Hydrodeoxygenation of lignin to hydrocarbons using bimetallic catalysts

Patent metadata

Field	Value
Publication number	US-11078432-B2
Application number	US-202016990077-A
Country	US
Kind code	B2
Filing date	Aug 11, 2020
Priority date	Oct 19, 2016
Publication date	Aug 3, 2021
Grant date	Aug 3, 2021

Abstract

Bimetallic catalysts for the hydrodeoxygenation (HDO) conversion of lignin into useful hydrocarbons are provided. The catalysts are bifunctional bimetallic ruthenium catalysts Ru-M/X + Y comprising a metal M such as iron (Fe), nickel (Ni), copper (Cu) or zinc (Zn), zeolite Y and cation X + (e.g. H + ) associated with zeolite Y.

First claim

We claim:

1. A method of producing at least one hydrocarbon from lignan, comprising
exposing a reaction mixture comprising lignin to a bimetallic catalyst having of chemical formula Ru-M/XY, where M is a metal, Y is a Y zeolite and X is a cation associated with the Y zeolite, wherein the step of exposing is performed under conditions suitable for hydrodeoxygenation of lignin in the reaction mixture; and
recovering at least one cyclic alkane from the reaction mixture after hydrodeoxygenation of the lignin.

2. The method of claim 1 wherein M is selected from the group consisting of Fe, Ni, Cu, and Zn.

3. The method of claim 1 wherein the cation is selected from the group consisting of H+, Na + , K + and NH 4+ .

4. The method of claim 1 wherein the at least one cyclic alkane is a cyclohexane derivative.

5. The method of claim 4 wherein the cyclohexane derivative is selected from the group consisting of methylcyclohexane, ethylcyclohexane, 1,1′-bi(cyclohexane), dicyclohexylmethane and 1,2-dicyclohexylethane.

6. The method of claim 1 wherein the at least one cyclic alkane is a fuel or a fuel additive.

7. The method of claim 6 wherein the fuel or the fuel additive is selected from the group consisting of a paraffin, an indan, a tetralin, a cycloolefin, a cyclohexanone and a cyclohexanol derivative.

8. The method of claim 7 , wherein the fuel or the fuel additive is a paraffin and the paraffin is a monocycloparaffin, a dicycloparaffin or a tricycloparaffin.

Assignees

• Univ Washington State

Inventors

• Yang Bin
• Wang Hongliang

Classifications

• B01J29/126

  Y-type faujasite · CPC title

• B01J2229/186

  not in framework positions · CPC title

• C10G3/50

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

• C07C2529/14

  Iron group metals or copper · CPC title

• C10G45/06

  containing nickel or cobalt metal, or compounds thereof · CPC title