Process for purifying a stream comprising 1,4-butanediol

Patent metadata

Field	Value
Publication number	US-10322988-B2
Application number	US-201214343284-A
Country	US
Kind code	B2
Filing date	Aug 21, 2012
Priority date	Sep 9, 2011
Publication date	Jun 18, 2019
Grant date	Jun 18, 2019

Abstract

A crude product stream of 1,4-butandiol and one or more of γ-butyrolactone, 2-(4-hydroxybutoxy)-tetrahydrofuran, 4-hydroxybutyl(4-hydroxybutyrate), and 3-(4-hydroxybutoxy)-tetrahydrofuran is supplied to a first distillation column. A side-draw of 1,4-butanediol and light components is removed, with the light components including at least some of those produced by reaction in the first distillation column. The stream is passed to a hydrogenation zone and subjected to hydrogenation in the presence of a hydrogenation catalyst. A 1,4-butanediol product stream having a reduced content of 2-(4-hydroxybutoxy)-tetrahydrofuran is recovered and passed to a second distillation column operated such that (4-hyroxybutyl)-4-hydroxybutyrate is removed as a bottom stream and a 1,4-butanediol stream is removed as overhead. The overhead stream removed is passed to a third distillation column and a purified 1,4-butanediol stream is recovered.

First claim

The invention claimed is:

1. A process for purifying a stream comprising 1,4-butanediol comprising the steps of:
(a) supplying a crude product stream comprising (i) 1,4-butandiol, (ii) γ-butyrolactone, and (iii) one or more of 2-(4-hydroxybutoxy)-tetrahydrofuran,4-hydroxybutyl(4-hydroxybutyrate), and 3-(4-hydroxybutoxy)-tetrahydrofuran to a first distillation column;
(b) removing a side-draw comprising 1,4-butanediol, and light components, said light components including at least some of those produced by reaction in the first distillation column;
(c) passing the side-draw to a hydrogenation zone;
(d) subjecting the stream from step (c) to hydrogenation in the hydrogenation zone in the presence of a hydrogenation catalyst, and recovering from the hydrogenation zone a 1,4-butanediol product stream having a reduced content of 2-(4-hydroxybutoxy)tetrahydrofuran;
(e) passing the 1,4-butaendiol product stream from step (d) to a second distillation column operated such that (4-hydroxybutyl)-4-hydroxybutyrate is removed as a bottom stream and removing a 1,4-butanediol stream as overhead; and
f) passing the overhead stream removed in (e) to a third distillation column to remove γ-butyrolactone formed in the sump of the column in step (e) and recovering therefrom a purified 1,4-butanediol.

2. The process according to claim 1 wherein the side draw from the first distillation column is taken from a point above the point at which the feed is added to the column.

3. The process according to claim 1 wherein the process additionally includes the step of:
(b1) passing the side draw to the hydrogenation zone via a further distillation column in which at least some of the light components are stripped from the stream before it is passed to the hydrogenation zone.

4. The process according to claim 3 , wherein the first and further distillation columns are combined into a single vessel.

5. The process according to claim 4 , wherein the vessel includes a separating baffle.

6. The process according to claim 1 , wherein the second and third distillation columns are combined into a single vessel.

7. The process according to claim 6 , wherein the vessel includes a separating baffle.

8. The process according to claim 1 , wherein a recycle from the second and/or third distillation column is fed to the first distillation column.

9. The process according to claim 1 , wherein the hydrogenation is carried out at a temperature of from about 30° C. to about 170° C.

10. The process according to claim 1 , wherein the hydrogenation is carried out at a pressure of from about 3.45 bar (about 50 psia) to about 137.90 bar (about 2000 psia).

11. The process according to claim 1 , wherein the feed to the hydrogenation zone is supplied at a liquid hourly space velocity of from about 0.1 h −1 to about 4.0 h −1 .

12. The process according to claim 1 , wherein the distillation columns are operated at pressures of from about 0.1 to about 1 bar abs.

13. The process according to claim 1 , wherein the distillation columns are operated at temperatures of from about 100° C. to about 250° C.

14. The process according to claim 1 , wherein the distillation columns contain from about 10 to about 100 theoretical stages.

15. The process according to claim 1 , wherein the 1,4-butanediol product stream having a reduced content of 2-(4-hydroxybutoxy)-tetrahydrofuran further includes (4-hydroxybutyl)-4-hydroxybutyrate formed by reaction of γ-butyrolactone.

Assignees

• Reed Graham
• Gordon Paul
• Johnson Matthey Davy Technologies Ltd

Inventors

• Reed Graham
• Gordon Paul

Classifications

• C07C29/90 Primary

  using hydrogen only · CPC title

• C07C29/82

  by azeotropic distillation · CPC title

• B01D3/002

  by continuous methods · CPC title

• C07C29/84

  by extractive distillation · CPC title

• C07C29/80 Primary

  by distillation · CPC title