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Self‐Assembly of Aminocyclopropenium Salts: En Route to Deltic Ionic Liquid Crystals
Author(s) -
Litterscheidt Juri,
Bandar Jeffrey S.,
Ebert Max,
Forschner Robert,
Bader Korinna,
Lambert Tristan H.,
Frey Wolfgang,
Bühlmeyer Andrea,
Brändle Marcus,
Schulz Finn,
Laschat Sabine
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202000824
Subject(s) - lamellar structure , differential scanning calorimetry , crystallography , bilayer , ion , ionic bonding , materials science , liquid crystal , phase (matter) , ionic liquid , self assembly , optical microscope , diffraction , polymer , chemistry , nanotechnology , optics , organic chemistry , scanning electron microscope , membrane , physics , biochemistry , optoelectronics , composite material , thermodynamics , catalysis
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.