SAPO-34/5A Zeolite Bead Catalysts for Furan Production from Xylose and Glucose

Romo, Joelle E.; Wu, Ting; Huang, Xinlei; Lucero, Jolie; Irwin, Jennifer L.; Bond, Jesse Q.; Carreon, Moises A.; Wettstein, Stephanie G.

doi:10.1021/acsomega.8b02461

Title: SAPO-34/5A Zeolite Bead Catalysts for Furan Production from Xylose and Glucose

Journal Article · 29 November 2018 · ACS Omega

DOI: https://doi.org/10.1021/acsomega.8b02461 · OSTI ID:1505295

Romo, Joelle E. ^[1]; Wu, Ting ^[2]; Huang, Xinlei ^[3]; Lucero, Jolie ^[2]; Irwin, Jennifer L. ^[1]; Bond, Jesse Q. ^[3];

^[2];

^[1]

Montana State Univ., Bozeman, MT (United States)
Colorado School of Mines, Golden, CO (United States)
Syracuse Univ., Syracuse, NY (United States)

SAPO-34 zeolite crystals were grown on zeolite 5A beads, characterized, and then utilized to produce furfural from xylose and 5-hydroxymethylfurfural (HMF) from glucose. The SAPO-34/5A bead catalysts resulted in moderate furfural and HMF yields of 45% from xylose and 20% from glucose (463 K; 3 h) and were easier to recover than the SAPO-34 powder catalyst. At 463 K, the SAPO-34/5A beads were more selective than 0.02 M sulfuric acid for producing HMF and, unlike the sulfuric acid system, no levulinic acid was formed. The SAPO-34/5A bead catalysts had no significant loss in activity after three rounds of recycle when water washed or heated overnight between reactions; however, the heat-treated beads did show signs of thermal stress after the second reuse. The SAPO-34/5A bead catalysts show promise for dehydration reactions to produce furfural and HMF from xylose and glucose, respectively, and adapting the catalyst and the support bead could lead to even higher selectivities and yields.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: National Science Foundation (NSF), Chemical, Bioengineering, Environmental and Transport Systems (CBET); USDOE

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 1505295

Journal Information:: ACS Omega, Vol. 3, Issue 11; ISSN 2470-1343

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 15 works

Citation information provided by
Web of Science

References (63)

