Aliphatic isocyanurates and polyisocyanurate networks
Driest, Pieter Job
Grijpma, Dirk W.
- Publisher: John Wiley and Sons
Density functional calculations | Viscosity | Science & Technology | Isocyanates | Network formation | Isocyanurates
The production, processing, and application of aliphatic isocyanate (NCO)-based thermosets such as polyurethane coatings and adhesives are generally limited by the surprisingly high viscosity of tri-functionality and higher-functionality isocyanurates. These compounds are essential crosslinking additives for network formation. However, the mechanism by which these high viscosities are caused is not yet understood. In this work, model aliphatic isocyanurates were synthesized and isolated in high purity (>99%), and their viscosities were accurately determined.
It was shown that the presence of the NCO group has a strong influence on the viscosity of the system. From density
functional theory calculations, a novel and significant bimolecular binding potential of À8.7 kJ/mol was identified be-
tween NCO groups and isocyanurate rings, confirming the important role of the NCO group. This NCO-to-ring inter-
action was proposed to be the root cause for the high viscosities observed for NCO-functional isocyanurate
systems. Molecular dynamics simulations carried out to further confirm this influence also suggest that the NCO-to-
ring interaction causes a significant additional contribution to viscosity. Finally, model functional isocyanurates were
further reacted into densely crosslinked polyisocyanurate networks which showed interesting material properties.
This project has received funding from the European Union’s Horizon 2020 research and innovation program under the Marie Skłodowska-Curie grant agreement no. 642890 (http:// thelink-project.eu/), and it was partially supported by the Portuguese Foundation for Science and Technology (FCT) in the framework of the strategic funding UID/FIS/04650/2013, and under the project Search-ON2: NORTE-07-0162-FEDER000086.