IP Library Granted Patent US 10,077,222
Granted Patent B2
US 10,077,222 · App. 15/322,680 · Granted Sep 18, 2018

Process for the preparation of ethylene glycol from sugars

Inventors: Martin Spangsberg Holm (Oxford, GB); Esben Taarning (Frederiksberg, DK)
Assignee: Haldor Topsoe A/S
C07C29/145B01J6/008C07C29/76C07C45/52
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Quick Facts
Patent No.
US 10,077,222
App. No.
15/322,680
Granted
Sep 18, 2018
Kind
B2
Abstract

A process for the preparation of ethylene glycol comprising the steps of pyrolyzing a monosaccharide and hydrogenating the product composition in the presence of a catalyst and a solvent, wherein the pressure of the hydrogenation reaction is 40 bar or greater.

Claims (20)

1. A process for the preparation of ethylene glycol comprising the steps of:

a. pyrolysing a sugar to obtain a pyrolysis product composition comprising formaldehyde; and

b. hydrogenating the pyrolysis product composition in the presence of a catalyst and a solvent,

wherein hydrogenation pressure of the reaction of step b. is 40 bar or greater.

2. A process according to claim 1 , wherein the product of hydrogenation reaction is purified.

3. A process according to claim 1 , wherein the sugar comprises one or more sugars selected from the group consisting of glucose, sucrose, fructose, xylose, mannose, arabinose and galactose.

4. A process according to claim 1 , wherein the solvent is selected from the group consisting of water, alcohol and water and alcohol.

5. A process according to claim 4 , wherein the alcohol is selected from one or more of the group consisting of methanol, ethanol, ethylene glycol and propylene glycol.

6. A process according to claim 1 , wherein the pyrolysis product composition comprises one or more C 2-3 oxygenate compounds selected from the group consisting of glycolaldehyde, glyoxal, pyruvaldehyde and acetol.

7. A process according to claim 1 , wherein the catalyst comprises a metal component selected from the group consisting of ruthenium, ruthenium alloy, palladium, platinum and nickel.

8. A process according to claim 1 , wherein the catalyst metal component is present in a ratio of formaldehyde:catalyst metal component of from 1:1 to 1:15.

9. A process according to claim 1 , wherein the hydrogenation is carried out at a pressure of from 40 bar to 120 bar.

10. A process according to claim 1 , wherein the hydrogenation is carried out at a temperature of from 40° C. to 160° C.

11. A process according to claim 1 , wherein the conversion of C 2 oxygenate compounds to ethylene glycol of the hydrogenation is at least 70%.

12. A process according to claim 1 , wherein the selectivity of C 2 oxygenate compounds to ethylene glycol of step b. is at least 75%.

13. A process according to claim 1 , wherein the pyrolysis product composition of step a. comprises formaldehyde in a ratio of formaldehyde:glycolaldehyde of from 1:2 to 1:20.

14. A process according to claim 1 , wherein the product of the hydrogenation comprises a 1, 2-butanediol:ethylene glycol wt/wt ratio of equal to or less than 0.01:1.

15. A process according to claim 1 , wherein the process is a two-step process and the pyrolysis product composition of step a. is directly hydrogenated in step b.

16. A process according to claim 1 , wherein the pyrolysis product composition comprises one or more C 2 oxygenate compounds selected from the group consisting of glycolaldehyde, glyoxal and acetic acid.

17. A process according to claim 8 , wherein the C 2 -oxygenate compound of the composition comprising C 1 -C 3 oxygenate compounds is 10 wt % or greater.

Assignments (2)
CHANGE OF NAME Recorded Oct 3, 2023
From: HALDOR TOPSØE A/S
To: TOPSOE A/S
Reel/Frame 065108/0028 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2017
From: HOLM, MARTIN SPANGSBERG; TAARNING, ESBEN
To: HALDOR TOPSOE A/S
Reel/Frame 041242/0584 →
Priority Claims (2)
EP 14174972 · Jun 30, 2014 · regional
EP 14174976 · Jun 30, 2014 · regional
Continuity (1)
Related Publication 20170137354A1 · May 18, 2017