Degradation and mineralization of sulcotrione and mesotrione in aqueous medium by the electro-Fenton process: a kinetic study

Environ Sci Pollut Res Int. 2012 Jun;19(5):1563-73. doi: 10.1007/s11356-011-0667-1. Epub 2011 Nov 25.

Abstract

Introduction: The degradation and mineralization of two triketone (TRK) herbicides, including sulcotrione and mesotrione, by the electro-Fenton process (electro-Fenton using Pt anode (EF-Pt), electro-Fenton with BDD anode (EF-BDD) and anodic oxidation with BDD anode) were investigated in acidic aqueous medium.

Methods: The reactivity of both herbicides toward hydroxyl radicals was found to depend on the electron-withdrawing effect of the aromatic chlorine or nitro substituents. The degradation of sulcotrione and mesotrione obeyed apparent first-order reaction kinetics, and their absolute rate constants with hydroxyl radicals at pH 3.0 were determined by the competitive kinetics method.

Results and discussion: The hydroxylation absolute rate constant (k(abs)) values of both TRK herbicides ranged from 8.20 × 10(8) (sulcotrione) to 1.01 × 10(9) (mesotrione) L mol(-1) s(-1), whereas those of the TRK main cyclic or aromatic by-products, namely cyclohexane 1,3-dione, (2-chloro-4-methylsulphonyl) benzoic acid and 4-(methylsulphonyl)-2-nitrobenzoic acid, comprised between 5.90 × 10(8) and 3.29 × 10(9) L mol(-1) s(-1). The efficiency of mineralization of aqueous solutions of both TRK herbicides was evaluated in terms of total organic carbon removal. Mineralization yields of about 97-98% were reached in optimal conditions for a 6-h electro-Fenton treatment time.

Conclusions: The mineralization process steps involved the oxidative opening of the aromatic or cyclic TRK by-products, leading to the formation of short-chain carboxylic acids, and, then, of carbon dioxide and inorganic ions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carboxylic Acids / chemistry
  • Cyclohexanones / chemistry*
  • Electrodes
  • Herbicides / chemistry*
  • Hydrogen-Ion Concentration
  • Hydroxylation
  • Kinetics
  • Mesylates / chemistry*
  • Solutions
  • Water Pollutants, Chemical / chemistry
  • Water Pollutants, Chemical / isolation & purification
  • Water Purification / methods

Substances

  • Carboxylic Acids
  • Cyclohexanones
  • Herbicides
  • Mesylates
  • Solutions
  • Water Pollutants, Chemical
  • mesotrione
  • sulcotrione