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Preparation method of temperature and CO2 double-responsive block copolymer nano micelle

A block copolymer and nanomicelle technology, which is applied in the fields of polymer materials and biomedical engineering, can solve the problems of lack of strong hydrophobicity, high crystallinity, and no expected biological reactivity of cells or tissues. The effect of the simple and easy synthesis method

Inactive Publication Date: 2014-06-25
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to its high crystallinity, strong hydrophobicity, and lack of biological activity, PCL and its related biomaterials exhibit uncontrollable biodegradation rates and have no expected bioreactivity to cells or tissues.

Method used

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  • Preparation method of temperature and CO2 double-responsive block copolymer nano micelle

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024]Take 0.50 g of pyrene methanol, 10.00 g of caprolactone, and 87.7 μL of stannous octoate into a round-bottomed flask, vacuumize and fill with nitrogen three times, and react with magnetic stirring at 120°C for 24 hours. After the reaction, dissolve the product in distilled water Chloromethane, precipitated with methanol, and vacuum-dried to obtain the polymer Py-PCL-OH. Py-PCL-OH 7g, 2-(dodecyltrithiocarbonate)-2-methylpropionic acid 5.1g, N,N-dicyclohexylcarbodiimide (DCC) 2.887g, 4- Add 0.941g of dimethylaminopyridine (DMAP) and 20mL of N,N-dimethylformamide into the reactor, vacuumize and fill with nitrogen three times, under the protection of argon, stir the reaction at room temperature for 24 hours with magnetic force. After desalting by suction filtration, precipitation with deionized water, and vacuum drying, the RAFT macromolecular chain transfer agent whose main chain is PCL was obtained. Weigh 1 g of RAFT macromolecular chain transfer agent and dissolve in 6 m...

Embodiment 2

[0026] Take 0.445g of pyrenemethanol, 8.9g of caprolactone, and 78μL of stannous octoate into a round-bottomed flask, vacuumize and fill with nitrogen three times, and react with magnetic stirring at 120°C for 24h. After the reaction, dissolve the product in trichloro methane, precipitated with n-hexane, and vacuum-dried to obtain the polymer Py-PCL-OH. Py-PCL-OH 7g, 2-(dodecyltrithiocarbonate)-2-methylpropionic acid 5.1g, N,N-dicyclohexylcarbodiimide (DCC) 2.887g, 4- Add 0.941 g of dimethylaminopyridine (DMAP) and 20 mL of dichloromethane into the reactor, vacuumize and fill with nitrogen three times, and react with magnetic stirring at room temperature for 24 hours under the protection of argon. After desalting by suction filtration, precipitation with deionized water, and vacuum drying, the RAFT macromolecular chain transfer agent whose main chain is PCL was obtained. Weigh 1 g of RAFT macromolecular chain transfer agent and dissolve in 8 mL of anisole, add 2.836 g of N-is...

Embodiment 3

[0028] Take 0.50 g of pyrene methanol, 10.00 g of caprolactone, and 87.7 μL of stannous octoate into a round-bottomed flask, vacuumize and fill with nitrogen three times, and react with magnetic stirring at 120°C for 24 hours. After the reaction, dissolve the product in three Chloromethane, precipitated with methanol, and vacuum-dried to obtain the polymer Py-PCL-OH. Py-PCL-OH 7g, 2-(dodecyltrithiocarbonate)-2-methylpropionic acid 5.1g, N,N-dicyclohexylcarbodiimide (DCC) 2.887g, 4- Add 0.941 g of dimethylaminopyridine (DMAP) and 20 mL of dichloromethane into the reactor, vacuumize and fill with nitrogen three times, and react with magnetic stirring at room temperature for 24 hours under the protection of argon. After desalting by suction filtration, precipitation with deionized water, and vacuum drying, the RAFT macromolecular chain transfer agent whose main chain is PCL was obtained. Weigh 1 g of RAFT macromolecular chain transfer agent and dissolve in 6 mL of dioxane, add 2...

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Abstract

The invention relates to a preparation method of a temperature and CO2 double-responsive block copolymer nano micelle. The preparation method disclosed by the invention comprises the following steps of initiating caprolactone ring-opening polymerization by utilizing pyrene methanol under the protection of inert gas, then, carrying out esterification reaction by utilizing terminal hydroxyl of polycaprolactone and terminal carboxyl of a reversible addition-fragmentation chain transfer polymeric chain transfer agent, thereby obtaining a reversible addition-fragmentation chain transfer polymerized macromolecular chain transfer agent; and carrying out reversible addition-fragmentation chain transfer polymerization of N-isopropylacrylamide and an N,N-dimethylacrylic acid dimethylamino ethyl ester monomer by taking azodiisobutyronitrile as the initiator under the protection of inert gas so as to obtain Py-PCL-b-(NIPAM-coDMAEMA) block copolymer, dissolving the Py-PCL-b-(NIPAM-coDMAEMA) block copolymer in water, thereby obtaining a steady temperature and CO2 responsive nano-micelle. The temperature and CO2 double-responsive block copolymer nano-micelle disclosed by the invention has biodegradability, biocompatibility and bioactivity simultaneously; the steady nano micelle self-assembled in water has temperature and CO2 double-responsive characteristic; the preparation method disclosed by the invention has wide application prospect in the fields, such as drug-controlled release carriers, biological intelligent switches, soft tissue engineering bracket materials and biological sensors; the preparation method disclosed by the invention is simple and practicable and has good popularization and application values; all the raw materials can be industrially produced.

Description

technical field [0001] The invention belongs to the field of polymer materials and biomedical engineering, and specifically relates to a temperature, CO 2 Preparation of dual-responsive block copolymer nanomicelles. Background technique [0002] Polycaprolactone (PCL) is formed by ring-opening polymerization of ε-caprolactone under the condition of a metal organic compound (such as tetraphenyltin) as a catalyst and dihydroxyl or trihydroxyl as an initiator. Esters, their molecular weight and degree of disproportionation vary with the type and amount of starting materials. Has excellent biocompatibility and biodegradability. And has been approved by the US Food and Drug Administration as a biomedical material. It is widely used in biomedicine and pharmaceuticals, and can be used as degradable plastic surgical sutures, controlled-release drug carriers, cell and tissue culture medium racks, etc. However, due to its high crystallinity, strong hydrophobicity, and lack of biol...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08F220/54C08F222/22C08F2/38C08G63/08
Inventor 袁伟忠沈进
Owner TONGJI UNIV
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