Method for preparing high-purity EPA ester and DHA ester monomers by virtue of simulated moving bed chromatography

A simulated moving bed, high-purity technology, applied in chemical instruments and methods, preparation of carboxylate, preparation of organic compounds, etc., can solve the problems of reduced purification effect, high product price, low production capacity, etc., and achieves solvent consumption. Small, low labor intensity, easy to recycle

Active Publication Date: 2015-04-22
ZHEJIANG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] CN101265185B discloses a preparation method for separating docosapentaenoic acid methyl ester and docosahexaenoic acid methyl ester with a silver nitrate coated silica gel column, obtaining 99.02% DHA methyl ester and 99.61% DPA methyl ester respectively Ester, the yield is greater than 90%, but expensive silver nitrate is used, and it is easy to introduce heavy metal pollution
[0010] The C18 bonded silica gel used in the above method has the problem that the bonded groups are constantly falling off, so that the purification effect is continuously reduced, and frequent renewal of expensive C18 packing will push up the price of the product
Moreover, C18 has limited ability to separate different types of unsaturated fatty acids. In order to improve the resolution, a certain proportion of water needs to be added to the mobile phase. However, the introduction of water will lead to difficulties in solvent recovery, high energy consumption, and the concentration of the raw material solution low, low production capacity

Method used

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  • Method for preparing high-purity EPA ester and DHA ester monomers by virtue of simulated moving bed chromatography
  • Method for preparing high-purity EPA ester and DHA ester monomers by virtue of simulated moving bed chromatography
  • Method for preparing high-purity EPA ester and DHA ester monomers by virtue of simulated moving bed chromatography

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The raw material is polyunsaturated fatty acid ethyl ester, wherein the total mass percentage of EPA ethyl ester and DHA ethyl ester is 96%, the mass percentage of EPA ethyl ester is 40%, and the mass percentage of DHA ethyl ester is 56%. Dissolve it completely with ethanol to prepare a feed solution with a concentration of 50g / L.

[0040] The simulated moving bed is equipped with 8 chromatographic columns with a size of 1cm×25cm; the stationary phase is AMBERCHROM CG161m resin with a particle size of 70μm and a pore size of The eluent is ethanol; the operating temperature is 20°C; the operating parameters are optimized and determined as follows: the flow rate of the eluent is 16ml / min, the flow rate of the feed liquid is 2mL / min, the flow rate of the extract is 9.5mL / min, and the flow rate of the raffinate is 8.5mL / min , switching time 5min. After 32 consecutive switchings, the system reaches equilibrium.

[0041] Collect the ethanol solution of DHA ethyl ester from...

Embodiment 2

[0043] The raw material is polyunsaturated fatty acid ethyl ester, wherein the total mass percentage of EPA ethyl ester and DHA ethyl ester is 98%, the mass percentage of EPA ethyl ester is 50%, and the mass percentage of DHA ethyl ester is 48%. Dissolve it completely with ethanol to prepare a feed solution with a concentration of 200g / L.

[0044] The simulated moving bed is equipped with 8 chromatographic columns with a size of 1cm×15cm; the stationary phase is AMBERCHROM CG300s resin with a particle size of 35μm and a pore size of The eluent is ethanol; the operating temperature is 40°C; the operating parameters are optimized and determined as follows: the flow rate of the eluent is 8.4ml / min, the flow rate of the feed liquid is 0.8mL / min, the flow rate of the extract is 4.7mL / min, and the flow rate of the raffinate is 4.5mL / min, the switching time is 5 minutes. After 32 consecutive switchings, the system reaches equilibrium.

[0045] Collect the ethanol solution of DHA ...

Embodiment 3

[0047] The raw material is polyunsaturated fatty acid methyl ester, wherein the total mass percentage of EPA methyl ester and DHA methyl ester is 96%, the mass percentage of EPA methyl ester is 64%, and the mass percentage of DHA methyl ester is 32%. Dissolve it completely with ethanol to prepare a feed solution with a concentration of 100g / L.

[0048] The simulated moving bed is equipped with 16 chromatographic columns with a size of 1cm×25cm; the stationary phase is MCI GEL CHP20Y resin with a particle size of 30μm and a pore size of The eluent is ethanol; the operating temperature is 30°C; the operating parameters are optimized and determined as follows: the flow rate of the eluent is 15.4ml / min, the flow rate of the feed liquid is 1.5mL / min, the flow rate of the extract is 8.9mL / min, and the flow rate of the raffinate is 8.0mL / min, the switching time is 5 minutes. After 48 consecutive switchings, the system reaches equilibrium.

[0049] Collect the ethanol solution of ...

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Abstract

The invention discloses a method for separating an eicosapentaenoic acid ester (EPA) ester from a docosahexaenoic acid (DHA) ester by virtue of simulated moving bed chromatography. According to the method, a polystyrene/divinylbenzene type reverse-phase resin is taken as a stationary phase and pure ethanol is taken as an eluent; mixed poly-unsaturated fatty acid esters are continuously separated by virtue of 4-area simulated moving bed chromatography; the ethanol solution of the DHA ester is continuously collected from an extract outlet, while the ethanol solution of the EPA ester is continuously collected from a raffinate outlet; finally, the monomers of the EPA ester and the DHA ester are obtained by virtue of vacuum concentration. The method has the characteristics of high yield, low solvent consumption and no toxic solvent.

Description

technical field [0001] The invention relates to the field of chemical separation technology, in particular to a method for preparing high-purity EPA ester and DHA ester monomers by using simulated moving bed chromatography Background technique [0002] EPA and DHA are mainly biosynthesized by marine microalgae such as red algae, brown algae, and chlorella, and are ingested and accumulated in marine animals through the food chain. At present, the main source of EPA and DHA is deep-sea fish oil, which has various physiological effects on human health: (1) preventing cardiovascular and cerebrovascular diseases, EPA and DHA mainly inhibit the formation of thrombus, reduce cholesterol and triglyceride levels, etc. Effectively avoid the occurrence of cardiovascular and cerebrovascular diseases; (2) prevent cancer, EPA and DHA can be used for the prevention and adjuvant treatment of malignant tumors; (3) anti-inflammation, EPA and DHA reduce the inflammatory mediator PGE2 by inhibi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/587C07C67/56
CPCC07C67/48C07C67/56C07C69/587
Inventor 任其龙鲍宗必李敏杨亦文邢华斌苏宝根杨启炜张治国
Owner ZHEJIANG UNIV
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