Sustainable production of 5-hydroxymethyl furfural from glucose for process integration with high fructose corn syrup infrastructure

Chang, Hochan; Bajaj, Ishan; Motagamwala, Ali Hussain; Somasundaram, Arun; Huber, George W.; Maravelias, Christos T.; Dumesic, James A.

doi:10.1039/d1gc00311a

Sustainable production of 5-hydroxymethyl furfural from glucose for process integration with high fructose corn syrup infrastructure

Journal Article · Mon Mar 22 04:00:00 EDT 2021 · Green Chemistry

DOI:https://doi.org/10.1039/d1gc00311a· OSTI ID:1848758

^[1]; Bajaj, Ishan ^[2]; ^[2]; ^[2]; ^[2]; ^[3]; ^[2]

Univ. of Wisconsin, Madison, WI (United States); OSTI
Univ. of Wisconsin, Madison, WI (United States)
Univ. of Wisconsin, Madison, WI (United States); Princeton Univ., NJ (United States)

5-Hydroxymethyl furfural (HMF) is a platform chemical, which can be derived from lignocellulosic biomass, and used for production of liquid fuels and polymers. We demonstrate a process for production of HMF using sequential enzymatic and catalytic reactions of glucose to synthesize HMF, and simulated-moving-bed (SMB) separation to purify HMF. The adsorption thermodynamic parameters of glucose, fructose, and HMF on a commercial chromatography resin are experimentally determined for modeling the SMB-based HMF production process. The experimental data are used to develop a rigorous process model and then estimate the cost of production. Chromatographic separation of HMF has 16% lower operating costs compared to an extraction-based process and has a minimum selling price of approximately $1478 per ton. We demonstrate that the HMF process can be integrated with the high fructose corn syrup (HFCS) process, and we performed analyses considering two systems including construction of a new integrated facility and retrofitting an existing HFCS facility to produce HMF. Our analyses suggest that the latter approach is a promising short-term low-risk strategy to advance the HMF production technology to commercial scale.

View Accepted Manuscript (DOE)

Research Organization:: Univ. of Wisconsin, Madison, WI (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE), Transportation Office. Bioenergy Technologies Office; USDOE Office of Science (SC), Biological and Environmental Research (BER)

Grant/Contract Number:: EE0008353; SC0018409

OSTI ID:: 1848758

Alternate ID(s):: OSTI ID: 1772518

Journal Information:: Green Chemistry, Journal Name: Green Chemistry Journal Issue: 9 Vol. 23; ISSN 1463-9262

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

References (30)

