Organoboron copolymers containing thienothiophene and selenophenothiophene analogues: optical, electrochemical and fluoride sensing properties

TURKOGLU G., Çınar M., Öztürk T.

RSC ADVANCES, vol.7, no.37, pp.23197-23207, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 7 Issue: 37
  • Publication Date: 2017
  • Doi Number: 10.1039/c7ra01793f
  • Journal Name: RSC ADVANCES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.23197-23207
  • Istanbul Technical University Affiliated: Yes


Conjugated donor-acceptor (D-A) copolymers possessing alternating fused bicyclic aromatic rings thieno [3,2-b]thiophene, selenopheno[3,2-b]thiophene, thieno[2,3-b]thiophene and selenopheno[2,3-b]thiophene as donors, thiophene as a pi-conjugated bridge and mesitylboron as an acceptor were synthesized and characterized by spectroscopic methods. Large Stokes shifts of 96-166 nm were recorded and the solution quantum yields of the polymers were in the range of 5-18%. Their ionization potentials and electron affinities were investigated by cyclic voltammetry. Optical band gaps varied between 2.26 and 2.78 eV. (TD)-DFT studies were performed to unveil their electronic structures, Kohn-Sham orbitals and electronic transitions. Absorption and emission measurements revealed that these polymers have high sensitivity to fluoride anions, among which the polymer possessing cross-conjugated thienothiophene units had the best sensing properties supported by orbital composition analysis with Mulliken partition. Thus, copolymers P1-P4 could be used as colorimetric and fluorescent sensors for small fluoride anions.