1. Push–Pull Bisnaphthyridylamine Supramolecular Nanoparticles: Polarity‐Induced Aggregation and Crystallization‐Induced Emission Enhancement and Fluorescence Resonance Energy Transfer.
- Author
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Hagihara, Ryusuke, Umeno, Tomohiro, Ueki, Shoji, Yoshihara, Daisuke, Fuchi, Yasufumi, Usui, Kazuteru, Sakuma, Masaomi, Yamada, Ken‐ichi, and Karasawa, Satoru
- Subjects
FLUORESCENCE resonance energy transfer ,MAGNETIC resonance imaging ,MAGNETICS ,NANOPARTICLES ,NANOCAPSULES - Abstract
Emissive push–pull‐type bisnaphthyridylamine derivatives (BNA‐X: X=Me, Et, Bzl, Ph, BuBr, and BuTEMPO) aggregate in aqueous methanol. Furthermore, a two‐step emission and aggregation process is controllable by varying the methanol‐to‐water ratio. At 2:3 MeOH/H2O, crystallization‐induced emission enhancement (CIEE) occurs via formation of an emissive crystal phase, whereas, at 1:9 MeOH/H2O, aggregation‐induced emission enhancement (AIEE) occurs, induced by emissive supramolecular nanoparticles (NPs). For BNA‐Ph, the emission quantum yield was 25 times higher in aqueous methanol than that in pure methanol. Despite the high hydrophobicity of BNA‐X (C log P=6.1–8.0), the spherical NPs were monodisperse (polydispersity indices <0.2). Moreover, the emissive NPs exhibited fluorescence resonance energy transfer (FRET) with pyrene; however, for BNA‐X bearing the TEMPO radical (BNA‐BuTEMPO), no FRET was observed because of quenching. In particular, the BNA‐BuTEMPO NPs have a slow rotational correlation time (1.3 ns), suggesting applications as magnetic resonance imaging contrast agents with large relaxivity. [ABSTRACT FROM AUTHOR]
- Published
- 2021
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