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Temperature response type polymeric biomedical adhesive and synthesis method thereof

A biomedical, temperature-responsive technology, applied in the field of polymer materials and biomedical materials, can solve the problems of slow curing, body fluid leakage, insufficient strength, etc.

Inactive Publication Date: 2017-01-04
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these hydrogel adhesives still have many deficiencies such as slow curing, insufficient strength, or easy leakage of body fluids, which still need further improvement

Method used

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  • Temperature response type polymeric biomedical adhesive and synthesis method thereof
  • Temperature response type polymeric biomedical adhesive and synthesis method thereof
  • Temperature response type polymeric biomedical adhesive and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1: HP (DOPA-Glu-EG 2 ) preparation

[0035] Glu-EG 2 Preparation: Add 2.5 g (16.99 mmol) of glutamic acid and 15 mL (129.21 mmol) of diethylene glycol mono Methyl ether, 2 mL of concentrated sulfuric acid was added to a constant pressure dropping funnel, and slowly added to a three-necked flask under nitrogen protection at 0 °C and reacted for 12 h under ice bath to obtain a crude product. Pour the crude product into a mixture of 50 mL of triethylamine and 50 mL of ethanol to obtain a white precipitate, centrifuge, dissolve the white precipitate in 10 mL of methanol, then pour the solution into the white precipitate in 100 mL of ether, and centrifuge to obtain The white precipitated product was vacuum-dried to obtain a white solid that was L-glutamic acid-β-diethylene glycol monomethyl ether ester (Glu-EG 2 ), the yield was 55%.

[0036] Preparation of Glu-EG2-NCA: Add 1 g (4.02 mmol) Glu-EG to a 100 mL three-necked flask equipped with a magnetic stir...

Embodiment 2

[0040] Embodiment 2: HP (Arg-DOPA-Glu-EG 2 )preparation

[0041] Glu-EG 2 The preparation: with embodiment 1;

[0042] Glu-EG 2 -Preparation of NCA: with embodiment 1;

[0043] Preparation of DOPA-NCA: same as Example 1;

[0044] HP (DOPA-Glu-EG 2 ) preparation: with embodiment 1;

[0045] Preparation of Arg-NCA: Add 6.6 g (21.43 mmol) of benzyloxycarbonyl arginine and 30 mL of solvent tetrahydrofuran into a 100 mL three-necked flask equipped with a magnetic stirrer, thermometer, constant pressure dropping funnel and nitrogen protection device. Add 5 mL of tetrahydrofuran solution containing 1 mL of phosphorus tribromide (10.64 mmol) into the constant pressure dropping funnel. Under nitrogen protection, it was added dropwise into a three-necked flask under ice-cooling, and then reacted at room temperature for 16 hours. After the reaction, the reaction solution was separated into layers, and the tetrahydrofuran solution in the upper layer was poured out, and t...

Embodiment 3

[0048] Embodiment 3: HP (Cys-Arg-DOPA-Glu-EG 2 ) preparation

[0049] Glu-EG 2 The preparation: with embodiment 1;

[0050] Glu-EG 2 -Preparation of NCA: with embodiment 1;

[0051] Preparation of DOPA-NCA: same as Example 1;

[0052] HP (DOPA-Glu-EG 2 ) preparation: with embodiment 1;

[0053] Preparation of Arg-NCA: same as Example 2;

[0054] HP(Arg-DOPA-Glu-EG 2 ) preparation: with embodiment 2;

[0055] Preparation of Cys-NCA: Add 1 g (8.25 mmol) cysteine ​​and 30 mL of anhydrous-treated tetrahydrofuran into a 100 mL three-necked flask equipped with a magnetic stirrer, a thermometer, a constant pressure dropping funnel and a nitrogen protection device, Add 10 mL of tetrahydrofuran solution with 1.47 g (4.96 mmol) of triphosgene dissolved in the constant pressure dropping funnel. Raise the temperature to about 50 °C, and slowly add the triphosgene solution in the constant pressure dropping funnel into the three-necked flask under magnetic stirring. ...

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Abstract

The invention provides a temperature response type polymeric biomedical adhesive and a preparation method thereof and belongs to the technical field of adhesive application materials. According to the invention, by taking a polyhydroxy or poly-amino hyperbranched polymer as an initiator, tetrahydrofuran as a solvent, and amino acids with N-carbonyl anhydride at the tail end as functional monomers, under the protection of nitrogen, polymerization reaction is performed for 48-72 hours at room temperature, and after reaction is ended, a crude product is precipitated by using a mixed solution of triethylamine-ethyl alcohol, so as to obtain the polymeric biomedical adhesive which has the bonding strength of 90-130Kpa at 37+ / -0.5 DEG C. In addition, by taking amino acids which are needed for the human body as raw materials, the polymeric biomedical adhesive has good biocompatibility and no side effects, and can be degraded and metabolized in tissues.

Description

technical field [0001] The invention relates to a medical adhesive, in particular to a temperature-responsive polymer biomedical adhesive and a synthesis method thereof, belonging to the fields of polymer materials and biomedical materials. Background technique [0002] Medical adhesives are a new class of biomedical materials. Various incision adhesives have been used clinically to replace sutures. The advantages are convenience, quickness, no need to remove stitches, and small scars after wound healing. There are many types of medical adhesives, which can be divided into soft tissue adhesives, dental adhesives, bone cement and skin adhesives according to their uses. Adhesives for soft tissue that have been clinically used include α-cyanoacrylate, fibrin, and polyurethane adhesives. However, these adhesives also have some insurmountable shortcomings, such as α-cyanoacrylate, although the bonding time is short and the curing is fast, but the adhesive layer is brittle, low i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61L24/04A61L24/00A61K6/087A61K6/00C08G69/08A61K6/891
CPCA61L24/001A61L24/0042A61L24/046A61K6/30A61K6/891C08G69/08C08L77/02
Inventor 路德待沈智强罗晨马丽朱文博窦发娟王洪森
Owner NORTHWEST NORMAL UNIVERSITY
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