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Preparation method of two phosphorylcholine coatings containing catechol, amino groups and carboxyl groups

A technology of aminophosphorylcholine and phosphorylcholine, which is applied in the field of preparation of two kinds of phosphorylcholine coatings, can solve the problem of difficulty in storage, difficulty in achieving phosphorylcholine group density, use performance, and poor coating stability. And other issues

Inactive Publication Date: 2020-10-20
XIAN UNIV OF SCI & TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, studies have found that the grafting density of surface phosphorylcholine groups in the grafting method is limited, and it is difficult to achieve sufficient phosphorylcholine group density and satisfactory performance; Easy to dissolve, degrade, and even fall off in the physiological environment
[0005] Aiming at the problem of poor coating stability of the coating method, Lewis and Xu Jianping (Biomaterials 2001,22:99-111; Biomaterials 2004,25:3099-3108 European Polymer Journal 2004,40:291-298) respectively investigated the Polymer coatings based on silicon-based groups and phosphorylcholine groups were studied, and the results showed that the cross-linking between polymers and their reaction with the functional groups on the surface of the substrate is to improve the coating of phosphorylcholine-based polymers. The key factor of stability, however, the cross-linkable group of the polymer is easy to hydrolyze and cross-link during the synthesis process, which makes the conditions of the synthesis process too harsh, difficult to store, and limited in use
In addition, some studies have grafted dopamine imitating mussel adhesion onto carboxyl-containing phosphorylcholine polymers, and then coated it on the surface of titanium alloy for surface modification. This biomimetic adhesion method is to a certain extent It can increase the stability of the coating, but the adhesion of the imitation mussel adhesion coating is not strong, and the stability needs to be improved

Method used

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  • Preparation method of two phosphorylcholine coatings containing catechol, amino groups and carboxyl groups
  • Preparation method of two phosphorylcholine coatings containing catechol, amino groups and carboxyl groups
  • Preparation method of two phosphorylcholine coatings containing catechol, amino groups and carboxyl groups

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Embodiment 1

[0042] Example 1 A preparation method of two phosphorylcholine coatings containing catechol, amino and carboxyl groups

[0043] Present embodiment is a kind of preparation method that contains two kinds of phosphorylcholine coatings of pyrocatechol, amino group and carboxyl group, and it carries out according to following step order:

[0044] 1) Weigh 14 mmol 2-methacryloyloxyethylphosphorylcholine and 6 mmol 2-aminoethyl methacrylate monomer, use 0.1 mmol azobisisobutyronitrile as the initiator, and ethanol and The tetrahydrofuran mixed solution (volume ratio 5:1) was used as the solvent, and the polymerization reaction was carried out at 70°C for 24 h under the protection of nitrogen. After the reaction, the concentrated reaction solution was dialyzed with a dialysis bag with a molecular weight cut-off of 6000-8000, and then freeze-dried at -50°C to obtain a phosphorylcholine polymer containing amino groups;

[0045] with a 400 MHz NMR instrument at D 2 O is the hydrogen N...

Embodiment 2-9

[0052] The modification method of embodiment 2-9 medical biomaterial surface

[0053] The present embodiment 2-9 is respectively a kind of preparation method of two kinds of phosphorylcholine coatings containing catechol, amino group and carboxyl group, and its method step is similar to embodiment 1, and the only difference is: relevant parameters are different , see the table below for details.

[0054]

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Abstract

The invention discloses a preparation method of two phosphorylcholine coatings containing catechol, amino groups and carboxyl groups. The method comprises the following steps: carrying out a free radical polymerization reaction to obtain an amino-containing phosphorylcholine polymer and a carboxyl-containing phosphorylcholine polymer; then grafting 3,4-dihydroxy benzaldehyde to the amino-containing phosphorylcholine polymer, and carrying out reduction to prepare the phosphorylcholine polymer containing catechol and the amino groups; dissolving the carboxyl-containing phosphorylcholine polymerand the phosphorylcholine polymer containing catechol and the amino groups into a polar solvent to obtain a bionic coating; coating the surface of a material needing to be modified with the coating, and conducting airing, heat treatment and washing to realize surface modification of the material. The method is easy and convenient to operate, high in practicability and wide in application range, and the prepared bionic coating has good biocompatibility and stability. The method is suitable for the fields of blood purification, in-vivo implant 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 specifically relates to a preparation method of two phosphorylcholine coatings containing catechol, amino and carboxyl groups. Background technique [0002] Improving the biocompatibility of biomedical polymer materials is a research focus in the development of biomaterials. Introducing substances with good biocompatibility to the surface of materials is a simple and effective way to improve the interaction between materials and organisms and improve the biocompatibility of materials. [0003] Phosphorylcholine (PC) is the hydrophilic end group of lecithin, which is the basic unit of cell membrane. It is the outer functional group in the outer membrane of the cell. Hydration layer. This property makes the surface of materials rich in phosphorylcholine groups difficult to adsorb and deposit biological components such as proteins and liposome...

Claims

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Application Information

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IPC IPC(8): C09D143/02C09D133/14C09D133/02C09D5/16C08J7/04C08F230/02C08F220/34C08F220/06C08F8/00C08F8/04A61L31/10A61L31/14C08L69/00
CPCC09D143/02C09D5/1668C08J7/0427C08F230/02C08F220/34C08F220/06C08F8/00C08F8/04A61L31/10A61L31/14C08L2205/025C08J2369/00C08J2443/02A61L2400/18A61L2420/02C08L43/02
Inventor 张亚刚周安宁张亚婷贺新福杨志远李文英
Owner XIAN UNIV OF SCI & TECH
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