5,5-Bis[4-(4-carboxyphenoxy)
phenyl]hexahydro-4,7-methanoindan (3a) and 5,5-bis[4-(4-aminophenoxy)phenyl]hexahydro-4,7-methanoindan (3b) were prepared in two main steps starting from the aromatic nucleophilic halogen-displacement of pfluorobenzonitrile and p-chloronitrobenzene, respectively, with 5,5-bis(4-hydroxyphenyl)hexahydro-4,7-methanoindan in the presence of potassium carbonate in N,N-dimethylformamide (DMF). Using triphenyl phosphite and pyridine as condensing agents, two series of polyamides having polyalicyclic cardo units were directly polycondensated from dicarboxylic acid 3a with various aromatic diamines, or from diamine 3b with various aromatic dicarboxylic acids in the N-methyl-2-pyrrolidone (NMP) solution containing dissolved calcium chloride. High molecular weight polyamides with inherent viscosities between 0.73 and 1.44 dL/g were obtained. All polymers were readily soluble in polar aprotic solvents such as NMP and N,N-dimethylacetamide (DMAc) and afforded transparent, flexible, and tough films by solution casting. The glass-transition temperatures (T g ) of these aromatic polyamides were in the range of 219 -253ยฐC by DSC, and the 10% weight loss temperatures in nitrogen and air were above 467 and 465ยฐC, respectively. A comparative study of some polyamides with an isomeric repeat unit is also presented.