A roadmap for conversion of lignocellulosic biomass to chemicals and fuels Wettstein, Stephanie G.; Alonso, David Martin; Gürbüz, Elif I. Current Opinion in Chemical Engineering, Vol. 1, Issue 3 https://doi.org/10.1016/j.coche.2012.04.002	journal	August 2012
Top Value Added Chemicals from Biomass: Volume I -- Results of Screening for Potential Candidates from Sugars and Synthesis Gas Werpy, T.; Petersen, G. https://doi.org/10.2172/15008859	report	August 2004
Furfural-A Promising Platform for Lignocellulosic Biofuels Lange, Jean-Paul; van der Heide, Evert; van Buijtenen, Jeroen ChemSusChem, Vol. 5, Issue 1 https://doi.org/10.1002/cssc.201100648	journal	December 2011
Traversing the history of solid catalysts for heterogeneous synthesis of 5-hydroxymethylfurfural from carbohydrate sugars: A review Agarwal, Bhumica; Kailasam, Kamalakannan; Sangwan, Rajender Singh Renewable and Sustainable Energy Reviews, Vol. 82 https://doi.org/10.1016/j.rser.2017.08.088	journal	February 2018
Kinetics of levulinic acid and furfural production from Miscanthus×giganteus Dussan, K.; Girisuta, B.; Haverty, D. Bioresource Technology, Vol. 149 https://doi.org/10.1016/j.biortech.2013.09.006	journal	December 2013
Levulinic Acid as a Catalyst for the Production of 5-Hydroxymethylfurfural and Furfural from Lignocellulose Biomass Seemala, Bhogeswararao; Haritos, Victoria; Tanksale, Akshat ChemCatChem, Vol. 8, Issue 3 https://doi.org/10.1002/cctc.201501105	journal	December 2015
A microwave-assisted process for the in-situ production of 5-hydroxymethylfurfural and furfural from lignocellulosic polysaccharides in a biphasic reaction system Sweygers, Nick; Harrer, Johannes; Dewil, Raf Journal of Cleaner Production, Vol. 187 https://doi.org/10.1016/j.jclepro.2018.03.204	journal	June 2018
An overview of aqueous-phase catalytic processes for production of hydrogen and alkanes in a biorefinery Huber, George W.; Dumesic, James A. Catalysis Today, Vol. 111, Issue 1-2 https://doi.org/10.1016/j.cattod.2005.10.010	journal	January 2006
Tin-containing zeolites are highly active catalysts for the isomerization of glucose in water Moliner, M.; Roman-Leshkov, Y.; Davis, M. E. Proceedings of the National Academy of Sciences, Vol. 107, Issue 14, p. 6164-6168 https://doi.org/10.1073/pnas.1002358107	journal	March 2010
Green Chemicals from d-glucose: Systematic Studies on Catalytic Effects of Inorganic Salts on the Chemo-Selectivity and Yield in Aqueous Solutions Rasrendra, C. B.; Makertihartha, I. G. B. N.; Adisasmito, S. Topics in Catalysis, Vol. 53, Issue 15-18 https://doi.org/10.1007/s11244-010-9570-0	journal	May 2010
Zeolite H-USY for the production of lactic acid and methyl lactate from C3-sugars West, Ryan M.; Holm, Martin Spangsberg; Saravanamurugan, Shunmugavel Journal of Catalysis, Vol. 269, Issue 1 https://doi.org/10.1016/j.jcat.2009.10.023	journal	January 2010
Production of Furfural from Process-Relevant Biomass-Derived Pentoses in a Biphasic Reaction System Mittal, Ashutosh; Black, Stuart K.; Vinzant, Todd B. ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 7 https://doi.org/10.1021/acssuschemeng.7b00215	journal	June 2017
From Lignocellulosic Biomass to Furfural: Insight into the Active Species of a Silica-Supported Tungsten Oxide Catalyst Bhaumik, Prasenjit; Dhepe, Paresh Laxmikant ChemCatChem, Vol. 9, Issue 14 https://doi.org/10.1002/cctc.201600784	journal	September 2016
Application of sulfonated carbon-based catalyst for the furfural production from d -xylose and xylan in a microwave-assisted biphasic reaction Wang, Yantao; Delbecq, Frederic; Kwapinski, Witold Molecular Catalysis, Vol. 438 https://doi.org/10.1016/j.mcat.2017.05.031	journal	September 2017
Efficient Solid Acid Catalyst Containing Lewis and Brønsted Acid Sites for the Production of Furfurals Mazzotta, Michael G.; Gupta, Dinesh; Saha, Basudeb ChemSusChem, Vol. 7, Issue 8 https://doi.org/10.1002/cssc.201402007	journal	May 2014
Beneficial effects of calcium chloride on glucose dehydration to 5-hydroxymethylfurfural in the presence of alumina as catalyst García-Sancho, C.; Fúnez-Núñez, I.; Moreno-Tost, R. Applied Catalysis B: Environmental, Vol. 206 https://doi.org/10.1016/j.apcatb.2017.01.065	journal	June 2017
