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Issue 11, 2016
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Fused π-conjugated imidazolium liquid crystals: synthesis, self-organization, and fluorescence properties

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Abstract

Fused π-conjugated imidazolium compounds bearing two or three long alkoxy chains and various counter anions were systematically prepared following our reported synthetic route. On the basis of DSC measurements and POM observations, the combination of three alkoxy chains longer than the dodecyl group and moderately coordinating anions was important to obtain an enantiotropic mesophase. VT-XRD measurements coupled with a single crystal X-ray structure of a model compound revealed a hexagonal columnar structure supported by ionic interactions. The regularity of the self-organized nanostructure was governed by the alkoxy chain length and the coordinating ability of the counter anion. In the solution state, UV-vis and fluorescence peak maxima were influenced by the number of alkoxy chains and independent of the chain length and anion character. On the contrary, the alkoxy chain length and the coordinating ability of the counter anion had a large impact on the fluorescence spectra in the solid state. A longer wavelength emission at around 560 nm was observed for compounds with the highly regular hexagonal columnar structure. From the result of fluorescence lifetime measurements, the interaction between fused π-conjugated imidazolium cations was suggested.

Graphical abstract: Fused π-conjugated imidazolium liquid crystals: synthesis, self-organization, and fluorescence properties

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Publication details

The article was received on 01 Dec 2015, accepted on 12 Jan 2016 and first published on 15 Jan 2016


Article type: Paper
DOI: 10.1039/C5RA25496E
Author version available: Download Author version (PDF)
Citation: RSC Adv., 2016,6, 9152-9159
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    Fused π-conjugated imidazolium liquid crystals: synthesis, self-organization, and fluorescence properties

    K. Takagi, K. Yamauchi, S. Kubota, S. Nagano, M. Hara, T. Seki, K. Murakami, Y. Ooyama, J. Ohshita, M. Kondo and H. Masu, RSC Adv., 2016, 6, 9152
    DOI: 10.1039/C5RA25496E

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