In this report, we explored the effect of incorporating ureidopyrimidone (UPy) linkers in a series of polyimides (PIs) previously studied in our laboratory. The polymers consist of an aromatic diamine monomer with a methylene linker, 4,4 ''-methylenebis (2,6-dimethylaniline), used to make a robust main chain along with aliphatic polyetherdiamine backbone linkers to decrease rigidity. The polymers were designed to exhibit thermal properties in between those of conventional aromatic PIs and polymers with wholly aliphatic ether diamine links, with an aim to improve the mechanical characteristics. Through dynamic mechanical analysis and differential scanning calorimetry, it is shown that the UPy linkers with their four-hydrogen bond sites are introduced to connect the chains in series. The connection strengthens the chain interactions and increases the range of the thermal and mechanical properties of the PI. Furthermore, the connecting regions are an important component to preserve the thermal stability of PIs while maintaining the processability. The polymers were characterized by FTIR, nuclear magnetic resonance, GPC, thermogravimetric analysis, differential scanning calorimetry, dynamic mechanical analysis, microhardness, and tensile testing. POLYM. ENG. SCI., 2019. (c) 2019 Society of Plastics Engineers