Controlled molecular design of ether- and ...

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Title Controlled molecular design of ether- and ester-bridged norbornenes and their ring-opening metathesis polymerizations.
Author(s) A. Abd-El-Aziz, A. Edel, L. May, K. Epp, H. Hutton
Journal Section Title: Chemistry of Synthetic High Polymers, Canadian Journal of Chemistry
Date 1999
Volume 77
Issue 11
Start page 1797
End page 1809
Abstract A series of functionalized polynorbornenes contg. pendent ether- or ester-bridged poly(arom. ether) chains were prepd. The ether-bridged norbornene complex was synthesized via cyclopentadienyl iron-mediated nucleophilic arom. substitution reactions. This methodol., combined with that of dicyclohexylcarbodiimide-mediated coupling, allowed for the formation of novel oligomeric aryl ether and ester substituted norbornene complexes. Photolytic demetalation gave the monomers in good yields. Structural identification of the exo and endo isomers of both the metalated and demetalated norbornene derivs. was accomplished using HH and CH COSY NMR techniques. Ring-opening metathesis polymn. (ROMP) of these monomers using RuCl3(hydrate) and (Cy3P)2Cl2Ru=CHPh allowed for the prepn. of the functionalized polynorbornenes. Thermal anal. of the resulting polymeric materials demonstrated greater thermal stability as the no. of aryl ether groups increased. [on SciFinder(R)]
DOI 10.1139/cjc-77-11-1797
ISSN 0008-4042

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