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A Chiral Porous Organic Caged Quartz Capillary Column for Separation of Optical Isomers

A quartz capillary, optical isomer technology, applied in solid adsorbent liquid separation, separation methods, other chemical processes, etc., can solve the problem of not being able to separate optical isomers, and achieve low cost and reproducibility of column preparation. Good, high-resolution effects

Inactive Publication Date: 2016-05-25
YUNNAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still some optical isomers that cannot be separated well on such chiral columns. Therefore, the development and research of new high-selectivity and stable gas chromatography chiral stationary phases has become a gas chromatography chiral separation technology. One of the directions of research

Method used

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  • A Chiral Porous Organic Caged Quartz Capillary Column for Separation of Optical Isomers
  • A Chiral Porous Organic Caged Quartz Capillary Column for Separation of Optical Isomers
  • A Chiral Porous Organic Caged Quartz Capillary Column for Separation of Optical Isomers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] (1) Synthesis of chiral porous organic material CC3-R (such as figure 1 shown): Take 1.0g of 1,3,5-tricarbaldehyde, slowly add 20mL of dichloromethane and 20μL of trifluoroacetic acid without stirring, then add 20mL of 1.0g(R,R)-1,2 -The dichloromethane solution of cyclohexanediamine was slowly added thereinto, and after standing for reaction at room temperature for 3 days, octahedral white crystals grew on the inner wall of the reaction vessel. The crystals were taken out and washed 5 times with ethanol / dichloromethane (95 / 5, v / v) and then dried to obtain the chiral porous organic material CC3-R.

[0020] (2) Take the quartz capillary column and fill it with 0.1mol / L sodium hydroxide solution and keep it for 2 hours, wash it with deionized water until the eluate is neutral, then wash it with 0.1mol / L hydrochloric acid for 30 minutes, and then use Rinse with deionized water until the eluate is neutral, and pass through dry nitrogen at 120°C for 30 minutes before use; ...

Embodiment 2

[0023] Repeat Example 1, with the following differences:

[0024] (1) Synthesis of chiral porous organic material CC3-S (such as figure 1 shown): take 1.0g of 1,3,5-tricarbaldehyde and slowly add 20mL of dichloromethane and 20μL of trifluoroacetic acid without stirring, then add 20mL of 1.0g of (S,S)-1,2- A dichloromethane solution of cyclohexanediamine was slowly added thereinto, and after standing for reaction at room temperature for 3 days, octahedral white crystals grew on the inner wall of the reaction vessel. The crystal was taken out and washed 5 times with ethanol / dichloromethane (95 / 5, v / v) and then dried to obtain the chiral porous organic material CC3-S.

[0025] (3) The chiral porous organic material CC3-S prepared in step (1) was prepared into a 3.0 mg / mL dichloromethane solution.

Embodiment 3

[0027] Test the resolution effect of 2-butanol and 2-methylhexanoic acid with the chiral porous organic cage quartz capillary column gained in Example 1, the chromatogram of resolution is shown in figure 2 .

[0028] Depend on figure 2 It can be seen that the chromatographic column of the present invention has better chiral resolution performance for the two optical isomers selected in the above test.

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Abstract

The invention discloses a chiral porous organic case quartz capillary column used for optical isomer splitting. A preparation method for the chiral porous organic case quartz capillary column comprises the following steps: firstly, synthesizing a chiral porous material CC3-R or CC3-S; filling a quartz capillary column with a sodium hydroxide solution, keeping for 2 hours, then, flushing with deionized water, hydrochloric acid and deionized water in sequence, and introducing dry nitrogen gas; preparing a synthesized chiral porous organic material into a dichloromethane solution, mixing the dichloromethane solution with a 4.5mg / mL OV-1701 dichloromethane solution in an isovolumetric manner to obtain a mixed solution; filling the processed quartz capillary column with the mixed solution and preparing a required chromatographic separation column by adopting a static column preparing method. The chromatographic separation column has excellent chiral dismounting performances on a plurality of optical isomers including alcohol, amine, dihydric alcohol, alcohol amine, amino acid methyl ester, organic acid, halogenated hydrocarbon, ester, ether, an epoxy compound, ketone, sulfoxide and the like.

Description

technical field [0001] The invention belongs to the technical field of gas chromatography separation, and relates to a gas chromatography quartz capillary separation column, in particular to a chiral porous organic cage quartz capillary separation column suitable for splitting optical enantiomers. Background technique [0002] Gas chromatography plays a pivotal role in the separation and analysis of chiral compounds, so the research and development of chiral stationary phases in gas chromatography has always been a hot topic for scientists. The gas chromatography chiral stationary phases that have been successfully researched mainly include chiral amino acid derivatives, chiral metal complexes, crown ethers, calixarene and cyclodextrin derivatives, among which cyclodextrin and its derivatives are used as Chiral chromatographic columns with chromatographic stationary phases are widely used, and they are very effective for the separation of optical isomers. However, there are...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01D15/38B01D15/20B01J20/22
Inventor 袁黎明章俊辉
Owner YUNNAN NORMAL UNIV
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