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- W4256349095 abstract "Charge transfer in organic fluorophores is a fundamental photophysical process that can be either beneficial, e.g., facilitating thermally activated delayed fluorescence, or detrimetnal, e.g., mediating emission quenching. <i>N</i>-Alkylation is shown to provide straightforward synthetic control of the charge transfer, emission energy and quantum yield of amine chromophores. We demonstrate this concept using quinine as a model. <i>N</i>-Alkylation causes changes in its emission that mirror those caused by changes in pH (i.e., protonation). Unlike protonation, however, alkylation of quinine’s two N sites is performed in a stepwise manner to give kinetically stable species. This kinetic stability allows us to isolate and characterize an <i>N</i>-alkylated analog of an ‘unnatural’ protonation state that is quaternized selectively at the less basic site, which is inaccessible using acid. These materials expose (i) the through-space charge-transfer excited state of quinine and (ii) the associated loss pathway, while (iii) developing a simple salt that outperforms quinine sulfate as a quantum yield standard. This <i>N</i>-alkylation approach can be applied broadly in the discovery of emissive materials by tuning charge-transfer states." @default.
- W4256349095 created "2022-05-12" @default.
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- W4256349095 date "2020-04-22" @default.
- W4256349095 modified "2023-10-14" @default.
- W4256349095 title "Modulation of Charge Transfer by N-Alkylation to Control Photoluminescence Energy and Quantum Yield" @default.
- W4256349095 doi "https://doi.org/10.26434/chemrxiv.12159114" @default.
- W4256349095 hasPublicationYear "2020" @default.
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