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Preparation method of acetylated sodium hyaluronate

A technology of sodium hyaluronate and hyaluronic acid, applied in chemical instruments and methods, preparation of sugar derivatives, organic chemistry, etc., can solve the problems of high preparation cost, complicated catalyst, difficult purification treatment, etc., and achieve simple steps and high reaction efficiency Gentle, simple separation and purification steps

Pending Publication Date: 2020-01-24
SHANDONG TOPSCI BIO TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Aiming at the current problems such as high preparation cost of acetylated sodium hyaluronate, complex catalysts, and difficult purification treatment, the present invention provides a preparation method of acetylated sodium hyaluronate, which saves cost and is easy to purify

Method used

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  • Preparation method of acetylated sodium hyaluronate
  • Preparation method of acetylated sodium hyaluronate
  • Preparation method of acetylated sodium hyaluronate

Examples

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Effect test

Embodiment 1

[0032] Example 1 Preparation of acetylated sodium hyaluronate

[0033] (1) Dehydrate DMF with molecular sieves to keep the water content below 0.02%. Add 100mL of acetyl chloride into an equal volume of DMF, use nitrogen for degassing protection treatment, and refrigerate at 0-8°C for 30min for later use;

[0034] (2) Under nitrogen protection, weigh 50.00g of HA with a molecular weight of 800KDa in a 1000mL reaction bottle, add it into anhydrous 400mL DMF and stir to form a uniform suspension, then add the acetyl chloride-DMF solution in (1) dropwise Add it dropwise to HA for 30 minutes. After the dropwise addition, raise the temperature to 60° C. and react for 8 hours to obtain a transparent and viscous solution. Then cool down to 30°C for 16 hours;

[0035] (3) Slowly add 2400mL of distilled water under stirring to produce a fibrous or flocculent white or off-white solid, and wash the solid with distilled water until no foam occurs;

[0036] (4) Dissolve it with a sodium...

Embodiment 2

[0038] Example 2 Preparation of acetylated sodium hyaluronate

[0039] (1) Dehydrate DMF with molecular sieves to keep the water content below 0.02%. Add 80mL of acetyl chloride to an equal volume of DMF, use nitrogen for degassing protection treatment, and refrigerate at 0-8°C for 30min for later use;

[0040] (2) Under nitrogen protection, weigh 50g of HA with a molecular weight of 1000KDa in a 1000mL reaction bottle, add it into anhydrous 400mL DMF and stir to form a uniform suspension, then add the acetyl chloride-DMF solution in (1) dropwise to HA was added dropwise for 25 minutes, and after the dropwise addition was completed, the temperature was raised to 75° C. for 8 hours to obtain a transparent and viscous solution. Then cool down to 25°C for 16 hours;

[0041] (3) Slowly add 2200mL of distilled water under stirring to produce a fibrous or flocculent white or off-white solid, and wash the solid with distilled water until no foam occurs;

[0042] (4) Dissolve it wi...

Embodiment 3

[0044] Example 3 Preparation of acetylated sodium hyaluronate

[0045] (1) Dehydrate DMF with molecular sieves to keep the water content below 0.02%. Add 120mL of acetyl chloride into an equal volume of DMF, use nitrogen for degassing protection treatment, and refrigerate at 0-8°C for 30min for later use;

[0046] (2) Under nitrogen protection, weigh 50g of HA with a molecular weight of 1500KDa in a 1000mL reaction bottle, add it into anhydrous 400mL DMF and stir to form a uniform suspension, then add the acetyl chloride-DMF solution in (1) dropwise to In HA, add dropwise for 30 minutes. After the dropwise addition, raise the temperature to 65°C and react for 8 hours to obtain a transparent and viscous solution, then cool down to 40°C and react for 16 hours;

[0047] (3) Slowly add 2600mL of distilled water under stirring to produce a fibrous or flocculent white or off-white solid, and wash the solid with distilled water until no foam occurs;

[0048] (4) Dissolve it with a ...

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Abstract

The invention provides a preparation method of acetylated sodium hyaluronate. In a protective gas, hyaluronate and acetylchloride react in an organic solvent, and a product is separated and purified and then reacts with alkali for salification so as to obtain the product. The preparation method of the invention has the following advantages: a corrosive catalyst such as s concentrated sulfuric acidor a pyridine catalyst that is difficult to purify is not required; the reaction is mild and the steps are simple; and the separation and purification step is simple.

Description

technical field [0001] The invention belongs to the field of synthesis of daily necessities raw materials, and relates to a synthesis method of acetylated sodium hyaluronate. Background technique [0002] Acetylated sodium hyaluronate is a moisturizing raw material obtained after sodium hyaluronate undergoes an acetylation reaction. Due to the introduction of a large number of acetyl groups, acetylated hyaluronic acid has lipophilicity and greatly improved its hydrophilicity, which can exert double moisturizing effect. Acetylated hyaluronic acid also has excellent affinity, and can also be adsorbed on the skin surface after washing to exert a lasting moisturizing effect. [0003] [0004] Sodium Acetylated Hyaluronate [0005] Among the existing preparation methods, one is prepared by using acetic acid / acetic anhydride as a solvent and catalyzed by concentrated sulfuric acid. Acetic acid / acetic anhydride as a solvent is not only extremely expensive but also excessive a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H13/04C07H1/00C08B37/08
CPCC07H13/04C07H1/00C08B37/0072
Inventor 邢仕杰朱伟伟赵德华王朋田张建勇相茂功刘守垒刘宝珍王海泉李文源秦会利申加秋孙运兴田洪果王勇张杰程泽琨卢滢滢郑成红
Owner SHANDONG TOPSCI BIO TECH
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