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End-capped modified polyethylene glycol cross-linking agent having ultraviolet light response function, preparation method and hydrogel dressing containing cross-linking agent and preparation method thereof

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

Active Publication Date: 2018-11-13
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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  • End-capped modified polyethylene glycol cross-linking agent having ultraviolet light response function, preparation method and hydrogel dressing containing cross-linking agent and preparation method thereof
  • End-capped modified polyethylene glycol cross-linking agent having ultraviolet light response function, preparation method and hydrogel dressing containing cross-linking agent and preparation method thereof
  • End-capped modified polyethylene glycol cross-linking agent having ultraviolet light response function, preparation method and hydrogel dressing containing cross-linking agent and preparation method thereof

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preparation example Construction

[0057] The present invention also provides a method for preparing an end-capped modified polyethylene glycol crosslinking agent with ultraviolet light response function, including the following steps:

[0058] First, synthesize light-responsive small molecules according to synthetic route 1;

[0059] (1) Dissolve meta-hydroxyacetophenone, meta-hydroxypropiophenone or meta-hydroxybenzaldehyde, and triethylamine in ethyl acetate, and drip into ethyl acetate solution of oxalyl chloride under inert gas protection and ice-water bath conditions Obtain intermediate 1;

[0060] (2) Add Intermediate 1 to the low-temperature cooled mixed solution of concentrated sulfuric acid and concentrated nitric acid, and stir to react. After the reaction is completed, add to water, stir and filter to obtain Intermediate 2;

[0061] (3) Add intermediate 2 and methyl 4-bromobutyrate and potassium carbonate to N,N-dimethylformamide, heat and stir, after the reaction is completed, pour into ice water, stir and...

Embodiment 1

[0080] A) The preparation method of light-responsive small molecule 4-(1-hydroxyethyl)-4-nitrophenoxy)butyric acid is as follows figure 1 As shown, the specific synthesis steps are as follows:

[0081] (1) Dissolve m-hydroxyacetophenone (5g, 36.8mmol) and triethylamine (11mL, 74mmol) in 40mL ethyl acetate, drop oxalyl chloride (2.3mL, under the conditions of inert gas protection and ice water bath) 25.7 mmol) in ethyl acetate (12.3 mL), stirred for 12 h, filtered, washed with water and ethyl acetate, and dried to obtain Intermediate 1.

[0082] (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 and reacted for 30min, then added 100mL ice water, stirred for 30min, filtered and washed with water to obtain the intermediate Body 2.

[0083] (3) Intermediate 2 (1g, 5.5mmol), methyl 4-bromobutyrate (1.1g, 6.05mmol) and potassium carbonate (1.52g, 11mmol) were added to 10mL...

Embodiment 2

[0092] Synthesis of UV-degradable hydrogel dressing:

[0093] Take 40mg o-hydroxyethyl chitosan and 20mg end-capped modified polyethylene glycol crosslinking agent with UV light response function and dissolve them in 1mL water respectively. After dissolving completely, mix and shake 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, and specifically relates to a blocked modified polyethylene glycol crosslinking agent with ultraviolet light response function and a preparation method thereof, and a hydrogel dressing containing the crosslinking agent and a preparation method thereof. The hydrogel dressing prepared by the cross-linking agent is specifically a UV-degradable chitosan hydrogel dressing. Background technique [0002] Hydrogel is a kind of gel that uses water as the dispersion medium. It is generally formed by a hydrophilic polymer through chemical or physical crosslinking. 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. As the physicochemical properties of hydrogel and extracellular matrix are similar, they have biological flexibility and compatibility, so hydrogel is a very ideal wound dressing. When hydr...

Claims

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Application Information

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Patent Type & Authority Applications(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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