Open AccessVersatile Method for the Simultaneous Synthesis of Two Ionic Liquids, Otherwise Difficult to Obtain, with High Atom Economy
Author(s) -
Szpecht Andrea,
Zajac Adrian,
Zielinski Dawid,
Maciejewski Hieronim,
Smiglak Marcin
Publication year - 2019
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201900217
Subject(s) - ionic liquid , atom economy , chemistry , trifluoromethanesulfonate , alkyl , metathesis , substituent , halide , ion , sulfonate , salt metathesis reaction , nitrogen atom , ion exchange , ionic bonding , organic chemistry , combinatorial chemistry , inorganic chemistry , catalysis , polymer , sodium , polymerization
A new synthetic approach and full spectral (NMR, IR, MS) and ion chromatographic characterization (IC) of nitrogen‐based ionic liquids bearing allyl‐ or ethyl‐ substituent and triflate, tosylate, methyl sulfate or methanesulfonate anion has been presented. On a sample of 16 new ionic liquids, the versatility of the anion exchange method has been proven. In the metathesis reactions that have been carried out, the halide anion was exchanged in ionic liquid with an alkyl sulfonate based anion using alkylating agents. The results obtained using ion chromatographic analysis on the newly synthesized compounds have been discussed. Also, the utilization of a gaseous methyl halide by‐product, obtained in the metathesis reaction and otherwise difficult to synthesize, has been presented. This approach ensured high atom economy of the overall process, which makes the proposed methodology sustainable and eco‐friendly.