skip to main content
DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Electrocatalytic hydrogenation and hydrodeoxygenation of oxygenated and unsaturated organic compounds

Abstract

A process and related electrode composition are disclosed for the electrocatalytic hydrogenation and/or hydrodeoxygenation of organic substrates such as biomass-derived bio-oil components by the production of hydrogen atoms on a catalyst surface followed by the reaction of the hydrogen atoms with the organic reactants. Biomass fast pyrolysis-derived bio-oil is a liquid mixture containing hundreds of organic compounds with chemical functionalities that are corrosive to container materials and are prone to polymerization. A high surface area skeletal metal catalyst material such as Raney Nickel can be used as the cathode. Electrocatalytic hydrogenation and/or hydrodeoxygenation convert the organic substrates under mild conditions to reduce coke formation and catalyst deactivation. The process converts oxygen-containing functionalities and unsaturated bonds into chemically reduced forms with an increased hydrogen content. The process is operated at mild conditions, which enables it to be a good means for stabilizing bio-oil to a form that can be stored and transported using metal containers and pipes.

Inventors:
; ; ;
Issue Date:
Research Org.:
Michigan State Univ., East Lansing, MI (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1436515
Patent Number(s):
9951431
Application Number:
14/061,460
Assignee:
Board of Trustees of Michigan State University (East Lansing, MI)
Patent Classifications (CPCs):
C - CHEMISTRY C25 - ELECTROLYTIC OR ELECTROPHORETIC PROCESSES C25B - ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS
DOE Contract Number:  
FG36-04GO14216
Resource Type:
Patent
Resource Relation:
Patent File Date: 2013 Oct 23
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Jackson, James E., Lam, Chun Ho, Saffron, Christopher M., and Miller, Dennis J. Electrocatalytic hydrogenation and hydrodeoxygenation of oxygenated and unsaturated organic compounds. United States: N. p., 2018. Web.
Jackson, James E., Lam, Chun Ho, Saffron, Christopher M., & Miller, Dennis J. Electrocatalytic hydrogenation and hydrodeoxygenation of oxygenated and unsaturated organic compounds. United States.
Jackson, James E., Lam, Chun Ho, Saffron, Christopher M., and Miller, Dennis J. Tue . "Electrocatalytic hydrogenation and hydrodeoxygenation of oxygenated and unsaturated organic compounds". United States. https://www.osti.gov/servlets/purl/1436515.
@article{osti_1436515,
title = {Electrocatalytic hydrogenation and hydrodeoxygenation of oxygenated and unsaturated organic compounds},
author = {Jackson, James E. and Lam, Chun Ho and Saffron, Christopher M. and Miller, Dennis J.},
abstractNote = {A process and related electrode composition are disclosed for the electrocatalytic hydrogenation and/or hydrodeoxygenation of organic substrates such as biomass-derived bio-oil components by the production of hydrogen atoms on a catalyst surface followed by the reaction of the hydrogen atoms with the organic reactants. Biomass fast pyrolysis-derived bio-oil is a liquid mixture containing hundreds of organic compounds with chemical functionalities that are corrosive to container materials and are prone to polymerization. A high surface area skeletal metal catalyst material such as Raney Nickel can be used as the cathode. Electrocatalytic hydrogenation and/or hydrodeoxygenation convert the organic substrates under mild conditions to reduce coke formation and catalyst deactivation. The process converts oxygen-containing functionalities and unsaturated bonds into chemically reduced forms with an increased hydrogen content. The process is operated at mild conditions, which enables it to be a good means for stabilizing bio-oil to a form that can be stored and transported using metal containers and pipes.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2018},
month = {4}
}

Patent:

Save / Share:

Works referenced in this record:

Considerations about phenol electrohydrogenation on electrodes made with reticulated vitreous carbon cathode
journal, March 2003


Cobalt–phosphate oxygen-evolving compound
journal, January 2009


Hydrodeoxygenation of pyrolysis oil in a microreactor
journal, May 2012


The Preparation Of Skeletal Catalysts
journal, August 2005


Electrocatalytic hydrogenation of conjugated enones on nickel boride, nickel, and Raney nickel electrodes
journal, June 1995


Electrocatalytic hydrogenation of organic compounds on Devarda copper and Raney nickel electrodes in basic media
journal, January 1984


Review of fast pyrolysis of biomass and product upgrading
journal, March 2012


Hydrodeoxygenation of guaiacol with CoMo catalysts. Part I: Promoting effect of cobalt on HDO selectivity and activity
journal, January 2011


The influence of surfactants on the electrocatalytic hydrogenation of organic compounds in micellar, emulsified, and hydroorganic solutions at Raney nickel electrodes
journal, June 1995


Renewable fuels via catalytic hydrodeoxygenation
journal, April 2011


Electrocatalytic hydrogenation of lignin models at Raney nickel and palladium-based electrodes
journal, March 2000


Overview of Applications of Biomass Fast Pyrolysis Oil
journal, March 2004


Electrocatalytic hydrogenation of 4-phenoxyphenol on active powders highly dispersed in a reticulated vitreous carbon electrode
journal, January 1999


Historical Developments in Hydroprocessing Bio-oils
journal, May 2007


Catalytic Hydroprocessing of Chemical Models for Bio-oil
journal, February 2009


Catalytic hydrodeoxygenation
journal, June 2000


Electrocatalytic hydrogenation of phenol in aqueous solutions at a Raney nickel electrode in the presence of cationic surfactants
journal, January 2002


In Situ Formation of an Oxygen-Evolving Catalyst in Neutral Water Containing Phosphate and Co2+
journal, August 2008


Nickel-Mediated Hydrogenolysis of C–O Bonds of Aryl Ethers: What Is the Source of the Hydrogen?
journal, March 2012


Electrocatalytic hydrogenolysis of lignin model dimers at Raney nickel electrodes
journal, January 1997


A review of catalytic upgrading of bio-oil to engine fuels
journal, November 2011


Selective, Nickel-Catalyzed Hydrogenolysis of Aryl Ethers
journal, April 2011


Catalytic Hydrogenolysis of C-O Bonds in Aryl Ethers
journal, July 2011


Hydrotreatment of Fast Pyrolysis Oil Using Heterogeneous Noble-Metal Catalysts
journal, December 2009

  • Wildschut, Jelle; Mahfud, Farchad H.; Venderbosch, Robbie H.
  • Industrial & Engineering Chemistry Research, Vol. 48, Issue 23, p. 10324-10334
  • https://doi.org/10.1021/ie9006003

Highly Selective Catalytic Conversion of Phenolic Bio-Oil to Alkanes
journal, May 2009


Hydrodeoxygenation of bio-derived phenols to hydrocarbons using RANEY® Ni and Nafion/SiO2 catalysts
journal, January 2010