Abstract
The ring-opening metathesis polymerization of cyclobutene-containing monomers based on the endo-tricyclo[4.2.2.02,5]deca-3,9-diene structure bearing cyclic anhydride and N-alkyl- or N-phenyl-substituted succinimides at the 7- and 8-positions was investigated. Well-defined molybdenum and ruthenium complexes were used as catalysts. Cl2Ru(CHPh)(PCy3)2 (III) was shown to be the most suitable catalyst as a well-controlled and even living polymerization was observed. Mainly cis stereochemistry (≈75%) was observed in the main chain. Kinetic studies with different substituted succinimide moieties indicated that the polymerization rate depended on electronic effects in the monomer. 19F NMR of fluorinated polymers suggests that through-space interactions between fluorine groups and the main polymer chain occur. These new polymers have a good thermal stability (304 °C < Td < 344 °C). Upon hydrogenation, the N-methylsuccinimide functionalized polymer exhibited a Tg at 285 °C, and the thermal stability increased by about 100 °C.
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