FeCl3-Mediated Synthesis of Fullerenyl Esters as Low-LUMO Acceptors for Organic Photovoltaic Devices
FeCl3-Mediated Synthesis of Fullerenyl Esters as Low-LUMO Acceptors for Organic Photovoltaic Devices
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DOI：
10.1021/ol301186u
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发表时间：
2012-07-06
期刊：
影响因子：
5.2
通讯作者：
Matsuo, Yutaka
中科院分区：
文献类型：
--
作者：
Hashiguchi, Masahiko;Obata, Naoki;Matsuo, Yutaka
C-60 在廉价 FeCl3 存在下在室温下与芳香族和脂肪族羧酸反应生成羟基富勒烯基酯 C-60(OCOR)(OH)，分离收率高达 68%。利用羟基进行官能团转化，得到二酯衍生物C-60(OCOAr)(OCOPh)(Ar = 2,6-二甲苯基)和甲硅烷氧基衍生物C-60(OCOAr)(OSiMe3)。研究发现二酯和甲硅烷氧基衍生物具有较低的 LUMO 能级，可用于有机光伏器件，显示出 1.3% 的功率转换效率。
C-60 reacted with aromatic and aliphatic carboxylic acids in the presence of inexpensive FeCl3 at room temperature to produce hydroxyfullerenyl esters C-60(OCOR)(OH) in up to 68% isolated yield. The hydroxyl group was utilized in functional group transformations to obtain a diester derivative C-60(OCOAr)(OCOPh) (Ar = 2,6-xylyl) and a siloxyl derivative C-60(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.