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Arylethynyl‐Substituted Tristriazolotriazines: Synthesis, Optical Properties, and Thermotropic Behavior
Author(s) -
Glang Stefan,
Rieth Thorsten,
Borchmann Dorothee,
Fortunati Ilaria,
Signorini Raffaella,
Detert Heiner
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201400088
Subject(s) - thermotropic crystal , solvatochromism , chemistry , cyanuric chloride , conjugated system , alkoxy group , absorption (acoustics) , condensation , fluorescence , molecule , nucleophilic substitution , crystallography , photochemistry , polymer chemistry , organic chemistry , polymer , liquid crystalline , optics , alkyl , physics , thermodynamics
The synthesis of C 3 ‐symmetrical tristriazolotriazines with conjugated arms and lateral alkoxy side chains was performed by a threefold condensation of cyanuric chloride with tetrazoles. Conjugated π segments include phenyl, tolane, and its phenylethynyl‐elongated homologue. Disclike and a dendritic molecule have been obtained, and two compounds with a 3,4,5‐tris(octyloxy) substitution form broad thermotropic mesophases. The linear optical properties, solvatochromism of the fluorescence, acidochromism, and the two‐photon absorption efficiency of selected compounds are reported.