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Graphene oxide-based chiral nano composite material and preparation method thereof

A nanocomposite material and graphene-based technology, applied in the field of materials in the field of separation and analysis of amino acid enantiomers, can solve problems such as low separation efficiency, difficulty in reusability, and complicated preparation process, and achieve improved separation efficiency, solid-liquid difference The effect of convenient phase separation and stable product

Active Publication Date: 2020-10-02
SHANGHAI JIAO TONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Aiming at the defects in the prior art, the object of the present invention is to provide a graphene oxide-based chiral nanocomposite and its preparation method, or in other words, to provide a graphene oxide-based chiral nanocomposite for amino acid enantiomer separation analysis Chiral nanocomposite materials and their preparation methods to solve the problems of complex preparation process, low separation efficiency and difficulty in reusability in existing methods and materials

Method used

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  • Graphene oxide-based chiral nano composite material and preparation method thereof
  • Graphene oxide-based chiral nano composite material and preparation method thereof
  • Graphene oxide-based chiral nano composite material and preparation method thereof

Examples

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Embodiment 1

[0050] Embodiment 1, preparation of graphene oxide-based chiral nanocomposite

[0051] This example relates to a chiral nanocomposite material used for the separation and analysis of amino acid enantiomers. The chiral nanocomposite material is self-assembled by a small molecule gelling factor with chiral amino acid units. The gelling factor is The benzene ring is the central core, the amide bond is the linking chain, and the 1 and 4 positions of the benzene ring are connected to the L-phenylalanine group.

[0052] Specific synthesis steps: Cool the anhydrous dichloromethane solution of L-phenylalanine methyl ester hydrochloride to 0°C, add triethylamine, and then add the anhydrous dichloromethane solution of terephthaloyl chloride to obtain the reaction solution (the molar ratio of phthaloyl chloride, L-phenylalanine methyl ester hydrochloride, and triethylamine is 1:2:6); the reaction solution is slowly raised to room temperature and stirred for 12 to 16 hours; rotate Evap...

Embodiment 2

[0057] Example 2. Graphene oxide-based nanocomposites are used for the separation of phenylalanine enantiomers

[0058] 2.1 Specific adsorption of D-phenylalanine enantiomer by right-handed chiral nanocomposites

[0059] In this example, a right-handed nanocomposite material is used to prepare a phenylalanine derivative with a left-handed chiral unit in Example 1. The gel factor interacts with each other through non-covalent bonds such as hydrogen bonds and coordination in 1 equivalent of aluminum ion solution. Function self-assembled.

[0060] The phenylalanine racemic solution (L type:D type=1:1) of configuring 4mmol / L, the dextral nanocomposite material that 30mg prepares is joined in the 3mL phenylalanine racemic solution, magnetic The mixture was stirred for 30 minutes, allowed to stand at room temperature for 3 hours to allow solid-liquid separation, and then filtered to obtain a solid and a supernatant, respectively. Get supernatant and measure content and compositi...

Embodiment 3

[0064] Embodiment 3, recovery and reuse of graphene oxide-based nanocomposites

[0065] 3.1 Recycling and reuse of right-handed chiral nanocomposites

[0066] In this embodiment, the nanocomposite material is used as the solid material obtained in the foregoing embodiment 2.1 after adsorption, separation and filtration of the enantiomer of phenylalanine.

[0067] Add the filtered solid nanocomposite to deionized water, centrifuge at a speed of 5000 rpm for 10 minutes, collect the centrifugate, repeat the centrifugation with deionized water, collect the centrifugate again, mix the obtained centrifugate twice, and use Composition analysis by ultra-high performance liquid chromatography, the result is that the dextro-nanocomposite material only adsorbs D-type phenylalanine ( image 3 a). The centrifuged solid can be used for a new round of separation of phenylalanine enantiomers, and can be reused more than 20 times ( Figure 4 a).

[0068] 3.2 Recycling and reuse of left-h...

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Abstract

The invention provides a graphene oxide-based nano composite material for amino acid enantiomer separation analysis and a preparation method thereof. The method comprises the steps of: dispersing an L-amino acid derivative gelator into a metal ion solution, and heating and cooling to obtain composite hydrogel; dropwise adding a graphene oxide solution into the composite hydrogel, oscillating and uniformly mixing, and standing for layering at room temperature;and performing filtration to obtain products. The method provided by the invention solves the problems of low separation efficiency, complex operation, difficult recycling and low repeatable utilization rate in the existing enantiomer separation process. The composite material disclosed by the invention can realize chiral conversion under the regulation and control of metal ions, and adsorption of different types of amino acid enantiomers is realized according to different chiral structures, so that effective separation is realized. The solid composite material is easy to recycle, can be repeatedly used, is convenient to operate and has practical application value. The preparation method of the material does not need complex synthesis steps, and is suitable for commercial application of enantiomer chiral separation analysis.

Description

technical field [0001] The invention relates to materials used in the field of separation and analysis of amino acid enantiomers, in particular, to a graphene oxide-based chiral nanocomposite material and a preparation method thereof, especially to a graphene oxide-based chiral nanocomposite regulated by metal ions. The nanocomposite material and its preparation method can be used for efficient separation and analysis of amino acid enantiomer solutions. Background technique [0002] Amino acid is the basic unit of protein, and protein is the main component of organisms and the basis of life activities. The physiological functions of the two enantiomers of amino acids are quite different, and their biological activities are closely related to the chiral environment in the organism (enzymes, hormones, receptors, antibodies, etc.). Therefore, the separation and analysis of biomolecules such as amino acids, peptides, proteins, DNA, and nucleic acids has always been a research h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N30/88
CPCG01N30/88
Inventor 冯传良张雅倩
Owner SHANGHAI JIAO TONG UNIV
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