Issue 10, 2018

Novel chiral aggregation induced emission molecules: self-assembly, circularly polarized luminescence and copper(ii) ion detection

Abstract

This work provides a feasible strategy for future design of CPL materials and ion sensors. By introducing chiral alanine to hydrazone derivatives, two novel chiral molecules 1 and 2 with aggregation-induced emission enhanced (AIEE) characteristics were designed and synthesized. Molecule 1 had the two phenyl groups connecting to hydrazone covalently bonded, so its fluorophore is more conjugated than that of 2. This subtle structural variation between 1 and 2 had a considerable influence on their photophysical properties, chiral optical properties and self-assembly behaviors. Both kinds of molecules could self-assemble into long helical nanofibers with lengths up to several microns upon aggregation. They both possessed AIEE properties, but 1 emitted red fluorescence and 2 had yellow fluorescence upon aggregation. They also had aggregation induced circular dichroism (CD) and circularly polarized luminescence (CPL) properties, but 1 had better performance because its fluorophore was more conjugated than that of 2. However, only 2 had a specific interaction with Cu2+ and it showed a highly selective and sensitive “turn-off” fluorescence response to Cu2+.

Graphical abstract: Novel chiral aggregation induced emission molecules: self-assembly, circularly polarized luminescence and copper(ii) ion detection

Supplementary files

Article information

Article type
Research Article
Submitted
14 Jūn. 2018
Accepted
07 Aug. 2018
First published
14 Aug. 2018

Mater. Chem. Front., 2018,2, 1884-1892

Novel chiral aggregation induced emission molecules: self-assembly, circularly polarized luminescence and copper(II) ion detection

G. Huang, R. Wen, Z. Wang, B. S. Li and B. Z. Tang, Mater. Chem. Front., 2018, 2, 1884 DOI: 10.1039/C8QM00294K

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