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Issue 2, 2018
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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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Supplementary files

Article information


Submitted
11 Oct 2017
Accepted
06 Nov 2017
First published
06 Nov 2017

Phys. Chem. Chem. Phys., 2018,20, 752-764
Article type
Paper

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, 20, 752
DOI: 10.1039/C7CP06952A

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