2009Beilstein Journal of Organic ChemistryOpen access

Low temperature enantiotropic nematic phases from V-shaped, shape-persistent molecules

Matthias Lehmann, Jens Seltmann

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Abstract

A series of V-shaped, shape-persistent thiadiazole nematogens, based on an oligo(phenylene ethynylene) scaffold with ester groups connected via alkyloxy spacers, was efficiently prepared by a two-step procedure. Phase engineering results in an optimum of the mesophase range and low melting temperature when the nematogens are desymmetrised with a butoxy and a heptyloxy spacer. The mesophases are enantiotropic and over the whole temperature range nematic. For the optimised mesogen structure, optical investigations by conoscopy monitored a uniaxial nematic phase upon cooling from the isotropic phase to room temperature (ΔT = 150° C). X-ray studies on magnetic-field-aligned samples of this mesogen family revealed a general pattern, indicating the alignment of two molecular axes along individual directors in the magnetic field. These observations may be rationalised with larger assemblies of V-shaped molecules isotropically distributed around the direction of the magnetic field.

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A series of V-shaped, shape-persistent thiadiazole nematogens, based on an oligo(phenylene ethynylene) scaffold with ester groups connected via alkyloxy spacers, was efficiently prepared by a two-step procedure. Phase engineering results in an optimum of the mesophase range and low melting temperature when the nematogens are desymmetrised with a butoxy and a heptyloxy spacer. The mesophases are enantiotropic and over the whole temperature range nematic. For the optimised mesogen structure, optical investigations by conoscopy monitored a uniaxial nematic phase upon cooling from the isotropic phase to room temperature (ΔT = 150° C). X-ray studies on magnetic-field-aligned samples of this mesogen family revealed a general pattern, indicating the alignment of two molecular axes along individual directors in the magnetic field. These observations may be rationalised with larger assemblies of V-shaped molecules isotropically distributed around the direction of the magnetic field.

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Available abstract

A series of V-shaped, shape-persistent thiadiazole nematogens, based on an oligo(phenylene ethynylene) scaffold with ester groups connected via alkyloxy spacers, was efficiently prepared by a two-step procedure. Phase engineering results in an optimum of the mesophase range and low melting temperature when the nematogens are desymmetrised with a butoxy and a heptyloxy spacer. The mesophases are enantiotropic and over the whole temperature range nematic. For the optimised mesogen structure, optical investigations by conoscopy monitored a uniaxial nematic phase upon cooling from the isotropic phase to room temperature (ΔT = 150° C). X-ray studies on magnetic-field-aligned samples of this mesogen family revealed a general pattern, indicating the alignment of two molecular axes along individual directors in the magnetic field. These observations may be rationalised with larger assemblies of V-shaped molecules isotropically distributed around the direction of the magnetic field.

Key concepts: Mesogen, Mesophase, Liquid crystal, Phase (matter), Crystallography, Molecule, Chemistry, Isotropy

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