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FLAVOUR AND FRAGRANCE JOURNAL · 2012 ·Vol. 27 ·期 5 ·378-385 · IF 1.424

Side chain influencing the interaction between β-cyclodextrin and vanillin

Zhangfu Zeng,Yanxiong Fang,Hongbing Ji

The reason for low encapsulation efficiency of vanillin compared to p -hydroxybenzaldehyde within β -cyclodextrin was investigated. Fourier transform infrared spectra proved intermolecular interaction between guest and β -cyclodextrin. UV–visible studies indicated that vanillin and p -hydroxybenzaldehyde form 1:1 inclusion complexes with β -cyclodextrin. Nuclear magnetic resonance and quantum computational methods gave the most favourable orientation in which the guest molecule (vanillin or p -hydroxybenzaldehyde) is totally sequestered in the hydrophobic cavity of the cyclodextrin with the phenolic end located near the primary hydroxyls of the β -cyclodextrin and the aldehyde group near the secondary hydroxyls with hydrogen bonding formation. Encapsulation efficiency of the β -cyclodextrin inclusion with vanillin is about 29% lower than that with p -hydroxybenzaldehyde. This result could be attributable to the effect that the side chain methoxy group weakened the guest/host non-covalent intermolecular interaction, specifically, hydrogen bond interaction. Copyright © 2012 John Wiley & Sons, Ltd.

研究领域: 药物化学 · 超分子化学 · 分析化学 · 药剂学 · 分子识别 · 计算化学
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JOURNAL OF CHEMICAL THERMODYNAMICS · 2011 · IF 2.794

Association of ionic liquids with cationic dyes in aqueous solution: A thermodynamic study

Yuanchao Pei,Jing Liu,Zhenning Yan,Zhiyong Li,Jing Fan,Jianji Wang

In this paper, the interactions between cationic dyes and the ionic liquids (ILs) have been studied by 31 P nuclear magnetic resonance (NMR), UV–Vis spectroscopy and conductometric measurements at different temperatures. It was shown that a decrease in the measured specific conductance of the (dye   +   IL) mixtures was caused by the formation of non-conducting or less conducting (dye   +   IL) associates. The associates were formed by 1:1 ratio of cation of the cationic dyes and anion of the ILs by using the 31 P NMR and UV–Vis spectroscopy methods. The association constants were calculated by theoretical model based on the deviation from linear behavior, and the association constants were as high as 10 6 (L   ·   mol −1 ) 2 . Thermodynamic results imply that the formation process of association was exothermic nature. It is expected that the associates reported here would have promising application as active materials for the preparation of ion-selective electrode used in the determination of ILs concentrations.

研究领域: 物理化学 · 分析化学 · 胶体与界面化学 · 药物化学 · 分子生物学
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