Methimazolium-based ionic liquid crystals: Emergence of mesomorphic properties via a sulfur motif

Stephen T. Nestor; Benoît Heinrich; Richard A. Sykora; Xiaofei Zhang; Gregory J. McManus; Laurent Douce; Arsalan Mirjafari

doi:10.1016/j.tet.2017.07.056

Methimazolium-based ionic liquid crystals: Emergence of mesomorphic properties via a sulfur motif

Stephen T. Nestor
, Benoît Heinrich
, Richard A. Sykora
, Xiaofei Zhang
, Gregory J. McManus
, Laurent Douce
, Arsalan Mirjafari

Chemistry

SUNY Oswego

Florida Gulf Coast University
Université de Strasbourg
University of South Alabama

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

11 Scopus citations

Abstract

We describe the proficient synthesis and thermotropic mesomorphicity of thioether–functionalized imidazolium–type ionic liquids containing C₁₂ and C₁₈ chains associated with Br⁻ and OTf⁻ anions. The mesomorphic behavior and phase transition temperatures were studied by Polarizing Optical Microscopy (POM), Differential Scanning Calorimetry (DSC) and Small-Angle X-ray Scattering (SAXS). The ionic liquids with bromide anion display Smectic A lamellar phase giving homeotropic and fan-shaped textures. The layered crystallographic structure is reported by Single-Crystal XRD. The electrochemical characteristics of the ionic liquids with C₁₈ side chain have been determined via Cyclic Voltammetry.

Original language	English
Pages (from-to)	5456-5460
Number of pages	5
Journal	Tetrahedron
Volume	73
Issue number	36
DOIs	https://doi.org/10.1016/j.tet.2017.07.056
State	Published - 2017

Keywords

Biomimetic materials
Ionic liquid crystals
Ionic liquids
Liquids crystals
Mesophase

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10.1016/j.tet.2017.07.056

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title = "Methimazolium-based ionic liquid crystals: Emergence of mesomorphic properties via a sulfur motif",

abstract = "We describe the proficient synthesis and thermotropic mesomorphicity of thioether–functionalized imidazolium–type ionic liquids containing C12 and C18 chains associated with Br− and OTf− anions. The mesomorphic behavior and phase transition temperatures were studied by Polarizing Optical Microscopy (POM), Differential Scanning Calorimetry (DSC) and Small-Angle X-ray Scattering (SAXS). The ionic liquids with bromide anion display Smectic A lamellar phase giving homeotropic and fan-shaped textures. The layered crystallographic structure is reported by Single-Crystal XRD. The electrochemical characteristics of the ionic liquids with C18 side chain have been determined via Cyclic Voltammetry.",

keywords = "Biomimetic materials, Ionic liquid crystals, Ionic liquids, Liquids crystals, Mesophase",

author = "Nestor, \{Stephen T.\} and Beno{\^i}t Heinrich and Sykora, \{Richard A.\} and Xiaofei Zhang and McManus, \{Gregory J.\} and Laurent Douce and Arsalan Mirjafari",

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year = "2017",

doi = "10.1016/j.tet.2017.07.056",

language = "English",

volume = "73",

pages = "5456--5460",

journal = "Tetrahedron",

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number = "36",

}

TY - JOUR

T1 - Methimazolium-based ionic liquid crystals

T2 - Emergence of mesomorphic properties via a sulfur motif

AU - Nestor, Stephen T.

AU - Heinrich, Benoît

AU - Sykora, Richard A.

AU - Zhang, Xiaofei

AU - McManus, Gregory J.

AU - Douce, Laurent

AU - Mirjafari, Arsalan

PY - 2017

Y1 - 2017

N2 - We describe the proficient synthesis and thermotropic mesomorphicity of thioether–functionalized imidazolium–type ionic liquids containing C12 and C18 chains associated with Br− and OTf− anions. The mesomorphic behavior and phase transition temperatures were studied by Polarizing Optical Microscopy (POM), Differential Scanning Calorimetry (DSC) and Small-Angle X-ray Scattering (SAXS). The ionic liquids with bromide anion display Smectic A lamellar phase giving homeotropic and fan-shaped textures. The layered crystallographic structure is reported by Single-Crystal XRD. The electrochemical characteristics of the ionic liquids with C18 side chain have been determined via Cyclic Voltammetry.

AB - We describe the proficient synthesis and thermotropic mesomorphicity of thioether–functionalized imidazolium–type ionic liquids containing C12 and C18 chains associated with Br− and OTf− anions. The mesomorphic behavior and phase transition temperatures were studied by Polarizing Optical Microscopy (POM), Differential Scanning Calorimetry (DSC) and Small-Angle X-ray Scattering (SAXS). The ionic liquids with bromide anion display Smectic A lamellar phase giving homeotropic and fan-shaped textures. The layered crystallographic structure is reported by Single-Crystal XRD. The electrochemical characteristics of the ionic liquids with C18 side chain have been determined via Cyclic Voltammetry.

KW - Biomimetic materials

KW - Ionic liquid crystals

KW - Ionic liquids

KW - Liquids crystals

KW - Mesophase

UR - https://www.scopus.com/pages/publications/85026653919

U2 - 10.1016/j.tet.2017.07.056

DO - 10.1016/j.tet.2017.07.056

M3 - Article

SN - 0040-4020

VL - 73

SP - 5456

EP - 5460

JO - Tetrahedron

JF - Tetrahedron

IS - 36

ER -

Methimazolium-based ionic liquid crystals: Emergence of mesomorphic properties via a sulfur motif

Abstract

Keywords

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