TY - JOUR
T1 - Long term stability of superoxide ion in piperidinium, pyrrolidinium and phosphonium cations-based ionic liquids and its utilization in the destruction of chlorobenzenes
AU - Hayyan, Maan
AU - Mjalli, Farouq S.
AU - Hashim, Mohd Ali
AU - Alnashef, Inas M.
AU - Al-Zahrani, Saeed M.
AU - Chooi, Kim Lam
N1 - Funding Information:
The authors extend their appreciation to the Deanship of Scientific Research at King Saud University for funding the work through group project No. RGP-VPP-108, University of Malaya Centre for Ionic Liquids (UMCiL), and Sultan Qaboos University, for their support to this research.
PY - 2012/1/1
Y1 - 2012/1/1
N2 - Investigation of the chemical generation and long term stability of superoxide ion, O2·-, in three bis (trifluoromethylsulfonyl) imide [TFSI-] anion based ionic liquids, ILs, with cations of 1-(3-methoxypropyl)-1-methylpiperidinium [MOPMPip+], 1-hexyl-1-methyl-pyrrolidinium [HMPyrr+] and trihexyl (tetradecyl) phosphonium [P14,666+] has been conducted. The chemical generation of O2·- in ILs was carried out by dissolving potassium superoxide, KO 2, in the corresponding IL, while electrochemical generation was carried out by reduction of O2 to O2·- in ILs followed by analysis using cyclic voltammetry technique. It was found the solubility of KO2 in the studied ILs depends on the structure of ILs in addition to the temperature. However, in all cases the solubility was high enough for many applications. The Long term stability of the generated O2·- was carried out by the application of KO2 in aprotic solvent, dimethyl sulfoxide, in the presence of the corresponding IL. UV-visible spectrophotometry at an absorbance range of 190-400 nm was used to determine the stability of O2·-. It was found that ILs containing [MOPMPip+] and [HMPyrr+] cations offer a promising long term stability of O2·- for various reactions and applications, while consumption of O2·- in [P14,666+][TFSI-] with a rate constant of 16.2 × 10-5 s-1 indicates that the generated O2·- in this IL is not stable enough for practical applications. To our best knowledge this is the first time a piperidinium and pyrrolidinium based ILs were used as media for the chemical generation of O2·-. The chemically generated O2·- by dissolving KO2 was then used for the destruction of chlorobenzenes in [MOPMPip+][TFSI-] and [HMPyrr+][TFSI-] at ambient conditions. This work presents the first attempt to use KO2 for the destruction of chlorinated aromatic hydrocarbons in ILs media.
AB - Investigation of the chemical generation and long term stability of superoxide ion, O2·-, in three bis (trifluoromethylsulfonyl) imide [TFSI-] anion based ionic liquids, ILs, with cations of 1-(3-methoxypropyl)-1-methylpiperidinium [MOPMPip+], 1-hexyl-1-methyl-pyrrolidinium [HMPyrr+] and trihexyl (tetradecyl) phosphonium [P14,666+] has been conducted. The chemical generation of O2·- in ILs was carried out by dissolving potassium superoxide, KO 2, in the corresponding IL, while electrochemical generation was carried out by reduction of O2 to O2·- in ILs followed by analysis using cyclic voltammetry technique. It was found the solubility of KO2 in the studied ILs depends on the structure of ILs in addition to the temperature. However, in all cases the solubility was high enough for many applications. The Long term stability of the generated O2·- was carried out by the application of KO2 in aprotic solvent, dimethyl sulfoxide, in the presence of the corresponding IL. UV-visible spectrophotometry at an absorbance range of 190-400 nm was used to determine the stability of O2·-. It was found that ILs containing [MOPMPip+] and [HMPyrr+] cations offer a promising long term stability of O2·- for various reactions and applications, while consumption of O2·- in [P14,666+][TFSI-] with a rate constant of 16.2 × 10-5 s-1 indicates that the generated O2·- in this IL is not stable enough for practical applications. To our best knowledge this is the first time a piperidinium and pyrrolidinium based ILs were used as media for the chemical generation of O2·-. The chemically generated O2·- by dissolving KO2 was then used for the destruction of chlorobenzenes in [MOPMPip+][TFSI-] and [HMPyrr+][TFSI-] at ambient conditions. This work presents the first attempt to use KO2 for the destruction of chlorinated aromatic hydrocarbons in ILs media.
KW - Chlorobenzene
KW - Destruction
KW - Ionic liquid
KW - Potassium superoxide
KW - Stability
KW - Superoxide ion
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U2 - 10.1016/j.jelechem.2011.10.008
DO - 10.1016/j.jelechem.2011.10.008
M3 - Article
AN - SCOPUS:83155180171
SN - 1572-6657
VL - 664
SP - 26
EP - 32
JO - Journal of Electroanalytical Chemistry
JF - Journal of Electroanalytical Chemistry
ER -