Three copolymers with conjugated structures, PTB1−PTB3, were produced utilizing a palladium-catalyzed cyclopentannulation polymerization by reacting a specially designed diethynyl Troger's base surrogate with different dihalogenated polycondensed aromatic hydrocarbons. Brunauer, Emmet, and Teller nitrogen gas adsorption investigation revealed the surface areas of the copolymers, attaining ∼365 m 2 g −1 . Gas uptake studies demonstrated a considerable carbon dioxide uptake for PTB2 of 44.41 mg g −1 at 273 K and a promising H 2 gas uptake of 3.18 mg g −1 at 77 K. PTB1− PTB3 displayed a sizable iodine adsorption capacity, achieving 4000 mg g −1 , and mechanistic investigations demonstrated the prevalence of a pseudosecond-order kinetic model. Recyclability experiments proved the effective regeneration of the copolymers, even after performing several adsorption and desorption tests.