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Isocyanate crosslinked polyethylene glycol-polyglycerol sebacate bio-elastomer as well as preparation method and application thereof

A technology of polyglyceryl sebacate and polyethylene glycol, which is applied in the direction of pharmaceutical formulations, medical preparations of non-active ingredients, etc., and can solve the problems of poor hydrophilicity, complex cross-linking conditions of polyglyceryl sebacate, and soft tissue use Limited performance and other issues, to achieve the effect of promoting regeneration

Active Publication Date: 2019-08-02
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the complex cross-linking conditions of polyglycerol sebacate and its poor hydrophilicity after molding, its use in soft tissues is limited, and it cannot be used to load biologically active factors such as proteins or drugs.

Method used

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  • Isocyanate crosslinked polyethylene glycol-polyglycerol sebacate bio-elastomer as well as preparation method and application thereof
  • Isocyanate crosslinked polyethylene glycol-polyglycerol sebacate bio-elastomer as well as preparation method and application thereof
  • Isocyanate crosslinked polyethylene glycol-polyglycerol sebacate bio-elastomer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0102] This embodiment relates to the synthesis and purification of PEGSO

[0103] PEGSO prepolymers are synthesized by a two-step method:

[0104] (a) Under an argon atmosphere, sebacic acid and glycerin with a molar ratio of 1:1 were reacted at 130° C. for 24 hours;

[0105](b) The product of step a) was continued to react for 6 hours at 150°C under vacuum conditions to obtain a PEGSO prepolymer.

[0106] The prepolymerized product is purified through repeated ethanol dissolution-water sedimentation operations to remove unreacted monomers and small molecules to obtain purified PEGSO prepolymer (polyglyceryl sebacate). The number average molecular weight was 6023 Da, and the dispersibility coefficient was 3.21.

Embodiment 2

[0108] This embodiment relates to the synthesis and purification of PEGS20 (20% polyethylene glycol-polyglyceryl sebacate)

[0109] (i) under an argon atmosphere, 14.14g of sebacic acid and 20.00g of PEG (the number average molecular weight is 1000g / mol) were reacted at 130°C for 2 hours;

[0110] (ii) continue to react the product of step (a) for 24 hours at 130° C. under vacuum conditions to obtain a linear prepolymer of sebacic acid and PEG;

[0111] (iii) Add 7.36 g of glycerin and 14.14 g of sebacic acid to the product of step (b), and continue to react at 130° C. under vacuum for 48 hours. The molar content of PEG relative to glycerol in this reaction was 20%, and the total reacted hydroxyl to carboxyl molar ratio was 1.

[0112] The prepolymerization product is purified through repeated ethanol dissolution-water precipitation operations to remove unreacted monomers and small molecules to obtain a purified PEGS20 prepolymer. The actual PEG content was 19%, the number a...

Embodiment 3

[0114] This embodiment relates to the synthesis and purification of PEGS80 (80% polyethylene glycol-polyglyceryl sebacate)

[0115] (a) under an argon atmosphere, 16.18g of sebacic acid and 80.00g of PEG (the number average molecular weight is 1000g / mol) were reacted at 130°C for 2 hours;

[0116] (b) continue to react the product of step (a) for 24 hours at 130° C. under vacuum conditions to obtain a linear prepolymer of sebacic acid and PEG;

[0117] (c) Add 1.8414 g of glycerin and 6.0675 g of sebacic acid to the product of step (b), and continue to react at 130° C. under vacuum for 48 hours. The molar content of PEG relative to glycerol in this reaction was 80%, and the molar ratio of hydroxyl and carboxyl groups in the total reaction was 1:1.

[0118] The prepolymerized product is purified through repeated ethanol dissolution-water sedimentation operations to remove unreacted monomers and small molecules to obtain a purified PEGS80 prepolymer. The actual PEG content is ...

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Abstract

The invention discloses an isocyanate crosslinked polyethylene glycol-polyglycerol sebacate bio-elastomer as well as a preparation method and an application thereof. The structure of the bio-elastomeris shown in formula I, wherein n is an integer of 10-80; m is an integer of 2-14. The bio-elastomer has the advantages that mechanical strength, hydrophilicity and hydrophobicity, degradation behavior, cell behavior and biocompatibility can be regulated and optimized through the content of isocyanate and polyethylene glycol, and is a soft tissue repair material with great clinical application prospect.

Description

technical field [0001] The invention relates to an isocyanate-crosslinked polyethylene glycol-polyglyceryl sebacate bioelastomer and a preparation method and application thereof. Background technique [0002] With the advancement of tissue engineering technology, people have higher and higher requirements for repair materials. Bioelastomer materials have attracted great attention in biomedicine due to their excellent flexibility, viscoelasticity, and mechanical properties similar to those of surrounding tissues. Since the 1950s, polyurethane-based bioelastomers have been used in the medical and health fields, such as medical catheters, film products, etc., and are currently the most widely used and researched bioelastomer materials except silicone elastomers. However, some problems have been exposed during long-term use, the most important of which is poor biocompatibility. [0003] Polyglyceryl sebacate (PGS) is a polymer with good mechanical strength, biocompatibility an...

Claims

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Application Information

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IPC IPC(8): C08G18/42C08G63/12C08G63/668
CPCC08G18/4236C08G18/4252C08G63/12C08G63/668A61K47/34
Inventor 刘昌胜袁媛马一帆王子豪
Owner EAST CHINA UNIV OF SCI & TECH
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