Trigonal Tricationic Ionic Liquids: Molecular Engineering of Trications to Control Physicochemical Properties

Sharma, Pritesh S.; Payagala, Tharanga; Wanigasekara, Eranda; Wijeratne, Aruna B.; Huang, Jin‐Shun; Armstrong, Daniel W.

doi:10.1021/cm800830v

Cited by 61 publications

(41 citation statements)

References 41 publications

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“…This result perfectly agrees with the observation previously reported in the literature about the decrease in melting temperature of ionic liquids induced by the presence of fluorine containing anions. 12,53,54 On the other hand, for dicarboxylate salts the melting temperature increases on going from 1,4-butanedicarboxylate (2h) up to 1,4-benzenedicarboxylate (2f ), outlining a certain influence on the analysed parameter of both the length (2h-i) and the nature of the spacer (2h and 2f ). In particular, Organic & Biomolecular Chemistry Paper the presence of an aromatic spacer, the distance between the charged heads being the same, induces a significant increase in melting temperature.…”

Section: Dsc Measurementsmentioning

confidence: 99%

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Solution and thermal behaviour of novel dicationic imidazolium ionic liquids

et al. 2013

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A new class of functionalised dicationic ionic liquids, containing a central cationic unit capped by a basic functionality (imidazole), has been synthesised. These salts have been characterised in isotropic solution using proton and 2D-NMR spectroscopy, and their thermal stability has been studied by DSC and TGA. All these novel salts contain the 1-(1-imidazolylmethyl)-3,5-di{1-(3'-octylimidazolylmethyl)}-benzene cation as a defining structural motif. Salts of both singly and doubly charged anions were prepared and, in particular, the selected monoanions (Br − , [BF 4 ] − , or [NTf 2 ] − ) differ in size, shape and hydrogenbonding ability, whereas the dianions differ in the nature of the spacer, such as 1,4-benzenedicarboxylate, 2,6-naphthalenedicarboxylate, 1,5-and 2,6-naphthalenedisulfonate, 1,4-butanedicarboxylate, and 1,6-hexanedicarboxylate. These ionic liquids exhibit the presence of different conformers in solution, whose distribution is affected by the nature of the anion. The nature of the anion also affects their thermal stability.

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Section: Dsc Measurementsmentioning

confidence: 99%

“…[3][4][5][6][7][8][9] Tripositive cations are even scarcer. [10][11][12] The interest in dicationic ionic liquids is largely due to their high thermal stability, higher than that normally characterising the corresponding monocationic ionic liquids. This has recently allowed their use as media when high temperatures are required.…”

Section: Introductionmentioning

confidence: 99%

Solution and thermal behaviour of novel dicationic imidazolium ionic liquids

et al. 2013

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“…The complexity or proprietary nature of required synthesis or deposition procedures, and/or the need for hightemperature surface pretreatments render the incorporation of such low-bleed stationary phases into microfabricated devices difficult. Recently, a relatively new class of stationary phase coatings, trigonal tricationic room temperature ionic liquids (RTILs), was shown to exhibit a combination of properties that make them attractive candidates for TM stationary phases, including high decomposition temperatures, low melting temperatures, low bleed rates at high temperature, high viscosities, and reasonably good retention of non-polar compounds [37,38].…”

Section: Introductionmentioning

confidence: 99%

Comprehensive two-dimensional gas chromatographic separations with a temperature programmed microfabricated thermal modulator

Collin

Nuñovero

Paul

et al. 2016

Journal of Chromatography A

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Comprehensive two-dimensional gas chromatography (GC×GC) with a temperature-programmed microfabricated thermal modulator (μTM) is demonstrated. The 0.78 cm(2), 2-stage μTM chip with integrated heaters and a PDMS coated microchannel was placed in thermal contact with a solid-state thermoelectric cooler and mounted on top of a bench scale GC. It was fluidically coupled through heated interconnects to an upstream first-dimension ((1)D) PDMS-coated capillary column and a downstream uncoated capillary or second-dimension ((2)D) PEG-coated capillary. A mixture of n-alkanes C6-C10 was separated isothermally and the full-width-at-half-maximum (fwhm) values of the modulated peaks were assessed as a function of the computer-controlled minimum and maximum stage temperatures of μTM, Tmin and Tmax, respectively. With Tmin and Tmax fixed at -25 and 100°C, respectively, modulated peaks of C6 and C7 had fwhm values<53 ms while the modulated peaks of C10 had a fwhm value of 1.3s, due to inefficient re-mobilization. With Tmin and Tmax fixed at 0 and 210°C, respectively, the fwhm value for the modulated C10 peaks decreased to 67 ms, but C6 and C7 exhibited massive breakthrough. By programming Tmin from -25 to 0°C and Tmax from 100 to 220°C, the C6 and C7 peaks had fwhm values≤50 ms, and the fwhm for C10 peaks remained<95 ms. Using the latter conditions for the GC×GC separation of a sample of unleaded gasoline yielded resolution similar to that reported with a commercial thermal modulator. Replacing the PDMS phase in the μTM with a trigonal-tricationic room temperature ionic liquid eliminated the bleed observed with the PDMS, but also reduced the capacity for several test compounds. Regardless, the demonstrated capability to independently temperature program this low resource μTM enhances its versatility and its promise for use in bench-scale GC×GC systems.

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“…Diatonic ILs, especially those based on imidazolium or pyridinium cation have shown various pharmaceutical applications [19,20]. Tricationic ILs on the other hand have a rigid geometry.…”

Section: Introductionmentioning

confidence: 99%