One-step synthesis of perylenediimides exhibiting near-infrared absorption and emission by amino-yne click reaction

Haruki Sanematsu; Masayuki Takeuchi; Atsuro Takai

doi:10.1039/d3cc00886j

One-step synthesis of perylenediimides exhibiting near-infrared absorption and emission by amino-yne click reaction

Chem Commun (Camb). 2023 Apr 20;59(33):4903-4906. doi: 10.1039/d3cc00886j.

Authors

Haruki Sanematsu^{1

2}, Masayuki Takeuchi^{1

2}, Atsuro Takai¹

Affiliations

¹ Molecular Design and Function Group, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047, Japan. TAKAI.Atsuro@nims.go.jp.
² Department of Materials Science and Engineering, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8577, Japan.

PMID: 37000468
DOI: 10.1039/d3cc00886j

Abstract

The facile synthesis of chromophores with near-infrared (NIR) absorption and emission is of particular interest due to their wide range of applications. Here we report a one-step synthesis of amino-functionalized perylenediimides exhibiting NIR absorption and emission via a catalyst-free amino-yne click reaction. We also demonstrate the post-modification of polyethylenimine by the click reaction, resulting in the formation of a polymeric NIR chromophore with an emission peak at 913 nm in the solid state.