Issue 4, 2017

Thioether-functionalized picolinium ionic liquids: synthesis, physical properties and computational studies

Abstract

A series of ionic liquids containing 3- and 4-picolinium cations appended to thioether side chain moieties was constructed via the thiol–ene “click” reaction. Their structure–property relationships were comprehensively investigated by studying the temperature transition region (melting points and glass transition temperatures) and heat capacity and the experimental results were fully supported by theoretical studies. The synthesized ionic liquids are melted below 20.2 °C. Also, the impact of varying chain length, type of cations (picolinium vs. imidazolium) and the position of methyl group on the ring on their thermal and thermophysical properties were explored. According to the collected data, the glass transition temperature values of the picolinium-based ionic liquids with odd-number chains is lower than the even-number ones, which shows that the even-number moieties have more organized structures. And the miscibility of selected ionic liquids in water (polar) and heptane (nonpolar) solvents were quantified.

Graphical abstract: Thioether-functionalized picolinium ionic liquids: synthesis, physical properties and computational studies

Supplementary files

Article information

Article type
Paper
Submitted
05 Aug 2016
Accepted
16 Dec 2016
First published
17 Jan 2017

New J. Chem., 2017,41, 1625-1630

Thioether-functionalized picolinium ionic liquids: synthesis, physical properties and computational studies

A. S. Thigpen, S. T. Nestor, R. A. O'Brien, S. Minkowicz, Y. Sheng, J. H. Davis, K. N. West and A. Mirjafari, New J. Chem., 2017, 41, 1625 DOI: 10.1039/C6NJ02451C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements