Charge-Transfer Luminescence in a Molecular Donor–Acceptor Complex: Computational Insights

Forde, Aaron; Freixas, Victor M.; Fernandez-Alberti, Sebastian; Neukirch, Amanda J.; Tretiak, Sergei

doi:10.1021/acs.jpclett.2c02479

Title: Charge-Transfer Luminescence in a Molecular Donor–Acceptor Complex: Computational Insights

Journal Article · Tue Sep 13 00:00:00 EDT 2022 · Journal of Physical Chemistry Letters

DOI:https://doi.org/10.1021/acs.jpclett.2c02479· OSTI ID:1888223

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Los Alamos National Lab. (LANL), Los Alamos, NM (United States). Theoretical Division; Los Alamos National Lab. (LANL), Los Alamos, NM (United States). Center for Nonlinear Studies
Universidad Nacional de Quilmes, Bernal (Argentina)
Los Alamos National Lab. (LANL), Los Alamos, NM (United States). Theoretical Division

Donor–acceptor molecular complexes are a popular class of materials utilizing charge-transfer states for practical applications. A recent class of donor–acceptor dyads based on the fluorescent BODIPY functionalized with triphenylamine (TPA) shows the peculiar property of dual fluorescence. It is hypothesized that instead of the sensitized charge-transfer state being optically dark, it provides an additional bright radiative pathway. In this study, we use time-dependent density functional theory to characterize the energetic alignment of excitonic and charge-transfer states in a BODIPY-TPA molecular complex. We observe that using a long-range exchange corrected functional in combination with state-specific solvation scheme gives a qualitatively correct alignment of the exciton and charge-transfer states and an enhancement in oscillator strength for the equilibrium solvated charge-transfer state, in agreement with experiment. Furthermore, this work provides rationalization of charge-transfer state emission and provides a foundation to explore charge-transfer using ab initio excited-state nonadiabatic dynamics.

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Research Organization:: Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)

Sponsoring Organization:: USDOE National Nuclear Security Administration (NNSA); USDOE Laboratory Directed Research and Development (LDRD) Program; USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: 89233218CNA000001

OSTI ID:: 1888223

Report Number(s):: LA-UR-22-28182

Journal Information:: Journal of Physical Chemistry Letters, Vol. 13, Issue 37; ISSN 1948-7185

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

References (45)

