Singlet Fission Driven by Excited‐State Intramolecular Proton Transfer (ESIPT+SF): A (TD)DFT Study

Abstract

Singlet fission is a photophysical process able to generate two triplet excitons after the absorption of one high‐energy photon. Although this process is expected to boost the efficiency of photovoltaic cells, the instability of all known singlet fission materials hindered its implementation in any practical device. In order to overcome this limitation, we present a novel photophysical process that combines excited‐state intramolecular proton transfer and singlet fission (ESIPT+SF). Together with the suggested mechanism, this study provides a computational analysis identifying possible ESIPT+SF materials.

Generative organic electronic molecular design informed by quantum chemistry

“…Interestingly, molecule 24, an isomer of 1,4-dihydroxyanthraquinone, has quinoidal character and undergoes excited state intramolecular proton transfer, which both have been used as design rules for singlet ssion. 62,63 Although such design rules can not be captured by the reinforcement learning process explicitly, the agent network is driven to generate molecules matching S 1 /T 1 and T 2 /T 1 criteria, which requires molecular engineering to tune excited singlet and triplet energies. Though we are only calculating the vertical excitation energies here, the presence of the neighboring H atom (though not transferred in the calculation), appears to inuence the excited state energies.…”

Detailed Complementary Consistency: Wave Function Tells Particle How to Hop, Particle Tells Wave Function How to Collapse

“…In chemistry, physics, biology, and materials science, many important processes (e.g. proton transfer 1,2 , charge transport 3,4 , exciton diffusion 5,6 , energy relaxation 7,8 , and singlet fission 9,10 ) all belong to the category of nonadiabatic dynamics. Due to the presence of quantum transitions, the traditional Born-Oppenheimer approximation is no longer valid, and the electronic and nuclear dynamics are strongly coupled.…”

Detailed Complementary Consistency: Wave Function Tells Particle How to Hop, Particle Tells Wave Function How to Collapse

“…In chemistry, physics, biology, and materials science, many important processes (e.g., proton transfer, − charge transport, − exciton diffusion, − energy relaxation, − and singlet fission − ) all belong to the category of nonadiabatic dynamics. Due to the presence of quantum transitions, the traditional Born–Oppenheimer approximation is no longer valid, and the electronic and nuclear dynamics become strongly coupled.…”