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Inverting substitution patterns on amphiphilic cyclodextrins induces unprecedented formation of hexagonal columnar superstructures

Champagne, Pier-Luc; Ester, David; Zeeman, Michael; Zellman, Carson; Williams, Vance E.; Ling, Chang-Chun

By 12 March 2019No Comments

Journal of Materials Chemistry C, 2017, vol 5, 36, pp. 9247-9254

DOI:10.1039/C7TC02636F

Abstract

Cyclodextrins (CDs) constitute a unique class of macrocycles that possess a truncated cone-shaped cavity. Chemical modifications with simple hydrophobic groups can generate amphiphilic derivatives capable of self-assembling into thermotropic liquid crystals. Without the help of introduced mesogenic functionalities, almost all known amphiphilic CDs form smectic mesophases. Here we report that by inverting the substitution patterns of β-CD derivatives modified with simple hydrophobic chains and oligoethylene (OEG) groups, it is possible to transform the nature of their self-assembly from smectic to columnar thermotropic liquid crystalline phases. This investigation reveals some intriguing properties of CD scaffolds as a unique class of host mesogens. Multi-highly ordered channels were found in the formed hexagonal columnar mesophases that could find potential applications in different fields such as ion transport and conductivity.

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