Imidazolium-Based Polymers via the Poly-Radziszewski Reaction

Abstract

The hitherto rarely used multicomponent Radziszewski reaction was applied to synthesize imidazoliumcontaining polymers under mild conditions with industrial feasible monomers. The polymerization process proved to be very efficient, yielding highly pure water-soluble polyimidazolium salts (PIMs) in one step. Reaction parameters were studied, and concentration and molar ratio of the starting materials were identified as important parameters for molecular weight control. Surprisingly, it was found that nonstiochiometrical ratios of the starting materials can be used to obtain high molecular weight PIMs. Polymerization using different amine monomers demonstrated the broad scope of the poly-Radziszewski reaction. PIMs containing hydrophilic, hydrophobic, or even zwitterionic moieties were accessible via the simple one-step procedure.

Sustainable Battery Materials from Biomass

“…Unsymmetrically substituted imidazolium ionic liquids with substituents A and B are only available as a mixture of A,A‐, B,B‐, and A,B‐substituted imidazoliums . The reaction can be still conducted under benign conditions, for example, in a continuous‐flow microreactor, and it can also be used to crosslink (biomass‐based) polymers with pendant primary amines or to form polyelectrolytes . Conduction in aqueous environment at room temperature further adds to the benefit of this synthesis.…”

Preparation of Poly(Bulky N‐Heterocyclic Carbene) as the Self‐Supporting Catalyst toward Suzuki–Miyaura Reaction

“…Because the density and distribution of catalytic activity centers on the self‐supporting catalysts could be easily controlled, the catalytic activity could be effectively improved. Although the design and preparation of these self‐supporting catalysts are rather complex, the preparation of NHC polymer (P( b ‐NHC)) has emerged with one‐pot synthesis or two‐step synthetic protocol in recent years . Regrettably, the application of P( b ‐NHC) was only focused on the adsorption of CO 2 .…”

“…[9] d) NHC-Pd MCOP. [24] e) PIB-bound (Pd-PEPPSI-NHC) precatalyst. [25] (Table S1, Supporting Information).…”

Synthesis of magnetic polymeric ionic liquid nanocomposites by the Radziszewski reaction

“…These procedures, which are time consuming and needs a lot of resources (reagents, solvents, high temperatures), provide low chemical yields and require several purication stages. 14 However, J. P. Lindner 15 has recently proposed the synthesis of imidazoliumbased polymers via the Radziszewski reaction. The reaction that can be developed at room temperature in 24 h can be also accelerated if the temperature is increased at 100 C. The reaction yields (as high as 98%), the simplicity of the reaction conditions and the low reagents requirements make this synthetic approach highly attractive.…”

“…In this work, a new PIL magnetic nanocomposite was obtained based in the Radziszewski reaction. 15 This approach simplies the overall synthetic procedure reducing the amount of reagents and the synthesis time. The bulk synthesis involves the reaction between diamine compounds, glyoxal and formaldehyde in an acidic media as it is shown in Fig.…”