Alcohol mixtures including linear tridecanols
US-2024391857-A1 · Nov 28, 2024 · US
US9926247B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9926247-B2 |
| Application number | US-201515321301-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jun 29, 2015 |
| Priority date | Jun 30, 2014 |
| Publication date | Mar 27, 2018 |
| Grant date | Mar 27, 2018 |
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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.
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The invention claimed is: 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.
using catalysts, e.g. selective catalysts · CPC title
with hydrogen or hydrogen-containing gases · CPC title
with hydrogen or hydrogen-containing gases · CPC title
in six-membered rings · CPC title
Processes involving the simultaneous production of more than one class of oxygen-containing compounds · CPC title
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