Addition type polyimidesulfone oligomers have been synthesized from 3,3′,4,4′-benzophenone tetracarboxylic dianhydride and 3,3′-bis(aminophenyl) sulfone using three latent crosslinking groups as endcappers. The prepolymers were isolated and characterized for infrared spectra analysis, solubility test in various type solvents, melt flow, and cure properties. The crosslinked polyimides were characterized for thermal stability in a nitrogen atmosphere. The most promising systems, nadimide and maleimide prepolymers, were selected for the detailed study as the matrix for graphite woven cloth reinforced composites for which mechanical and other properties were tested. The differences due to various end-capped agents, including processibility, the extent of crosslinking of prepolymers, and thermal and mechanical properties of their composites, were compared.