<p>Trimellitic anhydride-based cyclic carbonate (TAC) was synthesized via the ring-opening reaction of glycerol carbonate (GC) and trimellitic anhydride under atmospheric pressure. The resulting TAC was then reacted with epoxidized soybean oil (ESO), followed by neutralization and dispersion to form aqueous soybean oil-based cyclic carbonate (ECC) dispersions. This study examines the influence of the carboxyl-to-epoxy group ratio on the stability of the ECC dispersion. A series of non-isocyanate polyurethanes (NIPUs) were subsequently prepared by curing ECC with diamines, and their mechanical properties and thermal stability were evaluated. Results indicate that NIPU-2 samples, cured with 1,6-hexanediamine (HAD), exhibited the highest elongation at break, reaching 347.14%, along with improved flexibility and impact resistance. In contrast, NIPU-3 samples, derived from isophorone diamine (IPDA), showed superior tensile strength, up to 2.47 MPa, and achieved a film hardness of H. Furthermore, the NIPUs demonstrated high thermal stability, with initial decomposition temperatures reaching 210 °C. Subsequent cross-linking with aziridine further enhanced the film hardness to 3H, while also improving resistance to water and ethanol. This work offers valuable insights for designing and developing aqueous bio-based cyclic carbonate dispersions and waterborne NIPUs, broadening their potential applications in areas such as wood and metal protection.</p>

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Preparation of aqueous cyclic carbonate dispersions and non-isocyanate polyurethane coatings based on soybean oil at atmospheric pressure

  • Hui Chen,
  • Hu Wang,
  • Chenchen Wang,
  • Jinqing Qu

摘要

Trimellitic anhydride-based cyclic carbonate (TAC) was synthesized via the ring-opening reaction of glycerol carbonate (GC) and trimellitic anhydride under atmospheric pressure. The resulting TAC was then reacted with epoxidized soybean oil (ESO), followed by neutralization and dispersion to form aqueous soybean oil-based cyclic carbonate (ECC) dispersions. This study examines the influence of the carboxyl-to-epoxy group ratio on the stability of the ECC dispersion. A series of non-isocyanate polyurethanes (NIPUs) were subsequently prepared by curing ECC with diamines, and their mechanical properties and thermal stability were evaluated. Results indicate that NIPU-2 samples, cured with 1,6-hexanediamine (HAD), exhibited the highest elongation at break, reaching 347.14%, along with improved flexibility and impact resistance. In contrast, NIPU-3 samples, derived from isophorone diamine (IPDA), showed superior tensile strength, up to 2.47 MPa, and achieved a film hardness of H. Furthermore, the NIPUs demonstrated high thermal stability, with initial decomposition temperatures reaching 210 °C. Subsequent cross-linking with aziridine further enhanced the film hardness to 3H, while also improving resistance to water and ethanol. This work offers valuable insights for designing and developing aqueous bio-based cyclic carbonate dispersions and waterborne NIPUs, broadening their potential applications in areas such as wood and metal protection.