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Redox Property Tuning in Bipyridinium Salts

Authors: Burešová Zuzana | Klikar Milan | Mazúr Petr | Mikešová Michaela | Kvíčala Jaroslav | Bystron Tomas | Bureš Filip

Year: 2021

Type of publication: článek v odborném periodiku

Name of source: Frontiers in chemistry

Publisher name: FRONTIERS MEDIA SA

Place: Lausanne

Page from-to: 631477

Titles:

Language	Name	Abstract	Keywords
cze	Redoxní vlastnosti bipyridiniových solí	Byla připravena série bipyridiniových solí na bázi 2,2'-, 3,3'- a 4,4'-bipyridinu a 2,2'-bipyrimidinu. N-alkylace byly prováděny komerčním 1,3-propansultonem. Vlastnosti všech jedenácti cílových látek byly studovány cyklickou voltametrií a byly tak popsány vztahy struktury-vlastnosti. Elektrochemické vlastnosti závisejí na typu skeletu, typu alkylace, počtu kvarternizovaných atomů dusíku, planaritě, doprovodném iontu a prostředí.	bipyridin; bipyridinium; redoxní průtočné baterie; elektrochemie
eng	Redox Property Tuning in Bipyridinium Salts	Bipyridinium salts are currently very popular due to their perspective applications in redox flow batteries. Hence, we designed and prepared a series of bipyridiniums based on 2,2 '-, 3,3 '-, and 4,4 '-bipyridine and 2,2 '-bipyrimidine. The straightforward synthesis utilizes commercially or readily available starting compounds and their direct N-alkylation, mostly using 1,3-propanesultone. All eleven target derivatives with systematically evolved structure were investigated by cyclic voltammetry, which allowed elucidating thorough structure-property relationships. The electrochemical behavior depends primarily on the parent scaffold, type of N-alkylation, number of quaternized nitrogen atoms, planarity, counter ion as well as the used media. Two derivatives featuring quasi-reversible redox processes were further tested on rotating disc electrode and in a flow battery half-cell. 4,4 '-Bipyridinium derivative bearing two sultone residues showed better performance and stability in the flow half-cell with small capacity decays of 0.09/0.15% per reduction-oxidation cycle, based on the number of the utilized redox processes (one/two).	bipyridine; bipyridinium; redox flow battery; property tuning; synthesis; electrochemistry