The role of ortho, meta, para isomerism in measured solid state and derived sub-cooled liquid vapour pressures of substituted benzoic acids
The role of ortho, meta, para isomerism in measured solid state and derived sub-cooled liquid vapour pressures of substituted benzoic acids
复制标题
DOI：
10.1039/c2ra01004f
复制
发表时间：
2012-01-01
期刊：
影响因子：
3.9
通讯作者：
Percival, C. J.
中科院分区：
文献类型：
--
作者：
Booth, A. M.;Bannan, T.;Percival, C. J.
用KEMS测定了邻苯二甲酸、间苯二甲酸、对苯二甲酸、对苯二甲酸、邻氨基苯甲酸、间氨基苯甲酸、对氨基苯甲酸、香草酸、丁香酸、1，2，4-三羧基苯甲酸、3，5-二羟基-4-甲基苯甲酸和4-甲基邻苯二酚等多官能团芳香族化合物的固态平衡蒸汽压。用差示扫描量热法(DSC)测量了这里测量的化合物以及其他取代苯甲酸的热化学性质，并使用文献值计算了过冷液体蒸汽压。用一个新建立的结构-活性关系(SAR)解释了过冷液体蒸汽压的异常趋势，而目前现有的蒸汽压估算方法并不能表示过冷液体蒸汽压的异常趋势。然后与邻二甲氨基苯甲酸和间二甲氨基苯甲酸的进一步测量进行了对比测试。
Knudsen Effusion Mass Spectrometry (KEMS) has been used to measure solid state equilibrium vapour pressures of several multifunctional aromatic compounds; phthalic, isophthalic, terephthalic, para-anisic, ortho-amino benzoic, meta-amino benzoic, para-amino benzoic, vanillic, syringic, 1,2,4-tricarboxylic benzoic, 3,5-dihydroxy-4-methyl benzoic and 4-methyl phthalic acids and nitrocatechol. Sub-cooled liquid vapour pressures were derived using Differential Scanning Calorimetry (DSC) measured thermochemical properties for the compounds measured here, as well as for other substituted benzoic acids using literature values. Unusual trends in the sub-cooled liquid vapour pressure, not represented by currently available vapour pressure estimation methods, are explained using a newly constructed Structure-Activity Relationship (SAR) with a combination of resonance and steric effects. This was then tested against further measurements of ortho-dimethyl amino benzoic and meta-dimethyl amino benzoic acids.