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  • Degradation of anti-inflammatory drug ketoprofen by electro-oxidation: comparison of electro-Fenton and anodic oxidation processes.

Degradation of anti-inflammatory drug ketoprofen by electro-oxidation: comparison of electro-Fenton and anodic oxidation processes.

Environmental science and pollution research international (2014-04-24)
Ling Feng, Nihal Oturan, Eric D van Hullebusch, Giovanni Esposito, Mehmet A Oturan
ABSTRACT

The electrochemical degradation of the nonsteroidal anti-inflammatory drug ketoprofen in tap water has been studied using electro-Fenton (EF) and anodic oxidation (AO) processes with platinium (Pt) and boron-doped diamond (BDD) anodes and carbon felt cathode. Fast degradation of the parent drug molecule and its degradation intermediates leading to complete mineralization was achieved by BDD/carbon felt, Pt/carbon felt, and AO with BDD anode. The obtained results showed that oxidative degradation rate of ketoprofen and mineralization of its aqueous solution increased by increasing applied current. Degradation kinetics fitted well to a pseudo-first-order reaction. Absolute rate constant of the oxidation of ketoprofen by electrochemically generated hydroxyl radicals was determined to be (2.8 ± 0.1) × 10(9) M(-1) s(-1) by using competition kinetic method. Several reaction intermediates such as 3-hydroxybenzoic acid, pyrogallol, catechol, benzophenone, benzoic acid, and hydroquinone were identified by high-performance liquid chromatography (HPLC) analyses. The formation, identification, and evolution of short-chain aliphatic carboxylic acids like formic, acetic, oxalic, glycolic, and glyoxylic acids were monitored with ion exclusion chromatography. Based on the identified aromatic/cyclic intermediates and carboxylic acids as end products before mineralization, a plausible mineralization pathway was proposed. The evolution of the toxicity during treatments was also monitored using Microtox method, showing a faster detoxification with higher applied current values.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Pyrogallol, ACS reagent
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3-Ethyl-2,4-pentanedione, mixture of tautomers, 98%
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Methanol, anhydrous, 99.8%
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Pyrocatechol, purified by sublimation, ≥99.5%
Supelco
Melting point standard 47-49°C, analytical standard
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Sodium hydroxide concentrate, 0.1 M NaOH in water (0.1N), Eluent concentrate for IC
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Pyrocatechol, ≥99%
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Sodium hydroxide solution, 1.0 N, BioReagent, suitable for cell culture
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Pyrogallol, ≥98% (HPLC)
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Methanol, analytical standard
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Mettler-Toledo Calibration substance ME 18870, Benzophenone, traceable to primary standards (LGC)
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Mettler-Toledo Calibration substance ME 18555, Benzoic acid, analytical standard, (for the calibration of the melting point system), traceable to primary standards (LGC)
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Pyrogallol, ACS reagent, ≥99%
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Sodium hydroxide solution, BioUltra, Molecular Biology, 10 M in H2O
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Sodium hydroxide solution, 49-51% in water, eluent for IC
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Sodium hydroxide, BioUltra, suitable for luminescence, ≥98.0% (T), pellets
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Sulfuric acid, 99.999%
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Sulfuric acid, for the determination of nitrogen, ≥97.0%
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Methanol, suitable for NMR (reference standard)
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Pyrogallol, analytical standard
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Methanol, HPLC Plus, ≥99.9%
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Methanol, suitable for HPLC, gradient grade, suitable as ACS-grade LC reagent, ≥99.9%
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Methanol, suitable for HPLC, ≥99.9%
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Methanol, suitable for HPLC, gradient grade, ≥99.9%
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Sodium hydroxide, BioXtra, ≥98% (acidimetric), pellets (anhydrous)
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Sodium hydroxide solution, purum, ≥32%
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Sulfuric acid, puriss., meets analytical specification of Ph. Eur., BP, 95-97%
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Sodium hydroxide, reagent grade, 97%, powder
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Methanol, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.8% (GC)
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Methanol, ACS reagent, ≥99.8%