Process for preparing water soluble cyclodextrin-C60 super molecule inclusion compound

Abstract

The preparation process of water soluble cyclodextrin-C60 supermolecular inclusion compound includes the first preparing C60 negative ion solution, the subsequent adding cyclodextrin for including reaction, and final oxidizing the obtained negative ion inclusion compound with iodine to obtain neutral cyclodextrin-C60 inclusion compound. The present invention makes it possible to form alpha-, beta- and gamma-cyclodextrin-C60 supermolecular inclusion compound with excellent water solubility, so as to promote the application of water soluble C60 in biology and medicine. By means of the increased polarity and charge density of C60 after forming negative ion and the strengthened force between C60 and the cyclodextrin, other alpha- and beta-cyclodextrin-C60 supermolecular inclusion compounds may be prepared. The present invention is significant in synthesis of supermolecules with other large cyclic molecule as main part.

Description

technical field [0001] The invention relates to a preparation method of a cyclodextrin-C60 supramolecular clathrate. Background technique [0002] Supramolecular chemistry is an emerging discipline, which has developed rapidly based on the development of cryptate macrocyclic ligands such as crown ethers, the research of molecular self-assembly and the research progress of organic semiconductors and conductors. Supramolecular interaction is a kind of intermolecular interaction with molecular recognition ability, which is van der Waals force, electrostatic force, hydrogen bond force, π interaction and hydrophobic interaction under the influence of steric effect. Among the various artificial supramolecular host substances that have been reported, the molecular recognition research based on crown ether, cyclodextrin, calixarene and porphyrin has attracted widespread attention, among which cyclodextrin (CD) is the second generation Supramolecular structures, whose inner cavity i...

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Problems solved by technology

[0006] Among them, the reflux method and the stirring method last for a long time, the efficiency of the ultrasonic method is low, and the efficiency of the solid phase method is better, but due to the limitation of the instrument, the application is not very wide

Moreover, for a long period of time, all the methods used to synthesize cyclodextrin and C60 clathrates can only synthesize γ-cyclodextrin-C60 clathrates, and for α-, β- -Cyclodextrin was unsuccessful, and it is generally believed that the van der Waals diameter of the C60 molecule is 1nm, while the cavity diameters of α- and β-cyclodextrin are 0.57 and 0.78nm, respectively, and the two cannot match in size

[0007] In 2001, Geckeler et al. (Chemical Communication, 2001, 1194-1195 The Royal Society of Chmistry "The water-soluble β-cyclodextrin-[60]fullerenecomplex Chemical Communications, 2001, 1194-1195. Fine-[60]fullerene inclusion compound") synthesized the β-cyclodextrin-C60 inclusion compound by stirring method, and carried out some characterizations, but the characterization results did not achieve good results. Moreover, this reaction lasts for two weeks, which is a long time and the efficiency is not high. He theoretically believes that this compound can be obtained

As for α-cyclodextrin, there has never been a report on the synthesis of supramolecular inclusion complexes with C60

[0008] Based on the above content, the inventor believes that the traditional method has many shortcomings in the synthesis of α-, β-cyclodextrin-C60 supramolecular inclusion complexes with smaller cavities, and the methods for effectively synthesizing these substances are currently Not yet reported

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