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Issue 23, 2014
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Valine-containing silole: synthesis, aggregation-induced chirality, luminescence enhancement, chiral-polarized luminescence and self-assembled structures

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Abstract

The synthesis of valine-containing silole is reported. The introduction of a chiral valine pendant to silole endows the new compound (1 in Scheme 1) with not only circular dichroism (CD) and chiral-polarized luminescence (CPL), but also an aggregation-induced emission (AIE) property. The AIE effect boosts the fluorescence quantum efficiency, ΦF, from 0.33% in pure THF to a maximum of 18.9% when water is added, which is 57 times higher than that in pure THF. In the thin film state, the ΦF value measured by a calibrated integrating sphere can reach 80.3%, which is 243 times higher than that in the solution state. The amphiphilic valine attachments enable the compound to aggregate into complex architectures by a self-assembling process as revealed by AFM images. This compound self-assembles into helical fibers on the evaporation of its THF solution, which corresponds well with its CD and CPL properties. The addition of a poor solvent such as water or hexane to the THF solution also leads to the formation of aggregated structures, which exhibit helical enhancement or inversion in handedness to different extents.

Graphical abstract: Valine-containing silole: synthesis, aggregation-induced chirality, luminescence enhancement, chiral-polarized luminescence and self-assembled structures

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Publication details

The article was received on 05 Mar 2014, accepted on 04 Apr 2014 and first published on 04 Apr 2014


Article type: Paper
DOI: 10.1039/C4TC00432A
Citation: J. Mater. Chem. C, 2014,2, 4615-4621

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    Valine-containing silole: synthesis, aggregation-induced chirality, luminescence enhancement, chiral-polarized luminescence and self-assembled structures

    J. C. Y. Ng, H. Li, Q. Yuan, J. Liu, C. Liu, X. Fan, B. S. Li and B. Z. Tang, J. Mater. Chem. C, 2014, 2, 4615
    DOI: 10.1039/C4TC00432A

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