Alternating Copolymerization of Dihydrocoumarin and Epoxides Catalyzed by 1-Ethyl-3-methylimidazolium Chloride

Jing-Jing Yu; Yong-Li Li; Xue Wu; Zhi-Dong Li; Ye-Fan Liu; Yang Zhang; Peng-Fei Song

doi:10.1007/s10118-025-3336-4

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Alternating Copolymerization of Dihydrocoumarin and Epoxides Catalyzed by 1-Ethyl-3-methylimidazolium Chloride

RAPID COMMUNICATION | Updated：2025-07-26

- Alternating Copolymerization of Dihydrocoumarin and Epoxides Catalyzed by 1-Ethyl-3-methylimidazolium Chloride
- Alternating Copolymerization of Dihydrocoumarin and Epoxides Catalyzed by 1-Ethyl-3-methylimidazolium Chloride
- 高分子科学（英文） 2025年43卷第8期页码：1269-1276
- Affiliations：
  
  College of Chemistry and Chemical Engineering, Key Laboratory of Eco-functional Polymer Materials of the Ministry of Education, Key Laboratory of Eco-environmental Polymer Materials of Gansu Province, Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials, Northwest Normal University, Lanzhou 730070, China
- Author bio：
  
  songpf@nwnu.edu.cn
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (No. 22161040), Natural Science Foundation of Gansu (No. 24JRRA125) and Science Research Project of Northwest Normal University (No. NWNU-LKZD2021-3).;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-025-3336-4.
- DOI：10.1007/s10118-025-3336-4
  中图分类号：
- 收稿：2025-01-07，
  
  修回：2025-03-08，
  
  录用：2025-03-12，
  
  网络首发：2025-05-14，
  
  纸质出版：2025-08-01
- Accepted：
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Yu, J. J.; Li, Y. L.; Wu, X.; Li, Z. D.; Liu, Y. F.; Zhang, Y.; Song, P. F. Alternating copolymerization of dihydrocoumarin and epoxides catalyzed by 1-ethyl-3-methylimidazolium chloride. Chinese J. Polym. Sci. 2025, 43, 1269–1276

Jing-Jing Yu, Yong-Li Li, Xue Wu, et al. Alternating Copolymerization of Dihydrocoumarin and Epoxides Catalyzed by 1-Ethyl-3-methylimidazolium Chloride[J]. Chinese Journal of Polymer Science, 2025, 43(8): 1269-1276.
Yu, J. J.; Li, Y. L.; Wu, X.; Li, Z. D.; Liu, Y. F.; Zhang, Y.; Song, P. F. Alternating copolymerization of dihydrocoumarin and epoxides catalyzed by 1-ethyl-3-methylimidazolium chloride. Chinese J. Polym. Sci. 2025, 43, 1269–1276 DOI： 10.1007/s10118-025-3336-4.

Jing-Jing Yu, Yong-Li Li, Xue Wu, et al. Alternating Copolymerization of Dihydrocoumarin and Epoxides Catalyzed by 1-Ethyl-3-methylimidazolium Chloride[J]. Chinese Journal of Polymer Science, 2025, 43(8): 1269-1276. DOI： 10.1007/s10118-025-3336-4.

摘要

The ring-opening alternating copolymerization (ROAC) of 3

4-dihydrocoumarin (DHC) and epoxides was developed using an imidazolium salt of 1-ethyl-3-methylimidazolium chloride (EMIMCl) as a catalyst. The metal-free catalytic process was investigated by DFT calculations

and the synergistic catalytic mechanism of EMIMCl for ROAC of DHC and epoxides was demonstrated.

Abstract

The ring-opening alternating copolymerization (ROAC) of 3

4-dihydrocoumarin (DHC)/epoxides has been successfully developed using an imidazolium salt of 1-ethyl-3-methylimidazolium chloride (EMIMCl) as a catalyst. The resulting copolymer has a molecular weight of 13.7 kg·mol

–1

a narrow molecul

ar weight distribution of 1.03 and a strictly alternating structure. The MALDI-TOF MS characterization and DFT calculations including electrostatic potential (ESP)

hydrogen-atom abstraction (HAA)

independent gradient model based on hirshfeld partition (IGMH) and atoms-in-molecules (AIM) analysis were used to investigate the metal-free catalytic process. The synergistic effect of anions and cations of EMIMCl for ROAC of DHC and epoxides was demonstrated. This study provides a metal-free catalytic system for the facile synthesis of alternating polyesters from DHC.

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references

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