Method for separating coenzyme Q10 from coenzyme Q11 through simulated moving bed chromatography

A technology for simulating moving bed and chromatographic separation, applied in the field of chemical separation, can solve the problems of low total recovery rate, weak separation capacity, long process route, etc., and achieve the effects of less solvent consumption, low production cost and high monomer purity.

Active Publication Date: 2018-05-29
ZHEJIANG UNIV
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  • Abstract
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Problems solved by technology

[0005] The patent application with publication number CN103819326A discloses a method for refining coenzyme Q10 by ultrasonic crushing, organic solvent extraction, silica gel column chromatography and crystallization; , silica gel column chromatography and crystallization to purify the method for coenzyme Q10; CN102391092A discloses a kind of extracting bacteria residue with supercritical carbon dioxide, then uses silica gel column chromatography and crystallization to obtain coenzyme Q10 with a purity greater than 99.5%; CN101987815A discloses a Coenzyme Q10 with a purity greater than 98% was prepared by combining adsorption resin and silica gel column chromatography; all of the above methods used silica gel column chromatography, but the silica gel column is essential for the separation of coenzyme Q11, one of the main impurities in the crude extract of coenzyme Q10 The ability is weak, and coenzyme Q11 needs to be completely removed by recrystallization, the process route is long, and the total recovery rate is low

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  • Method for separating coenzyme Q10 from coenzyme Q11 through simulated moving bed chromatography

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The mixture of coenzyme Q10 and coenzyme Q11 (coenzyme Q11 / coenzyme Q10=13.6%, mass ratio), is completely dissolved with the mixture of ethanol and ethyl acetate (the percentage of ethanol accounting for the total volume is 70%), and the total concentration is 20g / L feed liquid.

[0041] The simulated moving bed is equipped with 8 chromatographic columns with a size of 1cm×15cm; the stationary phase is C18, its particle size is 10μm, and the pore size is 12nm; the eluent is the same as the solvent of the feed solution; the operating temperature is 20°C; the operating parameters are determined by optimization The flow rate of eluent is 6mL / min, the flow rate of feed liquid is 2mL / min, the flow rate of extract is 4mL / min, the flow rate of raffinate is 4.2mL / min, and the switching time is 3min. After 32 consecutive switchings, the system reaches equilibrium.

[0042] Collect a solution rich in coenzyme Q11 from the outlet of the extract, collect a solution rich in coenzy...

Embodiment 2

[0044] The mixture of coenzyme Q10 and coenzyme Q11 (coenzyme Q11 / coenzyme Q10=13.6%, mass ratio) is completely dissolved with the mixture of ethanol and ethyl acetate (the percentage of ethanol accounting for the total volume is 70%), and the total concentration is 50g / L feed liquid.

[0045] The simulated moving bed is equipped with 8 chromatographic columns with a size of 2cm×25cm; the stationary phase is C8, its particle size is 30μm, and the pore size is 12nm; the eluent is the same as the feed solution; the operating temperature is 20°C; the operating parameters are optimized and determined as follows: The flow rate of the eluent is 9mL / min, the flow rate of the feed liquid is 3mL / min, the flow rate of the extract is 7mL / min, the flow rate of the raffinate is 5mL / min, and the switching time is 8min. After 32 consecutive switchings, the system reaches equilibrium.

[0046] Collect a solution rich in coenzyme Q11 from the outlet of the extract, collect a solution rich in...

Embodiment 3

[0048] The mixture of coenzyme Q10 and coenzyme Q11 (coenzyme Q11 / coenzyme Q10=9.48%, mass ratio), is completely dissolved with the mixture of ethanol and tetrahydrofuran (the percentage of ethanol accounting for the total volume is 80%), and the total concentration is 20g / L Feed liquid.

[0049] The simulated moving bed is equipped with 16 chromatographic columns with a size of 1cm×15cm; the stationary phase is AMBERCHROM CG300 polystyrene resin with a particle size of 35μm and a pore size of 15nm; the eluent is the same as the feed solution; the operating temperature is 40°C; the operating parameters After optimization, 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, the flow rate of the raffinate is 8.5mL / min, and the switching time is 5min. After 48 consecutive switchings, the system reaches equilibrium.

[0050] Collect a solution rich in coenzyme Q11 from the outlet of the extract, collect ...

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Abstract

The invention discloses a method for separating coenzyme Q10 from coenzyme Q11 through simulated moving bed chromatography. The method comprises the following steps: (1) dissolving a mixture of the coenzyme Q10 and the coenzyme Q11 in an organic solvent to prepare a feeding solution; (2) continuously introducing the feeding solution and eluent into a simulated moving bed chromatography system, continuously collecting an extraction solution rich in Q11 from an extraction hole of the simulated moving bed chromatography system, and continuously collecting raffinate liquid rich in Q10 from a raffinate hole; (3) performing post-treatment on the raffinate liquid to obtain a coenzyme Q10 monomer; performing post-treatment on the extraction solution to obtain a coenzyme Q11 monomer. The method disclosed by the invention has the advantages of simple preparation process, high degree of separation, large preparation amount, high recycling ratio, less solvent consumption and low production cost; moreover, the method is suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of chemical separation, and in particular relates to a method for separating coenzyme Q10 and coenzyme Q11 by simulated moving bed chromatography. Background technique [0002] Coenzyme Q10 is mainly found in plant seeds, fish, animal liver, kidney and heart. It is a fat-soluble quinone compound. Its chemical name is 2-(3,7,11,15,19,23,27 ,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetradecenyl)-5,6-dimethoxy-3-methyl Base-p-benzoquinone, the molecular formula is C 59 h 90 o 4 , molecular weight 863.34. [0003] Coenzyme Q10 plays a very important role in the production of cellular energy and scavenging free radicals in the human body. Recent studies have shown that the content of coenzyme Q10 in the human body decreases significantly with age, which is related to many diseases that accompany aging such as Parkinson's diseases, etc.; with the in-depth research on the function of coenzyme Q10, it wi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C46/10C07C50/28
CPCC07C46/10C07C50/28
Inventor 鲍宗必李敏杨启炜张治国杨亦文任其龙邢华斌
Owner ZHEJIANG UNIV
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