Organic Ionic Plastic Crystals and Low Viscosity Ionic Liquids Based on the Dicyano(nitroso)methanide Anion

A new family of organic ionic materials of the dicyano(nitroso)methanide anion is reported. Six of the compounds are room-temperature ionic liquids with low viscosities, which is a physical property highly desired for many synthetic and electrochemical applications. In addition, use of dimethylpyrrolidinium and tetramethylammonium cations yield the first reported dicyano(nitroso)methanide organic ionic plastic crystals, which have an advantageously wide plastic phase region. The salts also exhibit good conductivities and thermal stabilities thus making them suitable as liquid or solid-state electrolytes for a range of electrochemical devices.