Naphthalene-, Anthracene-, and Pyrene-Substituted Fullerene Derivatives as Electron Acceptors in Polymer-based Solar Cells

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• 作者：Hee Un Kim ; Ji-Hoon Kim ; Hyunbum Kang ; Andrew C. Grimsdale ; Bumjoon J. Kim ; Sung Cheol Yoon ; Do-Hoon Hwang
• 刊名：ACS Applied Materials & Interfaces
• 出版年：2014
• 出版时间：December 10, 2014
• 年：2014
• 卷：6
• 期：23
• 页码：20776-20785
• 全文大小：585K
• ISSN：1944-8252

文摘

A series of aryl-substituted fullerene derivatives were prepared in which the aromatic moiety of [6,6]-phenyl C₆₁-butyric acid methyl ester (PC₆₁BM) was modified by replacing the monocyclic phenyl ring with bicyclic naphthalene (NC₆₁BM), tricyclic anthracene (AC₆₁BM), and tetracyclic pyrene (PyC₆₁BM). The PC₆₁BM derivatives were synthesized from C₆₀ using tosylhydrazone and were tested as electron acceptors in poly(3-hexylthiophene) (P3HT)-based organic photovoltaic cells (OPVs). The lowest unoccupied molecular orbital (LUMO) energy level of NC₆₁BM (鈭?.68 eV) was found to be slightly higher than those of PC₆₁BM (鈭?.70 eV), AC₆₁BM (鈭?.75 eV), and PyC₆₁BM (鈭?.72 eV). The electron mobility values obtained for the P3HT:PC₆₁BM, P3HT:NC₆₁BM, P3HT:AC₆₁BM, and P3HT:PyC₆₁BM blend films were 2.39 脳 10^鈥?, 2.27 脳 10^鈥?, 1.75 脳 10^鈥?, and 2.13 脳 10^鈥? cm² V^鈥? s^鈥?, respectively. P3HT-based bulk-heterojunction (BHJ) solar cells were fabricated using NC₆₁BM, AC₆₁BM, and PyC₆₁BM as electron acceptors, and their performances were compared with that of the device fabricated using PC₆₁BM. The highest power conversion efficiencies (PCEs) observed for devices fabricated with PC₆₁BM, NC₆₁BM, AC₆₁BM, and PyC₆₁BM were 3.80, 4.09, 1.14, and 1.95%, respectively, suggesting NC₆₁BM as a promising electron acceptor for OPVs.

Keywords:

fullerene (C₆₀) derivative; electron acceptor; organic photovoltaic cell (OPV); bulk-heterojunction