Effect of donor groups on the photovoltaic performance of benzothiadiazole-core substituted small molecules for fullerene-based bulk heterojunction organic solar cells

Herein, two symmetric donor-π-acceptor-π-donor-type π-conjugated small molecule donors (BTM and BTP), based on a benzothiadiazole central acceptor core unit and end-capped with electron-donating triphenylamine and 3,5-dimethoxyphenyl)vinyl, are synthesized via a multistep coupling reaction. The structural, thermal, optical, and electrochemical properties of the small molecules are systematically analyzed; subsequently, the molecules are applied as electron donor materials for bulk heterojunction organic solar cell fabrication. Compared with BTM, BTP exhibits a strong absorption spectrum with a precisely tuned optical bandgap (approximately 1.87 eV), desired morphology, and improved interfacial properties. The solar devices fabricated with BTP:PC71BM (1:2.5, w/w) exhibit a higher power conversion efficiency (PCE) of approximately 7.08% with an enhanced current density (JSC) of approximately 12.90 mA/cm2, high open-circuit voltage (VOC) of approximately 0.989 V, and fill factor (FF) of approximately 55.5% compared with BTM-based devices (approximately 4.86%). Notably, the high VOC achieved for the BTP:PC71BM (1:2.5, w/w) devices is a result of the deep-lying HOMO energy level and low LUMO energy offset (approximately 0.51 eV) between the BTP donor and PC71BM acceptor. The high hydrophobicity and stable surface morphology of BTP:PC71BM (1:2.5, w/w) exhibits a high room temperature stability approximately > 94% and retain 6.70% of PCE of its original PCE (7.08%) after 288 hr. [Display omitted] •Two new D–π–A–π–D type BTM and BTP small organic molecules were synthesized.•BTM and BTP were utilized as donor materials for the fabrication of bulk-heterojunction (BHJ) organic solar cells (OSCs).•BTP molecule showed high photophysical and decreased energy levels properties.•The triphenylamine (TPA) containing BTP contributed better charge transport and stable morphology with low energy loss.•The optimized device BTP:PC71BM (1:2.5, w/w ratio) achieved high PCE of ∼7.08% with superior room temperature stability.