A Fluorescent pH Chemosensor Based on Functionalized Naphthalimide in Aqueous Solution

Abstract

Experimental Reagents and chemicalsTwice-distilled water was used throughout all experiments. 4-Bromo-1,8-naphthalic anhydride, 6-aminohexanoic acid and piperazine were purchased from Sigma-Aldrich; all other chemicals were of analytical reagent grade, purchased from Shanghai Chemical Reagent Corporation (Shanghai, China), and used without further purification.

A Photo-Induced Electron Transfer Based Chemosensor for the Selective Detection of Zn2+ Ions

“…Several probes for Zn 2+ and Cu 2+ have been reported [13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31] with 4-amino-1,8-naphthalimide as the signalling moiety, but none of them are useful for detection of both the metal ions on duel "off-on" or "on-off " modes. Generally, the fluorescence of 4-piperazino-1,8-naphthalimide derivatives is quenched due to PET arising from the piperazine nitrogen [32][33][34][35]. In the present study, binding of a Zn 2+ ion quenches the PET process, resulting in the fluorescence emission from the chemosensor.…”

“…The fluorescence of 4-piperazino-1,8-naphthalimide derivatives are usually quenched either completely or partially due to PET [32][33][34][35]. During our screening experiments involving different solvents and metal ions, probe 1 showed significant quantum of fluorescence in aqueous and non-aqueous media indicating partial quenching due to PET process.…”

Synthesis and investigation of 1,8-naphthalimide derivative with sensor activity

“…Among different fluorescent chemosensors, naphthalimide derivatives are attracting much attention due to their excellent stability, photophysical, thermal, electrochemical and electroluminescence properties, which can be modulated by introduction of different substituents at the 4th position of the naphthalimide ring. Despite the many naphthalimides synthesized, the design of new fluorescent sensors which exhibit high selectivity and sensitivity fluorescence, lowtoxicity and stability are still challenging (Geraghty et al, 2021;Gudeika, 2020;Lee, 2016;Li et al, 2012;Oshchepkov et al, 2021;Pablos et al, 2022;Poddar et al, 2019;Shaki et al, 2010;Tian et al, 2010;Zhang et al, 2019). This paper reports on the design and synthesis of novel PET based 1,8-naphthalimide fluorophore (1).…”