Pyrene‐based Schiff Base as Selective Chemosensor for Copper(II) and Sulfide Ions

Abstract

1‐aminopyrene and 2,4‐dihydroxy benzaldehyde derived pyrene based chemosensor was obtained by single step synthesis. The sensor is highly selective and sensitive towards Cu2+ and S2‐ ions. Sensitivity of the sensor towards Cu2+ was assessed by UV/Visible absorption and emission spectroscopy while the same for the S2‐ was colorimetrically assessed. Static quenching mechanism for Cu2+ was established by time‐resolved fluorescence spectroscopy. Stoichiometry of the sensor with Cu2+ and S2‐ ions were found to be 2:2 and 1:1 with the corresponding binding constants as 5.65 ×105 M‐1 and 3.08 ×104 M‐1. The lower limit of detection of Cu2+ and S2‐ by 1 is 0.503 and 10 μM respectively projecting the sensor as a potential agent for applications in real samples.

A coumarin-containing Schiff base fluorescent probe with AIE effect for the copper(ii) ion

“…These results conrmed that Cu 2+ binded to the CTPE chemosensor through the N atom of the imine and the O atom of phenolic hydroxyl, which were directly connected to the aromatic rings. 50 Thus, combined with the FTIR spectra of CTPE before and aer the addition of Cu 2+ (Fig. S11 †), it was clearly illustrated that the uorescence "turn off" of CTPE was attributed to the chelation between imine-N atom, phenolic hydroxyl-O atom and Cu 2+ ion.…”

Fluorescent Schiff base sensors as a versatile tool for metal ion detection: strategies, mechanistic insights, and applications

“…19 and Table 2). 106 In CH 3 CN-H 2 O (9/1, v/v), the fluorescence experiment revealed the high selectivity of sensor 40 towards Cu 2+ over other metal ions, viz. K + , Na + , Ni 2+ , Pb 2+ , Hg 2+ , Zn 2+ , Al 3+ , Co 2+ , and Fe 3+ .…”

A brief review on novel pyrene based fluorometric and colorimetric chemosensors for the detection of Cu2+

“…Another example of the LMCT mechanism was shown in the pyrene-based turn-off chemosensor 36 that was synthesized from the condensation reaction of 1-aminopyrene and 2,4-dihydroxy benzaldehyde. 100 Sensor 36 exhibited high selectivity for recognizing Cu 2+ ion in the presence of other metal ions. The UV-Vis absorption spectroscopy of 36 with Cu 2+ exhibited a hypsochromic shift for the absorption peaks at 368 nm and 340 nm with the formation of two isosbestic points in MeCN/H 2 O (9:1, v/v).…”