The DOI matches its Crossref record; 58 of the 58 references it cites were found in a registry or an index.
Analysis of Kinetics and Reaction Pathways in the Aqueous-Phase Hydrogenation of Levulinic Acid To Form γ-Valerolactone over Ru/C
Abstract
Reaction pathways and kinetics governing the Ru-catalyzed hydrogenation of levulinic acid (LA) in the aqueous phase to form γ-valerolactone (GVL) were considered in a packed bed reactor. GVL can be produced by two distinct hydrogenation pathways; however, over Ru/C at temperatures below 423 K, it forms exclusively via intramolecular esterification of 4-hydroxypentanoic acid (HPA). Over Ru/C, reasonable hydrogenation rates of LA to HPA were observed at near-ambient temperatures (e.g., 0.08 s –1 at 323 K), but GVL selectivities are poor (<5%) under these conditions. Apparent barriers for LA hydrogenation and HPA esterification are 48 and 70 kJ mol –1, respectively, and GVL selectivity improves at higher temperatures alongside increasing mass transfer limitations in 45–90 μm catalyst particles. Reactivity and selectivity trends in LA hydrogenation below 343 K are well-described by an empirical kinetic model capturing sequential hydrogenation and esterification. Coupling stacked beds of Ru/C and Amberlyst-15 delivers high GVL yields (∼80%) at near ambient temperatures (323 K) and practical residence times.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Mechanisms of catalyst deactivation
Bartholomew, C. H. (2001) · Applied Catalysis A: General · doi:10.1016/s0926-860x(00)00843-7 · Cited by 3,083
Conversion of biomass to selected chemical products
Gallezot, P. (2012) · Chem. Soc. Rev. · doi:10.1039/c1cs15147a · Cited by 2,552
Catalytic conversion of biomass to biofuels
Alonso, D. M., Bond, J. Q., & Dumesic, J. A. (2010) · Green Chemistry · doi:10.1039/c004654j · Cited by 2,333
Self-citationKinetics of Heterogeneous Catalytic Reactions
Boudart, M., & Djega-Mariadassou, G. (1984) · Princeton University Press eBooks · doi:10.1515/9781400853335 · Cited by 1,215
Integrated Catalytic Conversion of γ-Valerolactone to Liquid Alkenes for Transportation Fuels
Bond, J. Q., Alonso, D. M., Wang, D., West, R. M., & Dumesic, J. A. (2010) · Science · doi:10.1126/science.1184362 · Cited by 1,080
Self-citationGamma-valerolactone, a sustainable platform molecule derived from lignocellulosic biomass
Alonso, D. M., Wettstein, S. G., & Dumesic, J. A. (2013) · Green Chemistry · doi:10.1039/c3gc37065h · Cited by 1,069
γ-Valerolactone—a sustainable liquid for energy and carbon-based chemicals
Horváth, I. T., Mehdi, H., Fábos, V., Boda, L., & Mika, L. T. (2008) · Green Chem. · doi:10.1039/b712863k · Cited by 992
Exchange reactions of hydrogen on metallic catalysts
Horiuti, I., & Polanyi, M. (1934) · Transactions of the Faraday Society · doi:10.1039/tf9343001164 · Cited by 934
Production of levulinic acid and use as a platform chemical for derived products
Bozell, J. J., Moens, L., Elliott, D. C., Wang, Y., Neuenscwander, G. G., Fitzpatrick, S. W., Bilski, R. J., & Jarnefeld, J. L. (2000) · Resources, Conservation and Recycling · doi:10.1016/s0921-3449(99)00047-6 · Cited by 839
