CAS OpenIR
Coupling-oxidation process promoted ring-opening degradation of 2-mecapto-5-methyl-1,3,4-thiadizaole in wastewater
Zhong, Chen1,4; Zhao, He2,3; Han, Qingzhen3; Cao, Hongbin3; Duan, Feng3; Shen, Junyi3,5; Xie, Yongbing3; Guo, Wanqian2; Sun, Shanshan3
2020-11-01
Source PublicationWATER RESEARCH
ISSN0043-1354
Volume186Pages:12
AbstractAs an important raw material and intermediate of widely used antibiotics cefazolin and cefazedone, 2-mecapto-5-methyl-1,3,4-thiadizaole (MMTD) in antibiotic wastewater is hardly decyclized during wastewater treatment, posing great risk to the environment. This work proposed a green "coupling-oxidation" process to enhance ring-opening of MMTD during antibiotic wastewater treatment. In particular, the significant role of humic substances (HS) as pre-coupling reagent was emphasized. Real HS and different model HS, especially quinones, not only efficiently pre-coupled MMTD ( 95%) but also promoted the MMTD removal by MnO2 (from 72.4% to 92.4%). Mass spectrometric analysis indicated that MMTD pre coupled to HS would be oxidized with ring opening to environmental-friendly sulfonated HS, while direct oxidation of MMTD produced MMTD dimers or sulfonated MMTD that would not undergo ring opening. Theoretical calculations indicated that pre-coupling to HS enabled the ring-opening oxidation by increasing the nucleophilicity and decreasing ring-opening barrier of thiadiazole. Based on the density function theory (DFT), the global nucleophilicity index (Nu) followed the trend of HS-MMTD > MMTD dimer > sulfonated MMTD, while the ring-opening barrier followed the trend of HS-MMTD (274 kJ/mol) < first ring of MMTD dimers (286 kJ/mol) < MMTD (338 kJ/mol). Theoretical calculations further confirmed that the cross-coupled HS-MMTD intermediate was more likely to be decyclized than intermediates from direct oxidation. Moreover, nitrogen, acetaldehyde group, sulfate and CO2 were the products of thiadiazole ring degradation. Pre-coupling of MMTD with HS provides a new idea and strategy in developing a green and sustainable scheme for wastewater treatment. (c) 2020 Elsevier Ltd. All rights reserved.
Keyword2-mecapto-5-methyl-1,3,4-thiadizaole (MMTD) Antibiotic wastewater Humic substances Coupling-oxidation Ring-opening degradation
DOI10.1016/j.watres.2020.116362
Language英语
WOS KeywordHUMIC CONSTITUENTS ; PHOTOCATALYTIC DEGRADATION ; MANGANESE-DIOXIDE ; AQUEOUS-SOLUTIONS ; GALLIC ACID ; TRANSFORMATION ; REMOVAL ; PATHWAYS ; KINETICS ; ACETAMINOPHEN
Funding ProjectNational Natural Science Foundation of China[51,978,643] ; Open Project of State Key Laboratory of Urban Water Resource and Environment, Harbin Institute of Technology[HCK201806] ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDA23010400] ; Youth Innovation Promotion Association, CAS[2,014,037]
WOS Research AreaEngineering ; Environmental Sciences & Ecology ; Water Resources
WOS SubjectEngineering, Environmental ; Environmental Sciences ; Water Resources
Funding OrganizationNational Natural Science Foundation of China ; Open Project of State Key Laboratory of Urban Water Resource and Environment, Harbin Institute of Technology ; Strategic Priority Research Program of the Chinese Academy of Sciences ; Youth Innovation Promotion Association, CAS
WOS IDWOS:000589968900023
PublisherPERGAMON-ELSEVIER SCIENCE LTD
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/42812
Collection中国科学院过程工程研究所
Corresponding AuthorZhao, He
Affiliation1.Chinese Acad Sci, Inst Proc Engn, Natl Key Lab Biochem Engn, Beijing 100190, Peoples R China
2.Harbin Inst Technol, State Key Lab Urban Water Resource & Environm, Harbin 150090, Peoples R China
3.Chinese Acad Sci, Innovat Acad Green Mfg, Beijing Engn Res Ctr Proc Pollut Control, Beijing 100190, Peoples R China
4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
5.Suzhou Univ Sci & Technol, Suzhou 215009, Jiangsu, Peoples R China
Recommended Citation
GB/T 7714
Zhong, Chen,Zhao, He,Han, Qingzhen,et al. Coupling-oxidation process promoted ring-opening degradation of 2-mecapto-5-methyl-1,3,4-thiadizaole in wastewater[J]. WATER RESEARCH,2020,186:12.
APA Zhong, Chen.,Zhao, He.,Han, Qingzhen.,Cao, Hongbin.,Duan, Feng.,...&Sun, Shanshan.(2020).Coupling-oxidation process promoted ring-opening degradation of 2-mecapto-5-methyl-1,3,4-thiadizaole in wastewater.WATER RESEARCH,186,12.
MLA Zhong, Chen,et al."Coupling-oxidation process promoted ring-opening degradation of 2-mecapto-5-methyl-1,3,4-thiadizaole in wastewater".WATER RESEARCH 186(2020):12.
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