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@ARTICLE{Renier:473734,
      author       = {Renier, Olivier and Bousrez, Guillaume and Yang, Mei and
                      Hölter, Milena and Mallick, Bert and Smetana, Volodymyr and
                      Mudring, Anja-Verena},
      title        = {{D}eveloping design tools for introducing and tuning
                      structural order in ionic liquids},
      journal      = {CrystEngComm},
      volume       = {23},
      number       = {8},
      issn         = {1466-8033},
      address      = {London},
      publisher    = {RSC},
      reportid     = {PUBDB-2022-00214},
      pages        = {1785 - 1795},
      year         = {2021},
      abstract     = {Ionic liquids (ILs) are receiving growing interest as
                      highly tunable, multifunctional materials. Remarkably for
                      liquids, they tend to display a high level of structural
                      order. This structural order may even lead to the formation
                      of mesophases such as liquid crystals (LCs). Imidazolium
                      compounds are by far the most popular ILs, because they
                      offer a widely versatile platform for property tuning. To
                      investigate what is driving structural order in
                      imidazolium-based ILs a series of asymmetrical
                      1-dodecyl-2-methyl-3-alkylimidazolium bromides,
                      [C$_{12}$C$_1$C$_n$im][Br] with n = 0–12 have been
                      synthesized, fully characterized and their structures and
                      properties compared with the analogous
                      1-dodecyl-3-alkylimidazolium as well as the 1,2,3-triazolium
                      bromides. The aim is to examine the influence of the
                      replacement of the most acidic 2-H proton on the imidazolium
                      head group by methylation on the properties and structure of
                      ILs. For all compounds, except for compounds with butyl- and
                      hexyl-chains as well as the protonated species, mesophase
                      formation can be observed. Obviously, the simple presence of
                      long alkyl chains such as dodecyl (a design concept
                      frequently put forward in the literature) is not sufficient
                      to support mesophase formation alone. Rather, for the
                      formation of a liquid crystalline phase, a balance between
                      attractive van der Waals forces, hydrogen bonds, and
                      electrostatic interactions is required. Data from
                      temperature-dependent small-angle X-ray scattering (SAXS)
                      and polarizing optical microscopy (POM) suggest three
                      different cation conformations for the studied
                      [C$_{12}$C$_1$C$_n$im][Br]: cations with 0 ≤ n ≤ 4
                      exhibit a near-linear conformation; for 5 ≤ n ≤ 10 a
                      V-shape is adopted, and for n = 11 or 12 a U-shape is found.
                      We demonstrated that the structural possibility for an
                      interdigitation of the long chains is an influential factor
                      for the formation of a mesophase.},
      cin          = {DOOR ; HAS-User},
      ddc          = {540},
      cid          = {I:(DE-H253)HAS-User-20120731},
      pnm          = {899 - ohne Topic (POF4-899) / FS-Proposal: I-20100011
                      (I-20100011)},
      pid          = {G:(DE-HGF)POF4-899 / G:(DE-H253)I-20100011},
      experiment   = {EXP:(DE-H253)D-A2-20150101 / EXP:(DE-H253)D-BW4-20150101},
      typ          = {PUB:(DE-HGF)16},
      UT           = {WOS:000623435900009},
      doi          = {10.1039/D0CE01672A},
      url          = {https://bib-pubdb1.desy.de/record/473734},
}