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Hydrogel materials based on ethylenediaminetetraacetic dianhydride

A technology of ethylenediaminetetraacetic anhydride and hydrogel, which is applied to a class of hydrogel materials and uses based on ethylenediaminetetraacetic anhydride, can solve the problem of blood compatibility and histocompatibility and needs to be further verified, etc. problems, achieving good biocompatibility and safety

Inactive Publication Date: 2008-07-30
CHONGQING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as a drug release material used in the human body, it must meet the requirements of good hemocompatibility and tissue compatibility when in contact with living tissues. The pH-sensitive hydraulic gel based on aromatic dibasic anhydrides developed by Mehdi et al. and Shadpour et al. The hemocompatibility and tissue compatibility of the glue need to be further verified

Method used

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  • Hydrogel materials based on ethylenediaminetetraacetic dianhydride
  • Hydrogel materials based on ethylenediaminetetraacetic dianhydride
  • Hydrogel materials based on ethylenediaminetetraacetic dianhydride

Examples

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Embodiment 1

[0036] Example 1 EDTAh-BDA linear copolymer (pEDTAh-BDA) was prepared by reacting ethylenediaminetetraacetic anhydride (EDTAh) with butanediamine (BDA):

[0037] Add 1.5mol EDTAh and 15ml dimethyl sulfoxide (DMSO) into a three-necked flask equipped with a thermometer, a mechanical stirrer and a condenser. Under nitrogen protection, the temperature was slowly raised to 80° C., and 16 ml of 0.1 mol / ml DMSO solution of butanediamine was added dropwise with stirring, and the addition was completed within 90 minutes. After reacting for 6 hours, the reaction product was slowly dropped into tetrahydrofuran (THF) solution, and the precipitate was filtered. The precipitate was separated and purified three times using THF-DMSO system to obtain EDTAh-BDA linear copolymer (pEDTAh-BDA). Determination of Number Average Molecular Weight of pEDTA-BDA by Ninhydrin Chromogenic Method M ‾ n = 7900 , ...

Embodiment 2

[0038] Example 2 The imide-containing copolymer: EDTAh-BDA-Imide was prepared from the product pEDTAh-BDA in Example 1. Put 0.8 g of phosphoric acid and 100 g of pEDTAh-BDA into a two-necked flask, and slowly raise the temperature to 160° C. in an oil bath under the protection of nitrogen. After reacting for 5 hours, the reaction product was purified three times with DMSO-THF co-precipitation system to obtain pure EDTAh-BDA-Imide.

Embodiment 3

[0039] Example 3 The product EDTAh-BDA-Imide of Example 2 was used as a raw material, and butanediamine was used as a crosslinking agent to prepare the crosslinked product BDA-crosslinked-pEDTAh-BDA:

[0040] After dissolving 20 g of EDTAh-BDA-Imide (about 2.53 mmol) in 50 ml of dimethyl sulfoxide, slowly add 8 ml of 0.01 mol / ml butanediamine (80 mmol) in DMSO solution dropwise at a reaction temperature of 25°C. After the dropwise addition was completed, the reaction was carried out at 25° C. for 10 hours. The reaction liquid suspension was poured into 300ml of distilled water and left to stand for 14 days to obtain a large amount of swollen matter. Replace the distilled water, continue soaking the swollen product for 8 hours, repeat this operation twice, and dry in vacuum at room temperature to obtain the BDA-crosslinked cross-linked product BDA-crosslinked-pEDTAh-BDA.

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Abstract

The invention discloses ethylenediamine tetraacetic anhydride (EDTAh)-based hydrogel material. Firstly, ethylenediamine tetraacetic anhydride EDTAh reacts with diamine DA through amidation reaction to generate an EDTAh-DA linear chain copolymer, namely, pEDTAh-DA, then intramolecular dehydration is performed to pEDTAh-DA in a heated condition to generate copolymer containing poly-imide, namely, EDTAh-DA-Imide, and finally, EDTAh-DA-Imide reacts with a crosslinking agent to generate a cross linking product with pH sensibility. The hydrogel has good biological compatibility, biodegradability and pH sensibility, and is expected to become novel intelligent hydrogel medicine release material.

Description

technical field [0001] The invention relates to a kind of fully degradable intelligent hydrogel based on ethylenediaminetetraacetic anhydride and a preparation method thereof. The hydrogel material is an excellent material for drug controlled release. Background technique [0002] Drug release materials have become a hot topic of research by biomaterials scientists at home and abroad. The currently researched drug release materials mainly include polyesters, polyamino acids, polyphosphates, polyanhydrides, polyacrylates, polyacrylamides and hydrogels. According to whether the material can be degraded under physiological environmental conditions, drug release materials can be divided into degradable and non-degradable drug release materials; according to whether the material responds to environmental stimuli, such as temperature, pH value, ionic strength, etc., it can be divided into intelligent Type drug release materials and common drug release materials. Currently widely...

Claims

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Application Information

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IPC IPC(8): C08G69/26A61K47/34C08J3/24
Inventor 罗彦凤王远亮屈晟孙娇霞王素军
Owner CHONGQING UNIV
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