Rational Design of an ICT-Based Chemodosimeter with Aggregation-Induced Emission for Colorimetric and Ratiometric Fluorescent Detection of Cyanide in a Wide pH Range.

ABSTRACT: An alkoxy-substituted 1,3-indanedione-based chemodosimeter 1 with an aggregation-induced emission (AIE) characteristic was rationally designed and synthesized for the ultrasensitive and selective sensing of cyanide in a wide pH range of 3.0-12.0. The nucleophilic addition of cyanide to the ?-conjugated carbon of the 1,3-indanedione group obstructs intramolecular charge transfer (ICT) and causes a significant change in the absorption and fluorescence spectra, enabling colorimetric and ratiometric fluorescent detection of cyanide in a 90% aqueous solution. The cyanide-sensing mechanism is supported by single-crystal X-ray diffraction analysis, time-dependent density functional theory (TD-DFT) calculations, and ¹H NMR titration experiments. Sensor 1 exhibits strong yellow fluorescence in the solid state due to the AIE effect, and the paper probes containing 1 can be conveniently used to sense cyanide by the naked eye. Furthermore, chemodosimeter 1 was successfully used for sensing cyanide in real environmental water samples.

SUBMITTER: Padghan SD 

PROVIDER: S-EPMC7931187 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature