Method for preparing polyurethane hydrogel responsive to both light and reducing agent

A responsive, hydrogel technology, used in bandages, absorbent pads, medical science and other directions, can solve the problems of complex preparation methods of light-responsive hydrogels, low strength, and few research reports on light-responsive polyurethane hydrogels. Achieving the effects of favorable regulation, low cost and simple preparation method

Active Publication Date: 2015-07-29
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are few research reports on photoresponsive polyurethane hydrogels.
[0006] The present invention aims to solve the technical problems of complex preparation methods and low strength of photoresponsive hydrogels in the prior art, thereby improving the application value of photoresponsive hydrogels

Method used

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  • Method for preparing polyurethane hydrogel responsive to both light and reducing agent
  • Method for preparing polyurethane hydrogel responsive to both light and reducing agent
  • Method for preparing polyurethane hydrogel responsive to both light and reducing agent

Examples

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preparation example Construction

[0034] The preparation method of the prepolymer is as follows: Weigh 8.0~9.0g polyethylene glycol and 0.88~1.2mL hexamethylene diisocyanate into N 2 In a three-necked flask under protection, weigh 40-80mL of anhydrous N,N-dimethylformamide into the three-necked flask, dissolve PEG and HDI under magnetic stirring, heat the system to 80-90℃, and drop 100 ~200μL of stannous octoate catalyst, react for 2~4 hours to obtain prepolymer;

[0035] The preparation method of the crosslinked network is as follows: Weigh cyclodextrin (0.05~0.50g), azobenzene (0.008~0.08g) and DSDPDO (0.05~0.50g) in a beaker, add 10-15mL anhydrous N,N -Dimethylformamide is dissolved, the solution is added to the prepolymer prepared in the above steps, mixed thoroughly and poured into a mold, the mold is heated to 80-90°C, the sample is cured for 18-36 hours, and the polymer is cross-linked The internet;

[0036] The post-treatment method is as follows: After the cross-linked network is soaked in 300-500mL metha...

Embodiment 1

[0041] Thioglycerin (12g, 100mmol) was dissolved in 20mL of methanol, and hydrogen peroxide (6.8g, 60mmol, 30wt% aqueous solution) was added dropwise to it, and after the addition was completed, it was stirred at room temperature for 6h. The solvent was removed by rotary evaporation to obtain a colorless transparent viscous liquid. The crude product was recrystallized in a mixed solvent of n-hexane / methanol to obtain a white solid DSDPDO (10.0 g, yield 93.2%).

[0042] Dissolve 8.5g polyethylene glycol (molecular weight 10000g / mol, PDI=1.1) and 0.914mL hexamethylene diisocyanate in 40mL anhydrous N,N-dimethylformamide. After heating to 85℃, drop in 140μL of stannous octoate catalyst was reacted for 3 hours to obtain prepolymer; Weigh β-cyclodextrin (0.25g), 4-phenylazophenol (0.044g) and DSDPDO (0.25g) and dissolve in 12mL anhydrous N ,N-Dimethylformamide, add the solution to the prepolymer prepared in the above steps, mix well, pour it into the mold, heat to 85°C and cure for 24...

Embodiment 2

[0044] The preparation method of dithioglycerol (3,3'-disulfane disubstituted dipropyl-1,2-diol, DSDPDO) is the same as in Example 1.

[0045] Weigh 4-phenylazophenol (4g, 20mmol) and potassium carbonate (8.29g, 60mmol) and dissolve them in 50mL of acetone. 2 Add allyl bromide (4.8g, 40mmol) under protection, heat the system to acetone reflux, react for 24h and then cool to room temperature. The product was filtered to obtain a filtrate. After concentration, the crude product was recrystallized in n-hexane to obtain yellow-brown crystals of monovinylazobenzene (4.36 g, yield 91.5%). Then weigh monovinylazobenzene (2.38g, 0.01mol), photoinitiator benzoin diethyl ether (DMPA, 0.308g, 0.0012mol) and thioglycerol (1.44g, 0.012mol, 90%) and dissolve in 20mL methanol In the process, freezing-evacuating-filling with nitrogen, repeated three times and then placed under ultraviolet light at room temperature to react for 2h. After the reaction, the product was reverse-precipitated in 300 ...

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Abstract

A method for preparing polyurethane hydrogel responsive to both light and a reducing agent relates to the field of intelligent hydrogel, drug carriers and medical wound dressing materials. The method comprises the following steps: dissolving poly ethylene glycol and hexamethylene diisocyanate into N,N-dimethyl formamide; adding the catalyst stannous octoate to prepare polyurethane prepolymer; adding cyclodextrin, azobenzide, and an N,N-dimethyl formamide solution of disulfide glycerol (3,3'-disulfane-disubstituted-dipropyl-1,2-diol) into the polyurethane prepolymer to serve as cross-linking agents, so as to obtain a crosslinking network; soaking the crosslinking network into an organic solvent and water sequentially, so as to obtain the hydrogel eventually. The method is simple in preparation technology, low in raw material cost, and suitable for mass industrial production. The hydrogel prepared according to the method has the advantages that the drug loading capability can be adjusted through ultraviolet light; the drug releasing capability can be adjusted through the reducing agent; the hydrogel can serve as a drug carrier to be applied to the field of medical wound dressing.

Description

Technical field [0001] The invention relates to the fields of intelligent hydrogels, drug carriers and medical wound dressing materials. In particular, it relates to a method for preparing a light-reducing agent dual response type polyurethane hydrogel. Background technique [0002] A hydrogel is a gel formed by a polymer with a cross-linked network structure and uses water as a dispersion medium. As an environmentally friendly smart material, hydrogel has been widely studied and applied. Due to its good biocompatibility and low cytotoxicity, hydrogels have the most promising applications in the field of biomedical materials, such as medical trauma dressings and artificial tissues. Intelligent hydrogel is a kind of hydrogel that can produce sensitive response to external stimuli such as temperature, pH, solvent, ionic strength, light, chemical substances, etc. It is used in chemical converters, memory element switches, sensors, artificial muscles, Chemical storage, molecular s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/66C08G18/48C08G18/64C08G18/32C08G18/10A61L15/26A61L15/42
CPCA61L15/26A61L15/42C08G18/10C08G18/3836C08G18/3863C08G18/3868C08G18/4081C08G18/4833C08G18/6484C08G18/6666C08G2210/00C08G18/65C08L75/08
Inventor 李齐方李金泽周政
Owner BEIJING UNIV OF CHEM TECH
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