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n-(n'-oleoyl glutaminyl)-glucosamine and its preparation method

A technology of oleoylglutamyl and glucosamine, which is applied in the field of surfactant preparation, can solve rare problems, achieve mild properties, good biocompatibility, and save reaction time and cost

Active Publication Date: 2019-06-11
广州碧婷化妆品有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But the report that utilizes glucosamine as surfactant is rare

Method used

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  • n-(n'-oleoyl glutaminyl)-glucosamine and its preparation method
  • n-(n'-oleoyl glutaminyl)-glucosamine and its preparation method
  • n-(n'-oleoyl glutaminyl)-glucosamine and its preparation method

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Embodiment Construction

[0023] (1) Dissolve 0.282g (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 to 12 hours, then filtered to obtain filtrate (I). Then take 0.146g (1mmol) of glutamine and 0.138g (1mmol) of potassium carbonate and dissolve them in an appropriate amount of water, place them in an ice-water bath, slowly add the filtrate (I) dropwise, and after the dropwise addition, place it at room temperature for 24 hours to react. A solution of N-acyl amino acids is prepared.

[0024] (2) Adjust the pH of N-oleoyl glutamine solution to neutral with 3N hydrochloric acid, then add 0.216g glucosamine hydrochloride, 0.84g sodium bicarbonate, 0.203g EDAC (1-(3-dimethylaminopropyl )-3-ethylcarbodiimide hydrochloride), reacted at 0°C to room temperature for 24 hours, and centrifuged to obtain crude N-(N′-oleoyl glutaminyl)-glucosamine.

[0025] (3) Dissolve crude N-(N′-...

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Abstract

The invention relates to N-(N'-oleoyl glutamide acyl)-glucosamine and a preparation method thereof, and relates to the technical field of chemical medicine. A DMF (Dimethyl Formamide) solution of oleic acid is mixed with N-hydroxysuccinimide (NHS) and dicyclohexylcarbodiimide (DCC) under stirring to react for a certain time and then filter to obtain a filtrate; glutamine and potassium carbonate are dissolved in water, and dropwise added with the filtrate in an ice water bath to react at room temperature to obtain an N-acyl glutamine solution; an N-oleoyl glutamide solution is neutralized and mixed with glucosamine hydrochloride, sodium bicarbonate and 1-(3-dimethylaminopropyl)-3-ethylenediamine hydrochloride to react to obtain N-(N'-oleoyl glutamide acyl)-glucosamine. The N-(N'-oleoyl glutamide acyl)-glucosamine has good biocompatibility, is efficient and non-toxic, and can be used for polymerized environmentally friendly alcohol-soluble surfactants.

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] Since surfactants can be oriented at the incompatible two-phase interface, this makes surfactants have unique advantages in terms of some special properties related to the two-phase interface. For example, during emulsion polymerization, surfactants are often used to disperse the reaction solution to be polymerized into an emulsion state, so that the particle size of the obtained polymer can reac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H13/04C07H1/00
CPCC07H1/00C07H13/04
Inventor 高庆徐嘉琪郭双华王富花候雪
Owner 广州碧婷化妆品有限公司
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