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Synthesis, structural characterization and luminescence properties of 1-carboxymethyl-3-ethylimidazolium chloride
Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK). US Department of Energy and Critical Materials Institute, USA; Iowa State University, USA; Wrocław Research Centre EIT+, Poland.ORCID iD: 0000-0002-1730-0304
Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK). US Department of Energy and Critical Materials Institute, USA; Iowa State University, USA.
Number of Authors: 32018 (English)In: Acta crystallographica. Section C, Structural chemistry, ISSN 2053-2296, Vol. 74, p. 653-658Article in journal (Refereed) Published
Abstract [en]

A microcrystalline carboxyl-functionalized imidazolium chloride, namely 1-carboxymethyl-3-ethylimidazolium chloride, C7H11N2O2+center dot Cl-, has been synthesized and characterized by elemental analysis, attenuated total reflectance Fourier transform IR spectroscopy (ATR-FT-IR), single-crystal X-ray diffraction, thermal analysis (TGA/DSC), and photoluminescence spectroscopy. In the crystal structure, cations and anions are linked by C-H center dot center dot center dot Cl and C-H center dot center dot center dot O hydrogen bonds to create a helix along the [010] direction. Adjacent helical chains are further interconnected through O-H center dot center dot center dot Cl and C-H center dot center dot center dot O hydrogen bonds to form a (10(1) over bar) layer. Finally, neighboring layers are joined together via C-H center dot center dot center dot Cl contacts to generate a three-dimensional supramolecular architecture. Thermal analyses reveal that the compound melts at 449.7 K and is stable up to 560.0 K under a dynamic air atmosphere. Photoluminescence measurements show that the compound exhibits a blue fluorescence and a green phosphorescence associated with spin-allowed ((1)pi <- (1)pi*) and spin-forbidden ((1)pi <- (3)pi*) transitions, respectively. The average luminescence lifetime was determined to be 1.40 ns for the short-lived ((1)pi <- (1)pi*) transition and 105 ms for the long-lived ((1)pi <- (3)pi*) transition.

Place, publisher, year, edition, pages
2018. Vol. 74, p. 653-658
Keywords [en]
carboxyl-functionalized imidazolium salt, hydrogen-bonding interaction, thermal analysis, photoluminescence spectroscopy, crystal structure, ionic liquids
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:su:diva-157673DOI: 10.1107/S2053229618005272ISI: 000434332200001PubMedID: 29869999OAI: oai:DiVA.org:su-157673DiVA, id: diva2:1235992
Available from: 2018-07-30 Created: 2018-07-30 Last updated: 2018-07-30Bibliographically approved

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Prodius, DenisWilk-Kozubek, MagdalenaMudring, Anja-Verena
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