Structural characterization of new fluorinated mesogens obtained through halogen-bond driven self-assembly

[Display omitted] •The synthesis of new fluorinated supramolecular mesogens is described.•X-ray diffraction analysis confirmed that halogen-bond drives the self-assembly process.•The tendency to segregation of perfluorocarbons promotes the formation of lamellar phases. We describe the synthesis and...

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Veröffentlicht in:Journal of fluorine chemistry 2017-06, Vol.198, p.54-60
Hauptverfasser: Kumar, Vijith, Mulder, Dirk J., Cavallo, Gabriella, Pilati, Tullio, Terraneo, Giancarlo, Resnati, Giuseppe, Schenning, Albertus P.H.J., Metrangolo, Pierangelo
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Sprache:eng
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Zusammenfassung:[Display omitted] •The synthesis of new fluorinated supramolecular mesogens is described.•X-ray diffraction analysis confirmed that halogen-bond drives the self-assembly process.•The tendency to segregation of perfluorocarbons promotes the formation of lamellar phases. We describe the synthesis and characterization of new trimeric complexes obtained upon halogen-bond driven self-assembly of 1,4-diiodotetrafluorobenzene or α,ω– diiodoperfluoroalkanes, acting as XB-donors, with an alkoxystilbazole derivative functionalized with a methacrylate terminal group, acting as XB-acceptor. Despite the fact that the starting materials are not mesomorphic in nature, the obtained halogen-bonded complexes exhibit monotropic LC behaviour with smectic A phases possibly resulting from segregation between fluorocarbon and hydrocarbon chains. The obtained supramolecular mesogens possess reactive groups suitable for incorporation into liquid crystalline elastomeric actuators.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2016.12.011