Amphipathic polyurethane with anti-bacterial and anti-protein function as well as preparation method and application of amphipathic polyurethane

A technology of amphiphilic polyurethane, which is applied in the field of amphiphilic polyurethane and its preparation, can solve the problems of shortened service life and decreased stability of materials, and achieve good biological stability, biocompatibility and excellent antifouling effect Effect

Active Publication Date: 2015-12-30
ZHEJIANG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, polyethylene glycol (PEG) has been used as a hydrophilic modification of polysiloxane-type materials, however, it is well known that the stability of polyethylene glycol decreases significantly in the presence of oxygen and blood in vivo, which will lead to The service life of materials is greatly shortened

Method used

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  • Amphipathic polyurethane with anti-bacterial and anti-protein function as well as preparation method and application of amphipathic polyurethane
  • Amphipathic polyurethane with anti-bacterial and anti-protein function as well as preparation method and application of amphipathic polyurethane
  • Amphipathic polyurethane with anti-bacterial and anti-protein function as well as preparation method and application of amphipathic polyurethane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Embodiment 1: the preparation of amphiphilic polyurethane

[0024] (1) Under a nitrogen atmosphere, add 15g of hydroxypolydimethylsiloxane, 3.6g of hexamethylene diisocyanate, and 43.4g of N,N-dimethylformamide into a 200mL three-necked flask at a rate of *0.022*g In the case of dibutyltin laurate as a catalyst, react at 60° C. for 8 hours to obtain an isocyanate-terminated prepolymer.

[0025] (2) Dissolve 3.36g of quaternary ammonium dihydric alcohol in 7.85g of N,N-dimethylformamide, and add it dropwise to the above prepolymer solution, react at 60°C for 8h, The target polyurethane product was obtained.

[0026] (3) Hydrolyze the coating with a mixed solution of trifluoroacetic acid and dichloromethane (volume ratio 1:1) for 1 to 2 hours, and then neutralize it with saturated sodium bicarbonate solution to obtain amphiphilic polyurethane.

[0027] Structural characterization of the obtained amphiphilic polyurethane was carried out by Fourier transform infrared spec...

Embodiment 2

[0029] Embodiment 2: the preparation of amphiphilic polyurethane

[0030] (1) Under a nitrogen atmosphere, add 10g of hydroxypolydimethylsiloxane, 6g of hexamethylene diisocyanate, and 37.3g of N,N-dimethylformamide into a 100mL three-necked flask, and dilute with *0.02*g In the case of dibutyltin laurate as a catalyst, react at 100° C. for 3 hours to obtain an isocyanate-terminated prepolymer.

[0031] (2) Dissolve 4g of quaternary ammonium salt dihydric alcohol in 9.3g of N,N-dimethylformamide, and add it dropwise to the above prepolymer solution, and react at 100°C for 3h to obtain Target polyurethane product.

[0032] (3) The coating was hydrolyzed with a mixed solution of trifluoroacetic acid and dichloromethane (volume ratio 1:5) for 1-2 hours, and then neutralized with saturated sodium bicarbonate solution to obtain amphiphilic polyurethane.

[0033] Structural characterization of the obtained amphiphilic polyurethane was carried out by Fourier transform infrared spec...

Embodiment 3

[0035] Embodiment 3: the preparation of polysiloxane type polyurethane coating

[0036] (1) Under a nitrogen atmosphere, add 31.5g of hydroxy polydimethylsiloxane, 5.04g of hexamethylene diisocyanate, and 85.26g of N,N-dimethylformamide into a 200mL three-necked flask, with a concentration of *0.037* g dibutyltin dilaurate as a catalyst, react at 70° C. for 3 hours to obtain an isocyanate-terminated prepolymer.

[0037] (2) Add 4 g of poly[(isocyanate phenyl)-co-formaldehyde] and 3 drops of stannous octoate to the solution for further cross-linking.

[0038] (3) Cast the solution onto a polytetrafluoroethylene template, and cure it in a vacuum oven at 80° C. for 24 hours to obtain a polysiloxane polyurethane coating.

[0039] (4) Hydrolyze the coating with a mixed solution of trifluoroacetic acid and dichloromethane (volume ratio 1:2) for 1 to 2 hours, and then neutralize it with a saturated sodium bicarbonate solution to obtain an amphiphilic polyurethane coating.

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Abstract

The invention discloses amphipathic polyurethane resin based on polysiloxane and a preparation method of the amphipathic polyurethane resin, as well as an anti-bacterial anti-protein performance of the amphipathic polyurethane resin. The preparation method comprises the following steps: carrying out a reaction between tert-Butyl bromoacetate and N-methyldiethanolamine under a certain condition to obtain a quaternary ammonium diol; carrying out cross-link between the quaternary ammonium diol and hydroxymethyl-terminated polydimethylsiloxane; carrying out hydrolysis to obtain the amphipathic polyurethane of which a molecular chain segment has not only a hydrophilic ingredient but also a hydrophobic ingredient. The amphipathic polyurethane has all of the relatively high hydrophilicity of zwitter ions, the low surface energy and dirt discharging superiority of polysiloxane, and the stability of polyurethane, thereby having an excellent practical application value in the anti-bacterial and anti-protein field.

Description

technical field [0001] The invention belongs to the field of polyurethane material preparation, and in particular relates to an amphiphilic polyurethane with antibacterial and antifouling properties, a preparation method and application thereof. Background technique [0002] Polyurethane materials are widely used in various fields of the national economy because of their good mechanical stability, high chemical stability and flex resistance. Among them, the demand for medical catheters, prostheses and biological detectors in the biomedical field also requires the participation of polyurethane materials. Substrates used as biomaterials need to have several key properties such as good biocompatibility and biostability, not prone to biofouling in vivo without frequent replacement, and so on. [0003] Polyether polyurethane was first used in the biomedical field. Because the soft segment of this polyurethane is easy to be oxidized and hydrolyzed in the body, the polyurethane w...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/61C08G18/32C08G18/10C09D175/04C09D5/14C09D5/16
CPCC08G18/10C08G18/61C09D5/14C09D5/1656C09D175/04C08G18/3819
Inventor 张庆华姜静娴唐浩詹晓力严杰陈丰秋颜朝明
Owner ZHEJIANG UNIV
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