Optical waveguides from 4-aryl-4H-1,2,4-triazole-based supramolecular structures

Abstract

Ribbon-like supramolecular structures prepared by the organized aggregation of 4-aryl-4H-1,2,4-triazoles act as optical waveguides that propagate photoluminescence.

4‐Aryl‐3,5‐bis(arylethynyl)aryl‐4H‐1,2,4‐triazoles: Multitasking Skeleton as a Self‐Assembling Unit

“…More energetic reaction conditions (time or temperature) did not afford higher yields and led to more complex reaction mixtures. The new compounds were fully characterised by 1 H and 13 C NMR spectroscopy and MALDI-TOF MS, and the spectra were found to be in good agreement with their proposed structures.…”

“…In our research groups, we are actively working on the synthesis of organic molecules that can behave as liquid crystals (LCs) [12] or optical waveguides. [13] Most probably, LCs, which present a unique combination of order and mobility on a micro-and macroscopic level, represent the broadest family of self-assembling molecules that hold actual industrial applicability and dominate today's market of displays for computers and telecommunications devices. [14] The designing principles of thermotropic LCs are simple and the common structural features shown by molecules that present LC behaviour consist of combining a rigid core, which provides order, with flexible terminal chains, which are responsible for mobility.…”

Self‐Assembled Alkynyl Azoles and Benzoazoles as Colored Optical Waveguides

“…[23] The synthesis of 4-aryl-4H-1,2,4-triazoles 3 and 4 was performed by a direct arylation reaction catalyzed by copper [24] to give 62 % and 68 % yields, respectively, from 1,2,3-tris(dodecyloxy)-5-(2-iodoethynyl)-benzene [25] and 4aryl-4H-1,2,4-triazole [26] (Scheme 1). [23] The synthesis of 4-aryl-4H-1,2,4-triazoles 3 and 4 was performed by a direct arylation reaction catalyzed by copper [24] to give 62 % and 68 % yields, respectively, from 1,2,3-tris(dodecyloxy)-5-(2-iodoethynyl)-benzene [25] and 4aryl-4H-1,2,4-triazole [26] (Scheme 1).…”

Molecular crystals based on 9,10-distyrylanthracene derivatives with high solid state fluorescence efficiency and uniaxial orientation induced by supramolecular interactions

“…The torsional angles of the double bonds   (2,3,4,5) is 179.9° in the CNDSA crystal and 179.3° in the t-BUDSA (Table 2), larger than that of DSA (172.2°), resulting in relatively less twisted molecular structure. The torsional angles   (1,2,3,4) of CNDSA and t-BUDSA are 54.4° and 60.7°, larger than that of DSA (4.6°) and   (3,4,5,6) between the double bonds and the adjacent phenyl ring are 20.6° for CNDSA and 4.6° for t-BUDSA, smaller than that of DSA (75.0°) due to the effect of internal steric hindrance between the vinylene moieties and the substituents moieties (CN and t-BU). The analyses demonstrate that the two compounds have nonplanar conformation in their crystals.…”

“…So they are prospectively applied in optical waveguides [5], solid-state laser [6], and many other high-tech areas [7,8]. As usual, molecular packing models can affect the fluorescence properties of organic crystals, as well as their practical applications.…”