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Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads

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Abstract

Varying the degree of thionation of a series of naphthalene diimide (NDI) and naphthalic imide (NI) phenothiazine dyad systems affords a systematic approach for tuning the system's donor–acceptor energy gap. Each dyad was compared to model NDI/NI systems and fully characterised through single crystal X-ray diffraction, NMR, cyclic voltammetry, electron paramagnetic resonance (EPR), transient absorption spectroscopy (TA), time-resolved infra-red spectroscopy (TRIR) and DFT. The measurements reveal that thionation increases both electron affinity of the NDI/NI acceptor dyad component and accessibility of the singly or doubly reduced states. Furthermore, FTIR and TA measurements show that excited state behaviour is greatly affected by thionation of the NDI and induces a decrease in the lifetime of the excited states formed upon the creation of charge-separated states.

Graphical abstract: Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads

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Publication details

The article was received on 11 Oct 2017, accepted on 06 Nov 2017 and first published on 06 Nov 2017


Article type: Paper
DOI: 10.1039/C7CP06952A
Citation: Phys. Chem. Chem. Phys., 2018, Advance Article
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    Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads

    N. Pearce, E. S. Davies, R. Horvath, C. R. Pfeiffer, X. Sun, W. Lewis, J. McMaster, M. W. George and N. R. Champness, Phys. Chem. Chem. Phys., 2018, Advance Article , DOI: 10.1039/C7CP06952A

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