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Synthesis of new fluorine containing ring-opened polynorbornene dicarboximides using ruthenium alkylidene catalysts

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Summary

The synthesis of new N-4-trifluoromethylphenyl-exo-endo-norbornene-5,6-dicarboximide (TFmNDI, 2a) and N-3,5-difluorophenyl-exo-endo-norbornene-5,6-dicarboximide (DFNDI, 2b) was carried out. Polynorbornene dicarboximides, 3a and 3b, were obtained via ring opening metathesis polymerization (ROMP) using bis(tricyclohexylphosphine) benzylidene ruthenium(IV) dichloride (I) and tricyclohexylphosphine [1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene] ruthenium dichloride (II), respectively. Tg’s for polymers 3a and 3b were observed at 155 C and 142 C, respectively. Compared to polymer 3b, polymer 3a with the bulky trifluoromethyl group showed the highest glass transition temperature and improved mechanical properties.

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Correspondence to Mikhail A. Tlenkopatchev.

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Vargas, J., Martínez, A., Santiago, A. et al. Synthesis of new fluorine containing ring-opened polynorbornene dicarboximides using ruthenium alkylidene catalysts. Polym. Bull. 61, 689–697 (2008). https://doi.org/10.1007/s00289-008-0995-6

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  • DOI: https://doi.org/10.1007/s00289-008-0995-6

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