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How does the increment of hetero-cyclic conjugated moieties affect electro-optical and charge transport properties of novel naphtha-difuran derivatives? A computational approach

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Abstract

We have investigated computationally the effects of π-conjugation extension on naphtha[2,1-b:6,5-b’] difuran (DPNDF); where we increase the number of fused NDF (central core) and furan rings in the parent molecule. The molecular structures of all analogues have been optimized at the ground (S0) and first excited (S1) states using density functional theory (DFT) and time-dependent density functional theory (TD-DFT), respectively. Then highest occupied molecular orbitals (HOMOs), the lowest unoccupied molecular orbitals (LUMOs), photophysical properties, adiabatic/vertical electron affinities (EAa)/(EAv), adiabatic/vertical ionization potentials (IPa)/(IPv), and hole/electron reorganization energies λh/λe have been investigated. The effect of NDF and furan rings on structural and electro-optical properties has also been studied. Our calculated reorganization energies of 1a, 1b, and 2c reveal them, materials with balanced hole/electron charge transport, whereas 2a and 2b are good hole-transport materials. By increasing the number of furan rings; the photostability was augmented in 2a, 2b, and 2c.

Computed emission spectra, at the TD-B3LYP/6-31G** level of theory

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Acknowledgments

Authors are grateful to the Ministry of the Education/Universiti Teknologi Malaysia (UTM) for providing funding via project Q.J130000.2526.06H15 for the successful execution of this project and the King Khalid University (KKU) for providing the support and facilities to complete this research study.

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Authors and Affiliations

  1. Department of Physics, Faculty of Science, Universiti Teknologi Malaysia, UTM Skudai, Johor, 81310, Malaysia

    Aijaz Rasool Chaudhry, R. Ahmed & A. Shaari

  2. Department of Physics, Faculty of Science, King Khalid University, P.O. Box 9004, Abha, 61413, Saudi Arabia

    Aijaz Rasool Chaudhry & Shabbir Muhammad

  3. Department of Chemistry, Faculty of Science, King Khalid University, P.O. Box 9004, Abha, 61413, Saudi Arabia

    Ahmad Irfan & Abdullah G. Al-Sehemi

  4. Unit of Science and Technology, Faculty of Science, King Khalid University, P.O. Box 9004, Abha, 61413, Saudi Arabia

    Abdullah G. Al-Sehemi

  5. Center of Excellence for Advanced Materials Research, King Khalid University, P.O. Box 9004, Abha, 61413, Saudi Arabia

    Aijaz Rasool Chaudhry, Ahmad Irfan, Shabbir Muhammad & Abdullah G. Al-Sehemi

Authors
  1. Aijaz Rasool Chaudhry
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  2. R. Ahmed
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  3. Ahmad Irfan
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  4. Shabbir Muhammad
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  5. A. Shaari
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  6. Abdullah G. Al-Sehemi
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Corresponding authors

Correspondence to Aijaz Rasool Chaudhry or R. Ahmed.

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Chaudhry, A.R., Ahmed, R., Irfan, A. et al. How does the increment of hetero-cyclic conjugated moieties affect electro-optical and charge transport properties of novel naphtha-difuran derivatives? A computational approach. J Mol Model 20, 2547 (2014). https://doi.org/10.1007/s00894-014-2547-3

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  • DOI: https://doi.org/10.1007/s00894-014-2547-3

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