Yesenia Perez¹, Alejandro Rivera¹ and Julie Harmon¹

2-ureido-4[1H]-pyrimidinone, UPy, is a monomer unit that has propitious properties such high association constants, adaptability and ease of purification. It exhibits thermo-reversible behavior; noncovalent bonds respond to stimuli. Structures containing UPy are precursors in supramolecular polymers with self-healing properties. The noncovalent interaction of interest in UPy is hydrogen bonding. It creates four hydrogen bonds, forming a monomer network. This enables chain extension, strengthens the backbone, causes a high degree of polymerization and increases crosslinking. Here, a series of aliphatic polyimides were end capped with UPy to introduce H-bonding sites into the backbone. Furthermore, the addition of UPy units will yield high performance polyimides with hydrolytic stability, wear resistance and adhesive strength. These materials are suitable for microelectronic and aerospace applications. UPy was synthesized in a one-step reaction with Hexamethylene diisocyanate and 2-amino-6- methylpyrimidin-4-ol. Different stoichiometric ratios of UPy were added to determine how addition of H-bonds affected thermal and mechanical properties.