Fructose Dehydration to 5-Hydroxymethylfurfural over Solid Acid Catalysts in a Biphasic System Ordomsky, Vitaly V.; van der Schaaf, John; Schouten, Jaap C. ChemSusChem, Vol. 5, Issue 9 https://doi.org/10.1002/cssc.201200072	journal	July 2012
Hydrophobic Solid Acids and Their Catalytic Applications in Green and Sustainable Chemistry Liu, Fujian; Huang, Kuan; Zheng, Anmin ACS Catalysis, Vol. 8, Issue 1 https://doi.org/10.1021/acscatal.7b03369	journal	December 2017
Conversion of glucose to lactic acid derivatives with mesoporous Sn-MCM-41 and microporous titanosilicates Murillo, Beatriz; Sánchez, Arantxa; Sebastián, Víctor Journal of Chemical Technology & Biotechnology, Vol. 89, Issue 9 https://doi.org/10.1002/jctb.4210	journal	October 2013
Small pore zeolite catalysts for furfural synthesis from xylose and switchgrass in a γ-valerolactone/water solvent Bruce, Spencer M.; Zong, Zhaowang; Chatzidimitriou, Anargyros Journal of Molecular Catalysis A: Chemical, Vol. 422 https://doi.org/10.1016/j.molcata.2016.02.025	journal	October 2016
Production of furfural from waste aqueous hemicellulose solution of hardwood over ZSM-5 zeolite Gao, Hongling; Liu, Haitang; Pang, Bo Bioresource Technology, Vol. 172 https://doi.org/10.1016/j.biortech.2014.09.026	journal	November 2014
The effect of solvent addition on fructose dehydration to 5-hydroxymethylfurfural in biphasic system over zeolites Ordomsky, V. V.; van der Schaaf, J.; Schouten, J. C. Journal of Catalysis, Vol. 287 https://doi.org/10.1016/j.jcat.2011.12.002	journal	March 2012
Silicoaluminophosphate molecular sieves: another new class of microporous crystalline inorganic solids Lok, Brent M.; Messina, Celeste A.; Patton, R. Lyle Journal of the American Chemical Society, Vol. 106, Issue 20 https://doi.org/10.1021/ja00332a063	journal	October 1984
Synthesis Strategies for Preparing Useful Small Pore Zeolites and Zeotypes for Gas Separations and Catalysis Moliner, Manuel; Martínez, Cristina; Corma, Avelino Chemistry of Materials, Vol. 26, Issue 1 https://doi.org/10.1021/cm4015095	journal	July 2013
Efficient, Stable, and Reusable Silicoaluminophosphate for the One-Pot Production of Furfural from Hemicellulose Bhaumik, Prasenjit; Dhepe, Paresh L. ACS Catalysis, Vol. 3, Issue 10 https://doi.org/10.1021/cs400495j	journal	September 2013
Effects of careful designing of SAPO-44 catalysts on the efficient synthesis of furfural Bhaumik, Prasenjit; Dhepe, Paresh Laxmikant Catalysis Today, Vol. 251 https://doi.org/10.1016/j.cattod.2014.10.042	journal	August 2015
Dehydration of Xylose into Furfural in the Presence of Crystalline Microporous Silicoaluminophosphates Lima, Sérgio; Fernandes, Auguste; Antunes, Margarida M. Catalysis Letters, Vol. 135, Issue 1-2 https://doi.org/10.1007/s10562-010-0259-6	journal	January 2010
Exceptionally high yields of furfural from assorted raw biomass over solid acids Bhaumik, Prasenjit; Dhepe, Paresh Laxmikant RSC Advances, Vol. 4, Issue 50 https://doi.org/10.1039/c4ra04119d	journal	January 2014
Decarboxylation of Oleic Acid to Heptadecane over Pt Supported on Zeolite 5A Beads Yang, Liqiu; Tate, Kirby L.; Jasinski, Jacek B. ACS Catalysis, Vol. 5, Issue 11 https://doi.org/10.1021/acscatal.5b01913	journal	October 2015
Separation of C ₆ Paraffins Using Zeolitic Imidazolate Frameworks: Comparison with Zeolite 5A Peralta, David; Chaplais, Gérald; Simon-Masseron, Angélique Industrial & Engineering Chemistry Research, Vol. 51, Issue 12 https://doi.org/10.1021/ie202995g	journal	March 2012
Investigation into the shape selectivity of zeolite catalysts for biomass conversion Jae, Jungho; Tompsett, Geoffrey A.; Foster, Andrew J. Journal of Catalysis, Vol. 279, Issue 2, p. 257-268 https://doi.org/10.1016/j.jcat.2011.01.019	journal	April 2011
Aqueous-phase dehydration of xylose to furfural in the presence of MCM-22 and ITQ-2 solid acid catalysts Antunes, Margarida M.; Lima, Sérgio; Fernandes, Auguste Applied Catalysis A: General, Vol. 417-418 https://doi.org/10.1016/j.apcata.2011.12.046	journal	February 2012