Mechanism of Glucose Isomerization Using a Solid Lewis Acid Catalyst in Water Román-Leshkov, Yuriy; Moliner, Manuel; Labinger, Jay A. Angewandte Chemie International Edition, Vol. 49, Issue 47, p. 8954-8957 https://doi.org/10.1002/anie.201004689	journal	October 2010
The feasibility of short-term production strategies for renewable jet fuels - a comprehensive techno-economic comparison: The Feasibility of Short-term Production Strategies for Renewable Jet Fuels - A Comprehensive Techno-economic Comparison de Jong, Sierk; Hoefnagels, Ric; Faaij, André Biofuels, Bioproducts and Biorefining, Vol. 9, Issue 6 https://doi.org/10.1002/bbb.1613	journal	October 2015
Continuous conversion of starch to glucose with immobilized glucoamylase Smiley, K. L. Biotechnology and Bioengineering, Vol. 13, Issue 2 https://doi.org/10.1002/bit.260130211	journal	March 1971
Liquid Alkanes with Targeted Molecular Weights from Biomass-Derived Carbohydrates West, Ryan M.; Liu, Zhen Y.; Peter, Maximilian ChemSusChem, Vol. 1, Issue 5 https://doi.org/10.1002/cssc.200800001	journal	May 2008
Kinetics of glucose isomerization to fructose by immobilized glucose isomerase in the presence of substrate protection Converti, A.; Borghi, M. Del Bioprocess Engineering, Vol. 18, Issue 1 https://doi.org/10.1007/s004490050406	journal	January 1997
Modelling and simulation of nonlinear chromatographic separation processes: a comparison of different modelling approaches Dünnebier, G.; Klatt, K. -U Chemical Engineering Science, Vol. 55, Issue 2 https://doi.org/10.1016/S0009-2509(99)00332-2	journal	January 2000
An overview of dehydration, aldol-condensation and hydrogenation processes for production of liquid alkanes from biomass-derived carbohydrates Chheda, Juben N.; Dumesic, James A. Catalysis Today, Vol. 123, Issue 1-4 https://doi.org/10.1016/j.cattod.2006.12.006	journal	May 2007
Techno-economic analysis of dimethylfuran (DMF) and hydroxymethylfurfural (HMF) production from pure fructose in catalytic processes Kazi, Feroz Kabir; Patel, Akshay D.; Serrano-Ruiz, Juan Carlos Chemical Engineering Journal, Vol. 169, Issue 1-3 https://doi.org/10.1016/j.cej.2011.03.018	journal	May 2011
Optimization-based control of a reactive simulated moving bed process for glucose isomerization Toumi, Abdelaziz; Engell, Sebastian Chemical Engineering Science, Vol. 59, Issue 18 https://doi.org/10.1016/j.ces.2004.04.009	journal	September 2004
Simulated moving bed chromatography for the separation of enantiomers Rajendran, Arvind; Paredes, Galatea; Mazzotti, Marco Journal of Chromatography A, Vol. 1216, Issue 4 https://doi.org/10.1016/j.chroma.2008.10.075	journal	January 2009
New insight into the mechanism for the excellent gas properties of poly(ethylene 2,5-furandicarboxylate) (PEF): Role of furan ring’s polarity Sun, Liyuan; Wang, Jinggang; Mahmud, Sakil European Polymer Journal, Vol. 118 https://doi.org/10.1016/j.eurpolymj.2019.06.033	journal	September 2019
Fundamental catalytic challenges to design improved biomass conversion technologies Walker, Theodore W.; Motagamwala, Ali Hussain; Dumesic, James A. Journal of Catalysis, Vol. 369 https://doi.org/10.1016/j.jcat.2018.11.028	journal	January 2019
Carbon–carbon bond formation for biomass-derived furfurals and ketones by aldol condensation in a biphasic system West, Ryan M.; Liu, Zhen Y.; Peter, Maximilian Journal of Molecular Catalysis A: Chemical, Vol. 296, Issue 1-2 https://doi.org/10.1016/j.molcata.2008.09.001	journal	December 2008
Poly(alkylene 2,5-furandicarboxylate)s (PEF and PBF) by ring opening polymerization Carlos Morales-Huerta, Juan; Martínez de Ilarduya, Antxon; Muñoz-Guerra, Sebastián Polymer, Vol. 87 https://doi.org/10.1016/j.polymer.2016.02.003	journal	March 2016
Enhanced Glucose to Fructose Conversion in Acetone with Xylose Isomerase Stabilized by Crystallization and Cross-Linking Vilonen, K. M.; Vuolanto, A.; Jokela, J. Biotechnology Progress, Vol. 20, Issue 5 https://doi.org/10.1021/bp049927j	journal	October 2004
Modeling and Simulation of a Simulated Moving Bed for the Separation of p -Xylene Minceva, Mirjana; Rodrigues, Alirio E. Industrial & Engineering Chemistry Research, Vol. 41, Issue 14 https://doi.org/10.1021/ie010095t	journal	July 2002
