Effects of Isosorbide Incorporation into Flexible Polyurethane Foams: Reversible Urethane Linkages and Antioxidant Activity

Molecules. 2019 Apr 5;24(7):1347. doi: 10.3390/molecules24071347.

Abstract

Isosorbide (ISB), a nontoxic bio-based bicyclic diol composed from two fuzed furans, was incorporated into the preparation of flexible polyurethane foams (FPUFs) for use as a cell opener and to impart antioxidant properties to the resulting foam. A novel method for cell opening was designed based on the anticipated reversibility of the urethane linkages formed by ISB with isocyanate. FPUFs containing various amounts of ISB (up to 5 wt%) were successfully prepared without any noticeable deterioration in the appearance and physical properties of the resulting foams. The air permeability of these resulting FPUFs was increased and this could be further improved by thermal treatment at 160 °C. The urethane units based on ISB enabled cell window opening, as anticipated, through the reversible urethane linkage. The ISB-containing FPUFs also demonstrated better antioxidant activity by impeding discoloration. Thus, ISB, a nontoxic, bio-based diol, can be a valuable raw material (or additive) for eco-friendly FPUFs without seriously compromising the physical properties of these FPUFs.

Keywords: antioxidant activity; cell opening; flexible polyurethane foam; isosorbide; radical scavenger; reversible urethane linkages.

MeSH terms

  • Antioxidants / chemistry*
  • Antioxidants / pharmacology
  • Biocompatible Materials / chemistry
  • Biocompatible Materials / pharmacology
  • Isocyanates / chemistry
  • Isocyanates / pharmacology
  • Isosorbide / chemistry*
  • Isosorbide / pharmacology
  • Permeability / drug effects*
  • Polyurethanes / chemistry*
  • Polyurethanes / pharmacology
  • Urethane / chemistry

Substances

  • Antioxidants
  • Biocompatible Materials
  • Isocyanates
  • Polyurethanes
  • Urethane
  • polyurethane foam
  • Isosorbide