Separation of xylose from glucose by nanofiltration from concentrated monosaccharide solutions Sjoman, E.; Manttari, M.; Nystrom, M. Journal of Membrane Science, Vol. 292, Issue 1-2 https://doi.org/10.1016/j.memsci.2007.01.019	journal	April 2007
Acid Modified H-USY Zeolite for Efficient Catalytic Transformation of Fructose to 5-Hydroxymethyl Furfural (Biofuel Precursor) in Methyl Isobutyl Ketone–Water Biphasic System Pande, Ashwini; Niphadkar, Prashant; Pandare, Kiran Energy & Fuels, Vol. 32, Issue 3 https://doi.org/10.1021/acs.energyfuels.7b03684	journal	February 2018
Catalytic evaluation of small-pore molecular sieves with different framework topologies for the synthesis of methylamines Jeon, Hee-Young; Shin, Chae-Ho; Jung, Hye Ja Applied Catalysis A: General, Vol. 305, Issue 1 https://doi.org/10.1016/j.apcata.2006.02.044	journal	May 2006
Acidic catalysts for the dehydration of glycerol: Activity and deactivation Suprun, Wladimir; Lutecki, Michal; Haber, Thomas Journal of Molecular Catalysis A: Chemical, Vol. 309, Issue 1-2 https://doi.org/10.1016/j.molcata.2009.04.017	journal	August 2009
Kr/Xe Separation over a Chabazite Zeolite Membrane Feng, Xuhui; Zong, Zhaowang; Elsaidi, Sameh K. Journal of the American Chemical Society, Vol. 138, Issue 31 https://doi.org/10.1021/jacs.6b06515	journal	August 2016
Effect of reaction parameters on the decarboxylation of oleic acid over Pt/ZIF-67membrane/zeolite 5A bead catalysts: Effect of reaction parameters on the decarboxylation of oleic acid Yang, Liqiu; Carreon, Moises A. Journal of Chemical Technology & Biotechnology, Vol. 92, Issue 1 https://doi.org/10.1002/jctb.5112	journal	October 2016
From Lignocellulosic Biomass to Furfural: Insight into the Active Species of a Silica-Supported Tungsten Oxide Catalyst Bhaumik, Prasenjit; Dhepe, Paresh Laxmikant ChemCatChem, Vol. 9, Issue 14 https://doi.org/10.1002/cctc.201600784	journal	September 2016
Furfural-A Promising Platform for Lignocellulosic Biofuels Lange, Jean-Paul; van der Heide, Evert; van Buijtenen, Jeroen ChemSusChem, Vol. 5, Issue 1 https://doi.org/10.1002/cssc.201100648	journal	December 2011
Fructose Dehydration to 5-Hydroxymethylfurfural over Solid Acid Catalysts in a Biphasic System Ordomsky, Vitaly V.; van der Schaaf, John; Schouten, Jaap C. ChemSusChem, Vol. 5, Issue 9 https://doi.org/10.1002/cssc.201200072	journal	July 2012
Conversion of glucose to lactic acid derivatives with mesoporous Sn-MCM-41 and microporous titanosilicates Murillo, Beatriz; Sánchez, Arantxa; Sebastián, Víctor Journal of Chemical Technology & Biotechnology, Vol. 89, Issue 9 https://doi.org/10.1002/jctb.4210	journal	October 2013
Dehydration of Xylose into Furfural in the Presence of Crystalline Microporous Silicoaluminophosphates Lima, Sérgio; Fernandes, Auguste; Antunes, Margarida M. Catalysis Letters, Vol. 135, Issue 1-2 https://doi.org/10.1007/s10562-010-0259-6	journal	January 2010
Green Chemicals from d-glucose: Systematic Studies on Catalytic Effects of Inorganic Salts on the Chemo-Selectivity and Yield in Aqueous Solutions Rasrendra, C. B.; Makertihartha, I. G. B. N.; Adisasmito, S. Topics in Catalysis, Vol. 53, Issue 15-18 https://doi.org/10.1007/s11244-010-9570-0	journal	May 2010
Beneficial effects of calcium chloride on glucose dehydration to 5-hydroxymethylfurfural in the presence of alumina as catalyst García-Sancho, C.; Fúnez-Núñez, I.; Moreno-Tost, R. Applied Catalysis B: Environmental, Vol. 206 https://doi.org/10.1016/j.apcatb.2017.01.065	journal	June 2017
Production of furfural from waste aqueous hemicellulose solution of hardwood over ZSM-5 zeolite Gao, Hongling; Liu, Haitang; Pang, Bo Bioresource Technology, Vol. 172 https://doi.org/10.1016/j.biortech.2014.09.026	journal	November 2014
An overview of aqueous-phase catalytic processes for production of hydrogen and alkanes in a biorefinery Huber, George W.; Dumesic, James A. Catalysis Today, Vol. 111, Issue 1-2 https://doi.org/10.1016/j.cattod.2005.10.010	journal	January 2006
Effects of careful designing of SAPO-44 catalysts on the efficient synthesis of furfural Bhaumik, Prasenjit; Dhepe, Paresh Laxmikant Catalysis Today, Vol. 251 https://doi.org/10.1016/j.cattod.2014.10.042	journal	August 2015
