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Impact of Substitution Pattern and Chain Length on the Thermotropic Properties of Alkoxy-Substituted Triphenyl-Tristriazolotriazines

Thorsten Rieth, Natalie Tober, Daniel Limbach, Tobias Haspel, Marcel Sperner, Niklas Schupp, Philipp Wicker, Stefan Glang, Matthias Lehmann, Heiner Detert

2020Molecules14 citationsDOIOpen Access PDF

Abstract

Tristriazolotriazines (TTTs) with a threefold alkoxyphenyl substitution were prepared and studied by DSC, polarized optical microscopy (POM) and X-ray scattering. Six pentyloxy chains are sufficient to induce liquid-crystalline behavior in these star-shaped compounds. Thermotropic properties of TTTs with varying substitution patterns and a periphery of linear chains of different lengths, branching in the chain and swallow-tails, are compared. Generally, these disks display broad and stable thermotropic mesophases, with the tangential TTT being superior to the radial isomer. The structure-property relationships of the number of alkyl chains, their position, length and structure were studied.

Topics & Concepts

Thermotropic crystalBranching (polymer chemistry)Alkoxy groupCrystallographyMaterials scienceAlkylSubstitution (logic)Liquid crystalOptical microscopePolymer chemistryChemistryLiquid crystallineOrganic chemistryScanning electron microscopeComposite materialProgramming languageComputer scienceOptoelectronicsLiquid Crystal Research AdvancementsForce Microscopy Techniques and ApplicationsSynthesis and Properties of Aromatic Compounds
Impact of Substitution Pattern and Chain Length on the Thermotropic Properties of Alkoxy-Substituted Triphenyl-Tristriazolotriazines | Litcius