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Issue 8, 2019
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Star-shaped magnesium tetraethynylporphyrin bearing four peripheral electron-accepting diketopyrrolopyrrole functionalities for organic solar cells

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Abstract

Magnesium tetraethynylporphyrins bearing four electron-deficient diketopyrrolopyrrole (DPP; Mg-TEP-DPP4) 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-DPP4 molecules have broad absorption bands across the visible and near-infrared regions. The time-dependent excited state features of Mg-TEP-DPP4 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-DPP4:PC61BM 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.

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

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Supplementary files

Article information


Submitted
07 Nov 2018
Accepted
25 Jan 2019
First published
28 Jan 2019

J. Mater. Chem. A, 2019,7, 4072-4083
Article type
Paper

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

H. Wang, Q. Yue, T. Nakagawa, A. Zieleniewska, H. Okada, K. Ogumi, H. Ueno, Dirk M. Guldi, X. Zhu and Y. Matsuo, J. Mater. Chem. A, 2019, 7, 4072
DOI: 10.1039/C8TA10710F

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