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Synthesis and Ring‐Opening Metathesis Polymerization of New Oxanorbornene Dicarboximides with Fluorine Pendant Groups
Author(s) -
Santiago Arlette A.,
Vargas Joel,
Gaviño Rubén,
Cerda Alfredo Maciel,
Tlenkopatchev Mikhail A.
Publication year - 2007
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200600603
Subject(s) - romp , tricyclohexylphosphine , norbornene , polymer chemistry , chemistry , moiety , ruthenium , monomer , metathesis , ring opening metathesis polymerisation , polymerization , organic chemistry , polymer , catalysis , phosphine
The synthesis of exo ‐ N ‐3,5‐bis(trifluoromethyl)phenyl‐7‐oxanorbornene‐5,6‐dicarboximide (TFMPhONDI, 2a ), exo ‐ N ‐4‐fluorophenyl‐7‐oxanorbornene‐5,6‐dicarboximide (FPhONDI, 2b ), and exo ‐ N ‐pentafluorophenyl‐7‐oxanorbornene‐5,6‐dicarboximide (PFPhONDI, 2c ) monomers is described. Poly(norbornene dicarboximide)s were obtained via ROMP using bis(tricyclohexylphosphine)benzylidine ruthenium(IV) dichloride ( I ) and tricyclohexylphosphine [1,3‐bis(2,4,6‐trimethylphenyl)‐4,5‐dihydroimidazolilydene][benzylidene] ruthenium dichloride ( II ). Poly‐TFMPhONDI ( 3a ) bearing a trifluoromethylaryl moiety showed a higher T g and improved mechanical properties as compared to poly‐FPhONDI ( 3b ) and poly‐PFPhONDI ( 3c ).