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单-6-氧(对硝基苯甲酰基)-β-环糊精与萘衍生物包合作用的荧光光谱研究

Study on the Binding Ability of Mono-6-p-Nitrobe nzoyl-β-Cyclodextrinwith Naphthalene Derivatives in Aqueous Solution

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【作者】 王永辉朱满洲叶建平郭庆祥

【Author】 Wang Yonghui a,Zhu Manzhou a,Ye Jianping b,Guo Qingxiang a* * (a. Department of Chemistry, University of Science and Technology of China, Hefei230026;b. Institute of Chemistry, Chi nese Academy of Science, Beijing100080)

【机构】 中国科学技术大学化学系中国科学院化学研究所中国科学技术大学化学系 合肥230026合肥230026北京100080合肥230026

【摘要】 合成了一种新的环糊精衍生物单 6 氧 (对硝基苯甲酰基 ) β 环糊精 (NBCD) .该化合物与 1 萘甲酸(NA)在KCl/HCl缓冲水溶液 (pH =1.5,0 .1mol/dm3)中形成 1∶1包合物 ,15℃时的包合常数由稳态荧光测定 ,结果表明 ,NBCD可以和 1 萘甲酸形成稳定的包合物 ,与 β 环糊精相比 ,稳定常数增加 9倍左右 .同时 ,时间分辨荧光得到了NBCD与其它给电子的萘的衍生物的包合常数 .结果表明 ,在 β 环糊精的 6位引进对硝基苯甲酰基能够显著增强其包合能力 ,使NBCD能够与萘的衍生物形成稳定的主 客体包合物

【Abstract】 To enhance the binding ability of β-cyclodextrin w ith naphthalene derivatives, a hydrophobic group to the rim of β-cyclodextrin was added and the new β-cyclodextrin compound—mono-6-p-nitrobenzoyl- β-cyclodextrin was synthesized. Its binding ability for 1∶1 inclusio n complexation with 1-naphthoic acid was evaluated in the KCl/HCl buffer soluti on (pH=1.5, 0.1 mol/dm 3) at 15℃ by the spectrofluormetric titration. The resu lts obtained indicated that mono-6-p-nitrobenzoyl-β-cyclodextrin could strongly include 1-naphthoic acid in aqueous solution; the modification dramat ically enhanced the original binding ability of native β-cyclodextrin by a fac tor 9. The binding constants of mono-6-p-nitrobenzoyl-β-cyclodextrin a nd other naphthalenes such as 1-methoxynaphthalene, 2-methoxynaphthalene, 1-N ,N-dimethylaminonaphthalene and 1-N,N-dimethylaminonaphthalene were obtained from the time-resolved fluorescence. The high binging ability of naphthalenes w ith NBCD make it is possible to assemble stable host-guest complexes.

【基金】 ProjectsupportedbytheNationalNaturalScienceFoundationofChina (2 9972 0 3 8)
  • 【文献出处】 化学物理学报 ,Chinese Journal of Chemical Physics , 编辑部邮箱 ,2004年01期
  • 【分类号】O657.3
  • 【被引频次】6
  • 【下载频次】164
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