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Self‐Assembly and Fluorescence of Tetracationic Liquid Crystalline Tetraphenylethene
Author(s) -
Knelles Jakob,
Beardsworth Stuart,
Bader Korinna,
Bruckner Johanna R.,
Bühlmeyer Andrea,
Forschner Robert,
Schweizer Kevin,
Frey Wolfgang,
Giesselmann Frank,
Molard Yann,
Laschat Sabine
Publication year - 2019
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201900569
Subject(s) - mesophase , differential scanning calorimetry , luminescence , crystallography , intramolecular force , chemistry , supramolecular chemistry , phase (matter) , ionic bonding , fluorescence , mesogen , columnar phase , side chain , materials science , crystal structure , stereochemistry , polymer , organic chemistry , liquid crystalline , ion , optics , physics , optoelectronics , thermodynamics
A series of tetraguanidinium tetraphenylethene (TPE) arylsulfonates with different chain lengths was prepared via ionic self‐assembly of tetraguanidinium TPE chloride and the respective methyl arylsulfonates. Liquid crystalline properties were studied by differential scanning calorimetry, polarizing optical microscopy and X‐ray diffraction. Tetraguanidinium TPE arylsulfonates with chain lengths of C 8 –C 12 displayed hexagonal columnar mesophases over a broad temperature range, while derivatives with longer chains showed oblique columnar phases. In solution all compounds displayed aggregation‐induced emission behaviour. Temperature‐dependent luminescence spectra of the bulk phase of the tetraguanidinium TPE arylsulfonate with C 14 side chains revealed a strong luminescence both in the solid state and the oblique columnar mesophase. The emission behaviour was rationalized by a unique combination of restriction of intramolecular rotation of the TPE core, Coulomb interaction between the guanidinium cations and π–π interactions of the anionic arylsulfonate moieties.