Acene dimers linked by a 1,3,4-oxadiazole spacer were synthesized and their physical, optical, and electrochemical properties were investigated. The melting points and electron affinities of the dimers increased in the following order: benzene, naphthalene, and anthracene. The longest absorption maximum was red-shifted with an increase in the number of benzene rings. The π-conjugation between the two acene moieties through the oxadiazole spacer was not strong. Although no OFET properties were observed in a bottom contact device using the anthracene dimer as an active layer, the molecules were perpendicularly arranged on the substrate to form π-stacking films as observed in the X-Ray diffraction analysis.