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The impact of functionalization of organic semiconductors by electron donating groups on the reorganization energy

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Abstract

The electronic and charge-transport properties of three organic semiconductor materials were theoretically investigated using density functional (DFT) theory based on the Marcus–Hush theory. The functionalization of 7,7,8,8-Tetracyanoquinodimethane, 1,4,5,8-Naphthalenetetracarboxylic dianhydride, and Perylene-3,4,9,10-tetracarboxylic dianhydride by electron donating groups (R = CH3, OCH3, and OH) increases the reorganization energies for hole and electron transfer (λ+ and λ−) due to additional contributions from the C–R bonds. Simultaneously, the electron affinity and ionization potential are reduced, except for the electron affinity of 4OH-TCNQ. The HOMO–LUMO energy gaps are also studied. Species with lower HOMO–LUMO gap are predicted to have higher carrier mobility and lower kinetic stability.

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Authors and Affiliations

  1. National Center for Research, Institute of Engineering Research and Material Technology, P.O. Box 2404, Khartoum, Sudan

    Rowa Oshi

  2. Department of Chemistry, Faculty of Science, University of Khartoum, P.O. Box 321, Khartoum, Sudan

    Sahar Abdalla

  3. Physical and Theoretical Chemistry, University of Saarland, 66123, Saarbrücken, Germany

    Michael Springborg

  4. School of Materials Science and Engineering, Tianjin University, Tianjin, 300072, P.R. China

    Michael Springborg

Authors
  1. Rowa Oshi
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  2. Sahar Abdalla
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Correspondence to Sahar Abdalla.

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Oshi, R., Abdalla, S. & Springborg, M. The impact of functionalization of organic semiconductors by electron donating groups on the reorganization energy. Eur. Phys. J. D 73, 124 (2019). https://doi.org/10.1140/epjd/e2019-100020-1

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  • DOI: https://doi.org/10.1140/epjd/e2019-100020-1

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