Design and synthesis of soluble dibenzosuberane-substituted fullerene derivatives for bulk-heterojunction polymer solar cells |
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Authors: | Tao Yang Zuoquan Jiang Xiaodong Huang Huaixin Wei Jianyu Yuan Wei Yue Youyong Li Wanli Ma |
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Affiliation: | 1. Institute of Functional Nano & Soft Materials (FUNSOM), Soochow University, 199 Ren’ai Road, Suzhou 215123, PR China;2. Department of Biotechnology, Chemistry, and Environmental Engineering, Aalborg University, Sohngaardsholmsvej 57, DK-9000 Aalborg, Denmark |
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Abstract: | Two new dibenzosuberane-substituted fullerene derivatives, dibenzosuberane-C60 mono-adduct (DBSCMA) and bis-adduct (DBSCBA) were synthesized using a classical cyclopropanation reaction via a tosylhydrazone route for application as acceptor materials in polymer solar cells (PSCs). DBSCBA shows good solubility in common organic solvents and both derivatives were characterized by 1HNMR, 13C NMR, MALD-TOF, elemental analysis and UV–vis absorption measurements. The shift of fullerene energy levels induced by the dibenzosuberane substitution was investigated by using theoretical simulations and ultraviolet photoelectron spectroscopy. Bulk-heterojunction PSCs based on poly (3-hexylthiophene) (P3HT) and dibenzosuberane-C60 derivatives were fabricated and optimized by adjusting the donor/acceptor ratio and using thermal annealing and solvent additive. The morphologies of the active layers processed under different conditions were also examined by atomic force microscopy. When tested under an illumination of AM 1.5 G at 100 mW/cm2, the highest power conversion efficiency of the devices using DBSCBA is 3.70% which is superior to that of conventional P3HT:PCBM devices. |
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Keywords: | Fullerene derivatives Dibenzosuberane Morphology Polymer solar cells |
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