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

Molecules. 2020 Dec 7;25(23):5761. doi: 10.3390/molecules25235761.

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.

Keywords: X-ray diffraction; differential scanning calorimetry; discotic liquid crystals; heterocycles; polarizing optical microscopy; star-shaped compounds; structure–property relation; swallow-tail.

MeSH terms

  • Alcohols / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Temperature
  • Terphenyl Compounds / chemistry*
  • Triazines / chemistry*
  • X-Ray Diffraction

Substances

  • Alcohols
  • Terphenyl Compounds
  • Triazines
  • alkoxyl radical
  • azolotriazinone