A kind of preparation method of light-reducing agent dual responsive polyurethane hydrogel

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

Active Publication Date: 2017-07-04
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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  • A kind of preparation method of light-reducing agent dual responsive polyurethane hydrogel
  • A kind of preparation method of light-reducing agent dual responsive polyurethane hydrogel
  • A kind of preparation method of light-reducing agent dual responsive polyurethane hydrogel

Examples

Experimental program
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Effect test

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 and add N 2 In the three-necked flask under protection, weigh 40-80mL of anhydrous N,N-dimethylformamide and add it into the three-necked flask, dissolve PEG and HDI under magnetic stirring, heat the system to 80-90°C, and drop into 100 ~200μL stannous octoate catalyst, react for 2~4 hours to obtain prepolymer;

[0035] The preparation method of the cross-linked 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 of anhydrous N,N - Dissolve dimethylformamide, add the solution to the prepolymer prepared in the above steps, mix well and pour it into a mold, heat the mold to 80-90°C, and cure the sample for 18-36 hours to obtain a cross-linked polymer The internet;

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

Embodiment 1

[0041] Thioglycerol (12g, 100mmol) was dissolved in 20mL of methanol, hydrogen peroxide (6.8g, 60mmol, 30wt% aqueous solution) was added dropwise, and stirred at room temperature for 6h after the addition was complete. The solvent was removed by rotary evaporation to obtain a colorless transparent viscous liquid, and 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 of polyethylene glycol (molecular weight 10000g / mol, PDI=1.1) and 0.914mL of hexamethylene diisocyanate in 40mL of anhydrous N,N-dimethylformamide, after heating to 85°C, drop into 140 μL stannous octoate catalyst, reacted for 3 hours to obtain prepolymer; weigh β-cyclodextrin (0.25g), 4-phenylazophenol (0.044g) and DSDPDO (0.25g) and dissolve in 12mL of anhydrous N , in N-dimethylformamide, add the solution to the prepolymer prepared in the above steps, mix well and pour it into a mold, heat to 85°C and cure for...

Embodiment 2

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

[0045] Take by weighing 4-phenylazophenol (4g, 20mmol) and potassium carbonate (8.29g, 60mmol) and dissolve in 50mL acetone, under N 2 Allyl bromide (4.8 g, 40 mmol) was added under protection, and the system was heated until the acetone was refluxed, reacted for 24 h and then cooled to room temperature. The product was filtered to obtain a filtrate, and after concentration, the crude product was recrystallized in n-hexane to obtain tan monovinyl azobenzene (4.36 g, yield 91.5%). Then weighed monovinyl azobenzene (2.38g, 0.01mol), photoinitiator benzoin diethyl ether (DMPA, 0.308g, 0.0012mol) and thioglycerol (1.44g, 0.012mol, 90%) were dissolved in 20mL methanol , freezing-vacuumizing-nitrogen filling, repeated three times, and reacting at room temperature under ultraviolet light for 2 hours. After the reaction, the product was rev...

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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 field of intelligent hydrogel, drug carrier and medical wound dressing material. In particular, it relates to a preparation method for preparing light-reducing agent double response type polyurethane hydrogel. Background technique [0002] Hydrogel is a gel formed of polymers with a cross-linked network structure and uses water as the dispersion medium. As an environmentally friendly smart material, hydrogel has been widely studied and applied. Due to its good biocompatibility and low cytotoxicity, hydrogels are the most promising in the field of biomedical materials, such as medical trauma dressings and artificial tissues. Smart hydrogel is a kind of hydrogel that can respond sensitively to external stimuli such as temperature, pH value, solvent, ionic strength, light, chemical substances, etc. It can be used in chemical converters, memory element switches, sensors, artificial muscles, Chemical storage, molecular separa...

Claims

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Application Information

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Patent Type & Authority Patents(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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