Synthesis of 5-ethoxymethylfurfural from saccharides using combined metal–surfactant catalyst in ethanol/dimethyl sulfoxide

被引:0
|
作者
Yoshikazu Mori
Yoshihiro Katayama
Toshiyuki Shikata
Natsuki Kasuya
机构
[1] Tokyo University of Agriculture and Technology,United Graduate School of Agricultural Science
[2] Nihon University,College of Bioresource Sciences
[3] Tokyo University of Agriculture and Technology,Institute of Agriculture
来源
Research on Chemical Intermediates | 2020年 / 46卷
关键词
Combined metal–surfactant catalysts; Dimethyl sulfoxide; 5-Ethoxymethylfurfural; Glucose; 5-Hydroxymethylfurfural; Lewis acid;
D O I
暂无
中图分类号
学科分类号
摘要
The synthesis of 5-ethoxymethylfurfural (EMF) from glucose using metal chlorides or combined metal–surfactant catalysts as Lewis acids in a solution of ethanol/dimethyl sulfoxide was investigated. Metal chlorides such as aluminum chloride and chromium(III) chloride mainly produced 5-hydroxymethylfurfural and ethyl glucoside in reactions at 140 °C for 180 min. However, the combined metal–surfactant catalysts aluminum tridodecyl sulfate (Al(DS)3) and chromium(III) tridodecyl sulfate efficiently improved the yield of EMF from glucose. The maximum yield of EMF using Al(DS)3 was 37.9% at 160 °C for 60 min. Moreover, the EMF yields from other saccharides (fructose, mannose, sucrose, cellobiose, and inulin) in the presence of Al(DS)3 as a catalyst ranged from 31.2 to 59.3%.
引用
收藏
页码:609 / 620
页数:11
相关论文
共 50 条
  • [1] Synthesis of 5-ethoxymethylfurfural from saccharides using combined metal-surfactant catalyst in ethanol/dimethyl sulfoxide
    Mori, Yoshikazu
    Katayama, Yoshihiro
    Shikata, Toshiyuki
    Kasuya, Natsuki
    RESEARCH ON CHEMICAL INTERMEDIATES, 2020, 46 (01) : 609 - 620
  • [2] Insights into the Metal Salt Catalyzed 5-Ethoxymethylfurfural Synthesis from Carbohydrates
    Yu, Xin
    Gao, Xueying
    Tao, Ruili
    Peng, Lincai
    CATALYSTS, 2017, 7 (06):
  • [3] Synthesis of 5-Ethoxymethylfurfural from Fructose and Inulin Catalyzed by a Magnetically Recoverable Acid Catalyst
    Zhang, Zehui
    Wang, Yimei
    Fang, Zhongfeng
    Liu, Bing
    CHEMPLUSCHEM, 2014, 79 (02): : 233 - 240
  • [4] Insights into Microwave-Assisted Synthesis of 5-Ethoxymethylfurfural and Ethyl Levulinate Using Tungsten Disulfide as a Catalyst
    Quereshi, Shireen
    Ahmad, Ejaz
    Pant, Kamal K. K.
    Dutta, Suman
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2020, 8 (04) : 1721 - 1729
  • [5] Efficient synthesis of promising liquid fuels 5-ethoxymethylfurfural from carbohydrates
    Yuan, Ziliang
    Zhang, Zehui
    Zheng, Judun
    Lin, Jintao
    FUEL, 2015, 150 : 236 - 242
  • [6] Magnetically-recoverable carbonaceous material: An efficient catalyst for the synthesis of 5-hydroxymethylfurfural and 5-ethoxymethylfurfural from carbohydrates
    Yao, Y.
    Gu, Z.
    Wang, Y.
    Wang, H. -J.
    Li, W.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2016, 86 (07) : 1698 - 1704
  • [7] Catalytic Synthesis of the Biofuel 5-Ethoxymethylfurfural (EMF) from Biomass Sugars
    Yu, Dayong
    Liu, Xiaofang
    Jiang, Jingjing
    Liu, Yixuan
    Tan, Jinyu
    Li, Hu
    JOURNAL OF CHEMISTRY, 2021, 2021
  • [8] Magnetically-recoverable carbonaceous material: An efficient catalyst for the synthesis of 5-hydroxymethylfurfural and 5-ethoxymethylfurfural from carbohydrates
    Y. Yao
    Z. Gu
    Y. Wang
    H.-J. Wang
    W. Li
    Russian Journal of General Chemistry, 2016, 86 : 1698 - 1704
  • [9] Mechanism of Glucose Conversion into 5-Ethoxymethylfurfural in Ethanol with Hydrogen Sulfate Ionic Liquid Additives and a Lewis Acid Catalyst
    Guo, Haixin
    Duereh, Alif
    Hiraga, Yuya
    Qi, Xinhua
    Smith, Richard Lee, Jr.
    ENERGY & FUELS, 2018, 32 (08) : 8411 - 8419
  • [10] Synthesis of 5-ethoxymethylfurfural from 5-hydroxymethylfurfural and fructose in ethanol catalyzed by MCM-41 supported phosphotungstic acid
    Liu, Anqiu
    Zhang, Zehui
    Fang, Zhongfeng
    Liu, Bing
    Huang, Kecheng
    JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, 2014, 20 (04) : 1977 - 1984