Method for separating and preparing cis-trans isomers in vitamin K1

Through supercritical fluid chromatography separation method, the mixed mobile phase of supercritical carbon dioxide and organic solvents was used to successfully improve the purity of the vitamin K1 trans isomer, solve the problem that the proportion of vitamin K1 cis isomer in the prior art is difficult to control, and achieve efficient and environmentally friendly separation and preparation effect.

CN119661341APending Publication Date: 2025-03-21JIANGSU HANBON SCI & TECH CO
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Patent Information

Application Number
CN202411803815.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-12-10
Publication Date
2025-03-21

AI Technical Summary

Technical Problem

The prior art is difficult to control the proportion of cis isomers in vitamin K1 to less than 21%, and the purity of trans isomers obtained by high performance liquid chromatography separation still needs to be improved.

Method used

The crude vitamin K1 product was dissolved in an organic solvent by supercritical fluid chromatography separation method, and a mixture of supercritical carbon dioxide and n-hexane or n-heptane was used as the mobile phase, and silica gel was used as the chromatographic column filler. The cis and trans isomers were collected respectively by isometric or gradient elution.

Benefits of technology

The purity of the vitamin K1 trans isomer is achieved by 99%, simplifying the post-processing procedure, reducing the use of organic reagents, and improving the green and environmental protection and economic benefits of the separation method.

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Abstract

The invention belongs to the technical field of separation and purification of organic compounds, and particularly relates to a method for separating and preparing cis-trans isomers in vitamin K1. The separation and preparation method of cis-trans isomers in vitamin K1 provided by the invention comprises the following steps: dissolving a vitamin K1 crude product in a first organic solvent to obtain a vitamin K1 solution; carrying out supercritical fluid chromatography separation on the vitamin K1 solution, and collecting corresponding eluents according to retention time in a spectrogram obtained by supercritical fluid chromatography separation to respectively obtain cis-isomer of vitamin K1 and trans-isomer of vitamin K1; a mobile phase for supercritical fluid chromatography separation comprises a mixture of supercritical carbon dioxide and a second organic solvent, and the second organic solvent is n-hexane or n-heptane; the filler in the chromatographic column for supercritical fluid chromatographic separation is silica gel. VK1 cis-trans isomers are well separated under the combination of a specific stationary phase and a mobile phase, and the purity of the obtained trans isomers is greater than 99%.
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