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

Leila Moura; Lucy C. Brown; Marijana Blesic; John D. Holbrey

doi:10.1002/cphc.201700942

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

School of Chemistry and Chemical Engineering

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

9 Citations (Scopus)

1054 Downloads (Pure)

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 language	English
Pages (from-to)	3384-3389
Number of pages	6
Journal	ChemPhysChem
Volume	18
Issue number	23
Early online date	29 Aug 2017
DOIs	https://doi.org/10.1002/cphc.201700942
Publication status	Published - 06 Dec 2017

ASJC Scopus subject areas

General Chemistry
Physical and Theoretical Chemistry

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LCST-phase behavior and complexation with water of an ionic liquid incorporating the 5-phenyltetrazolate anion
© 2017 The Author(s). This is the pre-peer reviewed version of the following article: Moura, L, Brown, LC, Blesic, M & Holbrey, JD 2017, 'LCST-phase behavior and complexation with water of an ionic liquid incorporating the 5-phenyltetrazolate anion' ChemPhysChem, vol 18, no. 23, pp. 3384-3389, which has been published in final form at https://onlinelibrary.wiley.com/doi/abs/10.1002/cphc.201700942. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Submitted manuscript, 2.03 MB
LCST-phase behavior and complexation with water of an ionic liquid incorporating the 5-phenyltetrazolate anion
Copyright 2017 Wiley. This work is made available online in accordance with the publisher’s policies. Please refer to any applicable terms of use of the publisher.
Accepted author manuscript, 1.3 MBLicence: Unspecified

1 Finished

R6513QLL: Hydrophobic Ionic Liquid Technologies
Holbrey, J. (PI)
27/05/2015 → 31/01/2018
Project: Research

Ionic liquids for main group catalysis
Brown, L. (Author), Holbrey, J. (Supervisor) & Swadzba-Kwasny, M. (Supervisor), Jul 2020
Student thesis: Doctoral Thesis › Doctor of Philosophy

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Leila Moura
- L.Mouraqub.acuk
- School of Chemistry and Chemical Engineering - Senior Lecturer
Person: Academic

9 Citations
4 Article

Weak anion hydration drives LCST behaviour in ionic Liquid–water mixtures: insights fromc alorimetry and neutron diffraction
Madhukailya, S., Depraetere, G., Cam, N., Youngs, T. G. A., Tellam, J. P., Costa Gomes, M., Moura, L. & Holbrey, J., 02 Oct 2026, (Accepted) In: The Journal of Physical Chemistry Part B: Condensed Matter, Materials, Surfaces, Interfaces & Biophysical.
Research output: Contribution to journal › Article › peer-review
Solution structure of propane and propene dissolved in the ionic liquid 1-butyl-3-methylimidazolium bis{(trifluoromethyl)sulfonyl}imide from neutron diffraction with H/D substitution and Empirical Potential Structure Refinement modelling
Moura, L., Gilmore, M., Callear, S., Youngs, T. & Holbrey, J., 03 Aug 2019, (Early online date) In: Molecular Physics.
Research output: Contribution to journal › Article › peer-review

Open Access
File
1 Link opens in a new tab Citation (Scopus)

196 Downloads (Pure)
Hydrophobic deep eutectic solvents incorporating trioctylphosphine oxide: Advanced liquid extractants
Gilmore, M., McCourt, E. N., Connolly, F., Nockemann, P., Swadzba-Kwasny, M. & Holbrey, J. D., 26 Oct 2018, In: ACS Sustainable Chemistry & Engineering. 6, 12, p. 17323-17332 10 p.
Research output: Contribution to journal › Article › peer-review

Open Access
File
166 Link opens in a new tab Citations (Scopus)

1886 Downloads (Pure)

Cite this

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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.",

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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 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.

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

Abstract

ASJC Scopus subject areas

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Fingerprint

Projects

R6513QLL: Hydrophobic Ionic Liquid Technologies

Student theses

Ionic liquids for main group catalysis

Profiles

Leila Moura

Research output

Weak anion hydration drives LCST behaviour in ionic Liquid–water mixtures: insights fromc alorimetry and neutron diffraction

Solution structure of propane and propene dissolved in the ionic liquid 1-butyl-3-methylimidazolium bis{(trifluoromethyl)sulfonyl}imide from neutron diffraction with H/D substitution and Empirical Potential Structure Refinement modelling

Hydrophobic deep eutectic solvents incorporating trioctylphosphine oxide: Advanced liquid extractants

Cite this