Structural relationships for the design of responsive azobenzene-based lyotropic liquid crystals

Luke Giles; Joshua Marlow; Calum Butler; Geosmin Turpin; Liliana de Campo; Stephen Mudie; Charl F J Faul; Rico F. Tabor

doi:10.1039/C9CP05463D

Structural relationships for the design of responsive azobenzene-based lyotropic liquid crystals

Luke Giles, Joshua Marlow, Calum Butler, Geosmin Turpin, Liliana de Campo, Stephen Mudie, Charl F J Faul, Rico F. Tabor^*

^*Corresponding author for this work

Research output: Contribution to journal › Article (Academic Journal) › peer-review

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Abstract

Light-responsive binary (azobenzene + solvent) lyotropic liquid crystals (LCs) were investigated by structural modification of simple azobenzene molecules. Three benzoic acid-containing azobenzene molecules 4-(4-(hydroxyphenyl)diazenyl)benzoic acid (AZO1), 3-(4-(hydroxyphenyl)diazenyl)benzoic acid (AZO2) and 5-(4-(hydroxyphenyl)diazenyl)isophthalic acid (AZO3) were produced with various amide substitutions to produce tectons with a variety of hydrophobicity, size and branching. The LC mesophases formed by binary (azobenzene + solvent) systems with low volatility solvents dimethylsulfoxide (DMSO) and N,N-dimethylformamide (DMF) as well as the protic ionic liquids ethylammonium formate (EAF) and propylammonium formate (PAF), were investigated using a combination of small-angle X-ray and neutron scattering (SAXS and SANS) as well as polarising light microscopy (PLM). Increasing alkyl group length was found to have a strong influence on LC phase spacing, and changes in the position of substitution on the benzene ring influenced the preferred curvature of phases. UV-induced trans to cis isomerization of the samples was shown to influence ordering and optical birefringence, indicating potential applications in optical devices.

Original language	English
Pages (from-to)	4086 – 4095
Number of pages	10
Journal	Physical Chemistry Chemical Physics
Volume	22
Early online date	30 Jan 2020
DOIs	https://doi.org/10.1039/C9CP05463D
Publication status	Published - 21 Feb 2020

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@article{889fe2e26f5c4892a127f8c3277a5507,

title = "Structural relationships for the design of responsive azobenzene-based lyotropic liquid crystals",

abstract = "Light-responsive binary (azobenzene + solvent) lyotropic liquid crystals (LCs) were investigated by structural modification of simple azobenzene molecules. Three benzoic acid-containing azobenzene molecules 4-(4-(hydroxyphenyl)diazenyl)benzoic acid (AZO1), 3-(4-(hydroxyphenyl)diazenyl)benzoic acid (AZO2) and 5-(4-(hydroxyphenyl)diazenyl)isophthalic acid (AZO3) were produced with various amide substitutions to produce tectons with a variety of hydrophobicity, size and branching. The LC mesophases formed by binary (azobenzene + solvent) systems with low volatility solvents dimethylsulfoxide (DMSO) and N,N-dimethylformamide (DMF) as well as the protic ionic liquids ethylammonium formate (EAF) and propylammonium formate (PAF), were investigated using a combination of small-angle X-ray and neutron scattering (SAXS and SANS) as well as polarising light microscopy (PLM). Increasing alkyl group length was found to have a strong influence on LC phase spacing, and changes in the position of substitution on the benzene ring influenced the preferred curvature of phases. UV-induced trans to cis isomerization of the samples was shown to influence ordering and optical birefringence, indicating potential applications in optical devices.",

author = "Luke Giles and Joshua Marlow and Calum Butler and Geosmin Turpin and {de Campo}, Liliana and Stephen Mudie and Faul, {Charl F J} and Tabor, {Rico F.}",

year = "2020",

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doi = "10.1039/C9CP05463D",

language = "English",

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journal = "Physical Chemistry Chemical Physics",

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TY - JOUR

T1 - Structural relationships for the design of responsive azobenzene-based lyotropic liquid crystals

AU - Giles, Luke

AU - Marlow, Joshua

AU - Butler, Calum

AU - Turpin, Geosmin

AU - de Campo, Liliana

AU - Mudie, Stephen

AU - Faul, Charl F J

AU - Tabor, Rico F.

PY - 2020/2/21

Y1 - 2020/2/21

N2 - Light-responsive binary (azobenzene + solvent) lyotropic liquid crystals (LCs) were investigated by structural modification of simple azobenzene molecules. Three benzoic acid-containing azobenzene molecules 4-(4-(hydroxyphenyl)diazenyl)benzoic acid (AZO1), 3-(4-(hydroxyphenyl)diazenyl)benzoic acid (AZO2) and 5-(4-(hydroxyphenyl)diazenyl)isophthalic acid (AZO3) were produced with various amide substitutions to produce tectons with a variety of hydrophobicity, size and branching. The LC mesophases formed by binary (azobenzene + solvent) systems with low volatility solvents dimethylsulfoxide (DMSO) and N,N-dimethylformamide (DMF) as well as the protic ionic liquids ethylammonium formate (EAF) and propylammonium formate (PAF), were investigated using a combination of small-angle X-ray and neutron scattering (SAXS and SANS) as well as polarising light microscopy (PLM). Increasing alkyl group length was found to have a strong influence on LC phase spacing, and changes in the position of substitution on the benzene ring influenced the preferred curvature of phases. UV-induced trans to cis isomerization of the samples was shown to influence ordering and optical birefringence, indicating potential applications in optical devices.

AB - Light-responsive binary (azobenzene + solvent) lyotropic liquid crystals (LCs) were investigated by structural modification of simple azobenzene molecules. Three benzoic acid-containing azobenzene molecules 4-(4-(hydroxyphenyl)diazenyl)benzoic acid (AZO1), 3-(4-(hydroxyphenyl)diazenyl)benzoic acid (AZO2) and 5-(4-(hydroxyphenyl)diazenyl)isophthalic acid (AZO3) were produced with various amide substitutions to produce tectons with a variety of hydrophobicity, size and branching. The LC mesophases formed by binary (azobenzene + solvent) systems with low volatility solvents dimethylsulfoxide (DMSO) and N,N-dimethylformamide (DMF) as well as the protic ionic liquids ethylammonium formate (EAF) and propylammonium formate (PAF), were investigated using a combination of small-angle X-ray and neutron scattering (SAXS and SANS) as well as polarising light microscopy (PLM). Increasing alkyl group length was found to have a strong influence on LC phase spacing, and changes in the position of substitution on the benzene ring influenced the preferred curvature of phases. UV-induced trans to cis isomerization of the samples was shown to influence ordering and optical birefringence, indicating potential applications in optical devices.

U2 - 10.1039/C9CP05463D

DO - 10.1039/C9CP05463D

M3 - Article (Academic Journal)

SN - 1463-9076

VL - 22

SP - 4086

EP - 4095

JO - Physical Chemistry Chemical Physics

JF - Physical Chemistry Chemical Physics

ER -

Structural relationships for the design of responsive azobenzene-based lyotropic liquid crystals

Abstract

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