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PH-sensitive polyurethane hydrogel as well as preparation method and application thereof

A polyurethane and polyurethane prepolymer technology, which is applied in the direction of pharmaceutical formulations, medical preparations of non-active ingredients, antibacterial drugs, etc., can solve the problems of wide mutation range, difficult control of mutation range, and insufficient pH sensitivity of the medium. Achieve the effect of fast response, easy promotion, and uniform size

Active Publication Date: 2019-11-22
WUJIANG ZIYU ELECTRONICS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The inventors found that the previous hydrogels had the disadvantages of wide mutation range, insufficient sensitivity to medium pH, and difficult control of the mutation range

Method used

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  • PH-sensitive polyurethane hydrogel as well as preparation method and application thereof
  • PH-sensitive polyurethane hydrogel as well as preparation method and application thereof
  • PH-sensitive polyurethane hydrogel as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Dissolve 5.23g N,N'-dihydroxyethylpiperazine, 4.16mL tetramethylene diisocyanate and 0.05g dibutyltin dilaurate in 20mL N,N-dimethylformamide (DMF), heat in an oil bath React at a constant temperature of 75°C until the content of -NCO in the system measured by di-n-butylamine titration reaches the theoretical value, about 2.5 hours. 20.0g of monoallyl polyethylene glycol (number average molecular weight is 2000g / mol) was dissolved in 20mL of DMF solution and added dropwise to the reaction flask, and the reaction was continued at 75°C until the -NCO absorption peak in the FT-IR spectrum disappeared. About 3h. After cooling to room temperature, add a certain amount of DMF solution to dilute the double-ended allyl polyurethane to 0.05g / mL, then settle with eight times the volume of -5°C glacial ether, filter with suction, and dry under vacuum at room temperature to obtain double-ended allyl polyurethane ,That 1 HNMR spectrum see figure 1 .

[0047] Preparation of the g...

Embodiment 2

[0049] Dissolve 5.23g of N,N'-dihydroxyethylpiperazine, 6.41mL of hexamethylene diisocyanate and 0.065g of stannous octoate in 20mL of N,N-dimethylformamide (DMF), and heat the oil bath to 75 ℃ constant temperature reaction until the -NCO content in the system measured by the di-n-butylamine method reaches the theoretical value, about 3 hours. A double-terminated isocyanato polyurethane prepolymer was obtained. 20.0g of monoallyl polyethylene glycol (number average molecular weight is 2000g / mol) was dissolved in 20mL of DMF solution and added dropwise to the reaction flask, and the reaction was continued at 75°C until the -NCO absorption peak in the FT-IR spectrum disappeared. about 3.5h. After cooling to room temperature, add DMF solution to dilute the double-ended allyl polyurethane to 0.05 g / mL, then settle with eight times the volume of -5°C glacial ether, filter with suction, and dry in vacuum at room temperature to obtain double-ended allyl polyurethane.

[0050] Prepa...

Embodiment 3

[0053] Dissolve 5.23g N,N'-dihydroxyethylpiperazine, 8.02mL lysine diisocyanate and 0.08g stannous octoate in 20mL N,N-dimethylformamide (DMF), heat the oil bath to 80 ℃ constant temperature reaction until the -NCO content in the system measured by the di-n-butylamine method reaches the theoretical value, about 3 hours. A double-terminated isocyanato polyurethane prepolymer was obtained. Dissolve 20.0 g of monoallyl polyethylene glycol (number average molecular weight: 2000) in 20 mL of DMF solution and add it dropwise to the reaction flask, and continue the reaction at 80°C until the -NCO absorption peak in the FT-IR spectrum disappears, about 3 hours . After cooling to room temperature, add a certain amount of DMF solution to dilute the double-ended allyl polyurethane to 0.05g / mL, then settle with eight times the volume of -5°C glacial ether, filter with suction, and dry in vacuum to obtain the double-ended allyl polyurethane.

[0054] Gel preparation: 10 g of double-ended...

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Abstract

The invention relates to the pH-sensitive polyurethane and a preparation method and application thereof. The pH-sensitive polyurethane has a structure as shown in a formula I, wherein R is one of materials, m = 2-4, n1 = 20-90, n2 = 20-90, x1 = 1*10< 4>-1*10 < 6 >, and x2 = 1 * 10 < 4 >-1 * 10 < 6 >. The preparation method comprises the following steps of reacting the N, N '-dihydroxyethylpiperazine with the diisocyanate under the action of a catalyst to obtain a double-end isocyanate polyurethane prepolymer, then adding the monoene propyl group polyethylene glycol to react continuously to obtain the pH-sensitive polyurethane, wherein a main chain of a drug carrier obtained by the preparing the polyurethane contains a plurality of pH value sensitive groups, along with the change of the pHvalue of the medium, the expansion degree of the plurality of pH value sensitive groups shows the high pH sensitivity, the mutation range plurality of pH value sensitive groups is less than 0.3 pH value, and the plurality of pH value sensitive groups can be adjusted. Meanwhile, the hydrogel is relatively higher in strength and relatively longer in drug sustained release time, and the drug sustained release time can reach 1-3 weeks.

Description

technical field [0001] The invention belongs to the technical field of polymer material preparation, and in particular relates to a pH-sensitive polyurethane hydrogel and a preparation method and application thereof. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Hydrogel is a three-dimensional network polymer that can contain water but is insoluble in water and does not react with water, but can deform in aqueous solution. One type of hydrogel can respond to changes in the surrounding environment, such as temperature, pH value, magnetic field, electric field, pressure, osmotic pressure, light intensity, etc., by expanding or contracting its own volume. The glue is call...

Claims

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Application Information

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IPC IPC(8): C08G18/73C08G18/67C08G18/66C08G18/48C08G18/32C08G18/10C08J3/075C08J3/24C08J3/28A61K47/34A61K9/06A61P31/04A61P31/10A61P29/00A61P17/02C08L75/16
CPCA61K9/06A61K47/34A61P17/02A61P29/00A61P31/04A61P31/10C08G18/10C08G18/3293C08G18/73C08J3/075C08J3/24C08J3/28C08J2375/16C08G18/6715
Inventor 侯昭升滕金伟邹超
Owner WUJIANG ZIYU ELECTRONICS TECH CO LTD
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