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高分子科学(英文版)
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2026年9期
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Preparation and Chiral Recognition Ability of Crystalline Cellulose Phenylcarbamate
Preparation and Chiral Recognition Ability of Crystalline Cellulose Phenylcarbamate
摘要
As one of the most popular polysaccharide derivatives with high chiral recognition ability,cellulose tris(3,5-dimethylphenylcarbamate)(CDMPC)has been successfully applied in the enantioseparation of a wide range of racemates for various purposes.However,the derivative is usually synthesized with an amorphous structure,and its effect on enantioseparation ability remains obscure.To obtain a better understanding of the correlation between its structure and enantioseparation ability,in this study,CDMPC derivatives with crystalline and amorphous struc-tures were prepared through carbamoylation followed by anti-solvent precipitation.Their chiral recognition abilities were evaluated using high-performance liquid chromatography(HPLC)with chiral stationary phases(CSPs).Interestingly,the ordered arrangement of the helical polymer chains of CDMPC was effectively induced by the aromatic solvent after derivatization,forming a crystalline derivative(c-CDMPC)with a uniform and compact worm-like morphology,whereas the amorphous derivative(a-CDMPC)was obtained by regular treatment with a polar alcoholic solvent.The c-CDMPC-based CSP exhibited higher chiral recognition abilities with much shorter retention times for most racemates in this study,compared to the a-CDMPC-based CSP.In particular,flavanone(Rac-7),an important chiral drug with anti-inflammatory,anti-tumor,and cardiovascular protective activities,was even better resolved with higher enantioselectivity on crystalline c-CDMPC than on Chiralcel OD,a com-mercialized chiral column based on CDMPC.This indicates that the crystalline ordered arrangement played a critical role in the chiral recognition ability of the cellulose derivative.
年,卷(期):
2026, 44(9)
机标分类号:
TF123
TQ353.425
TM842
在线出版日期:
2026年10月16日