A novel anthracene, pyridine and 1, 2, 3-triazole containing diamine was synthesized by copper catalyst 1, 3-dipolar cycloaddition of azides and alkynes groups (Click reaction). A series of polytriazoleimide (PTAI) nanocomposites were successfully prepared by condensation polymerization between the synthesized diamine monomer and commercially available pyromellitic dianhydride with different weight percentage of titanium dioxide (TiO2). The structure of the monomer and polymer were confirmed by the fourier transform infrared and nuclear magnetic resonance spectroscopy. The synthesized PTAI is readily soluble in common polar solvents. The PTAIs naocomposites exhibited high thermal stability, the temperature corresponding to a 5% weight loss in the range of 495 degrees C-555 degrees C, excellent flame retardancy (char yield were found to be in the range of 48.1-66.4) and high glass transition temperature (T-g) at (267 degrees C-294 degrees C). Furthermore incorporation of TiO2 into the PTAI matrix significantly improve the dielectric constant (2.70-4.75 at 1MHz) and dielectric loss (0.06-0.46 at 1 MHz). POLYM. ENG. SCI., 59:129-138, 2019. (c) 2018 Society of Plastics Engineers