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Photophysics of Charge Transfer Complexes Formed by Tetracene and Strong Acceptors

  • Christoph P. Theurer
    Christoph P. Theurer
    Institut für Angewandte Physik, Universität Tübingen, Auf der Morgenstelle 10, 72076 Tübingen, Germany
  • Ana M. Valencia
    Ana M. Valencia
    Carl von Ossietzky Universität Oldenburg, Institute of Physics, Carl-von-Ossietzky-Straße 9, 26129 Oldenburg, Germany
    Humboldt-Universität zu Berlin, Physics Department and IRIS Adlershof, Zum Großen Windkanal 6, 12489 Berlin, Germany
  • Julian Hausch
    Julian Hausch
    Institut für Angewandte Physik, Universität Tübingen, Auf der Morgenstelle 10, 72076 Tübingen, Germany
  • Clemens Zeiser
    Clemens Zeiser
    Institut für Angewandte Physik, Universität Tübingen, Auf der Morgenstelle 10, 72076 Tübingen, Germany
  • Vipilan Sivanesan
    Vipilan Sivanesan
    Physikalisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 253, 69120 Heidelberg, Germany
  • Caterina Cocchi*
    Caterina Cocchi
    Carl von Ossietzky Universität Oldenburg, Institute of Physics, Carl-von-Ossietzky-Straße 9, 26129 Oldenburg, Germany
    Humboldt-Universität zu Berlin, Physics Department and IRIS Adlershof, Zum Großen Windkanal 6, 12489 Berlin, Germany
    *E-mail: [email protected]
  • Petra Tegeder
    Petra Tegeder
    Physikalisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 253, 69120 Heidelberg, Germany
    Centre for Advanced Materials, Universität Heidelberg, Im Neuenheimer Feld 225, 69120 Heidelberg, Germany
  • , and 
  • Katharina Broch*
    Katharina Broch
    Institut für Angewandte Physik, Universität Tübingen, Auf der Morgenstelle 10, 72076 Tübingen, Germany
    *E-mail: [email protected]
Cite this: J. Phys. Chem. C 2021, 125, 11, 6313–6323
Publication Date (Web):March 11, 2021
https://doi.org/10.1021/acs.jpcc.0c10815
Copyright © 2021 The Authors. Published by American Chemical Society

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    Abstract

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    Organic charge transfer complexes (CTCs) with near-infrared absorption received growing interest in the past years, but the details of their photophysics, especially in thin films, remain largely unknown. We combined experimental and computational methods to thoroughly investigate and compare CTCs formed by tetracene with 2,2′-(perfluoronaphthalene-2,6-diylidene)dimalononitrile and 2,3,5,6-tetrafluoro-7,7,8,8,-tetracyanoquinodimethane, respectively. Using ultrafast transient absorption spectroscopy, the photophysics of these small bandgap CTCs was revealed, which is dominated by a sub-picosecond relaxation of the excitons back to the ground state. In equimolar blends, tetracene singlet fission is suppressed while in blends with excess of tetracene reduced lifetimes of tetracene, singlet and triplet excitons were found.

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    Cited By

    This article is cited by 14 publications.

