Triangular arylene ethynylene macrocycles: syntheses, optical, and thermotropic liquid crystalline properties

A series of triangular, shape-persistent arylene-ethynylene macrocycles (AEMs) of related structures were synthesized and studied, with a focus on their mesomorphic behavior in correlation with their chemical structure. Generally, these discotic molecules decorated with flexible side chains demonstr...

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Published inSoft matter Vol. 8; no. 8; p. 2405
Main Authors Li, Tian, Yue, Kan, Yan, Qifan, Huang, Helin, Wu, Hao, Zhu, Ningbo, Zhao, Dahui
Format Journal Article
LanguageEnglish
Published 01.01.2012
Subjects
Acetal resins
Differential scanning calorimetry
Diffraction
Liquid crystals
Macrocyclic compounds
Mesophase
Optical properties
Phases
X-rays
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Summary:A series of triangular, shape-persistent arylene-ethynylene macrocycles (AEMs) of related structures were synthesized and studied, with a focus on their mesomorphic behavior in correlation with their chemical structure. Generally, these discotic molecules decorated with flexible side chains demonstrated a propensity to form thermotropic liquid-crystalline (LC) phases. Characterized by differential scanning calorimetry (DSC), polarized optical microscopy (POM), and X-ray diffraction (XRD), four of the eight investigated macrocycles manifested thermodynamically stable mesophases, featuring discotic nematic or columnar structures. Longer alkyl side chains were found more conducive to mesophases, and the alkoxycarbonyl functionality was a more effective side-chain linkage at inducing and stabilizing the LC states than the alkoxy side group. The size and structure of the cyclic aromatic backbone influenced both the occurrence and type of mesophase exhibited.
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ISSN:1744-683X
1744-6848
DOI:10.1039/c2sm06144a