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Heptazine-Based TADF Materials for Nanoparticle-Based Nonlinear Optical Bioimaging

机译：Heptazine-Based TADF Materials for Nanoparticle-Based Nonlinear Optical Bioimaging

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摘要

s-Heptazines are emerging as strong electron acceptors for efficient thermallyactivated delayed fluorescent (TADF) materials, yet the difficulties in synthesizingthem have limited their practical use. Here, three novel s-heptazineTADF materials with green to deep-red emission (λ_(max) = 525–664 nm) andhigh photoluminescence quantum yields, synthesized by either pseudoelectrophilicsubstitution or Negishi coupling routes, are described. Thesematerials also demonstrate strong nonlinear optical absorption, with twophotoncross sections up to 1260 GM. With deep-red fluorescence, strongtwo-photon absorption, high quantum yield, and delayed fluorescence, theemitter HAP-3MeOTPA is ideally suited for use in nanoparticle-based bioimagingexperiments. The two kinds of luminescent nanoparticle are prepared,namely hostless, aggregate-based organic dots (a-Odots) and rigid, glassyOdots (g-Odots) as biocompatible and water-dispersible TADF probes. Theg-Odots are shown to retain the nonlinear optical properties, high photoluminescencequantum yield, and TADF observed in the constituent heptazinedye. These g-Odots are then used as biological imaging probes with immortalizedhuman kidney cancer (HEK293) cells, and single and multi-photonexcitedmicroscopy coupled with time-gated luminescence measurements aredemonstrated. This work not only describes new routes to efficient heptazinebasedTADF materials, but also demonstrates their potential as nanoparticlebasedbioimaging probes combining several advanced optical functions.

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