New Azomethine Compounds on the Basis m-Phenylenediamine and Substituted Benzaldehydes Capable of Oxidative Polymerization

Low-temperature condensation of m-phenylene diamine and various aromatic aldehydes (benzaldehyde, m-, o-nitrobenzaldehyde, p-diethylaminobenzaldehyde, o-, p-hydroxybenzaldehyde and 4-hydroxy-3,5-ditert-butylbenzaldehyde) in the ethyl alcohol medium synthesized new azomethine compounds. With the help of spectral methods and elemental analysis, the structure of the azomethine compounds obtained was confirmed. It was founded that irradiation of azomethine compounds with UV light at a wavelength of 300 - 330 nm results in their emission. The luminescent properties of the resulting compounds are due to the presence of chromophore azomethine groups in the molecule structure. In particular, the π-electrons of the azomethine bonds can undergo irradiation to a different energy levels, accompanied by fluorescence. It was shown that synthesized azomethine compounds are capable of oxidative polymerization. Based on azomethine compounds in hydrochloric acid solution synthesized polymers with conjugated bonds, which had low molecular-mass characteristics. It is shown that the oxidative polymerization of azomethines proceeds through a slow (one-electron transfer) and rapid (recombination of the radical cations) stage.