S-Tetrazine donor-acceptor electrodeposited layer with properties controlled by doping anions generally considered as interchangeable. (10th February 2022)

• Record Type: Journal Article
• Authors: Pluczyk-Malek, Sandra; Nastula, Dawid; Honisz, Damian; Lapkowski, Mieczysław; Data, Przemysław; Wagner, Pawel
• Is Part Of: Electrochimica acta. Volume 405(2022)
• Publication Date: 2022-02-10
• Subjects: s-Tetrazine -- Thiophene -- Spectroelectrochemistry -- Electropolymerization -- Doping anion; Electrochemistry -- Periodicals; Electrochemistry, Industrial -- Periodicals; 541.37
• DOI: 10.1016/j.electacta.2021.139788
• Languages: English
• ISSNs: 0013-4686

Abstract

Highlights: Two donor-acceptor s -tetrazine/thiophene dyads were synthesized and investigated. The possibility to tune dyads properties without affecting acceptor unit was shown. The electrochemical synthesis of oligomeric/polymeric s -tetrazines was conducted. The impact of doping anion on the properties of electrodeposited layers was shown. There is shown that B F 4 − and P F 6 − ions cannot be considered as interchangeable. Abstract: Two donor-acceptor (D-A) s -tetrazine derivatives are reported, their electrochemical, optical and spectroelectrochemical (UV-Vis and EPR) analysis is carried out. Thiophene ring, in the case of TzTH and terthiophene unit for Tz3TH serves as a donor group which are linked with s -tetrazine ring via nonconjugated spacer. Investigations have shown that such design of molecule lets to tune the band-gap by changing in the strength of donor part without affecting of the reduction process of the s-tetrazine ring. Additionally, Tz3TH undergoes electrochemical polymerization and depending on doping anion ( B F 4 − or P F 6 − ) used for electropolymerization, the electrodeposited layers exhibit different properties. By selection of proper electrolyte salt, the stability and conjugation level of obtained layer can be tuned.