    1. Matheus Jacobs, Jannis Krumland, Ana M. Valencia, Caterina Cocchi. Pulse-Induced Dynamics of a Charge-Transfer Complex from First Principles. The Journal of Physical Chemistry A 2023, 127 (42) , 8794-8805. https://doi.org/10.1021/acs.jpca.3c03709
    2. Meheret K. Ourgessa, Jack R. McClellan, Dean H. Johnston, Catherine M. Mauck. Molecular p-Doping in Thiophene Diketopyrrolopyrrole Thin Films through Formation of a Charge Transfer Complex. The Journal of Physical Chemistry C 2023, 127 (37) , 18694-18705. https://doi.org/10.1021/acs.jpcc.3c03912
    3. Julian Hausch, Nico Hofeditz, Jona Bredehöft, Sebastian Hammer, Jens Pflaum, Katharina Broch, Marina Gerhard, Frank Schreiber. Influence of Excited-State Delocalization on Singlet Fission: Tuning Triplet-Pair-State Emission in Thin Films. The Journal of Physical Chemistry C 2023, 127 (7) , 3778-3786. https://doi.org/10.1021/acs.jpcc.2c08334
    4. Shishi Feng, Yi Zhao, WanZhen Liang. Substituent Effect on Vibrationally Resolved Absorption Spectra and Exciton Dynamics of Dipyrrolonaphthyridinedione Aggregates. The Journal of Physical Chemistry A 2022, 126 (37) , 6395-6406. https://doi.org/10.1021/acs.jpca.2c03907
    5. Christoph P. Theurer, Martin Richter, Debkumar Rana, Giuliano Duva, Daniel Lepple, Alexander Hinderhofer, Frank Schreiber, Petra Tegeder, Katharina Broch. Coexistence of Ion Pairs and Charge-Transfer Complexes and Their Impact on Pentacene Singlet Fission. The Journal of Physical Chemistry C 2021, 125 (43) , 23952-23959. https://doi.org/10.1021/acs.jpcc.1c07457
    6. Darius Günder, Ana M. Valencia, Michele Guerrini, Tobias Breuer, Caterina Cocchi, Gregor Witte. Polarization Resolved Optical Excitation of Charge-Transfer Excitons in PEN:PFP Cocrystalline Films: Limits of Nonperiodic Modeling. The Journal of Physical Chemistry Letters 2021, 12 (40) , 9899-9905. https://doi.org/10.1021/acs.jpclett.1c02761
    7. Nico Hofeditz, Marina Gerhard, Christoph P. Theurer, Julian Hausch, Katharina Broch, Wolfram Heimbrodt, Martin Koch. Photoexcitation Dynamics in Strongly Interacting Donor/Acceptor Blends Probed by Time-Resolved Photoluminescence Spectroscopy. The Journal of Physical Chemistry C 2021, 125 (31) , 17194-17201. https://doi.org/10.1021/acs.jpcc.1c04183
    8. Chandani Mathur, Raakhi Gupta, Raj K. Bansal, Sonia Swami, Ankita Sheoran, Deepak B. Salunke. Preparation and Physicochemical Properties of Organic Semiconducting Materials from the Reaction of Imidazo[1,2‐ a ]pyridines with Tetracyanoethylene. ChemistrySelect 2023, 8 (41) https://doi.org/10.1002/slct.202302954
    9. Ana M. Valencia, Daniel Bischof, Sebastian Anhäuser, Marc Zeplichal, Andreas Terfort, Gregor Witte, Caterina Cocchi. Excitons in organic materials: Revisiting old concepts with new insights. Electronic Structure 2023, https://doi.org/10.1088/2516-1075/acf2d4
    10. Caterina Cocchi, Michele Guerrini, Jannis Krumland, Ngoc Trung Nguyen, Ana M Valencia. Modeling the electronic structure of organic materials: a solid-state physicist’s perspective. Journal of Physics: Materials 2023, 6 (1) , 012001. https://doi.org/10.1088/2515-7639/aca935
    11. Linpeng Xu, Bining Tian, Tianyue Wang, Ying Yu, Yucheng Wu, Jiewu Cui, Zhongnan Cao, Jianhong Wu, Weike Zhang, Qi Zhang, Jiaqin Liu, Zhanfeng Li, Yue Tian. Direct Z-scheme polymeric heterojunction boosts photocatalytic hydrogen production via a rebuilt extended π-delocalized network. Energy & Environmental Science 2022, 15 (12) , 5059-5068. https://doi.org/10.1039/D2EE02380F
    12. Gamal A.E. Mostafa, Tarek A. Yousef, Ali A. ElGamal, Atef M.A. Homoda, Haitham AlRabiah. Tamoxifen charge transfer complexes with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and 7,7,8,8-tetracyanoquinodimethan: Synthesis, spectroscopic characterization and theoretical study. Bioorganic Chemistry 2022, 120 , 105603. https://doi.org/10.1016/j.bioorg.2022.105603
    13. Michele Ghini, Andrea Rubino, Andrea Camellini, Ilka Kriegel. Multi-charge transfer from photodoped ITO nanocrystals. Nanoscale Advances 2021, 3 (23) , 6628-6634. https://doi.org/10.1039/D1NA00656H
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