'Click' Synthesis of Mercaptosilyl-Functionalized Ionic Liquids via Thiol-Ene Chemistry for Use as Hydrophobic Surface Coating Agents

摘要

The thiol-ene "click" transformation described here is a high-yielding and simple fusion process, leading to a series of hydrophobic, multifunctionalized ionic liquids containing long thioether spacers (C_7, C_(11) and C_(15)) with low melting points and high thermal stability. The process exhibits broad scope and provides a series of imidazolium-based mercaptosilyl-functionalized ionic liquids in excellent yields and exclusive anti-Markovnikov regioselectivity. The synthesized ionic liquids were found to be active surface coating agents and were successfully immobilized on magnetite supermagnetic Fe_3O_4 nanoparticles. The representative ionic liquids with different side chains were immobilized on the surface of Fe_3O_4 magnetic nanoparticles and showed high organic loading and low size of nanoparticles.