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Polynorbornene Dicarboximides with Cyclic Pendant Groups: Synthesis and Gas Transport Properties
Author(s) -
Díaz Kenya,
Vargas Joel,
Del Castillo Luis F.,
Tlenkopatchev Mikhail A.,
AguilarVega Manuel
Publication year - 2005
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.200500299
Subject(s) - norbornene , romp , monomer , polymer chemistry , chemistry , ring opening metathesis polymerisation , moiety , selectivity , metathesis , polymerization , polymer , organic chemistry , catalysis
Summary: The synthesis of new N ‐cyclopentyl‐ exo , endo ‐norbornene‐5,6‐dicarboximide (CpNDI) ( 3a ) and N ‐cyclohexyl‐ exo , endo ‐norbornene‐5,6‐dicarboximide (ChNDI) ( 3b ) monomers was carried out. From these monomers, two polynorbornene dicarboximides with cyclopentyl and cyclohexyl pendant groups, poly( exo , endo ‐ N ‐cyclopentyl norbornene‐5,6‐dicarboximide) (PCpNDI) and poly( exo , endo ‐ N ‐cyclohexyl norbonene‐5,6‐dicarboximide) (PChNDI), respectively, were synthesized by ring opening metathesis polymerization (ROMP). PCpNDI, which bears a cyclic pentyl moiety, shows a higher T g and mechanical properties compared to PChNDI. A comparison of density, fractional free volume, and gas permeability coefficients of the synthesized polynorbornenes shows that PCpNDI presents a slightly higher density and lower fractional free volume than PChNDI. It was also found that gas permeability coefficients for PCpNDI are lower than those of PChNDI. In all cases, the selectivity followed the usual trade‐off found in other glassy polymers: as gas permeability coefficients increase selectivity decreases.Poly( exo , endo ‐ N ‐cyclopentyl norbornene‐5,6‐dicarboximide) (PCpNDI) was synthesized here by ROMP.