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Tuning the Selectivity of the Hydrogenation/Hydrogenolysis of 5-Hydroxymethylfurfural under Batch Multiphase and Continuous-Flow Conditions
dc.contributor.author | Rodríguez-Padrón, Daily | |
dc.contributor.author | Perosa, Alvise | |
dc.contributor.author | Longo, Lilia | |
dc.contributor.author | Luque, Rafael | |
dc.contributor.author | Selva, Maurizio | |
dc.date.accessioned | 2024-03-18T11:50:14Z | |
dc.date.available | 2024-03-18T11:50:14Z | |
dc.date.issued | 2022 | |
dc.identifier.uri | http://hdl.handle.net/10396/27698 | |
dc.description.abstract | The hydrogenation/hydrogenolysis of 5-hydroxymethylfurfural (HMF) has been carried out either under single (aqueous) phase or batch multiphase (MP) conditions using mutually immiscible aqueous/hydrocarbon phases, 5?% Ru/C as a catalyst, and both with and without the use of trioctylmethyl phosphonium bis-(trifluoro methane) sulfonimide ([P8881][NTf2]) as an ionic liquid (IL). Alternatively, the hydrogenation of HMF was explored in the continuous-flow (CF) mode with the same catalyst. By changing reaction parameters, experiments were optimized towards the formation of three products: 2,5-bis(hydroxy methyl)furan (BHMF), 2,5-bis(hydroxymethyl)tetrahydrofuran (BHMTHF), and 1-hydroxyhexane-2,5-dione (HHD), which were obtained in up to 92, 90, and 99?% selectivity, respectively, at quantitative conversion. In particular, the single (aqueous) phase reaction of HMF (0.2?m) carried out for 18?h at 60?°C under 30?bar of H2, allowed the exclusive synthesis of BHMF from the partial (carbonyl) hydrogenation of HMF, while the MP reaction run at a higher T and p (100?°C and 50?bar) proved excellent to achieve only HHD derived from a sequence of hydrogenation/hydrogenolysis. It is worth noting that under MP conditions, the catalyst was perfectly segregated in the IL, where it could be recycled without any leaching in the aqueous/hydrocarbon phases. Finally, the hydrogenation of HMF was explored in a H-Cube? flow reactor in the presence of different solvents, such as ethyl acetate, tetrahydrofuran, and ethanol. At 100?°C, 50?bar H2, and a flow rate of 0.1?mL?min?1, the process was optimized towards the formation of the full hydrogenation product BHMTHF. Ethyl acetate proved the best solvent. | es_ES |
dc.format.mimetype | application/pdf | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Wiley | es_ES |
dc.rights | https://creativecommons.org/licenses/by/4.0/ | es_ES |
dc.source | D. Rodríguez-Padrón, A. Perosa, L. Longo, R. Luque, M. Selva, ChemSusChem 2022, 15, e202200503. | es_ES |
dc.subject | 5-hydroxymethylfurfural | es_ES |
dc.subject | Biomass valorization | es_ES |
dc.subject | Continuous flow | es_ES |
dc.subject | Multiphase systems | es_ES |
dc.subject | Sustainability | es_ES |
dc.title | Tuning the Selectivity of the Hydrogenation/Hydrogenolysis of 5-Hydroxymethylfurfural under Batch Multiphase and Continuous-Flow Conditions | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.relation.publisherversion | https://doi.org/10.1002/cssc.202200503 | es_ES |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es_ES |