Journal of Adhesion Science and Technology, Vol.32, No.4, 439-447, 2018
Urea-formaldehyde resin structure formation under alkaline condition: a quantitative C-13-NMR study
The urea-formaldehyde (UF) reaction under strong alkaline condition was investigated by using quantitative analysis of C-13 NMR. The main reaction products were methylolureas and oligomers linked by ether bonds at the beginning stage. With the reaction undergoing, the methylene linkages began to be formed and become predominant at the end point. The conversion of linear methylene ether bond to methylene linkage was also observed. These features were also observed previously for the reaction under acidic condition. It was found that the cyclic ether structure (uron) is much more stable than the linear ether bond, and its stability is second only to the methylene linkages among all the condensed structures. The formaldehyde was consumed in fast Cannizarro reaction under strong alkaline condition, producing considerable amount of methanol, which is the main negative aspect of this condition. With the exception of the differences caused by Cannizarro reaction, the UF production reactions under alkaline and acidic conditions are similar. The pH did not change the thermodynamic nature of the involved reactions, but only changed the competitive relationships of different reactions in kinetics.