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

Vijith Kumar, Dirk J. Mulder, Gabriella Cavallo, Tullio Pilati, Giancarlo Terraneo, Giuseppe Resnati, Albertus P.H.J. Schenning, Pierangelo Metrangolo

Research output: Contribution to journalArticleScientificpeer-review

7 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)54-60
Number of pages7
JournalJournal of Fluorine Chemistry
Volume198
DOIs
Publication statusPublished - 1 Jun 2017
MoE publication typeA1 Journal article-refereed

Fingerprint

Halogens
halogen
halogens
Self assembly
self assembly
fluorocarbon
Fluorocarbons
Methacrylates
fluorocarbons
Hydrocarbons
Actuators
hydrocarbons
actuators
hydrocarbon
Crystalline materials
Derivatives
liquid
Liquids
synthesis
liquids

Keywords

  • Diiodoperfluorocarbons
  • Halogen bonding
  • Liquid crystals
  • Reactive mesogens
  • Self-assembly

Cite this

Kumar, V., Mulder, D. J., Cavallo, G., Pilati, T., Terraneo, G., Resnati, G., ... Metrangolo, P. (2017). Structural characterization of new fluorinated mesogens obtained through halogen-bond driven self-assembly. Journal of Fluorine Chemistry, 198, 54-60. https://doi.org/10.1016/j.jfluchem.2016.12.011
Kumar, Vijith ; Mulder, Dirk J. ; Cavallo, Gabriella ; Pilati, Tullio ; Terraneo, Giancarlo ; Resnati, Giuseppe ; Schenning, Albertus P.H.J. ; Metrangolo, Pierangelo. / Structural characterization of new fluorinated mesogens obtained through halogen-bond driven self-assembly. In: Journal of Fluorine Chemistry. 2017 ; Vol. 198. pp. 54-60.
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Kumar, V, Mulder, DJ, Cavallo, G, Pilati, T, Terraneo, G, Resnati, G, Schenning, APHJ & Metrangolo, P 2017, 'Structural characterization of new fluorinated mesogens obtained through halogen-bond driven self-assembly', Journal of Fluorine Chemistry, vol. 198, pp. 54-60. https://doi.org/10.1016/j.jfluchem.2016.12.011

Structural characterization of new fluorinated mesogens obtained through halogen-bond driven self-assembly. / Kumar, Vijith; Mulder, Dirk J.; Cavallo, Gabriella; Pilati, Tullio; Terraneo, Giancarlo; Resnati, Giuseppe; Schenning, Albertus P.H.J.; Metrangolo, Pierangelo.

In: Journal of Fluorine Chemistry, Vol. 198, 01.06.2017, p. 54-60.

Research output: Contribution to journalArticleScientificpeer-review

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T1 - Structural characterization of new fluorinated mesogens obtained through halogen-bond driven self-assembly

AU - Kumar, Vijith

AU - Mulder, Dirk J.

AU - Cavallo, Gabriella

AU - Pilati, Tullio

AU - Terraneo, Giancarlo

AU - Resnati, Giuseppe

AU - Schenning, Albertus P.H.J.

AU - Metrangolo, Pierangelo

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AB - 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.

KW - Diiodoperfluorocarbons

KW - Halogen bonding

KW - Liquid crystals

KW - Reactive mesogens

KW - Self-assembly

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