We have synthesized liquid crystalline terthiophene (TTP) derivatives having hydroxyl groups in ω-position of side chains, i.e., 5-hexyl-5’’-(6-hydroxyhexyl) terthiophene (6-TTP-6ol) and 5, 5’’-bis (6-hydroxyhexyl) terthiophene (6-TTP-6diol), and characterized their liquid crystallinity by differential scanning calorimeter (DSC), polarized optical microscopic observation (POM) and X-ray diffraction (XRD) measurement. And charge carrier transport properties by time-of-flight (TOF) measurement. These hole mobilities determined by TOF had not been changed much despite relatively the large dipole of hydroxyl group of 1.8-2.2D, compared with a non-hydroxyl derivative and their values are 10⁻³-10⁻²cm²V⁻¹s⁻¹. This fact indicates that the charge carrier mobility is not affected by polar groups, if it is substituted at the far −end position from the TTP core responsible for carrier transport, indicating a possible molecular design of a functionalized liquid crystalline organic semiconductor with polar groups without decreasing the mobility.