Linkage position influences of anthracene and tricyanovinyl groups on the opto-electrical and photovoltaic properties of anthracene-based organic small molecules

Anthracene-based small molecules incorporating an electron accepting tricyanovinyl (TCV) group was prepared to investigate the linkage position influences of the anthracene and TCV groups on the opto-electrical and photovoltaic properties of the molecules. The maximum absorptions of the anthracene-based molecules incorporating the TCV group at the phenyl group of the triphenylamine unit (TCV-TpaA_9,10T, TCV-TpaTA_9,10T, and TCV-TpaA_2,6T) or at the thiophene unit (TpaA_9,10T-TCV, TpaTA_9,10T-TCV, and TpaA_2,6T-TCV) were found to be dependent on the linkage position of the anthracene unit. The HOMO energy levels of the molecules containing TCV group at the phenyl group of the triphenylamine unit were deeper than those of the molecules containing TCV group at the thiophene unit. The solution processed small molecule organic solar cells (SMOSCs) prepared with the structure of ITO/PEDOT:PSS/TCV-TpaA_9,10T or TCV-TpaA_2,6T or TpaA_2,6T-TCV:PC₇₁BM (2:1 wt %)/LiF/Al exhibited a maximum energy conversion efficiency of 1.04%, 1.67%, and 1.95%, respectively, under AM 1.5 irradiation (100 mW cm⁻²).