Next Article in Journal
N-(3-Chloro-2-methylphenyl)-4-(4-fluorophenyl)-1,3-thiazol-2-amine
Next Article in Special Issue
5-Amino-3-methyl-1,2,4-thiadiazole
Previous Article in Journal
Synthesis of All Stereoisomers of 1-(4-Methoxyphenyl)-2,3,4,9-tetrahydro-N-methyl-1H-pyrido[3,4-b]indole-3-carboxamide
Previous Article in Special Issue
1,3-Bis[(E)-(3-bromobenzylidene)amino]propan-2-ol
Article Menu

Export Article

Open AccessCommunication
Molbank 2018, 2018(1), M974; doi:10.3390/M974

3-[2-(Oxiran-2-yl)ethyl]-1-{4-[(2-oxiran-2-yl)ethoxy]benzyl}imidazolium bis(Trifluoromethane)sulfonimide

1
Laboratory of Molecular and Thio-organic Chemistry, ENSICAEN, Normandy University, CNRS, 6 boulevard du Maréchal Juin, 14050 Caen, France
2
Lyon University, INSA Lyon, UMR CNRS 5223, IMP Polymer Materials Engineering, F-69621 Villeurbanne, France
*
Authors to whom correspondence should be addressed.
Received: 19 December 2017 / Revised: 9 January 2018 / Accepted: 10 January 2018 / Published: 13 January 2018
(This article belongs to the Special Issue Heterocycles)
View Full-Text   |   Download PDF [378 KB, uploaded 13 January 2018]   |  

Abstract

The synthesis of 3-[2-(oxiran-2-yl)ethyl]-1-{4-[(2-oxiran-2-yl)ethoxy]benzyl}imidazolium bis(trifluoromethane)sulfonimide was achieved in seven steps with an overall yield of 63%. This ionic liquid monomer is based on an imidazolium core containing a phenoxy moiety and aliphatic chains with a reactive epoxide at both ends. This imidazolium was obtained by an efficient, reproducible, and scalable synthesis from inexpensive reagents. In the last step, a powerful oxidative agent was successfully used to generate two epoxy functions with only acetone as a byproduct. The monomer structure and intermediates were analyzed by NMR experiments, infrared, and mass spectra. In addition, the thermal properties of the diepoxide were evaluated by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). View Full-Text
Keywords: epoxides; imidazolium; ionic liquid; monomer epoxides; imidazolium; ionic liquid; monomer
Figures

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Supplementary materials

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Chardin, C.; Rouden, J.; Livi, S.; Baudoux, J. 3-[2-(Oxiran-2-yl)ethyl]-1-{4-[(2-oxiran-2-yl)ethoxy]benzyl}imidazolium bis(Trifluoromethane)sulfonimide. Molbank 2018, 2018, M974.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molbank EISSN 1422-8599 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top