Zeolite H-USY for the production of lactic acid and methyl lactate from C3-sugars West, Ryan M.; Holm, Martin Spangsberg; Saravanamurugan, Shunmugavel Journal of Catalysis, Vol. 269, Issue 1 https://doi.org/10.1016/j.jcat.2009.10.023	journal	January 2010
Investigation into the shape selectivity of zeolite catalysts for biomass conversion Jae, Jungho; Tompsett, Geoffrey A.; Foster, Andrew J. Journal of Catalysis, Vol. 279, Issue 2, p. 257-268 https://doi.org/10.1016/j.jcat.2011.01.019	journal	April 2011
The effect of solvent addition on fructose dehydration to 5-hydroxymethylfurfural in biphasic system over zeolites Ordomsky, V. V.; van der Schaaf, J.; Schouten, J. C. Journal of Catalysis, Vol. 287 https://doi.org/10.1016/j.jcat.2011.12.002	journal	March 2012
A microwave-assisted process for the in-situ production of 5-hydroxymethylfurfural and furfural from lignocellulosic polysaccharides in a biphasic reaction system Sweygers, Nick; Harrer, Johannes; Dewil, Raf Journal of Cleaner Production, Vol. 187 https://doi.org/10.1016/j.jclepro.2018.03.204	journal	June 2018
Application of sulfonated carbon-based catalyst for the furfural production from d -xylose and xylan in a microwave-assisted biphasic reaction Wang, Yantao; Delbecq, Frederic; Kwapinski, Witold Molecular Catalysis, Vol. 438 https://doi.org/10.1016/j.mcat.2017.05.031	journal	September 2017
Separation of xylose from glucose by nanofiltration from concentrated monosaccharide solutions Sjoman, E.; Manttari, M.; Nystrom, M. Journal of Membrane Science, Vol. 292, Issue 1-2 https://doi.org/10.1016/j.memsci.2007.01.019	journal	April 2007
Acidic catalysts for the dehydration of glycerol: Activity and deactivation Suprun, Wladimir; Lutecki, Michal; Haber, Thomas Journal of Molecular Catalysis A: Chemical, Vol. 309, Issue 1-2 https://doi.org/10.1016/j.molcata.2009.04.017	journal	August 2009
Small pore zeolite catalysts for furfural synthesis from xylose and switchgrass in a γ-valerolactone/water solvent Bruce, Spencer M.; Zong, Zhaowang; Chatzidimitriou, Anargyros Journal of Molecular Catalysis A: Chemical, Vol. 422 https://doi.org/10.1016/j.molcata.2016.02.025	journal	October 2016
Decarboxylation of Oleic Acid to Heptadecane over Pt Supported on Zeolite 5A Beads Yang, Liqiu; Tate, Kirby L.; Jasinski, Jacek B. ACS Catalysis, Vol. 5, Issue 11 https://doi.org/10.1021/acscatal.5b01913	journal	October 2015
Hydrophobic Solid Acids and Their Catalytic Applications in Green and Sustainable Chemistry Liu, Fujian; Huang, Kuan; Zheng, Anmin ACS Catalysis, Vol. 8, Issue 1 https://doi.org/10.1021/acscatal.7b03369	journal	December 2017
Synthesis Strategies for Preparing Useful Small Pore Zeolites and Zeotypes for Gas Separations and Catalysis Moliner, Manuel; Martínez, Cristina; Corma, Avelino Chemistry of Materials, Vol. 26, Issue 1 https://doi.org/10.1021/cm4015095	journal	July 2013
Efficient, Stable, and Reusable Silicoaluminophosphate for the One-Pot Production of Furfural from Hemicellulose Bhaumik, Prasenjit; Dhepe, Paresh L. ACS Catalysis, Vol. 3, Issue 10 https://doi.org/10.1021/cs400495j	journal	September 2013
Kr/Xe Separation over a Chabazite Zeolite Membrane Feng, Xuhui; Zong, Zhaowang; Elsaidi, Sameh K. Journal of the American Chemical Society, Vol. 138, Issue 31 https://doi.org/10.1021/jacs.6b06515	journal	August 2016
Exceptionally high yields of furfural from assorted raw biomass over solid acids Bhaumik, Prasenjit; Dhepe, Paresh Laxmikant RSC Advances, Vol. 4, Issue 50 https://doi.org/10.1039/c4ra04119d	journal	January 2014
Tin-containing zeolites are highly active catalysts for the isomerization of glucose in water Moliner, M.; Roman-Leshkov, Y.; Davis, M. E. Proceedings of the National Academy of Sciences, Vol. 107, Issue 14, p. 6164-6168 https://doi.org/10.1073/pnas.1002358107	journal	March 2010

Cited By (1)

Production of 5-Hydroxymethylfurfural from Glucose in Water by Using Transition Metal-Oxide Nanosheet Aggregates Takagaki, Atsushi Catalysts, Vol. 9, Issue 10 https://doi.org/10.3390/catal9100818	journal	September 2019