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π共轭凝胶剂自组装成发光手性纳米管:发射增强与手性检测

Self-assembly of π-conjugated gelators into emissive chiral nanotubes: emission enhancement and chiral detection.

作者信息

Wang Xiufeng, Duan Pengfei, Liu Minghua

机构信息

Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (China), Fax: (+86) 10-6256-9564.

出版信息

Chem Asian J. 2014 Mar;9(3):770-8. doi: 10.1002/asia.201301518. Epub 2014 Jan 21.

DOI:10.1002/asia.201301518
PMID:24449380
Abstract

A series of new π-conjugated gelators that contain various aromatic rings (phenyl, naphthyl, 9-anthryl) and amphiphilic L-glutamide was designed, and their gel formation in organic solvents and self-assembled nanostructures was investigated. The gelators showed good gelation ability in various organic solvents that ranged from polar to nonpolar. Those gelator molecules with small rings such as phenyl and naphthyl self-assembled into nanotube structures in most organic solvents and showed strong blue emission. However, the 9-anthryl derivative formed only a nanofiber structure in any organic solvent, probably owing to the larger steric hindrance. All of these gels showed enhanced fluorescence in organogels. Furthermore, during the gel formation, the chirality at the L-glutamide moiety was transferred to the nanostructures, thus leading to the formation of chiral nanotubes. One of the nanotubes showed chiral recognition toward the chiral amines.

摘要

设计了一系列含有各种芳香环(苯基、萘基、9-蒽基)和两亲性L-谷氨酰胺的新型π共轭凝胶因子,并研究了它们在有机溶剂中的凝胶形成和自组装纳米结构。这些凝胶因子在从极性到非极性的各种有机溶剂中均表现出良好的凝胶化能力。那些带有如苯基和萘基等小环的凝胶因子分子在大多数有机溶剂中自组装成纳米管结构,并发出强烈的蓝色荧光。然而,9-蒽基衍生物在任何有机溶剂中仅形成纳米纤维结构,这可能是由于较大的空间位阻。所有这些凝胶在有机凝胶中均表现出增强的荧光。此外,在凝胶形成过程中,L-谷氨酰胺部分的手性转移到纳米结构上,从而导致手性纳米管的形成。其中一种纳米管对手性胺表现出手性识别。

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