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Ring‐opening polymerization of bicyclic oxalactones and oxalactams
Author(s) -
Okada M.,
Sumitomo H.,
Atsumi M.,
Hall H. K.
Publication year - 1991
Publication title -
makromolekulare chemie. macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 0258-0322
DOI - 10.1002/masy.19910420129
Subject(s) - bicyclic molecule , cationic polymerization , polymerization , chemistry , monomer , octane , ring opening polymerization , reactivity (psychology) , dimer , polymer chemistry , stereochemistry , organic chemistry , polymer , medicine , alternative medicine , pathology
Several bicyclic oxalactones and oxalactams having a bicyclo[2.2.2]octane skeleton were synthesized and their ring‐opening polymerizations were investigated under various conditions. These monomers, except 2‐oxa‐6‐azabicyclo[2.2.2]octan‐5‐one (23), gave the corresponding polyesters or polyamides containing tetrahydropyran rings in their main chains. The anionic polymerization of the bicyclic oxalactam 23 afforded a dimer adduct (24) in low yield, whereas the cationic polymerization of 23 gave oligoethers (28) having six‐membered lactam rings in the main chains. The structure‐polymerization reactivity relationships for these bicyclic monomers are discussed.