10129-54-1Relevant articles and documents
Thioether-functionalized picolinium ionic liquids: synthesis, physical properties and computational studies
Thigpen, A. Shay,Nestor, Stephen T.,O'Brien, Richard A.,Minkowicz, Samuel,Sheng, Yinghong,Davis, James H.,West, Kevin N.,Mirjafari, Arsalan
, p. 1625 - 1630 (2017/02/23)
A series of ionic liquids containing 3- and 4-picolinium cations appended to thioether side chain moieties was constructed via the thiol-ene “click” reaction. Their structure-property relationships were comprehensively investigated by studying the temperature transition region (melting points and glass transition temperatures) and heat capacity and the experimental results were fully supported by theoretical studies. The synthesized ionic liquids are melted below 20.2 °C. Also, the impact of varying chain length, type of cations (picolinium vs. imidazolium) and the position of methyl group on the ring on their thermal and thermophysical properties were explored. According to the collected data, the glass transition temperature values of the picolinium-based ionic liquids with odd-number chains is lower than the even-number ones, which shows that the even-number moieties have more organized structures. And the miscibility of selected ionic liquids in water (polar) and heptane (nonpolar) solvents were quantified.
Dynamic Covalent Chemistry of Nucleophilic Substitution Component Exchange of Quaternary Ammonium Salts
Kulchat, Sirinan,Lehn, Jean-Marie
, p. 2484 - 2496 (2015/11/02)
Dynamic covalent libraries (DCLs) of quaternary ammonium cations were set up by reversible nucleophilic substitution (SN2′ and SN2) exchange reactions of ammonium salts and tertiary amines. The reactions were conducted at 60 °C to generate thermodynamically and kinetically controlled mixtures of quaternary ammonium compounds and tertiary amines, and were accelerated by using iodide as a nucleophilic catalyst. Microwave irradiation was used to assist the exchange reaction between the pyridinium salts and pyridine derivatives. Finally, experiments towards the generation of dynamic ionic liquids were performed. The results of this study pave the way for the extension of dynamic combinatorial chemistry to nucleophilic substitution reactions.