Dialkoxymethano[60]fullerenes as electron acceptors in thin-film organic solar cells

Mohammed Y. Suleiman, Yue Ma, Takafumi Nakagawa, Hiroshi Ueno, Yutaka Matsuo

Research output: Contribution to journalArticle

Abstract

This study presents the synthesis, characterization, and electrochemical properties of four new dialkoxymethanofullerenes, as well as their performance in organic solar cells (OSCs) devices. Dialkoxymethanofullerenes were synthesized in 27%–32% yield by thermolysis of dialkoxyoxadiazolines and reaction with C60 under reflux in toluene. The prepared compounds were then characterized and used for the first time as electron-acceptor materials in thin-film bulk heterojunction OSCs with PBTZT-stat-BDTT-8 as the electron donor material. The devices made with ethoxy-hexyloxymethanofullerene and methoxy-hexyloxymethanofullerene exhibited optimal power conversion efficiencies (PCEs) of 3.79% and 4.65%, with open-circuit voltage of 0.832 and 0.831 V, respectively. In contrast, the devices made with ethoxy-ethoxymethanofullerene and methoxy-ethoxymethanofullerene exhibited very low PCEs of <0.01% for both, indicating a large impact of the substituents on device performance.

Original languageEnglish
Article number130514
JournalTetrahedron
Volume75
Issue number38
DOIs
Publication statusPublished - 2019 Sep 20
Externally publishedYes

Keywords

  • Dialkoxymethanofullerenes
  • Dialkoxyoxadiazolines
  • Methanofullerene
  • Organic photovoltaics
  • Organic solar cells

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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