Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads

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 cry...

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Main Authors: Pearce, Nicholas, Davies, E. Stephen, Horvath, Raphael, Pfeiffer, Constance R., Sun, Xue-Xhong, Lewis, William, McMaster, Jonathan, George, Michael W., Champness, Neil R.
Format: Article
Published: Royal Society of Chemistry 2018
Online Access:https://eprints.nottingham.ac.uk/50017/
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author Pearce, Nicholas
Davies, E. Stephen
Horvath, Raphael
Pfeiffer, Constance R.
Sun, Xue-Xhong
Lewis, William
McMaster, Jonathan
George, Michael W.
Champness, Neil R.
author_facet Pearce, Nicholas
Davies, E. Stephen
Horvath, Raphael
Pfeiffer, Constance R.
Sun, Xue-Xhong
Lewis, William
McMaster, Jonathan
George, Michael W.
Champness, Neil R.
author_sort Pearce, Nicholas
building Nottingham Research Data Repository
collection Online Access
description 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.
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publishDate 2018
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spelling nottingham-500172020-05-04T19:27:00Z https://eprints.nottingham.ac.uk/50017/ 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. 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. Royal Society of Chemistry 2018-01-14 Article PeerReviewed Pearce, Nicholas, Davies, E. Stephen, Horvath, Raphael, Pfeiffer, Constance R., Sun, Xue-Xhong, Lewis, William, McMaster, Jonathan, George, Michael W. and Champness, Neil R. (2018) Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads. Physical Chemistry Chemical Physics, 20 (2). pp. 752-764. ISSN 1463-9084 http://pubs.rsc.org/en/content/articlelanding/2018/cp/c7cp06952a#!divAbstract doi:10.1039/c7cp06952a doi:10.1039/c7cp06952a
spellingShingle Pearce, Nicholas
Davies, E. Stephen
Horvath, Raphael
Pfeiffer, Constance R.
Sun, Xue-Xhong
Lewis, William
McMaster, Jonathan
George, Michael W.
Champness, Neil R.
Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads
title Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads
title_full Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads
title_fullStr Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads
title_full_unstemmed Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads
title_short Thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads
title_sort thionated naphthalene diimides: tuneable chromophores for applications in photoactive dyads
url https://eprints.nottingham.ac.uk/50017/
https://eprints.nottingham.ac.uk/50017/
https://eprints.nottingham.ac.uk/50017/