Formation of hydroxylated polybrominated diphenyl ethers and hydroxylated polybrominated biphenyls during the adsorption of bromophenols by reduced graphene oxide

被引：4

作者：

Xie, Jieli ^{[1
,2
]}

Li, Lingyun ^{[3
]}

Sun, Lixiang ^{[4
]}

Pei, Zhiguo ^{[1
]}

Yang, Yanting ^{[1
,5
]}

Ma, Jie ^{[1
]}

Zhang, Qinghua ^{[1
]}

Wen, Bei ^{[1
]}

Zhang, Shuzhen ^{[1
]}

机构：

[1] Chinese Acad Sci, Res Ctr Ecoenvironm Sci, State Key Lab Environm Chem & Ecotoxicol, POB 2871, Beijing 100085, Peoples R China

[2] Univ New South Wales, Sch Civil & Environm Engn, Sydney, NSW 2052, Australia

[3] Chinese Acad Agr Sci, Inst Vegetables & Flowers, Minist Agr & Rural Affairs China, Key Lab Vegetables Qual & Safety Control, Beijing 100081, Peoples R China

[4] Ludong Univ, Coll Chem & Mat Sci, Yantai 264025, Peoples R China

[5] Univ Jinan, Sch Water Conservancy & Environm, Key Lab Water Resources & Environm Engn Univ Shan, Jinan 250022, Shandong, Peoples R China

来源：

CHEMICAL ENGINEERING JOURNAL | 2019年 / 378卷

基金：

中国国家自然科学基金;

关键词：

Reduced graphene oxide; Bromophenol; Oxidative coupling; Hydroxylated polybrominated diphenyl ethers; Hydroxylated polybrominated biphenyls; SALMON SALMO-SALAR; BROMINATED PRODUCTS; FLAME RETARDANTS; AQUEOUS-SOLUTION; PREGNANT-WOMEN; OXIDATION; OH; PBDES; 4-METHOXYPHENOL; IDENTIFICATION;

D O I：

10.1016/j.cej.2019.122134

中图分类号：

X [环境科学、安全科学];

学科分类号：

08 ; 0830 ;

摘要：

The widespread use of bromophenols in industrial products has led to their emergence in natural water environments. This study investigated the oxidative coupling reactions of 2,6-dibromophenol (2,6-diBP), 2,4-dibromophenol (2,4-diBP) and 3,5-dibromophenol (3,5-diBP) during the water purification by reduced graphene oxide (rGO). Results showed that rGO markedly promoted the oxidation of three bromophenols (BPs). The oxidation efficiencies of three BPs were related to their homolytic bond dissociation energies and decreased following the order of 2,6-diBP > 2,4-diBP > 3,5-diBP. Mass spectrometry and density functional theory calculation revealed that C-O and C-C coupling among BPs radicals were the main reaction pathways, with the hydroxylated polybrominated diphenyl ethers (HOPBDEs) and the hydroxylated polybrominated biphenyls (HO-PBBs) being the main reaction products. The oxidant of the reaction was dissolved oxygen, which was first transformed to the surface-bound reactive oxygen species on graphene defects and then oxidized BPs into HO-PBDEs and HO-PBBs. To our knowledge, this is the first report indicating that HO-PBDEs and HO-PBBs could be generated during the adsorption of BPs by rGO. Given the enhanced toxicity of HO-PBDEs and HO-PBBs, caution should be taken when treating BPs-containing water with rGO.

引用

页数：9

共 46 条

[21] Hydroxylated and methoxylated brominated diphenyl ethers in the red algae Ceramium tenuicorne and blue mussels from the Baltic Sea [J].