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Comparison of HMF hydrodeoxygenation over different metal catalysts in a continuous flow reactor

Journal Article · · Applied Catalysis. A, General
 [1];  [1];  [1];  [2];  [2];  [1]
  1. Univ. of Pennsylvania, Philadelphia, PA (United States). Dept. of Chemical and Biomolecular Engineering
  2. Univ. of Pennsylvania, Philadelphia, PA (United States)

The three-phase hydrodeoxygenation (HDO) of 5-hydroxymethylfurfural (HMF) and hydrogenation of 2,5-dimethylfuran (DMF) were studied over six carbon-supported metal catalysts (Pt, Pd, Ir, Ru, Ni, and Co) using a tubular flow reactor with 1-propanol solvent, at 180 °C and 33 bar. By varying the space time in the reactor, the reaction of HMF is shown to be sequential, with HMF reacting first to furfuryl ethers and other partially hydrogenated products, which then form 2,5-dimethylfuran (DMF). Ring-opened products and 2,5-dimethyltetrahydrofuran (DMTHF) were produced only from reaction of DMF. Rate constants for the pseudo-first-order sequential reactions were obtained for each of the metals. The selectivities for the reaction of DMF varied with the metal catalyst, with Pd forming primarily DMTHF, Ir forming a mixture of DMTHF and open-ring products, and the other metals forming primarily open-ring products. Catalyst stabilities followed the order Pt ~ Ir > Pd > Ni > Co > Ru. Since the stability order correlated with carbon balances in the product (>93% for Pt; <75% for Ru), deactivation appears to be caused by deposition of humins on the catalyst.

Research Organization:
Energy Frontier Research Centers (EFRC) (United States). Catalysis Center for Energy Innovation (CCEI)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
Grant/Contract Number:
SC0001004
OSTI ID:
1387337
Alternate ID(s):
OSTI ID: 1250114
Journal Information:
Applied Catalysis. A, General, Journal Name: Applied Catalysis. A, General Journal Issue: C Vol. 508; ISSN 0926-860X
Publisher:
ElsevierCopyright Statement
Country of Publication:
United States
Language:
English

References (15)

Hydrodeoxygenation of HMF over Pt/C in a continuous flow reactor journal October 2014
Nickel-Tungsten Carbide Catalysts for the Production of 2,5-Dimethylfuran from Biomass-Derived Molecules journal February 2014
Zinc-Assisted Hydrodeoxygenation of Biomass-Derived 5-Hydroxymethylfurfural to 2,5-Dimethylfuran journal September 2014
Hydrodeoxygenation of Furfural Over Supported Metal Catalysts: A Comparative Study of Cu, Pd and Ni journal March 2011
Efficient production of the liquid fuel 2,5-dimethylfuran from 5-hydroxymethylfurfural over Ru/Co3O4 catalyst journal March 2014
Selective hydrogenation of biomass-derived 5-hydroxymethylfurfural (HMF) to 2,5-dimethylfuran (DMF) under atmospheric hydrogen pressure over carbon supported PdAu bimetallic catalyst journal September 2014
Chemisorption–XRD particle size discrepancy of carbon supported palladium: Carbon decoration of Pd? journal May 2015
Selective conversion of furfural to methylfuran over silica-supported NiFe bimetallic catalysts journal November 2011
Cycloaddition of Biomass-Derived Furans for Catalytic Production of Renewable p -Xylene journal April 2012
Catalytic Reduction of Biomass-Derived Furanic Compounds with Hydrogen journal October 2013
Selective Transformation of 5-Hydroxymethylfurfural into the Liquid Fuel 2,5-Dimethylfuran over Carbon-Supported Ruthenium journal February 2014
Reaction Pathways of Propanal and 1-Propanol on Fe/Ni(111) and Cu/Ni(111) Bimetallic Surfaces journal May 2014
Catalytic dehydration of C 6 carbohydrates for the production of hydroxymethylfurfural (HMF) as a versatile platform chemical journal January 2014
Continuous production of 5-hydroxymethylfurfural from fructose: a design case study journal January 2010
Aqueous-phase hydrogenation and hydrodeoxygenation of biomass-derived oxygenates with bimetallic catalysts journal January 2014

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Selective Hydrodeoxygenation of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran over Heterogeneous Iron Catalysts journal March 2017
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Continuous Flow Organic Chemistry: Successes and Pitfalls at the Interface with Current Societal Challenges: Continuous Flow Organic Chemistry: Successes and Pitfalls at the Interface with Current Societal Challenges journal May 2018
A Non‐Noble Monometallic Catalyst Derived from Cu–MOFs for Highly Selective Hydrogenation of 5‐Hydroxymethylfurfural to 2,5‐Dimethylfuran journal December 2019
The H2 Pressure Dependence of Hydrodeoxygenation Selectivities for Furfural Over Pt/C Catalysts journal February 2016
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A continuous flow process for the production of 2,5-dimethylfuran from fructose using (non-noble metal based) heterogeneous catalysis journal January 2017
Spectroscopic characterization of a highly selective NiCu 3 /C hydrodeoxygenation catalyst journal January 2018
Synthesis of biomass-derived feedstocks for the polymers and fuels industries from 5-(hydroxymethyl)furfural (HMF) and acetone journal January 2019
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