Preparation method of stable chitosan nano-micelle with CO2 responsiveness and temperature responsiveness

A temperature-responsive, nanomicelle technology, applied in the fields of polymer materials and biomedical engineering, can solve the problems of poor solubility and single function, and achieve the effect of simple and easy synthesis method and wide source.

Inactive Publication Date: 2013-08-07
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the chemical structure of chitosan is relatively simple, its function is relatively single, and its solubility is poor. Theref

Method used

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  • Preparation method of stable chitosan nano-micelle with CO2 responsiveness and temperature responsiveness

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Embodiment 1

[0021] Weigh 2.0 grams of chitosan in a reaction kettle, disperse and dissolve it with N,N-dimethylformamide, and then add 15 grams of N,N-dicyclohexylcarbodiimide. Dissolve 16 grams of 2-(dodecyltrithiocarbonate)-2-methylpropionic acid in N,N-dimethylformamide and drop it into the reaction kettle at 0°C for 20 minutes After dropping, react at 10°C for 72 hours. After desalination by suction filtration, precipitation with deionized water, and vacuum drying, the RAFT macromolecular chain transfer agent whose main chain is chitosan is obtained. Weigh 0.2 g of RAFT macromolecular chain transfer agent and dissolve it in dioxane, add 5.2 g of N-isopropylacrylamide, 0.8 g of N,N-dimethylaminoethyl methacrylate, and then add the initiator azo 0.002 g of diisobutyronitrile was vacuum-filled three times with nitrogen, and reacted in an oil bath at 20° C. for 48 hours under nitrogen protection. The product was dialyzed against deionized water and freeze-dried to obtain CO with chitosa...

Embodiment 2

[0023] Weigh 2.0 grams of chitosan, disperse and dissolve it with N,N-dimethylformamide, add 10 grams of chlorosulfonic acid, and dissolve 20 grams of 2-(dodecyltrithiocarbonate)-2-methyl Propionic acid was dissolved in N,N-dimethylformamide, dropped into the reaction kettle at 5°C, dropped in 30 minutes, and reacted at 15°C for 54 hours. After desalination by suction filtration, precipitation with deionized water, and vacuum drying, the RAFT macromolecular chain transfer agent whose main chain is chitosan is obtained. Weigh 0.2 g of RAFT macromolecular chain transfer agent and dissolve it in N,N-dimethylacetamide, add 4.9 g of N-isopropylacrylamide, 1.1 g of N,N-dimethylaminoethyl methacrylate, and then Add 0.003 g of azobisisobutyronitrile as an initiator, go through the process of evacuating and filling with nitrogen three times, and react in an oil bath at 40° C. for 36 hours under the protection of nitrogen. The product was dialyzed against deionized water and freeze-dri...

Embodiment 3

[0025] Weigh 2.0 grams of chitosan, disperse and dissolve it with N,N-dimethylacetamide, add 15 grams of thionyl chloride, and dissolve 25 grams of 2-(dodecyltrithiocarbonate)-2- Methylpropionic acid was dissolved in N,N-dimethylacetamide, dropped into the reaction kettle at 10°C for 40 minutes, and reacted at 20°C for 36 hours. After desalination by suction filtration, precipitation with deionized water, and vacuum drying, the RAFT macromolecular chain transfer agent whose main chain is chitosan is obtained. Weigh 0.2 g of RAFT macromolecular chain transfer agent and dissolve it in N,N-diethylformamide, add 4.7 g of N-isopropylacrylamide, 1.3 g of N,N-dimethylaminoethyl methacrylate, and then Add 0.004 g of azobisisobutyronitrile as an initiator, go through the process of evacuating and filling nitrogen three times, and react in an oil bath at 50° C. for 10 hours under the protection of nitrogen. The product was dialyzed against deionized water and freeze-dried to obtain CO ...

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Abstract

The invention relates to a preparation method of a stable chitosan nano-micelle with CO2 responsiveness and temperature responsiveness. The preparation method comprises the following steps: under the protection of an inert gas such as argon and nitrogen, carrying out esterification reaction between the hydroxy group or the amino group in the main chain of chitosan and the reversible addition-fragmentation chain transfer (RAFCT) polymerization chain transfer agent for a carboxyl end group to obtain the RAFCT polymerized macromolecule chain transfer agent; under the initiating effect of azobisisobutyronitrile, carrying out RAFCT polymerization on N-isopropyl acrylamide and a N,N-dimethylaminoethyl methacrylate monomer to obtain the grafted copolymer taking chitosan as the main chain and having CO2 responsiveness and temperature responsiveness, dissolving the grafted copolymer in water to obtain the stable nano-micelle with CO2 responsiveness and temperature responsiveness. The stable chitosan nano-micelle with CO2 responsiveness and temperature responsiveness provided by the invention simultaneously has biodegradability, biocompatibility, bioactivity, CO2 responsiveness and temperature responsiveness, and is widely applied to the fields of controlled release drug carrier, biological intelligent switch, biosensor, and the like. The preparation method provided by the invention is simple and easy to carry out, the raw materials can be produced industrially, and therefore the preparation method has excellent popularization and application value.

Description

technical field [0001] The invention belongs to the field of macromolecular materials and biomedical engineering, in particular to a chitosan CO 2 Preparation method of responsive, temperature-responsive stable nanomicelles. Background technique [0002] Chitosan is one of the natural biopolymer materials with the most abundant reserves in nature. It has excellent biocompatibility, biodegradability and biological activity. It is widely used in biomedicine and pharmaceuticals. It can be used as burn dressing and Wound healing agent. However, the chemical structure of chitosan is relatively simple, its function is relatively simple, and its solubility is poor. Therefore, in order to meet higher application requirements, it needs to be modified by physical and chemical methods to expand its function. Dong Changming (Feng, H., Dong, C. M.. Biomacromolecules, 2006, 7, 3069) prepared chitosan graft copolymers branched as polylactide by ring-opening polymerization; Li(Bao H. Q., ...

Claims

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Application Information

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IPC IPC(8): C08F251/00C08F220/54C08F220/34C08F2/38A61K47/30
Inventor 袁伟忠邹辉
Owner TONGJI UNIV
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