College of Chemical Engineering, State Key Laboratory of Heavy Oil Processing,, China University of Petroleum (East China), Qingdao 266580, China.
College of Chemical Engineering, Centre of Bioengineering, China University of Petroleum (East China), Qingdao 266580, China.
ACS Appl Mater Interfaces. 2020 Oct 14;12(41):45916-45928. doi: 10.1021/acsami.0c15836. Epub 2020 Oct 6.
Porous liquids are porous materials that have exhibited unique properties in various fields. Herein, we developed a method to synthesize the type I porous liquids liquefaction of cyclodextrins by chemical modification. The cyclodextrin porous liquids were characterized by Fourier-transform infrared (FTIR) spectroscopy, NMR, matrix-assisted laser desorption ionization-time-of-flight mass spectrometry (MALDI-TOF MS), circular dichroism (CD), and UV-vis spectroscopy. The measured ionic conductivity of the γcyclodextrin porous liquid was 500 times as great as that of its reactants, which was found to be the first instance with such great conductivity for a type I porous liquid. What is more, the γ-cyclodextrin porous liquid had been demonstrated experimentally to have outstanding chiral recognition ability toward pyrimidine nucleosides in water, which was further confirmed by computational simulations. Additionally, enantiomeric excess of the extracted nucleoside was achieved up to 84.81% by convenient extraction from the mixture of racemic nucleosides and γ-cyclodextrin porous liquid. The great features of the novel cyclodextrin porous liquids could bring opportunities in many fields, including the preparation of chiral separation materials, development of new drug screening mechanisms, and construction of chiral response materials.
多孔液体是具有独特性质的多孔材料，在各个领域都有广泛的应用。在此，我们开发了一种通过化学修饰使环糊精液化来合成 I 型多孔液体的方法。通过傅里叶变换红外（FTIR）光谱、NMR、基质辅助激光解吸电离飞行时间质谱（MALDI-TOF MS）、圆二色（CD）和紫外可见光谱对环糊精多孔液体进行了表征。γ-环糊精多孔液体的离子电导率是其反应物的 500 倍，这是首次发现 I 型多孔液体具有如此高的电导率。此外，γ-环糊精多孔液体在水中对嘧啶核苷具有优异的手性识别能力，这一点已通过计算模拟得到进一步证实。此外，通过从外消旋核苷和γ-环糊精多孔液体的混合物中进行方便的萃取，可将提取的核苷的对映体过量值达到 84.81%。新型环糊精多孔液体具有许多特点，为制备手性分离材料、开发新的药物筛选机制以及构建手性响应材料等领域带来了机遇。
