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Method of optical isomer separation with use of supercritical fluid chromatography

A technology of optical isomers and separating agents, applied in the field of chromatographic columns, can solve problems such as difficult separation processes

Inactive Publication Date: 2007-02-14
DAICEL CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, optical isomers cannot be transferred between recognition sites at a rate sufficient to accommodate high-content recognition sites
In this way, it is difficult to achieve a favorable separation process due to the broadening of the detected peaks, etc.

Method used

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  • Method of optical isomer separation with use of supercritical fluid chromatography
  • Method of optical isomer separation with use of supercritical fluid chromatography
  • Method of optical isomer separation with use of supercritical fluid chromatography

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0062] 10 g of cellulose tribenzoate polymer (hereinafter also referred to as "OB polymer") was dissolved in a mixed solvent containing 500 ml of methylene chloride and 50 ml of n-hexanol to obtain an OB polymer solution.

[0063] Meanwhile, 2.5 g of sodium dodecylbenzenesulfonate (Tokyo Chemical Industry Co., Ltd.) was dissolved in 1,000 ml of purified water to prepare an aqueous solution. The OB polymer solution was added dropwise to the aqueous solution over a period of 4.6 hours (dropping rate: 2 ml / min), maintaining the aqueous solution at 15° C. during the dropping, and stirring the solution at a rate of 500 rpm.

[0064] After the dropwise addition process was completed, stirring was continued at the same rate, and the temperature of the aqueous solution was adjusted to 40° C., and nitrogen gas was flowed to distill off methylene chloride. Then, the obtained product was left to stand, and finally the OB polymer particles were obtained from the aqueous solution.

[0065...

Embodiment 1

[0098] Of the column 1 - column 3 each filled with the optical isomer separating agent formed of polymer particles thus obtained, the column filled with the optical isomer separating agent 1 formed of OB polymer particles 1 is used to separate optical isomers in supercritical fluid chromatography. The methanol solution of trans-stilbene oxide was used as the separation sample, and the optical resolution of trans-stilbene oxide was carried out under the following conditions. figure 2 Chromatograms obtained in optical resolution are shown.

[0099] (separation condition)

[0100] Mobile phase: CO 2 / methanol=90 / 10(v / v)

[0101] Flow rate: 3.0mL / min

[0102] Pressure: 15MPa

[0103] Column temperature: 25°C

[0104] Detection: UV230nm

[0105] Column size: 0.46mm I.D.×250mmL

[0106] Injection volume: 10μg

[0107] (Note that the injected amount refers to the mass of the optical isomer mixture of trans-stilbene oxide in the separated sample.)

[0108] figure 2 It was...

Embodiment 2

[0113] Optical resolution of trans-stilbene oxide was performed in the same manner as in Example 1, except that the detection wavelength was changed to 254 nm, and the injection amount was changed to 400 μg, 500 μg, and 700 μg. Figure 4-6 Chromatograms obtained in optical resolution are shown.

[0114] Figure 4-6 Shows that during the optical resolution of trans-stilbene oxides by supercritical fluid chromatography using column 1 packed with OB beads, trans-stilbene oxides can be clearly detected in a short period of time even when the injection volume is increased The peaks of each optical isomer.

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Abstract

A supercritical fluid chromatography using a column packed with an optical isomer separating agent containing a polysaccharide derivative capable of optical isomer separation, wherein use is made of a mobile phase containing a supercritical fluid and wherein as the optical isomer separating agent packed in the column to conduct optical isomer separation, an optical isomer separating agent containing a polysaccharide derivative capable of optical isomer separation in an amount of 50% by mass or more based on the entirety of the optical isomer separating agent is used to thereby, even in the use of optical isomer separating agent with a multiplicity of identification sites, enable accomplishing excellent separation of optical isomers.

Description

technical field [0001] The present invention relates to a method for separating optical isomers by supercritical fluid chromatography using a chromatographic column having an optical isomer separating agent, and more particularly, to a method of using a polysaccharide derivative packed with a high proportion of a polysaccharide derivative capable of separating optical isomers A chromatographic column of an optical isomer separating agent, and a method for separating optical isomers by supercritical fluid chromatography. Background technique [0002] A variety of chromatographic techniques have been used as a means of isolating desired substances from samples. A well-known example of this type of chromatographic technique is supercritical fluid chromatography using a supercritical fluid as the mobile phase. Supercritical fluid chromatography uses a liquid called a supercritical fluid that has a greater change in characteristics than general solvents as a mobile phase. Theref...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N30/02G01N30/88B01D15/08B01D15/38B01D15/40
CPCB01D15/40B01D15/3833G01N30/02G01N30/00
Inventor 亦部章弘织田博史石黑武
Owner DAICEL CHEM IND LTD
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