Process for the epoxidation of propene

Patent metadata

Field	Value
Publication number	US-10125108-B2
Application number	US-201615570167-A
Country	US
Kind code	B2
Filing date	Apr 19, 2016
Priority date	Apr 28, 2015
Publication date	Nov 13, 2018
Grant date	Nov 13, 2018

Abstract

In a process for the epoxidation of propene, comprising the steps: reacting propene with hydrogen peroxide in the presence of a titanium silicalite catalyst and a methanol solvent; separating non-reacted propene and propene oxide from the resulting reaction mixture to provide a solvent mixture comprising methanol and water in a combined amount of at least 90% by weight; and feeding this solvent mixture as a feed stream to a continuously operated methanol distillation column at a feed point in the middle section of said column to provide an overhead product comprising at least 90% by weight methanol and a bottoms product comprising at least 90% by weight water; the addition of a liquid defoamer, having a solubility in the feed stream of less than 10 mg/kg at 25° C. and a surface tension at the liquid air interface of less than 22 mN/m at 20° C., at or above the feed point in an amount exceeding the solubility of the liquid defoamer in the feed stream suppresses foam formation in the methanol distillation column.

First claim

The invention claimed is:

1. A process for the epoxidation of propene, comprising the steps:
a) reacting propene with hydrogen peroxide in the presence of a titanium silicalite catalyst and a methanol solvent;
b) separating non-reacted propene and propene oxide from the reaction mixture obtained in step a) to provide a solvent mixture comprising methanol and water with a combined amount of methanol and water of at least 90% by weight; and
c) feeding the solvent mixture obtained in step b) as a feed stream to a continuously operated methanol distillation column at a feed point in the middle section of said column providing an overhead product comprising at least 90% by weight methanol and a bottoms product comprising at least 90% by weight water;
wherein a liquid defoamer having a solubility in the feed stream of less than 10 mg/kg at 25° C. and a surface tension at the liquid air interface of less than 22 mN/m at 20° C. is added to the distillation column at or above the feed point in an amount exceeding the solubility of the liquid defoamer in the feed stream.

2. The process of claim 1 , wherein the liquid defoamer comprises a polydimethylsiloxane.

3. The process of claim 2 , wherein the liquid defoamer comprises more than 5% by weight polydimethylsiloxane.

4. The process of claim 1 , wherein the liquid defoamer comprises hydrophobized silica particles.

5. The process of claim 1 , wherein the liquid defoamer is added in an amount of from 2 to 50 wppm calculated on the feed stream.

6. The process of claim 1 , wherein the overhead product obtained in step c) is recycled to step a).

7. The process of claim 1 , wherein the liquid defoamer is added to the feed stream before feeding said feed stream to the methanol distillation column.

8. The process of claim 1 , wherein ammonia is added in step a).

9. The process of claim 1 , wherein an acid is added in step c) at or above the feed point in an amount sufficient to protonate all ammonia and amines contained in the feed stream.

10. The process of claim 9 , wherein the acid is added admixed with the liquid defoamer.

11. The process of claim 3 , wherein the liquid defoamer comprises hydrophobized silica particles.

12. The process of claim 3 , wherein the liquid defoamer is added in an amount of from 2 to 50 wppm calculated on the feed stream.

13. The process of claim 3 , wherein the overhead product obtained in step c) is recycled to step a).

14. The process of claim 3 , wherein the liquid defoamer is added to the feed stream before feeding said feed stream to the methanol distillation column.

15. The process of claim 3 , wherein ammonia is added in step a).

16. The process of claim 3 , wherein an acid is added in step c) at or above the feed point in an amount sufficient to protonate all ammonia and amines contained in the feed stream.

17. The process of claim 13 , wherein the liquid defoamer is added to the feed stream before feeding said feed stream to the methanol distillation column.

18. The process of claim 13 , wherein the liquid defoamer is added to the feed stream before feeding said feed stream to the methanol distillation column.

19. The process of claim 13 , wherein ammonia is added in step a).

20. The process of claim 13 , wherein an acid is added in step c) at or above the feed point in an amount sufficient to protonate all ammonia and amines contained in the feed stream.

Assignees

• Jahn Robert
• Woell Wolfgang
• Jaeger Bernd
• Pascaly Matthias
• Evonik Degussa Gmbh
• Thyssenkrupp Ind Solutions

Inventors

• Jahn Robert
• Wöll Wolfgang
• Jaeger Bernd
• Pascaly Matthias

Classifications

• B01J29/89

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

• B01D19/0409

  compounds containing Si-atoms · CPC title

• B01D3/4294

  Feed stream · CPC title

• C07D301/12 Primary

  with hydrogen peroxide or inorganic peroxides or peracids · CPC title

• C07D303/04

  containing only hydrogen and carbon atoms in addition to the ring oxygen atoms · CPC title