Incorporating Trialkylsilylethynyl-Substituted Head-to-Head Bithiophene Unit into Copolymers for Efficient Non-Fullerene Organic Solar Cells

Abstract

Mediating the backbone coplanarity and solubility of oligothiophenes, especially the head-to-head (HH) disubstituted bithiophene, to achieve an optically and electronically advantageous building block for organic semiconductor materials is a vital yet challenging task. On the other hand, exploring polymer solar cells (PSCs) processed from nonhalogenated solvents is necessary toward their large-scale applications. In this contribution, we develop a HH-type bithiophene analogue (TIPS-T2) by strategically applying the triisopropylsilylethynyl (TIPS) scaffold as the side chain. TIPS can serve to narrow optical band gaps, lower the highest occupied molecular orbital level, reduce intrachain steric hindrance, and guarantee sufficient solubility of the involving polymers. Upon alternating with difluorobenzotriazole (FTAZ) or benzodithiophene-4,8-dione (BDD) acceptor units, two polymers named PT4Si-FTAZ and PT4Si-BDD are synthesized. Encouragingly, non-fullerene PSCs incorporating PT4Si-FTAZ yield a power conversion efficiency of 6.79% when processed from an environment-friendly solvent of trimethylbenzene because of its promoted backbone planarity, as demonstrated by density functional theory, higher hole mobility, and superior film morphology. The results indicate that TIPS-T2 is a promising building block for constructing photovoltaic polymers, and our findings offer an avenue for the ingenious use of TIPS as functional side chains.