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Preparation method of coumarin-modified hyaluronic acid graft micelle emulsifier

A technology of hyaluronic acid and coumarin, which is applied in the direction of chemical instruments and methods, cosmetic preparations, skin care preparations, etc., can solve the problems of limiting the chemical modification of hyaluronic acid and achieve excellent biocompatibility and biodegradability, good amphiphilicity, and the effect of broadening applications

Inactive Publication Date: 2012-02-08
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Hyaluronic acid is only soluble in water and insoluble in most organic solvents, which limits the methods of chemical modification of hyaluronic acid

Method used

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  • Preparation method of coumarin-modified hyaluronic acid graft micelle emulsifier
  • Preparation method of coumarin-modified hyaluronic acid graft micelle emulsifier
  • Preparation method of coumarin-modified hyaluronic acid graft micelle emulsifier

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Experimental program
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Effect test

Embodiment 1

[0023] The desalination treatment of embodiment 1 sodium hyaluronate

[0024] Weigh 2 g of hyaluronic acid sodium salt with a molecular weight of 200 kDa, dissolve it in 200 ml of water for 2 hours, dialyze for one day, the molecular weight cut-off of the dialysis bag is 3500, and freeze-dry to obtain a hyaluronic acid solid.

Embodiment 2

[0025] Preparation of embodiment 2 hyaluronic acid / polyethylene glycol dimethyl ether complex

[0026] Weigh 0.5g of desalinated hyaluronic acid and 2.5g of polyethylene glycol dimethyl ether with a molecular weight of 2KDa, dissolve them in 50ml of water, fully compound for 2 hours under stirring, and freeze-dry for one week to obtain hyaluronic acid / polyethylene glycol Dimethyl ether (HA / dmPEG) complex powder.

Embodiment 3

[0027] The preparation of embodiment 3 hyaluronic acid-coumarin graft

[0028] Weigh 0.6g HA / dmPEG, dissolve it in 5ml anhydrous DMSO for 2 hours, add 0.1g dicyclohexylcarbodiimide (DCC) and 0.005g 4-dimethylaminopyridine (DMAP), and stir for 1 hour . in N 2 Next, 1.32 g of 7-hydroxy-4-methylcoumarin dissolved in 5 ml of anhydrous dimethyl sulfoxide was added dropwise with a syringe, and the mixture was stirred and reacted at 40° C. for 2 days. After the reaction stopped, add 20ml of water and stir, remove the insoluble by-product dicyclohexyl urea (DCU) by suction filtration, dialyze in potassium carbonate solution, the molecular weight cut-off of the dialysis bag is 3500, and freeze-dry to obtain the flocculent product HA-g-Coumarin.

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Abstract

The invention discloses a preparation method of a coumarin-modified hyaluronic acid graft micelle emulsifier. The preparation method comprises the following steps that 1, carboxyl groups in a main chain of hyaluronic acid undergo an esterification reaction with hydroxy groups of 7-hydroxy-4-methylcoumarin in the presence of polyethylene glycol dimethyl ether as a phase transfer agent to produce a graft HA-g-Coumarin; and 2, the graft HA-g-Coumarin can carry out self-assembly to form nanometer micelles, wherein the nanometer micelles are dispersed steadily in an oil-water interface and are separated from the oil-water interface to form a stable emulsification disperse system. The preparation method of the coumarin-modified hyaluronic acid graft micelle emulsifier HA-g-Coumarin has the advantages of simple preparation technology, mild conditions, favorable function of absorbing ultraviolet rays having a certain wavelength, and good application prospects in the field of cosmetic-based sunburn prevention.

Description

technical field [0001] The invention relates to a preparation method of a coumarin-modified hyaluronic acid graft micelle emulsifier, in which a coumarin unit is introduced into the main chain of hyaluronic acid, and light-sensitive micelles are obtained through self-assembly. The invention can be used for sunscreen cosmetics and belongs to the field of polymer materials and photosensitive technology. Background technique [0002] In recent years, the research and development of cosmetics has continuously made breakthrough progress. As a class of cosmetics, sunscreen lotion has more and more ingredients in its formula. The reason why sunscreen lotions can "sunscreen" is because the formula contains ultraviolet absorbers, which can absorb ultraviolet rays of a certain wavelength, thereby preventing ultraviolet rays from reaching the skin surface. At present, the UV absorbers used in sunscreen lotions mainly include: salicylates, p-aminobenzoates, benzophenones, methoxycinna...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08B01F17/52A61K8/73A61Q17/04C09K23/52
Inventor 刘晓亚郑俊超徐晶白绘宇易成林江金强米卫卫
Owner JIANGNAN UNIV
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