Star-shaped magnesium tetraethynylporphyrin bearing four peripheral electron-accepting diketopyrrolopyrrole functionalities for organic solar cells

Huan Wang, Qihui Yue, Takafumi Nakagawa, Anna Zieleniewska, Hiroshi Okada, Keisuke Ogumi, Hiroshi Ueno, Dirk M. Guldi, Xiaozhang Zhu, Yutaka Matsuo

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Magnesium tetraethynylporphyrins bearing four electron-deficient diketopyrrolopyrrole (DPP; Mg-TEP-DPP 4 ) units were synthesized by Sonogashira coupling, and their optical and electrochemical properties were investigated. The energy levels were effectively tuned by DPP with or without electron-withdrawing end-caps. Importantly, all the Mg-TEP-DPP 4 molecules have broad absorption bands across the visible and near-infrared regions. The time-dependent excited state features of Mg-TEP-DPP 4 and their kinetics were investigated by femtosecond transient absorption spectroscopy in combination with multiwavelength and global/target analyses of time-resolved spectra. Importantly, the charge-separated state was demonstrated to undergo recombination within 253 ps in benzonitrile. Bulk heterojunction organic solar cells fabricated with Mg-TEP-DPP 4 :PC 61 BM exhibited a power conversion efficiency of 7.40% after solvent vapor annealing, which enabled balanced charge carrier transport, reduced charge recombination, and favorable charge separation and collection.

Original languageEnglish
Pages (from-to)4072-4083
Number of pages12
JournalJournal of Materials Chemistry A
Volume7
Issue number8
DOIs
Publication statusPublished - 2019 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)
  • Renewable Energy, Sustainability and the Environment
  • Materials Science(all)

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