Development of fullerene derivatives with high LUMO level through changes in pi-conjugated system shape

作者：Matsuo Yutaka^*

来源：Pure and Applied Chemistry, 2012, 84(4): 945-952.

DOI：10.1351/PAC-CON-11-11-01

• cyclization
• cyclopropanation
• fullerenes
• fullerene chemistry
• organic photovoltaic devices
• organic semiconductors
• silicon
• silylmethyl groups
• solar cells
• solar energy

This article describes a concept for designing fullerene-based electron-accepting materials to obtain high open-circuit voltage (V-OC) in organic thin-film photovoltaic devices without an accompanying decrease in short-circuit current density. The keys to this concept are (1) reducing the size of the fullerene p-conjugated system to realize high V-OC and (2) shortening the inter-fullerene distance in the solid-state packing structure to achieve high short-circuit current density (J(SC)), which is made possible by well-designed supramolecular organization or a small organic addend. In this article, two representative examples are discussed. One is 1,4-bis(silylmethyl)[60] fullerene (SIMEF), which forms a columnar fullerene-core array for high electron mobility and undergoes thermal crystallization for good phase separation with the electron-donating material. The other is a 56 pi-electron fullerene derivative bearing a dihydromethano group, the smallest carbon addend, which does not disrupt fullerene-fullerene contact in the solid state.

• 出版日期2012