Synthesis and properties of 5,10,15,20-tetra(4-lauroylimidophenyl)porphyrin and its metal complexes

Transition metal complexes of 5,10,15,20-tetra(4-lauroylimidophenyl)porphyrin TLPPM [M = Mn(Cl), Fe(Cl), Co, Ni, Cu, Zn] have been synthesized and characterized by means of elemental analyses, UV–VIS spectra, infrared spectra, 1H NMR spectra, molar conductance, differential scanning calorimetry (DSC), polarized optical microscopy (POM), cyclic voltammetry, luminescence spectra and surface photovoltage spectroscopies. The porphyrin ligand shows liquid crystalline behaviour, and it exhibits a high phase transition temperature 182 °C and a broad mesophase temperature span, 88 °C. The oxidation and reduction properties of the compounds were investigated by cyclic voltammetry. The photovoltaic properties and charge transfer process of the compounds were investigated by surface photovoltage spectroscopy (SPS) and electric field-induced surface photovoltage spectroscopic (EFISPS) techniques, which revealed that all the compounds are p-type semiconductors. Quantum yields of the S1 → S0 fluorescence were measured at room temperature. These studies will contribute to further choice and application of the liquid crystals.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide