New diarylmethanofullerene derivatives and their properties for organic thin-film solar cells

Autor: Daisuke Sukeguchi, Surya Prakash Singh, Mamidi Ramesh Reddy, Hideyuki Yoshiyama, Rakesh A. Afre, Yasuhiko Hayashi, Hiroki Inukai, Tetsuo Soga, Shuichi Nakamura, Norio Shibata, Takeshi Toru
Jazyk: angličtina
Rok vydání: 2009
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 5, Iss 1, p 7 (2009)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.5.7
Popis: A number of diarylmethanofullerene derivatives were synthesized. The cyclopropane ring of the derivatives has two aryl groups substituted with electron-withdrawing and -donating groups, the latter with long alkyl chains to improve solubility in organic solvents, an important property in processing cells. First reduction potentials of most derivatives were less negative than that of [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), which is possibly ascribed to their electron-withdrawing nature. Organic thin-film photovoltaic cells fabricated with poly(3-hexylthiophene) (P3HT) as the electron-donor and diarylmethanofullerene derivatives as the electron-acceptor material were examined. The {(methoxycarbonyl)phenyl[bis(octyloxy)phenyl]methano}fullerene showed power conversion efficiency as high as PCBM, but had higher solubility in a variety of organic solvents than PCBM. The Voc value was higher than that of PCBM, which is derived from the electron-donating (octyloxy)phenyl group, possibly raising the LUMO level. Photovoltaic effects of the devices fabricated with the derivatives having some electron-withdrawing groups were also examined.
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