The effect of para- and meta-substituted fluorine on optical behavior of benzimidazole derivatives

Ileri M., Hacioglu S. O., TOPPARE L. K.

ELECTROCHIMICA ACTA, vol.109, pp.214-220, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 109
  • Publication Date: 2013
  • Doi Number: 10.1016/j.electacta.2013.07.102
  • Journal Name: ELECTROCHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.214-220
  • Keywords: Electrochromism, Donor-acceptor, Substitution effect, Fluorine, ANCHORED CARBOXYLIC-ACID, ORGANIC SOLAR-CELLS, BAND-GAP, DONOR, COPOLYMERS, POLYMERS, DEVICES, CONDUCTIVITY, THIOPHENE
  • Middle East Technical University Affiliated: Yes

Abstract

Design, synthesis, and electrochemical properties of two novel donor-acceptor-donor type benzimidazole and thiophene based monomers; 2-(4-fluorophenyl)-4,7-di(thiophen-2-yl)-1H-benzo[d]imidazole (BIPF) and 2-(3-fluorophenyl)-4,7-di(thiophen-2-yl)-1H-benzo[d]imidazole (BIMF) were highlighted. The position of fluorine as a substituent was varied from para- to meta- in order to investigate position effects on the electrochemical and optical properties of electrochemically synthesized polymers. Both polymers were p type dopable and they can be switched between orange and blue color during p-doping/dedoping. Significant improvements in the percent transmittance for PBIMF were observed compared to similar molecules in literature. (C) 2013 Elsevier Ltd. All rights reserved.