Novel discotic liquid crystalline compound containing five rigid biphenyl moieties was synthesized by coupling reaction using palladium catalyst. Thermal and optical properties of the obtained compound were examined. We also examined the mesomorphic properties for the mixtures of the synthesized disk-shaped mesogen doped with 2,4,7-trinitrofluoren-9-on (TNF). The synthesized discotic liquid crystalline compound with a hydroxy group exhibited a schlieren texture characteristic of nematic phase, while the mixtures of the disk-shaped compound with TNF displayed a focal conic fan or a broken fan texture. The charge transfer absorption band of the mixture was observed about 550 nm by UV-vis absorption spectroscopy measurements. Further-more, we examined thermal and optical properties of novel discotic liquid crystalline polymers prepared by photopolymerization.