Valeric Biofuels: A Platform of Cellulosic Transportation Fuels
Lange, J., Price, R., Ayoub, P. M., Louis, J., Petrus, L., Clarke, L., & Gosselink, H. (2010) · Angewandte Chemie International Edition · doi:10.1002/anie.201000655 · Cited by 774
Nonenzymatic Sugar Production from Biomass Using Biomass-Derived γ-Valerolactone
Luterbacher, J. S., Rand, J. M., Alonso, D. M., Han, J., Youngquist, J. T., Maravelias, C. T., Pfleger, B. F., & Dumesic, J. A. (2014) · Science · doi:10.1126/science.1246748 · Cited by 705
Development of Heterogeneous Catalysts for the Conversion of Levulinic Acid to γ‐Valerolactone
Wright, W. R. H., & Palkovits, R. (2012) · ChemSusChem · doi:10.1002/cssc.201200111 · Cited by 529
Kinetic Study on the Acid-Catalyzed Hydrolysis of Cellulose to Levulinic Acid
Girisuta, B., Janssen, L. P. B. M., & Heeres, H. J. (2007) · Industrial & Engineering Chemistry Research · doi:10.1021/ie061186z · Cited by 501
Mehdi, H., Fábos, V., Tuba, R., Bodor, A., Mika, L. T., & Horváth, I. T. (2008) · Topics in Catalysis · doi:10.1007/s11244-008-9047-6 · Cited by 462
Conversion of Hemicellulose into Furfural Using Solid Acid Catalysts in γ‐Valerolactone
Gürbüz, E. I., Gallo, J. M. R., Alonso, D. M., Wettstein, S. G., Lim, W. Y., & Dumesic, J. A. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201207334 · Cited by 448
Catalytic synthesis of α-methylene-γ-valerolactone: a biomass-derived acrylic monomer
Manzer, L. E. (2004) · Applied Catalysis A: General · doi:10.1016/j.apcata.2004.05.048 · Cited by 438
Chia, M., & Dumesic, J. A. (2011) · Chemical Communications · doi:10.1039/c1cc14748j · Cited by 432
Integrated conversion of hemicellulose and cellulose from lignocellulosic biomass
Alonso, D. M., Wettstein, S. G., Mellmer, M. A., Gurbuz, E. I., & Dumesic, J. A. (2013) · Energy Environ. Sci. · doi:10.1039/c2ee23617f · Cited by 380
Wettstein, S. G., Alonso, D. M., Chong, Y., & Dumesic, J. A. (2012) · Energy & Environmental Science · doi:10.1039/c2ee22111j · Cited by 369
Deng, L., Li, J., Lai, D., Fu, Y., & Guo, Q. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200902281 · Cited by 366
Hengne, A. M., & Rode, C. V. (2012) · Green Chemistry · doi:10.1039/c2gc16558a · Cited by 354
Horváth, I. T. (2008) · Green Chemistry · doi:10.1039/b812804a · Cited by 344
Luo, W., Deka, U., Beale, A. M., van Eck, E. R. H., Bruijnincx, P. C. A., & Weckhuysen, B. M. (2013) · Journal of Catalysis · doi:10.1016/j.jcat.2013.02.003 · Cited by 324
Production of liquid hydrocarbon fuels by catalytic conversion of biomass-derived levulinic acid
Braden, D. J., Henao, C. A., Heltzel, J., Maravelias, C. C., & Dumesic, J. A. (2011) · Green Chemistry · doi:10.1039/c1gc15047b · Cited by 310
Conversion of Furfuryl Alcohol into Ethyl Levulinate using Solid Acid Catalysts
Lange, J., van de Graaf, W. D., & Haan, R. J. (2009) · ChemSusChem · doi:10.1002/cssc.200800216 · Cited by 309
Upare, P. P., Lee, J.-M., Hwang, D. W., Halligudi, S. B., Hwang, Y. K., & Chang, J.-S. (2011) · Journal of Industrial and Engineering Chemistry · doi:10.1016/j.jiec.2011.02.025 · Cited by 291
Conversion of cellulose to hydrocarbon fuels by progressive removal of oxygen
