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The sustainable production of succinic anhydride from renewable biomass

The selective production of C4 bulk chemicals from biomass is significant to replace the traditional method from petroleum resource. In this work, the succinic anhydride (SAN) is directly prepared from bio-based furanic platform compounds utilizing the visible light-induced oxygenation process, in w...

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Autores principales: Gao, Xiaoqian, Tong, Xinli, Zhang, Yi, Xue, Song
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10362136/
https://www.ncbi.nlm.nih.gov/pubmed/37485350
http://dx.doi.org/10.1016/j.isci.2023.107203
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author Gao, Xiaoqian
Tong, Xinli
Zhang, Yi
Xue, Song
author_facet Gao, Xiaoqian
Tong, Xinli
Zhang, Yi
Xue, Song
author_sort Gao, Xiaoqian
collection PubMed
description The selective production of C4 bulk chemicals from biomass is significant to replace the traditional method from petroleum resource. In this work, the succinic anhydride (SAN) is directly prepared from bio-based furanic platform compounds utilizing the visible light-induced oxygenation process, in which m-tetraphenyl porphyrin (H(2)TPP) and molecular oxygen was employed as the photocatalyst and terminal oxidant, respectively. Under optimal conditions, a 99.9% conversion with 97.8% selectivity of SAN was obtained from furoic acid (FAC) at room temperature. Moreover, the transformation of furfural and furfuryl alcohol with this system can also generate SAN, and the product selectivity is controllable by tuning light intensity and time. Furthermore, the EPR detection, isotope labeling, and control experiments exhibited that the generation of singlet oxygen plays a crucial role and 5-hydroxy-2(5H)-furanone is the main intermediate during the reaction. Finally, a possible reaction mechanism for the production of SAN from furanic compound is proposed.
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spelling pubmed-103621362023-07-23 The sustainable production of succinic anhydride from renewable biomass Gao, Xiaoqian Tong, Xinli Zhang, Yi Xue, Song iScience Article The selective production of C4 bulk chemicals from biomass is significant to replace the traditional method from petroleum resource. In this work, the succinic anhydride (SAN) is directly prepared from bio-based furanic platform compounds utilizing the visible light-induced oxygenation process, in which m-tetraphenyl porphyrin (H(2)TPP) and molecular oxygen was employed as the photocatalyst and terminal oxidant, respectively. Under optimal conditions, a 99.9% conversion with 97.8% selectivity of SAN was obtained from furoic acid (FAC) at room temperature. Moreover, the transformation of furfural and furfuryl alcohol with this system can also generate SAN, and the product selectivity is controllable by tuning light intensity and time. Furthermore, the EPR detection, isotope labeling, and control experiments exhibited that the generation of singlet oxygen plays a crucial role and 5-hydroxy-2(5H)-furanone is the main intermediate during the reaction. Finally, a possible reaction mechanism for the production of SAN from furanic compound is proposed. Elsevier 2023-06-25 /pmc/articles/PMC10362136/ /pubmed/37485350 http://dx.doi.org/10.1016/j.isci.2023.107203 Text en © 2023 The Authors https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article
Gao, Xiaoqian
Tong, Xinli
Zhang, Yi
Xue, Song
The sustainable production of succinic anhydride from renewable biomass
title The sustainable production of succinic anhydride from renewable biomass
title_full The sustainable production of succinic anhydride from renewable biomass
title_fullStr The sustainable production of succinic anhydride from renewable biomass
title_full_unstemmed The sustainable production of succinic anhydride from renewable biomass
title_short The sustainable production of succinic anhydride from renewable biomass
title_sort sustainable production of succinic anhydride from renewable biomass
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10362136/
https://www.ncbi.nlm.nih.gov/pubmed/37485350
http://dx.doi.org/10.1016/j.isci.2023.107203
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