| Author Name | Affiliation | | Tingting Cao | State Key Laboratory of Urban Water Resources Centre, School of Environment, Harbin Institute of Technology, Harbin 150090, China | | Munan Zhao | State Key Laboratory of Urban Water Resources Centre, School of Environment, Harbin Institute of Technology, Harbin 150090, China | | Chongwei Cui | State Key Laboratory of Urban Water Resources Centre, School of Environment, Harbin Institute of Technology, Harbin 150090, China |
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| Abstract: |
| Phenolic compounds are a class of hazardous substances for human. To study the antiradical potential of a series of phenolic compounds from the aspect of position and substituent type, phenol, o-dihydroxybenzene (ODB), m-dihydroxybenzene (MDB), p-dihydroxybenzene (PDB), paranitrophenol (PNP), and o-chlorophenol (OCP) were selected as typical targets. In addition, to elucidate the degradation discrepancy of phenolic compounds, quantum chemical calculations (QCCs) were obtained using the B3LYP method along with a 6-311G (d, p) basis set. Calculations indicate that phenol, ODB, MDB, and PDB, with electron-donating groups, exhibited high antiradical potential, while PNP and OCP, with electron-withdrawing groups, exhibited low antiradical potential. The chemical indices calculations show that para-compounds and ortho-compounds had high antiradical ability. Moreover, phenol, ODB, MDB, and PDB possessed higher bond dissociation enthalpy (BDE) and lower adiabatic ionization potential (AIP) values compared with those of OCP and PNP. Medium effects, even in vacuo, were also taken into account to reveal the antiradical ability of phenolic compounds. |
| Key words: adiabatic ionization potential (AIP) antiradical potential bond dissociation enthalpy (BDE) density functional theory (DFT) Fukui indices phenolic compounds |
| DOI：10.11916/j.issn.1005-9113.2019053 |
| Clc Number:X11 |
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| Descriptions in Chinese: |
| 酚类污染物抗自由基能力的密度泛函研究 曹婷婷, 赵慕南, 崔崇威 （哈尔滨工业的大学 环境学院 城市水资源与水环境国家重点实验室, 哈尔滨150090） 中文说明：为从取代基的位置和类型研究系列酚类化合物的抗自由基能力，以苯酚、邻二羟基苯(ODB)、间二羟基苯(MDB)、对二羟基苯(PDB)、对硝基酚(PNP)和邻氯苯酚(OCP)为研究对象，采用DFT密度泛函理论，计算这些化合物的静电势、量子化学指标、键解离能、绝热电离势，以及活性位点等量化参数，并考虑溶剂效应，研究量化参数与酚类污染物抗自由基能力之间的关系。研究结果表明，苯酚、邻苯二酚、间苯二酚和对苯二酚这些具有给电子基团的酚类物质，且具有较低值的能隙、电负性、电离势和亲电指数以及较高的HOMO能量，导致它们表现出较高的抗自由基能力，更容易被降解。而具有吸电子基团的对硝基苯酚和邻氯酚，则具有相反的效果。 关键词：绝热电离势; 抗自由基能力; 键解离能; 密度泛函理论; 福井指数; 酚类物质 |
