Star-shaped azomethines based on tris(2-aminoethyl)amine. Characterization, thermal and optical study

Abstract

The synthesis and detailed (physico)-chemical ( 1H/ 13C NMR, FTIR, UV–vis and elemental analysis) characterizations of new star-shaped compounds based on tris(2-aminoethyl)amine, including in their structure an azomethine function (HC N–) and alkoxysemiperfluorinated (–O–(CH 2) 3–(CF 2) 7–CF 3), octadecyloxy aliphatic (–O–(CH 2) 17–CH 3) chain or two phenyl rings (–Ph–Ph–) as a terminal group, were reported. The mesomorphic behavior was investigated by means of differential scanning calorimetry (DSC), polarized optical microscopy (POM) and additionally by FTIR(T) and UV–vis(T) spectroscopy. Wide-angle X-ray diffraction (WAXD) technique was used to probe the structural properties of the azomethines. Moreover, the azomethine A1 was electro-spun to prepare fibers with poly(methyl methacrylate) (PMMA) and investigated by DSC and POM. Additionally, a film of the A1 with PMMA was cast from chloroform and the thermal properties of the film were compared with the thermal properties of the fiber and powder. It was showed that terminal groups dramatically influence the thermal and optical properties of the star-shaped azomethines.