DataVXAdvanced Energy MaterialsPaper
journal article·2019-01Open access

Intermolecular Singlet Fission in Unsymmetrical Derivatives of Pentacene in Solution

Rubén Casillas, Matthias Adam, Pedro B. Coto, Andreas R. Waterloo, Johannes Zirzlmeier, Seelam Rajagopala Reddy, Frank Hampel, Robert McDonald, Rik R. Tykwinski, Michael Thoss, Dirk M. Guldi

Advanced Energy Materials· Volume 9· Issue 2
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Source abstract

Abstract

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.
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Research context

OpenAlex topics: Photochemistry and Electron Transfer Studies · Organic Electronics and Photovoltaics · Luminescence and Fluorescent Materials

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Affiliations

Friedrich‐Alexander‐Universität (FAU) Department of Chemistry and Pharmacy & Center of Excellence Engineering of Advanced Materials (EAM) Egerlandstrasse 3 91058 Erlangen Germany

Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials (ICMM) Friedrich‐Alexander‐Universität (FAU) Nikolaus‐Fiebiger‐Strasse 10 91058 Erlangen Germany

Friedrich‐Alexander‐Universität Erlangen‐Nürnberg Institute for Theoretical Physics Staudtstrasse 7 / B2 91058 Erlangen Germany

University of Oviedo Department of Physical and Analytical Chemistry Julián Clavería 8 33006 Oviedo Spain

Unité de Chimie Physique Théorique et Structurale Namur Institute of Structured Matter University of Namur 61 Rue de Bruxelles B‐5000 Namur Belgium

Department of Chemistry University of Alberta Edmonton Alberta T6G 2G2 Canada

Albert‐Ludwigs‐Universität Freiburg Institute of Physics Hermann‐Herder‐Strasse 3 79104 Freiburg Germany

Funding

Friedrich-Alexander-Universität Erlangen-Nürnberg · Natural Sciences and Engineering Research Council of Canada · Solar Technologies go Hybrid · Bayerisches Staatsministerium für Wissenschaft, Forschung und Kunst · Deutsche Forschungsgemeinschaft · Gobierno del Principado de Asturias · European Regional Development Fund

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