A new class of cationic surfactants inspired by N-alkyl-N-methyl pyrrolidinium ionic liquids

Baker, Gary A.; Pandey, Siddharth; Pandey, Shubha; Baker, Sheila N.

doi:10.1039/b410301g

Cited by 112 publications

(77 citation statements)

References 14 publications

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“…We found one reference in the literature where a series of N-alkyl-N-methylpyrrolidinium halides are investigated as a new class of cationic surfactants for a variety of applications. [34] Viscosity effects alone are rather unlikely as the viscosities of AlCl 3 In this mixture, aluminium can then be deposited even if the liquid is cooled down to room temperature. Figure 8 a exhibits the cyclic voltammogram of the ionic liquid trihexyl-tetradecyl phosphonium Tf 2 N containing 4 m AlCl 3 made at 150 8C and cooled down to 25 8C on a gold substrate at 25 8C.…”

Section: Electrodeposition Of Al In [Emimmentioning

confidence: 99%

Electrodeposition of Nano‐ and Microcrystalline Aluminium in Three Different Air and Water Stable Ionic Liquids

et al. 2006

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The present work shows, for the first time, a comparative experimental study on the electrodeposition of aluminium in three different water and air stable ionic liquids, namely 1-butyl-1-methylpyrrolidinium-bis(trifluoromethylsulfonyl)imide ([BMP]Tf2N), 1-ethyl-3-methylimidazolium-bis(trifluoromethylsulfonyl)imide ([EMIm] Tf2N), and trihexyl-tetradecyl-phosphoniumbis(trifluoromethylsulfonyl)imide (P(14,6,6,6) Tf2N). The ionic liquids [BMP]Tf2N and [EMIm]Tf2N show biphasic behaviour in the AlCl3 concentration range from 1.6 to 2.5 mol L(-1) and 2.5 to 5 mol L(-1), respectively. The biphasic mixtures become monophasic at temperatures >/=80 degrees C. It was found that nanocrystalline aluminium can be electrodeposited in the ionic liquid [BMP]Tf2N saturated with AlCl3. The deposits obtained are generally uniform, dense, shining, and adherent with very fine crystallites in the nanometer size regime. However, coarse cubic-shaped aluminium particles in the micrometer range are obtained in the ionic liquid [EMIm]Tf2N. In this liquid the particle size significantly increases as the temperature rises. A very thin, mirrorlike aluminium film containing very fine crystallites of about 20 nm is obtained in the ionic liquid [trihexyl-tetradecyl-phosphonium]Tf(2)N at room temperature. At 150 degrees C, the average grain size is found to be 35 nm.

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Section: Electrodeposition Of Al In [Emimmentioning

confidence: 99%

Electrodeposition of Nano‐ and Microcrystalline Aluminium in Three Different Air and Water Stable Ionic Liquids

et al. 2006

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“…The synthesis of the 1-hexadecyl-1-methylpyrrolidinium bromide (C 16 MPYB) surfactant was described previously [26] and the synthesis of the other surfactants is described here in. …”

Section: Synthesis Of Cyclic Surfactantsmentioning

confidence: 99%

Cationic surfactants for micellar electrokinetic chromatography: 1. Characterization of selectivity using the linear solvation energy relationships model

Schnee

Palmer

2008

Electrophoresis

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MEKC and the linear solvation energy relationship (LSER) model have been applied to two series of cationic surfactants. The synthetic flexibility of the quaternary ammonium group is exploited to generate the two series, one consisting of linear substitutions and the other incorporating the ammonium into ring structures of varying size. The effects of the head group structure on the CMC, aggregation number, and electrophoretic properties of the surfactants were determined. These surfactants were also characterized with the LSER model, which allowed the contributions of five chemical factors to the interactions between solutes and the micelles to be evaluated. Trends were observed in the cohesivity and polarity of the linear surfactant series, with both increasing with the size of the head group. No trends in the LSER parameters were observed in the cyclic series, but the LSER results do show that the surfactants with cyclic head groups provide a significantly different solvation environment from the linear series. Additional trends were observed in the aggregation behavior and chromatographic properties of the surfactants. These included changes in the CMCs, aggregation numbers, EOF, and electrophoretic mobility of the micelles that correlate to changes in head group size.

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“…[26] The liquidcrystalline behaviour of the ionic salts strongly depends on the nature of both the cation and the anion, but also on the length of the alkyl chain of the organic cation. Pyrrolidinium salts are used as ionic liquids with a large electrochemical window, [27][28][29] as surfactants, [30] and as mesostructuring agents in the preparation of oriented thin films. [31] To the best of our knowledge, no investigation of the mesomorphic properties of thermotropic liquid-crystalline pyrrolidinium salts has appeared in the literature yet.…”

Section: Introductionmentioning

confidence: 99%

Pyrrolidinium Ionic Liquid Crystals

Goossens

Lava

Nockemann

et al. 2008

Chemistry A European J

128

124

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N-alkyl-N-methylpyrrolidinium cations have been used for the design of ionic liquid crystals, including a new type of uranium-containing metallomesogen. Pyrrolidinium salts with bromide, bis(trifluoromethylsulfonyl)imide, tetrafluoroborate, hexafluorophosphate, thiocyanate, tetrakis(2- thenoyltrifluoroacetonato)europate(III) and tetrabromouranyl counteranions were prepared. For the bromide salts and tetrabromouranyl compounds, the chain length of the alkyl group C(n)H(2n+1) was varied from eight to twenty carbon atoms (n = 8, 10-20). The compounds show rich mesomorphic behaviour: highly ordered smectic phases (the crystal smectic E phase and the uncommon crystal smectic T phase), smectic A phases, and hexagonal columnar phases were observed, depending on chain length and anion. This work gives better insight into the nature and formation of the crystal smectic T phase, and the molecular requirements for the appearance of this highly ordered phase. This uncommon tetragonal mesophase is thoroughly discussed on the basis of detailed powder X-ray diffraction experiments and in relation to the existing literature. Structural models are proposed for self-assembly of the molecules within the smectic layers. In addition, the photophysical properties of the compounds containing a metal complex anion were investigated. For the uranium-containing mesogens, luminescence can be induced by dissolving them in an ionic liquid matrix. The europium-containing compound shows intense red photoluminescence with high colour purity.

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A new class of cationic surfactants inspired by N-alkyl-N-methyl pyrrolidinium ionic liquids

Abstract: A series of N-alkyl-N-methylpyrrolidinium halide salts have been synthesized and investigated as potentially useful and tunable detergents for a variety of applications.

Cited by 112 publications

References 14 publications

Electrodeposition of Nano‐ and Microcrystalline Aluminium in Three Different Air and Water Stable Ionic Liquids

Electrodeposition of Nano‐ and Microcrystalline Aluminium in Three Different Air and Water Stable Ionic Liquids

Cationic surfactants for micellar electrokinetic chromatography: 1. Characterization of selectivity using the linear solvation energy relationships model

Pyrrolidinium Ionic Liquid Crystals

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