Synthesis and Characterization of Novel Aromatic Polyamides Bearing CF3, Quinoxaline-Anthraquinone Pendants: Study of Photophysical and Electrochemical Properties by Using Nanocomposite Electrode Paste

A new aromatic diamine, 2,3-bis(4-(4-amino-2-(trifluoromethyl) phenoxy) phenyl) naphtho[2,3-f]quinoxaline-7,12-dione, was synthesized and fully characterized by using FTIR, H-1 and C-13 NMR, DEPT technique, and elemental analysis. A series of novel fluorescent anthraquinone-quinoxaline containing polyamides (PAs) with inherent viscosities of 0.39-0.62 dL/g was prepared by direct polycondensation of the diamine with various dicarboxylic acids. These PAs were readily soluble in many polar aprotic organic solvents and could be solution-cast into tough and flexible films. The PAs exhibited glass transition temperatures (T-g)s between 230 and 323 degrees C, and 10% weight loss temperatures in the range of 362-433 degrees C in N-2. All of the PAs have fluorescence emission in solution and in solid state with maxima around 452-510 nm and with the quantum yields in the range of 6-17%. Also, cyclic voltammetry (CV) method was used to study the electrochemical oxidation behavior of these polymers at the surface of a modified multiwalled carbon nanotube (MWCNT)s glassy electrode. (C) 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 127: 3169-3177, 2013