Experimental and Theoretical Study of Cyclic Amine Catalysed Urethane Formation.

The alcoholysis of phenyl isocyanate (PhNCO) using stoichiometric butan-1-ol (BuOH) in acetonitrile in the presence of different cyclic amine catalysts was examined using a combined kinetic and mechanistic approach. The molecular mechanism of urethane formation without and in the presence of cyclic amine catalysts was studied using the G3MP2BHandHLYP composite method in combination with the SMD implicit solvent model. It was found that the energetics of the model reaction significantly decreased in the presence of catalysts. The computed and measured thermodynamic properties were in good agreement with each other. The results prove that amine catalysts are important in urethane synthesis. Based on the previous and current results, the design of new catalysts will be possible in the near future.

Computational Study of Catalytic Urethane Formation.

Polyurethanes (PUs) are widely used in different applications, and thus various synthetic procedures including one or more catalysts are applied to prepare them. For PU foams, the most important catalysts are nitrogen-containing compounds. Therefore, in this work, the catalytic effect of eight different nitrogen-containing catalysts on urethane formation will be examined. The reactions of phenyl isocyanate (PhNCO) and methanol without and in the presence of catalysts have been studied and discussed using the G3MP2BHandHLYP composite method. The solvent effects have also been considered by applying the SMD implicit solvent model. A general urethane formation mechanism has been proposed without and in the presence of the studied catalysts. The proton affinities (PA) were also examined. The barrier height of the reaction significantly decreased (∆E0 > 100 kJ/mol) in the presence of the studied catalysts, which proves the important effect they have on urethane formation. The achieved results can be applied in catalyst design and development in the near future.

Exploring the Potential to Repurpose Flexible Moulded Polyurethane Foams as Acoustic Insulators.

Polyurethane flexible foams are widely used for a variety of applications to improve comfort and durability. Their long-term frequent use inevitably leads to the generation of waste that needs to be treated. The recycling and reuse of polyurethane waste are essential to achieve an environmentally friendly economy. The present study investigates the potential to reuse and repurpose flexible polyurethane foam from automotive seat cushion waste materials. Flexible foams were prepared with different hardnesses using isocyanate-polyol ratios between 0.8 and 1.2 NCO-index. Dry heat aging tests were performed to mimic the long-term usage of the materials. The decrease in compressive strength was compared with the change in acoustic damping properties before and after the aging tests using an acoustic tube, and the change in foam cell structures was also analyzed by micro-CT. On the basis of the results obtained, although the foam systems are no longer suitable to be used as seat cushions due to aging, they can still be used as sound insulation materials within a given frequency range, as their sound absorption capacity is suitable for such purpose.