PH dependence of bonding models of anthracene with benzoic acid and its derivatives
Interaction models of anthracene,one of the most familiar polycyclic aromatic hydrocarbons(PAHs),with benzoic acids and its hydroxyl-substituted derivatives.O-hydroxybenzoic acid and P-hydroxybenzoic acid,were studied using FTIR,UV and fluorescence spectra.The experiments confirmed that there is a specific and oriented interaction between anthracene and the aromatic carboxylic acids,and the bonding mode depended on both the chemical structure of reactants and acidity of solution.Π-H hydrogen bond played a main role in the interaction between anthracene and the aromatic carboxylic proton of benzoic acid or O-hydroxylbenzoic acid when pH≤pKa,and theπ-πEDA interaction increasingly became the main association mode when pH>pKa.The decrease of interaction intensity of benzoic acid Was observed by introducing hydroxyl at its ortho position.The special D-π-A structure of P-hydroxybenzoic acid made it easy to form the planar multi-molecule congeries that could interact with anthracene,so the bonding mode between anthracene and P-hydroxylbenzoic acid was always theπ-πEDA model so matter solution acidity,and the binding intensity was also obviously enhanced.For P-hydroxybenzoic acid,the bonding mode remained unchanged in π-π interaction form when pH increased from 2.0 tO 10.0,and the binding intensity Was higher than benzoic acid and O-hydroxybenzoic acid because of the formation of the multi-molecule congeries.
benzoic acid benzoic acid derivatives anthracene intermolecular interaction
HE Ying-Ying WANG Xiao-Chang FAN Xiao-Yuan JIN Peng-Kang
School of Environmental and Municipal Engineering,Xian University ofArchitecture and Technology,Xian,710055 China
国际会议
西安
英文
165-172
2008-05-15（万方平台首次上网日期，不代表论文的发表时间）