Preparation method and chiral sieving application of novel 12-crown-4 covalent organic frameworks
AssigneeChongqing University of Arts and Sciences
InventorYuanzhe Tang
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Abstract
A synthesis method for a novel covalent organic framework with a 12-crown-4 group based on chiral sieving is provided, and the novel covalent organic framework with the 12-crown-4 group is prepared, and the CCOF-HTOD-1 can be used as a fluorescent probe to achieve chiral sieving of different chiral drugs (L-PGL, D-PGL, L-PAL, D-TPL, L-TPL and D-TPL). The CCOF-HTOD-1 not only has advantages of simple preparation method, large-scale preparation, uniform structure, easy dispersion, and excellent CD optical activity, but also has excellent performance in detecting different chiral drugs, high selectivity, and recyclability, which can solve problems of difficult separation and low detection efficiency of common chiral drugs.
Claims8
An application method of a chiral covalent organic framework-2,3,5,6,8,9-hexahydrobenzo[B][1,4,7,10]tetraoxacyclododecene-11,14-diphenylaldehyde-1 (CCOF-HTOD-1) with a 12-crown-4 group in detection of a chiral drug, wherein a covalent organic framework (COF) with the 12-crown-4 group is prepared by the following steps:
- adding 2,3,5,6-tetramethylpyrazine (TMP), 2,3,5,6,8,9-hexahydrobenzo[B][1,4,7,10] tetraoxacyclododecene-11,14-diphenylaldehyde (HTOD), benzoic anhydride and benzoic acid into a 10 mL Schlenk reaction tube to obtain a mixed solution, shaking the mixed solution in the Schlenk reaction tube thoroughly to obtain a uniform solution, performing three times of nitrogen protection on the uniform solution to obtain a reaction system, heating the reaction system in an oven to react to thereby obtain a heated reaction system, cooling the heated reaction system after completing reaction to obtain a cooled reaction system, washing the cooled reaction system with a mixed solution of a sodium hydroxide (NaOH) solution and methanol for multiple times to obtain a first washed reaction system, washing the first washed reaction system with dimethylformamide (DMF) for multiple times to obtain a second washed reaction system, washing the second washed reaction system with ethanol for multiple times to obtain a third washed reaction system, and drying the third washed reaction system under vacuum at 100° C. to obtain the CCOF-HTOD-1 in yellow;
- and
- wherein the chiral drug is L-Phenylglycinol (L-PGL), or L-Phenylalaninol (L-PAL).
Dependencies are inferred from the claim text.