Characterization, optical and thermal properties of new azomethines based on heptadecafluoroundecyloxy benzaldehyde

Abstract

New thermotropic liquid crystals containing a long alkoxysemiperfluorinated chain (-O-(CH₂)₃-(CF₂)₇-CF₃), one linking unit in mesogenic cores (HC=N-) and different functional end-groups such as 4-hexadecyl-, 4-n-hexadecyloxy- chain, or biphenyl-4-carbonitrile, 4-diazenyl-N,N-dimethylbenzene or pyren were synthesized via a one-step route. The methods of nuclear magnetic resonance (NMR), Fourier transform infrared (FTIR), ultraviolet–visual (UV-vis) and photoluminescence (PL) spectroscopy as well as differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) were used. The absorption (UV-vis) and PL features of all compounds are documented. The amine had an effect on the mesomorphic properties of the azomethines. An enantiotropic smectic phase was observed for all of the systems studied. As a result of DSC and POM investigations, it is shown that liquid crystalline properties of the azomethines exhibit a strong dependence of the end-groups. The mesomorphic behaviour of the compounds was investigated also by FTIR(T) and UV-vis(T) spectroscopy. Current–voltage measurements were performed on an ITO/compound/Alq₃/Al device.

Keywords:

• azomethines
• liquid crystals
• heptadeca fluoroundecyloxy benzaldehyde
• photoluminescence
• current-voltage measurements

Acknowledgement

The first author expresses her gratitude to the Chemistry Department of CNRS for the funding of her one-year post-doctoral fellowship within UMR5819-SPrAM Lab (Grenoble, France).