On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone

Aqueous phase hydrogenative rearrangement of furfural (FAL) to cyclopentanone (CPO) via furfuryl alcohol (FOL) has been studied over Pd catalysts supported on H–ZSM–5 zeolites. Pd states, zeolite properties and reaction condition parameters were optimized, affording 98% selectivity and 120 h−1 speci...

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Main Authors: Gao, Xing, Ding, Yingying, Peng, Lilin, Yang, Dan, Wan, Xiaoyue, Zhou, Chunmei, Liu, Wen, Dai, Yihu, Yang, Yanhui
Other Authors: School of Chemical and Biomedical Engineering
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/163670
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1636702022-12-13T07:56:55Z On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone Gao, Xing Ding, Yingying Peng, Lilin Yang, Dan Wan, Xiaoyue Zhou, Chunmei Liu, Wen Dai, Yihu Yang, Yanhui School of Chemical and Biomedical Engineering Engineering::Chemical engineering Biomass Conversion Furfural Aqueous phase hydrogenative rearrangement of furfural (FAL) to cyclopentanone (CPO) via furfuryl alcohol (FOL) has been studied over Pd catalysts supported on H–ZSM–5 zeolites. Pd states, zeolite properties and reaction condition parameters were optimized, affording 98% selectivity and 120 h−1 specific reaction rate over 2% Pd/H–ZSM–5(25) catalyst at 160 °C and 3 MPa H2. For hydrogenation of FAL–to–FOL, the activity was related to the Si/Al ratio and acid property of zeolite supports. For hydrogenative rearrangement of FOL–to–CPO, pure H–ZSM–5 zeolite could catalyze single–step conversion with relatively low reaction rate, whereas the presence of Pd sites could achieve multi–step transformation with remarkably increased rate, highlighting Pd–zeolite acid sites synergy. Proton and furanylmethoxy–relevant intermediates were captured with spin trapping electron paramagnetic resonance experiments, and 4–hydroxy–2–cyclopentenone and 2–cyclopentenone were also identified as key intermediates in tandem reaction pathway to produce CPO. We thank National Natural Science Foundation of China (21802070 and 22178161) and National Key R&D Program of China (2018YFE0122600) for financial support. 2022-12-13T07:56:54Z 2022-12-13T07:56:54Z 2022 Journal Article Gao, X., Ding, Y., Peng, L., Yang, D., Wan, X., Zhou, C., Liu, W., Dai, Y. & Yang, Y. (2022). On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone. Fuel, 314, 123074-. https://dx.doi.org/10.1016/j.fuel.2021.123074 0016-2361 https://hdl.handle.net/10356/163670 10.1016/j.fuel.2021.123074 2-s2.0-85123201630 314 123074 en Fuel © 2021 Elsevier Ltd. All rights reserved.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Engineering::Chemical engineering
Biomass Conversion
Furfural
spellingShingle Engineering::Chemical engineering
Biomass Conversion
Furfural
Gao, Xing
Ding, Yingying
Peng, Lilin
Yang, Dan
Wan, Xiaoyue
Zhou, Chunmei
Liu, Wen
Dai, Yihu
Yang, Yanhui
On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone
description Aqueous phase hydrogenative rearrangement of furfural (FAL) to cyclopentanone (CPO) via furfuryl alcohol (FOL) has been studied over Pd catalysts supported on H–ZSM–5 zeolites. Pd states, zeolite properties and reaction condition parameters were optimized, affording 98% selectivity and 120 h−1 specific reaction rate over 2% Pd/H–ZSM–5(25) catalyst at 160 °C and 3 MPa H2. For hydrogenation of FAL–to–FOL, the activity was related to the Si/Al ratio and acid property of zeolite supports. For hydrogenative rearrangement of FOL–to–CPO, pure H–ZSM–5 zeolite could catalyze single–step conversion with relatively low reaction rate, whereas the presence of Pd sites could achieve multi–step transformation with remarkably increased rate, highlighting Pd–zeolite acid sites synergy. Proton and furanylmethoxy–relevant intermediates were captured with spin trapping electron paramagnetic resonance experiments, and 4–hydroxy–2–cyclopentenone and 2–cyclopentenone were also identified as key intermediates in tandem reaction pathway to produce CPO.
author2 School of Chemical and Biomedical Engineering
author_facet School of Chemical and Biomedical Engineering
Gao, Xing
Ding, Yingying
Peng, Lilin
Yang, Dan
Wan, Xiaoyue
Zhou, Chunmei
Liu, Wen
Dai, Yihu
Yang, Yanhui
format Article
author Gao, Xing
Ding, Yingying
Peng, Lilin
Yang, Dan
Wan, Xiaoyue
Zhou, Chunmei
Liu, Wen
Dai, Yihu
Yang, Yanhui
author_sort Gao, Xing
title On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone
title_short On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone
title_full On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone
title_fullStr On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone
title_full_unstemmed On the effect of zeolite acid property and reaction pathway in Pd–catalyzed hydrogenation of furfural to cyclopentanone
title_sort on the effect of zeolite acid property and reaction pathway in pd–catalyzed hydrogenation of furfural to cyclopentanone
publishDate 2022
url https://hdl.handle.net/10356/163670
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