Intermolecular Singlet Fission in Unsymmetrical Derivatives of Pentacene in Solution

Journal article


Publication Details

Author(s): Casillas Pacheco R, Adam M, Brana Coto P, Waterloo A, Zirzlmeier J, Reddy SR, Hampel F, Mcdonald R, Tykwinski RR, Thoss M, Guldi DM
Journal: Advanced Energy Materials
Publication year: 2019
Volume: 9
Journal issue: 2
ISSN: 1614-6832
eISSN: 1614-6840


Abstract

Intermolecular singlet fission (SF) is an electronically coupled process between two chromophores, where distance dependences are decisive in terms of rates and yields. In the current work, a family of pentacene derivatives featuring different functional groups have been designed, synthesized, and probed with respect to intermolecular SF in the low, medium, and high concentration regimes rather than in the solid state. By means of advanced photophysical techniques, global analysis modeling, and ab initio calculations, a model for intermolecular SF is postulated. The model is based on an early key intermediate, which involves the diffusional encounter between one pentacene in its singlet excited-state with another one in its ground state and which features excimer characteristics. This is followed by a transformation into a coupled triplet excited-state. The role of the functional group appended to pentacene is analyzed with respect to steric shielding of the pentacene core as a means to prevent photophysical degradation, as well as control diffusional encounter and, subsequently, SF. The findings demonstrate the potential of new molecular materials for SF, especially in solution studies, as well as the challenges of implementing them in energy conversion schemes due to the appearance of photodegradation processes that compete with SF.


FAU Authors / FAU Editors

Adam, Matthias
Lehrstuhl für Organische Chemie I
Brana Coto, Pedro Dr.
Professur für Theoretische Physik mit dem Schwerpunkt Elektronentransport in Molekülen
Casillas Pacheco, Ruben Dr.
Lehrstuhl für Physikalische Chemie I
Guldi, Dirk Michael Prof. Dr.
Lehrstuhl für Physikalische Chemie I
Hampel, Frank Dr.
Lehrstuhl für Organische Chemie I
Waterloo, Andreas
Lehrstuhl für Organische Chemie I
Zirzlmeier, Johannes
Lehrstuhl für Physikalische Chemie I


External institutions with authors

Albert-Ludwigs-Universität Freiburg
Université de Namur
University of Alberta


How to cite

APA:
Casillas Pacheco, R., Adam, M., Brana Coto, P., Waterloo, A., Zirzlmeier, J., Reddy, S.R.,... Guldi, D.M. (2019). Intermolecular Singlet Fission in Unsymmetrical Derivatives of Pentacene in Solution. Advanced Energy Materials, 9(2). https://dx.doi.org/10.1002/aenm.201802221

MLA:
Casillas Pacheco, Ruben, et al. "Intermolecular Singlet Fission in Unsymmetrical Derivatives of Pentacene in Solution." Advanced Energy Materials 9.2 (2019).

BibTeX: 

Last updated on 2019-09-08 at 09:03