N-(n'-oleoylglycyl)-chitooligosaccharide sodium sulfonate and preparation method thereof

A technology of oleoylglycyl and sodium sugar sulfonate, which is applied in chemical instruments and methods, pharmaceutical formulations, medical preparations of non-active ingredients, etc., can solve the problems of poor specificity and weak film-forming properties, and achieve The effect of mild reaction conditions, mild properties and high yield

Active Publication Date: 2019-04-19
江西跃华药业有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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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  • N-(n'-oleoylglycyl)-chitooligosaccharide sodium sulfonate and preparation method thereof
  • N-(n'-oleoylglycyl)-chitooligosaccharide sodium sulfonate and preparation method thereof
  • N-(n'-oleoylglycyl)-chitooligosaccharide sodium sulfonate and preparation method thereof

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Experimental program
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Effect test

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

N-(N'-oleoylglycyl)-chitooligosaccharide sodium sulfonate and its preparation method relate to the technical field of chemical medicine and medicine, comprising combining N-hydroxysuccinimide and dicyclohexylcarbodiimide with oleic acid Mix the DMF solution to obtain the filtrate; dissolve glycine and potassium carbonate in water, add the above filtrate dropwise under ice-water bath conditions, and react at room temperature to obtain the N-acyl amino acid solution; adjust the N-oleoyl glutamine solution to neutral Mixed reaction with chitosan oligosaccharide, 1‑(3‑dimethylaminopropyl)‑3‑ethylcarbodiimide hydrochloride and N‑hydroxysuccinimide to obtain N‑(N′‑oleoylglycine N-(N'-oleoylglycyl)-chitooligosaccharide sodium sulfonate . The product is a green and environment-friendly surfactant with good biocompatibility, high efficiency, non-toxicity 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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Patent Type & Authority Patents(China)
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 江西跃华药业有限公司
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