Pyrene-based materials have gained considerable attention as stimuli-responsive chemical sensors. We designed a polysulfurated arene system based on a tetra(phenylthio)pyrene core decorated with four carboxylic acid units. Three different regioisomers, ortho, meta and para were studied in organic and aqueous solution. These systems are soluble in water at pH≥8 due to the deprotonation of carboxylic acids. The addition of metal ions cannot only quench the fluorescence of the central pyrene core, but also control the formation of three-dimensional nanoscopic objects in a dual mode function. Several divalent metal ions were tested and compared. Addition of ethylenediaminetetraacetic acid (EDTA) disassembles the non-emissive supramolecular system and restores the initial fluorescence of the pyrene core.
Villa M., Roy M., Bergamini G., Ceroni P., Gingras M. (2020). Highly Emissive Water-Soluble Polysulfurated Pyrene-Based Chromophores as Dual Mode Sensors of Metal Ions. CHEMPLUSCHEM, 85(7), 1481-1486 [10.1002/cplu.202000344].
Highly Emissive Water-Soluble Polysulfurated Pyrene-Based Chromophores as Dual Mode Sensors of Metal Ions
Villa M.
;Bergamini G.;Ceroni P.;
2020
Abstract
Pyrene-based materials have gained considerable attention as stimuli-responsive chemical sensors. We designed a polysulfurated arene system based on a tetra(phenylthio)pyrene core decorated with four carboxylic acid units. Three different regioisomers, ortho, meta and para were studied in organic and aqueous solution. These systems are soluble in water at pH≥8 due to the deprotonation of carboxylic acids. The addition of metal ions cannot only quench the fluorescence of the central pyrene core, but also control the formation of three-dimensional nanoscopic objects in a dual mode function. Several divalent metal ions were tested and compared. Addition of ethylenediaminetetraacetic acid (EDTA) disassembles the non-emissive supramolecular system and restores the initial fluorescence of the pyrene core.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
