Method for deoxygenating of oxygenated hydrocarbons using hydrogenation catalyst and hydrodeoxygenation

Patent metadata

Field	Value
Publication number	US-10815429-B2
Application number	US-201916281093-A
Country	US
Kind code	B2
Filing date	Feb 21, 2019
Priority date	Sep 3, 2018
Publication date	Oct 27, 2020
Grant date	Oct 27, 2020

Abstract

Provided is a method for deoxygenating an oxygenated hydrocarbon compound using a hydrogenation catalyst of immersing a metal in a carrier comprising a metal oxide and a hydrodeoxygenation catalyst of immersing a metal in a carrier comprising a metal oxide. It is possible to increase deoxygenation efficiency by combining the hydrogenation catalyst and the hydrodeoxygenation catalyst.

First claim

What is claimed is:

1. A method comprising:
adding hydrogen and a mixture of oxygenated hydrocarbon compounds obtained by decomposition of biomass to a reactor, and subjecting the mixture to a hydrogenation reaction in the presence of a hydrogenation catalyst comprising at least one metal selected from the group consisting of nickel (Ni), palladium (Pd), and cobalt (Co) to provide a hydrogenated mixture, wherein the at least one metal of the hydrogenation catalyst is immersed in a carrier comprising a cerium oxide; and
subjecting the hydrogenated mixture to a hydrodeoxygenation reaction in the presence of a hydrodeoxygenation catalyst comprising nickel (Ni) immersed in a mixed oxide carrier comprising tungsten and zirconium.

2. The method of claim 1 , wherein the carrier of the hydrogenation catalyst further comprises zirconia (zirconium oxide, ZrO 2 ).

3. The method of claim 1 , wherein the mixed oxide carrier of the hydrodeoxygenation catalyst is tungstate zirconia.

4. The method of claim 1 , wherein the at least one metal of the hydrogenation catalyst is nickel.

5. The method of claim 3 , wherein the content of the tungsten comprised in the tungstate zirconia is 5 wt % to 25 wt % based on the total weight of the mixed oxide carrier.

6. The method of claim 1 , wherein the content of the at least one metal immersed in the carrier of the hydrogenation catalyst is 1 wt % to 50 wt % based on the total weight of the hydrogenation catalyst.

7. The method of claim 1 , wherein the content of the at least one metal immersed in the carrier of the hydrodeoxygenation catalyst is 1 wt % to 50 wt % based on the total weight of the hydrodeoxygenation catalyst.

8. The method of claim 1 , wherein the reactor is a two or more step continuous reactor connecting the hydrogenation hydrodeoxygenation reactions.

9. The method of claim 1 , wherein the hydrogenation and hydrodeoxygenation reactions are carried out continuously in the reactor.

10. The method of claim 1 , wherein the hydrogenation reaction is carried out at 50° C. to 250° C.

11. The method of claim 1 , wherein the hydrodeoxygenation reaction is carried out at 200° C. to 400° C.

12. The method of claim 1 , wherein the hydrogenation reaction is carried out before the hydrodeoxygenation reaction to increase an oil yield.

13. The method of claim 1 , wherein the hydrogenation reaction is carried out before the hydrodeoxygenation reaction to suppress deactivation of the hydrodeoxygenation catalyst.

14. The method of claim 1 , wherein the mixture of oxygenated hydrocarbon compounds comprises at least one of guaiacol, diphenyl ether, or benzyl phenyl ether.

15. The method of claim 3 , wherein the content of tungsten in the tungstate zirconia is 5 wt % to 16 wt % based on the total weight of the mixed oxide carrier, and the at least one metal of the hydrodeoxygenation catalyst further comprises ruthenium.

Assignees

• Korea Inst Sci & Tech

Inventors

• Ha Jeong Myeong
• Seo Jangwoo
• Choi Jae Wook
• Park Jong Min
• Yoon Young Hyun
• Suh Dong Jin
• Jae Jungho
• Yang Gi Seok

Classifications

• C10G3/50 Primary

  in the presence of hydrogen, hydrogen donors or hydrogen generating compounds · CPC title

• C10G3/47 Primary

  containing platinum group metals or compounds thereof · CPC title

• C10G3/48

  further characterised by the catalyst support · CPC title

• B01J23/10

  of rare earths · CPC title

• B01J23/30

  Tungsten · CPC title