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Issue 16, 2016
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Columnar propeller-like 1,3,5-triphenylbenzenes: the missing link of shape-persistent hekates

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Abstract

Triphenylbenzenes with different substitution patterns at the outer phenyl rings have been successfully synthesised. Sixfold n-alkoxy substitution was insufficient for mesomorphism, but already increasing the number of side chains by three methoxy groups led to liquid crystalline behaviour and mesophase formation. Symmetrical triphenylbenzenes with nine n-alkoxy side chains (≥C9) formed broad enantiotropic mesophases. The symmetry of the liquid crystalline phases was unambiguously determined by X-ray diffraction measurements as Colh and Colho for symmetry-reduced methoxy–alkoxy derivatives and symmetrical nona-alkoxy-triphenylbenzenes, respectively. Based on X-ray diffraction data a stacking model was proposed in which the single molecules aggregate to helical columns forming a mesophase.

Graphical abstract: Columnar propeller-like 1,3,5-triphenylbenzenes: the missing link of shape-persistent hekates

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Publication details

The article was received on 06 Oct 2015, accepted on 03 Mar 2016 and first published on 04 Mar 2016


Article type: Paper
DOI: 10.1039/C5SM02489G
Citation: Soft Matter, 2016,12, 3730-3736
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    Columnar propeller-like 1,3,5-triphenylbenzenes: the missing link of shape-persistent hekates

    T. Wöhrle, S. J. Beardsworth, C. Schilling, A. Baro, F. Giesselmann and S. Laschat, Soft Matter, 2016, 12, 3730
    DOI: 10.1039/C5SM02489G

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