Spectroscopic investigation of π-acceptors in the determination and photoinduced degradation of Sulfacetamide

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Mar 5:228:117821. doi: 10.1016/j.saa.2019.117821. Epub 2019 Nov 22.

Abstract

The presence of expired and unused Sulfacetamide (SA) drug in water led to a global need for the development of effective advanced method for the quantitative analysis and for minimizing its occurrence in the nature. To find new effective photochemical decomposition method close to that obtained by the well-known Fenton reaction, the photodegradation of SA was investigated in presence of dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and/or other common additives at two different wavelengths (365 and 256 nm). The role of DDQ in the degradation process of SA was evaluated in comparison to the other investigated π-acceptor systems (Chloranilic acid (CHL) and Picric acid (PA)). While the photodegradation process of SA was hardly to proceed in the absence of a catalyst and/or additive, addition of DDQ and NaNO2 to the solution of SA induced decomposition of about 94% of SA within 25 min upon the exposure to light source at 256 nm. On the other hand, SA was quantitatively analyzed by recording the absorbance of its charge transfer (CT) products with DDQ, CHL and PA at a certain wavelength. CHL is preferred with concentrated samples of SA, while PA is recommended for diluted samples of SA. SA → DDQ has a widely range of stability over the pH range of 4.5-12.0. While SA → CHL is stable only in the acidic medium (pH = 4.8-5.6), SA → PA is steady in the basic medium (pH = 7.5-11.0). The nature of the DDQ CT complex was investigated in the solid state. The electronic structures of the complexes were studied by calculating the time dependent density functional theory (TDDFT) spectra.

Keywords: Charge transfer complexes; DDQ; DFT; Photodegradation; Sulfacetamide.

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Benzoquinones
  • Calibration
  • Catalysis
  • Chloranil / chemistry
  • Hydrogen Peroxide / chemistry
  • Hydrogen-Ion Concentration
  • Iron / chemistry
  • Kinetics
  • Models, Molecular
  • Molecular Conformation
  • Nitriles / chemistry
  • Photochemistry / methods*
  • Picrates
  • Spectrophotometry / methods*
  • Spectrophotometry, Infrared
  • Sulfacetamide / chemistry*
  • Time Factors

Substances

  • Anti-Bacterial Agents
  • Benzoquinones
  • Fenton's reagent
  • Nitriles
  • Picrates
  • Chloranil
  • Sulfacetamide
  • picric acid
  • Hydrogen Peroxide
  • Iron
  • chloranilic acid