Tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5-hydroxymethylfurfural

Abstract In an attempt to prepare a low-cost and efficient acidic heterogeneous catalyst for the conversion of fructose to 5-hydroxymethylfurfural under mild reaction conditions, the acidity of halloysite was improved by covalent grafting of an acidic polyionic liquid. More precisely, halloysite was...

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Main Authors: Samahe Sadjadi, Soheila Yaghoubi, Xuemin Zhong, Peng Yuan, Majid M. Heravi
Format: Article
Language:English
Published: Nature Portfolio 2023-05-01
Series:Scientific Reports
Online Access:https://doi.org/10.1038/s41598-023-34876-4
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author Samahe Sadjadi
Soheila Yaghoubi
Xuemin Zhong
Peng Yuan
Majid M. Heravi
author_facet Samahe Sadjadi
Soheila Yaghoubi
Xuemin Zhong
Peng Yuan
Majid M. Heravi
author_sort Samahe Sadjadi
collection DOAJ
description Abstract In an attempt to prepare a low-cost and efficient acidic heterogeneous catalyst for the conversion of fructose to 5-hydroxymethylfurfural under mild reaction conditions, the acidity of halloysite was improved by covalent grafting of an acidic polyionic liquid. More precisely, halloysite was first vinyl functionalized and then polymerized with vinyl imidazole and 2-acrylamido-2-methylpropanesulfonic acid. The tangling imidazole rings were further converted to acidic ionic liquids by treating them with chlorosulfuric acid. UV–Vis spectroscopy and Hammett equation confirmed that conjugation of acid polyionic liquid resulted in the increase of the acidity of halloysite. Investigation of the efficiency of the catalyst for the synthesis of 5-hydroxymethylfurfural and optimization of reaction variables showed that 5-hydroxymethylfurfural was yielded in 97.8% after 30 min under the optimum conditions, i.e. catalyst loading of 20 wt% at 70 °C. Notably, the catalyst was highly reusable and it could be reused for at least seven reaction runs with insignificant loss of its activity. Furthermore, this catalyst could also promote the conversion of sucrose and maltose to give moderate yields of 5-hydroxymethylfurfural.
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spelling doaj.art-bf1a7fafe25b4e19bedada711cee9f482023-05-14T11:16:55ZengNature PortfolioScientific Reports2045-23222023-05-0113111110.1038/s41598-023-34876-4Tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5-hydroxymethylfurfuralSamahe Sadjadi0Soheila Yaghoubi1Xuemin Zhong2Peng Yuan3Majid M. Heravi4Gas Conversion Department, Faculty of Petrochemicals, Iran , Polymer and Petrochemical InstituteDepartment of Chemistry, School of Physic and Chemistry, Alzahra UniversityCAS Key Laboratory of Mineralogy and Metallogeny/Guangdong Provincial Key Laboratory of Mineral Physics and Materials, Guangzhou Institute of Geochemistry, Chinese Academy of SciencesSchool of Environmental Science and Engineering, Guangdong University of TechnologyDepartment of Chemistry, School of Physic and Chemistry, Alzahra UniversityAbstract In an attempt to prepare a low-cost and efficient acidic heterogeneous catalyst for the conversion of fructose to 5-hydroxymethylfurfural under mild reaction conditions, the acidity of halloysite was improved by covalent grafting of an acidic polyionic liquid. More precisely, halloysite was first vinyl functionalized and then polymerized with vinyl imidazole and 2-acrylamido-2-methylpropanesulfonic acid. The tangling imidazole rings were further converted to acidic ionic liquids by treating them with chlorosulfuric acid. UV–Vis spectroscopy and Hammett equation confirmed that conjugation of acid polyionic liquid resulted in the increase of the acidity of halloysite. Investigation of the efficiency of the catalyst for the synthesis of 5-hydroxymethylfurfural and optimization of reaction variables showed that 5-hydroxymethylfurfural was yielded in 97.8% after 30 min under the optimum conditions, i.e. catalyst loading of 20 wt% at 70 °C. Notably, the catalyst was highly reusable and it could be reused for at least seven reaction runs with insignificant loss of its activity. Furthermore, this catalyst could also promote the conversion of sucrose and maltose to give moderate yields of 5-hydroxymethylfurfural.https://doi.org/10.1038/s41598-023-34876-4
spellingShingle Samahe Sadjadi
Soheila Yaghoubi
Xuemin Zhong
Peng Yuan
Majid M. Heravi
Tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5-hydroxymethylfurfural
Scientific Reports
title Tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5-hydroxymethylfurfural
title_full Tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5-hydroxymethylfurfural
title_fullStr Tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5-hydroxymethylfurfural
title_full_unstemmed Tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5-hydroxymethylfurfural
title_short Tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5-hydroxymethylfurfural
title_sort tuning the acidity of halloysite by polyionic liquid to develop an efficient catalyst for the conversion of fructose to 5 hydroxymethylfurfural
url https://doi.org/10.1038/s41598-023-34876-4
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