Stability of Quadruple Hydrogen Bonds in an Ionic Liquid Environment

Abstract: Hydrogen bonds (H‐bonds) are highly sensitive to the surrounding environments owing to their dipolar nature, with polar solvents kown to significantly weaken H‐bonds. Herein, the stability of the H‐bonding motif ureidopyrimidinone (UPy) is investigated, embedded into a highly polar polymeric ionic liquid (PIL) consisting of pendant pyrrolidinium bis (trifluoromethylsulfonyl) imide (IL) moieties, to study the influence of such ionic environments on the UPy H‐bonds. The content of the surrounding IL is changed by addition of an additional low molecular weight IL to further boost the IL content around the UPy moieties in molar ratios of UPy/IL ranging from 1/4 up to 1/113, thereby promoting the polar microenvironment around the UPy‐H‐bonds. Variable‐temperature solid‐state MAS NMR spectroscopy and FT‐IR spectroscopy demonstrate that the UPy H‐bonds are largely present as (UPy‐) dimers, but sensitive to elevated temperatures (>70 °C). Subsequent rheology and DSC studies reveal that the ILs only solvate the polymeric chains but do not interfere with the UPy‐dimer H‐bonds, thus accounting for their high stability and applicability in many material systems.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Stability of Quadruple Hydrogen Bonds in an Ionic Liquid Environment ; day:17 ; month:10 ; year:2023 ; extent:7
Macromolecular rapid communications ; (17.10.2023) (gesamt 7)

Creator
Li, Chenming
Bhandary, Rajesh
Marinow, Anja
Bachmann, Stephanie
Pöppler, Ann‐Christin
Binder, Wolfgang H.

DOI
10.1002/marc.202300464
URN
urn:nbn:de:101:1-2023101815024269020131
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 11:01 AM CEST

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