1094682-29-7Relevant academic research and scientific papers
Impact of substitution pattern and chain length on the thermotropic properties of alkoxy-substituted triphenyl-tristriazolotriazines
Detert, Heiner,Glang, Stefan,Haspel, Tobias,Lehmann, Matthias,Limbach, Daniel,Rieth, Thorsten,Schupp, Niklas,Sperner, Marcel,Tober, Natalie,Wicker, Philipp
supporting information, (2021/06/14)
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-shap
Isomerisation of Liquid-Crystalline Tristriazolotriazines
Rieth, Thorsten,R?der, Nico,Lehmann, Matthias,Detert, Heiner
supporting information, p. 93 - 96 (2017/12/15)
Star-shaped discotic liquid crystals with columnar superstructures constitute a highly interesting class of organic materials. Phenyl-substituted tris[1,2,4]triazolo-[1,3,5]triazine, prepared by a Huisgen reaction of phenyltetrazole and cyanuric chloride, represents an excellent core for discotic liquid crystals (DLCs). The thermal stability is not perfect, at temperatures above the clearing point, a successive threefold isomerization leads to a highly planar, C3-symmetrical isomer, which mainly differs in the orientation of the aryl substituents to the centre of the molecule. A new class of discotic liquid crystals has been obtained: Equipped with peripheral alkoxy chains both isomers can form broad thermotropic mesophases. The optical, thermal, and physical properties were investigated by polarized optical microscopy, differential scanning calorimetry, wide-angle X-ray scattering, UV/Vis absorption and fluorescence spectroscopic measurements. The thermotropic properties are decisively affected by the molecular structure of the isomers, isomerisation leads to higher melting points but also the loss or even gain of mesomorphism is observed.
Luminescent columnar liquid crystals based on tristriazolotriazine
Cristiano, Rodrigo,Eccher, Juliana,Bechtold, Ivan H.,Tironi, Catarina N.,Vieira, Andre A.,Molin, Fernando,Gallardo, Hugo
scheme or table, p. 11590 - 11598 (2012/10/08)
Five discotic molecules comprising a tris[1,2,4]triazolo[1,3,5] triazine core were designed and synthesized to obtain luminescent and charge-transporting columnar liquid crystalline materials. With the exception of one compound containing terminal hydroxyl groups all compounds presented a wide thermal range and stable columnar liquid crystalline phase, characterized by differential scanning calorimetry, polarized optical microscopy, and X-ray diffraction (XRD) techniques. The phase formation appeared to be associated to some extent with interdigitation of the alkoxy and benzylalkoxy portion, as suggested by the XRD results. All compounds have a strong blue luminescence in solution and solid phase. At the temperature at which the compounds enter in the mesophase the luminescence decreases significantly. This result suggests that entrance into the Colh phase is accompanied by a better π-stacking of the peripheral phenyl rings compared to the solid phase, consistent with the intramolecular distances (3.5 A) observed in the XRD analysis. These compounds based on tristriazolotriazine are quite robust with good optical and thermal properties for application as solid state emitters, and we anticipate that they may provide an interesting alternative to other discotic molecules based on N-heterocycles, which generally present a high-temperature Col h phase.
