<p>This study investigates the effectiveness of liquid tin(II) <i>n</i>-butoxide (Sn(O<i>n</i>Bu)<sub>2</sub>) as an initiator in the bulk ring-opening copolymerization (ROCOP) of L-lactide (LL) and <i>ɛ</i>-caprolactone (<i>ε</i>-CL). The objectives include examining the impact of initiator concentration and temperature on the kinetics of the polymerization. Kinetic parameters are analyzed using the proton-nuclear magnetic resonance spectroscopy (<sup>1</sup>H-NMR) technique. The findings reveal that increasing the initiator concentration enhances the final conversion percentage and the apparent rate constant (<i>k</i><sub>app</sub>), with <i>k</i><sub>app</sub> values of 8.21 × 10<sup>−3</sup>&#xa0;min<sup>−1</sup> for LL and 1.03 × 10<sup>−3</sup>&#xa0;min<sup>−1</sup> for <i>ε</i>-CL at 120&#xa0;°C. Furthermore, the apparent rate constant increases with temperature, reaching a <i>k</i><sub>app</sub> of 7.00 × 10<sup>−3</sup> min<sup>−1</sup> at 150&#xa0;°C for a 70/30 LL/<i>ε</i>-CL feed ratio. A comparative analysis with the conventional initiating system of tin(II) 2-ethylhexanoate (stannous octoate, SnOct<sub>2</sub>) and <i>n</i>-butyl alcohol (Sn(Oct)<sub>2</sub>/<i>n</i>-BuOH) indicates that liquid Sn(O<i>n</i>Bu)<sub>2</sub> gives a higher <i>k</i><sub>app</sub> under the same polymerization conditions. Remarkably, the activation energy (<i>E</i><sub>a</sub>) for Sn(O<i>n</i>Bu)<sub>2</sub> is lower (25.7&#xa0;kJ&#xa0;mol<sup>−1</sup>&#xa0;K<sup>−1</sup>) compared to that of the Sn(Oct)<sub>2</sub>/<i>n</i>-BuOH system (34.6&#xa0;kJ&#xa0;mol<sup>−1</sup>&#xa0;K<sup>−1</sup>). Additionally, copolymerization using liquid Sn(O<i>n</i>Bu)<sub>2</sub> provides poly(L-lactide-<i>co</i>-<i>ε</i>-caprolactone) (PLCL) with a higher-molecular weight (<i>M</i><sub><i>n</i></sub> = 5.4 × 10<sup>4</sup>&#xa0;g&#xa0;mol<sup>−1</sup>) than that obtained using the Sn(Oct)<sub>2</sub>/<i>n</i>-BuOH system (<i>M</i><sub><i>n</i></sub> = 2.8 × 10<sup>4</sup>&#xa0;g&#xa0;mol<sup>−1</sup>). These results demonstrate that liquid Sn(O<i>n</i>Bu)<sub>2</sub> is a highly effective initiator for the ROCOP of LL and <i>ε</i>-CL, suggesting its strong potential for scaling up production in industrial applications and commercialization.</p> Graphical abstract <p></p>

错误:搜索内容不能为空,请输入英文关键词
错误:关键词超出字数限制,请精简
高级检索

Kinetic investigation and scale-up of bulk ring-opening copolymerization of L-lactide and ɛ-caprolactone in the presence of liquid tin(II) n-butoxide

  • Montira Sriyai,
  • Tawan Chaiwon,
  • Puttinan Meepowpan,
  • Robert Molloy,
  • Kanarat Nalampang,
  • Patnarin Worajittiphon,
  • Narin Kaabbuatong,
  • Winita Punyodom

摘要

This study investigates the effectiveness of liquid tin(II) n-butoxide (Sn(OnBu)2) as an initiator in the bulk ring-opening copolymerization (ROCOP) of L-lactide (LL) and ɛ-caprolactone (ε-CL). The objectives include examining the impact of initiator concentration and temperature on the kinetics of the polymerization. Kinetic parameters are analyzed using the proton-nuclear magnetic resonance spectroscopy (1H-NMR) technique. The findings reveal that increasing the initiator concentration enhances the final conversion percentage and the apparent rate constant (kapp), with kapp values of 8.21 × 10−3 min−1 for LL and 1.03 × 10−3 min−1 for ε-CL at 120 °C. Furthermore, the apparent rate constant increases with temperature, reaching a kapp of 7.00 × 10−3 min−1 at 150 °C for a 70/30 LL/ε-CL feed ratio. A comparative analysis with the conventional initiating system of tin(II) 2-ethylhexanoate (stannous octoate, SnOct2) and n-butyl alcohol (Sn(Oct)2/n-BuOH) indicates that liquid Sn(OnBu)2 gives a higher kapp under the same polymerization conditions. Remarkably, the activation energy (Ea) for Sn(OnBu)2 is lower (25.7 kJ mol−1 K−1) compared to that of the Sn(Oct)2/n-BuOH system (34.6 kJ mol−1 K−1). Additionally, copolymerization using liquid Sn(OnBu)2 provides poly(L-lactide-co-ε-caprolactone) (PLCL) with a higher-molecular weight (Mn = 5.4 × 104 g mol−1) than that obtained using the Sn(Oct)2/n-BuOH system (Mn = 2.8 × 104 g mol−1). These results demonstrate that liquid Sn(OnBu)2 is a highly effective initiator for the ROCOP of LL and ε-CL, suggesting its strong potential for scaling up production in industrial applications and commercialization.

Graphical abstract