Synthesis and ring-opening metathesis polymerization (ROMP) of new N-fluoro-phenylnorbornene dicarboximides by 2nd generation ruthenium alkylidene catalysts
J. Vargas, A. A. Santiago, R. Gavino, A. M. Cerda, M. A. Tlenkopatchev
Vol. 1., No.5., Pages 274-282, 2007
DOI: 10.3144/expresspolymlett.2007.40
DOI: 10.3144/expresspolymlett.2007.40
Corresponding author: M. A. Tlenkopatchev 
GRAPHICAL ABSTRACT
ABSTRACT
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.
