Pyrene Substituted Phthalonitrile Derivative As a Fluorescent Sensor For Detection of Fe3+ Ions in Solutions.

In this current study, the novel bis[4,5-(pyrene-2-yl)-3,6-(hexyloxy)] phthalonitrile (SPN) fluorophore has been successfully synthesized. Structural characterization of this novel compound was performed by different spectroscopic methods such as FT-IR, MALDI-TOF, ¹H-NMR, ¹³C-NMR and elemental analyses as well. In addition, the photophysical properties were determined using UV–vis absorption, steady-state fluorescence, time-resolved fluorescence spectroscopic methods and quantum chemical calculations. The metal sensing behavior of the SPN was determined in the presence of various metals (Li⁺, Na⁺, K⁺, Mg²⁺, Ca²⁺, Ba²⁺, Mn²⁺, Fe³⁺, Cr³⁺, Co²⁺, Ni²⁺, Ag⁺, Cd²⁺, Al³⁺, Hg⁺ and Zn²⁺) using fluorescence spectroscopy. The novel pyrene based phthalonitrile (SPN) showed high sensitivity and selectivity towards Fe³⁺ ion over other examined metal ions. In order to perform the determination of Fe³⁺ ion in environmental samples, experimental conditions such as selectivity, stability, precision, sensitivity, accuracy and recovery were optimized. Also, the complex stoichiometry of the novel pyrene based phthalonitrile (SPN) and Fe³⁺ ions was determined by a Job's plot. The compound was also studied via density functional theory calculations revealing the interaction mechanism of the molecule with Fe³⁺ ions. [ABSTRACT FROM AUTHOR]