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One- and two-photon absorption properties of quadrupolar thiophene-based dyes with acceptors of varying strengths

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Abstract

The one-photon (1P) and two-photon (2P) absorption properties of three quadrupolar dyes, featuring thiophene as a donor and acceptors of varying strengths, are determined by a combination of experimental and computational methods employing the density functional theory (DFT). The emission shifts in different solvents are well reproduced by time-dependent DFT calculations with the linear response and state specific approaches in the framework of the polarizable continuum model. The calculations show that the energies of both 1P- and 2P-active states decrease with an increase of the strength of the acceptor. The 2P absorption cross-sections predicted by the response theory are accounted for by considering just one intermediate state (S1) in the sum-over-states formulation. For the chromophore featuring the stronger acceptor, the energetic positions of the 1P- and 2P-active states prevent the exploitation of the theoretically predicted very high 2P activity due to the competing 1P absorption into the S1 state.

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Authors and Affiliations

  1. Dipartimento di Chimica ‘G. Ciamician’, Università di Bologna, Via F. Selmi, 2, 40126, Bologna, Italy

    Sofia Canola, Lorenzo Mardegan, Giacomo Bergamini, Marco Villa, Angela Acocella, Paola Ceroni & Fabrizia Negri

  2. INSTM, UdR Bologna, Italy

    Sofia Canola & Fabrizia Negri

  3. MEDITEKNOLOGY srl, Via P. Gobetti 101, 40129, Bologna, Italy

    Mattia Zangoli

  4. Department of Biochemistry and Biophysics, Perelman School of Medicine, University of Pennsylvania, 19104, Philadelphia, PA, USA

    Luca Ravotto & Sergei A. Vinogradov

  5. CNR-NANOTEC - Instituto di Nanotecnologia, Via Monteroni, 73100, Lecce, Italy

    Francesca Di Maria

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  1. Sofia Canola
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Electronic supplementary information (ESI) available: Figures and tables with additional details on experimental and computational results. See DOI: 10.1039/c9pp00006b

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Canola, S., Mardegan, L., Bergamini, G. et al. One- and two-photon absorption properties of quadrupolar thiophene-based dyes with acceptors of varying strengths. Photochem Photobiol Sci 18, 2180–2190 (2019). https://doi.org/10.1039/c9pp00006b

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