Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanism

Synthesis of 5-hydroxymethylfurfural (HMF) from glucose was done in H2O, dimethylsulfoxide (DMSO) and 1-butyl-3-methylimidazolium chloride ([Bmim]Cl) catalyzed by metal (III) chloride (FeCl3·6H2O, CrCl3·6H2O and AlCl3). The effects of solvent/catalyst system and temperature/time on the performance o...

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Main Authors: Cunshan Zhou, Jing Zhao, Abu ElGasim A. Yagoub, Haile Ma, Xiaojie Yu, Jiali Hu, Xinjie Bao, Shulan Liu
Format: Article
Language:English
Published: Egyptian Petroleum Research Institute 2017-06-01
Series:Egyptian Journal of Petroleum
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Online Access:http://www.sciencedirect.com/science/article/pii/S1110062116300216
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author Cunshan Zhou
Jing Zhao
Abu ElGasim A. Yagoub
Haile Ma
Xiaojie Yu
Jiali Hu
Xinjie Bao
Shulan Liu
author_facet Cunshan Zhou
Jing Zhao
Abu ElGasim A. Yagoub
Haile Ma
Xiaojie Yu
Jiali Hu
Xinjie Bao
Shulan Liu
author_sort Cunshan Zhou
collection DOAJ
description Synthesis of 5-hydroxymethylfurfural (HMF) from glucose was done in H2O, dimethylsulfoxide (DMSO) and 1-butyl-3-methylimidazolium chloride ([Bmim]Cl) catalyzed by metal (III) chloride (FeCl3·6H2O, CrCl3·6H2O and AlCl3). The effects of solvent/catalyst system and temperature/time on the performance of the reaction are studied. HMF yield in the different solvents follows a decreasing order as DMSO > [Bmim]Cl > H2O. The highest HMF yield is achieved by CrCl3·6H2O, followed by AlCl3 and then FeCl3·6H2O. An optimal temperature/time is found at 393 K or 403 K and a time between 30 min and 480 min. Under the optimal reaction conditions, HMF yields of 54.43% and 52.86% are obtained in DMSO with CrCl3·6H2O at 403 K and 480 min and AlCl3 at 393 K and 240 min, respectively. The mechanism of the halide chlorides catalyzed glucose conversion reaction is proposed. The kinetic model is established to describe the HMF formation and the experimental data conform to the model.
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spelling doaj-art-938b7d39c29249eb95bd684ef4f2e7e02025-08-20T03:37:19ZengEgyptian Petroleum Research InstituteEgyptian Journal of Petroleum1110-06212017-06-0126247748710.1016/j.ejpe.2016.07.005Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanismCunshan Zhou0Jing Zhao1Abu ElGasim A. Yagoub2Haile Ma3Xiaojie Yu4Jiali Hu5Xinjie Bao6Shulan Liu7School of Food and Biological Engineering, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, ChinaSchool of Food and Biological Engineering, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, ChinaSchool of Food and Biological Engineering, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, ChinaSchool of Food and Biological Engineering, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, ChinaSchool of Food and Biological Engineering, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, ChinaSchool of Food and Biological Engineering, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, ChinaSchool of Food and Biological Engineering, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, ChinaSchool of Food and Biological Engineering, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, ChinaSynthesis of 5-hydroxymethylfurfural (HMF) from glucose was done in H2O, dimethylsulfoxide (DMSO) and 1-butyl-3-methylimidazolium chloride ([Bmim]Cl) catalyzed by metal (III) chloride (FeCl3·6H2O, CrCl3·6H2O and AlCl3). The effects of solvent/catalyst system and temperature/time on the performance of the reaction are studied. HMF yield in the different solvents follows a decreasing order as DMSO > [Bmim]Cl > H2O. The highest HMF yield is achieved by CrCl3·6H2O, followed by AlCl3 and then FeCl3·6H2O. An optimal temperature/time is found at 393 K or 403 K and a time between 30 min and 480 min. Under the optimal reaction conditions, HMF yields of 54.43% and 52.86% are obtained in DMSO with CrCl3·6H2O at 403 K and 480 min and AlCl3 at 393 K and 240 min, respectively. The mechanism of the halide chlorides catalyzed glucose conversion reaction is proposed. The kinetic model is established to describe the HMF formation and the experimental data conform to the model.http://www.sciencedirect.com/science/article/pii/S1110062116300216d-Glucose5-Hydroxymethylfurfural synthesisKineticsSolventsMetal chlorides catalysis
spellingShingle Cunshan Zhou
Jing Zhao
Abu ElGasim A. Yagoub
Haile Ma
Xiaojie Yu
Jiali Hu
Xinjie Bao
Shulan Liu
Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanism
Egyptian Journal of Petroleum
d-Glucose
5-Hydroxymethylfurfural synthesis
Kinetics
Solvents
Metal chlorides catalysis
title Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanism
title_full Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanism
title_fullStr Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanism
title_full_unstemmed Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanism
title_short Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanism
title_sort conversion of glucose into 5 hydroxymethylfurfural in different solvents and catalysts reaction kinetics and mechanism
topic d-Glucose
5-Hydroxymethylfurfural synthesis
Kinetics
Solvents
Metal chlorides catalysis
url http://www.sciencedirect.com/science/article/pii/S1110062116300216
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