Experimental and Computational Studies on the Interaction of a Dansyl-Based Fluorescent Schiff Base Ligand with Cu2+ Ions and CuO NPs

Int J Mol Sci. 2022 Sep 30;23(19):11565. doi: 10.3390/ijms231911565.

Abstract

We studied the interaction of Cu2+ ions and CuO nanoparticles with the fluorescent Schiff base ligand H3L, which derives from the condensation of 4-formyl-3-hydroxybenzoic acid with N-(2-aminobenzyl)-5-(dimethylamino)naphthalene-1-sulfonamide (DsA). A detailed assignment of the most significant bands of the electronic and infrared spectra of H3L and DsA was performed using DFT methods, based on both crystal structures. The affinity of H3L to react with Cu2+ ions in solution (KB = 9.01 103 L mol-1) is similar to that found for the Cu2+ ions present on the surface of CuO NPs (KB = 9.84 103 L mol-1). Fluorescence spectroscopic measurements suggest five binding sites for H3L on the surface of the CuO NPs used. The µ-XRF analysis indicates that a polycrystalline sample of CuO-H3L NPs contains 15:1 Cu:S molar ratio (CuO:H3L). ATR-FTIR spectroscopy, supported by DFT calculations, showed that the HL2- (as a phenolate and sulfonamide anion) is coordinated to superficial Cu2+ ions of the CuO NPs through their azomethine, sulphonamide, and phenolic groups. A solution of H3L (126 ppb) shows sensitive responses to CuO NPs, with a limit of detection (LOD) of 330 ppb. The working range for detection of CuO NPs with [H3L] = 126 ppb was 1.1-9.5 ppm. Common metal ions in water, such as Na+, K+, Mg2+, Ca2+, Fe3+, and Al3+ species, do not interfere significantly with the detection of CuO NPs.

Keywords: CuO nanoparticles; Schiff base; detection; fluorescence quenching; fluorescent chemosensor; luminescence; nanomaterials.

MeSH terms

  • Coloring Agents / analysis
  • Copper / chemistry
  • Ions
  • Ligands
  • Metal Nanoparticles* / chemistry
  • Nanoparticles*
  • Naphthalenes
  • Schiff Bases / chemistry
  • Sulfonamides
  • Water

Substances

  • Coloring Agents
  • Ions
  • Ligands
  • Naphthalenes
  • Schiff Bases
  • Sulfonamides
  • Water
  • Copper
  • cupric oxide