Serrano-Ruiz, J. C., Braden, D. J., West, R. M., & Dumesic, J. A. (2010) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2010.07.029 · Cited by 289
Al-Shaal, M. G., Wright, W. R. H., & Palkovits, R. (2012) · Green Chemistry · doi:10.1039/c2gc16631c · Cited by 274
Heeres, H., Handana, R., Chunai, D., Borromeus Rasrendra, C., Girisuta, B., & Jan Heeres, H. (2009) · Green Chemistry · doi:10.1039/b904693c · Cited by 272
Deactivation of metal catalysts in liquid phase organic reactions
Besson, M., & Gallezot, P. (2003) · Catalysis Today · doi:10.1016/s0920-5861(03)00153-6 · Cited by 262
Mascal, M., & Nikitin, E. B. (2010) · Green Chem. · doi:10.1039/b918922j · Cited by 261
Gürbüz, E. I., Wettstein, S. G., & Dumesic, J. A. (2012) · ChemSusChem · doi:10.1002/cssc.201100608 · Cited by 254
Direct conversion of cellulose to levulinic acid and gamma-valerolactone using solid acid catalysts
Alonso, D. M., Gallo, J. M. R., Mellmer, M. A., Wettstein, S. G., & Dumesic, J. A. (2013) · Catal. Sci. Technol. · doi:10.1039/c2cy20689g · Cited by 243
Van de Vyver, S., Thomas, J., Geboers, J., Keyzer, S., Smet, M., Dehaen, W., Jacobs, P. A., & Sels, B. F. (2011) · Energy & Environmental Science · doi:10.1039/c1ee01418h · Cited by 225
RuSn bimetallic catalysts for selective hydrogenation of levulinic acid to γ-valerolactone
Wettstein, S. G., Bond, J. Q., Alonso, D. M., Pham, H. N., Datye, A. K., & Dumesic, J. A. (2012) · Applied Catalysis B: Environmental · doi:10.1016/j.apcatb.2012.01.033 · Cited by 222
Self-citationConversion of Levulinic Acid and Formic Acid into γ‐Valerolactone over Heterogeneous Catalysts
Deng, L., Zhao, Y., Li, J., Fu, Y., Liao, B., & Guo, Q. (2010) · ChemSusChem · doi:10.1002/cssc.201000163 · Cited by 215
World Intellectual Property Organization (Wipo): Resurgence and the Development Agenda
May, C. (2007) · Cited by 200
Yan, K., Liao, J., Wu, X., & Xie, X. (2013) · RSC Advances · doi:10.1039/c3ra22158j · Cited by 192
γ-Valerolactone Ring-Opening and Decarboxylation over SiO2/Al2O3 in the Presence of Water
Bond, J. Q., Martin Alonso, D., West, R. M., & Dumesic, J. A. (2010) · Langmuir · doi:10.1021/la101424a · Cited by 185
Self-citationCrezee, E., Hoffer, B. W., Berger, R. J., Makkee, M., Kapteijn, F., & Moulijn, J. A. (2003) · Applied Catalysis A: General · doi:10.1016/s0926-860x(03)00587-8 · Cited by 183
Acid-catalyzed conversion of furfuryl alcohol to ethyl levulinate in liquid ethanol
González Maldonado, G. M., Assary, R. S., Dumesic, J. A., & Curtiss, L. A. (2012) · Energy & Environmental Science · doi:10.1039/c2ee22486k · Cited by 178
Lange, J.-P., Vestering, J. Z., & Haan, R. J. (2007) · Chemical Communications · doi:10.1039/b705782b · Cited by 176
Solvent effects in the hydrogenation of 2-butanone
Akpa, B. S., D’Agostino, C., Gladden, L. F., Hindle, K., Manyar, H., McGregor, J., Li, R., Neurock, M., Sinha, N., Stitt, E. H., et al. (2012) · Journal of Catalysis · doi:10.1016/j.jcat.2012.01.011 · Cited by 175
Alonso, D. M., Bond, J. Q., Serrano-Ruiz, J. C., & Dumesic, J. A. (2010) · Green Chemistry · doi:10.1039/c001899f · Cited by 164
Self-citationKinetic study of ethylene hydrogenation
