High efficiency organic photovoltaics incorporating a new family of soluble fullerene derivatives

Scott A. Backer, Kevin Sivula, David F. Kavulak, Jean M J Fréchet

Research output: Contribution to journalArticlepeer-review

157 Scopus citations

Abstract

The synthesis of organic photovoltaics (OPV) such as dihydronapthyl bridged ester derivatives, including fullerenoid benzyl alcohol and a highly soluble fullerene benzoates, was investigated. Methyl ester, a moderately soluble fullerene derivative, was synthesized by the reaction of C60- fullerene with an ortho-dimethinequinine formed by reaction of methyl-(3,4-dibromomethyl)-benzoate with potassium iodide. The benzyl alcohol was synthesized from the ester via reduction with diisobutyl-aluminum hydride. Esterification of methyl ester with benzyl alcohol with benzoyl chloride and subsequent purification synthesized a dihydronaphthyl fullerene benzyl alcohol benzoic acid ester. It was observed that polymer/fullerene mixing and the formation of interpenetrating bulk hetrojunction affected OPV performance of the material. Result shows that dihydronaphthyl fullerene benzyl alcohol is a soluble functional fullerene derivative, which can be used as a OPV for solar cells.

Original languageEnglish (US)
Pages (from-to)2927-2929
Number of pages3
JournalChemistry of Materials
Volume19
Issue number12
DOIs
StatePublished - Jun 12 2007
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry

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