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Conversion of chitin and N-acetyl-D-glucosamine into a N-containing furan derivative in ionic liquids

机译:将几丁质和N-乙酰-D-葡糖胺转化为离子液体中含N含N的呋喃衍生物

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摘要

Direct conversion of chitin to 3-acetamido-5-acetylfuran (3A5AF) in a range of ionic liquids (ILs) has been systematically investigated. 10 ILs with different cations and anions were tested as the solvent and 25 additives were screened. The results revealed that the presence of Cl in the IL is essential. In addition to the solubility enhancement of chitin in Cl containing ILs, the Cl anion appeared to participate in the chitin reaction cycle in IL solvents. 3A5AF can be obtained in some ILs, such as [BMIm]Cl, without any additive. Significantly enhanced yields of 3A5AF were obtained in [BMIm] Cl using boric acid and hydrochloric acid (HCl) as additives at 180 degrees C, a lower temperature than using organic solvents (215 degrees C). Kinetic studies showed that the product formed very quickly within 10 min, with much higher initial rate than using organic solvents. Recovered chitin was characterized by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR) and elemental analysis (EA). In an effort to improve the yield, extraction and distillation were attempted for both chitin and chitin monomer, N-acetyl-D-glucosamine (NAG). Further studies were performed on NAG to see if acidic ILs would lead to enhanced reactivity. However, these were less effective.
机译:已经系统地研究了一系列离子液体(ILS)中的几丁质至3-乙酰氨基-5-乙酰吡喃(3a5AF)的直接转化。用不同的阳离子和阴离子进行10 ils作为溶剂和25种添加剂进行筛选。结果表明,IL中的CL的存在是必不可少的。除了在含有ILS中的甲壳素的溶解度增强外,CL阴离子似乎参与了IL溶剂中的几丁质反应循环。可以在一些ILS(例如[Bmim] Cl)中获得3A5AF,没有任何添加剂。在180℃下使用硼酸和盐酸(HCl)在[Bmim] Cl中获得显着增强的3A5AF的产率,比使用有机溶剂(215℃)的较低温度。动力学研究表明,产物在10分钟内形成非常快,初始速率远远高于使用有机溶剂。回收的甲壳素的特征在于X射线衍射(XRD),傅里叶变换红外光谱(FTIR)和元素分析(EA)。为了提高产率,对几丁质和丁蛋白单体,N-乙酰-D-葡糖胺(NAG)试图提高产量,提取和蒸馏。在NAG上进行进一步的研究,看看酸性ILS是否会导致增强的反应性。然而,这些效果较低。

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  • 来源
    《RSC Advances》 |2015年第26期|共8页
  • 作者单位

    Natl Univ Singapore Dept Biomol &

    Chem Engn Singapore 117585 Singapore;

    Mem Univ Newfoundland Dept Chem St John NF A1B 3X7 Canada;

    Mem Univ Newfoundland Dept Chem St John NF A1B 3X7 Canada;

    Natl Univ Singapore Dept Biomol &

    Chem Engn Singapore 117585 Singapore;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
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