Self-repairing antibacterial hydrogel based on borate bond

A technology of hydrogel and boric acid compound, applied in the field of materials, can solve problems such as environmental hazards, and achieve the effects of fast gel forming speed, mild gel forming conditions and simple preparation method

Active Publication Date: 2019-05-07
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the release of antibacterial compounds is easy to cause environmental hazards, and hydrogels that release heavy metal salts / nanoparticles to achieve antibacterial functions face strict environmental management requirements.

Method used

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  • Self-repairing antibacterial hydrogel based on borate bond
  • Self-repairing antibacterial hydrogel based on borate bond
  • Self-repairing antibacterial hydrogel based on borate bond

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The preparation of embodiment 1, PEG-Ugi

[0040] 1. Preparation of PEG-COOH

[0041] Synthetic route such as figure 1 shown.

[0042] The PEG3000 was dissolved in toluene and then the toluene was removed by rotary evaporation. This was repeated three times to remove the moisture in the PEG.

[0043] The above-mentioned anhydrous PEG was dissolved in ultra-dry tetrahydrofuran, and then two times the amount of phthalic anhydride and one equivalent of triethylamine were added. Connect a drying tube to the reaction bottle and react at room temperature for about 3 hours. The reaction solution was poured into diethyl ether to precipitate, and the white solid was collected by suction filtration. Dry the white solid in a vacuum desiccator until constant weight to obtain PEG-COOH.

[0044] 2. Preparation of PEG-Ugi

[0045] Synthetic roadmap as figure 2 a) as shown.

[0046] Dissolve PEG-COOH in methanol, then add 3 equivalents of 4-formylphenylboronic acid, 3 equivale...

Embodiment 2

[0048] Embodiment 2, the preparation of hydrogel

[0049] 1. Preparation of PVA solution

[0050] Heat the PBS solution (pH value is 7.4) to about 90° C., then add a certain amount of PVA powder, and stir overnight to obtain a PBS solution of PVA with a mass concentration of 8%.

[0051] 2. Preparation of PEG-Ugi solution

[0052] A certain amount of PEG-Ugi was added into the PBS solution, shaken to dissolve it completely, and a PBS solution of PEG-Ugi was obtained with a mass concentration of 8%.

[0053] 3. Preparation of hydrogel

[0054] Take the PBS solution of PVA and the PBS solution of PEG-Ugi in the same volume, mix them quickly and violently for about 2-5 seconds, as image 3 shown. .

[0055] The concentration of PEG-Ugi in the PBS solution of PEG-Ugi was adjusted to 10% and 12% according to the above method to prepare hydrogels.

Embodiment 3

[0056] Embodiment 3, hydrogel property test

[0057] 1. Hydrogel strength test

[0058] Prepare a circular cake-shaped hydrogel sample (diameter ~ 20mm, room temperature ~ 25°C), put it on the lower plate test platform of the parallel plate after standing for about 1 hour, and trim its shape to match the test parallel plate. Data were collected under set conditions (shear modulus-frequency sweep test mode; strain 1%; frequency sweep range: 0.1 rad / s to 100 rad / s). The result is as Figure 4 As shown in a), as the solid content of PEG-Ugi increases, the gel strength of the hydrogel shows an increasing trend, indicating that the gel strength of the hydrogel is adjustable.

[0059] A small amount of hydrogel was taken, and its microstructure was observed by SEM after freeze-drying. Such as Figure 4 As shown in b), after the hydrogel loses water and collapses, pores can still be seen on the surface, indicating that the hydrogel has a network structure.

[0060] 2. Test of se...

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Abstract

The invention discloses a self-repairing antibacterial hydrogel based on a borate bond. The self-repairing antibacterial hydrogel is prepared from a PEG derivative and polyvinyl alcohol; and the PEG derivative is prepared according to a method comprising the following step: performing a Ugi reaction on PEG-COOH, an aldehyde group-containing boric acid compound, a hydroxyl group-containing organicamine and isonitrile, wherein the PEG-COOH is carboxyl-terminated polyethylene glycol. According to the hydrogel provided by the invention, the polyethylene glycol derivative (PEG-Ugi) containing a boric acid group and a phenol structure is prepared by the Ugi reaction; when an aqueous solution of the PEG-Ugi and a PVA aqueous solution are mixed, the borate bond is formed by reacting the boronic acid group with a hydroxyl group in the PVA structure to rapidly form the hydrogel; the borate bond is a dynamic chemical bond, and the phenol structure has an antibacterial function, so that the obtained hydrogel has self-repairing ability and antibacterial properties, and is a novel antibacterial self-repairing hydrogel; and the method provided by the invention uses the raw materials which are safe, cheap and easy to obtain to prepare the hydrogel, the preparation method is simple, the gel forming conditions are mild, and the method has better application value.

Description

technical field [0001] The invention relates to a self-repairing antibacterial hydrogel based on a borate ester bond, belonging to the field of materials. Background technique [0002] Self-healing hydrogel is a new type of intelligent material, which has great potential application value in food, biomedicine, agriculture, industrial coatings and other fields. Self-healing hydrogels have better added value and application prospects. The traditional method to prepare antibacterial hydrogels is mainly to embed antibacterial compounds (small molecule drugs, metal salts / nanoparticles, etc.) in the hydrogel, and achieve antibacterial through the slow release of antibacterial compounds. However, the release of antibacterial compounds is easy to cause environmental hazards, and hydrogels that release heavy metal salts / nanoparticles to achieve antibacterial functions face strict environmental management requirements. Therefore, it is urgent to develop new antibacterial self-healin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/075C08J3/24C08G65/337C08L71/02C08L29/04
Inventor 陶磊曾元
Owner TSINGHUA UNIV
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