Degradable polyurethane material with active oxygen responsiveness and preparation method of degradable polyurethane material

A polyurethane material, responsive technology, applied in medical science, prosthesis, tissue regeneration, etc.

Active Publication Date: 2019-07-09
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to solve the matching problem between the degradation rate of the existing medical degradable polyurethane material and the tissue regeneration rate in the body, and provide an active oxygen responsive degradable polyurethane material and its preparation method

Method used

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  • Degradable polyurethane material with active oxygen responsiveness and preparation method of degradable polyurethane material
  • Degradable polyurethane material with active oxygen responsiveness and preparation method of degradable polyurethane material
  • Degradable polyurethane material with active oxygen responsiveness and preparation method of degradable polyurethane material

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Experimental program
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Effect test

Embodiment 1

[0035] Active oxygen responsive degradable polyurethane material (PCL / HDI 2:1), including soft segment and hard segment, the soft segment is polyε-caprolactone diol with a number average molecular weight of 2000, and the hard segment The segment is an aliphatic diisocyanate HDI and a ROS-responsive ketal thiol diamine chain extender.

[0036] has the following structure

[0037]

[0038] Its preparation includes the following steps:

[0039] Take 2.0213g of PCL with a number average molecular weight of 2000 and add it to a dry three-necked flask. Calculate the molar number of hydroxyl groups in the PCL to be 2.0213mmol. Distill under reduced pressure at 110°C for 1 hour to remove residual moisture and blow in nitrogen. After cooling down to 70°C, add 20mL of anhydrous N,N-dimethylformamide solvent to dissolve, add 0.3320g HDI, 0.004mmol catalyst dibutyltin dilaurate, and react at 70°C under nitrogen protection for 3h. Take 0.192g of the small molecule thioketaldiamine, di...

Embodiment 2

[0043] Active oxygen responsive degradable polyurethane material (PPF / HDI 2:1), including a soft segment and a hard segment, the soft segment is poly(trimethylene fumarate PPF) with a molecular weight of 1000, and the hard segment is fat Family diisocyanate HDI and ROS responsive ketal thiol diamine chain extender.

[0044] has the following structure:

[0045]

[0046] Its preparation includes the following steps:

[0047] Take 2.0368g of PPF with a number-average molecular weight of 1000 and add it to a dry three-necked flask. The calculated number of hydroxyl groups in PPF is 3.54mmol. Distill under reduced pressure at 110°C for 1h to remove residual moisture, and then blow in nitrogen. After cooling down to 70°C, add 20mL of anhydrous N,N-dimethylformamide solvent to dissolve, add 0.5950g HDI, 0.007mmol catalyst dibutyltin dilaurate, and react at 70°C under nitrogen protection for 3h. Take 0.3430g of thioketaldiamine small molecule, dissolve it in 3.5mL of anhydrous N...

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Abstract

The invention discloses a degradable polyurethane material with active oxygen responsiveness and a preparation method of the degradable polyurethane material. The degradable polyurethane material comprises a biodegradable polyester glycol soft segment and a hard segment composed of saturated aliphatic diisocyanate and reactive oxygen responsive small molecular diamine. The material is prepared bytaking poly(epsilon-caprolaclone glycol) (PCL) or polypropylene glycol fumarate (PPF) as macromolecular diols, saturated aliphatic diisocyanate as a raw material and reactive oxygen responsive small molecular diamine as a chain extender and adopting a two-step chain extension method. A polyurethane elastomer prepared from the degradable polyurethane material has good biocompatibility and responsiveness to reactive oxygen, the material and a degradation product are harmless to human bodies, so that the degradable polyurethane material can be widely applied to the fields such as biological medicines and tissue engineering and can be used for bone repair and myocardium generation.

Description

technical field [0001] The invention relates to an active oxygen responsive degradable polyurethane material and a preparation method thereof, belonging to the technical field of biomedical materials. Background technique [0002] Due to the microphase separation structure produced by the thermodynamic incompatibility between the hard segment and the soft segment, the polyurethane material endows it with good mechanical properties, and the existence of a large number of polar carbamate groups in its structure provides the material with Good biocompatibility, so polyurethane material is a kind of polymer material with great medical value. [0003] At present, many researchers are working on the research of bioresponsive materials, hoping to solve the problem of matching the degradation rate of biomaterials with the tissue regeneration rate in vivo. Bioresponsive polymer materials can change the properties of the material itself when the microenvironment changes in the organi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/42C08G18/32C08G18/73C08G18/75C08G18/66A61L27/18A61L27/58A61L27/50C08J5/18C08L75/06C08L75/14
CPCA61L27/18A61L27/50A61L27/58A61L2430/02A61L2430/20C08G18/3228C08G18/4238C08G18/4277C08G18/6651C08G18/73C08G18/755C08G18/758C08J5/18C08J2375/06C08J2375/14
Inventor 高长有姚跃君
Owner ZHEJIANG UNIV
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