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A kind of degradable thermosensitive adhesive and its preparation method and application

An adhesive and temperature-sensitive technology, applied in the field of medical materials, can solve the problems of insufficient applicability and the lack of temperature sensitivity of the adhesive, and achieve improved biological activity, good stress-strain performance, and good biocompatibility. Effect

Active Publication Date: 2021-05-07
浙江亚撒生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since PEG-PPG-PEG and the prepolymer prepared in the middle are insoluble in water, the crosslinking reaction needs to be carried out in an organic solvent, so that the final adhesive contains an organic solvent and cannot be injected into the body; this preparation method requires the use of periodic acid Strong oxidants such as sodium are dangerous; moreover, the adhesive is not temperature sensitive and has insufficient applicability

Method used

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  • A kind of degradable thermosensitive adhesive and its preparation method and application
  • A kind of degradable thermosensitive adhesive and its preparation method and application
  • A kind of degradable thermosensitive adhesive and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] This embodiment provides a degradable temperature-sensitive adhesive, the preparation method of which comprises the following steps:

[0064] (1) Take 11.528g citric acid, 55g PEG-PPG-PEG (EPE, molecular weight 1100Da), 2.844g dopamine hydrochloride, place in a single-mouthed round-bottomed glass flask equipped with a magnetic stirrer of appropriate size, and place in a 160°C oil Under the bath, citric acid and dopamine hydrochloride are dissolved in EPE to obtain a uniform reaction mixture (a small amount of deionized water can be added to help dissolve, and 0~0.5g stannous isooctanoate or sulfuric acid can also be added as a catalyst); then the oil The temperature of the bath is lowered to 140°C, and the reaction mixture is continuously stirred under vacuum conditions (rotating speed 600rpm). During the polymerization process, the rotating speed is gradually reduced according to the viscosity of the polymer until the viscosity of the reaction system increases to the po...

Embodiment 2

[0072] This example provides a degradable temperature-sensitive adhesive, its preparation method and raw materials are similar to Example 1, the only difference is that 20g of calcium carbonate in Example 1 is replaced by 21g of magnesium carbonate, the obtained water-soluble pre The polymer is iCMBA-EPE-Mg 2+ .

[0073] The adhesive obtained in this example (marked as TSBA-2) is liquid at room temperature and cured at about 37° C. to obtain a cross-linked adhesive.

[0074] Use rats or rabbits to construct a large bone defect model, mix a certain amount of hydroxyapatite (HA) into TSBA-2 (liquid at room temperature) at room temperature, and inject it into the bone defect site, TSBA-2 / HA As the temperature rises at the bone defect site, it gradually transforms into a uniform composite hydrogel to fill the bone defect. It shows that the magnesium ions in the adhesive can promote bone repair, Fe 3+ It can provide certain antibacterial activity.

Embodiment 3

[0076] This embodiment provides a degradable temperature-sensitive adhesive, the preparation method of which comprises the following steps:

[0077] (1) Take 8.070g of citric acid, 3.854g of citric acid monosodium salt, 55g of PEG-PPG-PEG (EPE, molecular weight 1100Da), 2.844g of dopamine hydrochloride, and place them in a single-port round bottom equipped with a magnetic stir bar of appropriate size In a glass flask, dissolve citric acid, monosodium citric acid and dopamine hydrochloride in EPE in an oil bath at 160°C to obtain a uniform reaction mixture (a small amount of deionized water can be added to help dissolve, and 0-0.5 g stannous octoate or sulfuric acid as a catalyst); then the temperature of the oil bath is lowered to 140°C, and the reaction mixture is continuously stirred (rotating speed 600rpm) under vacuum conditions, and the rotating speed is gradually reduced according to the viscosity of the polymer during the polymerization process until the reaction The vi...

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Abstract

The invention provides a degradable temperature-sensitive adhesive and a preparation method and application thereof. The degradable temperature-sensitive adhesive is composed of a water-soluble prepolymer and Fe 3+ The solution is mixed to obtain, and the water-soluble prepolymer is prepared from the following raw materials: polybasic acid and / or polybasic acid salt; PEG-PPG-PEG; alcohol, amine or acid containing catechol group or gallic acid group; Metal carbonates and / or metal bicarbonates or tertiary amines. In the present invention, the water-soluble prepolymer is successfully prepared by adding metal carbonate and / or metal bicarbonate into the water-insoluble prepolymer, and through reversible cross-linking between metal ions and carboxyl groups in the water-insoluble prepolymer. The obtained adhesive is cured at around 37 °C to obtain a uniform cross-linked adhesive; when the temperature is changed, the adhesive can be converted into a liquid state, has temperature sensitivity, and can be used for wound closure or bone defects Repair as well as use as a local drug delivery vehicle.

Description

technical field [0001] The invention belongs to the technical field of medical materials, in particular to a degradable temperature-sensitive adhesive and its preparation method and application. Background technique [0002] Traditional biomedical / tissue adhesives, especially tissue adhesives converted from industrial adhesives such as cyanoacrylates and polyurethanes, usually undergo violent exothermic chemical reactions, which can easily cause biological tissue burns. In addition, cyanoacrylate adhesives also have problems such as monomers, polymers, and degradation products are toxic, while polyurethane adhesives require a longer degradation time. Two-component medical adhesive (BioGlue) composed of bovine serum albumin and glutaraldehyde has problems of spreading disease and triggering immune response, and glutaraldehyde is more toxic. On the other hand, achieving strong adhesion to biological tissues in a wet state has always been a difficult problem faced by the scie...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/332C08G65/328C09J171/02C09J11/04C08G65/324C08G65/333A61L27/58A61L27/18A61L24/04A61L24/00A61K47/10
CPCA61K47/10A61L24/001A61L24/0042A61L24/046A61L27/18A61L27/58A61L2430/02C08G65/324C08G65/328C08G65/3322C08G65/33313C09J11/04C09J171/02C08K3/16C08L71/02
Inventor 郭金山卢智慧袁晓伟
Owner 浙江亚撒生物科技有限公司
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