In this paper, 4, 4’-Azobisphenol was synthesized with three methods which were high temperature reduction, Pb-reduction and diazotize-coupling, and diazotize-coupling was the best way. 4, 4’-Azobisphenol derivatives-1, 2- bis(4-(alloxy/hexyloxy)phenyl) diazene were synthesized through etherification. The structures of these compounds were characterized by the methods of 1H-NMR and FTIR. Phase-transition temperature was measured by DSC, and the phase behaviors were studied by the polarizing microscope. In those derivatives, only1, 2- bis(4-(hexyloxy)phenyl) diazene had mesomorphic phase and mosaic texture. Its mesomorphic phase temperature ranged from 89.3°C to101°C.