所属单位：

化学与化工学院

发表刊物：

Chiese Journal of chemistry

关键字：

中文关键字：苯甲酸衍生物；蒽；π-π电子给体受体作用；π-H氢键，英文关键字：benzoic acid derivative；anthracene；π-π electron do

摘要：

Interaction mechanism of anthracene, one of the typical polycyclic aromatic hydrocarbons, with benzoic acid and its hydroxyl-substituted derivatives, o-hydroxylbenzoic acid and p-hydroxylbenzoic acid, were studied using FTIR, UV and fluorescence spectra. The experiments confirmed that there was 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. The 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 lower than pKa, and the π-π electron donor-acceptor (EDA) interaction increasingly became the main binding mode when pH larger than 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-hydroxylbenzoic acid made it easy to form the planar multi-molecule congeries that could interact with anthracene, so the interaction between anthracene and p-hydroxylbenzoic acid always followed the π-π EDA model no matter the solution acidity. For p-hydroxylbenzoic acid, the π-π interaction mode remained unchanged when pH increased from 2.0 to 10.0, and the binding intensity was higher than that between benzoic acid and anthracene because of the formation of the multi-molecule congeries.

备注：

何盈盈

合写作者：

范晓远,赵波

第一作者：

金鹏康,王晓昌,何盈盈

论文类型：

期刊论文

卷号：

卷：26

期号：

期：8

页面范围：

页：1373

是否译文：

否

发表时间：

2008-08-01