Using Room Temperature Ionic Liquids as Solvents to Probe Structural Effects in Electro-Reduction Processes. Electrochemical Behavior of Mutagenic Disperse Nitroazo Dyes in Room Temperature Ionic Liquids

M.V.B. Zanoni, E.I. Rogers, Christopher Hardacre, R.G. Compton

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The electrochemical reduction of the disperse azo dyes Red1, Red13 and Orange1 (Or1) was investigated in the RTILs [C(4)mim][NTf2] and [C(4)mpyrr][NTf2], and in contrast with their behavior in conventional aprotic solvents, was shown to proceed via a reversible one electron step to form stable radical anion, which is further reduced at more negative potentials to the dianion. In [C(4)mpyrr][NTf2], cleavage of the N-H bond on the secondary amine was inferred for Orange1, and the ease at which this cleavage occurred is rationalized in terms of acidity of the amine moiety. The ease of reduction was observed to decrease in the order Or1 > Red13 > Red1, and is related to the electron delocalization within the molecule and the electron withdrawing power of the substituents.
Original languageEnglish
Pages (from-to)1607-1627
Number of pages21
JournalINTERNATIONAL JOURNAL OF ELECTROCHEMICAL SCIENCE
Volume4
Issue number12
Publication statusPublished - Dec 2009

ASJC Scopus subject areas

  • Electrochemistry

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