<p>Anion exchange membranes (AEMs) generally suffer from a trade-off between ionic conductivity and dimensional stability. Conventional crosslinking modification improves dimensional stability at the expense of ionic conductivity. To address this problem, a simultaneous quaternization and crosslinking strategy using tertiary diamine-based bis-imidazole crosslinkers was employed to form crosslinked networks in which imidazolium groups function as both crosslinking nodes and anion-conducting sites. In this study, six bis-imidazole-crosslinked polystyrene-based AEMs were synthesized by systematically varying the tether length, tether hydrophilicity, and C2 substitution on the imidazolium ring. All the crosslinked AEMs showed limited water uptake, good dimensional stability, and adequate mechanical strength. Additionally, they exhibited appreciable hydroxide ion conductivities, indicating that both imidazolium- and methylimidazolium-linked crosslinked networks can effectively facilitate ion transport. Among them, the unsubstituted imidazolium-linked membrane with a longer ether-containing tether showed the highest hydration number and achieved the highest hydroxide ion conductivity of 0.0839 S cm⁻¹ at 80 °C. However, the unsubstituted imidazolium linkage was unstable under alkaline conditions. Notably, the C2-methyl-substituted imidazolium-linked membrane with a longer ether-containing tether maintained high conductivity after prolonged alkaline treatment and delivered a fuel cell performance comparable to that of the commercial polystyrene-based AEM Sustainion X37-RT, demonstrating its potential for AEMFC applications.</p>