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Updated: Jan 25, 2026

Synthesis and Functionalization of Nitrogen-doped Carbon Nanotube Cups with Gold Nanoparticles as Cork Stoppers
Published on: May 13, 2013
Near-Infrared-Emitting Nitrogen-Doped Nanographenes
Kairi Yamato1, Ryo Sekiya1, Kaho Suzuki1
1Department of Chemistry, Graduate School of Science, Hiroshima University, 1-3-1, Kagamiyama, Higashi-Hiroshima, 739-8526, Japan.
Abstract:
The quantum-size effect, which enables nanographenes to emit photoluminescence (PL) in the UV to visible region, has inspired intense research. However, the control of the PL properties of nanographenes through manipulation of their π-system by post-modifications is not well developed. By utilizing a ring-closure reaction between an aromatic 1,2-dicarboxylic acid and a 1,8-naphthalenediamine derivative, which produces a perimidine framework, nitrogen-doped nanographenes were realized. Two nanographenes produced by a one-pot reaction of edge-oxidized nanographene (GQD-2) with 1,8-naphthalenediamine derivatives (GQD-1 a and GQD-1 b) displayed an absorption band extending to >1000 nm; furthermore, the PL wavelength of GQD-1 a was significantly red-shifted into the near-infrared (NIR) region in which it can be used for bioimaging. Time-dependent DFT calculations of model nanographenes showed that the functional groups narrow the HOMO-LUMO gap, realizing the NIR-emitting nanographenes.
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