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A method for synthesizing double biomimetic polymers based on the reaction of aldehyde groups and amino groups

A technology of polymer and polymer solution, applied in the fields of surgery, coating, medical science, etc., can solve the problems of difficulty in separation and purification, and achieve the effects of broad application prospects, simple reaction conditions and controllable grafting rate.

Inactive Publication Date: 2019-02-01
XIAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although a dual biomimetic polymer with high and controllable dopamine content was synthesized by the active ester monomer approach, the active ester monomer needs to be prepared in an anhydrous environment, and its separation and purification are extremely difficult

Method used

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  • A method for synthesizing double biomimetic polymers based on the reaction of aldehyde groups and amino groups
  • A method for synthesizing double biomimetic polymers based on the reaction of aldehyde groups and amino groups

Examples

Experimental program
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Embodiment 1

[0032] This embodiment includes the following steps:

[0033] Step 1. Weigh 8mmol 2-methacryloyloxyethylphosphorylcholine and 2mmol 2-aminoethyl methacrylate hydrochloride, dissolve and mix them evenly in a mixed solvent of ethanol and tetrahydrofuran, and mix 0.1mmol azo Diisobutyronitrile is dissolved in tetrahydrofuran to obtain initiator solution, and in N 2 Protection, under the condition of stirring at 70°C, add the mixed solution of monomers into the three-necked flask, preheat for 30 minutes, add the initiator solution to continue the reaction for 24 hours, after the reaction is completed, concentrate the reaction solution, and use a dialyzer with a molecular weight cut-off of 6000-8000D Bag dialysis; finally, freeze-dry the dialyzed sample at -50°C to obtain the phosphorylcholine polymer containing amino groups; NMR test results show that the molar content of amino groups in the polymer is about 18%;

[0034] Step 2, 0.5g of phosphorylcholine polymer containing amino...

Embodiment 2

[0037] This embodiment includes the following steps:

[0038] Step 1. Weigh 7mmol 2-methacryloyloxyethylphosphorylcholine and 3mmol 2-aminoethyl methacrylate hydrochloride, dissolve and mix them evenly in a mixed solvent of ethanol and tetrahydrofuran, and mix 0.1mmol azo Diisobutyronitrile is dissolved in tetrahydrofuran to obtain initiator solution, and in N 2 Protection, under the condition of stirring at 60°C, add the mixed solution of monomers into the three-necked flask, preheat for 30 minutes, add the initiator solution and continue the reaction for 24 hours. Bag dialysis; finally, freeze-dry the dialyzed sample at -50°C to obtain a phosphorylcholine polymer containing amino groups; NMR test results show that the molar content of amino groups in the polymer is about 28%;

[0039] Step 2, dissolve the phosphorylcholine polymer containing amino group described in 0.5g step 1 in 20mL ethanol to obtain polymer solution, in N 2 Protected, under the condition of stirring at...

Embodiment 3

[0041] This embodiment includes the following steps:

[0042] Step 1. Weigh 6mmol 2-methacryloyloxyethylphosphorylcholine and 4mmol 2-aminoethyl methacrylate hydrochloride, dissolve and mix them evenly in a mixed solvent of ethanol and tetrahydrofuran, and mix 0.1mmol azo Diisobutyronitrile is dissolved in tetrahydrofuran to obtain initiator solution, and in N 2 Protection, under the condition of stirring at 80°C, add the mixed solution of monomers into the three-necked flask, preheat for 30 minutes, add the initiator solution and continue the reaction for 24 hours. Bag dialysis; finally, freeze-dry the dialyzed sample at -50°C to obtain a phosphorylcholine polymer containing amino groups; NMR test results show that the molar content of amino groups in the polymer is about 39%;

[0043] Step 2. Dissolve 0.5g of the phosphorylcholine polymer containing amino groups in 20mL distilled water to obtain a polymer solution in N 2 Protected, under the condition of stirring at 20°C, ...

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Abstract

The invention discloses a method for synthesizing a bionic polymer based on a reaction of aldehyde group and amino. The method comprises the following steps: synthesizing an amino-containing phosphorylcholine polymer; dissolving the amino-containing phosphorylcholine polymer into a polar solvent so as to obtain a polymer solution; heating the polymer solution to the temperature of 20-50 DEG C under nitrogen protection, adding 3,4-dihydroxy benzaldehyde into the polymer solution, and grafting under temperature maintaining and stirring conditions by utilizing the reaction of aldehyde group and amino; reducing with sodium borohydride, dialyzing the reaction product; and finally, performing freeze drying on the dialyzed reaction product, thereby obtaining the bionic polymer. The preparation method disclosed by the invention is simple, mild in conditions and controllable in grafting ratio, the o-diphenol hydroxyl has an adhesive effect of clam-imitated attachment protein dopamine, and the phosphorylcholine has anti-fouling performance of a cell outer membrane imitated structure. The polymer has dual bionic characteristics and is expected to have wide application prospects in the field of material surface modification.

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 synthesizing double biomimetic polymers based on the reaction of aldehyde groups and amino groups. 【Background technique】 [0002] When the material is used in a living body, it is easy to non-specifically adsorb proteins, activate complement molecules and the immune system, thereby causing blood coagulation, immune and inflammatory reactions, resulting in a significant decrease in its performance or even failure. This is due to the poor biocompatibility of materials, therefore, biocompatibility research has become the primary issue in the field of biomaterial research. The surface of a material is the medium through which the material contacts the organism. Surface charge, hydrophilicity / hydrophobicity, chemical composition, and morphology are important factors that affect the interface interaction bet...

Claims

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Application Information

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IPC IPC(8): C08F230/02C08F220/34C08F8/00C08F8/04A61L31/10A61L31/14
CPCA61L31/10A61L31/14C08F8/00C08F8/04C08F230/02C08F220/34C08L43/02
Inventor 宫铭
Owner XIAN UNIV OF SCI & TECH
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