Three soluble, thermally stable azomethine polymers were synthesized by the oxidative polycondensation of azomethine bisphenols using NaOCl as an oxidant in aqueous alkaline medium. The azomethine bisphenol monomers, 4,4′-oxybis[N-(2-hydroxy-3-methoxybenzilidine)aniline], 4,4′-oxybis[N-(2-hydroxy-5-bromobenzilidine) aniline] and 4,4′-oxybis[N-(2-hydroxynaphthalidine) aniline] were synthesized by the condensation of 4,4′-oxydianiline with three aromatic aldehydes. The structures of the monomers and polymers were confirmed by Fourier Transform infrared spectroscopy, UV-visible, 1 H-NMR and 13 C-NMR spectroscopic techniques. Morphology of the synthesized polymers was characterized using scanning electron microscope. The thermal stability of the polymers is evidenced by high carbines residue obtained in TGA. Fluorescence spectra showed that the emission maxima centred in the region 420-460 nm for all the compounds with large stokes shift values (Δλ ST ). Electrical conductivity of iodine-doped polymers was measured by four-point probe technique. The synthesized polymers have shown good electrical conductivity on iodine doping, and it increases with the increase in iodine vapour contact time. The self-extinguishing property of the synthesized polymers was studied by the calculation of the limiting oxygen index values with van Krevelen's equation.
A series of poly(benzylidene-ether)esters containing a photoreactive benzylidene chromophore in the main chain were synthesized from 2,6-bis(4-hydroxy-3-methoxybenzylidene)cyclohexanone (BHMBCH) with various aliphatic and aromatic diacid chlorides by an interfacial polycondensation technique. The intrinsic viscosity of the synthesized homo and copolymers determined by Ubbelohde viscometer was found to be 0.12 to 0.17 dL/g. The molecular structure of the monomer and polymers was confirmed by FT-IR, 1 H NMR, and 13 C NMR spectral analyses. These polymers were studied for their thermal stability and photochemical properties. Thermal properties were evaluated by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). It was found that the polymers were stable up to 280 C and start degrading thereafter. Increase in acid methylene spacer length decreased the thermal stability. The self-extinguishing property of the synthe-sized polymers was studied by calculating the limiting oxygen index (LOI) value using a Van Krevelen's equation. The influence of the length of methylene spacer on phase transition was investigated using DSC and odd-even effect has been observed. Hot-stage optical polarizing microscopic (HOPM) study showed that most of the polymers exhibited birefringence and opalescence properties. The photolysis of liquid crystalline poly(benzylidene-ether)esters revealed that a,b-unsaturated ketone moiety in the main chain dimerises through 2p þ 2p cycloaddition reaction to form a cyclobutane derivative and leads to crosslinking.
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