Thermodynamic Insights into the Binding of Mono- and Dicationic Imidazolium Surfactant Ionic Liquids with Methylcellulose in the Diluted Regime

Abstract

Alkylimidazolium salts are an important class of ionic liquids (ILs) due to their self-assembly capacity when in solution and due to their potential applications in chemistry and materials science. Therefore, detailed knowledge of the physicochemical properties of this class of ILs and their mixtures with natural polymers is highly desired. This work describes the interactions between a homologous series of mono- (CMIMBr) and dicationic imidazolium (C(MIM)Br) ILs with cellulose ethers in aqueous medium. The effects of the alkyl chain length (n = 10, 12, 14, and 16), type, and concentration range of ILs (below and above their cmc) on the binding to methylcellulose (MC) were evaluated. The thermodynamic parameters showed that the interactions are favored by the increase of the IL hydrocarbon chain length, and that the binding of monocationic ILs to MC is driven by entropy. The monocationic ILs bind more effectively on the methoxyl group of MC when compared to dicationic ILs, and this outcome may be rationalized by considering the structural difference between the conventional (CMIMBr) and the bolaform (C(MIM)Br) surfactant ILs. The CMIMBr interacts more strongly with hydroxypropylcellulose when compared to methylcellulose, indicating that the strength of the interaction also depends on the hydrophobicity of the cellulose ethers. Our findings highlight that several parameters should be taken into account when designing new complex formulations.

Imidazolium salts as alternative compounds to control diseases caused by plant pathogenic bacteria

“…). The spectral data of C 16 MImBr , MImC 10 MImBr 2 , C 16 MImMeS and n ‐hexadecyl methanesulfonate, the compound source for the synthesis of C 16 MImMeS , are in agreement with those previously reported (Toppino et al ; Ziembowicz et al ; Pilz‐Junior et al ). For C 16 M 4 ImCl , the NMR, FTIR and MS data support its structure and purity.…”

“…1‐ n ‐Hexadecyl‐3‐methylimidazolium chloride ( C 16 MImCl ) was purchased from CJC China JIE Chemical. 1‐ n ‐Hexadecyl‐3‐methylimidazolium bromide ( C 16 MImBr ), 1,10‐bis(methylimidazolium‐1‐yl) decane bromide ( MImC 10 MImBr 2 ), n ‐hexadecyl methanesulfonate, and 1‐ n ‐hexadecyl‐3‐methylimidazolium methanesulfonate ( C 16 MImMeS ) were synthesized according to previously reported procedures (Toppino et al ; Ziembowicz et al ; Pilz‐Junior et al ). n ‐Hexadecyl methanesulfonate was used as a source for the synthesis of C 16 MImMeS .…”

Synthesis and characterization of Egg shell (ES) and Egg shell with membrane (ESM) modified by ionic liquids

“…Moreover, the weak IR peaks at2359 and 2514 cm -1 indicate the presence of organic matter in the ES spectrum; these modes are more intense in the case of the ESM spectrum. The bands located at 3420, 3725 and 3835 cm -1 in the ESM spectrum and at 3391, 3731 and 3863 cm -1 in ES have been attributed to H-bonded water due to humidity [44], while the sharp peak at 3640 cm -1 is due to the stretching vibration of hydroxyl groups attached to calcium oxide. These observations are in good agreement with the XRD characterization that shows the presence of Ca(OH) 2 in both ES and ESM.…”

Scrutinizing Self-Assembly, Surface Activity and Aggregation Behavior of Mixtures of Imidazolium Based Ionic Liquids and Surfactants: A Comprehensive Review

“…In the case of CSAILs, the long hydrophobic chain is present in the cationic part of SAIL, giving rise to similar properties like conventional cationic surfactants (Zhao and Zheng, 2011 ; Gu et al, 2013 ; Cognigni et al, 2016 ; Zhao et al, 2017 ). CSAILs can be subdivided into two types namely dicationic surface-active ILs (DCSAILs) and Gemini cationic surface-active ILs (GCSAILs) (Baltazar et al, 2007 ; Ao et al, 2008 ; Khan et al, 2017 ; Ziembowicz et al, 2017 ; Zhou et al, 2018 ). Similarly, if the long hydrophobic chain is present in the anionic part of SAIL exhibiting the properties similar to anionic surfactants, then they will be considered as ASAILs (Jiao et al, 2012 , 2013b ; Srinivasa Rao et al, 2014 ).…”