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Method for preparing environment-sensitive cyclodextrin derivative hydrogel

An environment-sensitive, cyclodextrin technology, applied in the direction of inactive components of polymer compounds, can solve problems such as slow speed, achieve good swelling, achieve temperature-sensitive type, and achieve the effect of drug release

Inactive Publication Date: 2015-04-29
WENZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, one of the weaknesses of hydrogels is that xerogels have certain vitrification properties, and the speed at which water molecules diffuse into xerogels to release drug molecules is relatively slow.

Method used

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  • Method for preparing environment-sensitive cyclodextrin derivative hydrogel
  • Method for preparing environment-sensitive cyclodextrin derivative hydrogel
  • Method for preparing environment-sensitive cyclodextrin derivative hydrogel

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Weigh 1.135g (0.001mol) of β-cyclodextrin (β-CD) and dissolve it in 12mL N,N-dimethylformamide (DMF) and stir until dissolved, then add 0.172g ( 0.002mol) of methacrylic acid (MAA) and 0.618g (0.003mol) of 1,2-dicyclohexylcarbonyldiimide (DCC), stirred for 30min, and reacted at 35°C for 5h. After the reaction, the solid was removed by vacuum filtration, the filtrate was precipitated with isopropanol, and the filter cake was a crude product, and the crude product was redissolved with 50% ethanol solution. After filtration, the filtrate was precipitated with isopropanol again, filtered, filtered The cake was dried to give the product methacrylate-β-cyclodextrin (MAA-β-CD) as a white powder solid.

[0030] Dissolve 0.8g of cross-linking agent N,N'-methylenebisisoacrylamide (BIS) in 20mL of dimethyl sulfoxide (DMSO), stir at 0°C for 3 hours, then dissolve 3.2g of monomer MAA Add 0.8g of MAA-β-CD into the reaction system, and at the same time add 0.2g of acrylamide (MBAA) to ...

Embodiment 2

[0036] Weigh 1.135g (0.001mol) of β-cyclodextrin (β-CD) and dissolve it in 12mL of N,N-dimethylformamide (DMF) and stir until dissolved, then add 0.002mol of formamide under ice bath conditions at 5°C Acrylic acid (MAA) and 0.003mol of 1,2-dicyclohexylcarbonyldiimide (DCC), stirred for 30min, and placed at 35°C for 5h. After the reaction, the solid was removed by vacuum filtration, the filtrate was precipitated with isopropanol to precipitate the crude product, and the crude product was re-dissolved with 50% ethanol solution, after filtration, the filtrate was precipitated with isopropanol again, and vacuum-dried to obtain a white powder solid product Methacrylate-β-cyclodextrin (MAA-β-CD).

[0037] Dissolve 0.8 g of cross-linking agent N,N'-methylenebisisoacrylamide (BIS) in 20 mL of distilled water and dimethyl sulfoxide (DMSO) mixture (V DMSO :V H2O =3.50:0.5), after stirring at 0°C for 3 hours, add 3.2g of monomer MAA and 0.8g of MAA-β-CD into the reaction system, and ad...

Embodiment 3

[0039] Weigh 1.135g (0.001mol) of β-cyclodextrin (β-CD) and dissolve it in 12mL of N,N-dimethylformamide (DMF) and stir until dissolved, then add 0.002mol of formamide under ice bath conditions at 5°C Acrylic acid (MAA) and 0.003mol of 1,2-dicyclohexylcarbonyldiimide (DCC), stirred for 30min, and placed at 35°C for 5h. After the reaction was finished, the solid was removed by vacuum filtration, and the filtrate was precipitated with isopropanol to precipitate the crude product, and the crude product was redissolved with 50% ethanol solution, and after filtration, the precipitate was precipitated with isopropanol again, and vacuum-dried to obtain the white powder solid product A Acrylate-β-cyclodextrin (MAA-β-CD).

[0040] Dissolve 0.8 g of cross-linking agent N,N'-methylenebisisoacrylamide (BIS) in 20 mL of distilled water and dimethyl sulfoxide (DMSO) mixture (V DMSO :V H2O =3.0:1.0), after stirring at 0°C for 3 hours, add 3.2g of monomer MAA and 0.8g of MAA-β-CD into the r...

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PUM

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Abstract

The invention discloses a method for preparing environment-sensitive cyclodextrin derivative hydrogel. The method comprises the following steps: reacting cyclodextrin, methacrylic acid and 1,2-dicyclohexyl carbonyl diimine to prepare methacrylate-cyclodextrin; and reacting the methacrylate-cyclodextrin, methacrylic acid, a cross-linking agent N,N'-methylene biisopropylacrylamide and acrylamide in the presence of an initiator ammonium persulfate solution, thereby obtaining the gel. The gel prepared by the invention has pH sensitivity and temperature sensitivity, is high in swelling ratio under alkaline conditions and low in swelling ratio under acidic conditions, is a very ideal carrier used for controlling and releasing drugs into the intestinal tract and contributes to realizing temperature-sensitive drug release.

Description

(1) Technical field [0001] The invention relates to the preparation of a cyclodextrin derivative hydrogel, in particular to the preparation of a rapidly swelling pH / temperature sensitive cyclodextrin derivative hydrogel. (2) Background technology [0002] Environmentally sensitive hydrogel materials are an important class of biomedical polymer materials, which respond to the external environment (such as temperature, pH, pressure, electricity, light, etc.) by producing significant changes in their physical and chemical structures and properties. etc.) minor changes or irritations in the hydrogel. Environmentally sensitive hydrogels have attracted increasing attention because of their diverse potential applications, such as smart drug delivery systems, artificial muscles, chemical valves, and immobilization of enzymes and cells. (Huang J, Hastings CL, Duffy GP, Kelly HM, Raeburn J, Adams DJ, Heise A. Biomacromolecules 2012, 4, 200-206; Vermonden T, Censi R, Hennink WE. Chem ...

Claims

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Application Information

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IPC IPC(8): C08F251/00C08F220/06C08F220/56C08F222/38C08B37/16C08J3/075A61K47/40
Inventor 高文霞吴华悦万思成陈久喜刘妙昌黄小波陈彬彬杨凯文
Owner WENZHOU UNIVERSITY
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