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Hydrazone bond-connected chiral covalent organic framework bonded silica gel stationary phase and application thereof

A technology of covalent organic framework and bonded silica gel, applied in organic racemization, organic chemistry, organic chemical methods, etc., can solve the problems of uneven particle size, poor separation ability and high column pressure of COF materials, and achieve good separation effect , Moderate column pressure and high column efficiency

Active Publication Date: 2017-11-21
SOUTH CHINA NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The purpose of the present invention is to overcome the defects of the prior art that the particle size of the COF material is not uniform, directly filled in the stainless steel column tube, such as low column efficiency, high column pressure and poor separation ability, and provide a hydrazone bonded chiral co- Valence organic framework bonded silica stationary phase

Method used

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  • Hydrazone bond-connected chiral covalent organic framework bonded silica gel stationary phase and application thereof
  • Hydrazone bond-connected chiral covalent organic framework bonded silica gel stationary phase and application thereof
  • Hydrazone bond-connected chiral covalent organic framework bonded silica gel stationary phase and application thereof

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Embodiment 1

[0042] Example 1 Chiral covalent organic framework bonded silica gel stationary phase

[0043] The chiral covalent organic framework bonded silica gel stationary phase provided by the invention consists of figure 1 The procedure shown was prepared. Specifically, weigh 22 mg of hydrazide chiral precursor, 9.8 mg of trimesaldehyde and 114 mg of ammoniated silica gel in a pressure-resistant tube, then add 1.5 mL of dioxane, mix well and then add 0.15 mL acetic acid solution (3 mol / L). The pressure-resistant tube was replaced with argon three times, then quickly covered with a polytetrafluoroethylene sealing plug, and then placed in an oven preheated to 110°C for 3 days of reaction. After the reaction, the solid was filtered out, washed with dioxane, tetrahydrofuran and acetone in sequence, and finally placed in vacuum at 80°C to obtain 130 mg of yellow solid powder with a yield of 90%.

[0044] If no ammoniated silica gel is added in the above preparation method, and the rest of...

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Abstract

The invention relates to a hydrazone bond-connected chiral covalent organic framework bonded silica gel stationary phase and an application thereof. The stationary phase is prepared by a method comprising the following steps: uniformly mixing a hydrazide chiral precursor, 1,3,5-benzenetricarboxaldehyde and ammoniated silica gel in an organic solvent in an inert atmosphere, carrying out a reaction under the catalysis of acetic acid, and filtering, washing and drying the obtained reaction product to obtain the chiral covalent organic framework bonded silica stationary phase. The structure of the hydrazide chiral precursor is represented by formula (I) shown in the description, a mass ratio of the ammoniated silica gel to the hydrazide chiral precursor is (2-12):1, and molar ratio of the hydrazide chiral precursor to the 1,3,5-benzenetricarboxaldehyde is 1:(0.5-2). The chiral covalent organic framework-bonded silica gel stationary phase is uniform in particle size; and the stationary phase has the advantages of high column efficiency, moderate column pressure and good separation effect on cis-trans isomers and position isomers when used in high performance liquid chromatography, and also has the advantages of definite structure, simple preparation method and good batch reproducibility.

Description

technical field [0001] The invention belongs to the field of covalent organic framework materials, and in particular relates to a preparation method and application of a hydrazone bond-connected chiral covalent organic framework-bonded silica gel stationary phase. Background technique [0002] Covalent organic framework (COF) materials are a kind of porous crystalline materials with periodic network structure formed by organic building units containing light elements (carbon, oxygen, nitrogen, boron, etc.) connected by covalent bonds. These emerging porous crystalline materials have advantages such as light weight, low density, regular structure, large specific surface area, strong thermal stability, adjustable skeleton size, and modifiable channels, making them ideal for heterogeneous catalysis, gas storage, etc. , chemical sensing, and optoelectronic materials have huge potential application prospects. [0003] In recent years, the application of COF materials in chromato...

Claims

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Application Information

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IPC IPC(8): B01J20/286B01J20/30B01D15/32C07B57/00
CPCB01D15/32B01J20/286C07B57/00
Inventor 蔡松亮张凯章伟光范军郑盛润
Owner SOUTH CHINA NORMAL UNIVERSITY
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