Local conformation and cocrystallization phenomena in renewable diaminoisoidide-based polyamides studied by FT-IR, solid state NMR and WAXD

L. Jasinska, M. Villani, D. Dudenko, O.L.J. Asselen, van, E. Klop, S. Rastogi, M.R. Hansen, C.E. Koning

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34 Citations (Scopus)

Abstract

Biobased polyamides synthesized from diaminoisoidide (DAII), 1,4-diaminobutane, and sebacic acid are investigated by FT-IR, 13C{1H} magic-angle spinning/cross-polarization (CP/MAS) NMR spectroscopy, and WAXD. Their molecular conformation and mobility undergo distinct changes as a function of temperature and diaminoisoidide content in the compositions. The presence of randomly distributed diaminoisoidide (DAII) in the polyamides reduces their hydrogen bond density and affects the trans/gauche conformer population. FT-IR and 13C{1H} CP/MAS NMR were successfully employed to prove the incorporation of DAII both in the crystalline and amorphous phase of these materials. Changes in the position and intensities of the diaminoisoidide-assigned FT-IR and NMR signals prove that the DAII monomer causes a conformational disorder of the polyamides and thus influences the crystal structure of these materials, as also shown by WAXD experiments. Extensive ab initio calculations using a combination of DFT and MP2 methods reveal a number of stable conformers of DAII and thus an unexpectedly high flexibility of the isohexide unit.
Original languageEnglish
Pages (from-to)2796-2808
JournalMacromolecules
Volume45
Issue number6
DOIs
Publication statusPublished - 2012

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    Jasinska, L., Villani, M., Dudenko, D., Asselen, van, O. L. J., Klop, E., Rastogi, S., ... Koning, C. E. (2012). Local conformation and cocrystallization phenomena in renewable diaminoisoidide-based polyamides studied by FT-IR, solid state NMR and WAXD. Macromolecules, 45(6), 2796-2808. https://doi.org/10.1021/ma300133d