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Theoretical assessments and optical and electrochemical properties of the alkoxylated bischalcone as emissive material in single-layer OLED

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Abstract

A new bischalcone comprising of hexyloxy (-OC6H2n+1) chain based on ‘Donor (D)-π-Donor (D)’ system was successfully designed and synthesized to demonstrate as emitting material for single-layer OLEDs. Density functional theory (DFT) assessment at B3LYP/6–31G(d,p) was computed to obtain frontier molecular orbitals (FMOs), chemical reactivity and molecular electrostatic potential (MEP). The utilization of alkoxy substructure towards the chalcone moiety has increased the solubility and contributed to HOMO–LUMO gap energy level 3.473 eV by UV–Vis spectroscopy and was found to have good agreement with the theoretical calculations. The investigations on their optical, electrochemical and thermal behaviour also were conducted via UV–Vis, cyclic voltammetry (CV), thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). The entitled alkoxylated bischalcone (CSAB) revealed good thermal stability up to 300 °C and showed high glass transition temperatures. At positive potential, a quasi-reversible oxidation (Eox 1/2) peak at 2.40 V and negative potentials exhibited reduction peak at 0.78 V, respectively. The application of CSAB was tested in the form of thin film in respect to its conductivity in terms of electrical current and electroluminescence behaviour. It gave an intense yellow emission which has provided depth fundamental understanding on its potentiality featuring alkoxylated bischalcone moiety as solution-processed OLED material in optoelectronic interests.

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Acknowledgements

The authors would like to thank the Minister of Higher Education Malaysia (MOHE) for Fundamental Research Grant (FRGS59515), and FRGS/1/2018/STG07/UMT/02/6 for the financial support for this project. Thanks also go to the Faculty of Science and Marine Environment, Faculty of Ocean Engineering and Institute of Marine Biotechnology (IMB), Universiti Malaysia Terengganu and Universiti Malaya, for facilities and research aids.

Funding

Funding acquisition was provided by the Minister of Higher Education Malaysia (MOHE) for Fundamental Research Grant (FRGS59515), and FRGS/1/2018/STG07/UMT/02/6.

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Authors and Affiliations

  1. Faculty of Science and Marine Environment, Universiti Malaysia Terengganu, Kuala Nerus, 21030, Kuala Terengganu, Terengganu, Malaysia

    Syaharil Saidin, Wan M. Khairul, Mas Mohammed & Farhanini Yusoff

  2. Faculty of Engineering Technology, Universiti Malaysia Perlis, UniCITI Alam Campus, Sungai Chuchuh, Level 1, Block S2Padang Besar, 02100, Perlis, Malaysia

    Rafizah Rahamathullah

  3. Department of Chemistry, Faculty of Science, Universiti of Malaya, 50603, Kuala Lumpur, Malaysia

    Norazilawati Muhamad Sarih

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  1. Syaharil Saidin
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  4. Mas Mohammed
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Contributions

Syaharil Saidin, Rafizah Rahamathullah, Mas Mohammed: methodology, data curation, visualization, writing-original draft. Wan M. Khairul: supervision, conceptualization, writing-review and editing, validation. Farhanini Yusoff, Norazilawati Muhamad Sarih: data curation, validation.

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Correspondence to Wan M. Khairul.

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Saidin, S., Khairul, W.M., Rahamathullah, R. et al. Theoretical assessments and optical and electrochemical properties of the alkoxylated bischalcone as emissive material in single-layer OLED. J Mol Model 28, 198 (2022). https://doi.org/10.1007/s00894-022-05199-4

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