Polyhedral oligomeric silsesquioxanes appended conjugated soluble polymers based on thieno[3,4-c]pyrrole-4,6,dione acceptor unit

ÇAKAL D., CİHANER A., ÖNAL A. M.

ELECTROCHIMICA ACTA, vol.377, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 377
  • Publication Date: 2021
  • Doi Number: 10.1016/j.electacta.2021.138064
  • Journal Name: ELECTROCHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aerospace Database, Chemical Abstracts Core, Communication Abstracts, INSPEC, Metadex, Civil Engineering Abstracts
  • Keywords: Electrochromics, Polymerization, Thiophene, POSS, D-A-D approach
  • Middle East Technical University Affiliated: Yes

Abstract

A series of new donor-acceptor-donor type fluorescent molecules incorporating thieno[3,4-c]pyrrole-4,6-dione (TPD) as the acceptor unit were synthesized. TPD acceptor unit was modified with polyhedral oligomeric silsesquioxanes (POSS) cages and integrated with thiophene and alkylenedioxythiophene derivatives (3,4-ethylenedioxythiophene (EDOT) and 3,4-propylenedioxythiophene (ProDOT)) using Stille coupling reaction. The monomers, T-2-POSS, E-2-POSS, and P-2-POSS, were polymerized successfully via electrochemical and chemical polymerization techniques. As a fingerprint of D-A-D monomers, all monomers showed dual band characteristics due to intramolecular charge transfer. Soluble polymers exhibited reversible electrochromic responses electrochemically and chemically with fast switching times and high coloration efficiencies. E-2-POSS and its polymer PE2-POSS exhibited the lowest oxidation potential and band gap values as compared to their thiophene and ProDOT analogs. Also, P-2-POSS and its chemically obtained fluorescent polymer PP2-POSS-C represented high sensitivity towards Fe2+ and Fe3+ ions, which makes them potential candidates to be amenable for use in ion sensing. (C) 2021 Elsevier Ltd. All rights reserved.