Microwave Assisted Synthesis of 5-Hydroxymethylfurfural from Starch in AlCl3•6H2O/DMSO/[BMIM]Cl System

被引:37
作者
Goswami, Shrestha Roy [1 ]
Dumont, Marie-Josee [1 ]
Raghavan, Vijaya [1 ]
机构
[1] McGill Univ, Dept Bioresource Engn, 21111 Lakeshore Rd, Ste Anne De Bellevue, PQ H9X 3V9, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
SIZE-EXCLUSION CHROMATOGRAPHY; IONIC LIQUID-MIXTURES; METHYL SULFOXIDE DMSO; LIGNOCELLULOSIC BIOMASS; CATALYTIC CONVERSION; DIMETHYL-SULFOXIDE; EFFICIENT CONVERSION; METAL CHLORIDE; CORN STARCHES; D-FRUCTOSE;
D O I
10.1021/acs.iecr.6b00201
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
A successful protocol has been developed for the microwave assisted conversion of corn starch into 5-hydroxymethylfurfural (HMF): utilizing aluminum chloride hexahydrate (AlCl3 center dot 6H(2)O) and 1-butyl-3-methylimidazolium chloride ([BMIM] Cl) ionic liquid. HMF yield as high. as 59.8 wt % was achieved at 150 degrees C within a short reaction time of 20 min. The dimethyl sulfoxide (DMSO)/[BMIM]Cl system was found to be tolerant to optimal water content which influenced the product distribution. Levulinic acid was detected in negligible quantities, and humin content could be controlled by varying different process parameters. Satisfactory results were achieved when waxy corn starch (HMF yield 64.9 wt %) and high amylose corn starch (HMF yield 51.1 wt %) were compared as potential feedstock alternatives to fructose and glucose. The work provided significant insight into the synthesis of HMF in a microwave environment from sustainably sourced biomass such as starch having high amylopectin content.
引用
收藏
页码:4473 / 4481
页数:9
相关论文
共 52 条
  • [1] Mechanism of the dehydration of D-fructose to 5-hydroxymethylfurfural in dimethyl sulfoxide at 150 °C: an NMR study
    Amarasekara, Ananda S.
    Williams, LaToya D.
    Ebede, Chidinma C.
    [J]. CARBOHYDRATE RESEARCH, 2008, 343 (18) : 3021 - 3024
  • [2] Molecular and industrial aspects of glucose isomerase
    Bhosale, SH
    Rao, MB
    Deshpande, VV
    [J]. MICROBIOLOGICAL REVIEWS, 1996, 60 (02) : 280 - +
  • [3] Amylose conformational transitions in binary DMSO/water mixtures
    Cheetham, NWH
    Tao, LP
    [J]. STARCH-STARKE, 1997, 49 (10): : 407 - 415
  • [4] Liquid-phase catalytic processing of biomass-derived oxygenated hydrocarbons to fuels and chemicals
    Chheda, Juben N.
    Huber, George W.
    Dumesic, James A.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (38) : 7164 - 7183
  • [5] Production of 5-hydroxymethylfurfural and furfural by dehydration of biomass-derived mono- and poly-saccharides
    Chheda, Juben N.
    Roman-Leshkov, Yuriy
    Dumesic, James A.
    [J]. GREEN CHEMISTRY, 2007, 9 (04) : 342 - 350
  • [6] Insights into the Interplay of Lewis and Bronsted Acid Catalysts in Glucose and Fructose Conversion to 5-(Hydroxymethyl)furfural and Levulinic Acid in Aqueous Media
    Choudhary, Vinit
    Mushrif, Samir H.
    Ho, Christopher
    Anderko, Andrzej
    Nikolakis, Vladimiros
    Marinkovic, Nebojsa S.
    Frenkel, Anatoly I.
    Sandler, Stanley I.
    Vlachos, Dionisios G.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (10) : 3997 - 4006
  • [7] Direct conversion of starch to hydroxymethylfurfural in the presence of an ionic liquid with metal chloride
    Chun, Jae-An
    Lee, Jin-Woo
    Yi, Young-Byung
    Hong, Seong-Sig
    Chung, Chung-Han
    [J]. STARCH-STARKE, 2010, 62 (06): : 326 - 330
  • [8] Microwave-assisted chemistry of carbohydrates
    Corsaro, A
    Chiacchio, U
    Pistarà, V
    Romeo, G
    [J]. CURRENT ORGANIC CHEMISTRY, 2004, 8 (06) : 511 - 538
  • [9] Microwave assisted conversion of carbohydrates and biopolymers to 5-hydroxymethylfurfural with aluminium chloride catalyst in water
    De, Sudipta
    Dutta, Saikat
    Saha, Basudeb
    [J]. GREEN CHEMISTRY, 2011, 13 (10) : 2859 - 2868
  • [10] Fast and efficient DMSO-mediated dehydration of carbohydrates into 5-hydroxymethylfurfural
    Despax, Solenne
    Maurer, Carole
    Estrine, Boris
    Le Bras, Jean
    Hoffmann, Norbert
    Marinkovic, Sinisa
    Muzart, Jacques
    [J]. CATALYSIS COMMUNICATIONS, 2014, 51 : 5 - 9