Capped modified polyethylene glycol cross-linking agent with ultraviolet light response function and its preparation method, and hydrogel dressing containing the cross-linking agent and its preparation method

A polyethylene glycol, ultraviolet light technology, applied in bandages, medical science and other directions, can solve the problems of wound pain, secondary trauma, etc., and achieve the effect of preventing secondary trauma, easy to remove, and good fit

Active Publication Date: 2019-07-02
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The present invention aims to solve the technical problem that the existing hydrogel dressing will cause wound pain and secondary trauma when the wound is re-treated and removed, and provides a blocked modified polyethylene glycol cross-linking agent with ultraviolet light response function and Preparation method and hydrogel dressing containing the cross-linking agent and preparation method, the hydrogel dressing containing the cross-linking agent is a chitosan hydrogel dressing that can be degraded by ultraviolet light irradiation to facilitate removal

Method used

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  • Capped modified polyethylene glycol cross-linking agent with ultraviolet light response function and its preparation method, and hydrogel dressing containing the cross-linking agent and its preparation method
  • Capped modified polyethylene glycol cross-linking agent with ultraviolet light response function and its preparation method, and hydrogel dressing containing the cross-linking agent and its preparation method
  • Capped modified polyethylene glycol cross-linking agent with ultraviolet light response function and its preparation method, and hydrogel dressing containing the cross-linking agent and its preparation method

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preparation example Construction

[0054] The present invention also provides a preparation method of a capped modified polyethylene glycol crosslinking agent with ultraviolet light response function, comprising the following steps:

[0055] Firstly, photoresponsive small molecules were synthesized according to the synthetic route 1;

[0056] (1) Dissolve m-hydroxyacetophenone, m-hydroxypropiophenone or m-hydroxybenzaldehyde, and triethylamine in ethyl acetate, and drop into the ethyl acetate solution of oxalyl chloride under the condition of inert gas protection and ice-water bath Intermediate 1 is obtained;

[0057] (2) Intermediate 1 is added to a mixture of low-temperature cooled concentrated sulfuric acid and concentrated nitric acid, stirred and reacted, and after the reaction is completed, it is added into water and stirred and filtered to obtain Intermediate 2;

[0058] (3) Add intermediate 2, methyl 4-bromobutyrate and potassium carbonate into N,N-dimethylformamide, heat and stir, pour into ice water ...

Embodiment 1

[0074] A) The preparation method of photoresponsive small molecule 4-(1-hydroxyethyl)-4-nitrophenoxy) butanoic acid is as follows figure 1 As shown, the specific synthesis steps are as follows:

[0075] (1) Dissolve m-hydroxyacetophenone (5g, 36.8mmol) and triethylamine (11mL, 74mmol) in 40mL ethyl acetate, and drop into oxalyl chloride (2.3mL, 25.7 mmol) in ethyl acetate (12.3 mL), stirred for 12 h, filtered, rinsed with water and ethyl acetate, dried to obtain Intermediate 1.

[0076] (2) Intermediate 1 (2g, 6.12mmol) was slowly added to a mixture of low-temperature cooled concentrated sulfuric acid (17mL) and concentrated nitric acid (7mL), stirred for 30min, then added with 100mL of ice water and stirred for 30min, filtered and washed with water to obtain intermediate Body 2.

[0077] (3) Intermediate 2 (1g, 5.5mmol) and methyl 4-bromobutyrate (1.1g, 6.05mmol) and potassium carbonate (1.52g, 11mmol) were added to 10mL of N,N-dimethylformamide, Heat and stir for 12 hours...

Embodiment 2

[0086] Synthesis of UV photodegradable hydrogel dressing:

[0087] Take 40mg of o-hydroxyethyl chitosan and 20mg of end-capped modified polyethylene glycol cross-linking agent with ultraviolet light response function and dissolve them in 1mL of water respectively. After completely dissolving, mix and vibrate to form a gel prepolymer. Into a 37°C water bath to form a gel.

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Abstract

The invention belongs to the technical field of biomedical dressings and relates to an end-capped modified polyethylene glycol cross-linking agent having an ultraviolet light response function, a preparation method and a hydrogel dressing containing the cross-linking agent and a preparation method thereof. The technical problem is solved that wound pain and secondary wounds care caused by when anexisting hydrogel dressing is removed for secondary wound treatment. The modified polyethylene glycol cross-linking agent having the ultraviolet light response function is formed by adopting an injectable in-site gel forming mode, and the gel forming mode has very good adaptability to wound shapes and meanwhile has better fitting property compared with a blocky dressing to be gelled without auxiliary fixing materials. When wounds need to be further treated, regional selective irradiation can be performed through 10 mw / cm<2> ultraviolet light of 365 nm, gel softening and degradation are achieved. Compared with other dressings, the function can prevent wound pain during gel removal and prevent newly growing tissues from being physically harmed to cause secondary wounds.

Description

technical field [0001] The invention belongs to the technical field of biomedical dressings, in particular to a blocked modified polyethylene glycol cross-linking agent with ultraviolet light response function and its preparation method, and a hydrogel dressing containing the cross-linking agent and its preparation method. The hydrogel dressing prepared by the cross-linking agent is specifically an ultraviolet photodegradable chitosan hydrogel dressing. Background technique [0002] Hydrogel is a kind of gel with water as the dispersion medium. It is generally formed by chemical cross-linking or physical cross-linking of hydrophilic polymers. It can absorb a large amount of water without being dissolved by water. In recent years, hydrogels have been widely used in the field of biomedicine. Due to the similar physical and chemical properties of hydrogel and extracellular matrix, hydrogel is an ideal wound dressing because of its biological softness and compatibility. When t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/333C08J3/075A61L26/00C08L5/08C08L71/02
CPCA61L26/0052A61L26/0061A61L26/0066A61L26/008A61L2300/232A61L2300/404A61L2300/412C08G65/33396C08J3/075C08J2305/08C08J2471/02C08L5/08C08L71/02
Inventor 杨小牛吴海洋吕红英秦泽昭俞晓峰屈宝留袁黎光
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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