Single-arm hyperbranched star-shaped amphiphilic poly(lactic acid)-poly(2-methacryloxyethyl phosphorylcholine) block polymer and preparation method thereof

A technology of methacryloyloxyethylphosphorylcholine and block polymer, which is applied in single-arm hyperbranched star-shaped amphiphilic polylactic acid-poly2-methacryloyloxyethylphosphorylcholine In the field of alkali block polymers and its preparation, it can solve the problems of less research on hyperbranched star-shaped amphiphilic block polymers, and achieve the effects of prolonging the circulation time in the body, maintaining stability, and controlling the reaction

Inactive Publication Date: 2011-10-26
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] There are few studies on the preparation of hyperbranched star-shaped amphiphilic block polymers

Method used

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  • Single-arm hyperbranched star-shaped amphiphilic poly(lactic acid)-poly(2-methacryloxyethyl phosphorylcholine) block polymer and preparation method thereof
  • Single-arm hyperbranched star-shaped amphiphilic poly(lactic acid)-poly(2-methacryloxyethyl phosphorylcholine) block polymer and preparation method thereof
  • Single-arm hyperbranched star-shaped amphiphilic poly(lactic acid)-poly(2-methacryloxyethyl phosphorylcholine) block polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] 1. Click chemistry to synthesize single-arm hyperbranched star-shaped SPLA-b-PMPC polymer: add 0.01g of polylactic acid containing azide group to the sealed tube, and then add 0.05g of PMPC containing alkynyl group, 2,2-linked two Pyridine 0.3mg, cuprous bromide 0.1mg and a small stirrer connect the sealing tube to the vacuum line, vacuum and pass nitrogen three times; inject 4ml of anhydrous which has been protected by nitrogen into the sealing tube with an argon replacement syringe Methanol, and 3ml DMF; the substance in the sealed tube quickly dissolves, and the solution is reddish brown; put the sealed tube in a thermos cup filled with liquid nitrogen and freeze for 0.5 min, then vacuum for 0.5 min, followed by nitrogen gas, and warm thaw. Repeat this 3 times; seal the tube again for 0.5min, then vacuum for 0.5min, burn the sealed tube with an alcohol blowtorch, and finally transfer to an oil bath, react at 0℃ for 2 days; after the reaction is completed, cut the seale...

Embodiment 2

[0044] 1. Click chemistry to synthesize AB 3 Type hyperbranched star-shaped SPLA-b-PMPC polymer: Add 500g of polylactic acid containing azide group to the sealed tube, then add 100g of PMPC containing alkynyl group, 500mg of 2,2-bipyridine, 250mg of cuprous bromide and small Connect the sealing tube to the vacuum line with a stir bar, vacuum and pass nitrogen three times; inject 5ml of anhydrous methanol protected by nitrogen gas and 4ml DMF into the sealing tube with a syringe replaced by argon; the material in the sealing tube is rapid Dissolve, the solution is reddish brown; put the sealed tube in a thermos cup filled with liquid nitrogen and freeze for 100 minutes, then vacuum for 150 minutes, and then add nitrogen gas while warming to thaw, repeat 3 times; seal the tube for another 100 minutes, then vacuum For 150 minutes, use an alcohol blowtorch to burn the sealed tube, and finally transfer to an oil bath, and react at 200°C for 1 hour; after the reaction is completed, cu...

Embodiment 3

[0052] 1. Click chemistry to synthesize single-arm hyperbranched star-shaped SPLA-b-PMPC polymer: add 0.26g of polylactic acid containing azide group to the sealed tube, and then add 0.6g of PMPC containing alkynyl group, 2,2-linked two Connect the sealed tube to the vacuum line with 34mg of pyridine, 19mg of cuprous bromide, and a small stirrer, vacuum and pass nitrogen three times; inject 4ml of anhydrous methanol that has been protected by nitrogen with a syringe replaced with argon. And 3ml DMF; the material in the sealed tube dissolves quickly, and the solution is reddish brown; put the sealed tube in a thermos cup filled with liquid nitrogen and freeze for 10 minutes, then vacuum for 15 minutes, then pass nitrogen gas, and warm thaw at the same time, repeat 3 times ; Refreeze the sealed tube for 10 minutes, then vacuum for 15 minutes, burn the sealed tube with an alcohol blowtorch, finally transfer to an oil bath, and react at 35°C for 12 hours; after the reaction is compl...

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Abstract

The invention relates to a single-arm hyperbranched star-shaped amphiphilic poly(lactic acid)-poly(2-methacryloxyethyl phosphorylcholine) block polymer and a preparation method thereof. The preparation method comprises the following steps: adding azido-containing poly(lactic acid) in a reactor, and adding alkynyl-containing poly(2-methacryloxyethyl phosphorylcholine) (PMPC), 2,2-bipyridine and cuprous bromide as well as absolute methanol and dimethylformamide for dissolving; putting the reactor in a thermos cup containing liquid nitrogen for freezing, then vacuuming, introducing inert gas, and simultaneously thawing in warm water; and putting the reactor in the thermos cup containing liquid nitrogen again for freezing, vacuuming again, and finally reacting for 1 hour-2 days at the temperature of 0-200 DEG C so as to obtain the product. According to the polymer prepared by the method, a transfer system of a medicament with nano size can be obtained by self-assembly, the hydrophobic core of the polymer can be used as a medicament carrier to load hydrophobic medicaments, the hydrophilic shell of the polymer takes the effect of prolonging the in vivo circulation time while maintaining the stability of micelles.

Description

Technical field [0001] The invention relates to a technology for synthesizing single-arm hyperbranched star-shaped amphiphilic block polymers by combining ring-opening polymerization, atom transfer radical polymerization and click chemistry, and particularly relates to single-arm hyperbranched star-shaped amphiphilic block polymers Polylactic acid-poly-2-methacryloxyethyl phosphorylcholine block polymer and its preparation method. Background technique [0002] The amphiphilic diblock polymer can self-assemble to form micelles in an aqueous environment. Its hydrophobic core can be used as a drug carrier, and the hydrophilic shell can stabilize the micelles. Compared with linear amphiphilic diblock polymers, star amphiphilic two-stage polymers have a smaller critical aggregation concentration and solution viscosity, so they have good in vivo stability and longer blood circulation time. It is precisely because of its unique structure and performance that in recent years, star-shape...

Claims

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Application Information

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IPC IPC(8): C08G81/02C08G63/91C08G63/685C08G63/08C08F130/02A61K47/34
Inventor 亓洪昭马桂秋何立刚龙丽霞柳朝永盛京原续波
Owner TIANJIN UNIV
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