Novel silicon-containing polyurethanes from vegetable oils as renewable resources. Synthesis and properties

Biomacromolecules. 2006 Aug;7(8):2420-6. doi: 10.1021/bm060402k.

Abstract

Hydrosilylation of methyl 10-undecenoate (UDM) with phenyl tris(dimethylsiloxy)silane (PTDS) followed by a reduction of carboxylate groups was used to obtain a silicon-containing polyol with terminal primary hydroxyl groups (PSi194). Biobased silicon-containing polyurethanes, with a silicon content between 1.7% and 9.0%, were prepared from epoxidized methyl oleate-based polyether polyol (P184), PSi194, and 4,4'-methylenebis(phenyl isocyanate) (MDI). The thermal, mechanical, and flame-retardant properties of these materials were examined. The most notable change resulting from the incorporation of PSi194 is the appearance of melting endotherms of variable enthalpy and position and a downward shift in the T(g). The incorporation of silicon does not change the thermal stability but enhances the stability of the char under air atmosphere. Polyurethanes with higher silicon content no longer burn in ambient air without complementary oxygen, which suggests that these biobased materials are very interesting for applications that require fire resistance.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Organosilicon Compounds / chemical synthesis*
  • Organosilicon Compounds / chemistry
  • Plant Oils / chemistry*
  • Polyurethanes / chemical synthesis*
  • Polyurethanes / chemistry

Substances

  • Organosilicon Compounds
  • Plant Oils
  • Polyurethanes