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Preparation method and application of PEOz modified single-walled carbon nanotube

A single-walled carbon nanotube and reactor technology, which is applied in the field of medicine and achieves the effects of good biocompatibility, easy availability of products, and improvement of effective drug concentration

Active Publication Date: 2018-04-10
XIAN MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, there is no report on the application of poly(2-ethyl-2-oxazoline) to modify single-walled carbon nanotubes in the field of tumor therapy.

Method used

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  • Preparation method and application of PEOz modified single-walled carbon nanotube
  • Preparation method and application of PEOz modified single-walled carbon nanotube
  • Preparation method and application of PEOz modified single-walled carbon nanotube

Examples

Experimental program
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Effect test

Embodiment 1

[0043] Step 1, the synthesis of mPEOz-OH (molecular weight 2000)

[0044] In a three-necked flask equipped with a stirrer, 2-ethyl-2-oxazoline (10g, 150mmol), acetonitrile (40mL), methyl p-toluenesulfonate (0.25g) were added, and at an oil bath temperature of 80°C Under the protection of nitrogen, the reaction was stirred for 24 h. After cooling, 26.0 mL of 0.05 mol / L KOH in methanol solution was added, and the reaction was continued for 4 h. The solvent was removed, the residue was dissolved in THF, passed through a silica gel column, the effluent was poured into excess cold ether for precipitation, suction filtered, and vacuum-dried for 12 hours. figure 1 It is the NMR spectrum of mPEOz-OH. Wherein the peak at δ=1.13ppm is the methyl (-CH3) proton peak on the PEOz-OH side chain; the peak at δ=2.35 is caused by the methylene (-CO-CH2-) proton on the side chain; The proton peak of the methylene group (-CH2-N-) on the main chain appears at δ=3.45, and the proton peak at δ=3....

Embodiment 2

[0049] Step 1, the synthesis of mPEOz-OH (molecular weight 3000)

[0050] In a three-necked flask equipped with a stirrer, 2-ethyl-2-oxazoline (8g, 120mmol), acetonitrile (60mL), methyl p-toluenesulfonate (0.57g) were added, and at an oil bath temperature of 100°C Under the protection of nitrogen, the reaction was stirred for 30 h. After cooling, 61.2 mL of methanol solution of 0.05 mol / L KOH was added, and the reaction was continued for 5 h. The solvent was removed, the residue was dissolved in THF, passed through a silica gel column, the effluent was poured into excess cold ether for precipitation, suction filtered, and vacuum-dried for 24 hours.

[0051] Step 2, Synthesis of PEOz-SWCNTs

[0052] Precisely weigh 300 mg of single-walled carbon nanotubes in 100 mL of mixed acid (concentrated sulfuric acid:concentrated nitric acid = 2:1), ultrasonicate at room temperature for 3 hours, add deionized water to dilute, filter with suction, wash with deionized water until neutral,...

Embodiment 3

[0055] Step 1, the synthesis of mPEOz-OH (molecular weight 5000)

[0056] In a three-necked flask equipped with a stirrer, 2-ethyl-2-oxazoline (10g, 150mmol), acetonitrile (100mL), methyl p-toluenesulfonate (0.49g) were added, and at an oil bath temperature of 130°C Under the protection of nitrogen, the reaction was stirred for 30 h. After cooling, 63.1 mL of methanol solution of 0.05 mol / L KOH was added, and the reaction was continued for 6 h. The solvent was removed, the residue was dissolved in THF, passed through a silica gel column, the effluent was poured into excess cold ether for precipitation, suction filtered, and vacuum-dried for 24 hours.

[0057] Step 2, Synthesis of PEOz-SWCNTs

[0058] Precisely weigh 400 mg of single-walled carbon nanotubes in 200 mL of mixed acid (concentrated sulfuric acid: concentrated nitric acid = 1:1), ultrasonicate at room temperature for 5 h, dilute with deionized water, filter with suction, wash with deionized water until neutral, an...

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Abstract

The invention discloses a preparation method of a PEOz (Poly(2-ethyl-2-oxazoline)) modified single-walled carbon nanotube. The preparation method comprises the following steps: firstly, carrying out areaction on methyl p-toluenesulfonateand with 2-ethyl-2-oxazoline to obtain mPEOz-OH powder, adding oxidized single-walled carbon nanotubes into a mixed solution of SOCl2 and DMF, and carrying out areaction to obtain SWCNTs-COCl; and then placing the mPEOz-OH powder and the SWCNTs-COCl into a reactor, adding a reaction solvent and a catalyst, and carrying out a reaction under the protection of nitrogen gas to obtain PEOz-SWCNTs. According to the method disclosed by the invention, the dispersity of the carbonnano tubes is increased, and a good targeting effect is achieved. The preparation method is simple, feasible and reliable in operation, and the raw materials are easy to obtain. The obtained carbon nanotube carrier is high in drug loading capacity, drugs have obvious pH-sensitive release and have obvious targeting capability to tumor cells, the in-vitro and vivo anti-tumor effect is good, and a theoretical basis is provided for the research of a novel carbon nanotube targeted drugdelivery system.

Description

technical field [0001] The invention belongs to the technical field of medicine and relates to a preparation method of PEOz-modified single-wall carbon nanotubes, and also relates to the application of the PEOz-modified single-wall carbon nanotubes prepared by the method. Background technique [0002] Malignant tumors seriously threaten human health and life safety. Statistics show that there are 4.29 million new cancer cases in my country every year, accounting for 20% of the global new cases, and 2.81 million deaths. Malignant tumors pose a heavy burden to the family, society, and the country. Controlling malignant tumors has become one of the priorities of global health strategies. It is urgent to adopt effective methods to treat malignant tumors. Chemotherapy (chemotherapy), as one of the important means to treat cancer, is currently the most widely used clinical treatment. However, most of the traditional anti-tumor drugs are severely lack of targeting, limited curati...

Claims

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Application Information

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IPC IPC(8): C01B32/168A61K47/04A61K47/34A61K31/337A61K31/704A61P35/00
CPCA61K31/337A61K31/704A61K47/02A61K47/34
Inventor 王小宁
Owner XIAN MEDICAL UNIV
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