Abstract
A new cyanate ester monomer was prepared from bis(4-cyanatophenyl)dimethylsilane (SiMCy) and fully characterized by analytical and spectroscopic techniques. The monomer was found to have a melting point about 20 °C lower than that of the commercial bis(4-cyanatophenyl)dimethylmethane (BADCy) with similar melt viscosity, curing kinetics, and postcure glass transition temperature. Analysis of the single-crystal molecular structure by X-ray diffraction showed that intermolecular packing was dominated by weak hydrogen-bonding attractions between the aromatic rings and the −OCN nitrogen atoms. In contrast, the packing interactions found in BADCy are dominated by dipole−dipole interactions of the OCN groups. These differences may explain the 50% reduction in moisture uptake observed in SiMCy as compared to BADCy during exposure to boiling water. In addition, thermogravimetric analysis revealed that SiMCy exhibited a significantly higher char yield in air than BADCy, presumably due to the formation of silicates ...
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