Sulfonated hydroxypropyl chitosan modified biocompatible polyurethane and preparation method thereof

A technology of sulfonated hydroxypropyl chitosan and sulfonated hydroxypropyl shell is applied in the field of sulfonated hydroxypropyl chitosan modified biocompatible polyurethane and its preparation, and can solve the problem of improving blood compatibility. Obviously, the modified materials are expensive, the grafting rate is not high, etc., to achieve the effects of good anticoagulant performance and biocompatibility, improved hydrophilicity and anti-protein pollution performance, and simple process flow

Inactive Publication Date: 2019-11-08
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above methods have problems such as cumbersome process, expensive grafted modified materials, low grafting rate, insignificant improvement of blood compatibility, and easy complications caused by the use of heparin.

Method used

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  • Sulfonated hydroxypropyl chitosan modified biocompatible polyurethane and preparation method thereof
  • Sulfonated hydroxypropyl chitosan modified biocompatible polyurethane and preparation method thereof
  • Sulfonated hydroxypropyl chitosan modified biocompatible polyurethane and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033]Take 5g CS as raw material, first use 33% NaOH solution to alkalinize, then add 50ml IPA and 50ml PO into the reactor, stir and react at 45°C for 5h, pour deionized water to dissolve and add acid Neutralization, followed by acetone precipitation, suction filtration, washing and drying to obtain HPCS. Mix 4ml of CSA and 20ml of formamide in an ice-salt bath to make a sulfonation reagent, then add 2g of HPCS, stir and react at 68°C for 3h, and undergo dialysis, deamination, redialysis, and concentration and drying to obtain SHPCS;

[0034] Using N,N-dimethylacetamide (DMAc) as a solvent, add diphenylmethane diisocyanate (MDI) and polyethylene glycol (PEG) in a molar ratio of 1.15:1 in sequence, and add octanoic acid sulfide after nitrogen gas for a period of time. Tin was mixed and stirred under the protection of anhydrous, oxygen and nitrogen, and reacted at 75°C for 2 hours to obtain a modified polyurethane prepolymer; then a certain amount of sulfonated hydroxypropyl ch...

Embodiment 2

[0036] Take 5g CS as raw material, first use 33% NaOH solution to alkalinize, then add 50ml IPA and 50ml PO into the reactor, stir and react at 45°C for 5h, pour deionized water to dissolve and add acid Neutralization, followed by acetone precipitation, suction filtration, washing and drying to obtain HPCS. Mix 4ml of CSA and 20ml of formamide in an ice-salt bath to make a sulfonation reagent, then add 2g of HPCS, stir and react at 68°C for 3h, and undergo dialysis, deamination, redialysis, and concentration and drying to obtain SHPCS;

[0037] Using N,N-dimethylacetamide (DMAc) as a solvent, add diphenylmethane diisocyanate (MDI) and polyethylene glycol (PEG) in a molar ratio of 1.15:1 in sequence, and add octanoic acid sulfide after nitrogen gas for a period of time. Tin was mixed and stirred under the protection of anhydrous, oxygen and nitrogen, and reacted at 75°C for 2 hours to obtain a modified polyurethane prepolymer; then a certain amount of sulfonated hydroxypropyl c...

Embodiment 3

[0039] Take 5g CS as raw material, first use 33% NaOH solution to alkalinize, then add 50ml IPA and 50ml PO into the reactor, stir and react at 45°C for 5h, pour deionized water to dissolve and add acid Neutralization, followed by acetone precipitation, suction filtration, washing and drying to obtain HPCS. Mix 4ml of CSA and 20ml of formamide in an ice-salt bath to make a sulfonation reagent, then add 2g of HPCS, stir and react at 68°C for 3h, and undergo dialysis, deamination, redialysis, and concentration and drying to obtain SHPCS;

[0040] Using N,N-dimethylacetamide (DMAc) as a solvent, add diphenylmethane diisocyanate (MDI) and polyethylene glycol (PEG) in a molar ratio of 1.15:1 in sequence, and add octanoic acid sulfide after nitrogen gas for a period of time. Tin was mixed and stirred under the protection of anhydrous, oxygen and nitrogen, and reacted at 75°C for 2 hours to obtain a modified polyurethane prepolymer; then a certain amount of sulfonated hydroxypropyl c...

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Abstract

The invention discloses biocompatible polyurethane modified by sulfonated hydroxypropyl chitosan and a method for preparing the biocompatible polyurethane. The method includes synthesizing the sulfonated hydroxypropyl chitosan from chitosan by means of etherification reaction and sulfonation treatment, then adding diphenyl-methane-diisocyanate, polyethylene glycol and catalysts into a reactor and carrying out stirring reaction under the protection of nitrogen at the temperatures of 70-80 DEG C for 2-4 h; adding the sulfonated hydroxypropyl chitosan into reaction products and carrying out cooling reaction for 6-12 h to obtain the biocompatible polyurethane modified by the sulfonated hydroxypropyl chitosan. The biocompatible polyurethane and the method have the outstanding advantages that the sulfonated hydroxypropyl chitosan which is a water-soluble heparinoid substance is covalently grafted on polyurethane long chains, and accordingly the hydrophilicity and the anticoagulation properties of polyurethane can be greatly improved; processes are simple, reaction conditions are mild and are easy to control, and raw materials are easily available and are low in cost.

Description

technical field [0001] The invention belongs to the field of biomedical materials, in particular to a sulfonated hydroxypropyl chitosan modified biocompatible polyurethane and a preparation method thereof. Background technique [0002] Polyurethane has excellent physical and mechanical properties, good biocompatibility, and low toxicity. It is mostly used in the manufacture of artificial hearts, artificial blood vessels, artificial skin, and various catheters and medical materials in interventional operations. However, the hydrophobicity of traditional polyurethane itself limits its use in some aspects. For example, when polyurethane is in direct contact with blood, the surface is easily polluted by blood proteins, and long-term contact can easily lead to the formation of thrombus. Long-term implantation in the body It is easy to cause the body's inflammatory response. The invention aims to solve a series of problems such as thrombus that occurs during the use of polyuretha...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/40C08G18/48C08G18/64C08G18/10
CPCC08G18/10C08G18/4081C08G18/4833C08G18/6484C08G18/64
Inventor 邱运仁许静杰涂明明
Owner CENT SOUTH UNIV
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