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Ultra-fast spin-mixing in a diketopyrrolopyrrole monomer/fullerene blend charge transfer state

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Abstract

Diketopyrrolopyrrole (DPP) is one of the most common building blocks for small molecules and conjugated polymers designed for organic electronic applications. By attaining a detailed understanding of the photophysical behaviour for a simple DPP-based molecule in fullerene blends, we establish a foundation for spectroscopic investigations into more complex DPP-based systems. Transient absorption spectroscopy (TAS) and time-resolved electron paramagnetic resonance (TR-EPR) spectroscopy are used to examine bulk heterojunction blend films of a small diketopyrrolopyrrole-based molecule, 2,5-bis(2-hexyldecyl)-3,6-di(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (TDPP) with the common fullerene derivatives [6,6]-phenyl-C61-butyric acid methyl ester (PC60BM) and [6,6]-phenyl-C71-butyric acid methyl ester (PC70BM). Following pulsed laser excitation, the spectral signatures of a fullerene anion and a TDPP triplet state are observed on the picosecond timescale by TAS. The presence of these species implies the formation of a TDPP:PCBM charge transfer state that subsequently undergoes ultra-fast spin-mixing and geminate recombination to produce a TDPP triplet state. The overall photophysical mechanism is confirmed by TR-EPR spectroscopy, which unambiguously shows that the TDPP triplet is formed via spin-mixing in the TDPP:PCBM charge transfer state, rather than direct intersystem crossing from the excited singlet state.

Graphical abstract: Ultra-fast spin-mixing in a diketopyrrolopyrrole monomer/fullerene blend charge transfer state

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Publication details

The article was received on 21 Aug 2017, accepted on 06 Nov 2017 and first published on 06 Nov 2017


Article type: Paper
DOI: 10.1039/C7TA07381J
Citation: J. Mater. Chem. A, 2017, Advance Article
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    Ultra-fast spin-mixing in a diketopyrrolopyrrole monomer/fullerene blend charge transfer state

    E. Salvadori, N. Luke, J. Shaikh, A. Leventis, H. Bronstein, C. W. M. Kay and T. M. Clarke, J. Mater. Chem. A, 2017, Advance Article , DOI: 10.1039/C7TA07381J

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