title: N-nitrosamines formation from secondary amines by nitrogen fixation on the surface of activated carbon.
abstract: Our previous study demonstrated that many commercial activated carbon (AC) particles may catalyze transformation of secondary amines to yield trace levels of N-nitrosamines under ambient aerobic conditions. Because of the widespread usage of AC materials in numerous analytical and environmental applications, it is imperative to understand the reaction mechanism responsible for formation of nitrosamine on the surface of ACs to minimize their occurrence in water treatment systems and during analytical methods employing ACs. The study results show that the AC-catalyzed nitrosamine formation requires both atmospheric oxygen and nitrogen. AC's surface reactive sites react with molecular oxygen to form reactive oxygen species (ROS), which facilitate fixation of molecular nitrogen on the carbon surfaces to generate reactive nitrogen species (RNS) likely nitrous oxide and hydroxylamine that can react with adsorbed amines to form nitrosamines. AC's properties play a crucial role as more nitrosamine formation is associated with carbon surfaces with higher surface area, more surface defects, reduced surface properties, higher O(2) uptake capacity, and higher carbonyl group content. This study is a first of its kind on the nitrosamine formation mechanism involving nitrogen fixation on AC surfaces, and the information will be useful for minimization of nitrosamines in AC-based processes.
authors.affiliation: School of Civil and Environmental Engineering, Georgia Institute of Technology , Atlanta, Georgia 30332, United States.
authors.forename: Lokesh P
authors.initials: LP
authors.lastname: Padhye
authors.forename: Benjamin
authors.initials: B
authors.lastname: Hertzberg
authors.forename: Gleb
authors.initials: G
authors.lastname: Yushin
authors.forename: Ching-Hua
authors.initials: CH
authors.lastname: Huang
mesh_terms: D000588:Amines / Q000737:chemistry*; D001272:Atmosphere / Q000737:chemistry; D002244:Carbon / Q000032:analysis; D002384:Catalysis; D002606:Charcoal / Q000737:chemistry*; D004128:Dimethylnitrosamine / Q000138:chemical synthesis / Q000737:chemistry; D017665:Hydroxyl Radical / Q000737:chemistry; D019811:Hydroxylamine / Q000737:chemistry; D007553:Isotope Labeling; D008855:Microscopy, Electron, Scanning; D008956:Models, Chemical; D009573:Nitrites / Q000737:chemistry; D009584:Nitrogen / Q000737:chemistry; D009586:Nitrogen Fixation; D009602:Nitrosamines / Q000138:chemical synthesis* / Q000737:chemistry; D009609:Nitrous Oxide / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D056951:Photoelectron Spectroscopy; D012995:Solubility; D013499:Surface Properties
chemical_list: D000588:Amines; D009573:Nitrites; D009602:Nitrosamines; D002606:Charcoal; D019811:Hydroxylamine; D017665:Hydroxyl Radical; D002244:Carbon; D009609:Nitrous Oxide; D004128:Dimethylnitrosamine; D009584:Nitrogen; D010100:Oxygen