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Molecular self-assembly behavior of mono[6-O-6- (4-carboxyl-phenyl)]-β-CD in solution and solid state

机译:[[6-O-6-(4-羧基-苯基)]-β-CD在溶液和固态中的分子自组装行为

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摘要

A novel modified cyclodextrin, mono[6-O-6-(4-carboxyl-phenyl)]-β-CD (1), has been synthesized by the reaction of mono[6-(p-toluenesulfonyl)]-β-CD with 4-hydro-xybenzoate, and its molecular self-assembly behavior in both solution and solid state was studied by means of crystallography, NMR spectroscopy and microcalorimetry. The results indicate that the bezoic acid groups are successively penetrated intermolecularly into the adjacent β-CD cavities to form helical columnar supramolecules in the solid state. As compared with crystal, the similar self-assembly behavior of 1 in aqueous solution has also been confirmed by the ~1H ROESY spectroscopy. Thermodynamically, the formation of polymeric supramolecules by modified CD in aqueous solution is mainly driven by entropy changes.
机译:通过单[6-(对甲苯磺酰基)]-β-CD的反应合成了一种新型的改性环糊精单[6-O-6-(4-羧基-苯基)]-β-CD(1)。用晶体学,核磁共振波谱法和微量量热法研究了4-羟基对苯甲酸酯的表面活性,并研究了其在溶液和固态下的分子自组装行为。结果表明,苯甲酸基团被分子间连续地渗透到相邻的β-CD腔中,形成固态的螺旋柱状超分子。与晶体相比,〜1H ROESY光谱也证实了1在水溶液中的类似自组装行为。在热力学上,水溶液中改性CD形成聚合物超分子的主要原因是熵的变化。

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