Methanol-Assisted ADMET Polymerization of Semiaromatic Amides
Document Type
Article
Abstract
A method for the acyclic diene metathesis polymerization of semiaromatic amides is described. The procedure uses second-generation Grubbs' catalyst and N-cyclohexyl-2-pyrrolidone (CHP), a high boiling, polar solvent capable of solubilizing both monomer and polymer. The addition of methanol to the reaction was found to significantly increase polymer molar mass although the role of the alcohol is currently not understood. Hydrogenation with hydrogen gas and Wilkinson's catalyst resulted in near-quantitative saturation. All polymers synthesized here exhibit a hierarchical semicrystalline morphology driven by ordering of aromatic amide groups via strong nonbonded interactions. Furthermore, the melting points can be tuned over a >100 °C range by precise substitution at just one of the backbone positions on each mer (<5% of the total).
Digital Object Identifier (DOI)
Publication Info
Published in ACS Macro Letters, Volume 12, Issue 5, 2023, pages 605-611.
APA Citation
Pietrangelo, A., Burns, A. B., Charlton, R. T., DeRocco, M. T., Manesh Gopinadhan, Sun, T., Wang, L., Wright, P. J., Stober, S. T., Yang, Q., & Martini, A. (2023). Methanol-Assisted ADMET Polymerization of Semiaromatic Amides. ACS Macro Letters, 12(5), 605–611. https://doi.org/10.1021/acsmacrolett.3c00115
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© 2023 American Chemical Society