Photodegradation kinetics, products and mechanism of timolol under simulated sunlight

J Hazard Mater. 2013 May 15:252-253:220-6. doi: 10.1016/j.jhazmat.2013.02.035. Epub 2013 Feb 28.

Abstract

The photodegradation of β-blocker timolol in fulvic acid (FA) solution was investigated under simulated sunlight. The triplet excited state of FA ((3)FA(*)) and singlet oxygen ((1)O2) were the main reactive species responsible for the degradation of timolol in the aerated FA solutions. Both dissolved oxygen and iodide ions (I(-)) are the efficient quenchers of (3)FA(*). The photodegradation was drastically accelerated after removing the dissolved oxygen. The presence of I(-) inhibited the photosensitized degradation of timolol in the deoxygenated FA solutions, whereas the role of I(-) in the reaction was concentration-dependent in the aerated solutions. The other halide ions such as chloride (Cl(-)) and bromide (Br(-)) exhibited less effect on the photodegradation of timolol in both aerated and deoxygenated solutions. By LC-DAD/ESI-MS/MS analysis, the photoproducts of timolol in both aerated and deoxygenated FA solutions were identified. Electron transfer interaction occurred between (3)FA(*) and amine moiety of timolol, leading to the cleavage of C-O bond in the side chain and oxidation of the hexatomic ring. These findings suggest the photosensitized degradation was a significant pathway for the elimination of timolol in natural waters.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adrenergic beta-Antagonists / chemistry
  • Adrenergic beta-Antagonists / radiation effects*
  • Benzopyrans / chemistry
  • Bromides / chemistry
  • Chlorides / chemistry
  • Hydroxyl Radical / chemistry
  • Iodides / chemistry
  • Kinetics
  • Oxygen / chemistry
  • Photolysis
  • Sunlight*
  • Timolol / chemistry
  • Timolol / radiation effects*
  • Water Pollutants, Chemical / chemistry
  • Water Pollutants, Chemical / radiation effects*

Substances

  • Adrenergic beta-Antagonists
  • Benzopyrans
  • Bromides
  • Chlorides
  • Iodides
  • Water Pollutants, Chemical
  • Hydroxyl Radical
  • Timolol
  • Oxygen
  • fulvic acid