Spectroelectrochemical and electrochromic behaviors of newly synthesized poly[3 '-(2-aminopyrimidyl)-2,2 ':5 ',2 ''-terthiophene]

The functionalized conductive polymer precursor of the terthiophene derivative, 3'-(2-aminopyrimidyl)2,2':5',2 ''-terthiophene (PATT) was firstly synthesized and confirmed with FT-IR, H-1 NMR, C-13 NMR, and mass spectroscopy. The electrochemical,and electronic properties of polyPATT film are investigated and compared with that of poly(2,2':5',2 ''-terthiophene-3'-p-benzoic acid) (polyTTBA), which has an electron-accepting group. The cyclic voltammograms (CVs) recorded for electrochemically grown polyPATT reveal the redox peaks at +1.1/+0.96V, and the conductivity increases monotonically as the applying potential goes to the positive direction (0.11 S cm(-1) at +1.4V). The spectroelectrochemical analysis of polyPATT reveals the absorption bands at 456,825 and 643 nm corresponding to the pi-pi* transition, polaron, and bipolaron formations, respectively. The highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels of the polyPATT film bearing an electron donating group are to be 3.60 and 5.54 eV, respectively. The polyPATT film shows reversible multiple color transition within 0.6s (from brownish-yellow (at 0.0V) to blue (at +1.4V)) when the potential switches between the reduced and oxidized states. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.