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Production of 5-hydroxymethylfurfural from fructose by a thermo-regulated and recyclable Bronsted acidic ionic liquid catalyst

机译:通过温度调节和可回收的布朗斯台德酸性离子液体催化剂由果糖生产5-羟甲基糠醛

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In this work, a thermo-regulated recyclable catalytic system using ionic liquid [HO(2)CMMIm] Cl as the catalyst and isopropanol as the solvent has been demonstrated to be effective for the dehydration of fructose to synthesize 5-hydroxymethylfurfural (HMF). The solubility of [HO(2)CMMIm] Cl ionic liquid in isopropanol is temperature-dependent, being miscible with isopropanol at a temperature range suitable for fructose dehydration (e.g., above 80 degrees C) while not soluble at lower temperatures such as room temperature. Temperature-responsive solubilization/precipitation of [HO(2)CMMIm] Cl in isopropanol renders the acidic ionic liquid an appealing thermo-regulated phase-switchable catalyst. Furthermore, the effects of various parameters including catalyst loading, fructose concentration, reaction time and temperature on the catalytic performance of fructose dehydration have been studied systematically. Under optimized reaction conditions, up to 91.2 mol% HMF yield could be obtained. Additionally, when the ionic liquid catalyst precipitated out after the reaction, the solvent can be simply decanted and [HO(2)CMMIm] Cl could be directly reused for the next run with freshly added solvent and substrate. It was found that [HO(2)CMMIm] Cl could be reused at least five times without considerable loss of activity. Furthermore, a kinetic analysis was carried out, indicating the activation energy for the reaction to be 62.1 kJ mol(-1). This catalytic system can be envisioned to find applications in a wide range of acidcatalyzed reactions with facile, thermo-regulated catalyst recovery features.
机译:在这项工作中,已证明使用离子液体[HO(2)CMMIm] Cl作为催化剂,异丙醇作为溶剂的热调节可循环催化体系对于果糖脱水以合成5-羟甲基糠醛(HMF)有效。 [HO(2)CMMIm] Cl离子液体在异丙醇中的溶解度取决于温度,在适合果糖脱水的温度范围(例如80摄氏度以上)下可与异丙醇混溶,而在较低温度(如室温)下则不溶。异丙醇中[HO(2)CMMIm] Cl的温度响应性增溶/沉淀使酸性离子液体成为有吸引力的热调节相变催化剂。此外,系统地研究了催化剂负载量,果糖浓度,反应时间和温度等各种参数对果糖脱水催化性能的影响。在优化的反应条件下,可以获得高达91.2 mol%的HMF收率。另外,当离子液体催化剂在反应后沉淀出来时,可以简单地倾析出溶剂,并且[HO(2)CMMIm] Cl可以直接与新添加的溶剂和底物一起再次用于下一次运行。发现[HO(2)CMMIm] Cl可以重复使用至少五次,而不会造成明显的活性损失。此外,进行了动力学分析,表明该反应的活化能为62.1 kJ mol(-1)。可以预想该催化系统可以在具有简便的,温度调节的催化剂回收功能的各种酸催化反应中找到应用。

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