Oxidation by-products and ecotoxicity assessment during the photodegradation of fenofibric acid in aqueous solution with UV and UV/H2O2

J Hazard Mater. 2011 Oct 30:194:30-41. doi: 10.1016/j.jhazmat.2011.07.075. Epub 2011 Aug 5.

Abstract

The degradation of an aqueous solution of fenofibric acid was investigated using ultraviolet (UV) photolysis and UV/H(2)O(2) with a low-pressure mercury lamp. We obtained quantum yields at different temperatures and the rate constant for the reaction of fenofibric acid with hydroxyl radicals. The maximum radical exposure per fluence ratio obtained was 1.4 × 10(-10)ML(-1)mW(-1). Several reaction intermediates were detected by means of exact mass measurements performed by liquid chromatography coupled to quadrupole-time-of-flight mass spectrometry (LC-ESI-QTOF-MS). UV and UV/H(2)O(2) pathways involve the decarboxylation of fenofibric acid to 4-chloro-4'-(1-hydroxy-1-methylethyl)benzophenone and other minor products, predominantly chlorinated aromatics. We detected several intermediates from reactions with hydroxyl radicals and some lower molecular weight products from the scission of the carbonyl carbon-to-aromatic-carbon bond. We recorded high toxicity in UV irradiated samples for the growth of Pseudokirchneriella subcapitata even after the total depletion of fenofibric acid; this was probably due to the presence of chlorinated aromatics. A degree of toxicity reappeared in highly irradiated UV/H(2)O(2) samples, probably because of the formation of ring-opening products. The degree of mineralization was closely related to that of dechlorination and reached values of over 50% after 3-4 min before stabilizing thereafter.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fenofibrate / analogs & derivatives*
  • Fenofibrate / chemistry
  • Hydrogen Peroxide / chemistry*
  • Kinetics
  • Oxidation-Reduction
  • Photochemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Ultraviolet
  • Ultraviolet Rays*

Substances

  • Hydrogen Peroxide
  • fenofibric acid
  • Fenofibrate