DABCOnium: An Efficient and High-Voltage Stable Singlet Oxygen Quencher for Metal-O2 Cells

Angew Chem Int Ed Engl. 2019 May 13;58(20):6535-6539. doi: 10.1002/anie.201901869. Epub 2019 Apr 9.

Abstract

Singlet oxygen (1 O2 ) causes a major fraction of the parasitic chemistry during the cycling of non-aqueous alkali metal-O2 batteries and also contributes to interfacial reactivity of transition-metal oxide intercalation compounds. We introduce DABCOnium, the mono alkylated form of 1,4-diazabicyclo[2.2.2]octane (DABCO), as an efficient 1 O2 quencher with an unusually high oxidative stability of ca. 4.2 V vs. Li/Li+ . Previous quenchers are strongly Lewis basic amines with too low oxidative stability. DABCOnium is an ionic liquid, non-volatile, highly soluble in the electrolyte, stable against superoxide and peroxide, and compatible with lithium metal. The electrochemical stability covers the required range for metal-O2 batteries and greatly reduces 1 O2 related parasitic chemistry as demonstrated for the Li-O2 cell.

Keywords: DABCOnium; electrochemistry; lithium batteries; quenchers; singlet oxygen.