Fluorescent chitosan-BODIPY macromolecular chemosensors for detection and removal of Hg2+ and Fe3+ ions.

The detection of heavy metals, such as Hg2+ and Fe3+, is of great significance. In this work, fluorescent small-molecule BODIPY (BY-3) bearing C C group was synthesized firstly. And then, the chitosan-based polymer sensor CY-1 was synthesized through the spontaneous NH 2 /C≡C click reaction. The synthesized CY-1 can effectively bind and recognize Hg2+/Hg+ by the –C=N groups formed in the click reaction. Moreover, the macromolecular sensors CS-1 and CS-2 were synthesized by incorporating another recognition sites to CY-1. These synthesized macromolecular sensors can not only recognize Hg2+/Hg+, but also effectively recognize Fe3+/Fe2+. All of them exhibited significant quenching effect, visible to the naked eye under UV irradiation. The detection limit of CY-1 for Hg2+ was 1.51 × 10−6 mol/L, and the detection limit of CS-2 for Fe3+ was 2.30 × 10−6 mol/L. The BODIPY-chitosan sensors synthesized in this work have the functions of removing heavy metal ions besides the identifying ability. The maximum adsorption capacity of 1 g chitosan to Hg2+ was 108 mg as the best one. This article provides a new method to prepare macromolecular sensors for the detection and removal of heavy metal ions. As a useful natural polymer, chitosan's application scope was enlarged. Small-molecule fluorescent monomer BODIPY(BY-3) with C C group was first synthesized. And then, the chitosan-based polymeric sensor CY-1 was synthesized through the NH 2 /C C click reaction. The synthesized macromolecular sensor could not only recognize Hg2+/Hg+, but also effectively recognize Fe3+/Fe2+. [Display omitted] • Solubility of chitosan derived polymer in H 2 O-HAc remains despite the attachment of a large organic group. • By Click reaction, BODIPY fluophores were linked to chitosan with C N, it can recognize Hg2+ and Hg+ well. • By introducing the recognition site S, it can recognize not only Hg2+/Hg+, but also Fe3+/Fe2+. • The functionalized can adsorb and remove heavy metal ions with high efficiency. [ABSTRACT FROM AUTHOR]