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
- Chinese Journal of Polymer Science Vol. 43, Issue 6, Pages: 1043-1049(2025)
- 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：
- DOI：10.1007/s10118-025-3313-y
  CLC：
- Received：22 January 2025，
  
  Accepted：26 January 2025，
  
  Published Online：06 May 2025，
  
  Published：20 May 2025
- 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.
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.

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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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