Facile synthesis of chiral (right-handed) calcium carbonate with exceptional enantioseparation performance of dibenzoyltartaric acid.

J Colloid Interface Sci

State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, 27 South Taoyuan Road, Taiyuan, Shanxi 030001, PR China. Electronic address:

Published: May 2019

The chiral morphology of calcium carbonate (mainly vaterite) was successfully synthesized by using CaCl under l-aspartic acid guiding by diffusion of in-site generation of CO and NH from (NH)CO and NH·HO. Its structure was characterized by XRD, SEM/TEM and FT-IR, it indicated that the helical-shaped chiral calcium carbonate was uniform in a diameter of 10-20 μm and height of 1 μm, and tortuous nanosheets with a thickness of 50 nm were evolved more abundant from center to edge in counterclockwise. The enantioseparation performance for racemic dibenzoyltartaric acid was evaluated, the chiral calcium carbonate showed certain recognition ability for l-dibenzoyltartaric acid due to its better matching with l-dibenzoyltartaric acid molecules in stereochemical structure. Chiral separation ability for dibenzoyltartaric acid could be significantly improved by dibutyl maleate modification of chiral calcium carbonate; the maximal ee values for dibenzoyltartaric acid increased from 20.62% to 62.15%. The synergism of chiral helical-shaped suprastructure, large proportion of vaterite and modification of surface by functional group resulted in the excellent enantiomer separation.

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http://dx.doi.org/10.1016/j.jcis.2019.02.047DOI Listing

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