To cite this article: Rahamathullah, R. & Khairul, W. M. (2018). Spectroscopic, thermal behaviour and DFT calculations of a trifluoromethyl substituted stilbene imine derivative as an organic semiconductive material. J. Phys. Sci., 29(Supp. 1), 83–89, https://doi.org/10.21315/jps2018.29.s1.11
A new hybrid of stilbene imine derivative consisting of trifluoromethyl group as an active polar head group (acceptor, A) and hexyloxy tail chain as a donating component (donor, D) has been successfully synthesised as an organic semiconductive material. The compound, namely 4-[(hexyloxyphenyl)methylene]amino)-4’ trifluoromethylstilbene (HMTS) has been elucidated further for their physico-chemical properties via several selected spectroscopic and analytical methods, namely FTIR, UV-Vis, 1H and 13C NMR and TGA. In addition, HMTS was evaluated theoretically via Gaussian 09 software which employs the density functional theory (DFT) approach with set of basis function B3LYP/6-31G (d,p). The quantum mechanical calculations proved that the value of energy separation between HOMO and LUMO of HMTS was 3.49 eV, which was in good agreement with the experimental value of optical band gap, 3.49 eV. From the preliminary result, a good relation between the experimental and theoretical data provided strong evidence that HMTS could be a potential material in organic semiconductor application, particularly with respect to their small HOMO-LUMO gap and high stability. According to the thermogravimetric studies, HMTS showed good thermal stability, without decomposition up to ca. 270ºC and displayed remarkable performance under prolonged thermal stress.