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首页> 外文期刊>RSC Advances >Mechanistic understanding of humin formation in the conversion of glucose and fructose to 5-hydroxymethylfurfural in [BMIM]Cl ionic liquid
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Mechanistic understanding of humin formation in the conversion of glucose and fructose to 5-hydroxymethylfurfural in [BMIM]Cl ionic liquid

机译：[BMIM] CL离子液体葡萄糖与果糖转化为5-羟甲基糠醛的机械理解

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摘要

Humin formation is one of the key issues that hinders economical 5-HMF production from hexose sugars such as glucose and fructose. In this work, the mechanism of humin formation in glucose/fructose conversion to HMF was studied in an ionic liquid system (1-butyl-3-methylimidazolium chloride, [BMIM]Cl) with CrCl(3)as the catalyst. Elemental analysis, XRD, FT-IR, and TEM were applied to study the molecular structure and morphology of the solid humins. The possible intermediates to form solid humins were investigated by HPLC-MS. We synthesized furanic model compounds that mimic the experimentally identified humin intermediates to investigate the mechanism of humin growth at an early stage. The results showed that a furan compound bearing a hydroxymethyl and an electron-donating group was unstable due to three types of reactions: (1) bimolecular ether formation reactions; (2) intermolecular addition reaction; (3) furan ring opening reaction with water. The stability of a furan compound in [BMIM]Cl was increased when the hydroxymethyl group of a furan compound was protected by a methyl group, and the stability was further enhanced with an additional electron-withdrawing group (such as an aldehyde group) on the furan ring. Protecting the hydroxymethyl group of 5-HMF with a methyl group allows easy separation of the products from the [BMIM]Cl solvent through extraction.
机译：避难室是从葡萄糖和果糖等己糖糖阻碍经济的5-HMF生产的关键问题之一。在这项工作中，在离子液体系统（1-丁基-3-甲基咪唑氯化铵，[Bmim] Cl）中，用CrCl（3）作为催化剂，研究了血管形成血管形成至HMF的机制。基因分析，XRD，FT-IR和TEM应用于研究纯腐湿的分子结构和形态。通过HPLC-MS研究形成固体腐湿的可能中间体。我们合成了呋喃模型化合物，模仿实验鉴定的休林中间体，以研究疏水生长在早期阶段的机制。结果表明，由于三种类型的反应，含有羟甲基和电子提供的羟甲基的呋喃化合物是不稳定的：（1）双分子醚形成反应; （2）分子间添加反应; （3）呋喃开环与水的反应。当呋喃化合物的羟甲基受到甲基的羟甲基时，呋喃化合物的稳定性增加，并且通过额外的吸电子基团（例如醛基）进一步增强了稳定性呋喃戒指。用甲基保护5-HMF的羟甲基致羟基甲基允许通过萃取容易地分离从[Bmim] Cl溶剂。

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  • 来源
    《RSC Advances》 |2020年第57期|共6页
  • 作者

    Xu Zhanwei; Yang Yiwen; Yan Peifang; Xia Zhi; Liu Xuebin; Zhang Z. Conrad;

  • 作者单位

    Chinese Acad Sci Dalian Inst Chem Phys Dalian Natl Lab Clean Energy State Key Lab Catalysis Dalian 116023 Peoples R China;

    Chinese Acad Sci Dalian Inst Chem Phys Dalian Natl Lab Clean Energy State Key Lab Catalysis Dalian 116023 Peoples R China;

    Chinese Acad Sci Dalian Inst Chem Phys Dalian Natl Lab Clean Energy State Key Lab Catalysis Dalian 116023 Peoples R China;

    Chinese Acad Sci Dalian Inst Chem Phys Dalian Natl Lab Clean Energy State Key Lab Catalysis Dalian 116023 Peoples R China;

    BP Grp Technol Energy Innovat Lab Appl Chem &

    Phys Ctr Expertise Dalian 116023 Peoples R China;

    Chinese Acad Sci Dalian Inst Chem Phys Dalian Natl Lab Clean Energy State Key Lab Catalysis Dalian 116023 Peoples R China;

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  • 正文语种 eng
  • 中图分类 化学;
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