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Charge transfer and opto-electronic properties of some newly designed polycatenar discotic liquid crystal derivatives: a DFT study

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Abstract

Herein, we demonstrate effect of substituents on optoelectronic properties of discotic liquid crystals (DLCs) by using density functional theory (DFT) calculations at B3LYP/Lanl2Z level of theory. Three parent DLCs, namely, (1) benzene-1,3,5-triyl tris(3,5-dialkoxybenzoate), (2) N1, N3, N5-tris(3-alkoxyphenyl)benzene-1,3,5-tricarboxamide, and (3) trialkyl 4, 4′, 4″-(benzenetricarbonyltris (azanediyl)) tribenzoate benzoate and their –N and –S group derivatives of 1, 2, and 3, were investigated to observe the change in optoelectronic response of these systems. The frontier molecular orbital studies and electron affinity values indicate that the studied compounds are stable against the oxygen and moisture present in air. The calculated charge transfer integrals, electron, and hole mobility values revealed that parent DLCs and their derivatives can be employed as an effective n-type material for OLEDs; however, derivatives have enhanced charge transfer values compared with their parents. For better understanding of the thermochemistry and effect of substituents, frequency calculations were carried out. P1-D4 derivative having R = -NH-CO-CH3 terminal group came out to be theoretically the most favored having the lowest ΔG value. Computed UV/visible spectroscopic analysis showed minimum absorbance and maximum transmittance for derivative P2-D1 having –S-NH2 substituent. Molecular electrostatic potential surfaces mapped at potential range, i.e., − 8.531e-3esu to + 8.531e-3esu, describe electrophilic and nucleophilic characteristics. Introduction of electron donor groups enhanced electrical conductivity, excitation energy, and charge transfer integral, thus increasing optoelectronic properties of DLCs. However, these claims require further experimental verification.

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Acknowledgments

Authors acknowledge Research Center for Modeling and Simulations for providing supercomputer facility for DFT studies.

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Authors and Affiliations

  1. Research Centre for Modelling and Simulation (RCMS), National University of Sciences and Technology (NUST), H-12 Campus, Islamabad, 44000, Pakistan

    Bushra Nosheen & Fouzia Perveen

  2. Department of Chemistry, Allama Iqbal Open University, H/8, Islamabad, Pakistan

    Zaman Ashraf & Abdul Bais

  3. School of Chemical and Material Engineering (SCME), National University of Sciences and Technology Islamabad, Pakistan (NUST), H-12 Campus, Islamabad, 44000, Pakistan

    Tayyaba Noor

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  1. Bushra Nosheen
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  2. Fouzia Perveen
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Correspondence to Fouzia Perveen.

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Nosheen, B., Perveen, F., Ashraf, Z. et al. Charge transfer and opto-electronic properties of some newly designed polycatenar discotic liquid crystal derivatives: a DFT study. J Mol Model 26, 291 (2020). https://doi.org/10.1007/s00894-020-04550-x

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