Preparation of 5-(Hydroxymethyl)furfural by the Catalytic Degradation of Cellulose in an Ionic Liquid/Organic Biphasic System

This work has established the optimum reaction conditions in a biphasic system using microcrystalline cellulose as the raw material, an ionic liquid as the solvent, metal chloride as a catalyst, and an organic solvent as the extraction reagent. The optimum reaction conditions were microcrystalline c...

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Main Authors: Heng Zhang, Suxiang Li, Xue Song, Pengfei Li, Junxun Li
Format: Article
Language:English
Published: North Carolina State University 2016-04-01
Series:BioResources
Subjects:
Online Access:http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_11_2_5190_Zhang_Catalytic_Degradation_Cellulose_Biphasic
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author Heng Zhang
Suxiang Li
Xue Song
Pengfei Li
Junxun Li
author_facet Heng Zhang
Suxiang Li
Xue Song
Pengfei Li
Junxun Li
author_sort Heng Zhang
collection DOAJ
description This work has established the optimum reaction conditions in a biphasic system using microcrystalline cellulose as the raw material, an ionic liquid as the solvent, metal chloride as a catalyst, and an organic solvent as the extraction reagent. The optimum reaction conditions were microcrystalline cellulose:ionic liquid - 1:10 (mass ratio), chromium(III) chloride (CrCl3) - 6.8 mol% (based on the glucose unit of cellulose molecule), reaction time - 3 h, temperature - 130 °C, and mass ratio of 1-butyl-3-methyl-imidazolium chloride ([BMIM]Cl) to methylbenzene - 1:4.4]. Under these conditions, the yields of glucose and 5-(hydroxymethyl)furfural (5-HMF) were 27% and 55%, respectively. The solvent [BMIM]Cl could be reused twice. The first recovery rate of [BMIM]Cl was approximately 70.9%. The product 5-HMF was obtained in 64.7% yield, which decreased after the first [BMIM]Cl recycling. The second recovery rate of [BMIM]Cl was 45%. The yield of 5-HMF was 39.6%, which decreased after the second recycling of [BMIM]Cl. In this paper, the energy consumption, operation, reutilization of [BMIM]Cl, and product yields of a one-phase system and a biphasic system were compared. Experimental results demonstrated that the biphasic solvent system was suitable for the degradation of cellulose to glucose and 5-HMF.
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spelling doaj.art-9e578b69d5d9454f8d415da539396b3d2022-12-22T02:05:42ZengNorth Carolina State UniversityBioResources1930-21261930-21262016-04-011125190520310.15376/biores.11.2.5190-5203Preparation of 5-(Hydroxymethyl)furfural by the Catalytic Degradation of Cellulose in an Ionic Liquid/Organic Biphasic SystemHeng Zhang0Suxiang Li1Xue Song2Pengfei Li3Junxun Li4College of Chemical Engineering, Qingdao University of Science & Technology, Qingdao, Shandong, 266042, China; State Key Laboratory of Pulp and Paper Engineering , South China University of Technology , Guangzhou, 510640, China; ChinaCollege of Chemical Engineering, Qingdao University of Science & Technology, Qingdao, Shandong, 266042, China; ChinaCollege of Chemical Engineering, Qingdao University of Science & Technology, Qingdao, Shandong, 266042, China; ChinaCollege of Chemical Engineering, Qingdao University of Science & Technology, Qingdao, Shandong, 266042, China; ChinaTai′an Shengliyuan Bioengineering Co., Ltd, Tai′an,271000, China; ChinaThis work has established the optimum reaction conditions in a biphasic system using microcrystalline cellulose as the raw material, an ionic liquid as the solvent, metal chloride as a catalyst, and an organic solvent as the extraction reagent. The optimum reaction conditions were microcrystalline cellulose:ionic liquid - 1:10 (mass ratio), chromium(III) chloride (CrCl3) - 6.8 mol% (based on the glucose unit of cellulose molecule), reaction time - 3 h, temperature - 130 °C, and mass ratio of 1-butyl-3-methyl-imidazolium chloride ([BMIM]Cl) to methylbenzene - 1:4.4]. Under these conditions, the yields of glucose and 5-(hydroxymethyl)furfural (5-HMF) were 27% and 55%, respectively. The solvent [BMIM]Cl could be reused twice. The first recovery rate of [BMIM]Cl was approximately 70.9%. The product 5-HMF was obtained in 64.7% yield, which decreased after the first [BMIM]Cl recycling. The second recovery rate of [BMIM]Cl was 45%. The yield of 5-HMF was 39.6%, which decreased after the second recycling of [BMIM]Cl. In this paper, the energy consumption, operation, reutilization of [BMIM]Cl, and product yields of a one-phase system and a biphasic system were compared. Experimental results demonstrated that the biphasic solvent system was suitable for the degradation of cellulose to glucose and 5-HMF.http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_11_2_5190_Zhang_Catalytic_Degradation_Cellulose_BiphasicMicrocrystalline celluloseOrganic solventIonic liquid5-HMF
spellingShingle Heng Zhang
Suxiang Li
Xue Song
Pengfei Li
Junxun Li
Preparation of 5-(Hydroxymethyl)furfural by the Catalytic Degradation of Cellulose in an Ionic Liquid/Organic Biphasic System
BioResources
Microcrystalline cellulose
Organic solvent
Ionic liquid
5-HMF
title Preparation of 5-(Hydroxymethyl)furfural by the Catalytic Degradation of Cellulose in an Ionic Liquid/Organic Biphasic System
title_full Preparation of 5-(Hydroxymethyl)furfural by the Catalytic Degradation of Cellulose in an Ionic Liquid/Organic Biphasic System
title_fullStr Preparation of 5-(Hydroxymethyl)furfural by the Catalytic Degradation of Cellulose in an Ionic Liquid/Organic Biphasic System
title_full_unstemmed Preparation of 5-(Hydroxymethyl)furfural by the Catalytic Degradation of Cellulose in an Ionic Liquid/Organic Biphasic System
title_short Preparation of 5-(Hydroxymethyl)furfural by the Catalytic Degradation of Cellulose in an Ionic Liquid/Organic Biphasic System
title_sort preparation of 5 hydroxymethyl furfural by the catalytic degradation of cellulose in an ionic liquid organic biphasic system
topic Microcrystalline cellulose
Organic solvent
Ionic liquid
5-HMF
url http://ojs.cnr.ncsu.edu/index.php/BioRes/article/view/BioRes_11_2_5190_Zhang_Catalytic_Degradation_Cellulose_Biphasic
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AT suxiangli preparationof5hydroxymethylfurfuralbythecatalyticdegradationofcelluloseinanionicliquidorganicbiphasicsystem
AT xuesong preparationof5hydroxymethylfurfuralbythecatalyticdegradationofcelluloseinanionicliquidorganicbiphasicsystem
AT pengfeili preparationof5hydroxymethylfurfuralbythecatalyticdegradationofcelluloseinanionicliquidorganicbiphasicsystem
AT junxunli preparationof5hydroxymethylfurfuralbythecatalyticdegradationofcelluloseinanionicliquidorganicbiphasicsystem