Simple Chemical Transformation of Lignocellulosic Biomass into Furans for Fuels and Chemicals Binder, Joseph B.; Raines, Ronald T. Journal of the American Chemical Society, Vol. 131, Issue 5, p. 1979-1985 https://doi.org/10.1021/ja808537j	journal	February 2009
Thermal Decomposition of 5-(Hydroxymethyl)-2-furaldehyde (HMF) and Its Further Transformations in the Presence of Glycine Nikolov, Plamen Y.; Yaylayan, Varoujan A. Journal of Agricultural and Food Chemistry, Vol. 59, Issue 18 https://doi.org/10.1021/jf202470u	journal	September 2011
Production of dimethylfuran for liquid fuels from biomass-derived carbohydrates Román-Leshkov, Yuriy; Barrett, Christopher J.; Liu, Zhen Y. Nature, Vol. 447, Issue 7147, p. 982-985 https://doi.org/10.1038/nature05923	journal	June 2007
Production of 5-hydroxymethylfurfural and furfural by dehydration of biomass-derived mono- and poly-saccharides Chheda, Juben N.; Román-Leshkov, Yuriy; Dumesic, James A. Green Chem., Vol. 9, Issue 4, p. 342-350 https://doi.org/10.1039/B611568C	journal	January 2007
Direct conversion of cellulose to levulinic acid and gamma-valerolactone using solid acid catalysts Alonso, David Martin; Gallo, Jean Marcel R.; Mellmer, Max A. Catal. Sci. Technol., Vol. 3, Issue 4 https://doi.org/10.1039/C2CY20689G	journal	January 2013
Catalytic dehydration of C ₆ carbohydrates for the production of hydroxymethylfurfural (HMF) as a versatile platform chemical Wang, Tianfu; Nolte, Michael W.; Shanks, Brent H. Green Chem., Vol. 16, Issue 2 https://doi.org/10.1039/C3GC41365A	journal	January 2014
New catalytic strategies for α,ω-diols production from lignocellulosic biomass He, Jiayue; Huang, Kefeng; Barnett, Kevin J. Faraday Discussions, Vol. 202 https://doi.org/10.1039/C7FD00036G	journal	January 2017
Solvent system for effective near-term production of hydroxymethylfurfural (HMF) with potential for long-term process improvement Motagamwala, Ali Hussain; Huang, Kefeng; Maravelias, Christos T. Energy & Environmental Science, Vol. 12, Issue 7 https://doi.org/10.1039/C9EE00447E	journal	January 2019
Synthesis of biomass-derived feedstocks for the polymers and fuels industries from 5-(hydroxymethyl)furfural (HMF) and acetone Chang, Hochan; Motagamwala, Ali Hussain; Huber, George W. Green Chemistry, Vol. 21, Issue 20 https://doi.org/10.1039/C9GC01859J	journal	January 2019
Catalytic strategy for conversion of fructose to organic dyes, polymers, and liquid fuels Chang, Hochan; Bajaj, Ishan; Huber, George W. Green Chemistry, Vol. 22, Issue 16 https://doi.org/10.1039/D0GC01576H	journal	January 2020
Efficient conversion of glucose into 5-hydroxymethylfurfural catalyzed by a common Lewis acid SnCl4 in an ionic liquid Hu, Suqin; Zhang, Zhaofu; Song, Jinliang Green Chemistry, Vol. 11, Issue 11 https://doi.org/10.1039/b914601f	journal	January 2009
Industrial use of immobilized enzymes DiCosimo, Robert; McAuliffe, Joseph; Poulose, Ayrookaran J. Chemical Society Reviews, Vol. 42, Issue 15 https://doi.org/10.1039/c3cs35506c	journal	January 2013
Toward biomass-derived renewable plastics: Production of 2,5-furandicarboxylic acid from fructose Motagamwala, Ali Hussain; Won, Wangyun; Sener, Canan Science Advances, Vol. 4, Issue 1 https://doi.org/10.1126/sciadv.aap9722	journal	January 2018
Production of Liquid Alkanes by Aqueous-Phase Processing of Biomass-Derived Carbohydrates Huber, George W.; Chheda, Juben N.; Barrett, Christopher J. Science, Vol. 308, Issue 5727, p. 1446-1450 https://doi.org/10.1126/science.1111166	journal	June 2005

Similar Records

Alternative technology for corn milling and high fructose corn syrup production

Conference · Wed Dec 31 23:00:00 EST 1980 · ASAE Publ.; (United States) · OSTI ID:6431119

Catalytic strategy for conversion of fructose to organic dyes, polymers, and liquid fuels

Journal Article · Wed Jun 03 00:00:00 EDT 2020 · Green Chemistry · OSTI ID:1799488

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Sustainable production of 5-hydroxymethyl furfural from glucose for process integration with high fructose corn syrup infrastructure

Citation Formats

References (30)

Similar Records

Related Subjects