Study on the inclusion behavior and solid inclusion complex of 5-amino-6-methyl-2-benzimidazolone with cyclodextrins  

Study on the inclusion behavior and solid inclusion complex of 5-amino-6-methyl-2-benzimidazolone with cyclodextrins

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作  者:Wei Sun Zhao-Hui Wang Meng-Yao She Zheng Yang Xi-Lang Jin Ya-Qi Wang Zhen Shi Jian-Li Li 

机构地区:[1]Ministry of Education Key Laboratory of Synthetic and Natural Functional Molecule Chemistry, College of Chemistry & Materials Science, Northwest University [2]School of Chemistry & Chemical Engineering, Xi’an University of Science and Technology

出  处:《Chinese Chemical Letters》2016年第7期1077-1082,共6页中国化学快报(英文版)

基  金:the National Natural Science Foundation of China (Nos. 21572177, 21272184, 21103137 and J1210057);the Shaanxi Provincial Natural Science Fund Project (No. 2015JZ003);the Xi’an City Science and Technology Project (No. CXY1511(3));the Northwest University Science Foundation for Postgraduate Students (No. YZZ14052);the Chinese National Innovation Experiment Program for University Students (No. 201510697004)

摘  要:The inclusion behaviors of three native or modified CDs including p-CD,2-hydroxypropyl-β-CD(2-Hp-β-CD) and 2,6-dimethyl-β-CD(Me-β-CD) toward 5-amino-6-methyl-2-benzimidazolone(AMBI) were comparatively investigated by NMR and fluorescence titration in combination with IR spectra,X-ray diffractometry and scanning electron microphotographs.The experimental results jointly demonstrated that the phenyl ring of AMBI entered into the cavity of the CDs and located close to the narrow rims accompanied by the formation of the 1:1 inclusion complex with large stability constant in aqueous solution.The introduction of the hydroxypropyl unit to the host improved the solubility,ultimately effecting an obvious promoting in the fluorescence intensity and the stability constantThe inclusion behaviors of three native or modified CDs including p-CD,2-hydroxypropyl-β-CD(2-Hp-β-CD) and 2,6-dimethyl-β-CD(Me-β-CD) toward 5-amino-6-methyl-2-benzimidazolone(AMBI) were comparatively investigated by NMR and fluorescence titration in combination with IR spectra,X-ray diffractometry and scanning electron microphotographs.The experimental results jointly demonstrated that the phenyl ring of AMBI entered into the cavity of the CDs and located close to the narrow rims accompanied by the formation of the 1:1 inclusion complex with large stability constant in aqueous solution.The introduction of the hydroxypropyl unit to the host improved the solubility,ultimately effecting an obvious promoting in the fluorescence intensity and the stability constant

关 键 词:Benzimidazolone CYCLODEXTRIN INCLUSION Fluorescence NMR 

分 类 号:O636.12[理学—高分子化学]

 

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