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Solvent Free Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate Using Tin Exchanged Tungstophosphoric Acid Supported on K-10 Catalyst

[Image: see text] The manufacture of high-value products from biomass derived platform chemicals is becoming an integral part of the biorefinery industry. In this study, we demonstrate a green catalytic process using solvent free conditions for the synthesis of hydroxymethylfurfural (HMF) levulinate...

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Autores principales: Tiwari, Manishkumar S., Wagh, Dipti, Dicks, Jennifer Sarah, Keogh, John, Ansaldi, Michela, Ranade, Vivek V., Manyar, Haresh G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9896477/
https://www.ncbi.nlm.nih.gov/pubmed/36748078
http://dx.doi.org/10.1021/acsorginorgau.2c00027
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author Tiwari, Manishkumar S.
Wagh, Dipti
Dicks, Jennifer Sarah
Keogh, John
Ansaldi, Michela
Ranade, Vivek V.
Manyar, Haresh G.
author_facet Tiwari, Manishkumar S.
Wagh, Dipti
Dicks, Jennifer Sarah
Keogh, John
Ansaldi, Michela
Ranade, Vivek V.
Manyar, Haresh G.
author_sort Tiwari, Manishkumar S.
collection PubMed
description [Image: see text] The manufacture of high-value products from biomass derived platform chemicals is becoming an integral part of the biorefinery industry. In this study, we demonstrate a green catalytic process using solvent free conditions for the synthesis of hydroxymethylfurfural (HMF) levulinate from HMF and levulinic acid (LA) over tin exchanged tungstophosphoric acid (DTP) supported on K-10 (montmorillonite K-10 clay) as the catalyst. The structural properties of solid acid catalysts were characterized by using XRD, FT-IR, UV–vis, titration, and SEM techniques. Partial exchange of the H(+) of DTP with Sn (x = 1) resulted in enhanced acidity of the catalyst and showed an increase in the catalytic activity as compared to the unsubstituted DTP/K-10 as the catalyst. The effects of different reaction parameters were studied and optimized to get high yields of HMF levulinate. The kinetic model was developed by considering the Langmuir–Hinshelwood–Hougen–Watson (LHHW) mechanism, and the activation energy was calculated to be 41.2 kJ mol(–1). The prepared catalysts were easily recycled up to four times without any noticeable loss of activity, and hot filtration test indicated the heterogeneous nature of the catalytic activity. The overall process is environmentally benign and suitable for easy scale up.
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spelling pubmed-98964772023-02-04 Solvent Free Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate Using Tin Exchanged Tungstophosphoric Acid Supported on K-10 Catalyst Tiwari, Manishkumar S. Wagh, Dipti Dicks, Jennifer Sarah Keogh, John Ansaldi, Michela Ranade, Vivek V. Manyar, Haresh G. ACS Org Inorg Au [Image: see text] The manufacture of high-value products from biomass derived platform chemicals is becoming an integral part of the biorefinery industry. In this study, we demonstrate a green catalytic process using solvent free conditions for the synthesis of hydroxymethylfurfural (HMF) levulinate from HMF and levulinic acid (LA) over tin exchanged tungstophosphoric acid (DTP) supported on K-10 (montmorillonite K-10 clay) as the catalyst. The structural properties of solid acid catalysts were characterized by using XRD, FT-IR, UV–vis, titration, and SEM techniques. Partial exchange of the H(+) of DTP with Sn (x = 1) resulted in enhanced acidity of the catalyst and showed an increase in the catalytic activity as compared to the unsubstituted DTP/K-10 as the catalyst. The effects of different reaction parameters were studied and optimized to get high yields of HMF levulinate. The kinetic model was developed by considering the Langmuir–Hinshelwood–Hougen–Watson (LHHW) mechanism, and the activation energy was calculated to be 41.2 kJ mol(–1). The prepared catalysts were easily recycled up to four times without any noticeable loss of activity, and hot filtration test indicated the heterogeneous nature of the catalytic activity. The overall process is environmentally benign and suitable for easy scale up. American Chemical Society 2022-10-03 /pmc/articles/PMC9896477/ /pubmed/36748078 http://dx.doi.org/10.1021/acsorginorgau.2c00027 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Tiwari, Manishkumar S.
Wagh, Dipti
Dicks, Jennifer Sarah
Keogh, John
Ansaldi, Michela
Ranade, Vivek V.
Manyar, Haresh G.
Solvent Free Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate Using Tin Exchanged Tungstophosphoric Acid Supported on K-10 Catalyst
title Solvent Free Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate Using Tin Exchanged Tungstophosphoric Acid Supported on K-10 Catalyst
title_full Solvent Free Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate Using Tin Exchanged Tungstophosphoric Acid Supported on K-10 Catalyst
title_fullStr Solvent Free Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate Using Tin Exchanged Tungstophosphoric Acid Supported on K-10 Catalyst
title_full_unstemmed Solvent Free Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate Using Tin Exchanged Tungstophosphoric Acid Supported on K-10 Catalyst
title_short Solvent Free Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate Using Tin Exchanged Tungstophosphoric Acid Supported on K-10 Catalyst
title_sort solvent free upgrading of 5-hydroxymethylfurfural (hmf) with levulinic acid to hmf levulinate using tin exchanged tungstophosphoric acid supported on k-10 catalyst
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9896477/
https://www.ncbi.nlm.nih.gov/pubmed/36748078
http://dx.doi.org/10.1021/acsorginorgau.2c00027
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