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DFT investigation of Percyanation effect of coronene molecule: Comparative study with their Perhalogenated counterparts.

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Abstract

We have investigated the structures, electronic properties, hole and electron mobilities of perfluorinated, perchlorinated and percyanated coronene molecules, using the density functional theory (DFT) and Time Dependent DFT (TDDFT) at the B3LYP-D3/6-311++G(d,p) and \(\omega\)B97XD/6-311++G(d,p) levels and Markus-Hush charge transfer theory. The calculated geometric parameters for coronene and perchlorocoronene are in good agreement with the experimental data. Our theoretical investigations have shown that B3LYP-D3 functional is suitable to well define vibrational assignments for studied molecules. The quantified effect of the complete substitution of peripheral hydrogen atoms with cyanide groups for the key properties relevant for optoelectronic and photonics such as electron affinities, ionization energies, HOMO-LUMO energies, reorganisation energies, optical absorption spectra, and electron mobilities were discussed. Compared to perfluorination and perchlorination, the percyanation of coronene considerably increases the adiabatic/vertical electron affinities (AEAs/VEAs), the electron mobilities, the HOMO-LUMO gap and reduces the LUMO energy level thus indicating an ambipolar behavior and air-stable material. We have discussed the possible implications of cyanide groups as important substitutes for the design of the new organic compounds useful in electronics.

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Acknowledgements

The authors are grateful to the Center for High Performance Computing (CHPC), South Africa, for granting them access to their clusters and computational resources.

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Authors and Affiliations

  1. Materials Science Laboratory, Department of Physics, Faculty of Science, University of Maroua, P.O. Box 814, Maroua, Cameroon

    Marius Ousmanou Bouba, Fridolin Tchangnwa Nya & Alhadji Malloum

  2. Department of Chemistry, University of the Free State, PO Box 339, Bloemfontein, 9300, South Africa

    Alhadji Malloum & Jeanet Conradie

  3. Department of Physics, Faculty of Science, University of Yaoundé I, P.O. Box 812, Yaounde, Cameroun

    Jean Marie Ndjaka

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  1. Marius Ousmanou Bouba
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  2. Fridolin Tchangnwa Nya
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  5. Jean Marie Ndjaka
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Contributions

Marius Bouba Ousmanou: conceptualization; investigation; methodology; formal analysis; writing-original draft. Fridolin Tchangnwa Nya: conceptualization; investigation; methodology; writing-review and editing; supervision. Alhadji Malloum: writing-review and editing. Jeanet Conradie: writing-review and editing. Jean Marie Ndjaka: writing-review and editing.

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Correspondence to Fridolin Tchangnwa Nya.

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Bouba, M.O., Tchangnwa Nya, F., Malloum, A. et al. DFT investigation of Percyanation effect of coronene molecule: Comparative study with their Perhalogenated counterparts.. Polym. Bull. 79, 9663–9684 (2022). https://doi.org/10.1007/s00289-021-03967-5

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