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HPLC-MSⁿ to Investigate the Oxidative Destruction Pathway of Aromatic Sulfonate Wastes

DISAV–Dipartimento di Scienze dell'Ambiente e della Vita, Università del Piemonte Orientale "A. Avogadro", Spalto Marengo 33-15100 Alessandria, Italy

View larger version (12K): [in a new window]   Fig. 1. Molecular structure of 1,5-naphthalendisulfonic acid disodium salt (NDS).

View larger version (14K): [in a new window]   Fig. 2. Liquid chromatography–mass spectrometry (LC-MS) chromatogram of a mixture of 2.0 mg/L 1,5-naphthalendisulfonic acid disodium salt (NDS) standard solution and 2.0 mg/L persulfate standard solution. Cromatographic conditions: see method I in LC-MS analysis (experimental session). MS detection. Peak identification: 6.11 min NDS.

View larger version (21K): [in a new window]   Fig. 3. Liquid chromatography–mass spectrometry (LC-MS) chromatogram of a solution containing 1,5-naphthalendisulfonic acid disodium salt (NDS) and persulfate (each 0.13 mM) after 20.0 min of the degradation process. Cromatographic conditions: see method II in LC-MS analysis (experimental session). Detector MS. Peak identification: 7.31 min NDS (Fig. 3a), 6.66 min intermediate I (Fig. 3b). Mass spectra of NDS [M – 2Na+H]– at 287 m/z (Fig. 3c) and of intermediate I at 303 m/z (Fig. 3d).

View larger version (25K): [in a new window]   Fig. 4. Liquid chromatography–mass spectrometry (LC-MS) chromatogram of a solution containing a mixture of 1,5-naphthalendisulfonic acid disodium salt (NDS) and persulfate (each 0.13 mM) recorded after 2 h and 20 min of the degradation process. Cromatographic conditions: see method I in LC-MS analysis (experimental session). Detector MS. Peak identification: at 7.03 min coelute NDS and intermediate II (Fig. 4a,b) and at 9.88 min elutes intermediate III. Figure 4d reportes the mass spectrum of NDS (287 m/z) and intermediate II (253 m/z); Fig. 4e shows the mass spectrum of intermediate III (257 m/z).

View larger version (18K): [in a new window]   Fig. 5. Ultra-violet (UV) spectra of a solution of 1,5-naphthalendisulfonic acid disodium salt (NDS) and persulfate (each 0.13 mM mM) heated at 80°C as a function of time.

View larger version (19K): [in a new window]   Fig. 6. Proposed degradation pathway of 1,5-naphthalenedisulfonate (NDS).