Theoretical Description of Structural and Electronic Properties of Organic Photovoltaic Materials Zhugayevych, Andriy; Tretiak, Sergei Annual Review of Physical Chemistry, Vol. 66, Issue 1 https://doi.org/10.1146/annurev-physchem-040214-121440	journal	April 2015
Charge-transfer electronic states in organic solar cells Coropceanu, Veaceslav; Chen, Xian-Kai; Wang, Tonghui Nature Reviews Materials, Vol. 4, Issue 11 https://doi.org/10.1038/s41578-019-0137-9	journal	September 2019
Long-range electron transfer in artificial systems with d6 and d8 metal photosensitizers Wenger, Oliver S. Coordination Chemistry Reviews, Vol. 253, Issue 9-10 https://doi.org/10.1016/j.ccr.2008.10.010	journal	May 2009
A theoretical perspective on charge transfer in photocatalysis. The example of Ir-based systems Bokarev, Sergey I.; Bokareva, Olga S.; Kühn, Oliver Coordination Chemistry Reviews, Vol. 304-305 https://doi.org/10.1016/j.ccr.2014.12.016	journal	December 2015
Ultrafast Dynamics of Charge Transfer and Photochemical Reactions in Solar Energy Conversion Xu, Jing-Yin; Tong, Xin; Yu, Peng Advanced Science, Vol. 5, Issue 12 https://doi.org/10.1002/advs.201800221	journal	October 2018
Quantum Dynamics Simulations of Interfacial Electron Transfer in Sensitized TiO ₂ Semiconductors Rego, Luis G. C.; Batista, Victor S. Journal of the American Chemical Society, Vol. 125, Issue 26 https://doi.org/10.1021/ja0346330	journal	July 2003
The crucial role of a spacer material on the efficiency of charge transfer processes in organic donor–acceptor junction solar cells Nieman, Reed; Tsai, Hsinhan; Nie, Wanyi Nanoscale, Vol. 10, Issue 1 https://doi.org/10.1039/C7NR07125F	journal	January 2018
Conditions for Directional Charge Transfer in CdSe Quantum Dots Functionalized by Ru(II) Polypyridine Complexes Kilina, Svetlana; Cui, Peng; Fischer, Sean A. The Journal of Physical Chemistry Letters, Vol. 5, Issue 20 https://doi.org/10.1021/jz502017u	journal	September 2014
Hole Transfer in Dye-Sensitized Cesium Lead Halide Perovskite Photovoltaics: Effect of Interfacial Bonding Forde, Aaron; Kilin, Dmitri The Journal of Physical Chemistry C, Vol. 121, Issue 37 https://doi.org/10.1021/acs.jpcc.7b04961	journal	September 2017
Corrole−Fullerene Dyads: Formation of Long-Lived Charge-Separated States in Nonpolar Solvents DʼSouza, Francis; Chitta, Raghu; Ohkubo, Kei Journal of the American Chemical Society, Vol. 130, Issue 43 https://doi.org/10.1021/ja804665y	journal	October 2008
Excited-state dynamics of a molecular dyad with two orthogonally-oriented fluorophores Letrun, Romain; Lang, Bernhard; Yushchenko, Oleksandr Physical Chemistry Chemical Physics, Vol. 20, Issue 48 https://doi.org/10.1039/C8CP05356A	journal	January 2018
D–π–A type conjugated indandione derivatives: ultrafast broadband nonlinear absorption responses and transient dynamics Chen, Lu; Wu, Xingzhi; Li, Zhongguo RSC Advances, Vol. 12, Issue 14 https://doi.org/10.1039/D2RA00349J	journal	January 2022
Intramolecular long-distance electron transfer in radical anions. The effects of free energy and solvent on the reaction rates Miller, J. R.; Calcaterra, L. T.; Closs, G. L. Journal of the American Chemical Society, Vol. 106, Issue 10 https://doi.org/10.1021/ja00322a058	journal	May 1984
Temperature dependent activation energy for electron transfer between biological molecules Jortner, Joshua The Journal of Chemical Physics, Vol. 64, Issue 12 https://doi.org/10.1063/1.432142	journal	June 1976
Conformational Dynamics of Photoexcited Conjugated Molecules Tretiak, S.; Saxena, A.; Martin, R. L. Physical Review Letters, Vol. 89, Issue 9 https://doi.org/10.1103/PhysRevLett.89.097402	journal	August 2002
Inhomogeneous Electron Gas Hohenberg, P.; Kohn, W. Physical Review, Vol. 136, Issue 3B, p. B864-B871 https://doi.org/10.1103/PhysRev.136.B864	journal	November 1964
