A new low band gap electrochromic polymer containing 2,5-bis-dithienyl-1H-pyrrole and 2,1,3-benzoselenadiazole moiety with high contrast ratio

A new low band gap electrochromic polymer containing of 3-(2,5-di-2-thienyl-1H-pyrrol-1-yl)-9-ethyl-9H-carbazole (SNSC) and 2,1,3-benzoselenadiazole (BSe) moiety has been reported. Structural identification of initial compounds and product were carried out by using FT-IR and 1H NMR spectroscopy results. The resulting polymer, poly(SNSC-BSe), was completely soluble in various common organic solvents and its weight-average molecular weight (Mw) were 9420 (PDI: 1.22). According to AFM results, the RMS (root mean surface) roughness of poly-(SNSC-BSe) was found to be 48.6 nm. Besides, the thermogravimetric analysis presented that the poly(SNSC-BSe) is moderately stable against to thermal effect with the initial degradation temperature at 182 °C. The lowest energy transition band maxima of poly(SNSC-BSe) was 498 nm in thin film and the optical band gap calculated from the onset wavelength of the optical absorption was 1.77 eV. On the other hand, the electrochemical band gap calculated from oxidation and reduction onset values was 1.60 eV, respectively. Finally, the electrochromic performance of the polymer film represents a high contrast ratio in the NIR region (51%), fast response time of about 1 s, high coloration efficiency (274 cm2 C−1) and retained its performance by 94.6% even after 1000 cycles.

We report here synthesis of a new donor-acceptor conjugated polymer bearing of 3-(2,5-di-2-thienyl-1H-pyrrol-1-yl)-9-ethyl-9H-carbazole (SNSC) and 2,1,3-benzoselenadiazole (BSe) linked to give very stabile electrochromic material with high contrast ratio.