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

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

Example Embodiment

[0028] Example 1

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

[0030] 0.8g of crosslinking agent N,N'-methylene bisisoacrylamide (BIS) was dissolved in 20mL of dimethyl sulfoxide (DMSO), and after stirring for 3 hours at 0°C, 3.2g of monomer MAA Add 0.8g of MAA-β-CD into the reaction system, and add 0....

Example Embodiment

[0035] Example 2

[0036] Weigh 1.135g (0.001mol) of β-cyclodextrin (β-CD) and dissolve it in 12mL of N,N-dimethylformamide (DMF) and stir to dissolve. Add 0.002mol of formaldehyde under 5℃ ice bath. Acrylic acid (MAA) and 0.003 mol of 1,2-dicyclohexylcarbonyl diimide (DCC) were stirred for 30 minutes, and then placed at 35°C for 5 hours. 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 in 50% ethanol solution. After filtration, the filtrate was again precipitated with isopropanol and dried in vacuum to obtain a white powder solid product -Β-cyclodextrin methacrylate (MAA-β-CD).

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

Example Embodiment

[0038] Example 3

[0039] Weigh 1.135g (0.001mol) of β-cyclodextrin (β-CD) and dissolve it in 12mL of N,N-dimethylformamide (DMF) and stir to dissolve. Add 0.002mol of formaldehyde under 5℃ ice bath. Acrylic acid (MAA) and 0.003 mol of 1,2-dicyclohexyl carbonyl diimide (DCC) were stirred for 30 minutes and then placed at 35° C. for reaction for 5 hours. 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 in 50% ethanol solution. After filtration, it was precipitated with isopropanol again and dried in vacuum to obtain a white powder solid product A. -Β-cyclodextrin acrylate (MAA-β-CD).

[0040] Dissolve 0.8g of crosslinking agent N,N'-methylene bisisoacrylamide (BIS) in 20mL 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 to the reacti...

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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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