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Preparation method of biological tissue adhesive

A biological tissue and adhesive technology, applied in chitin adhesives, hyaluronic acid adhesives, surgical adhesives, etc., can solve the problems of uncontrollable biodegradation performance and poor wet adhesion performance

Active Publication Date: 2021-10-19
JIANGSU NEWVALUE MEDICAL PROD CO LTD +1
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0005] In order to solve the problems of poor wet-state adhesive performance and uncontrollable biodegradation performance of existing biological tissue adhesives, the present invention provides a preparation method of biological tissue adhesives, in which biological macromolecular monomers undergo ring-opening aldehydes, Grafting dopamine, the dopamine grafting rate is high, and the obtained biological tissue adhesive has good adhesion performance, and the imine bond is reduced by a reducing agent to improve the stability of the tissue adhesive, and at the same time, the tissue can be bonded by adjusting the preparation process Agent degradation time is controllable

Method used

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  • Preparation method of biological tissue adhesive

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preparation example Construction

[0043] The present invention provides a kind of preparation method of tissue adhesive, and preparation method comprises:

[0044] S1: Using a polymer as a raw material, carry out an oxidation reaction with the participation of an oxidant to obtain an aldylated polymer, in which at least part of the C-C bond on the first polymerized monomer in the polymer is broken to generate the second dialdehyde structure. Dipolymerization monomer; Wherein, the structural formula of the first polymerization monomer is as follows:

[0045]

[0046] where R 2 is OH or NH 2 ;

[0047] The structural formula of the second polymerization monomer is as follows:

[0048]

[0049] Specifically, the first polymerized monomer is a polysaccharide monomer (hexose), wherein R 1 It varies according to the raw material of the polymer, specifically it can be COOH, CH 2 OH, CH 2 OCH 2 COOH, CH 2 OCHO, CH 2 OCH 3 、CH 2 NH 2 、CH 2 OSO 3 Na, CH 2 Groups such as COOH, wherein the carboxyl gr...

specific Embodiment approach

[0083] According to another specific embodiment of the present invention, the preparation method further includes: S4: reducing the graft polymer to prepare an aqueous solution, and adding a cross-linking agent to obtain a tissue adhesive hydrogel after cross-linking reaction.

[0084] Specifically, the tissue adhesive is in the state of hydrogel, and the reduced graft polymer is prepared into an aqueous solution and a cross-linking agent is added to cross-link to form a hydrogel, wherein the mass percent concentration of the reduced graft polymer is 2-25%. The graft polymer contains a catechol structure, so it can be cross-linked to form a hydrogel in the presence of a cross-linking agent sodium periodate, ferric ion, etc., and the cross-linking agent can also be a photoinitiator ; But the adhesion properties of gels formed by different types of oxidants are different.

[0085] According to another specific embodiment of the present invention, the mass percentage concentratio...

Embodiment 1

[0089] 1. Preparation of Aldylated Hyaluronic Acid

[0090] Dissolve 1.0 g of hyaluronic acid in a phosphate buffer solution (PBS buffer solution) with a pH value of 5.0, add 0.4 g of sodium periodate, react at 25°C for 5 hours in the dark, and finally add ethylene glycol, Ethylene glycol reacts with unreacted sodium periodate, thereby terminating the oxidation reaction. After the reaction, the reaction solution was loaded into a dialysis membrane (molecular weight cut-off of 8000-14000Da) and dialyzed with ultrapure water for two days, and freeze-dried to obtain a solid formylated hyaluronic acid.

[0091] Take an appropriate amount of formhylated hyaluronic acid solid sample and dissolve it in heavy water, then use nuclear magnetic 1 H-NMR scan to detect the degree of aldehyde substitution. After testing, the formylation rate was 80%.

[0092] 2. Preparation of dopamine-grafted hyaluronic acid by Schiff base reaction

[0093] Take 1.0 g of the formylated hyaluronic acid ...

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Abstract

The invention provides a preparation method of a biological tissue adhesive. The preparation method comprises the following steps: S1, with a polymer as a raw material, acquiring an aldehyde polymer under the specific oxidation of an oxidant, and allowing C-C bonds at position 2 and position 3 on at least a part of first polymeric monomers of, namely polysaccharide monomers (hexose), in the polymer to undergo breaking and ring-opening and to form an aldehyde group so as to obtain second polymeric monomers; S2, adding dopamine, and allowing at least a part of the second polymeric monomers to undergo a Schiff base reaction with the dopamine so as to generate third polymeric monomers; and S3, adding a reducing agent, and reducing imine bonds of at least a part of the third polymeric monomers into C-N bonds so as to generate fourth polymeric monomers. According to the preparation method of the biological tissue adhesive provided by the invention, a dopamine grafting rate is high, and the obtained biological tissue adhesive has good adhesion performance; since the imine bonds are reduced, the stability of the tissue adhesive is improved; and meanwhile, the degradation time of the tissue adhesive can be controlled by regulating and controlling a preparation process.

Description

technical field [0001] The invention belongs to the technical field of medical material preparation, and in particular relates to a preparation method of a biological tissue adhesive, which is used for bonding and repairing tissue in a wet environment. Background technique [0002] Biological tissue adhesives are a class of biomedical materials that can be directly applied to the human body, and can be used for biological tissue bonding, local tissue bleeding closure and repair. It can replace or assist sutures in surgical operations. Compared with conventional surgical sutures, tissue adhesives can close wounds more quickly, especially in the face of some irregular wound surfaces, and in the later stage It can also speed up wound recovery during treatment. [0003] At present, the materials of biological tissue adhesives mainly include chemical (polyurethane and cyanoacrylate, etc.), degradable synthetic macromolecules (polyvinyl alcohol and polycaprolactone, etc.), biolog...

Claims

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Application Information

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IPC IPC(8): C08B37/08C09J105/08A61L24/00A61L24/08
CPCC08B37/0072C09J105/08A61L24/0031A61L24/08A61L24/0042C08L5/08
Inventor 龚祖光周应山周鼎
Owner JIANGSU NEWVALUE MEDICAL PROD CO LTD
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