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<p>Five-membered cyclic carbonate <b>5</b> was synthesized from <i>myo</i>-inositol via a four-step reaction. The structures of the obtained single crystals of <b>5</b> were investigated via X-ray structural analysis. The results showed that <b>5</b> has torsional and angular strains similar to those of previously reported 5-membered carbonates that undergo ring-opening polymerization. However, the anionic homopolymerization of <b>5</b> did not produce any polymeric products. On the other hand, the copolymerization of <b>5</b> with some lactones yielded polymeric products. Among the lactones used, ε-caprolactone (CL) produced a homogeneous mixture with <b>5</b> at a mole fraction of 5 (<i>f</i><sub><b>5</b></sub>) up to 30 mol%. The copolymerization of the homogeneous mixtures produced copolymers with a mole fraction of <b>5</b> (<i>F</i><sub><b>5</b></sub>) similar to that of <i>f</i><sub><b>5</b></sub>. The glass transition temperature (<i>T</i><sub>g</sub>) of the copolymers was determined by a differential scanning calorimetory (DSC). The copolymer with <i>F</i><sub><b>5</b></sub> = 0.14 had a <i>T</i><sub>g</sub> of −26.1 °C, which increased with increasing <i>F</i><sub><b>5</b></sub> and reached a value of 0.65 °C at <i>F</i><sub><b>5</b></sub> = 0.29.</p>

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Anionic ring-opening polymerization of a 5-membered cyclic carbonate with a myo-inositol structure

  • 期刊论文

  • 发表日期：

    2025年2月17日

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  • Yuto Oshima,
  • Hiroshi Katagiri,
  • Osamu Haba,
  • Tatsuro Toda,
  • Hisanari Yoneda

摘要

Five-membered cyclic carbonate 5 was synthesized from myo-inositol via a four-step reaction. The structures of the obtained single crystals of 5 were investigated via X-ray structural analysis. The results showed that 5 has torsional and angular strains similar to those of previously reported 5-membered carbonates that undergo ring-opening polymerization. However, the anionic homopolymerization of 5 did not produce any polymeric products. On the other hand, the copolymerization of 5 with some lactones yielded polymeric products. Among the lactones used, ε-caprolactone (CL) produced a homogeneous mixture with 5 at a mole fraction of 5 (f5) up to 30 mol%. The copolymerization of the homogeneous mixtures produced copolymers with a mole fraction of 5 (F5) similar to that of f5. The glass transition temperature (Tg) of the copolymers was determined by a differential scanning calorimetory (DSC). The copolymer with F5 = 0.14 had a Tg of −26.1 °C, which increased with increasing F5 and reached a value of 0.65 °C at F5 = 0.29.