Generalized Gradient Approximation Made Simple Perdew, John P.; Burke, Kieron; Ernzerhof, Matthias Physical Review Letters, Vol. 77, Issue 18, p. 3865-3868 https://doi.org/10.1103/PhysRevLett.77.3865	journal	October 1996
Density‐functional thermochemistry. III. The role of exact exchange Becke, Axel D. The Journal of Chemical Physics, Vol. 98, Issue 7, p. 5648-5652 https://doi.org/10.1063/1.464913	journal	April 1993
Toward reliable density functional methods without adjustable parameters: The PBE0 model Adamo, Carlo; Barone, Vincenzo The Journal of Chemical Physics, Vol. 110, Issue 13 https://doi.org/10.1063/1.478522	journal	April 1999
Dependence of Spurious Charge-Transfer Excited States on Orbital Exchange in TDDFT: Large Molecules and Clusters Magyar, R. J.; Tretiak, S. Journal of Chemical Theory and Computation, Vol. 3, Issue 3 https://doi.org/10.1021/ct600282k	journal	March 2007
A new hybrid exchange–correlation functional using the Coulomb-attenuating method (CAM-B3LYP) Yanai, Takeshi; Tew, David P.; Handy, Nicholas C. Chemical Physics Letters, Vol. 393, Issue 1-3, p. 51-57 https://doi.org/10.1016/j.cplett.2004.06.011	journal	July 2004
Long-range corrected hybrid density functionals with damped atom–atom dispersion corrections Chai, Jeng-Da; Head-Gordon, Martin Physical Chemistry Chemical Physics, Vol. 10, Issue 44 https://doi.org/10.1039/b810189b	journal	January 2008
Asymptotic correction of the exchange–correlation kernel of time-dependent density functional theory for long-range charge-transfer excitations Gritsenko, Oleg; Baerends, Evert Jan The Journal of Chemical Physics, Vol. 121, Issue 2 https://doi.org/10.1063/1.1759320	journal	July 2004
Optical absorption in donor–acceptor polymers – alternating vs. random Karolewski, Andreas; Neubig, Anne; Thelakkat, Mukundan Physical Chemistry Chemical Physics, Vol. 15, Issue 46 https://doi.org/10.1039/c3cp52739e	journal	January 2013
Comparison of LC-TDDFT and ADC(2) Methods in Computations of Bright and Charge Transfer States in Stacked Oligothiophenes Li, Hao; Nieman, Reed; Aquino, Adélia J. A. Journal of Chemical Theory and Computation, Vol. 10, Issue 8 https://doi.org/10.1021/ct500072f	journal	June 2014
A combined quantum mechanical and molecular mechanical potential for molecular dynamics simulations Field, Martin J.; Bash, Paul A.; Karplus, Martin Journal of Computational Chemistry, Vol. 11, Issue 6 https://doi.org/10.1002/jcc.540110605	journal	July 1990
Q UANTUM M ECHANICAL M ETHODS FOR E NZYME K INETICS Gao, Jiali; Truhlar, Donald G. Annual Review of Physical Chemistry, Vol. 53, Issue 1 https://doi.org/10.1146/annurev.physchem.53.091301.150114	journal	October 2002
QM/MM through the 1990s: The First Twenty Years of Method Development and Applications Liu, Meiyi; Wang, Yingjie; Chen, Yakun Israel Journal of Chemistry, Vol. 54, Issue 8-9 https://doi.org/10.1002/ijch.201400036	journal	July 2014
Theoretical studies of enzymic reactions: Dielectric, electrostatic and steric stabilization of the carbonium ion in the reaction of lysozyme Warshel, A.; Levitt, M. Journal of Molecular Biology, Vol. 103, Issue 2 https://doi.org/10.1016/0022-2836(76)90311-9	journal	May 1976
Continuum solvation models: A new approach to the problem of solute’s charge distribution and cavity boundaries Mennucci, Benedetta; Tomasi, Jacopo The Journal of Chemical Physics, Vol. 106, Issue 12 https://doi.org/10.1063/1.473558	journal	March 1997
Ab initio study of solvated molecules: a new implementation of the polarizable continuum model Cossi, Maurizio; Barone, Vincenzo; Cammi, Roberto Chemical Physics Letters, Vol. 255, Issue 4-6 https://doi.org/10.1016/0009-2614(96)00349-1	journal	June 1996
