ABSTRACT
Columnar mesogens constitute a fascinating class of supramolecular nano-architectures owing to the exceptional properties induced by their self-assembling behavior. Extending the π-conjugated core in such systems by incorporating heteroatoms extensively influences their mesomorphic, photophysical properties, etc., presenting them as potential candidates for optoelectronic applications. In the present work, a series of novel nitrogen and oxygen-incorporated chromenonaphthophenanthridine-based elliptical dimers have been synthesized through tandem Pictet-Spengler cyclization followed by ipso-aromatic substitution in one-pot. Mesophase characterization has been carried out by employing POM, DSC, and X-ray diffraction studies. Photophysical properties were investigated using UV-vis and emission spectroscopy. Furthermore, the charge transport properties were analyzed by time-of-flight measurements, and the observed ambipolar mobilities were found to be of the order of 10-3 â cm2 V-1 s-1 . The high solubility, excellent thermal stability, self-organizing properties, and ambipolar charge transport characteristics make them promising candidates for applications in organic electronics.
ABSTRACT
The self-organized states of liquid crystals (LCs) have recently received a lot of attention because of their various applications, especially in the fields of electron transport materials and optoelectronic devices. In most of these applications, molecules containing a donor-acceptor skeleton have been widely employed and generally these molecular frameworks have been designed mainly on the basis of the donor-acceptor concept. Inspired from this concept, we synthesized a series of new donor-acceptor based luminescent molecules, i.e. 4,6-bis(4-alkyloxyphenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile (Pn-series), carrying variable alkoxy chains [i.e. n = 8, 10, 12, 14, 16]. The structures of the synthesized molecules were confirmed by various spectral analyses. Further, their absorption and emission studies indicated that these molecules show blue light emitting properties. Moreover, the experimentally obtained optical band gap was analogous to the theoretical band gap calculated from the DFT study. The first two members of the Pn-series (n = 8 and 10) are non-mesogens. As the alkyl chain length increased to n = 12 and n = 14, the smectic C phase appeared along with an additional low temperature ordered lamellar phase. When n = 16, the smectic C phase disappeared and the compound exhibited only an ordered lamellar phase. This ordered lamellar phase is mainly due to the face to face alignment which makes these molecules potential candidates for electron transport materials and optoelectronic devices.
