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Sodium N-(N'-oleoylglycyl)-chitosan sulfonate and preparation method thereof

A technology of oleoyl glycyl and sodium sugar sulfonate is applied in chemical instruments and methods, pharmaceutical formulations, medical preparations of inactive ingredients, etc. Mild reaction conditions, mild properties, and the effect of saving reaction costs

Active Publication Date: 2017-07-21
YANGZHOU POLYTECHNIC INST
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

Chitosan surfactants have certain film-forming properties, but their specificity to some substances is poor; amino acid surfactants have certain specificity to certain substances (such as certain metal ions), but their film-forming sex is relatively weak

Method used

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  • Sodium N-(N'-oleoylglycyl)-chitosan sulfonate and preparation method thereof
  • Sodium N-(N'-oleoylglycyl)-chitosan sulfonate and preparation method thereof
  • Sodium N-(N'-oleoylglycyl)-chitosan sulfonate and preparation method thereof

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Experimental program
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Embodiment Construction

[0032] (1) Dissolve 0.2g (1.0mmol) oleic acid in anhydrous DMF first, add 0.12g (1.05mmol) NHS (N-hydroxysuccinimide) and 0.226g (1.1mmol) dicyclohexylcarbodiethylene Amine (DCC), stirred and reacted for 10-12 hours, and filtered after 10 hours of reaction to obtain filtrate (I).

[0033] Weigh 0.075g (1.0mmol) of glycine and 0.138g (1.0mmol) of potassium carbonate, add an appropriate amount of water to dissolve, slowly add the filtrate (I) dropwise in an ice-water bath, and after the dropwise addition, place it at room temperature for 24 hours to react to obtain N-acylglycine acid solution.

[0034] (2) Adjust the pH of N-oleoylglycyl solution to neutral with 3N hydrochloric acid, add 0.17g chitosan oligosaccharide (can be dissolved in a small amount of water in advance), 0.201g (1.05mmol) EDAC (1-(3-di Methylaminopropyl)-3-ethylcarbodiimide hydrochloride), reacted at room temperature for 24h to obtain a reaction solution containing N-(N'-oleoylglycyl)-chitooligosaccharide. ...

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Abstract

Sodium N-(N'-oleoylglycyl)-chitosan sulfonate and a preparation method thereof relate to the technical field of chemical and medicine; N-hydroxysuccinimide and dicyclohexylcarbodiimide are mixed with DMF (dimethyl formamide) solution of oleic acid to obtain filtrate; glycine and potassium carbonate are dissolved in water, the filtrate is dropwise added under ice water bath, and reacting is allowed at room temperature to obtain n-hydroxysuccinimide; N-oleoylglycyl solution is adjusted to neutrality and is mixed with chitosan, 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride and N-hydroxysuccinimide for reacting to obtain N-(N'-oleoylglycyl)-chitosan, swelling with DMF for sulfonation reaction, supernate is collected and dialyzed to obtain filtrate, and the filtrate is lyophilized to obtain sodium N-(N'-oleoylglycyl)-chitosan sulfonate. The finished sodium N-(N'-oleoylglycyl)-chitosan sulfonate is a green surfactant having good biocompatibility, high performance, zero toxify and adjustable surface activity.

Description

technical field [0001] The invention relates to the technical field of chemical engineering and medicine, in particular to a preparation method of a surfactant. Background technique [0002] Due to the excellent application properties of surfactants, they are widely used in industrial production and people's daily life. All along, people have never stopped the development and research of new surfactants. In particular, the development of surfactants with a wide range of raw materials, good biocompatibility and unique functions has always been one of the research hotspots. [0003] Chitosan oligosaccharide, also known as chitosan oligosaccharide and oligochitosan, is a kind of polymer with a degree of polymerization of 2 to 20 obtained by degrading chitosan by special biological enzyme technology (there are also reports of chemical degradation and microwave degradation technology). Among the oligosaccharide products, the molecular weight is ≤3200Da, which is a low molecular...

Claims

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Application Information

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IPC IPC(8): C08B37/08B01F17/22B01F17/32A61K9/16A61K47/36C09K23/22C09K23/32
CPCA61K47/36A61K9/1652C08B37/003C09K23/00
Inventor 高庆徐嘉琪姜晔张培培钱路林
Owner YANGZHOU POLYTECHNIC INST
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