Physicochemical properties of hydrophobic ionic liquids containing 1-octylpyridinium, 1-octyl-2-methylpyridinium, or 1-octyl-4-methylpyridinium cations

Nicolas Papaiconomou; Justin Salminen; Jong Min Lee; John M. Prausnitz

doi:10.1021/je060440r

Physicochemical properties of hydrophobic ionic liquids containing 1-octylpyridinium, 1-octyl-2-methylpyridinium, or 1-octyl-4-methylpyridinium cations

Nicolas Papaiconomou, Justin Salminen, Jong Min Lee, John M. Prausnitz^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

97 Citations (Scopus)

Abstract

This paper reports the synthesis of some ionic liquids containing cations 1-octylpyridinium [OPYR]⁺, 1-octyl-2-methylpyridinium [2MOPYR] ⁺, or 1-octyl-4-metnylpyridinium [4MOPYR]⁺ and anions dicyanamide [N(CN)₂]^-, bis(trifluoromethylsulfonyl)imide [Tf₂N]^-, bis(pentafluoroethylsulfonyl)imide [BETI] ^-, trifluoromethyl sulfonate [TfO]^-, nonafluorobutyl sulfonate [NfO]^-, tetrafluoroborate [BF₄]^-, trifluorophenylborate [BF₃PH]^-, tetraphenylborate [BPh₄] or hexafluoroarsenate [AsF₆]^-. Melting points, decomposition temperatures, densities, mutual solubilities with water, and viscosities have been measured. Unlike similar ionic liquids containing imidazolium cations, pyridinium ionic liquids studied here are nearly immiscible with water. Viscosities are similar, and water contents are slightly lower than those for ionic liquids containing imidazolium cations.

Original language	English
Pages (from-to)	833-840
Number of pages	8
Journal	Journal of Chemical and Engineering Data
Volume	52
Issue number	3
DOIs	https://doi.org/10.1021/je060440r
Publication status	Published - May 2007
Externally published	Yes

ASJC Scopus Subject Areas

General Chemistry
General Chemical Engineering

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title = "Physicochemical properties of hydrophobic ionic liquids containing 1-octylpyridinium, 1-octyl-2-methylpyridinium, or 1-octyl-4-methylpyridinium cations",

abstract = "This paper reports the synthesis of some ionic liquids containing cations 1-octylpyridinium [OPYR]+, 1-octyl-2-methylpyridinium [2MOPYR] +, or 1-octyl-4-metnylpyridinium [4MOPYR]+ and anions dicyanamide [N(CN)2]-, bis(trifluoromethylsulfonyl)imide [Tf2N]-, bis(pentafluoroethylsulfonyl)imide [BETI] -, trifluoromethyl sulfonate [TfO]-, nonafluorobutyl sulfonate [NfO]-, tetrafluoroborate [BF4]-, trifluorophenylborate [BF3PH]-, tetraphenylborate [BPh4] or hexafluoroarsenate [AsF6]-. Melting points, decomposition temperatures, densities, mutual solubilities with water, and viscosities have been measured. Unlike similar ionic liquids containing imidazolium cations, pyridinium ionic liquids studied here are nearly immiscible with water. Viscosities are similar, and water contents are slightly lower than those for ionic liquids containing imidazolium cations.",

author = "Nicolas Papaiconomou and Justin Salminen and Lee, {Jong Min} and Prausnitz, {John M.}",

year = "2007",

month = may,

doi = "10.1021/je060440r",

language = "English",

volume = "52",

pages = "833--840",

journal = "Journal of Chemical and Engineering Data",

issn = "0021-9568",

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AU - Papaiconomou, Nicolas

AU - Salminen, Justin

AU - Lee, Jong Min

AU - Prausnitz, John M.

PY - 2007/5

Y1 - 2007/5

N2 - This paper reports the synthesis of some ionic liquids containing cations 1-octylpyridinium [OPYR]+, 1-octyl-2-methylpyridinium [2MOPYR] +, or 1-octyl-4-metnylpyridinium [4MOPYR]+ and anions dicyanamide [N(CN)2]-, bis(trifluoromethylsulfonyl)imide [Tf2N]-, bis(pentafluoroethylsulfonyl)imide [BETI] -, trifluoromethyl sulfonate [TfO]-, nonafluorobutyl sulfonate [NfO]-, tetrafluoroborate [BF4]-, trifluorophenylborate [BF3PH]-, tetraphenylborate [BPh4] or hexafluoroarsenate [AsF6]-. Melting points, decomposition temperatures, densities, mutual solubilities with water, and viscosities have been measured. Unlike similar ionic liquids containing imidazolium cations, pyridinium ionic liquids studied here are nearly immiscible with water. Viscosities are similar, and water contents are slightly lower than those for ionic liquids containing imidazolium cations.

AB - This paper reports the synthesis of some ionic liquids containing cations 1-octylpyridinium [OPYR]+, 1-octyl-2-methylpyridinium [2MOPYR] +, or 1-octyl-4-metnylpyridinium [4MOPYR]+ and anions dicyanamide [N(CN)2]-, bis(trifluoromethylsulfonyl)imide [Tf2N]-, bis(pentafluoroethylsulfonyl)imide [BETI] -, trifluoromethyl sulfonate [TfO]-, nonafluorobutyl sulfonate [NfO]-, tetrafluoroborate [BF4]-, trifluorophenylborate [BF3PH]-, tetraphenylborate [BPh4] or hexafluoroarsenate [AsF6]-. Melting points, decomposition temperatures, densities, mutual solubilities with water, and viscosities have been measured. Unlike similar ionic liquids containing imidazolium cations, pyridinium ionic liquids studied here are nearly immiscible with water. Viscosities are similar, and water contents are slightly lower than those for ionic liquids containing imidazolium cations.

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Physicochemical properties of hydrophobic ionic liquids containing 1-octylpyridinium, 1-octyl-2-methylpyridinium, or 1-octyl-4-methylpyridinium cations

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