Preparation and Chiral Recognition Ability of Crystalline Cellulose Phenylcarbamate

Yu-Tong Zhang; Xiao Dai; En-Ting Deng; Li-Li Zhang; Ting Zheng; Jun Shen

doi:10.1007/s10118-026-3745-z

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Preparation and Chiral Recognition Ability of Crystalline Cellulose Phenylcarbamate

Special Topic: Chirality in Polymers | Updated：2026-08-31

- Preparation and Chiral Recognition Ability of Crystalline Cellulose Phenylcarbamate
- Preparation and Chiral Recognition Ability of Crystalline Cellulose Phenylcarbamate
- Chinese Journal of Polymer Science 2026年44卷第9期页码：2891-2898
- Affiliations：
  
  a.Research Institute of Urbanization and Urban Safety, School of Future Cities, University of Science and Technology Beijing, Beijing 100083, China
  b.College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin 150001, China
  c.Yangtze River Delta Carbon Fiber & Composite Innovation Center, Changzhou 213126, China
- Author bio：
  
  shenjun@ustb.edu.cn
- Funds：
  
  This work was financially supported by the National Key Research and Development Program of China (No. 2023YFB3711600), the Project of the Natural Science Foundation of Heilongjiang Province (No. LH 2023E063), and Fundamental Research Funds for Central Universities (No. 3072024XX1003).;The authors declare no interest conflict.The related data of this study is data that should not be shared, and can be obtained from the author for reasonable reasons. The author’s contact information: shenjun@ustb.edu.cn.
- DOI：10.1007/s10118-026-3745-z
  中图分类号：
- 收稿：2026-04-21，
  
  录用：2026-05-12，
  
  网络首发：2026-07-24，
  
  纸质出版：2026-09-05
- Accepted：
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Zhang, Y. T.; Dai, X.; Deng, E. T.; Zhang, L. L.; Zheng, T.; Shen, J. Preparation and chiral recognition ability of crystalline cellulose phenylcarbamate. Chinese J. Polym. Sci. 2026, 44, 2891–2898

Yu-Tong Zhang, Xiao Dai, En-Ting Deng, et al. Preparation and Chiral Recognition Ability of Crystalline Cellulose Phenylcarbamate[J]. Chinese Journal of Polymer Science, 2026, 44(9): 2891-2898.
Zhang, Y. T.; Dai, X.; Deng, E. T.; Zhang, L. L.; Zheng, T.; Shen, J. Preparation and chiral recognition ability of crystalline cellulose phenylcarbamate. Chinese J. Polym. Sci. 2026, 44, 2891–2898 DOI： 10.1007/s10118-026-3745-z.

Yu-Tong Zhang, Xiao Dai, En-Ting Deng, et al. Preparation and Chiral Recognition Ability of Crystalline Cellulose Phenylcarbamate[J]. Chinese Journal of Polymer Science, 2026, 44(9): 2891-2898. DOI： 10.1007/s10118-026-3745-z.

摘要

Crystalline cellulose tris(3

5-dimethylphenylcarbamate) exhibited higher chiral recognition abilities with shorter retention times than amorphous derivative and Chiralcel OD. The ordered crystalline arrangement played a crucial role in chiral recognition.

Abstract

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 structures 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 (

CDMPC

) with a uniform and compact worm-like morphology

whereas the amorphous derivative (

CDMPC

) was obtained by regular treatment with a polar alcoholic solvent. The

CDMPC

–based CSP exhibited higher chiral recognition abilities with much shorter retention times for most racemates in this study

compared to the

CDMPC

–based CSP. In particular

flavanone (

Rac

)

an important chiral drug with anti-inflammatory

anti-tumor

and cardiovascular protective activities

was even better resolved with higher enantioselectivity on crystalline

CDMPC

than on Chiralcel OD

a commercialized 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.

关键词

Keywords

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