The invention aims at providing a synthesis method of triphenylene oxycarbonyl phenylacetylenic biphenyl alkyne benzene bridged perylene monoimine dihexyl ester. The synthesis method comprises the synthesis routes: firstly, synthesizing iodine-containing biphenylyl acetenyl benzoyloxy pentaoctoxytriphenylene; secondly, synthesizing an alkyne-containing phenyl perylene imide diester derivative by taking perylene tetracarboxylic anhydride as a raw material; and thirdly, carrying out Sonogashira cross-coupling reaction on an intermediate obtained by the two steps to synthesize a triphenylene oxycarbonyl phenylacetylenic biphenyl alkyne benzene bridged perylene monoimine dihexyl ester binary compound. Triphenylene and a derivative thereof are discoid liquid crystal materials most extensively applied at present, while a perylene imide derivative is a favorable N-type organic semiconductor material. The invention designs and synthesizes a discoid liquid crystal binary compound with an electron donor-bridge-receptor structure, and the compound can be applied to molecular devices such as organic solar cells and organic light-emitting diodes.