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Water-soluble fullerene and preparation and application methods thereof

A fullerene and water-soluble technology, applied in the field of medicine, can solve the problems of poor fullerene solubility, poor biocompatibility, and low photosensitive activity, and achieve good physical and chemical stability, low cost, and simple preparation method Effect

Inactive Publication Date: 2012-09-19
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In view of the above situation, in order to solve the defects of the prior art, the purpose of the present invention is to provide a kind of water-soluble fullerene and preparation method thereof, which can effectively solve the problem of poor solubility, low photosensitive activity and poor biocompatibility of existing fullerene. question

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] (1) Add 20ml of ethylenediamine and 1.0g of sodium hydroxide into 60ml of mixed solvent of water and absolute ethanol, wherein the volume ratio of water and absolute ethanol is 1:5, stir well and add dropwise to 50ml by weight In the fullerene toluene solution with a volume ratio of 1mg / ml, under the rotating speed of 400r / min and the temperature of 30°C, stir for 7 days to make the reaction fully, remove the upper toluene layer solution, the mixed solution of water and absolute ethanol, and then After suction filtration and washing with organic solvent methanol for 15 times, vacuum-dry at 40°C for 24 hours to obtain aminofullerene;

[0017] (2) Mix 50 mg of aminofullerene obtained in step (1) with 1 ml of aziridine and 10 μl of concentrated hydrochloric acid in 20 ml of dichloromethane, stir and reflux for 48 hours at 40°C at a speed of 400 r / min to make it fully react , and then filtered and washed with the organic solvent dichloromethane 20 times, and vacuum-dried at...

Embodiment 2

[0019] (1) Add 20ml of 1,3-propylenediamine and 1.0g of sodium hydroxide into a mixed solvent of 60ml of water and absolute ethanol, where the volume ratio of water and absolute ethanol is 1:5, stir well and drop by drop Add it to 50ml of fullerene toluene solution with a weight-to-volume ratio of 1mg / ml, stir at 30°C and 400r / min for 7d to make the reaction fully. Remove the upper toluene layer solution, the mixed solution of water and absolute ethanol, and then filter and wash the organic solvent methanol for 15 times, then vacuum-dry at 40°C for 24 hours to obtain aminofullerene;

[0020] (2) Mix 50 mg of aminofullerene obtained in step (1) with 1 ml of aziridine and 10 μl of concentrated hydrochloric acid in 20 ml of dichloromethane, stir and reflux for 48 hours at 40°C at a speed of 400 r / min to make it fully react , and then filtered and washed with the organic solvent dichloromethane 20 times, and vacuum-dried at 40° C. for 48 hours to obtain a fullerene polyethyleneimi...

Embodiment 3

[0022] (1) Add 20ml of 1,6-hexanediamine and 1.0g of sodium hydroxide into a mixed solvent of 60ml of water and absolute ethanol, where the volume ratio of water and absolute ethanol is 1:5, stir well and drop by drop Add it to 50ml of fullerene toluene solution with a weight-to-volume ratio of 1mg / ml, stir at 30°C and 400r / min for 7d to make the reaction fully. Remove the upper toluene layer solution, the mixed solution of water and absolute ethanol, and then filter and wash the organic solvent methanol for 15 times, then vacuum-dry at 40°C for 24 hours to obtain aminofullerene;

[0023] (2) Mix 50 mg of aminofullerene obtained in step (1) with 1 ml of aziridine and 10 μl of concentrated hydrochloric acid in 20 ml of dichloromethane, stir and reflux for 48 hours at 40°C at a speed of 400 r / min to make it fully react , and then filtered and washed with the organic solvent dichloromethane 20 times, and vacuum-dried at 40° C. for 48 hours to obtain a fullerene polyethyleneimine ...

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Abstract

The invention relates to water-soluble fullerene and preparing method thereof, can effectively solve the problems of poor solubility, low photosensitive activity and poor biocompatibility of the conventional fullerene, and adopts the technical scheme that water-soluble polymer polyethylene imine is connected to a fullerene molecule through chemical bonds to obtain water-soluble fullerene; and theweight ratio of polyethylene imine to fullerene is 0.08 to 0.12 : 1. The method comprises the following steps: the fullerene is reacted with an ammoniation reagent to obtain amino fullerene; amino fullerene is reacted with aziridine in such a manner that under the existence of protonated hydrogen ions, aziridine is grafted on amino groups continuously; and finally, the polymer of fullerene and polyethylene imine (namely water-soluble fullerene) is obtained. The water-soluble fullerene prepared according to the invention has the advantages that the characteristics of fullerene are not damaged;the water dispersibility is high; the toxicity is low; the stability is favorable; the preparation method is simple; the cost is low; and the water-soluble fullerene serves as a photosensitizer or a medicine carrier during the preparation of medicines curing cancers.

Description

technical field [0001] The invention relates to the field of medicine, in particular to a water-soluble fullerene and a preparation and application method thereof. Background technique [0002] The discovery of the fullerene family, the third allotrope of carbon, is one of the most important breakthroughs in the history of natural science in the last century. Kroto and others also won the 1996 Nobel Prize in Chemistry for their pioneering work in the study of fullerenes. Fullerenes (also known as C 60 ) has attracted much attention for its unique structure and properties. In the past ten years, scientists from almost all famous universities and research institutes in the world have carried out research related to fullerenes. It has become a common concern of researchers in physics, chemistry, materials and life sciences. The important scientific significance of fullerene molecules was named "Star Molecule" in 1991 by the American "Science" magazine. Among nanomaterials, ...

Claims

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Application Information

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IPC IPC(8): C08G83/00A61K33/44A61K41/00A61K45/00A61K47/04A61K47/32A61K47/48A61K48/00A61P35/00
Inventor 张振中史进进王蕾王真真张红岭张超峰陈成群
Owner ZHENGZHOU UNIV
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