Synthesis and Dehydrogenation of Organic Salts of a Five-Membered B/N Anionic Chain, a Novel Ionic Liquid

Chem Asian J. 2021 Sep 1;16(17):2475-2480. doi: 10.1002/asia.202100632. Epub 2021 Jul 20.

Abstract

We have synthesized the tetrabutylammonium ([Bu4 N]+ ), tetraethylammonium ([Et4 N]+ ), guanidinium ([C(NH2 )3 ]+ ), and methylguanidinium ([C(N3 H5 CH3 )]+ ) salts of the [BH3 (NH2 BH2 )2 H]- anion, a five-membered B/N anionic chain, in high yields by the metathesis reactions of Na[BH3 (NH2 BH2 )2 H] with the corresponding halides and characterized them by NMR (11 B, 11 B{1 H}, 1 H, 1 H{11 B}, 13 C), IR, elemental analysis, TGA-DSC, and TGA-MS. These complexes behave like ionic liquids (ILs), in which the melting point of the [Bu4 N][BH3 (NH2 BH2 )2 H] is the lowest (-51 °C). The dehydrogenation of these ILs have been studied through the thermal decomposition and catalytic hydrolysis in aqueous solution using the noble or non-noble metals or their salts as catalysts, and the results indicate that these ILs of five-membered B/N anionic chain are promising hydrogen storage materials.

Keywords: B/N Anionic Chain; Chemical Hydrogen Storage; Hydrolysis; Ionic Liquids; Thermal Decomposition.