Metal catalysts can be employed in the curing of high temperature thermosets and polymer matrix composites. For example, cyanate ester resins often use a catalyst to achieve a higher degree of cure or to cure at lower temperatures. A potential issue in the utilization of a catalyst is that it remains entrained in the matrix and can negatively affect the physical and mechanical properties of the article due to its reactivity. One way to mitigate this phenomenon is to “deactivate” the catalyst after curing by applying an external stimulus, such as heat, friction, or light. A methodology to achieve this is to employ a ligand system that is amenable towards said external stimulus. Using the norbornene scaffold, several diamide and diamine molecules were prepared. The reactivity of the endo-endo, endo-exo, and exo-exo bis(dimethylamino) and bis(dimethylamido) isomers with metals was investigated, resulting in the preparation of six new metal complexes. Ligand synthesis, the formation of metal complexes, and reactivity will be discussed.

Synthesis and reactivity of Norbornene-Diamine systems

ACS Spring 2022

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