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A kind of preparation method of side chain containing lutidine amine polyester

A technology of side chains and polyesters, applied in the field of polymer science, can solve the problems of inability to co-transport hydrophobic drugs and hydrophilic genes, insufficient hydrophilicity of aliphatic polyesters, etc., achieve good gene recombination ability, broaden biological Applied effect

Active Publication Date: 2021-04-20
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to solve the problem that aliphatic polyesters have insufficient hydrophilicity and cannot jointly transport hydrophobic drugs and hydrophilic genes. A method for preparing polyesters containing DPA in the side chain is disclosed. The preparation process of the method is simple and the reactants Inexpensive and non-polluting, the prepared aliphatic polyester contains post-modification functional groups, which can be used to connect hydrophilic fragments that can be combined to improve its hydrophilicity and gene loading capacity

Method used

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  • A kind of preparation method of side chain containing lutidine amine polyester
  • A kind of preparation method of side chain containing lutidine amine polyester
  • A kind of preparation method of side chain containing lutidine amine polyester

Examples

Experimental program
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Effect test

Embodiment 1

[0022] Taking the monomer B as 1,6-hexanediol as an example to calculate: use a precision balance to accurately weigh 3.588g (0.02mol, 1eq) dimethyl 1,3-acetonedicarboxylate, put it in a 20mL reaction bottle, and then accurately weigh Take 2.363g (0.02mol, 1eq) 1,6-hexanediol, and finally weigh 102mg (3*10 -4 mol, 0.015eq) TBT, and add magnetons, place in a 100°C round table, raise the temperature by 10°C every 20min, until the temperature rises to 150°C, and keep at 150°C for 4h. Stop the reaction, cool to room temperature, add 4-5ml of chloroform to heat and sonicate until dissolved. Add 15mL of methanol in a 20mL centrifuge tube, add 2mL of product each time, centrifuge at 6000r / min for 5min to remove remaining raw materials and oligomers, and the product obtained by centrifugation is dried in a vacuum oven for 24h. NMR characterization as figure 1 shown. Similar polymers can be obtained by expanding diol monomers into a series of aliphatic diols of different lengths, an...

Embodiment 2

[0028] Taking monomer B as 1,6-hexanediol as an example, calculate: use a precision balance to accurately weigh 54mg of polymer (0.008mmol, carbonyl content is 1eq) in a 20mL reaction bottle, and then accurately weigh 36.6mg (0.184mmol, 1eq ) DPA was added to the reaction bottle, and finally 0.076mg (0.09mmol, 0.05eq) PTSA was weighed, and 2mL DMSO was added as the reaction solvent, and a magnet was added, stirred and heated to 100°C, and reacted for 24h. Stop the reaction, settle in ether for 5 times, remove the reaction raw materials and solvent, and the product obtained by the precipitation is dried in a vacuum oven for 24h, and the nuclear magnetic characterization of the polymer containing DPA in the gained side chain is as follows: figure 2 shown.

Embodiment 3

[0030] Taking the monomer B as 1,6 hexanediol as an example to calculate: use a precision balance to accurately weigh 54mg of a polymer containing DPA in the side chain, put it in a 20ml reaction bottle, and then accurately weigh 17mg (0.184mmol) of zinc nitrate, add 1ml of DMSO As the reaction solvent, the reaction was stirred at room temperature for 24h. Stop the reaction, settle in ether for 5 times, remove the reaction raw materials and solvent, and the product obtained by the precipitation is dried in a vacuum oven for 24h, and the nuclear magnetic characterization of the polymer containing DPA-Zn in the gained side chain is as follows: image 3 shown.

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Abstract

The invention belongs to the field of polymer science and technology, and provides a method for preparing amine-based polyesters containing lutidine in the side chain. Under the action of butyl ester, it is obtained by one-step bulk polymerization. After polymerization, it is grafted with DPA under the catalysis of p-toluenesulfonic acid. Finally, the polyester material containing DPA-Zn in the side chain is prepared by coordinating with zinc nitrate. The preparation method of the invention provides a technical reference for synthesizing novel polyester materials and at the same time broadens the biological application of polyester materials. Using dimethyl dicarboxylate containing post-modification sites as the raw material to polymerize polyesters with various types of diols has good gene recombination ability after using DPA to coordinate zinc ions, and it is expected to be used in hydrophobic The co-delivery of drug entrapment and gene overcomes the disadvantage that traditional polyesters can only transport hydrophobic drugs but cannot co-deliver genes.

Description

technical field [0001] The invention belongs to the field of polymer science and technology, and relates to a method for preparing a side chain-containing lutidine amine polyester. Background technique [0002] At present, there are many kinds of polymer materials with different properties, so they can be widely used in the repair and replacement of various human tissues, such as ligaments, tendons, skin, blood vessels and other soft and hard tissues of the human body, while biodegradable polymer materials The most widespread medical applications are as carrier materials for drug control systems and short-term implants in vivo. When the long-acting drug with biodegradable polymer material as the carrier is implanted in the body, the carrier does not need to be removed after the drug is released, which increases the curative effect of the drug and greatly reduces the pain of the drug user. and trouble. Under the action of the biological environment, these carrier materials ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/91C08G63/16C08G63/672A61K47/59
CPCA61K47/593C08G63/16C08G63/672C08G63/916
Inventor 郑玉斌赵雪梅郑楠
Owner DALIAN UNIV OF TECH
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