Two nonlinear hockey stick shaped homologous series based on three linking groups have been synthesized and characterized by elemental analyses and spectroscopic techniques. The mesomorphic properties of these compounds were observed by polarizing optical microscopy (POM) and differential scanning calorimetry (DSC). In this present investigation, we have synthesized two homologous series viz. 2-((3-phenyl allylidene) amino) phenyl 4-((4-n-alkoxy benzylidene) amino) benzoate (series-1) and 4-((2-((3-phenyl allylidene) amino) phenoxy) carbonyl) phenyl-4-n-alkoxy benzoate (series-2). Both the series are differing with respect to first linking group. In series-1, comp. C-4-C-18 shows nematic as well as smectic phase while in series-2, comp. C-10-C-16 shows smectic and nematic phase while comp. C-4-C-18 shows only nematic phase.