Cortright, R. D., Goddard, S. A., Rekoske, J. E., & Dumesic, J. A. (1991) · Journal of Catalysis · doi:10.1016/0021-9517(91)90230-2 · Cited by 146
Production of Biofuels from Cellulose and Corn Stover Using Alkylphenol Solvents
Alonso, D. M., Wettstein, S. G., Bond, J. Q., Root, T. W., & Dumesic, J. A. (2011) · ChemSusChem · doi:10.1002/cssc.201100256 · Cited by 145
Self-citationSen, S. M., Henao, C. A., Braden, D. J., Dumesic, J. A., & Maravelias, C. T. (2011) · Chemical Engineering Science · doi:10.1016/j.ces.2011.07.022 · Cited by 127
Bond, J. Q., Wang, D., Alonso, D. M., & Dumesic, J. A. (2011) · Journal of Catalysis · doi:10.1016/j.jcat.2011.05.011 · Cited by 119
Self-citationWan, H., Vitter, A., Chaudhari, R. V., & Subramaniam, B. (2013) · Journal of Catalysis · doi:10.1016/j.jcat.2013.09.020 · Cited by 117
Du, X., Liu, Y., Wang, J., Cao, Y., & Fan, K. (2013) · CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION) · doi:10.1016/s1872-2067(11)60522-6 · Cited by 84
Maris, E. P., Ketchie, W. C., Oleshko, V. P., & Davis, R. J. (2006) · The Journal of Physical Chemistry B · doi:10.1021/jp057022y · Cited by 73
Water-tolerant Ru-Starbon® materials for the hydrogenation of organic acids in aqueous ethanol
Luque, R., & Clark, J. H. (2010) · Catalysis Communications · doi:10.1016/j.catcom.2010.03.015 · Cited by 72
Sen, S. M., Gürbüz, E. I., Wettstein, S. G., Alonso, D. M., Dumesic, J. A., & Maravelias, C. T. (2012) · Green Chemistry · doi:10.1039/c2gc35881f · Cited by 67
Reijenga, J. C., Gagliardi, L. G., & Kenndler, E. (2007) · Journal of Chromatography A · doi:10.1016/j.chroma.2006.09.084 · Cited by 58
Zhi, W., Ge, S., Ren, C., Zhang, M., Yip, A. C. K., & Xu, C. (2012) · Green Chemistry · doi:10.1039/c2gc36067e · Cited by 57
Kinetics of the catalytic hydrogenation of d-lactose on a carbon supported ruthenium catalyst
Kuusisto, J., Mikkola, J., Sparv, M., Wärnå, J., Karhu, H., & Salmi, T. (2007) · Chemical Engineering Journal · doi:10.1016/j.cej.2007.07.084 · Cited by 43
Catalytic Hydrogenation of Arabinonic Acid and Lactones to Arabitol
Fabre, L., Gallezot, P., & Perrard, A. (2002) · Journal of Catalysis · doi:10.1006/jcat.2002.3567 · Cited by 36
Activation of Amberlyst-70 for Alkene Oligomerization in Hydrophobic Media
Alonso, D. M., Bond, J. Q., Wang, D., & Dumesic, J. A. (2011) · Topics in Catalysis · doi:10.1007/s11244-011-9674-1 · Cited by 16
Self-citation
Cited by
Efficient valorization of biomass to biofuels with bifunctional solid catalytic materials
Li, H., Fang, Z., Smith, R. L., & Yang, S. (2016) · Progress in Energy and Combustion Science · doi:10.1016/j.pecs.2016.04.004 · Cited by 284
Cao, Y., Tang, M., Li, M., Deng, J., Xu, F., Xie, L., & Wang, Y. (2017) · ACS Sustainable Chemistry & Engineering · doi:10.1021/acssuschemeng.7b01853 · Cited by 62
Metadata
- Authors
- Abdelrahman, O. A., Heyden, A., & Bond, J. Q.
- Venue
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Published
- 2014-03-14
- Volume
- 4
- Issue
- 4
- Pages
- 1171-1181
- ISSN
- 2155-5435 (ISSN-L)
- OpenAlex
- W2322192587
- Cited by
- 316
- References
- 58
- FWCI
- 14.40
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.