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
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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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