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

doi:10.1016/j.jfluchem.2016.12.011

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

^*Corresponding author for this work

Research output: Contribution to journal › Article › Scientific › peer-review

16 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 language	English
Pages (from-to)	54-60
Journal	Journal of Fluorine Chemistry
Volume	198
DOIs	https://doi.org/10.1016/j.jfluchem.2016.12.011
Publication status	Published - 1 Jun 2017
MoE publication type	A1 Journal article-refereed

Keywords

Diiodoperfluorocarbons
Halogen bonding
Liquid crystals
Reactive mesogens
Self-assembly

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10.1016/j.jfluchem.2016.12.011Licence: CC BY-NC-ND

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title = "Structural characterization of new fluorinated mesogens obtained through halogen-bond driven self-assembly",

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.",

keywords = "Diiodoperfluorocarbons, Halogen bonding, Liquid crystals, Reactive mesogens, Self-assembly",

author = "Vijith Kumar and Mulder, {Dirk J.} and Gabriella Cavallo and Tullio Pilati and Giancarlo Terraneo and Giuseppe Resnati and Schenning, {Albertus P.H.J.} and Pierangelo Metrangolo",

note = "Funding Information: P.M. acknowledges the European Research Council (ERC) for funding the Starting Grant ERC-2012-StG_20111012 FOLDHALO (Grant Agreement Number 307108). Publisher Copyright: {\textcopyright} 2017 The Authors. Published by Elsevier B.V.",

year = "2017",

month = jun,

day = "1",

doi = "10.1016/j.jfluchem.2016.12.011",

language = "English",

volume = "198",

pages = "54--60",

journal = "Journal of Fluorine Chemistry",

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TY - JOUR

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

N1 - Funding Information: P.M. acknowledges the European Research Council (ERC) for funding the Starting Grant ERC-2012-StG_20111012 FOLDHALO (Grant Agreement Number 307108). Publisher Copyright: © 2017 The Authors. Published by Elsevier B.V.

PY - 2017/6/1

Y1 - 2017/6/1

N2 - 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.

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

UR - http://www.scopus.com/inward/record.url?scp=85009821147&partnerID=8YFLogxK

U2 - 10.1016/j.jfluchem.2016.12.011

DO - 10.1016/j.jfluchem.2016.12.011

M3 - Article

AN - SCOPUS:85009821147

SN - 0022-1139

VL - 198

SP - 54

EP - 60

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

ER -

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

Abstract

Keywords

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