SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF POLY(ARYL IMINO) CONTAINING ACRIDINE UNITS(PAIA)

 1,4-Bis-(4-bromobenzoyl)benzene and proflavine, 3,6-diaminoacridine free base were synthesized first. Using 1,4-bis-(4-bromobenzoyl)benzene and proflavine, 3,6-diaminoacridine free base as the monomers, poly(aryl imino) containing acridine units (PAIA) was synthesized via palladium-catalyzed amination. The structure of PAIA was characterized by means of FTIR, ¹H-NMR spectroscopy and elemental analysis, the results show an agreement with the proposed structure. The UV absorption and photoluminescence spectra were tested. The absorption spectrum of the PAIA was dependent on the acidity of the media. The emission and excitation spectra of the two different forms of PAIA were investigated by photoluminescence, the addition of the trifluoroacetic acid (TFA) to the solution of PAIA does not lead to a quenching effect in the photoluminescent spectra. Additionally, DSC and TG measurements show that PAIA possess high glass transition temperature (T_g > 230°C) and good thermal stability with high decomposition temperatures in nitrogen atmosphere (T_D > 500°C).