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New method for preparing cyclodextrin (meth)acrylate

A technology of cyclodextrin and acrylic acid, which is applied in the field of cyclodextrin acrylate and its preparation, can solve the problems of cumbersome preparation process and unsuitability for industrial production, and achieve broad application prospects, good biocompatibility, and easy to wash off Effect

Inactive Publication Date: 2014-05-21
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The preparation process of these three methods is all more loaded down with trivial details, is not suitable for industrialized production

Method used

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  • New method for preparing cyclodextrin (meth)acrylate
  • New method for preparing cyclodextrin (meth)acrylate

Examples

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Effect test

example 1

[0024] Example 1: First, 1.70 g of vacuum-dried β-cyclodextrin was dissolved in 12 ml of anhydrous sodium sulfate-dried dimethylformamide (DMF), dissolved under magnetic stirring, and then 0.1 g of 4-(N, N -Dimethylamino)pyridine (DMAP) dissolved. Under the condition of ice-water bath at 0°C, slowly add 1ml of ice-stored acylating agent (meth)acryloyl chloride dropwise into the reaction solution, after the dropwise addition is completed, slowly warm up to room temperature, and react for 12 hours. After the reaction is complete, add 100ml of acetone to the reaction solution to precipitate, filter, collect the white filter residue, and vacuum dry at 40°C. After 72 hours, a white product was obtained.

example 2

[0025] Example 2: First, 1.70g of vacuum-dried β-cyclodextrin was dissolved in 10ml of dimethylformamide (DMF), dissolved under magnetic stirring, and then 0.1g of 4-(N,N-dimethylamino)pyridine (DMAP) was added ) dissolved. Add 1ml of ice-stored acylating agent (meth)acryloyl chloride to dilute with 2ml of dimethylformamide (DMF), and slowly add it dropwise into the reaction solution with a constant pressure dropping funnel under the condition of 0°C ice-water bath. , slowly rose to room temperature, and reacted for 12h. After the reaction is complete, add 100ml of acetone to the reaction solution to precipitate, filter, collect the white filter residue, and vacuum dry at 40°C. After 72 hours, a white product was obtained.

example 3

[0026] Example 3: First, 3.40g of vacuum-dried β-cyclodextrin was dissolved in 20ml of dimethylformamide (DMF), dissolved under magnetic stirring, and then 0.2g of 4-(N,N-dimethylamino)pyridine (DMAP ) dissolved. After adding 6ml of ice-stored acylating agent (meth)acryloyl chloride to 12ml of dimethylformamide (DMF) to dilute, slowly drop into the reaction solution with a constant pressure dropping funnel under the condition of 0°C ice-water bath, dropwise After completion, it was slowly raised to room temperature and reacted for 12 hours. After the reaction is complete, add 300ml of acetone to the reaction solution to precipitate, filter, collect the white filter residue, and vacuum dry at 40°C. After 72 hours, a white product was obtained.

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Abstract

The invention provides a new method for preparing cyclodextrin (meth)acrylate, and relates to the field of a high-molecular monomer cyclodextrin derivative and particularly relates to cyclodextrin acrylate and a new preparation method thereof. The new method disclosed by the invention comprises the following steps: stirring and reacting in the presence of a catalyst by using cyclodextrin and an acylation reagent such as acryloyl chloride, methacryloyl chloride and the like; performing alcoholysis; precipitating; purifying by using methanol; performing vacuum drying to obtain cyclodextrin (meth)acrylate. The product can be polymerized with a monomer such as acrylic acid, or acrylamide and the like to obtain a high-molecular polymer like gel, and the high-molecular polymer can be applied to a medicinal preparation or an environmental material. The technical points of the new method disclosed by the invention are as follows: the operation is simple, convenient, rapid and free of pollution, energy is saved, the yield of the prepared product is high, the production cost is greatly lowered, and the new method is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of functional polymer materials, and in particular relates to cyclodextrin acrylate and a new preparation method thereof. Background technique [0002] Cyclodextrin (CD for short) is a group of cyclic oligosaccharides produced by fermentation of starch under the action of cyclodextrin glucosyltransferase. Common cyclodextrins are α, β, and γ, which are composed of 6, 7, and 8 D-glucopyranose units connected by α-1, 4 glycosidic bonds respectively, in the shape of a "cone" with a A hollow cavity with a diameter of 0.7-1.0nm. This hydrophobic cavity and the hydrophilic hydroxyl group on the ring skeleton make cyclodextrin have the special properties of hydrophobic inner wall and hydrophilic outer wall, and can form supramolecular inclusion with various guest molecules. It can be widely used in the fields of organic synthesis, analytical chemistry, medicine and food, environmental protection and nanomaterials. [0003]...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/16
Inventor 何华左朋礼邹雯月皮埃尔·他目
Owner CHINA PHARM UNIV
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