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A kind of carboxylated peg derivative, hydrogel based on the peg derivative, and their preparation method and application

A derivative and carboxylation technology, applied in prosthetics, medical science, etc., can solve problems such as inability to use bone repair, achieve the effect of promoting the bone repair process and reducing the risk of infection

Active Publication Date: 2021-11-16
南京邦鼎生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these hydrogels can only be used as tissue adhesives, sealants, drug delivery carriers, wound coverings, hemostatic coatings, anti-tissue adhesion agents, etc., and cannot be used for bone repair after injury.

Method used

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  • A kind of carboxylated peg derivative, hydrogel based on the peg derivative, and their preparation method and application
  • A kind of carboxylated peg derivative, hydrogel based on the peg derivative, and their preparation method and application
  • A kind of carboxylated peg derivative, hydrogel based on the peg derivative, and their preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0083] Embodiment 1: Preparation of four-arm polyethylene glycol / polylysine hydrogel

[0084] (1) Preparation of polyethylene glycol-polysuccinimide malate (PEG-1)

[0085] 23.8gα, β-polymalic acid (Mn=1050), 19.35g four-arm polyethylene glycol (Mn=7450), 5.0gEDC and 2.85g4-dimethylaminopyridine (DMAP) were added in anhydrous DMF, and then React at room temperature for 24 hrs. Then 2.6g of N-hydroxysuccinimide and 4.4g of EDC were added to continue the reaction for 20hr. Then precipitate in excess ethyl acetate, acetone and n-hexane mixed solvent, and dry to obtain PEG-1. Its structure shows the attached figure 1 .

[0086] (2) Preparation of four-arm polyethylene glycol / polylysine hydrogel

[0087] Make polylysine (molecular weight about 4400) with deionized water to a concentration of 5w / v%, take 2ml, and dissolve 0.2g of PEG-1 with 2ml of deionized water, mix and stir evenly, and solidify after about 2 minutes. gel, see attached image 3 right.

[0088] (3) Hydrogel...

Embodiment 2

[0092] Example 2: Preparation of four-arm polyethylene glycol / polylysine / hydroxyapatite hydrogel

[0093] (1) Preparation of polyethylene glycol-polysuccinimide malate (PEG-1)

[0094] 23.8gα, β-polymalic acid (Mn=1050), 19.35g four-arm polyethylene glycol (Mn=7450), 5.0gEDC and 2.85g4-dimethylaminopyridine (DMAP) were added in anhydrous DMF, and then React at room temperature for 24 hrs. Then 2.6g of N-hydroxysuccinimide and 4.4g of EDC were added to continue the reaction for 20hr. Then precipitate in excess ethyl acetate, acetone and n-hexane mixed solvent, and dry to obtain PEG-1.

[0095] (2) Preparation of four-arm polyethylene glycol / polylysine / hydroxyapatite hydrogel

[0096] Make polylysine (molecular weight about 4400) into 5w / v% concentration with deionized water, take 2ml, dissolve 0.2g of PEG-1 with 2ml of deionized water and 0.05g of hydroxyapatite, and stir the above materials Uniform, solidified into a gel after about 1 minute and 20 seconds, its chemical st...

Embodiment 3

[0102] Embodiment 3: four-arm polyethylene glycol / polylysine / Ca 2+ / Fe 2+ / Mg 2+ Preparation of hydrogel

[0103] (1) Preparation of polyethylene glycol-polysuccinimide malate (PEG-1)

[0104] 28.8g α, β-polymalic acid (Mn=1600), 19.35g four-armed polyethylene glycol (Mn=7450), 5.0g EDC and 2.85g 4-dimethylaminopyridine (DMAP) were added to anhydrous DMF, Then react at room temperature for 24 hr. Then, 2.6 g of N-hydroxysuccinimide and 4.4 g of EDC were added to continue the reaction for 20 hr. Then precipitate in excess ethyl acetate, acetone and n-hexane mixed solvent, and dry to obtain PEG-1.

[0105] (2) Preparation of four-arm polyethylene glycol / polylysine / hydroxyapatite hydrogel

[0106] Make polylysine (molecular weight about 4400) into 2.5w / v% concentration with deionized water, take 2ml, add 0.2g of PEG-1, 0.011g of calcium hydroxide, 0.016g of hydroxyapatite, stir evenly, It solidified into a gel after about 1 minute and 30 seconds.

[0107] Alternatively, w...

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Abstract

The present invention provides a carboxylated PEG derivative, which is an ester obtained by condensation of the terminal hydroxyl group of a linear or branched polyethylene glycol derivative and the carboxyl group of a polycarboxylic acid polymer, and its structure is shown in formula (I) : Wherein, X is a polycarboxylic acid polymer structure with a side carboxyl group, and R is the core structure of the linear or branched polyethylene glycol derivative; n is 1-750; the value of m is the same as the branch of the R Corresponding to the number of arms, it is an integer of 1-20. The present invention also provides a PEG derivative active ester, which is the ester obtained after the carboxyl group of the carboxylated PEG derivative is activated by N-hydroxysuccinimide (NHS), and its structure is shown in the following formula (II); Y ‑COOSu is a polycarboxylate polymer structure in which the carboxyl group is activated by NHS. The invention also provides a metal element-containing hydrogel composition prepared based on the PEG derivative active ester, a preparation method thereof, and an application in bone repair. The hydrogel composition of the present invention can flexibly load or introduce various metal elements such as calcium, magnesium, or iron, and inorganic salts, breaking through the application of hydrogel soft materials in the field of bone repair.

Description

technical field [0001] The invention relates to the field of biomedical materials, in particular to a carboxylated PEG derivative, a hydrogel based on the PEG derivative, and their preparation method and application. Background technique [0002] Hydrogel is a natural or synthetic polymer material with water as the dispersion medium and a spatial network structure. In recent years, hydrogels have been widely used in biomedical fields, such as hemostatic agents, adhesives, tissue engineering scaffolds, drug delivery vehicles, dressings, etc. [0003] PEG is a kind of hydrophilic polymer with excellent biocompatibility, which is non-immunogenic and prevents protein adsorption. The structure can be linear or branched, and the terminal hydroxyl groups can be conveniently modified into aldehyde groups, sulfhydryl groups, carboxyl groups, amino groups, etc., showing high flexibility in hydrogel construction. Existing conventional carboxylated PEG derivatives are activated by N-h...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/332C08G65/333C08J3/075C08L71/02C08L77/04C08L5/08C08K3/32A61L27/02A61L27/18A61L27/52A61L27/58A61L27/20
Inventor 万玉青
Owner 南京邦鼎生物科技有限公司