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

Title: One-pot hydrodeoxygenation (HDO) of lignin monomers to C9 hydrocarbons co-catalysed by Ru/C and Nb2O5

Journal Article · · Green Chemistry
DOI:https://doi.org/10.1039/d0gc01692f· OSTI ID:1852899

A physical mixture of Ru/C and Nb2O5 is an effective catalyst for upgrading lignin monomers under low H2 pressure at 250 °C to a clean cut of hydrocarbon liquid fuels. The reaction solvent is water with a small amount of methanol additive. Hydrodeoxygenation (HDO) was evaluated using dihydroeugenol (DHE) as an exemplary lignin monomer model. Under optimized conditions, 100% conversion of DHE and very high selectivity to propyl cyclohexane (C9 hydrocarbon) was achieved. Nb2O5 was prepared at a low temperature (450 °C) and was shown to contain acid sites that enhance the production of fully deoxygenated products. The methanol additive serves as a hydrogen source for the Ru/C catalysed reduction of the aromatic ring. In addition, when a substrate mixture of DHE, isoeugenol and 4-allylsyringol simulating lignin products was employed, 100% conversion to propyl cyclohexane (76%) and propyl benzene (24%) was observed, thereby suggesting the general applicability of this catalyst system for funneling lignin monomers into a clean cut of hydrocarbon liquid fuels. This study sheds light on the function of each catalyst component and provides a simple and green utilization of biomass monomers as a feedstock for renewable hydrocarbon fuels.

Research Organization:
Univ. of California, Santa Barbara, CA (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
Grant/Contract Number:
SC0019161
OSTI ID:
1852899
Alternate ID(s):
OSTI ID: 1671151
Journal Information:
Green Chemistry, Vol. 22, Issue 21; ISSN 1463-9262
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English

References (43)

