From gene delivery agents to ionic liquids: The impacts of cation structure and anion identity on liquefaction

Are nature's strategies the solutions to the rational design of low-melting, lipophilic ionic liquids?

“…These photoclick reactions enabled us to strategically incorporate thioether functionality into ILs' side chains, leading to significant control over the liquefaction behavior of the lipid-like ILs. 29,31,[42][43][44][45][46][47] The inclusion of a thioether moiety within an alkyl chain imparts significant molecular asymmetry due to two notable properties of the thioether motif. First, the relative energy levels of the gauche and anti conformations of C-S-C bonds differ by only ca.…”

“…These photoclick reactions enabled us to strategically incorporate thioether functionality into ILs’ side chains, leading to significant control over the liquefaction behavior of the lipid-like ILs. 29,31,42–47…”

Thiol‐yne photoclick polymerization as a method for preparing imidazolium‐containing ionene networks

“…38 In another example, Mirjafari and coworkers used thiol-yne photochemistry to create highly lipophilic imidazolium ionic liquids by reacting alkynyl-terminated imidazolium ILs with thiol-terminated lipids. 39 While thiol-yne photochemistry has found its way into the creation of ILs with task-specific properties, their further application into ionic liquid-containing polymers has yet to be explored. Here, we utilize thiol-yne photoclick chemistry as a way to synthesize ionene networks.…”

Design Principles of Lipid-like Ionic Liquids for Gene Delivery

“…The alternating rod-shaped cations and anions arrange in a parallel alignment. We previously reported that the inclusion of sulfur groups in the alkyl chains of LIL tends to form gauche conformations . This is readily evident in the alkyl chain on the thioether group on the C2 position of the ring.…”