Identifying (BN)2 -pyrenes as a New Class of Singlet Fission Chromophores: Significance of Azaborine Substitution

The Journal of Physical Chemistry Letters
Tao ZengKevin Stamplecoskie

Abstract

Singlet fission converts one photoexcited singlet state to two triplet excited states and raises photoelectric conversion efficiency in photovoltaic devices. However, only a handful of chromophores have been known to undergo this process, which greatly limits the application of singlet fission in photovoltaics. We hereby identify a recently synthesized diazadiborine-pyrene ((BN)2-pyrene) as a singlet fission chromophore. Theoretical calculations indicate that it satisfies the thermodynamics criteria for singlet fission. More importantly, the calculations provide a physical chemistry insight into how the BN substitution makes this happen. Both calculation and transient absorption spectroscopy experiments indicate that the chromophore has a better absorption than pentacene. The convenient synthesis pathway of the (BN)2-pyrene suggests an in situ chromophore generation in photovoltaic devices. Two more (BN)2-pyrene isomers are proposed as singlet fission chromophores. This study sets a step forward in the cross-link of singlet fission and azaborine chemistry.

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Citations

May 28, 2019·Angewandte Chemie·Fang-Dong ZhuangJian Pei
Jun 24, 2019·The Journal of Chemical Physics·Achini JapahugeTao Zeng
Jul 23, 2021·Physical Chemistry Chemical Physics : PCCP·Anurag SinghMerle I S Röhr
Jun 11, 2020·Journal of the American Chemical Society·Qing LiZhong-Min Su
May 7, 2019·The Journal of Physical Chemistry. a·Geetanjali GiriS Ramasesha
Aug 14, 2020·The Journal of Physical Chemistry. a·Takanori NagamiMasayoshi Nakano
Oct 9, 2019·Chemical Reviews·Thijs StuyverRoald Hoffmann

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