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Characterization of colored products formed during irradiation of aqueous solutions containing H2O2 and phenolic compounds
Authors:Jonathan L. Chang  Jonathan E. Thompson
Affiliation:2. Department of Chemical Engineering, Calcutta University, 92 Acharya P.C. Road, Kolkata 700009, India;3. Clermont Université, Université Blaise Pascal, Institut de Chimie de Clermont-Ferrand, BP 10448, F-63000 Clermont-Ferrand, France;4. CNRS, UMR 6296, ICCF, BP 80026, F-63177 Aubière, France;1. Department of Land, Air and Water Resources, University of California-Davis, One Shields Avenue, Davis, CA 95616-8627, USA;2. Agricultural and Environmental Chemistry Graduate Group, University of California-Davis, One Shields Avenue, Davis, CA 95616-8627, USA;1. Environment Research Institute, Shandong University, Qingdao, 266237, PR China;2. School of Chemistry and Chemical Engineering, Heze University, Heze, 274015, PR China;3. School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, PR China;4. School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, 225002, PR China;5. Key Laboratory for Colloid & Interface Chemistry of Education Ministry, Department of Chemistry, Shandong University, Jinan, 250100, PR China;1. Clermont Université, Université Blaise Pascal, OPGC, Laboratoire de Météorologie Physique, BP 10448, F-63000 Clermont-Ferrand, France;2. CNRS, UMR 6016, LaMP/OPGC, BP80026, F-63177 Aubière, France;3. Clermont Université, Université Blaise Pascal, Institut de Chimie de Clermont-Ferrand, BP 10448, F-63000 Clermont-Ferrand, France;4. CNRS, UMR 6296, ICCF, BP 80026, F-63177 Aubière, France;1. State Key Laboratory of Environmental Criteria and Risk Assessment, Chinese Research Academy of Environmental Sciences, Beijing, 100012, China;2. Key Laboratory of Ecosystem Network Observation and Modeling, Institute of Geographic Sciences and Natural Resources Research, Chinese Academy of Sciences, Beijing, 100101, China;3. Key Lab of Geographic Information Science of Ministry of Education of China, School of Geographic Sciences, East China Normal University, Shanghai, 200142, China;4. Institute of Eco-Chongming, 3663 N. Zhongshan Rd., Shanghai, 200062, China
Abstract:Irradiation of aqueous (pH = 5) mixtures containing hydrogen peroxide (1 mM) and phenolic compounds (10 mM) were found to produce visible light absorbing solutions over the course of several hours. The kinetics and products of these reactions were studied by UV–VIS absorbance, electrospray mass spectrometry, FTIR, fluorescence, and NMR and compared to humic-like substances commonly found in atmospheric particulate matter. It was determined the reactions leading to formation of color are quite general to this compound class, and the reactions proceeded more rapidly with hydroxyl or methoxy substitution ortho to the phenolic OH. However, para substitution generally slowed formation of colored compounds compared to the unsubstituted form. Mass spectrometry confirms compounds of several hundred Da formed in the reaction mixtures. The IR spectra of the reaction products bear similarity to that observed for authentic aerosol humic-like substances. The results indicate radical coupling of phenols and methoxylated phenols in tropospheric waters may contribute to humic-like particulate matter.
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