As part of a program to develop high performance/high temperature structural resins for potential aeronautical applications, phenylethynyl-terminated phenylquinoxaline oligomers were prepared, characterized, thermally cured and the cured resins were evaluated as adhesives. The phenylquinoxaline oligomers were prepared by conventional and aromatic nucleophilic displacement routes and chain terminated with mono or di(phenylethynyl) groups. The oligomers were melt pressed into thin films, compression molded into tensile and compact tension specimens, and fabricated into titanium-to-titanium single lap shear adhesive specimens. The oligomers were generally compression molded for 1 hr at 350 degrees C under pressures ranging from 0.10 to 1.4 MPa. The phenylquinoxaline oligomer prepared via aromatic nucleophilic displacement exhibited better processability and higher tensile shear strengths than those of the oligomers prepared via the conventional synthetic route. The synthesis, physical and mechanical properties of these oligomers and their cured polymers are presented.