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Beta-cyclodextrin-sorbic acid inclusion compound and preparation method thereof

A technology of cyclodextrin and sorbic acid, applied in the field of food additive synthesis, can solve the problems of poor water solubility of sorbic acid, strong odor, easy oxidation and discoloration, etc.

Inactive Publication Date: 2017-05-31
CHANGSHA UNIVERSITY OF SCIENCE AND TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to provide a β-cyclodextrin-sorbic acid clathrate, which solves the problems of poor water solubility of sorbic acid, easy oxidation and discoloration, and strong smell

Method used

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  • Beta-cyclodextrin-sorbic acid inclusion compound and preparation method thereof
  • Beta-cyclodextrin-sorbic acid inclusion compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Example 1 Preparation of β-cyclodextrin-sorbic acid inclusion compound

[0015] Dissolve 1.4800 g (0.001 mol) of β-cyclodextrin in 40 mL of deionized water, and 0.2632 g (0.018 mol) of sorbic acid in 2.0 mL of absolute ethanol, 50 o Under ultrasonic conditions, the sorbic acid ethanol solution was slowly added dropwise to the β-cyclodextrin aqueous solution, and the ultrasonic was continued for 60 min. After the reaction was completed, the reaction solution was moved to a cool place, and after 72 h of natural volatilization, crystals were precipitated. Suction filtration, washed several times with a small amount of deionized water and absolute ethanol, at 60 o C under vacuum for 3 h to obtain a white powder clathrate. The inclusion compound contained 0.1154 g of sorbic acid, and the inclusion rate was 43.9%, detected by ultraviolet-visible spectroscopy.

Embodiment 2

[0016] Example 2 Preparation of β-cyclodextrin-sorbic acid inclusion compound

[0017] Dissolve 1.4800 g (0.001 mol) of β-cyclodextrin in 40 mL of deionized water, and 0.2924 g (0.020 mol) of sorbic acid in 2.3 mL of absolute ethanol, 50 o Under ultrasonic conditions, the sorbic acid ethanol solution was slowly added dropwise to the β-cyclodextrin aqueous solution, and the ultrasonic wave was continued for 70 min. After the reaction was completed, the reaction solution was moved to a cool place, and after natural volatilization for 72 h, crystals were precipitated. Suction filtration, washed several times with a small amount of deionized water and absolute ethanol, at 60 o C under vacuum for 3 h to obtain a white powder clathrate. The inclusion compound contained 0.0806 g of sorbic acid, and the inclusion rate was 27.6%, detected by ultraviolet-visible spectroscopy.

Embodiment 3

[0018] Example 3 Preparation of β-cyclodextrin-sorbic acid inclusion compound

[0019] Dissolve 1.4800 g (0.001 mol) of β-cyclodextrin in 40 mL of deionized water, and 0.3217 g (0.022 mol) of sorbic acid in 2.5 mL of absolute ethanol, 50 o Under ultrasonic conditions, the sorbic acid ethanol solution was slowly added dropwise to the β-cyclodextrin aqueous solution, and the ultrasonic wave was continued for 80 min. After the reaction was completed, the reaction solution was moved to a cool place, and after natural volatilization for 72 h, crystals were precipitated. Suction filtration, washed several times with a small amount of deionized water and absolute ethanol, at 60 o C under vacuum for 3 h to obtain a white powder clathrate. The inclusion compound contained 0.1182 g of sorbic acid, and the inclusion rate was 36.8%, detected by ultraviolet-visible spectroscopy.

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Abstract

The invention discloses a beta-cyclodextrin-sorbic acid inclusion compound and a synthetic method (heating ultrasonic method) thereof. Raw materials are divided into 9 groups according to reaction conditions. The synthetic method comprises the following steps of firstly mixing beta-cyclodextrin with sorbic acid and a solvent to obtain a mixture, performing heating, performing ultrasonic treatment under certain temperature so that the heated mixture reacts completely, and under a natural state, volatilizing the solvent so as to obtain beta-cyclodextrin-sorbic acid inclusion compound crystals. A lyophobic hollow cavity of the cyclodextrin can include organic molecules to form an inclusion compound, and a hydrophilic external cavity enables the generated inclusion compound to dissolve in water, so that the relevant physicochemical properties of the organic molecules can be changed. The sorbic acid is a common bacteriostat, but has the problems of being bad in smell, poor in water solubility, poor in stability and the like, which is caused by a condition that the molecules of the sorbic acid contain carboxy groups with irritating odor and unsaturated lyophobic long chains which are easy to oxidize. According to the beta-cyclodextrin-sorbic acid inclusion compound and the synthetic method (heating ultrasonic method) thereof disclosed by the invention, the hydrophobic chains of the sorbic acid are included into the inner cavity of the cyclodextrin, and the stable beta-cyclodextrin-sorbic acid inclusion compound is formed, so that the disadvantages of the sorbic acid can be overcome, and a supermolecule bacteriostat with wide application prospects is developed.

Description

technical field [0001] The invention belongs to the technical field of food additive synthesis, and in particular relates to a β-cyclodextrin-sorbic acid inclusion compound. The invention also discloses a preparation method of the β-cyclodextrin-sorbic acid inclusion compound. Background technique [0002] Sorbic acid (2,4-hexadienoic acid) is an organic acid, recognized as a high-efficiency, low-toxicity, and safe food bacteriostatic agent, which has a good inhibitory effect on mold, yeast and aerobic bacteria. At the same time, sorbic acid The acid is equivalent to a natural product, can participate in the normal metabolism of the human body, and its toxicity is only one-fifth of that of benzoic acid, so it is widely used as an additive in the food field. But, sorbic acid contains active carboxyl group and hydrophobic conjugated double bond in the molecule, chemical properties are not very stable, such as poor water solubility, easy to oxidize and change color when exposed...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A23L3/3508A23P10/30
CPCA23L3/3508
Inventor 王建辉宁静恒黄寿恩
Owner CHANGSHA UNIVERSITY OF SCIENCE AND TECHNOLOGY
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