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Injectable hydrogel as well as preparation method and application thereof

A technology for injecting water and hydrogel, which is applied in pharmaceutical formulations, medical preparations with non-active ingredients, and pharmaceutical sciences. It can solve problems such as weak mechanical strength, poor adhesion, and toxicity to surrounding tissues, and achieve biocompatibility Good sex and strength-enhancing effect

Active Publication Date: 2019-12-03
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are obvious deficiencies in this method of preparing adhesive hydrogels: on the one hand, it may involve the introduction or generation of cytotoxic substances, such as the introduction of the oxidant sodium periodate, which can cause toxicity to surrounding tissues, and the oxidation process There are also by-products
On the other hand, due to the consumption of some catechol groups in the process of oxidative crosslinking, the tissue adhesion of the hydrogel is also affected, usually showing poor adhesion and weak mechanical strength, further limiting The application of catechol modified hydrogel materials in the field of biomedicine

Method used

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  • Injectable hydrogel as well as preparation method and application thereof
  • Injectable hydrogel as well as preparation method and application thereof
  • Injectable hydrogel as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] (1) Preparation of aldehyde-terminated PEO-PPO-PEO triblock polymer (A-PEO-PPO-PEO-A): specific reaction parameters are shown in Table 1 below:

[0047] Table 1 Reaction parameter table for preparing A-PEO-PPO-PEO-A with different aldehyde modification degrees

[0048]

[0049] Dissolve PEO-PPO-PEO triblock polymer PF127 (0.5000g, 0.0390mmol) in 40mL of dichloromethane, add Dess-Martin Periodinane (0.0033g, 0.0078mmol), at 40°C Under reaction 12h. After the reaction was completed, after the reaction solution was cooled to room temperature, the reaction solution was rotary evaporated to viscous by evaporation under reduced pressure, then the viscous reaction solution was dropped into stirred n-hexane, stirred at room temperature for 4 hours, centrifuged (3000r, 5min) 3 to 5 times until the supernatant is clear, take the precipitate, put it in a vacuum drying oven and dry it overnight to obtain the aldehyde-terminated PEO-PPO-PEO triblock polymer (A-PEO-PPO-PEO-A), I...

Embodiment 2

[0066] (1) Preparation of aldehyde-terminated PEO-PPO-PEO triblock polymer (A-PEO-PPO-PEO-A):

[0067]Dissolve PEO-PPO-PEO triblock polymer PF127 (0.5000g, 0.0390mmol) in 40mL of dichloromethane, add Dess-Martin Periodinane (0.0156g, 0.0390mmol), at 40°C Under reaction 24h. After the reaction was completed, after the reaction solution was cooled to room temperature, the reaction solution was rotary evaporated to viscous by evaporation under reduced pressure, then the viscous reaction solution was dropped into stirred n-hexane, stirred at room temperature for 4 hours, centrifuged (3000r, 5min) 3 to 5 times until the supernatant is clear, take the precipitate, put it in a vacuum drying oven and dry it overnight to obtain the aldehyde-terminated PEO-PPO-PEO triblock polymer (A-PEO-PPO-PEO-A), It is in the form of white powder. Among them, the degree of oxidation of terminal hydroxyl groups at both ends of PF127 to aldehyde groups is about 58%.

[0068] (2) Preparation of hydra...

Embodiment 3

[0076] (1) Preparation of aldehyde-terminated PEO-PPO-PEO triblock polymer (A-PEO-PPO-PEO-A):

[0077] Dissolve PEO-PPO-PEO triblock polymer PF127 (0.5000g, 0.0390mmol) in 40mL of dichloromethane, add Dess-Martin Periodinane (0.0400g, 0.3000mmol), at 40°C Under reaction 24h. After the reaction was completed, after the reaction solution was cooled to room temperature, the reaction solution was rotary evaporated to viscous by evaporation under reduced pressure, then the viscous reaction solution was dropped into stirred n-hexane, stirred at room temperature for 4 hours, centrifuged (3000r, 5min) 3 to 5 times until the supernatant is clear, take the precipitate, put it in a vacuum drying oven and dry it overnight to obtain the aldehyde-terminated PEO-PPO-PEO triblock polymer (A-PEO-PPO-PEO-A), It is in the form of white powder. Among them, the degree of oxidation of terminal hydroxyl groups at both ends of PF127 to aldehyde groups is about 100%.

[0078] (2) Preparation of hyd...

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Abstract

The invention discloses injectable hydrogel as well as a preparation method and application thereof. The hydrogel comprises a hyaluronic acid derivative HA-ADH modified by hydrazide groups, an aldehyde bi-functionalized hyaluronic acid derivative A-HA-Dop modified by catechol in a side chain as well as an aldehyde group terminated polyoxyethylene-polypropylene oxide-polyoxyethylene triblock copolymer A-PEO-PPO-PEO-A. On one hand, the aldehyde group terminated A-PEO-PPO-PEO-A can be self-assembled into micelle, and a first network of hydrogel can be constructed by use of the characteristic of thermosensitive sol-gel conversion; and on the other hand, aldehyde groups on the surface of the A-PEO-PPO-PEO-A micelle and aldehyde groups on the A-HA-Dop can form acylhydrazone bonds with hydrazidegroups on the HA-ADH in a physiological environment to construct second and third crosslinked networks of hydrogel. By physical acting force and reversible dynamic covalent bond acting force, the injectable multi-network crosslinked hydrogel (HA-Dop / PF) which has dual response to pH and temperature and is rapid in self-healing, high in stability, high in adhesion and easy to extend and compress isobtained, and the hydrogel can be applied to biomedicine fields of tissue repair materials and drug controlled release.

Description

technical field [0001] The invention belongs to the field of biomedical materials, and in particular relates to an injectable hydrogel and its preparation method and application. Background technique [0002] Hydrogel is a three-dimensional material that can swell, usually a three-dimensional network structure composed of hydrophilic natural or synthetic polymers, rich in water molecules scattered in the network, soft in nature, able to maintain a certain shape. The hydrogel itself contains a certain amount of water, and at the same time, due to the presence of hydrophilic residues, it can further absorb water until it is saturated with water. The biological properties of hydrogel are close to those of loose connective tissue, and it has good biocompatibility. It can be used as tissue repair materials and drug controlled release materials such as wound dressings, postoperative anti-adhesion materials, cell culture scaffolds, and protein delivery materials. Applied in the f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61L27/26A61L27/52A61L27/50A61K9/06A61K47/36A61K47/10C08J3/075C08L71/02C08L5/08
CPCA61L27/26A61L27/52A61L27/50A61K9/06A61K9/0024A61K47/36A61K47/10C08J3/075A61L2400/06C08J2405/08C08J2371/02C08J2305/08C08J2471/02C08L5/08C08L71/02
Inventor 彭万佳杨波姜于航宋吉亮李明何一燕顾忠伟
Owner NANJING UNIV OF TECH
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