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

A technology of cyclodextrin and clathrate, which is applied in the field of preparation of cyclodextrin-C60 supramolecular clathrate, can solve the problems of long time, low efficiency, unmatched size, etc., and achieve low energy consumption and simple operation Effect

Inactive Publication Date: 2007-01-24
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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 C

Method used

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

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Effect test

Embodiment 1

[0031] Step 1: Prepare C60 negative ion solution

[0032] The molar ratio of sodium and naphthalene is mixed at a ratio of 1:1.1, and then added to the DMF solution, and the sodium is stirred and dissolved in the solution under the protection of an inert gas to obtain a naphthalene anion solution, and the reaction time is 1 hour. Add C60 with a molar ratio of 1:5 to the above solution, and stir for 1 hour under the protection of an inert gas to obtain a C60 negative ion solution.

[0033] The second step: carry out inclusion reaction

[0034] In the C60 anion solution prepared in the first step, add gamma-cyclodextrin with a molar ratio of 2:1 to C60. Stir for 1 hour under the protection of inert gas to obtain γ-cyclodextrin-C60 anion clathrate.

[0035] The third step: oxidation reaction

[0036] In the γ-cyclodextrin-C60 negative ion clathrate solution obtained in the second step, add iodine that is 3 times the molar number of C60, and stir for 1 minute under the protecti...

Embodiment 2

[0039] Step 1: Prepare C60 negative ion solution

[0040] The molar ratio of potassium and 1-methylnaphthalene is mixed in a ratio of 1:3, and added to the DMF solution, and potassium is stirred and dissolved in this solution under the protection of an inert gas to obtain a 1-methylnaphthalene anion solution, and the reaction time is 5 Hour. Add C60 with a molar ratio of 1:20 to potassium in the above solution, and stir for 10 hours under the protection of inert gas to obtain a C60 anion solution.

[0041] The second step: carry out inclusion reaction

[0042] In the C60 negative ion solution prepared in the first step, α-cyclodextrin with a molar ratio of 100:1 to C60 was added. Stir for 10 hours under the protection of inert gas to obtain α-cyclodextrin-C60 anion clathrate.

[0043] The third step: oxidation reaction

[0044] In the α-cyclodextrin-C60 negative ion clathrate solution obtained in the second step, add iodine which is 10 times the number of moles of C60, and...

Embodiment 3

[0047] Step 1: Prepare C60 Negative Ion Solution

[0048] The molar ratio of sodium and 1-methylnaphthalene is mixed in a ratio of 1: 1.5, and added to the DMF solution, and the sodium is stirred and dissolved in this solution under the protection of an inert gas to obtain an anion solution of 1-methylnaphthalene, and the reaction time is 3 Hour. Add C60 to the above solution with a molar ratio of 1:10 to sodium, and stir for 5 hours under the protection of an inert gas to obtain a C60 anion solution.

[0049] The second step: carry out inclusion reaction

[0050] In the C60 negative ion solution prepared in the first step, add β-cyclodextrin with a molar ratio of 5:1 to C60. Stir for 5 hours under the protection of inert gas to obtain β-cyclodextrin-C60 anion clathrate.

[0051] The third step: oxidation reaction

[0052] In the β-cyclodextrin-C60 negative ion clathrate solution obtained in the second step, add iodine that is 5 times the molar number of C60, and stir for ...

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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...

Claims

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Application Information

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IPC IPC(8): A61K47/40A61K47/48C01B31/02A61K47/69C01B32/156
Inventor 高翔张奕
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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