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Degradable and nontoxic medical polyurethane material and preparation method thereof

A technology of polyurethane material and lysine methyl ester, applied in the field of biomedical materials, can solve problems such as difficult degradation or toxic degradation products, and achieve the effects of improving mechanical properties and degradation properties, low price and good biocompatibility

Inactive Publication Date: 2010-02-24
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The purpose of the present invention is to provide a degradable non-toxic medical polyurethane material and its preparation method in order to solve the problem that existing medical polyurethane materials are difficult to degrade or the degradation products are toxic

Method used

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  • Degradable and nontoxic medical polyurethane material and preparation method thereof
  • Degradable and nontoxic medical polyurethane material and preparation method thereof
  • Degradable and nontoxic medical polyurethane material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The preparation of polyurethane (PU-Lys1) is fed according to the molar ratio of PCL:Lysine-E:LDI-E=0.9:0.1:1.1.

[0036] First 20.00 grams of poly(ε-caprolactone) diols with a number average molecular weight of 2000 and 2.76 grams of LDI-E were added to a three-necked flask, and 10 milliliters of DMF and 0.1% of the catalyst stannous octoate were added, at 80°C under nitrogen protection React for 3 hours. Then add 0.28 g of L-lysine ethyl ester dihydrochloride, add 0.34 g of triethylamine after mixing for 15 minutes, react at 80° C. for 3 hours, then drop the temperature to 60° C. and continue the reaction for 66 hours. After the reaction is completed, the N, N-dimethylformamide solution of polyurethane is poured into distilled water. Precipitation occurs, and then filtered. After filtering, the filter cake is washed with deionized water to remove triethylamine hydrochloride, and then filtered. The cake was vacuum-dried at 80°C for 24 hours to obtain polyurethane. Po...

Embodiment 2

[0043] The preparation of polyurethane (PU-Lys2) is fed according to the molar ratio of PCL:Lysine-E:LDI-E=0.7:0.3:1.1.

[0044] First 20.00 grams of poly(ε-caprolactone) diols with a number average molecular weight of 2000 and 3.55 grams of LDI-E were added to a three-necked flask, and 10 milliliters of DMF and 0.1% of the catalyst stannous octoate were added, at 80°C under nitrogen protection React for 3 hours. Then add 1.06 g of L-lysine ethyl ester dihydrochloride, add 1.30 g of triethylamine after mixing for 15 minutes, react at 80° C. for 3 hours, then drop the temperature to 60° C. and continue the reaction for 66 hours. After the reaction is completed, the N, N-dimethylformamide solution of polyurethane is poured into distilled water. Precipitation occurs, and then filtered. After filtering, the filter cake is washed with deionized water to remove triethylamine hydrochloride, and then filtered. The cake was vacuum-dried at 80°C for 24 hours to obtain polyurethane. Po...

Embodiment 3

[0051] The preparation of polyurethane (PU-Lys3) is fed according to the molar ratio of PCL:Lysine-E:LDI-E=0.5:0.5:1.1.

[0052] First 20 grams of poly(ε-caprolactone) glycols and 4.97 grams of LDI-E with a number-average molecular weight of 2000 were added to a three-necked flask, and 10 milliliters of DMF and 0.1% catalyst stannous octoate were added, at 80°C under nitrogen protection React for 3 hours. Then add 2.47 grams of L-lysine ethyl ester dihydrochloride, add 3.03 grams of triethylamine after mixing for 15 minutes, react at 80° C. for 3 hours, then drop the temperature to 60° C. and continue the reaction for 66 hours. After the reaction is completed, the N, N-dimethylformamide solution of polyurethane is poured into petroleum ether. Precipitation occurs, and then filtered. After filtering, the filter cake is washed with deionized water to remove triethylamine hydrochloride, and then filtered. The filter cake was vacuum-dried at 80°C for 24 hours to obtain polyuretha...

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Abstract

The invention relates to a degradable and nontoxic medical polyurethane material and a preparation method thereof, belonging to the technial field of biomedical high polymer materials. Raw materials thereof adopt poly (epsilon-caprolactone) dibastic alcohol (PCL) as a soft segment and L-lysine ethyl ester diisocyanate (LDI-E) or L-lysine methyl ester diisocyanate (LDI-M) and chain extender L-lysine ethyl ester (Lysine-E) or L-lysine methyl ester (Lysine-M) as a hard segment, wherein the number-average molecular weight of the poly (epsilon-caprolactone) dibastic alcohol ranges from 500 to 5000.The polyurethane of the invention is degradable, and degradation products thereof are harmless to human bodies; as a great amount of carbamido is contained in the polyurethane, the mechanical property and the degradation property of the polyurethane are improved; and the degradation products are completely nontoxic, the degradation product of lysine can neutralize 6- hydroxyl hexanoic acid generated by soft segment degradation, the pH value of adjacent tissues can not be changed, and therefore the polyurethane prepared by the invention has favorable biocompatibility.

Description

technical field [0001] A degradable non-toxic medical polyurethane material and a preparation method thereof of the present invention belong to the technical field of biomedical materials. Background technique [0002] Polyurethane (PU) is a kind of polymer material containing carbamate functional group (-NHCOO-) synthesized by the prepolymerization reaction of polyether or polyester diol with diisocyanate, and then reacted with chain extender. Polyether or polyester acts as a soft segment, which constitutes the continuous phase of the material and imparts elasticity to the polyurethane. The chain segment formed by the reaction of diisocyanate and chain extender is a hard segment. The presence of carbamate functional groups in the hard segment causes a large number of hydrogen bonds between molecular chains, so the interaction force is strong, resulting in the hard segment often existing in a microcrystalline state. ; The crystalline domains composed of hard segments act as...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/78C08G18/66C08G18/42C08G18/32C08G18/10C08J5/18
Inventor 冯增国韩健叶霖张爱英
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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