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A kinetic study on the decomposition of 5-hydroxymethylfurfural into levulinic acid
Open accessAbstract
Levulinic acid (LA), accessible by the acid catalyzed degradation of biomass, is potentially a very versatile green intermediate chemical for the synthesis of various (bulk) chemicals for applications like fuel additives, polymers, and resin precursors. We report here a kinetic study on one of the key steps in the conversion of biomass to levulinic acid, i.e. the reaction of 5-hydroxymethylfurfural (HMF) to levulinic acid. The kinetic experiments were performed in a temperature window of 98–181 °C, acid concentrations between 0.05–1 M, and initial HMF concentrations between 0.1 and 1 M. The highest LA yield was 94% (mol/mol), obtained at an initial HMF concentration of 0.1 M and a sulfuric acid concentration of 1 M. The yield at full HMF conversion is independent of the temperature. An empirical rate expression for the main reaction as well as the side reaction to undesired humins was developed using the power law approach. Agreement between experimental and model data is good. The rate expressions were applied to gain insights into optimum process conditions for batch processing.
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Citations
Cited by
Bozell, J. J., & Petersen, G. R. (2010) · Green Chemistry · doi:10.1039/b922014c · Cited by 4,566
Hydroxymethylfurfural, A Versatile Platform Chemical Made from Renewable Resources
van Putten, R.-J., van der Waal, J. C., de Jong, E., Rasrendra, C. B., Heeres, H. J., & de Vries, J. G. (2013) · Chemical Reviews · doi:10.1021/cr300182k · Cited by 2,886
Self-citationvan Zandvoort, I., Wang, Y., Rasrendra, C. B., van Eck, E. R. H., Bruijnincx, P. C. A., Heeres, H. J., & Weckhuysen, B. M. (2013) · ChemSusChem · doi:10.1002/cssc.201300332 · Cited by 624
Self-citationFrom lignocellulosic biomass to levulinic acid: A review on acid-catalyzed hydrolysis
Kang, S., Fu, J., & Zhang, G. (2018) · Renewable and Sustainable Energy Reviews · doi:10.1016/j.rser.2018.06.016 · Cited by 580
Distinguishing primary and secondary reactions of cellulose pyrolysis
Patwardhan, P. R., Dalluge, D. L., Shanks, B. H., & Brown, R. C. (2011) · Bioresource Technology · doi:10.1016/j.biortech.2011.02.018 · Cited by 352
Metadata
- Authors
- Girisuta, B., Janssen, L. P. B. M., & Heeres, H. J.
- Venue
- Green Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2006
- Volume
- 8
- Issue
- 8
- Pages
- 701
- ISSN
- 1463-9262 (ISSN-L)
- 1463-9270
- OpenAlex
- W2023769461
- Cited by
- 469
- References
- 0
- FWCI
- 3.17
- Type
- journal article
- Language
- en
- Open access
- green
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- Girisuta, B., Janssen, L. P. B. M., & Heeres, H. J. (2006). A kinetic study on the decomposition of 5-hydroxymethylfurfural into levulinic acid. Green Chemistry. https://doi.org/10.1039/b518176c
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