Isomerically Pure Benzothiophene-Incorporated Acceptor: Achieving Improved Voc and Jsc of Nonfullerene Organic Solar Cells via End Group Manipulation
2019
Benzene-based 1,1-dicyanomethylene-3-indanone (IC) derivatives have been widely utilized as the end-group to construct acceptor–donor–acceptor type nonfullerene acceptors (A–D–A type NFAs). The extension of the end-group conjugation of nonfullerene acceptors (NFAs) is a rational strategy to facilitate intermolecular stacking of the end-groups which are responsible for efficient electron transportation. A bicyclic benzothiophene-based end-group acceptor, 2-(3-oxo-2,3-dihydro-1H-benzo[b]cyclopenta[d]thiophen-1-ylidene)malononitrile, denoted as α-BC was designed and synthesized. The Knoevenagel condensation of the unsymmetrical 1,3-diketo-precursor with one equivalent of malononitrile selectively reacts with the keto group attached at the α-position of the thiophene unit, leading to the isomerically pure benzothiophene-fused α-BC. The well-defined α-BC with extended conjugation was condensed with three different ladder-type diformylated donors to form three new A–D–A NFAs named BDCPDT-BC, DTCC-BC, and ITBC, ...
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