IP Library Granted Patent US 9,926,247
Granted Patent B2
US 9,926,247 · App. 15/321,301 · Granted Mar 27, 2018

Process for the preparation of ethylene glycol from sugars

Inventors: Christian Mårup Osmundsen (Gentofte, DK); Esben Taarning (Frederiksberg, DK); Martin Spangsberg Holm (Oxford, GB)
Assignee: Haldor Topsoe A/S
C07C29/141C07C27/00C07C29/145C07C45/60
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Quick Facts
Patent No.
US 9,926,247
App. No.
15/321,301
Granted
Mar 27, 2018
Kind
B2
Abstract

A process for the preparation of ethylene glycol comprising the steps of hydrogenating a composition comprising C 2 -oxygenate compounds in the gas phase in the presence of a catalyst.

Claims (23)

1. A process for gas-phase preparation of ethylene glycol, comprising contacting a C 1-3 -oxygenate gaseous feed composition with a catalyst and hydrogen in the gas phase, and producing a product composition comprising C 1 -C 3 glycols, optionally, further hydrogenating the product composition.

2. A process according to claim 1 , wherein the feed composition comprises glycolaldehyde.

3. A process according to claim 1 , wherein the feed composition further comprises at least one oxygenate compound selected from the group consisting of formaldehyde, glycolaldehyde, glyoxal, pyruvaldehyde and acetol.

4. A process according to claim 1 , wherein the catalyst comprises a metal component selected from one or more of the group consisting of Cu, Ni, Co, Mo, Fe, Pt, Pd, Ru, Rh, and Ir.

5. A process according to claim 1 , wherein the catalyst comprises a support selected from one or more of the group consisting of carbon, silica, alumina, silicon carbide, titania, and zirconia.

6. A process according to claim 1 , wherein the feed composition comprises C 2 -oxygenate compounds which are hydrogenated at a temperature from 150° C. to 350° C.

7. A process according to claim 6 , wherein the feed composition comprises C 2 -oxygenate compounds which are hydrogenated at a pressure from 0.1 bar to 30 bar.

8. A process according to claim 1 , wherein the product composition is subsequently hydrogenated in the presence of a catalyst, hydrogen and a solvent to produce a product stream.

9. A process according to claim 8 , wherein the solvent is selected from the group consisting of water, alcohol and water and alcohol.

10. A process according to claim 9 , wherein the alcohol is selected from one or more of the group consisting of methanol, ethanol, ethylene glycol and propylene glycol.

11. A process according to claim 8 , wherein the catalyst for the subsequent hydrogenation comprises a metal component selected from the group consisting of ruthenium, ruthenium alloy, palladium, platinum and nickel.

12. A process according to claim 8 , wherein the product stream is purified.

13. A process according to claim 1 , wherein propylene is produced at a yield of 50% or greater.

14. A process according to claim 1 , wherein 1,2-butanediol and ethylene glycol are produced in a wt/wt ratio equal to or less than 0.01:1.

15. A process according to claim 1 , wherein the C 1-3 -oxygenate feed composition further comprise one or more oxygenate compounds selected from the group consisting of glycolaldehyde and glyoxal.

16. A process for the preparation of ethylene glycol in the gas phase, comprising:

pyrolysing a sugar to obtain a pyrolysis product comprising C 1-3 -oxygenate compounds; followed by hydrogenating the pyrolysis product comprising the C 1-3 -oxygenate compounds according claim 1 .

17. The process according to claim 16 , wherein the sugar is one or more compounds selected from the group consisting of glucose, sucrose, fructose, xylose, mannose, arabinose and galactose.

18. The process according to claim 16 , wherein the pyrolysis product comprising C 1-3 -oxygenate compounds comprises at least formaldehyde and one or more oxygenate compounds selected from the group consisting of glycolaldehyde, glyoxal, pyruvaldehyde and acetol.

19. The process according to claim 16 , wherein the pyrolysis product comprising C 1-3 -oxygenate compounds comprises at least 10 wt % C 2 -oxygenate compound.

20. The process according to claim 16 , wherein the pyrolysis product is hydrogenated without prior condensation of the pyrolysis product.

21. The process according to claim 1 , wherein the feed composition comprises formaldehyde.

22. The process according to claim 2 , wherein the feed composition further comprises formaldehyde.

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 Jan 23, 2017
From: MARUP OSMUNDSEN, CHRISTIAN; TAARNING, ESBEN; HOLM, MARTIN SPANGSBERG
To: HALDOR TOPSOE A/S
Reel/Frame 041044/0246 →
Priority Claims (1)
EP 14174977 · Jun 30, 2014 · regional
Continuity (1)
Related Publication 20170197893A1 · Jul 13, 2017