Tris(N-phenyltriazole) derivative – New compound with star shaped anisometry and discotic liquid crystals behavior

GRAPHICAL ABSTRACT

ABSTRACT

In this article, we present the synthesis, structural characterization, thermal and photophysical studies of the first derivative of the tris-(N-phenyltriazole) core presenting liquid crystalline properties. The compound presents a star shaped anisometry with 6 long alkoxy chains (C12) and shows a short range monotropic columnar hexagonal mesophase, as confirmed by polarized optical microscopy, differential scanning calorimetry and X-ray diffraction measurements using synchrotron radiation. The molecular structure and purity were confirmed by ¹H and ¹³C nuclear magnetic resonance and high resolution mass spectrometry, while thermogravimetric analysis indicate good thermal stability. The photophysical investigation of the target compound in chloroform solution shows strong blue emission (maximum at 420 nm) with high luminescence relative quantum yield (72%).

KEYWORDS:

• Discotic liquid crystal
• luminescence
• star shaped
• tris(N-phenyltriazole)

Acknowledgments

We would like to thank CEBIME-UFSC by high-resolution mass spectroscopy and Laboratório Nacional de Luz Síncrotron – XRD1 beam line (Proposal 20150194) by the XRD analysis.

Additional information

Funding

This research was supported by PRONEX/FAPESC/CNPq, PROCAD/CAPES, INCT catálise e INCT/INEO.