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DFT/TDDFT Study on the Electronic Structure and Spectral Properties of Diphenyl Azafluoranthene Derivative

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Abstract

Paper reports the DFT/TDDFT study on the electronic structure and spectral properties of the five-membered annulated diphenyl azafluoranthene derivative 1,3-diphenyl-3H-indeno[1,2,3-de]pyrazolo[3,4-b]quinoline (DPIPQ) by means of polarizable continuum model (PCM) and Onsager reaction field approaches at the B3LYP/6-31+G(d,p) level of theory. The results of calculations are compared with the optical absorption and fluorescence spectra as well as with the cyclic voltammetry data. The DFT/TDDFT/PCM approaches exhibit rather good quantitative agreement regarding the spectral position of the first absorption band; the discrepancy between the experiment and theory is less than 0.06 eV (linear response approach) or 0.25 eV (state specific approach). As for the fluorescence emission the TDDFT/PCM calculations underestimate the transition energy on about of 0.7–0.8 eV. Such discrepancy should be attributed to insufficient quality of the TDDFT/PCM optimization in the excited state. Ignoring the geometrical relaxation in the excited state provides considerably better agreement between the experiment and theory; discrepancy is less than 0.1–0.22 eV depending on a solvent polarity. The dominant influence on the fluorescence emission results mainly from the solvent reorganization in the excited state whereas the solute relaxation is indeed weak and may be ignored.

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Acknowledgement

The calculations have been carried out in Wrocław Centre for Networking and Supercomputing (http://www.wcss.wroc.pl), grant no. 160.

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Authors and Affiliations

  1. Faculty of Electrical Engineering, Czȩstochowa University of Technology, Al. Armii Krajowej 17, 42-200, Czȩstochowa, Poland

    P. Ga̧siorski, M. Matusiewicz & A. V. Kityk

  2. Department of Chemistry, University of Agriculture, Balicka str. 122, 30-149, Kraków, Poland

    K. S. Danel

  3. Faculty of Chemistry, Jagiellonian University, Ingardena str. 3, 30-060, Kraków, Poland

    T. Uchacz

  4. Chemical Department, Silesian University of Technology, Strzody 9, Gliwice, Poland

    W. Kuźnik

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  1. P. Ga̧siorski
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  2. K. S. Danel
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  3. M. Matusiewicz
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  4. T. Uchacz
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Correspondence to A. V. Kityk.

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Ga̧siorski, P., Danel, K.S., Matusiewicz, M. et al. DFT/TDDFT Study on the Electronic Structure and Spectral Properties of Diphenyl Azafluoranthene Derivative. J Fluoresc 22, 81–91 (2012). https://doi.org/10.1007/s10895-011-0932-1

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  • DOI: https://doi.org/10.1007/s10895-011-0932-1

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