Imidazolium ionic liquid–water mixtures: The formation of a new species that inhibits the electrocatalytical charge transfer processes on a platinum surface

Migliorini, Marcelo Vieira; Donato, Ricardo K.; Benvegnú, Moisés A.; Dupont, Jaı̈rton; Gonçalves, Ricardo Júnior de Assis Fernandes; Schrekker, Henri Stephan

doi:10.1016/j.catcom.2007.09.027

Cited by 14 publications

(8 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…8,17 We also observed that the reaction kinetics are dependent on the IL anion, and in the presence of methanesulfonate (MeS) a slow gelation is promoted with a homogeneous transparent gel build-up. The IL C 7 O 3 MImMeS generates acidic species in the presence of water, 17,27 thus acting as an acid catalyst.…”

Section: Resultsmentioning

confidence: 99%

Epoxy–silica nanocomposite interphase control using task-specific ionic liquids via hydrolytic and non-hydrolytic sol–gel processes

et al. 2015

View full text Add to dashboard Cite

Carboxylic-functionalyzed task-specific imidazolium ionic liquids (carboxylic-IL) presented selective high reactivities with epoxy-functionalized compounds, even in highly complex epoxy-silica nanocomposite systems. The carboxylic-IL induced the in situ covalent bonding with epoxy based materials and tuning the nanocomposites' filler-matrix interphase when applied either via hydrolytic or non-hydrolytic sol-gel process. Structural modifications in the carboxylic-IL allowed fine morphology control and promoted the formation of well dispersed silica nanodomains. This approach resulted in nanocomposites with improved mechanical properties, without negative effect on the glass transition temperature, for both rubbery and glassy epoxy-silica nanocomposite systems with a very small IL content (~0.2 wt.-%). The best properties were achieved with the application of IL 1-carboxypropyl-3-methylimidazolium chloride, which produced toughness increase of more than 7 times for the rubbery and almost twice for the glassy epoxy systems, when compared to their ILfree equivalents. These easy and quick procedures to produce imidazolium functionalized materials have the potential to open a broad range of new conductive, responsive, smart and tune-reinforced materials. Fig. 9 Time dependent FTIR spectra of the reaction between PGE and C3H6CO2HMImCl. Curves represent measurements at 30 min, 1 h, 5 h, 24 h and 48 h. Scheme 1 Sumary of characteristics of the epoxy-silica formed via hydrolytic and non-hydrolytic sol-gel process in the presence of IL.Scheme 2 Schematic representation of the interphase compositions depending on the IL applied, based on a sequence of covalent and physical bonds.

show abstract

Section: Resultsmentioning

confidence: 99%

Epoxy–silica nanocomposite interphase control using task-specific ionic liquids via hydrolytic and non-hydrolytic sol–gel processes

et al. 2015

View full text Add to dashboard Cite

show abstract

“…Spectroelectrochemical studies of the neat ILs were not possible for all of the ILs studied due to the small sample size available, and also due to the fact that some of the ILs in the series were not liquids at room temperature. While the ionic liquid dissolved in methanol may not provide the most accurate picture of the behaviour of the neat ionic liquid/metal interface, such binary solvent systems are commonly used in the application of ILs, 32,[49][50][51][52][53][54][55][56][57][58][59][60] and so an understanding of this ternary interface (IL/methanol/metal electrode) is valuable nonetheless.…”

Section: Resultsmentioning

confidence: 99%

Electrochemical surface-enhanced Raman spectroscopy (E-SERS) of novel biodegradable ionic liquids

Harroun

Abraham

Prudhoe

et al. 2013

Phys. Chem. Chem. Phys.

View full text Add to dashboard Cite

Electrochemical SERS (E-SERS) was used for the first time to study the interfacial behavior of a class of pyridinium-based biodegradable ionic liquids at a silver nanoparticle (AgNP) electrode surface. An isomeric series of ionic liquids (IL) based on 3-butoxycarbonyl-1-methylpyridinium bis(trifluoromethanesulfonyl)imide were prepared, which have demonstrable biodegradability. It was found that all four of the isomeric ionic liquids studied exhibited excellent electrochemical stability as binary mixtures combined with methanol, with the absence of any specific redox processes occurring over nearly 3.0 V of applied potential. Normal Raman measurements of the neat isobutyl IL showed a signal rich in vibrational features, with strong contributions from both the anion and the bulky organic cation. E-SERS of the neat isobutyl IL was shown to exhibit excellent potential stability, with no potential-induced orientational change at the metal surface. When the ionic liquids were prepared as methanolic binary mixtures, dissociation of the IL ions was observed, and only the organic cation was shown to adsorb at the Ag/solution interface. The nature of the substituent on the ester group of the IL series was observed to have a significant effect on the orientation of the cation on the metal surface, based on the application of the metal surface selection rules combined with computational data. Notably, the isobutyl and sec-butyl isomers were observed to have an orientation wherein the pyridinium ring was oriented perpendicular to the surface, while the tert-butyl and n-butyl isomers were observed to have an orientation wherein the pyridinium ring was lying flat on the metal surface.

