• Open Access

Synthesis, Spectroscopy, and Computational Analysis of Photoluminescent Bis(aminophenyl)-Substituted Thiophene Derivatives

Authors

  • Daniel Lumpi,

    1. Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9, 1060 Vienna (Austria), Fax: (+43) 1-58801-15499
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  • Dr. Ernst Horkel,

    Corresponding author
    1. Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9, 1060 Vienna (Austria), Fax: (+43) 1-58801-15499
    • Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9, 1060 Vienna (Austria), Fax: (+43) 1-58801-15499
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  • Dr. Felix Plasser,

    1. Institute for Theoretical Chemistry, University of Vienna, Währingerstrasse 17, 1090 Vienna (Austria)
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  • Prof. Dr. Hans Lischka,

    1. Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061 (USA)
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  • Prof. Dr. Johannes Fröhlich

    1. Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9, 1060 Vienna (Austria), Fax: (+43) 1-58801-15499
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Abstract

Substituted oligothiophenes have a long history in the field of organic electronics, as they often combine outstanding electro-optical properties with the ease of synthesis. To assist the rational selection of the most promising structures to be synthesized, there is the demand for tools that allow prediction of the properties of the materials. In this study, we present strategies for synthesis and computational characterization, with respect to the fluorescence behavior of oligothiophene-based materials for organoelectronic applications. In a combined approach, sophisticated computational methodologies are directly compared to experimental results. The M06-2X functional in combination with the polarizable continuum model in a state-specific formulation for excited-state solvation proved to be particularly reliable. In addition, a semiclassical approach for describing the vibrational broadening of the spectra is employed. As a result, a robust procedure for the prediction of the fluorescence spectra of oligothiophene derivatives is presented.

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