Issue 16, 2016

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

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

Supplementary files

Article information

Article type
Paper
Submitted
06 Oct 2015
Accepted
03 Mar 2016
First published
04 Mar 2016
This article is Open Access
Creative Commons BY license

Soft Matter, 2016,12, 3730-3736

Author version available

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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