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

Lidia Jasinska-Walc, Maurizio Villani, Dmytro Dudenko, Otto Van Asselen, Enno Klop, Sanjay Rastogi, Michael Ryan Hansen, Cor E. Koning

Research output: Contribution to journalArticlepeer-review

35 Scopus citations

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. © 2012 American Chemical Society.
Original languageEnglish (US)
Pages (from-to)2796-2808
Number of pages13
JournalMacromolecules
Volume45
Issue number6
DOIs
StatePublished - Mar 27 2012
Externally publishedYes

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