Isocyanate-crosslinked polyethylene glycol-polyglycerol sebacate bioelastomer and its preparation method and application

A technology of polyglycerol sebacate and polyethylene glycol, which is applied in pharmaceutical formulations, medical preparations of non-active ingredients, etc., can solve the complex cross-linking conditions of polyglycerol sebacate, poor hydrophilicity, and soft tissue use. Limited performance, etc.

Active Publication Date: 2022-06-28
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 polyglyceryl 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 bioelastomer and its preparation method and application
  • Isocyanate-crosslinked polyethylene glycol-polyglycerol sebacate bioelastomer and its preparation method and application
  • Isocyanate-crosslinked polyethylene glycol-polyglycerol sebacate bioelastomer and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

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

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

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

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

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

Embodiment 2

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

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

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

[0111] (iii) 7.36 g of glycerol and 14.14 g of sebacic acid were added to the product of step (b), and the reaction was continued for 48 hours at 130° C. under vacuum conditions. In this reaction, the molar content of PEG relative to glycerol was 20%, and the molar ratio of hydroxyl group to carboxyl group in the total reaction was 1.

[0112] The prepolymerized product was purified by repeated ethanol dissolution-water precipitation operation to remove unreacted monomers and small molecules to obtain a purified PEGS20 prepolymer. Th...

Embodiment 3

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

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

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

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

[0118] The prepolymerized product was purified by repeated ethanol dissolution-water precipitation operation to remove unreacted monomers and small molecules to obtain a purified PEGS80 prepolymer. ...

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Abstract

The invention discloses an isocyanate-crosslinked polyethylene glycol-polyglyceryl sebacate bioelastomer, a preparation method and application thereof. The bioelastomer structure of the present invention is shown in formula I, wherein n is an integer of 10-80; m is an integer of 2-14. The bioelastomer of the present invention, whose mechanical strength, hydrophilicity and hydrophobicity, degradation behavior, cell behavior and biocompatibility can be regulated and optimized through the content of isocyanate and polyethylene glycol, is a soft tissue repair with great clinical application prospects Material.

Description

technical field [0001] The invention relates to an isocyanate-crosslinked polyethylene glycol-polyglycerol sebacate biological elastomer 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, similar viscoelasticity to surrounding tissues, and mechanical properties. Since the 1950s, polyurethane-based bio-elastomers 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 bio-elastomer materials in addition to silicone elastomers. However, some problems are exposed during long-term use, the most important of which is poor biocompatibility. [0003] Polyglycerol sebacate (PGS) is a polymer with good mechanical strength, biocompatibility...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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