Synthesis, Crystal Structures, and Spectroscopic Characterization of Bis-aldehyde Monomers and Their Electrically Conductive Pristine Polyazomethines.

Bis-aldehyde monomers 4-(4'-formyl-phenoxy)benzaldehyde (), 3-methoxy-4-(4'-formyl-phenoxy)benzaldehyde (), and 3-ethoxy-4-(4'-formyl-phenoxy)benzaldehyde () were synthesized by etherification of 4-fluorobenzaldehyde () with 4-hydroxybenzaldehyde (), 3-methoxy-4-hydroxybenzaldehyde (), and 3-ethoxy-4-hydroxybenzaldehyde (), respectively. Each monomer was polymerized with -phenylenediamine and 4,4'-diaminodiphenyl ether to yield six poly(azomethine)s. Single crystal X-ray diffraction structures of and were determined. The structural characterization of the monomers and poly(azomethine)s was performed by FT-IR and NMR spectroscopic techniques and elemental analysis. Physicochemical properties of polymers were investigated by powder X-ray diffraction, thermogravimetric analysis (TGA), viscometry, UV-vis, spectroscopy and photoluminescence. These polymers were subjected to electrical conductivity measurements by the four-probe method, and their conductivities were found to be in the range 4.0 × 10 to 6.4 × 10 Scm, which was significantly higher than the values reported so far.