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将氨基酸和碳水化合物结合成易于生物降解的、具有特定功能的离子液体。

Combining amino acids and carbohydrates into readily biodegradable, task specific ionic liquids.

作者信息

Brzęczek-Szafran Alina, Więcek Przemysław, Guzik Maciej, Chrobok Anna

机构信息

Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology Krzywoustego 4 44-100 Gliwice Poland.

Jerzy Haber Institute of Catalysis and Surface Chemistry, Polish Academy of Sciences Niezapominajek 8 30-239 Kraków Poland.

出版信息

RSC Adv. 2020 May 19;10(31):18355-18359. doi: 10.1039/d0ra03664a. eCollection 2020 May 10.

Abstract

The growing interest in the application of ionic liquids (ILs) with simultaneous sustainability draws attention to their environmental impact in general and their biodegradability in particular. Considering this, we designed a series of novel bio-ionic liquids based on natural, abundant compounds: a carbohydrate [Carb], as the cation, and amino acids [AA], as the anions; these ILs can serve as viable alternatives to the well-known and utile cholinium AAILs. Several [Carb][AA] ILs were characterized by H and C NMR, mass spectrometry, thermogravimetry (TGA) and differential scanning calorimetry (DSC). The biodegradability properties of the [Carb][AA] ILs were elucidated as well and showed biodegradation readily occurred, decomposing within 5-6 days. These novel materials were successfully utilized as catalysts for the Knoevenagel condensation reaction, where conversion values of 67-94% were achieved under exceptionally mild conditions using water as the solvent and reaction times as short as 15 minutes. These sugar based ILs were easily separated and recycled.

摘要

对具有可持续性的离子液体(ILs)应用的兴趣日益浓厚,这使得人们普遍关注其环境影响,尤其是其生物降解性。考虑到这一点,我们基于天然丰富的化合物设计了一系列新型生物离子液体:以碳水化合物[Carb]作为阳离子,氨基酸[AA]作为阴离子;这些离子液体可以作为著名且实用的胆碱类氨基酸离子液体(AAILs)的可行替代品。通过氢核磁共振(H NMR)、碳核磁共振(C NMR)、质谱、热重分析(TGA)和差示扫描量热法(DSC)对几种[Carb][AA]离子液体进行了表征。同时也阐明了[Carb][AA]离子液体的生物降解性能,结果表明其易于发生生物降解,在5 - 6天内分解。这些新型材料成功地用作Knoevenagel缩合反应的催化剂,在使用水作为溶剂且反应时间短至15分钟的异常温和条件下,转化率达到了67 - 94%。这些基于糖的离子液体易于分离和循环利用。

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