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Sorption of hydrophobic organic contaminants on functionalized biochar: Protagonist role of pi-pi electron-donor-acceptor interactions and hydrogen bonds
Ahmed, Mohammad Boshir1; Zhou, John L.1; Ngo, Huu H.1; Johir, Md. Abu Hasan1; Sun, Liying2; Asadullah, Mohammad3; Belhaj, Dalel4
2018-10-15
Source PublicationJOURNAL OF HAZARDOUS MATERIALS
ISSN0304-3894
Volume360Pages:270-278
Corresponding AuthorZhou, John L.(junliang.zhou@uts.edu.au)
AbstractThe sorption of five potent endocrine disruptors as representative hydrophobic organic contaminants (HOCs) namely estrone (E1), 17 beta-estradiol (E2), estriol (E3), 17 alpha-ethynylestradiol (EE2) and bisphenol A (SPA) on functionalized biochar (fBC) was systematically examined, with a particular focus on the importance of n electron-donor (phenanthrene: PHEN) and pi-electron-acceptors (1,3-dinitrobenzene: DNB, p-amino benzoic acid: PABA) on sorption. Experimental results suggested that hydrogen-bond formation and pi-pi-electron-donor acceptor (EDA) interactions were the dominant sorption mechanisms. The sorption of HOCs decreased as E1 > E2 > EE2 > E3 > BPA based on the Freundlich and Polanyi-Mane-models. The comparison of adsorption coefficient (K-d) normalized against hexadecane-water partition coefficient (K-HW) between HOCs and PHEN indicated strong pi-pi-EDA interactions. pi-pi interactions among DNB, PHEN and HOCs were verified by the observed upfield frequency (Hz) shifts using proton nuclear magnetic resonance (H-1 NMR) which identified the specific direction of pi-pi interactions. UV-vis spectra showed charge-transfer bands for pi-donors (PHEN and HOCs) with the model pi-acceptor (DNB) also demonstrating the role of pi-pi EDA interactions. The role of n electron-donor and pi-electron-acceptor domains in fBC was identified at different solution pH.
KeywordHOCs EDCs pi-pi-EDA interaction Hydrogen bonds fBC
DOI10.1016/j.jhazmat.2018.08.005
WOS KeywordMULTIWALLED CARBON NANOTUBES ; COMPETITIVE SORPTION ; WASTE-WATER ; 17-ALPHA-ETHINYL ESTRADIOL ; AROMATIC-COMPOUNDS ; ADSORPTION ; REMOVAL ; PHENANTHRENE ; MECHANISM ; SINGLE
Indexed BySCI
Language英语
Funding ProjectUniversity of Technology Sydney
Funding OrganizationUniversity of Technology Sydney
WOS Research AreaEngineering ; Environmental Sciences & Ecology
WOS SubjectEngineering, Environmental ; Environmental Sciences
WOS IDWOS:000446144600030
PublisherELSEVIER SCIENCE BV
Citation statistics
Document Type期刊论文
Identifierhttp://ir.igsnrr.ac.cn/handle/311030/52892
Collection中国科学院地理科学与资源研究所
Corresponding AuthorZhou, John L.
Affiliation1.Univ Technol Sydney, Sch Civil & Environm Engn, 15 Broadway, Sydney, NSW 2007, Australia
2.Chinese Acad Sci, Inst Geog Sci & Nat Resources Res, Key Lab Water Cycle & Related Land Surface Proc, Beijing 100101, Peoples R China
3.Eurofins Lancaster Labs Environm LLC, 2425 New Holland Pike, Lancaster, PA 17601 USA
4.Univ Sfax Tunisia, Dept Life Sci, Lab Biodivers & Aquat Ecosyst Ecol & Planktonol, FSS, St Soukra Km 3-5,BP 1171, Sfax 3000, Tunisia
Recommended Citation
GB/T 7714
Ahmed, Mohammad Boshir,Zhou, John L.,Ngo, Huu H.,et al. Sorption of hydrophobic organic contaminants on functionalized biochar: Protagonist role of pi-pi electron-donor-acceptor interactions and hydrogen bonds[J]. JOURNAL OF HAZARDOUS MATERIALS,2018,360:270-278.
APA Ahmed, Mohammad Boshir.,Zhou, John L..,Ngo, Huu H..,Johir, Md. Abu Hasan.,Sun, Liying.,...&Belhaj, Dalel.(2018).Sorption of hydrophobic organic contaminants on functionalized biochar: Protagonist role of pi-pi electron-donor-acceptor interactions and hydrogen bonds.JOURNAL OF HAZARDOUS MATERIALS,360,270-278.
MLA Ahmed, Mohammad Boshir,et al."Sorption of hydrophobic organic contaminants on functionalized biochar: Protagonist role of pi-pi electron-donor-acceptor interactions and hydrogen bonds".JOURNAL OF HAZARDOUS MATERIALS 360(2018):270-278.
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