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Biodegradable unsaturated polyurethane material and preparation method thereof

A polyurethane material and unsaturated technology, applied in the field of biomedical materials, can solve the problems of difficult and effective modification of medical degradable polyurethane materials, and achieve the effects of excellent biodegradability, efficient reaction sites, and excellent biocompatibility

Active Publication Date: 2015-03-04
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to solve the problem that the existing medical degradable polyurethane materials are difficult to effectively modify, and to provide a biodegradable unsaturated polyurethane material that can be easily functionalized and its preparation method

Method used

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  • Biodegradable unsaturated polyurethane material and preparation method thereof
  • Biodegradable unsaturated polyurethane material and preparation method thereof
  • Biodegradable unsaturated polyurethane material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Biodegradable unsaturated polyurethane material (PPFU / HDI 1.6+Lys-OMe), including a soft segment and a hard segment, the soft segment is unsaturated polyester polyol polytrimethylene fumarate PPF, the hard segment It is an aliphatic isocyanate HDI and a small molecule diamine chain extender Lys-OMe.

[0025] has the following structure.

[0026]

[0027] PPF with a number-average molecular weight of 1000 was formulated into a polytrimethylene fumarate solution with a mass fraction of 30%. According to the ISO 2554-1974 method, the molar number of hydroxyl groups in the solution was determined to be 14.68 mmol.

[0028] Take the above-mentioned PPF toluene solution and put it into a dry three-necked flask, reduce the pressure at 110°C for 1 hour, and remove the solvent toluene and residual water. Add solvent anhydrous dioxane 30mL to re-dissolve, add 1.9752g hexamethylene diisocyanate (HDI), 0.03mmol catalyst dibutyltin dilaurate, react at 70°C for 3h under nitrogen ...

Embodiment 2

[0032] Biodegradable unsaturated polyurethane material (PPFU / HMDI 1.6+Lys-OMe), including soft segment and hard segment, the soft segment is unsaturated polyester polyol polytrimethylene fumarate PPF, the hard segment It is aliphatic isocyanate HMDI and small molecule diamine chain extender Lys-OMe.

[0033]

[0034] Its preparation includes the following steps:

[0035] PPF with a number average molecular weight of 1000 was formulated into a polytrimethylene fumarate solution with a mass fraction of 30%. According to the ISO 2554-1974 method, the molar number of hydroxyl groups in the solution was determined to be 14.68 mmol.

[0036] Take the above-mentioned PPF toluene solution and put it into a dry three-necked flask, distill under reduced pressure at 110°C for 1 hour, and remove the solvent toluene and residual water. Add solvent anhydrous dioxane 30mL to redissolve, add 3.0810g 4,4'-dicyclohexylmethane diisocyanate (HMDI), 0.03mmol catalyst dibutyltin dilaurate, reac...

Embodiment 3

[0039] Biodegradable unsaturated polyurethane material (PPFU / LDI 1.6+Lys-OMe), including a soft segment and a hard segment, the soft segment is unsaturated polyester polyol polytrimethylene fumarate PPF, the hard segment It is an aliphatic isocyanate LDI and a small molecule diamine chain extender Lys-OMe.

[0040] has the following structure.

[0041]

[0042] Its preparation includes the following steps:

[0043] PPF with a number-average molecular weight of 1000 was formulated into a polytrimethylene fumarate solution with a mass fraction of 30%. According to the ISO 2554-1974 method, the molar number of hydroxyl groups in the solution was determined to be 14.68 mmol.

[0044] Take the above-mentioned PPF toluene solution and put it into a dry three-necked flask, distill under reduced pressure at 110°C for 1 hour, and remove the solvent toluene and residual water. Add solvent anhydrous dioxane 30mL to redissolve, add 2.6568g L-lysine diisocyanate (LDI), 0.03mmol cataly...

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Abstract

The invention discloses a biodegradable unsaturated polyurethane material comprising a soft segment and a hard segment, wherein the soft segment comprises unsaturated polyester polyol polypropylene fumarate, and the hard segment comprises saturated aliphatic isocyanate and a small molecule glycol chain extender or a small molecule diamine chain extender. The material is prepared by taking polypropylene fumarate as large molecule dihydric alcohol, saturated aliphatic isocyanate as a raw material and small molecule glycol or small molecule diamine as a chain extender, and adopting a two-step chain extension method. The polyurethane elastomer namely the biodegradable unsaturated polyurethane material prepared by the preparation method disclosed by the invention has biodegradability, the material and a degradation product are harmless to human bodies, and the material has good biocompatibility. A polyurethane main chain structure comprises a lot of unsaturated electron-deficient double bonds to facilitate further modification of the material, and the material has a good application prospect.

Description

technical field [0001] The invention relates to a biodegradable unsaturated polyurethane material and a preparation method thereof, belonging to the technical field of biomedical materials. Background technique [0002] Biodegradable materials have important applications in agriculture, environmental protection, food and medical fields due to their degradable, safe and non-toxic properties. Especially in the field of biomedicine, materials that are degradable in the body and have no toxic side effects after being implanted in the body do not require secondary surgery to remove them, so they are widely used in drug delivery, tissue engineering and regenerative medicine, and gene therapy. Biodegradable materials can be specifically divided into natural source materials and artificial synthetic materials. Natural degradable materials mainly include dextran sulfate, chitosan, heparin, and protein, etc., which generally have excellent biocompatibility, but long-term implantation...

Claims

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Application Information

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IPC IPC(8): C08G18/68C08G18/10
CPCC08G18/10C08G18/68C08G18/73C08G18/758C08G2230/00C08G18/3206C08G18/3228
Inventor 高长有胡彬
Owner ZHEJIANG UNIV
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