A Fluorescent Chemosensor for Detection pH and Cu2+ Ion Base on 7-((2-Aminoethyl)amino)-5-Bromo-6-Hydroxy-1-Methylquinolin-1-ium-3-Sulfonate: Experimental and DFT Calculation

• Published in: Journal of fluorescence 2024, Vol.34 (6), p.2861-2869
• Main Authors: Mai, Phuong Chi, Ngo, Tuan Cuong, Nguyen, Thi Hai, Le, Thi Hong Hai
• Format: Article
• Language: English
• Subjects: Absorption spectra; Analytical Chemistry; Aqueous solutions; Biochemistry; Biological and Medical Physics; Biomedical and Life Sciences; Biomedicine; Biophysics; Biotechnology; Chemical sensors; Chemoreceptors; Copper; Electron transitions; Emission analysis; Emission spectra; Fluorescence; Luminescence; Molecular orbitals; Optical properties; Quinoline; Sulfur trioxide
• ISSN: 1053-0509; 1573-4994; 1573-4994
• DOI: 10.1007/s10895-023-03477-9

A quinoline derivative 7-((2-aminoethyl)amino)-5-bromo-6-hydroxy-1-methylquinolin-1-ium-3-sulfonate (QEt) containing quinoline ring, - SO 3 - sulfonate, -OH phenol, and amine groups was synthesized and studied luminescence properties. The aqueous solutions QEt 10µM change luminescence color from green (λ em  = 490 nm) to yellow (λ em  = 563 nm) as increasing pH and the intensity at a peak of 563 nm is linearly proportional with pH value in the range of pH = 3,0–4,0. The QEt solution can be used as a chemosensor for Cu 2+ with an LOD value at 0.66 μ M . Along with the experiment, the structure, absorption and emission spectra of QEt have been investigated by TD-DFT calculation. The result shows that the absorption band centered at 420 nm is due to the electron transition from HOMO to LUMO (π → π*). The results also help to assign emission band centered at 490 nm is due to the S 1 → S 0 transition (LUMO → HOMO singlet transition), at 563 nm is due to the T 1 → S 0 transition (LUMO → HOMO triplet transition). The dependence of the relative intensity of each emission peak on pH, which is experimentally recorded, is explained based on the results of theoretical TD-DFT calculation.