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Probing optical properties of thiophene derivatives for two-photon absorption

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Abstract

We report a state-of-the-art characterization of the linear and nonlinear optical properties of two recent synthesized organic dyes based on the 2,5-dithienylpyrrole motifs. In particular after a careful conformational search was performed, the absorption spectra have been obtained at time-dependent density functional theory level taking into account vibrational and dynamical effects via a Wigner exploration of the potential energy surface. Furthermore, the excited state topology and electronic density reorganization have been characterized using natural transition orbitals and the charge transfer character quantified through recent developed descriptors, also allowing for the rationalization of the poor interfacial electron injection properties exhibited by the dyes when grafted on TiO2 surfaces. Finally, two-photon absorption spectra have been calculated, extremely high cross sections have been obtained in the infrared region paving the way to the possible exploitation of the previous dyes for the development of photoactive smart materials or photodynamic therapy.

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Acknowledgements

Support from the University of Lorraine and French CNRS is gratefully acknowledged. AM thanks Campus France for support under the bilateral “Bosphorus” 35649PL PHC program covering students mobility. SC acknowledges TUBITAK-PIA (Project No: 115Z863) for financial support.

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Author notes

  1. Ozlem Sengul and Esma Birsen Boydas have contributed equally and have to be regarded as joint first authors.

Authors and Affiliations

  1. Department of Chemistry, Bogazici University, Bebek, Istanbul, 34342, Turkey

    Ozlem Sengul, Esma Birsen Boydas & Saron Catak

  2. Théorie-Modélisation-Simulation, SRSMC, Université de Lorraine – Nancy, Boulevard Des Aiguillettes, Vandoeuvre-lès-Nancy, Nancy, France

    Mariachiara Pastore & Antonio Monari

  3. Théorie-Modélisation-Simulation, SRSMC, CNRS, Boulevard Des Aiguillettes, Vandoeuvre-Lès-Nancy, Nancy, France

    Mariachiara Pastore & Antonio Monari

  4. Department of Inorganic Chemistry, National Research Centre, Dokki, Giza, 12622, Egypt

    Walid Sharmouk

  5. Hecrin SRSMC, Université de Lorraine – Nancy, Boulevard des Aiguillettes, Vandoeuvre-Lès-Nancy, Nancy, France

    Philippe C. Gros

  6. Hecrin SRSMC, CNRS, Boulevard des Aiguillettes, Vandoeuvre-Lès-Nancy, Nancy, France

    Philippe C. Gros

Authors
  1. Ozlem Sengul
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  2. Esma Birsen Boydas
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Corresponding authors

Correspondence to Saron Catak or Antonio Monari.

Additional information

Published as part of the special collection of articles derived from the 10th Congress on Electronic Structure: Principles and Applications (ESPA-2016).

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Sengul, O., Boydas, E.B., Pastore, M. et al. Probing optical properties of thiophene derivatives for two-photon absorption. Theor Chem Acc 136, 67 (2017). https://doi.org/10.1007/s00214-017-2094-y

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