Liquid‐phase Hydrodeoxygenation of 4‐Propylphenol to Propylbenzene: Reducible Supports for Pt Catalysts journal June 2020
Drop‐in biofuel production via conventional (lipid/fatty acid) and advanced (biomass) routes. Part I journal January 2017
Catalytic transfer hydrogenation/hydrogenolysis of guaiacol to cyclohexane over bimetallic RuRe/C catalysts journal November 2016
Valorization of Biomass: Deriving More Value from Waste journal August 2012
Hydrodeoxygenation of Guaiacol Over Pt/Al-SBA-15 Catalysts journal January 2015
Historical Developments in Hydroprocessing Bio-oils journal May 2007
Hydroprocessing of soybean oil on nickel-phosphide supported catalysts journal January 2015
Synthesis of Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering journal September 2006
Mg/SiO2–Al2O3 supported nickel catalysts for the production of naphthenic hydrocarbon fuel by hydro-de-oxygenation of eugenol journal October 2019
Hydrodeoxygenation of guaiacol as a model compound of bio-oil in methanol over mesoporous noble metal catalysts journal March 2018
A new approach for bio-jet fuel generation from palm oil and limonene in the absence of hydrogen journal January 2015
Niobium Compounds:  Preparation, Characterization, and Application in Heterogeneous Catalysis journal December 1999
Pd/NbOPO 4 Multifunctional Catalyst for the Direct Production of Liquid Alkanes from Aldol Adducts of Furans journal July 2014
The role of niobium component in heterogeneous catalysts journal May 2017
Hydrodeoxygenation of anisole over different Rh surfaces journal November 2019
Aviation biofuel from renewable resources: Routes, opportunities and challenges journal February 2015
Selective hydrodeoxygenation of lignin phenols to alcohols in the aqueous phase over a hierarchical Nb 2 O 5 -supported Ni catalyst journal January 2020
Catalytic Transformation of Lignin for the Production of Chemicals and Fuels journal October 2015
Catalytic hydrotreating of pyro-oil derived from green microalgae spirulina the (Arthrospira) plantensis over NiMo catalysts impregnated over a novel hybrid support journal July 2019
Catalytic Hydrodeoxygenation of Guaiacol over Palladium Catalyst on Different Titania Supports journal September 2017
Solution-state 2D NMR of ball-milled plant cell wall gels in DMSO-d6/pyridine-d5 journal January 2010
Intrinsic role of pH in altering catalyst properties of NiMoP over alumino-silicate for the vapour phase hydrodeoxygenation of methyl heptanoate journal January 2019
Catalyst Support and Solvent Effects during Lignin Depolymerization and Hydrodeoxygenation journal September 2019
The molecular structures and reactivity of supported niobium oxide catalysts journal October 1990
New insights into the development of Brønsted acidity of niobic acid journal September 2012
Dehydration of Methanol to Dimethyl Ether over Heteropoly Acid Catalysts: The Relationship between Reaction Rate and Catalyst Acid Strength journal November 2015
Catalytic upgrading of biomass pyrolysis vapors and model compounds using niobia supported Pd catalyst journal December 2018
Catalytic Conversion of Nonfood Woody Biomass Solids to Organic Liquids journal April 2014
Catalytic Transformation of Lignocellulosic Biomass into Arenes, 5‐Hydroxymethylfurfural, and Furfural journal July 2018
Hydrodeoxygenation of Anisole over Silica-Supported Ni 2 P, MoP, and NiMoP Catalysts journal March 2011
Role of Keto Intermediates in the Hydrodeoxygenation of Phenol over Pd on Oxophilic Supports journal January 2015
Selective hydrodeoxygenation of lignin oil to valuable phenolics over Au/Nb 2 O 5 in water journal January 2019
Why Is Ruthenium an Efficient Catalyst for the Aqueous-Phase Hydrogenation of Biosourced Carbonyl Compounds? journal June 2015
Enhanced Hydroconversion of Lignin-Derived Oxygen-Containing Compounds Over Bulk Nickel Catalysts Though Nb2O5 Modification journal June 2017
Design of Nickel Supported on Water-Tolerant Nb2O5 Catalysts for the Hydrotreating of Lignin Streams Obtained from Lignin-First Biorefining journal May 2019
Alternative catalytic materials: carbides, nitrides, phosphides and amorphous boron alloys journal January 2010
Effect of niobium oxide phase on the furfuryl alcohol dehydration journal July 2017
Green diesel synthesis by hydrodeoxygenation of bio-based feedstocks: Strategies for catalyst design and development journal August 2015
Support effects on hydrotreating of soybean oil over NiMo carbide catalyst journal September 2013
Integrating cobalt phosphide and cobalt nitride-embedded nitrogen-rich nanocarbons: high-performance bifunctional electrocatalysts for oxygen reduction and evolution journal January 2016
Catalytic Hydrodeoxygenation of Bio-oil Model Compounds over Pt/HY Catalyst journal June 2016
Comparison of two multifunctional catalysts [M/Nb 2 O 5 (M = Pd, Pt)] for one-pot hydrodeoxygenation of lignin journal January 2018
Selective Transformation of Cellulose into Sorbitol by Using a Bifunctional Nickel Phosphide Catalyst journal May 2010

Similar Records

Catalytic conversion of high S-lignin to a sustainable tri-epoxide polymer precursor
Journal Article · Sat Jan 01 00:00:00 EST 2022 · Green Chemistry · OSTI ID:1852899

Production of Jet Fuel-Range Hydrocarbons from Hydrodeoxygenation of Lignin over Super Lewis Acid Combined with Metal Catalysts
Journal Article · Tue Nov 14 00:00:00 EST 2017 · ChemSusChem · OSTI ID:1852899

Reductive Catalytic Fractionation of Corn Stover Lignin
Journal Article · Sat Sep 03 00:00:00 EDT 2016 · ACS Sustainable Chemistry & Engineering · OSTI ID:1852899