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Difunctional polyurethane and preparation method and application thereof

A polyurethane and bifunctional technology, applied in the field of bifunctional polyurethane and its preparation, can solve the problem of inability to eliminate oxidative stress at the implantation site of blood vessels, and achieve the effects of good processability and relieving oxidative stress.

Active Publication Date: 2019-09-27
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to solve the technical problem that the existing vascular materials cannot eliminate the oxidative stress of the vascular implantation site, and provide a dual-functional polyurethane and its preparation method and application

Method used

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  • Difunctional polyurethane and preparation method and application thereof
  • Difunctional polyurethane and preparation method and application thereof
  • Difunctional polyurethane and preparation method and application thereof

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preparation example Construction

[0052] The preparation method of bifunctional polyurethane of the present invention comprises the following steps:

[0053] Step 1. Add polyol and dry solvent to the reactor, dehydrate, add isocyanate under the protection of inert atmosphere, and react at 60-80°C for 2-3h to obtain polyurethane prepolymer;

[0054] Step 2, adding small molecular polyols to the polyurethane prepolymer, reacting at 60-80°C for 3-6 hours, to obtain polyurethane with NCO groups at the end of the molecular chain;

[0055] Step 3: Add ligustrazine-nitrone capping agent to the polyurethane with NCO group at the end of the molecular chain, react at 60-80°C for 6-12h, precipitate in ether, wash with ether for several times, collect the white precipitate, and dry it in vacuum until Constant weight, obtains bifunctional polyurethane;

[0056] The structural formula of the ligustrazine-nitrone blocking agent is shown in formula III:

[0057]

[0058] In the above technical solutions, there are no spe...

Embodiment 1

[0074] Such as figure 2 Shown in (a), the synthesis of bifunctional polyurethane:

[0075] Step 1. Dissolve polycaprolactone polyol (10g, molecular weight 2000 Daltons) in 200mL dry DMF, heat to 70°C, and add 2.52g hexamethylene diisocyanate dropwise under the protection of inert gas and 0.02g of stannous octoate was stirred at 70°C for 3h to obtain the first intermediate.

[0076] Step 2: Add 0.86 g of 1,4-butanediol in 10 mL of dry DMF dropwise to the first intermediate, and stir at 70° C. for 3 h after the addition is complete.

[0077] Step 3: Continue to add 10 mL of TBN-OH (0.47 g) DMF solution dropwise, and continue to react at 70°C for 12 hours, then precipitate the reaction solution in 1 L of ether, rinse with ether for 2-3 times, collect the white precipitate, and dry it in vacuum until Constant weight, to obtain bifunctional polyurethane, denoted as PU-TBN.

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Abstract

The invention relates to difunctional polyurethane and a preparation method and application thereof, and belongs to the technical field of biologic medical materials. The technical problem that an existing blood vessel material cannot eliminate oxidative stress of a blood vessel implant part is solved. The difunctional polyurethane contains a ligustrazine-nitrone group, and the structural formula of the ligustrazine-nitrone group is shown in the formula I. According to the difunctional polyurethane, by introducing a polyurethane molecular chain (tail end) into the ligustrazine-nitrone group with the dual functions of anti-oxidant and endothelial cell sticking promotion, the dual functions of polyurethane anti-oxidation and endothelial cell sticking promotion are given, adhesion and multiplication of endothelial cells can be effectively promoted, and the normal functions of the endothelial cells are promoted under the oxidation stress environment.

Description

technical field [0001] The invention relates to a bifunctional polyurethane and its preparation method and application, belonging to the technical field of biomedical materials. [0002] technical background [0003] In recent years, artificial blood vessels and stents have been widely used in the treatment of cardiovascular diseases. However, clinical studies have shown that due to the poor hemocompatibility of current vascular materials / stents, embolism and restenosis are prone to occur after implantation in the body, thus affecting the long-term application results. Since the vascular endothelium is a natural anticoagulant surface, it plays a vital role in the anticoagulation of blood vessels. Consequently, considerable research has been devoted to promoting rapid endothelialization of vascular materials. [0004] In the prior art, there are mainly four methods for promoting rapid endothelialization of vascular materials: in vitro endothelialization of artificial blood v...

Claims

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Application Information

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IPC IPC(8): C08G18/73C08G18/66C08G18/42C08G18/32C08G18/28C08G18/10A61L27/18A61L27/50
CPCA61L27/18A61L27/507C08G18/10C08G18/285C08G18/4277C08G18/73C08L75/06C08G18/3206
Inventor 杨小牛屈宝留吕红英俞晓峰吴海洋袁黎光秦泽昭
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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