Promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in water

Carbonaceous catalysts with sulfonic acid (-SO3H) groups are showing promising performances in the conversion of mono- and poly-saccharides, however, their applications in the hydrodeoxygenation (HDO) of oxygen-rich lignin derivatives are rarely reported. Herein, we report a facile synthetic approac...

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Main Authors: Jiansu Ran, Ruixue YangCheng, Yuntong Cui, Jianjian Wang
Format: Article
Language:English
Published: Elsevier 2022-01-01
Series:Current Research in Green and Sustainable Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666086521001776
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author Jiansu Ran
Ruixue YangCheng
Yuntong Cui
Jianjian Wang
author_facet Jiansu Ran
Ruixue YangCheng
Yuntong Cui
Jianjian Wang
author_sort Jiansu Ran
collection DOAJ
description Carbonaceous catalysts with sulfonic acid (-SO3H) groups are showing promising performances in the conversion of mono- and poly-saccharides, however, their applications in the hydrodeoxygenation (HDO) of oxygen-rich lignin derivatives are rarely reported. Herein, we report a facile synthetic approach for one-step preparation of porous carbonaceous solid acids with –SO3H groups (OHCA) where monosaccharide, polysaccharide, and raw biomass can be used as carbon precursors. These porous carbonaceous solid acids supported ultrafine palladium nanoparticles (Pd/OHCA) exhibited excellent performances in the HDO of vanillin (VAN) in water. We found that Pd nanoparticles (Pd NPs) were responsible for the hydrogenation of VAN to vanillyl alcohol (VAL) and acidic groups were crucial for the hydrogenolysis of generated VAL to 2-methoxy-4-methylphenol (MMP). Importantly, VAL once generated can be immediately converted to MMP via synergistic catalysis between acidic groups and Pd NPs, avoiding the formation of by-products. Pd/OHCA catalyst also exhibited excellent stability in the HDO of VAN and retained its activities in the six consecutive runs. The findings of this work provide a new thought for the HDO of biomass derivatives over biomass-based carbon catalysts.
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spelling doaj.art-dfc1ae001af64384afa74a10a06f63682022-12-22T02:59:57ZengElsevierCurrent Research in Green and Sustainable Chemistry2666-08652022-01-015100230Promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in waterJiansu Ran0Ruixue YangCheng1Yuntong Cui2Jianjian Wang3State Key Laboratory of Coal Mine Disaster Dynamics and Control, Chongqing University, Chongqing, 400044, China; Multi-scale Porous Materials Center, Institute of Advanced Interdisciplinary Studies & School of Chemistry and Chemical Engineering, Chongqing University, Chongqing, 400045, ChinaMulti-scale Porous Materials Center, Institute of Advanced Interdisciplinary Studies & School of Chemistry and Chemical Engineering, Chongqing University, Chongqing, 400045, ChinaMulti-scale Porous Materials Center, Institute of Advanced Interdisciplinary Studies & School of Chemistry and Chemical Engineering, Chongqing University, Chongqing, 400045, ChinaState Key Laboratory of Coal Mine Disaster Dynamics and Control, Chongqing University, Chongqing, 400044, China; Multi-scale Porous Materials Center, Institute of Advanced Interdisciplinary Studies & School of Chemistry and Chemical Engineering, Chongqing University, Chongqing, 400045, China; Corresponding author. State Key Laboratory of Coal Mine Disaster Dynamics and Control, Chongqing University, Chongqing, 400044, China.Carbonaceous catalysts with sulfonic acid (-SO3H) groups are showing promising performances in the conversion of mono- and poly-saccharides, however, their applications in the hydrodeoxygenation (HDO) of oxygen-rich lignin derivatives are rarely reported. Herein, we report a facile synthetic approach for one-step preparation of porous carbonaceous solid acids with –SO3H groups (OHCA) where monosaccharide, polysaccharide, and raw biomass can be used as carbon precursors. These porous carbonaceous solid acids supported ultrafine palladium nanoparticles (Pd/OHCA) exhibited excellent performances in the HDO of vanillin (VAN) in water. We found that Pd nanoparticles (Pd NPs) were responsible for the hydrogenation of VAN to vanillyl alcohol (VAL) and acidic groups were crucial for the hydrogenolysis of generated VAL to 2-methoxy-4-methylphenol (MMP). Importantly, VAL once generated can be immediately converted to MMP via synergistic catalysis between acidic groups and Pd NPs, avoiding the formation of by-products. Pd/OHCA catalyst also exhibited excellent stability in the HDO of VAN and retained its activities in the six consecutive runs. The findings of this work provide a new thought for the HDO of biomass derivatives over biomass-based carbon catalysts.http://www.sciencedirect.com/science/article/pii/S2666086521001776BiomassCarbonaceous solid acidHeterogeneous catalysisSynergistic catalysisUltrafine Pd nanoparticles
spellingShingle Jiansu Ran
Ruixue YangCheng
Yuntong Cui
Jianjian Wang
Promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in water
Current Research in Green and Sustainable Chemistry
Biomass
Carbonaceous solid acid
Heterogeneous catalysis
Synergistic catalysis
Ultrafine Pd nanoparticles
title Promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in water
title_full Promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in water
title_fullStr Promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in water
title_full_unstemmed Promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in water
title_short Promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in water
title_sort promotion of sulfonic acid groups on biomass carbons loading ultrafine palladium nanoparticles for the efficient hydrodeoxygenation of vanillin in water
topic Biomass
Carbonaceous solid acid
Heterogeneous catalysis
Synergistic catalysis
Ultrafine Pd nanoparticles
url http://www.sciencedirect.com/science/article/pii/S2666086521001776
work_keys_str_mv AT jiansuran promotionofsulfonicacidgroupsonbiomasscarbonsloadingultrafinepalladiumnanoparticlesfortheefficienthydrodeoxygenationofvanillininwater
AT ruixueyangcheng promotionofsulfonicacidgroupsonbiomasscarbonsloadingultrafinepalladiumnanoparticlesfortheefficienthydrodeoxygenationofvanillininwater
AT yuntongcui promotionofsulfonicacidgroupsonbiomasscarbonsloadingultrafinepalladiumnanoparticlesfortheefficienthydrodeoxygenationofvanillininwater
AT jianjianwang promotionofsulfonicacidgroupsonbiomasscarbonsloadingultrafinepalladiumnanoparticlesfortheefficienthydrodeoxygenationofvanillininwater