Self-Assembling and Luminescent Properties of Chiral Bisoxadiazole Derivatives in Solution and Liquid-Crystalline Phases

Aneesh P. Sivadas, D. S. Shankar Rao, N. S. Saleesh Kumar, Deepak D. Prabhu, Shinto Varghese, C. N. Ramachandran, Rahul M. Ongungal, S. Krishna Prasad, Suresh Das

The Journal of Physical Chemistry B · 2017 · 14 citations · 59 references

Concepts

Abstract

Herein, we report the synthesis, self-assembly, and electroluminescence characteristics of a new green-emitting, pseudodiscoid chiral molecule, OXDC, containing an electron-donating stilbene core and an electron-accepting oxadiazole substituent. The helical organization and specific interaction of the chiral pseudodiscoid molecule resulted in the formation of self-assembled nanofibers with a columnar superstructure. Macroscopic chirality was observed in both the liquid-crystalline phases and the self-assembled nanofibers of OXDC, a feature which was absent in the analogous achiral oxadiazole derivative reported earlier [ Sivadas, A. P.; Supergelation via Purely Aromatic π-π Driven Self-Assembly of Pseudodiscotic Oxadiazole Mesogens. J. Am. Chem. Soc. 2014, 136, 5416−5423]. A high-performance organic light-emitting device was demonstrated using OXDC as the emitting material, with a luminous intensity of 10 115 cd m –2 at 5 V and chromaticity coordinates of (0.32, 0.51).

References

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