Issue 18, 2015

Triethylene glycol-based poly(1,2,3-triazolium acrylate)s with enhanced ionic conductivity

Abstract

A series of cationic poly(acrylate ionic liquid)s having a triethylene glycol (TEG) spacer and a pendant 1,2,3-triazolium group is synthesized by post-polymerization sequential chemical modifications. A chloride-functionalized polyacrylate common precursor is first obtained by reversible addition-fragmentation chain transfer (RAFT) polymerization of a TEG-based chloride-functionalized acrylate. Sequential azidation, copper-catalyzed azide–alkyne cycloaddition with 1-pentyne and alkylation of the resulting 1,2,3-triazole by methyl iodide affords a poly(acrylate ionic liquid) having pendant 3-methyl-4-propyl-1,2,3-triazolium iodide groups. Further anion metathesis with three different fluorinated salts yields a series of 1,2,3-triazolium-based PILs with distinct counter anions. The polymer precursors and resulting poly(1,2,3-triazolium ionic liquid)s (PTILs) are characterized by 1H NMR spectroscopy, size exclusion chromatography (SEC), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA) and broadband dielectric spectroscopy (BDS). Well-defined PTIL derivative with bis(trifluoromethane)sulfonimide anion (Mn = 113,600 g mol−1 and Đ = 1.23) exhibits the lowest glass transition temperature (Tg = −36 °C), the highest thermal stability (Td10 = 321 °C) and the highest anhydrous ionic conductivity (σDC = 1.1 × 10−5 S cm−1 at 30 °C) of the series.

Graphical abstract: Triethylene glycol-based poly(1,2,3-triazolium acrylate)s with enhanced ionic conductivity

Supplementary files

Article information

Article type
Paper
Submitted
19 Feb 2015
Accepted
17 Mar 2015
First published
18 Mar 2015

Polym. Chem., 2015,6, 3521-3528

Triethylene glycol-based poly(1,2,3-triazolium acrylate)s with enhanced ionic conductivity

R. Sood, B. Zhang, A. Serghei, J. Bernard and E. Drockenmuller, Polym. Chem., 2015, 6, 3521 DOI: 10.1039/C5PY00273G

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