Effect of shape and nano-segregation in Δ2-isoxazoline and isoxazole on the mesogenic behavior of 1,3-bis-isophthalimines

Bis-1,3-isophthalimines flanked by two side 3-aryl-5-perfluoroalkylisoxazoline or 3-aryl-5-perfluoroalkylisoxazol arms were produced and liquid crystal properties were analysed. Monotropic smectic A mesophase was found for bis-1,3-isophthalimines containing the 3-aryl-5-perfluorooctylisoxazoline (8b...

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Bibliographic Details
Published in:Liquid crystals 2022-04, Vol.49 (5), p.699-708
Main Authors: Merlo, Aloir A., Gonçalves, Itamar, Lavayen, Vladimir, Livotto, Paolo R., Weber, Caroline S. B., Halfen, Renato A. P., Walba, David M., da Rosa, Rafaela R.
Format: Article
Language:English
Subjects:
(2+3)-cycloaddition
Aromatic compounds
bis-1,3-isophthalimines
isoxazoles
Isoxazolines
Liquid crystals
Mesophase
Perfluoro compounds
semifluorinated liquid crystals
Shape effects
Solubility parameters
Thermodynamic properties
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Summary:Bis-1,3-isophthalimines flanked by two side 3-aryl-5-perfluoroalkylisoxazoline or 3-aryl-5-perfluoroalkylisoxazol arms were produced and liquid crystal properties were analysed. Monotropic smectic A mesophase was found for bis-1,3-isophthalimines containing the 3-aryl-5-perfluorooctylisoxazoline (8b). Thermal behaviour was analysed and discussed by DSC, POM, DFT calculations, cohesive energy density (CED), Hildebrand solubility parameters and molecular-shape features. Notably, for long side arm perfluorooctyl 8b, the reduced value of CED is partially compensated by molecular shape of the molecules in the condensed state favouring the SmA mesophase formation.
ISSN:0267-8292
1366-5855
DOI:10.1080/02678292.2021.2005164