FeCl3-Mediated Synthesis of Fullerenyl Esters as Low-LUMO Acceptors for Organic Photovoltaic Devices
- 12 June 2012
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 14 (13), 3276-3279
- https://doi.org/10.1021/ol301186u
Abstract
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.Keywords
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