Impact of Active Chlorines and •OH Radicals on Degradation of Quinoline Using the Bipolar Electro-Fenton Process

Abstract

Quinoline is a typical nitrogenous heterocyclic compound, which is carcinogenic, teratogenic, and mutagenic to organisms, and its wastewater is difficult to biodegrade directly. The bipolar electro-Fenton process was employed to treat quinoline solution. The process/reaction conditions were optimized through the single factor experiment. The degradation kinetics of chemical oxygen demand (COD) was analyzed. To get the degradation mechanism and pathways of quinoline, the intermediate products were identified by gas chromatograph–mass spectrometer (GC–MS). By using sodium chloride as supporting electrolyte in the electro-Fenton reaction system with initial pH 3.0, conductivity 15,800 µs/cm, H2O2 concentration 71 mmol/L, current density 30.5 mA/cm2, and applied voltage 26.5 V, 75.56% of COD was decreased by indirect oxidation with electrogeneration of hydroxyl radicals (•OH) and active chloric species in 20 min. The COD decrease of quinoline solution followed the first order reaction kinetic model. The main products of quinoline degradation were 2(1H)-quinolinone, 4-chloro-2(1H)-quinolinone, 5-chloro-8-hydroxyquinoline, and 5,7-dichloro-8-hydroxyquinoline. Furthermore, two possible degradation pathways of quinoline were proposed, supported with Natural charge distribution on quinoline and intermediates calculated at the theoretical level of MN15L/6-311G(d).