FeCl3-Mediated Synthesis of Fullerenyl Esters as Low-LUMO Acceptors for Organic Photovoltaic Devices

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• 作者：Masahiko Hashiguchi ; Naoki Obata ; Masashi Maruyama ; Kee Sheng Yeo ; Takao Ueno ; Tomohiko Ikebe ; Isao Takahashi ; Yutaka Matsuo
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：July 6, 2012
• 年：2012
• 卷：14
• 期：13
• 页码：3276-3279
• 全文大小：231K
• 年卷期：v.14,no.13(July 6, 2012)
• ISSN：1523-7052

文摘

C₆₀ reacted with aromatic and aliphatic carboxylic acids in the presence of inexpensive FeCl₃ at room temperature to produce hydroxyfullerenyl esters C₆₀(OCOR)(OH) in up to 68% isolated yield. The hydroxyl group was utilized in functional group transformations to obtain a diester derivative C₆₀(OCOAr)(OCOPh) (Ar = 2,6-xylyl) and a siloxyl derivative C₆₀(OCOAr)(OSiMe₃). The diester and siloxyl derivatives were found to possess low-lying LUMO levels were utilized in organic photovoltaic devices showing 1.3% power conversion efficiency.