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The synthesis of new N-3,5-bis(trifluoromethyl)phenyl-endo-norbornene-5,6-dicarboximide (TFMPhNDI, 2a), N-4-fluorophenyl-endo-norbornene-5,6-dicarboximide (FPhNDI, 2b) and N-2,2,6,6-tetramethylpiperidyl-endo-norbornene-5,6-dicarboximide (TMPNDI, 2c) monomers was carried out. Polynorbornene dicarboximides were obtained via ring opening metathesis polymerization (ROMP) using a second generation ruthenium alkylidene catalyst (1,3-dimesityl-4,5-dihydroimidazol-2-ylidene) (PCy3Cl2Ru=CHPh) (I). Poly-TMPNDI which bears a piperidyl moiety showed the highest Tg and Td compared to the polymers bearing fluoro-aryl moieties. Thermal stability of Poly-TFMPhNDI (3a) was enhanced after hydrogenation with Wilkinson´s catalyst

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Synthesis and ring-opening metathesis polymerization (ROMP) of new N-fluoro-phenylnorbornene dicarboximides by 2nd generation ruthenium alkylidene catalysts