Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 5, Pages 2003-2007Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201912202
Keywords
internal conversion; intramolecular singlet fission; isoindigo; photophysics; transient absorption spectroscopy
Categories
Funding
- National Natural Science Foundation of China [21573251, 21833005, 21790364, 21503139, 21673144, 21873065]
- Ministry of Science and Technology of China [2017YFA0204503]
- Beijing Natural Science Foundation of China [2162011, 2192011]
- High-level Teachers in Beijing Municipal Universities in the Period of 13th Five-year Plan [IDHT20180517, CITTCD20180331]
- Open Fund of the State Key Laboratory of Integrated Optoelectronics [IOSKL2019KF01]
- Capacity Building for Sci-Tech Innovation-Fundamental Scientific Research Funds [025185305000/210, 009/19530050162]
- Youth Innovative Research Team of Capital Normal University [009/19530050148]
- Beijing Advanced Innovation Center for Imaging Technology [009/19530011009]
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Singlet fission (SF) holds the potential to boost the maximum power conversion efficiency of photovoltaic devices. Internal conversion (IC) has been considered as one of the major competitive deactivation pathways to transform excitation energy into heat. Now, using time-resolved spectroscopy and theoretical calculation, it is demonstrated that, instead of a conventional IC pathway, an unexpected intramolecular singlet fission (iSF) process is responsible for excited state deactivation in isoindigo derivatives. The (TT)-T-1 state could form at ultrafast rate and nearly quantitatively in solution. In solid films, the slipped stacked intermolecular packing of a thiophene-functionalized derivative leads to efficient triplet pair separation, giving rise to an overall triplet yield of 181 %. This work not only enriches the pool of iSF-capable materials, but also contributes to a better understanding of the iSF mechanism, which could be relevant for designing new SF sensitizers.
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