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Charge Transport in Novel Phenazine Fused Triphenylene Supramolecular Systems
Author(s) -
Gowda Ashwathanarayana,
Jacob Litwin,
Singh Dharmendra P.,
Douali Redouane,
Kumar Sandeep
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801412
Subject(s) - triphenylene , phenazine , discotic liquid crystal , acridine , columnar phase , alkoxy group , materials science , supramolecular chemistry , crystallography , mesophase , photochemistry , chemistry , liquid crystal , alkyl , organic chemistry , crystal structure , optoelectronics
Novel phenazine–fused triphenylene discotic liquid crystals (DLCs) tethered with alkanethiols and alkoxy chains are synthesized. The condensation of 4,5‐dibromobenzene‐1,2‐diamine with triphenylene‐1,2‐diquinone discotic core, followed by the reaction with alkanethiols gives heterocyclic phenazine–fused triphenylene based DLCs. The intermediate dibromo–substituted phenazine and final alkanethiol substituted phenazine–fused triphenylene derivatives exhibit a wide range of stable enantiotropic hexagonal columnar phase, which was characterised by polarized optical microscopy (POM), differential scanning calorimetry (DSC) and X‐ray diffraction (XRD) studies. We have also investigated the photophysical properties of all phenazine compounds using dilute solution of anhydrous chloroform. The charge carrier mobility was measured for one representative compound by time of flight method which revealed that phenazine–fused triphenylene discotic mesogen exhibits p ‐type (hole) mobility of the order of 10 −4 cm 2 V −1 s −1 . The novel mesogens reported here present a wide temperature stability with good charge mobility and optical properties. These mesogens have shown potential applications for solar cells, sensors, organic light emitting diodes and other electro‐optical device applications.