Comparative electrochemical degradation of salicylic and aminosalicylic acids

Influence of functional groups on decay kinetics and mineralization

Xavier Florenza, Sergio GARCIA SEGURA, Francesc Centellas, Enric Brillas

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Solutions of 100 mL with 1.20 mM of salicylic acid (SA), 4-aminosalicylic acid (4-ASA) or 5-aminosalicylic acid (5-ASA) have been comparatively degraded by anodic oxidation with electrogenerated H2O2 (AO-H2O2), electro-Fenton (EF) and photoelectro-Fenton (PEF). Trials were carried out with a stirred tank reactor with a BDD anode and an air-diffusion cathode for continuous H2O2 production. A marked influence of the functional groups of the drugs was observed in their decay kinetics, increasing in the order SA < 5-ASA < 4-ASA in AO-H2O2 and 5-ASA < SA < 4-ASA in EF and PEF, due to the different attack of OH generated at the BDD surface and in the bulk from Fenton's reaction, respectively. This effect was clearly observed when varying the current density between 16.7 and 100 mA cm-2. The relative mineralization power of the processes always followed the sequence: AO-H2O2 < EF < PEF. The three drugs underwent analogous mineralization abatement up to 88% by AO-H2O2 at 100 mA cm-2. The mineralization rate in EF and PEF grew in the order: 4-ASA < 5-ASA < SA. The most powerful process was PEF, attaining >98% mineralization for all the drugs at 100 mA cm-2. Oxalic and oxamic acids were detected as final short-linear aliphatic carboxylic acids by ion-exclusion HPLC, allowing the fast photolysis of their Fe(III) complexes by UVA light to justify the high power of PEF.

Original languageEnglish (US)
Pages (from-to)171-178
Number of pages8
JournalChemosphere
Volume154
DOIs
StatePublished - Jul 1 2016
Externally publishedYes

Fingerprint

Aminosalicylic Acids
Salicylic Acid
Salicylates
Functional groups
functional group
Oxamic Acid
Salicylic acid
Electrodes
salicylic acid
Aminosalicylic Acid
mineralization
Mesalamine
Degradation
kinetics
degradation
Kinetics
Oxalates
Acids
Photolysis
acid

Keywords

  • 4-Aminosalicylic acid
  • 5-Aminosalicylic acid
  • Anodic oxidation
  • Electro-Fenton
  • Photoelectro-Fenton
  • Salicylic acid

ASJC Scopus subject areas

  • Chemistry(all)
  • Environmental Chemistry

Cite this

Comparative electrochemical degradation of salicylic and aminosalicylic acids : Influence of functional groups on decay kinetics and mineralization. / Florenza, Xavier; GARCIA SEGURA, Sergio; Centellas, Francesc; Brillas, Enric.

In: Chemosphere, Vol. 154, 01.07.2016, p. 171-178.

Research output: Contribution to journalArticle

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title = "Comparative electrochemical degradation of salicylic and aminosalicylic acids: Influence of functional groups on decay kinetics and mineralization",
abstract = "Solutions of 100 mL with 1.20 mM of salicylic acid (SA), 4-aminosalicylic acid (4-ASA) or 5-aminosalicylic acid (5-ASA) have been comparatively degraded by anodic oxidation with electrogenerated H2O2 (AO-H2O2), electro-Fenton (EF) and photoelectro-Fenton (PEF). Trials were carried out with a stirred tank reactor with a BDD anode and an air-diffusion cathode for continuous H2O2 production. A marked influence of the functional groups of the drugs was observed in their decay kinetics, increasing in the order SA < 5-ASA < 4-ASA in AO-H2O2 and 5-ASA < SA < 4-ASA in EF and PEF, due to the different attack of OH generated at the BDD surface and in the bulk from Fenton's reaction, respectively. This effect was clearly observed when varying the current density between 16.7 and 100 mA cm-2. The relative mineralization power of the processes always followed the sequence: AO-H2O2 < EF < PEF. The three drugs underwent analogous mineralization abatement up to 88{\%} by AO-H2O2 at 100 mA cm-2. The mineralization rate in EF and PEF grew in the order: 4-ASA < 5-ASA < SA. The most powerful process was PEF, attaining >98{\%} mineralization for all the drugs at 100 mA cm-2. Oxalic and oxamic acids were detected as final short-linear aliphatic carboxylic acids by ion-exclusion HPLC, allowing the fast photolysis of their Fe(III) complexes by UVA light to justify the high power of PEF.",
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AU - GARCIA SEGURA, Sergio

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AU - Brillas, Enric

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