Activation of peroxymonosulfate by phenols: Important role of quinone intermediates and involvement of singlet oxygen

被引：266

作者：

Zhou, Yang ^{[1
]}

Jiang, Jin ^{[1
]}

Gao, Yuan ^{[1
]}

Pang, Su-Yan ^{[2
]}

Yang, Yi ^{[1
]}

Ma, Jun ^{[1
]}

Gu, Jia ^{[1
]}

Li, Juan ^{[1
]}

Wang, Zhen ^{[1
]}

Wang, Li-Hong ^{[1
]}

Yuan, Li-Peng ^{[2
]}

Yang, Yue ^{[2
]}

机构：

[1] Harbin Inst Technol, Sch Municipal & Environm Engn, State Key Lab Urban Water Resource & Environm, Harbin 150090, Heilongjiang, Peoples R China

[2] Harbin Univ Sci & Technol, Coll Chem & Environm Engn, Key Lab Green Chem Engn & Technol, Coll Heilongjiang Prov, Harbin 150040, Heilongjiang, Peoples R China

来源：

WATER RESEARCH | 2017年 / 125卷

基金：

中国国家自然科学基金;

关键词：

Peroxymonosulfate; Phenols; Quinone intermediates; Singlet oxygen; Sulfamethoxazole; LINOLEIC-ACID HYDROPEROXIDE; ORGANIC-MATTER; SULFATE RADICALS; CARBON NANOTUBES; MOLECULAR-OXYGEN; AQUEOUS-SOLUTION; PHOTOSENSITIZED OXIDATION; EFFICIENT DEGRADATION; COVALENT BINDING; WATER-TREATMENT;

D O I：

10.1016/j.watres.2017.08.049

中图分类号：

X [环境科学、安全科学];

学科分类号：

08 ; 0830 ;

摘要：

In this study, the kinetics of reactions of peroxymonosulfate (PMS) with ten model phenols (including phenol, methylphenols, methoxyphenols, and dihydroxybenzenes) were examined. The oxidation Idnetics of these phenols by PMS except for catechol and resorcinol showed autocatalysis in alkaline conditions (pH 8.5 and 10), due to the contribution of singlet oxygen (O-1(2)) produced from PMS activation by quinone intermediates formed from their phenolic parents. The oxidation rates of ortho- and meta substituted methylphenols and methoxyphenols by PMS were much higher than their para-substituted counterparts under similar conditions. This was attributed to the relatively low yields of quinone intermediates from para-substituted phenols. SMX could be efficiently degraded by PMS in the presence of phenols which showed great autocatalysis when they individually reacted with PMS, and the addition of methanol in excess had negligible influence suggesting that O-1(2) rather than hydroxyl radical and sulfate radical played an important role. Transformation of SMX by O-1(2) underwent three pathways including hydroxylation of aniline ring, oxidation of aromatic amine group to generate nitro-SMX, and oxidative coupling to generate azo-SMX and hydroxylated azo-SMX. These results obtained in this work improve the understanding of in situ chemical oxidation using PMS for remediation of subsurface, where phenolic and quinonoid moieties are ubiquitous. (C) 2017 Published by Elsevier Ltd.

引用

页码：209 / 218

页数：10