Synthesis and Characterization of a Helicene‐Based Imidazolium Salt and Its Application in Organic Molecular Electronics |
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| Authors: | Dr Jan Storch Dr Jaroslav Zadny Dr Tomas Strasak Prof?Dr Martin Kubala Dr Jan Sykora Dr Michal Dusek Dr Vladimir Cirkva Prof?Dr Pavel Matejka Dr Milos Krbal Prof?Dr Jan Vacek |
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| Affiliation: | 1. Institute of Chemical Process Fundamentals of the AS CR, v.v.i. Praha 6,165 02 (Czech Republic);2. Department of Biophysics, Faculty of Science, Palacky University tr. 17. listopadu 12, 77146 Olomouc (Czech Republic);3. Institute of Physics of the ASCR, v. v. i., Cukrovarnicka 10/112, 162 00 Praha 6 (Czech Republic);4. Department of Physical Chemistry, Institute of Chemical Technology, Prague, Technicka 5, 166 28 Prague 6 (Czech Republic);5. Department of General and Inorganic Chemistry, Faculty of Chemical Technology, University of Pardubice, Cs. Legion's sq. 565, Pardubice, 532 10 (Czech Republic);6. Department of Medical Chemistry and Biochemistry, Faculty of Medicine, Palacky University, Hnevotinska 3, Olomouc, 775 15 (Czech Republic) |
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| Abstract: | Herein we demonstrate the synthesis of a helicene‐based imidazolium salt. The salt was prepared by starting from racemic 2‐methyl6]helicene, which undergoes radical bromination to yield 2‐(bromomethyl)6]helicene. Subsequent treatment with 1‐butylimidazole leads to the corresponding salt 1‐butyl‐3‐(2‐methyl6]helicenyl)‐imidazolium bromide. The prepared salt was subsequently characterized by using NMR spectroscopy and X‐ray analysis, various optical spectrometric techniques, and computational chemistry tools. Finally, the imidazolium salt was immobilized onto a SiO2 substrate as a crystalline or amorphous deposit. The deposited layers were used for the development of organic molecular semiconductor devices and the construction of a fully reversible humidity sensor. |
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| Keywords: | helicenes imidazolium salt organic electronics organic semiconductor sensors |
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