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Issue 24, 2017
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Circularly polarized luminescence of chiral 1,8-naphthalimide-based pyrene fluorophore induced via supramolecular self-assembly

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Abstract

Herein, two pairs of chiral 1,8-naphthalimide-based enantiomers incorporating D/L-alanine and pyrene fluorophore moieties were designed and synthesized. The fluorescence emission gradually changes from bright-yellow to red when the fraction of the poor solvent methanol increases from 0 to 99 vol%. No obvious circular dichroism (CD) and circularly polarized luminescence (CPL) signals could be observed in the CHCl3 solution. Interestingly, D/L-1 can exhibit a stronger red-colored CPL response signal as compared to D/L-2 at fm = 99% in the aggregate state; this is due to the formation of regular and orderly self-assembled nanonetworks in the aggregate state via intermolecular π–π interactions. Moreover, the optical anisotropy factor (glum) could reach a value as high as 0.013.

Graphical abstract: Circularly polarized luminescence of chiral 1,8-naphthalimide-based pyrene fluorophore induced via supramolecular self-assembly

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Supplementary files

Article information


Submitted
31 Mar 2017
Accepted
18 May 2017
First published
19 May 2017

J. Mater. Chem. C, 2017,5, 6030-6036
Article type
Paper

Circularly polarized luminescence of chiral 1,8-naphthalimide-based pyrene fluorophore induced via supramolecular self-assembly

S. Liu, F. Li, Y. Wang, X. Li, C. Zhu and Y. Cheng, J. Mater. Chem. C, 2017, 5, 6030
DOI: 10.1039/C7TC01371J

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