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

Molbank

Jacques Rouden¹  Jérôme Baudoux¹  Charline Chardin¹  Sébastien Livi² 

[1] Laboratory of Molecular and Thio-organic Chemistry, ENSICAEN, Normandy University, CNRS, 6 boulevard du Maréchal Juin, 14050 Caen, France;Lyon University, INSA Lyon, UMR CNRS 5223, IMP Polymer Materials Engineering, F-69621 Villeurbanne, France;

关键词: epoxides;    imidazolium;    ionic liquid;    monomer;   

DOI  :  10.3390/M974

来源: DOAJ

【 摘 要 】

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).

【 授权许可】

Unknown