Process for the recovery of dialkyl succinate or dialkyl maleate

Patent metadata

Field	Value
Publication number	US-10584091-B2
Application number	US-201615569946-A
Country	US
Kind code	B2
Filing date	Mar 23, 2016
Priority date	Apr 28, 2015
Publication date	Mar 10, 2020
Grant date	Mar 10, 2020

Abstract

A process for recovering product dialkyl succinate, dialkyl maleate or dialkyl succinate and dialkyl maleate from an overhead stream from an esterification reaction column, said overhead stream comprising as a major component alkanol and water and as a minor component the product dialkyl succinate, dialkyl maleate or dialkyl succinate and dialkyl maleate which forms an azeotrope with the water, wherein said process comprises washing the overhead stream with butanol.

First claim

The invention claimed is:

1. A process for recovering product dimethyl or diethyl succinate, dimethyl or diethyl maleate, or dimethyl or diethyl succinate and dimethyl or diethyl maleate from an overhead stream from an esterification reaction column, said overhead stream comprising as a major component alkanol and water and as a minor component the product dimethyl or diethyl succinate, dimethyl or diethyl maleate, or dimethyl or diethyl succinate and dimethyl or diethyl maleate which forms an azeotrope with the water, wherein said process comprises washing the overhead stream with butanol.

2. The process according to claim 1 , wherein the butanol wash stream is a stream recovered from within the flowsheet.

3. The process according to claim 1 , wherein the overhead stream is contacted with butanol in a flash column.

4. The process according to claim 3 , wherein the overhead stream from the reaction column is passed to a flash column without prior separation.

5. The process according to claim 1 , wherein the dimethyl or diethyl succinate, dimethyl or diethyl maleate, or dimethyl or diethyl succinate and dimethyl or diethyl maleate recovered from the overhead stream in the flash column is returned to the reaction column.

6. The process according to claim 3 , wherein the overhead stream from the flash column is passed to an alkanol column for further separation.

7. The process according to claim 6 , wherein butanol and an aqueous phase is removed from the alkanol column in a side draw.

8. The process according to claim 7 , wherein the side draw is cooled before being passed to a decanter.

9. The process according to claim 8 , wherein the butanol separated in the decanter is returned to the flash column.

10. The process according to claim 9 , wherein the butanol is heated against a stream recovered from an alkanol column before it is returned to the flash column.

11. The process according to claim 8 , wherein the aqueous stream from the decanter is returned to the alkanol column.

12. The process according to claim 11 , wherein the aqueous phase is heated against the side draw from the alkanol column before it is returned to the alkanol column.

13. A process for the manufacture of 1,4-butanediol with optional co-products tetrahydrofuran and/or γ-butyrolactone and by-product butanol comprising;
forming dimethyl or diethyl succinate, dimethyl or diethyl maleate, or dimethyl or diethyl succinate and dimethyl or diethyl maleate in a reaction column;
removing the dimethyl or diethyl succinate, dimethyl or diethyl maleate, or dimethyl or diethyl succinate and dimethyl or diethyl maleate from at or near the reaction column bottom and further treating the ester to form 1,4-butanediol with optional co-products tetrahydrofuran and/or γ-butyrolactone and by-product butanol;
recovering dimethyl or diethyl succinate, dimethyl or diethyl maleate, or dimethyl or diethyl succinate and dimethyl or diethyl maleate from an overhead stream from the reaction column in accordance with claim 1 , wherein the butanol used to wash the overhead stream is by-product butanol.

Assignees

• Johnson Matthey Davy Technologies Ltd

Inventors

• Campbell Ian
• Carrett Stephen
• Tuck Michael William Marshall

Classifications

• C07C67/08

  by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds · CPC title

• C07C67/58 Primary

  by liquid-liquid treatment · CPC title

• C07C67/48

  Separation; Purification; Stabilisation; Use of additives · CPC title

• C07C31/207

  1,4-Butanediol; 1,3-Butanediol; 1,2-Butanediol; 2,3-Butanediol · CPC title

• C07C67/54

  by distillation · CPC title