed stream provided in (i) contains ammonium NH 4 + in an amount of at most 2 weight-ppm.

8. The process of claim 1 , wherein the liquid feed stream provided in (i) contains sodium in a molar ratio of sodium relative to hydrogen peroxide in a range of from 1×10 −6 :1 to 250×10 −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;
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) consist of propene, hydrogen peroxide, acetonitrile, water, the at least one dissolved potassium salt of a phosphorus oxyacid, and optionally propane.

10. The process of claim 1 , wherein the titanium zeolite of framework structure MWW comprising zinc comprised in the catalyst in (ii) contains 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 comprising zinc, and contains zinc, calculated as elemental zinc, in an amount of from 0.1 to 5 weight-%, based on the total weight of the titanium zeolite of framework structure MWW comprising zinc.

11. The process of claim 1 , wherein a propylene oxide selectivity of the epoxidation reaction according to (ii) is 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).

12. The process of claim 1 , wherein the effluent stream removed in (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;
(v) separating propylene oxide from S01, obtaining a stream comprising propylene oxide and being depleted of acetonitrile and water.

Assignees

• Basf Se
• Dow Global Technologies Llc

Inventors

• Teles Joaquim Henrique
• Seelig Bianca
• Riedel Dominic
• Kampe Philip
• Urbanczyk Daniel
• Weber Markus
• Mueller Ulrich
• Parvulescu Andrei-Nicolae
• Gumlich Kai
• Bassler Peter
• Bartosch Christian
• Jacubinas Richard
• Weidenbach Meinolf
• Witzl Werner

Classifications

• B01J29/7038

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

• B01J27/18 Primary

  with metals {other than Al or Zr} · CPC title

• B01J2229/186

  not in framework positions · CPC title

• C07D301/12 Primary

  with hydrogen peroxide or inorganic peroxides or peracids · CPC title

• B01J27/188

  with chromium, molybdenum, tungsten or polonium · CPC title