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Photoinduced electron transfer processes of (E)-9-(4-nitrostyryl)anthracene in non-polar solvent medium: generation of long-lived charge-separated states\(^{\S }\)

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Abstract

In the present study, photoinduced electron transfer (PET) dynamics between N,N-diethylaniline (DEA) and (E)-9-(4-nitrostyryl)anthracene (\(\hbox {An-NO}_{2}\)) in a non-polar solvent medium {methylcyclohexane (MCH)}, has been investigated. The rate constant of back electron transfer (\(\hbox {k}_{{\mathrm{BET}}}\)) for the \(\hbox {An-NO}_{2}\) – DEA pair was \(\sim 3.8\times 10^{5}~\hbox {s}^{-1}\) which is ca. 2 orders of magnitude less compared to the anthracene (An)-DEA (control) system. The results indicate that long-lived charge separated species can be generated using the design strategy used herein by achieving resonance stabilization of the excited state (acceptor) radical via conjugation.

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SYNOPSIS For N,N-diethylaniline/(E)-9-(4-nitrostyryl)anthracene donor-acceptor pair, the back electron transfer rate constant is \(\sim 2\) orders of magnitude slower compared to N,N-diethylaniline/anthracene system. The results indicate that organic molecules with extended \(\uppi \)-conjugation can be utilized for generating long-lived charge separated states via bimolecular PET, due to increased feasibility of charge delocalization.

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Acknowledgements

A.B. and S.P. are grateful to the Ministry of Human Resource and Development (MHRD) and IIT Madras for fellowships. E.P. acknowledges the Solar Energy Research Initiative (SERI) of the Department of Science and Technology (DST/TM/SERI/ 2K11/115), India for financial support. The authors thank Prof. Ashok K Mishra and SAIF, IIT Madras for TCSPC facilities. All the authors also thank Department of Chemistry, IIT Madras for other instrumental facilities.

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  1. Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600 036, Tamil Nadu, India

    Ayan Bhattacharyya, Swatilekha Pratihar & Edamana Prasad

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  1. Ayan Bhattacharyya
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  2. Swatilekha Pratihar
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  3. Edamana Prasad
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Correspondence to Edamana Prasad.

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$$^{\S }$$ § Dedicated to Professor M V George on the occasion of his $$90^{\mathrm{th}}$$ 90 th Birth Anniversary.

Special Issue on Photochemistry, Photophysics and Photobiology

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Bhattacharyya, A., Pratihar, S. & Prasad, E. Photoinduced electron transfer processes of (E)-9-(4-nitrostyryl)anthracene in non-polar solvent medium: generation of long-lived charge-separated states\(^{\S }\). J Chem Sci 130, 146 (2018). https://doi.org/10.1007/s12039-018-1555-8

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