Two -conjugated polymers featuring main-chain m-phenylene linkers as well as iodo substituents were initially prepared. The presence of the iodo functionality allowed for the preparation of six additional polymers from the initial two iodo-substituted polymers via facile post-polymerization modification using Sonogashira-type coupling chemistry. The post-polymerization modification led to crosslinking, to the incorporation of a pyridyl-bearing functionality for potential use as a ligand for transition metals or to the introduction of a ferrocenyl substituent as a possible redox-active unit. The m-phenylene units were incorporated into the polymer main-chain structure in order to periodically disrupt conjugation, thereby allowing for more uniformity in the effective conjugation length and thus in absorption and emission profiles. The thermal stability and photophysical properties of all eight polymers, as well as the stimuli-responsiveness of relevant materials to nitroaromatics and metal ions, are reported.