Urea- and Thiourea-Catalyzed Aminolysis of Carbonates

作者：Blain Marine; Yau Honman; Jean Gerard Ludivine; Auvergne Remi; Benazet Dominique; Schreiner Peter R; Caillol Sylvain^*; Andrioletti Bruno^*

来源：Chemsuschem, 2016, 9(16): 2269-2272.

DOI：10.1002/cssc.201600778

• aminolysis
• catalysis
• polyurethanes
• pk(a)
• reactivity

The aminolysis of (poly)carbonates by (poly)amines provides access to non-isocyanate polyurethanes (NIPUs) that are toxic-reagent-free analogues of polyurethanes (PUs). Owing to their low reactivity, the ring opening of cyclic carbonates requires the use of a catalyst. Herein, we report that the more available and cheaper ureas could advantageously be used for catalyzing the formation of NIPUs at the expense of the thiourea analogues. In addition, we demonstrate a medium-range pK(a) of the (thio)urea and an unqeual substitution pattern is critical for controlling the efficiency of the carbonate opening.

• 出版日期2016-8-23