Biodegradable temperature response hydrogel and preparation method thereof

A temperature-responsive, biodegradable technology, applied in the direction of medical preparations and pharmaceutical formulations of non-active ingredients, can solve the problems of non-biodegradable, limited application, low LCST, etc., achieve good biodegradability, broad application prospects, The effect of high mechanical strength

Inactive Publication Date: 2012-05-02
GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the traditional N-isopropylpropionamide hydrogel has low LCST (about 32°C), slow response speed, poor mechanical strength and non-biodegradable, which limits its application in the field of drug controlled release.

Method used

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  • Biodegradable temperature response hydrogel and preparation method thereof
  • Biodegradable temperature response hydrogel and preparation method thereof
  • Biodegradable temperature response hydrogel and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The preparation process of the used polycaprolactone macromolecular crosslinking agent (PCLDAC) of embodiment 3~6 is as follows: get 2.5g polycaprolactone glycol and dissolve in 20ml dichloromethane, add N, N-dicyclohexyl Carbodiimide 4.06g, 2-methylaminopyridine 0.1g, sealed and stirred at room temperature for 48h. After the reaction was completed, the insoluble matter was removed by suction filtration, and the filtrate was concentrated to 5 ml by rotary evaporation, poured into -20°C methanol for precipitation twice, and filtered. The obtained polycaprolactone macromolecular cross-linking agent was designated as PCLDAC. H of PCLDAC 1 NMR spectrum see figure 1 , the test result is: δ=1.225-1.294(m, 2H, -CH2-); δ=1.493-1.553(m, 4H, -CH2CH2-); δ=2.239-2.276(m, 2H, -CH2CO-); δ=3.950-3.983(t, 2H, -O-CH2-); δ=5.568-5.699, 6.278-6.324(m, 2H, =CH2); δ=6.145-6.186(t, 1H, -OCH=).

Embodiment 2

[0037] The preparation process of the polyethylene glycol monomethyl ether macromer (MPEGAC) used in embodiment 3~6 is as follows:

[0038] Take 2.5 g of polyethylene glycol monomethyl ether, dissolve it in 20 ml of dichloromethane, and then add 0.2 ml of triethylamine. Dissolve 0.25ml of acryloyl chloride in 5ml of dichloromethane to obtain a dichloromethane solution of acryloyl chloride. Add the dichloromethane solution of acryloyl chloride dropwise into the reactor under ice-bath conditions. Stir vigorously for 24 hours, remove the insoluble matter by suction filtration after the reaction is completed, concentrate the filtrate to 10ml by rotary evaporation at room temperature, pour it into petroleum ether and repeat the precipitation twice, filter to obtain the macromonomer of polyethylene glycol monomethyl ether, and the product is marked as MPEGAC . MPEGAC H 1 NMR spectrum see figure 2 , the test result is: δ=3.352 (s, 3H, -CH3); δ = 3.616-3.630 (d, 4H, -O-CH2CH2-O-);...

Embodiment 3

[0040] Weigh PCLDAC 0.0333g, MPEGAC 0.0667g, N-isopropylacrylamide 0.2g, azobisisobutyronitrile 3mg, dissolve in 1.5ml 1,4-dioxane, freeze, vacuumize, and fill with nitrogen And thawing, repeat 3 times, then seal the tube, react at 65°C for 24h, the LCST can be obtained at 32.7°C, the imbibition rate at 35°C is 0.95, the equilibrium state can be reached in 5h, and the biodegradable temperature of compressive strength is 54.5KPa Responsive hydrogels.

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Abstract

The invention discloses biodegradable temperature response hydrogel and a preparation method thereof. The method comprises the following steps of: (1) reacting terminal hydroxyl group of polycaprolactone dihydric alcohol with crylic acid (or methacrylic acid) to prepare polycaprolactone macromolecule cross-linking agent; (2) reacting singe terminal hydroxyl group of polyethylene glycol monomethylether and acryloyl chloride (or methacryloylchloride) to prepare a polyethylene glycol monomethyl ether macromolecule monomer; and (3) copolymerizing the polycaprolactone macromolecule cross-linking agent, the polyethylene glycol monomethyl ether macromolecule monomer and N-isopropylamide according to a certain ratio to obtain the biodegradable temperature response hydrogel. Compared with the traditional hydrogel, the hydrogel disclosed by the invention has the advantages of being rapid in response speed, good in mechanical strength, biodegradable and good in biocompatibility; therefore, the hydrogel is hopeful to be applied in the drug slow release field.

Description

technical field [0001] The invention belongs to the field of functional materials, and in particular relates to a hydrogel which can be used for drug release, in particular to an N-isopropylacrylamide-based and biodegradable temperature-responsive hydrogel and a preparation method thereof. Background technique [0002] The drug release drug delivery system is a type of preparation or device that releases the drug at a predetermined time and at a certain rate in the acting organ or specific target tissue through physical and chemical methods, and maintains the drug concentration within an effective concentration for a long time . Drug controlled release generally uses polymers as drug carriers or media to make certain dosage forms, so as to control the drug release rate in the human body, so that the drug can be released in the body at a certain rate within the required time range according to the designed dose. Slow release to achieve the purpose of high-efficiency treatmen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F290/06C08F220/54C08G63/91C08G63/08C08G63/78C08G65/48C08J3/24A61K47/30
Inventor 吕满庚苗磊
Owner GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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