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<p>Living cationic polymerization of 4-acetoxystyrene (STO) was conducted in CH<sub>2</sub>Cl<sub>2</sub> at −15 °C using a dicumyl chloride (DCC)/SnCl<sub>4</sub>/<i>n</i>-Bu<sub>4</sub>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 <sup>1</sup>H nuclear magnetic resonance (<sup>1</sup>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 (<i>M</i><sub>n</sub>) range of 3540–7800 g/mol and narrow molecular weight dispersity (<i>M</i><sub>w</sub>/<i>M</i><sub>n</sub>) 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<sub>4</sub> prior to the substitution.</p>

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

  • 期刊论文

  • 发表日期：

    2025年5月6日

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

摘要

Living cationic polymerization of 4-acetoxystyrene (STO) was conducted in CH2Cl2 at −15 °C using a dicumyl chloride (DCC)/SnCl4/n-Bu4NBr 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 1H nuclear magnetic resonance (1H-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 (Mn) range of 3540–7800 g/mol and narrow molecular weight dispersity (Mw/Mn) 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 SnCl4 prior to the substitution.