LCST-phase behavior and complexation with water of an ionic liquid incorporating the 5-phenyltetrazolate anion

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Abstract

The use of 5-phenyltetrazole, a bioisostere of benzoic acid, as an anion source to prepare an ionic liquid is described for the first time. Tetrabutylphosphonium 5-phenyltetrazolate undergoes phase separation from water with lower critical solution temperature phase behavior, in contrast to completely water miscible
tetrabutylphosphonium benzoate, and also exhibits strong complexation with water with both eutectic and peritectic behavior that has not previously been observed in ionic liquid + water systems. The anhydrous and trihydrate salts were isolated and characterized by single crystal X-ray diffraction.
Original languageEnglish
Pages (from-to)3384-3389
Number of pages6
JournalChemPhysChem
Volume18
Issue number23
Early online date29 Aug 2017
DOIs
Publication statusPublished - 06 Dec 2017

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Ionic Liquids
Phase behavior
Complexation
Anions
anions
Water
liquids
water
Benzoic Acid
Benzoates
benzoic acid
Phase separation
eutectics
Eutectics
Salts
Single crystals
salts
X ray diffraction
single crystals
diffraction

Cite this

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title = "LCST-phase behavior and complexation with water of an ionic liquid incorporating the 5-phenyltetrazolate anion",
abstract = "The use of 5-phenyltetrazole, a bioisostere of benzoic acid, as an anion source to prepare an ionic liquid is described for the first time. Tetrabutylphosphonium 5-phenyltetrazolate undergoes phase separation from water with lower critical solution temperature phase behavior, in contrast to completely water miscibletetrabutylphosphonium benzoate, and also exhibits strong complexation with water with both eutectic and peritectic behavior that has not previously been observed in ionic liquid + water systems. The anhydrous and trihydrate salts were isolated and characterized by single crystal X-ray diffraction.",
author = "Leila Moura and Brown, {Lucy C.} and Marijana Blesic and Holbrey, {John D.}",
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LCST-phase behavior and complexation with water of an ionic liquid incorporating the 5-phenyltetrazolate anion. / Moura, Leila; Brown, Lucy C.; Blesic, Marijana; Holbrey, John D.

In: ChemPhysChem, Vol. 18, No. 23, 06.12.2017, p. 3384-3389.

Research output: Contribution to journalArticle

TY - JOUR

T1 - LCST-phase behavior and complexation with water of an ionic liquid incorporating the 5-phenyltetrazolate anion

AU - Moura, Leila

AU - Brown, Lucy C.

AU - Blesic, Marijana

AU - Holbrey, John D.

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AB - The use of 5-phenyltetrazole, a bioisostere of benzoic acid, as an anion source to prepare an ionic liquid is described for the first time. Tetrabutylphosphonium 5-phenyltetrazolate undergoes phase separation from water with lower critical solution temperature phase behavior, in contrast to completely water miscibletetrabutylphosphonium benzoate, and also exhibits strong complexation with water with both eutectic and peritectic behavior that has not previously been observed in ionic liquid + water systems. The anhydrous and trihydrate salts were isolated and characterized by single crystal X-ray diffraction.

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DO - 10.1002/cphc.201700942

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