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A method for densification of amino-containing phosphorylcholine polymer and glutaraldehyde biomimetic coating

A phosphorylcholine and polymer technology, which is applied in the field of phosphorylcholine polymer and glutaraldehyde biomimetic coating densification, can solve application difficulties, it is difficult to simulate the outer membrane structure of cells, and phosphorylcholine on the coating surface can be solved. problems such as low density of base groups, to achieve the effects of mild conditions, simple preparation methods and broad application prospects

Inactive Publication Date: 2019-08-13
XIAN UNIV OF SCI & TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The introduction of crosslinkable groups into phosphorylcholine polymers can form a relatively stable coating imitating the outer membrane structure of cells, but the synthesis of phosphorylcholine polymers for building stable coatings is complicated, difficult to apply, and stable Sex is not ideal
In addition, due to the limitation of phosphorylcholine content in the polymer and the internal migration of phosphorylcholine groups on the surface during coating drying and storage, the density of phosphorylcholine groups on the surface of the coating is low, making it difficult to effectively simulate Cell outer membrane structure, blood compatibility needs to be improved

Method used

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  • A method for densification of amino-containing phosphorylcholine polymer and glutaraldehyde biomimetic coating
  • A method for densification of amino-containing phosphorylcholine polymer and glutaraldehyde biomimetic coating
  • A method for densification of amino-containing phosphorylcholine polymer and glutaraldehyde biomimetic coating

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Experimental program
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Effect test

Embodiment 1

[0032] 1) Weigh 16mmol 2-methacryloyloxyethylphosphorylcholine and 4mmol 2-aminoethyl methacrylate hydrochloride, use 0.1mmol potassium persulfate as initiator, under nitrogen protection, 70°C Polymerization was performed for 24 hours, dialyzed after the reaction, and then freeze-dried at -50°C to obtain amino group-containing phosphorylcholine polymer PMH20 (20 represents 20% molar ratio of amino group vinyl monomer in the polymer synthesis process).

[0033] Using a 400MHz NMR instrument to D 2 O is the hydrogen NMR of the solvent test polymer. There is no peak at 5-7ppm, indicating that there is no residual monomer in the resulting copolymer, and the polymer has been successfully synthesized, with 3.28ppm being -N + (CH 3 ) 3 Characteristic peaks, 0.9-2.2ppm are the peaks of methylene and side chain methyl groups on the main chain to calculate the polymer composition, and it can be known that the polymer composition is basically consistent with the feed ratio.

[0034] ...

Embodiment 2

[0044] Weigh 17mmol 2-methacryloyloxyethylphosphorylcholine and 3mmol 2-aminoethyl methacrylate hydrochloride, use 0.1mmol potassium persulfate as the initiator, and polymerize at 70°C under nitrogen protection After 24 hours, the reaction was dialyzed, and then freeze-dried at -50°C to obtain an amino group-containing phosphorylcholine polymer.

[0045] The amino group-containing phosphorylcholine polymer and glutaraldehyde in this embodiment are dissolved in an ethanol solvent in a molar ratio of 100:5 according to the amino group and the aldehyde group. After mixing uniformly, the concentration of the amino group-containing phosphorylcholine polymer is 0.5mg / mL, coating volume 10μl / cm 2 / surface is dried on the surface of chitosan material, and then soaked in 20mL, 5mg / mL methanol solution of 2-methacryloyloxyethylphosphorylcholine, reacted at 20°C for 12h, and then soaked in distilled water Treat at 80 degrees for 12 hours, and then wash with a large amount of methanol a...

Embodiment 3

[0047] Weigh 12mmol 2-methacryloyloxyethyl phosphorylcholine and 8mmol 2-aminoethyl methacrylate hydrochloride, use 0.1mmol potassium persulfate as the initiator, and polymerize at 70°C under nitrogen protection After 24 hours, the reaction was dialyzed, and then freeze-dried at -50°C to obtain an amino group-containing phosphorylcholine polymer.

[0048] The amino group-containing phosphorylcholine polymer and glutaraldehyde in this embodiment are dissolved in methanol solvent in a molar ratio of 100:15 according to the amino group and the aldehyde group. After mixing uniformly, the concentration of the amino group-containing phosphorylcholine polymer is 1.5mg / mL, coating volume 10μl / cm 2 / surface is dried on the surface of chitosan material, and then soaked in 25mL, 15mg / mL methanol solution of 2-methacryloyloxyethylphosphorylcholine, reacted at 30°C for 8h, and then soaked in distilled water Treat at 85 degrees for 10 hours, and then wash with a large amount of methanol a...

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Abstract

The invention relates to a method for densifying a bionic coating of amino-acid-containing phosphorylcholine polymers and glutaraldehyde. The amino-acid-containing phosphorylcholine polymers are synthesized from vinyl monomers containing zwitter-ion phosphorylcholine groups and vinyl monomers containing amino acid through simple solution free radical polymerization and then uniformly mixed with glutaraldehyde in a polar solvent, the mixture is applied to the surface of a material required to be modified and then grafted with the vinyl monomers containing the zwitter-ion phosphorylcholine groups, and a bionic cell outer membrane structure coating with high surface phosphorylcholine density can be obtained. The preparation method is simple and uses mild conditions, and a new way is provided to improve the surface phosphorylcholine density of the coating, so that a coating surface with excellent blood compatibility is obtained. The modified material adopting a bionic cell outer membrane structure has broad application prospects in the fields such as blood purification, in-vivo implantation of materials, tissue engineering, sustained drug release, biosensors and the like.

Description

technical field [0001] The invention belongs to the technical fields of material surface science and biomedical polymer materials, and in particular relates to a method for densifying phosphorylcholine polymers containing amino groups and glutaraldehyde bionic coatings. Background technique [0002] Chitosan has the advantages of degradability, antibacterial, non-toxic, non-irritating, and pH responsiveness (Carbohydrate Polymers 2010, 79:724-730), and has been widely used in biomedicine and other fields. More and more studies have shown that chitosan and its derivatives can be used for blood purification. The amino group on the chitosan molecule helps to adsorb various toxins in the blood, and can be used as a hemoperfusion material (Chemical Journal of Chinese Universities, 2002, 23:75-77; Journal of Microencapsulation 1993, 10:475-486). Chitosan membrane has high dialysis rate, selectivity and strength, and can be used as hemodialysis material (Journal of Applied Polymer...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J7/04C08J7/16C08L5/08C08F230/02C08F220/34
CPCC08F230/02C08J7/0427C08J7/16C08J2305/08C08J2443/02C08F220/34
Inventor 宫铭
Owner XIAN UNIV OF SCI & TECH
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