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Preparation method of silanized hyaluronate compound

A hyaluronic acid ester and silanization technology, which is applied in the direction of cosmetic preparations, skin care preparations, cosmetics, etc., can solve the problems of reduced quality, poor permeability, and large volume, and achieve convenient packaging and transportation, high safety in use, and improved The effect of stability

Active Publication Date: 2013-12-18
山东福瑞达生物股份有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The natural HA produced by extraction or fermentation has extremely high hydrophilicity and viscoelasticity. It has multiple functions such as moisturizing, lubrication, nutrition, and repairing when applied to the skin surface, but there are still disadvantages, such as poor permeability, easy degradation and stickiness. strong sense
The final product of the former two is a liquid with a small concentration, which is large in volume and difficult to package, store and transport. Although the latter can obtain a solid compound, it is difficult to remove the moisture in the product by vacuum evaporation, and the final product is viscous. The jelly, which makes it difficult to dissolve and dilute in the process of preparing cosmetics. Because the product still contains a lot of water, the stability of the product is reduced, and the product is easy to decompose, resulting in a decrease in quality

Method used

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  • Preparation method of silanized hyaluronate compound
  • Preparation method of silanized hyaluronate compound
  • Preparation method of silanized hyaluronate compound

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preparation example Construction

[0035] A preparation method of silanized hyaluronate compound, comprising the following steps:

[0036] Slowly add chlorosilane into the sodium hyaluronate suspension, slowly raise the temperature, and stir for 12 to 52 hours; then add organic solvent II, precipitate, wash, and dry under reduced pressure to obtain the silanized hyaluronate complex;

[0037] Among them, the sodium hyaluronate suspension is a solution obtained by dissolving sodium hyaluronate in an organic solvent; the organic solvent is N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide , any one of dioxane; the second organic solvent is any one of ethyl acetate, ethanol, acetone, and isopropanol. In addition, tetrabutylammonium iodide can also be added to the sodium hyaluronate suspension; triethylamine or N,N-diisopropylethylamine can be added during the stirring reaction to form N,N-diisopropylethylamine Amines work better.

[0038] Above-mentioned preparation method specifically comprises th...

Embodiment 1

[0045] The preparation of embodiment 1 silanized hyaluronic acid ester

[0046] Mix 30g of sodium hyaluronate and 0.8g of tetrabutylammonium iodide, add 1.5L of dimethyl sulfoxide, avoid light, stir and disperse to form a suspension, put it in an ice-water bath to cool down to 0°C-5°C, add di Stir 2.3 g of methyl monochlorosilane, while filling with nitrogen, slowly raise the temperature of the water bath to 25°C, stir for 48 hours, and add dropwise 500 mL of dimethyl sulfoxide solution containing 8 g of triethylamine during the reaction. After the reaction, filter and collect the filtrate, add 6.5 L of ethyl acetate under stirring, filter, collect the precipitate, wash the precipitate with 250 mL of ethyl acetate for 4 times, place in a constant temperature drying oven at 25°C and dry under reduced pressure for 24 hours to obtain the product.

Embodiment 2

[0047] The preparation of embodiment 2 silanized hyaluronic acid ester

[0048] Mix 30g of sodium hyaluronate and 1.2g of tetrabutylammonium iodide, add 2L of dimethyl sulfoxide, avoid light, stir and disperse to form a suspension, put it in an ice-water bath to cool down to 0°C-5°C, add dimethylsulfoxide dropwise 2.3g of dichlorosilane, stirred, and filled with nitrogen at the same time, slowly raised the temperature of the water bath to 30°C, stirred and reacted for 36h, and added dropwise dimethylmethylene containing 9.5g of N,N-diisopropylethylamine during the reaction. Sulfone solution 500mL. After the reaction, filter, collect the filtrate, add 8 L of ethyl acetate under stirring, filter, collect the precipitate, wash the precipitate with 250 mL of ethyl acetate twice, then wash the precipitate twice with 400 mL of absolute ethanol, and place in a constant temperature drying oven at 40 °C Drying under reduced pressure for 24h, that is.

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Abstract

The invention discloses a preparation method of a silanized hyaluronate compound, belonging to the technical field of cosmetics. The preparation method comprises the following steps: slowly adding chlorosilane into a sodium hyaluronate suspension; slowly increasing the temperature, and stirring for reacting for 12-52 hours; then adding an organic solvent II; and precipitating, washing and performing reduced-pressure drying to obtain the silanized hyaluronate compound. By adopting the preparation method disclosed by the invention, the prepared silanized hyaluronate compound has a small volume and is convenient to transport and store; and the silanized hyaluronate compound has the advantages of relatively high stability, no cytotoxicity, no skin irritation and good moisture preserving effect, can promote the proliferation of horn cells, and can be used for preparing cosmetics with skin moisture preservation and repairing functions.

Description

technical field [0001] The invention relates to the technical field of cosmetics, in particular to a preparation method of a silanized hyaluronate compound. Background technique [0002] Hyaluronic acid (HA), also known as hyaluronic acid, is composed of (1-β-4) D-glucuronic acid and (1-β-3) N-acetyl-D-glucosamine disaccharide units Chain-like polyanionic mucopolysaccharide composed of repeated links. Since Meyer and Palmer extracted this macromolecular polysaccharide from the bovine vitreous in the 1930s, people have extracted it from connective tissues such as umbilical cord, skin, joint synovial fluid, and cockscomb. By the late 1980s, HA could be fermented by bacteria. get. Commercialized HA has been widely used in the fields of food, cosmetics and medical supplies so far. [0003] HA is one of the main components of the extracellular matrix of the skin. According to reports, the HA content of human skin is 200mg / L. The discovery of HA in the epidermis was later than ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A61K8/73A61Q19/00
Inventor 凌沛学陈建英刘霞陈倩倩赵文刚杨素珍王晓梅李燕
Owner 山东福瑞达生物股份有限公司
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