show abstract

“…45, 83 Liao et al 132 observed that the grafting of an ether group (–CH 2 OCH 2 CH 2 CH 2 CH 3 ) at the C-2 position of 1-propyl-3-methylimidazolium could improve its reduction stability and achieve a very low solid electrolyte interfacial resistance. Interestingly, when studying the effect of water in two ether-functionalized imidazolium ILs on cyclic voltammetry measurements using a platinum electrode, Migliorini et al 133 observed the diminished cathodic currents in [Me(OCH 2 CH 2 ) 3 -MIM][CH 3 SO 3 ] with as little as 0.19 mM of water, and extremely reduced charge transfer processes (for both cathodic and anodic) in [MeOCH 2 CH 2 -MIM][CH 3 SO 3 ] containing 0.19–1.1 mM water. It was suspected that a new species was produced between the imidazolium ILs and water, which blocked the active sites of the platinum electrocatalyst.…”

Section: Physicochemical Properties Of Ether- and Hydroxyl-functiomentioning

confidence: 99%

Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications

2012

View full text Add to dashboard Cite

In recent years, the designer nature of ionic liquids (ILs) has driven their exploration and exploitation in countless fields among the physical and chemical sciences. A fair measure of the tremendous attention placed on these fluids has been attributed to their inherent designer nature. And yet, there are relatively few examples of reviews which emphasize this vital aspect in an exhaustive or meaningful way. In this critical review, we systematically survey the physicochemical properties of the collective library of ether- and alcohol-functionalized ILs, highlighting the impact of ionic structure on features such as viscosity, phase behavior/transitions, density, thermostability, electrochemical properties, and polarity (e.g., hydrophilicity, hydrogen bonding capability). In the latter portions of this review, we emphasize the attractive applications of these functionalized ILs across a range of disciplines, including their use as electrolytes or functional fluids for electrochemistry, extractions, biphasic systems, gas separations, carbon capture, carbohydrate dissolution (particularly, the (ligno)celluloses), polymer chemistry, antimicrobial and antielectrostatic agents, organic synthesis, biomolecular stabilization and activation, and nanoscience. Finally, this review discusses anion-functionalized ILs, including sulfur- and oxygen-functionalized analogs, as well as choline-based deep eutectic solvents (DESs), an emerging class of fluids which can be sensibly categorized as semi-molecular cousins to the IL. Finally, the toxicity and biodegradability of ether- and alcohol-functionalized ILs are discussed and cautiously evaluated in light of recent reports. By carefully summarizing literature examples on the properties and applications of oxy-functional designer ILs up till now, it is our intent that this review offer a barometer for gauging future advances in the field as well as a trigger to spur further contemplation of these seemingly inexhaustible and—relative to their potential—virtually untouched fluids. It is abundantly clear that these remarkable fluidic materials are here to stay, just as certain design rules are slowly beginning to emerge. However, in fairness, serendipity also still plays an undeniable role, highlighting the need for both expanded in silico studies and a beacon to attract bright, young researchers to the field.

show abstract

Imidazolium ionic liquid–water mixtures: The formation of a new species that inhibits the electrocatalytical charge transfer processes on a platinum surface

Cited by 14 publications

References 32 publications

Epoxy–silica nanocomposite interphase control using task-specific ionic liquids via hydrolytic and non-hydrolytic sol–gel processes

Epoxy–silica nanocomposite interphase control using task-specific ionic liquids via hydrolytic and non-hydrolytic sol–gel processes

Electrochemical surface-enhanced Raman spectroscopy (E-SERS) of novel biodegradable ionic liquids

Ether- and alcohol-functionalized task-specific ionic liquids: attractive properties and applications

Contact Info

Product

Resources

About