Abstract: V-shaped phenylacetylene bolaamphiphile has been synthesized via Pd-catalyzed Sonogasira coupling reaction as key step.The structure of the compound was identified by 1H NMR,13C NMR and elemental analysis.The mesogenic behavior of the compound was investigated by polarizing optical microscopy(POM) and DSC.The result showed that the compound represented columnar thermotropic liquid crystal(LC) and the possible model of columnar phase was set up.UV spectra confirmed the formation of -stacked aggregates in V-shaped aromatic cores with a H-type parallel stacking mode.The range of energy gap calculated from UV spectrum implied that the compound could be used as semiconductor material.It can be also used as a potential blue emitting material according to its fluorescence spectrum.The large Stokes shift indicated that the compound had great potential application in laser material and fluorescence photon dosimetry.In addition,Gaussian simulation calculation result showed that the compound had an ideal planar conjugated structure.