Geometries and properties of excited states in the gas phase and in solution: Theory and application of a time-dependent density functional theory polarizable continuum model Scalmani, Giovanni; Frisch, Michael J.; Mennucci, Benedetta The Journal of Chemical Physics, Vol. 124, Issue 9 https://doi.org/10.1063/1.2173258	journal	March 2006
Solvent effects in time-dependent self-consistent field methods. II. Variational formulations and analytical gradients Bjorgaard, J. A.; Velizhanin, K. A.; Tretiak, S. The Journal of Chemical Physics, Vol. 143, Issue 5 https://doi.org/10.1063/1.4927167	journal	August 2015
Solvent effects in time-dependent self-consistent field methods. I. Optical response calculations Bjorgaard, J. A.; Kuzmenko, V.; Velizhanin, K. A. The Journal of Chemical Physics, Vol. 142, Issue 4 https://doi.org/10.1063/1.4905828	journal	January 2015
Practical computation of electronic excitation in solution: vertical excitation model Marenich, Aleksandr V.; Cramer, Christopher J.; Truhlar, Donald G. Chemical Science, Vol. 2, Issue 11 https://doi.org/10.1039/c1sc00313e	journal	January 2011
On the evaluation of analytic energy derivatives for correlated wave functions Handy, Nicholas C.; Schaefer, Henry F. The Journal of Chemical Physics, Vol. 81, Issue 11 https://doi.org/10.1063/1.447489	journal	December 1984
Formation and relaxation of excited states in solution: A new time dependent polarizable continuum model based on time dependent density functional theory Caricato, Marco; Mennucci, Benedetta; Tomasi, Jacopo The Journal of Chemical Physics, Vol. 124, Issue 12 https://doi.org/10.1063/1.2183309	journal	March 2006
A state-specific polarizable continuum model time dependent density functional theory method for excited state calculations in solution Improta, Roberto; Barone, Vincenzo; Scalmani, Giovanni The Journal of Chemical Physics, Vol. 125, Issue 5 https://doi.org/10.1063/1.2222364	journal	August 2006
Intramolecular Long-Range Charge-Transfer Emission in Donor–Bridge–Acceptor Systems Buck, Jason T.; Wilson, Reid W.; Mani, Tomoyasu The Journal of Physical Chemistry Letters, Vol. 10, Issue 11 https://doi.org/10.1021/acs.jpclett.9b01269	journal	May 2019
Quantitative Accuracy in Calculating Charge Transfer State Energies in Solvated Molecular Complexes Using a Screened Range Separated Hybrid Functional within a Polarized Continuum Model Bhandari, Srijana; Dunietz, Barry D. Journal of Chemical Theory and Computation, Vol. 15, Issue 8 https://doi.org/10.1021/acs.jctc.9b00480	journal	June 2019
Resonance Raman Intensities and Charge-Transfer Reorganization Energies Myers, Anne B. Chemical Reviews, Vol. 96, Issue 3 https://doi.org/10.1021/cr950249c	journal	January 1996
Adiabatic time-dependent density functional methods for excited state properties Furche, Filipp; Ahlrichs, Reinhart The Journal of Chemical Physics, Vol. 117, Issue 16 https://doi.org/10.1063/1.1508368	journal	October 2002
Nonadiabatic Excited-State Molecular Dynamics Modeling of Photoinduced Dynamics in Conjugated Molecules Nelson, Tammie; Fernandez-Alberti, Sebastian; Chernyak, Vladimir The Journal of Physical Chemistry B, Vol. 115, Issue 18 https://doi.org/10.1021/jp109522g	journal	May 2011
Self‐consistent molecular orbital methods. XXIII. A polarization‐type basis set for second‐row elements Francl, Michelle M.; Pietro, William J.; Hehre, Warren J. The Journal of Chemical Physics, Vol. 77, Issue 7, p. 3654-3665 https://doi.org/10.1063/1.444267	journal	October 1982
Continuous surface charge polarizable continuum models of solvation. I. General formalism Scalmani, Giovanni; Frisch, Michael J. The Journal of Chemical Physics, Vol. 132, Issue 11 https://doi.org/10.1063/1.3359469	journal	March 2010

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