Synthesis of Allyl Telechelic Poly(4-acetoxystyrene) <italic style="font-style: italic">via</italic> Living Cationic Polymerization and Electrophilic Substitution of Allyltrimethylsilane

Yu Zhu; Shuai Wen; Hui Li; Tao Zhuang; Lu Li; Qiang Liu; Shou-Ke Yan

doi:10.1007/s10118-025-3313-y

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Synthesis of Allyl Telechelic Poly(4-acetoxystyrene) via Living Cationic Polymerization and Electrophilic Substitution of Allyltrimethylsilane

RESEARCH ARTICLE | Updated：2025-07-14

- Synthesis of Allyl Telechelic Poly(4-acetoxystyrene) via Living Cationic Polymerization and Electrophilic Substitution of Allyltrimethylsilane
- Synthesis of Allyl Telechelic Poly(4-acetoxystyrene) via Living Cationic Polymerization and Electrophilic Substitution of Allyltrimethylsilane
- 高分子科学（英文） 2025年43卷第6期页码：1043-1049
- Affiliations：
  
  a.Key Laboratory of Rubber-Plastics, Ministry of Education/Shandong Provincial Key Laboratory of Rubber-Plastics, Qingdao University of Science and Technology, Qingdao 266042, China
  b.College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
- Author bio：
  
  lilu@qust.edu.cn (L.L.)
  liuqiang@qust.edu.cn (Q.L.)
  skyan@qust.edu.cn (S.K.Y.)
- Funds：
  
  This study was financially supported by the National Natural Science Foundation of China (No. 52373011).;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-025-3313-y.
- DOI：10.1007/s10118-025-3313-y
  中图分类号：
- 收稿：2025-01-22，
  
  录用：2025-01-26，
  
  网络首发：2025-05-06，
  
  纸质出版：2025-05-20
- Accepted：
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Zhu, Y.; Wen, S.; Li, H.; Zhuang, T.; Li, L.; Liu, Q.; Yan, S. K. Synthesis of allyl telechelic poly(4-acetoxystyrene) via living cationic polymerization and electrophilic substitution of allyltrimethylsilane. Chinese J. Polym. Sci. 2025, 43, 1043–1049

Yu Zhu, Shuai Wen, Hui Li, et al. Synthesis of Allyl Telechelic Poly(4-acetoxystyrene) via Living Cationic Polymerization and Electrophilic Substitution of Allyltrimethylsilane[J]. Chinese Journal of Polymer Science, 2025, 43(6): 1043-1049. DOI: 10.1007/s10118-025-3313-y.
Zhu, Y.; Wen, S.; Li, H.; Zhuang, T.; Li, L.; Liu, Q.; Yan, S. K. Synthesis of allyl telechelic poly(4-acetoxystyrene) via living cationic polymerization and electrophilic substitution of allyltrimethylsilane. Chinese J. Polym. Sci. 2025, 43, 1043–1049 DOI： 10.1007/s10118-025-3313-y.

Yu Zhu, Shuai Wen, Hui Li, et al. Synthesis of Allyl Telechelic Poly(4-acetoxystyrene) via Living Cationic Polymerization and Electrophilic Substitution of Allyltrimethylsilane[J]. Chinese Journal of Polymer Science, 2025, 43(6): 1043-1049. DOI: 10.1007/s10118-025-3313-y. DOI：

摘要

Abstract

Living cationic polymerization of 4-acetoxystyrene (STO) was conducted in CH

at ‒15 °C using a dicumyl chloride (DCC)/SnCl

-Bu

NBr initiating system. Impurity moisture initiation was inhibited by adding proton trap 2

6-di-tert-butylpyridine (DTBP)

and the controlled initiation of DCC was confirmed by

H nuclear magnetic resonance (

H-NMR) spectroscopy and matrix-assisted laser desorption ionization time-of-flight mass (MALDI-TOF-MS) spectrometry. The polymerization kinetics were analyzed to for optimizing the polymerization rate. Allyl-telechelic PSTOs (allyl-PSTO-allyl) with molecular weight (

) range of 3540–7800 g/mol and narrow molecular weight dispersity (

) about 1.25 were prepared through nucleophilic substitution with allyltrimethylsilane (ATMS) at approximately 40% monomer conversion. The experimental results indicate that the substitution efficiency of ATMS increased with higher ATMS concentration

temperature

and extended reaction time. Nearly unity ally-functionality for allyl-PSTO-allyl was achieved by adding sufficient SnCl

prior to the substitution.

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references

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Synthesis of Allyl Telechelic Poly(4-acetoxystyrene) via Living Cationic Polymerization and Electrophilic Substitution of Allyltrimethylsilane

Synthesis of Allyl Telechelic Poly(4-acetoxystyrene) via Living Cationic Polymerization and Electrophilic Substitution of Allyltrimethylsilane

DOI：10.1007/s10118-025-3313-y

摘要

Abstract

关键词

Keywords

references