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Self-Assembly of Aminocyclopropenium Salts: En Route to Deltic Ionic Liquid Crystals.

Juri LitterscheidtJeffrey S BandarMax EbertRobert ForschnerKorinna BaderTristan H LambertWolfgang FreyAndrea BühlmeyerMarcus BrändleFinn SchulzSabine Laschat
Published in: Angewandte Chemie (International ed. in English) (2020)
Aminocyclopropenium ions have raised much attention as organocatalysts and redox active polymers. However, the self-assembly of amphiphilic aminocyclopropenium ions remains challenging. The first deltic ionic liquid crystals based on aminocyclopropenium ions have been developed. Differential scanning calorimetry, polarizing optical microscopy and X-ray diffraction provided insight into the unique self-assembly and nanosegregation of these liquid crystals. While the combination of small headgroups with linear p-alkoxyphenyl units led to bilayer-type smectic mesophases, wedge-shaped units resulted in columnar mesophases. Upon increasing the size and polyphilicity of the aminocyclopropenium headgroup, a lamellar phase was formed.
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