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

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

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)


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 thinfilm 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.

Original languageEnglish
Article number7
JournalBeilstein Journal of Organic Chemistry
Publication statusPublished - Feb 24 2009
Externally publishedYes


  • Bulk heterojunction solar cells
  • Fullerene derivatives
  • High open-circuit voltage

ASJC Scopus subject areas

  • Organic Chemistry


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