Monosaccharide-Based Deep Eutectic Solvents for Developing Circularly Polarized Luminescent Materials

Monosaccharide-Based Deep Eutectic Solvents for Developing Circularly Polarized Luminescent Materials
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DOI:
10.1021/acssuschemeng.9b04100
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发表时间:
2019-10-07
影响因子:
8.4
通讯作者:
Hopkins, Todd A.
Hopkins, Todd A.
中科院分区:
化学1区
文献类型:
--
作者:
VandenElzen, Liam;Hopkins, Todd A.

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具有手性组分的低共熔溶剂(DES)可以在圆偏振发光材料中用作溶剂。深共熔溶剂的开发与手性氢键供体来自生物质,葡萄糖和果糖,结合四丁基氯化铵([TBA]Cl)作为氢键受体。物理性质,如密度,熔点,相对极性,和旋光,测量的单糖为基础的DES。[TBA]Cl:葡萄糖比率对相对极性的影响被描述。将不对称铕和铽配合物的外消旋混合物溶解在基于单糖的DES中,以测量所得的手性辨别和诱导的圆偏振发光(CPL)。样品显示红色(Eu 3+)和绿色(Tb 3+)CPL,其符号由单糖的对映体(L vs D)控制。从葡萄糖DES的结果表明,DES的极性和单糖的异头形式是重要的诱导CPL的大小。
Deep eutectic solvents (DES) with chiral components can function as solvents in circularly polarized light-emitting materials. Deep eutectic solvents were developed with chiral hydrogen bond donors derived from biomass, glucose, and fructose, combined with tetrabutylammonium chloride ([TBA]Cl) as the hydrogen bond acceptor. Physical properties, such as density, melting points, relative polarity, and polarimetry, were measured for the monosaccharide-based DES. The impact of the [TBA]Cl:glucose ratio on the relative polarity is described. A racemic mixture of dissymmetric europium and terbium complexes is dissolved in the monosaccharide-based DES to measure the resulting chiral discrimination and induced circularly polarized luminescence (CPL). The samples showed red (Eu3+) and green (Tb3+) CPL with a sign that is controlled by the enantiomer (L vs D) of monosaccharide. Results from the glucose DES showed that the polarity of the DES and the anomeric form of the monosaccharide is important to the magnitude of induced CPL.