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Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads

Pearce, Nicholas; Davies, E. Stephen; Horvath, Raphael; Pfeiffer, Constance R.; Sun, Xue-Xhong; Lewis, William; McMaster, Jonathan; George, Michael W.; Champness, Neil R.


Nicholas Pearce

Raphael Horvath

Constance R. Pfeiffer

William Lewis

Neil R. Champness


Varying the degree of thionation of a series of naphthalene diimide (NDI) and naphthalic imides (NI) phenothiazine dyad systems afford a systematic approach for tuning of 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.


Pearce, N., Davies, E. S., Horvath, R., Pfeiffer, C. R., Sun, X., Lewis, W., …Champness, N. R. (2018). Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads. Physical Chemistry Chemical Physics, 20(2),

Journal Article Type Article
Acceptance Date Nov 6, 2017
Online Publication Date Nov 6, 2017
Publication Date Jan 14, 2018
Deposit Date Feb 26, 2018
Publicly Available Date Nov 7, 2018
Journal Physical Chemistry Chemical Physics
Print ISSN 1463-9076
Electronic ISSN 1463-9084
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 20
Issue 2
Public URL
Publisher URL!divAbstract


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