• Bulletin of the Korean Chemical Society
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• v.33 no.4
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• pp.1154-1158
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• 2012

A room-temperature ionic liquid (RTIL) derived from 1,4-diazabicyclo[2.2.2]octane (DABCO) consisting of tetrafluoroborate anion, 1-butyl-4-(4-sulfonylbutyl)-1,4-diazoniabicyclo[2.2.2]octane hydrogen sulfate tetrafluoroborate ($[C_4DABCOC_4SO_3H][BF_4][HSO_4]$) was synthesized and catalytically evaluated in the synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes by cyclocondensation reaction of ${\beta}$-naphthol and aryl aldehydes. This novel RTIL with an acidic $SO_3H$ group showed high catalytic activity with good to excellent yields of the desired products in short reaction times. Moreover, the catalyst could be recovered and reused at least three times with only slight reduction in its catalytic activity.

• Applied Chemistry for Engineering
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• v.25 no.6
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• pp.559-563
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• 2014

It is well known that $CO_2$ can be dissolved easily in imidazolium-based room temperature ionic liquids (RTILs). Because of the high $CO_2$ solubility in RTILs, membranes containing RTILs can separate easily gas mixtures such as $CO_2/N_2$ and $CO_2/CH_4$. In this study, we prepared poly(vinylidene fluoride)-hexafluoropropyl copolymer (PVDF-HFP) gel membranes with several RTILs and measured permeabilities of several gases. When the anion of ionic liquids was tetrafluoroborate($BF{_4}^-$), both $CO_2$ permeability and selectivities decreased as the carbon number of the cation increased. When the cation of ionic liquids was 1-ethyl-3-methylimidazolium[emim], $CO_2$ permeability of gel membranes containing bis(trifluoromethane) sulfoneimide($Tf_2N^-$) anion was double compared to those containing tetrafluoroborate($BF{_4}^-$) anion. However, $CO_2/N_2$ and $CO_2/CH_4$ selectivities of the $Tf_2N^-$ case were decreased, whereas the $H_2$ selectivity was almost the same for two cases.

• Rapid Communication in Photoscience
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• v.4 no.3
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• pp.67-69
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• 2015

FTIR spectroscopy has been employed to investigate the variation of anion-water hydrogen bonding in 1-butyl 3-methyl imidazolium tetrafluoroborate ([Bmim][$BF_4$]) ionic liquid caused by addition of organic co-solvents with various polarities. The variation was estimated by probing band shape and intensity of the OH stretching vibration of trace water present in ionic liquid at $3400-3800cm^{-1}$. The presence of polar aprotic co-solvent in ionic liquid dramatically reduces the absorptivity of the OH stretch band, indicating that the co-solvent changes the nature of anion-water hydrogen bond drastically, which might be responsible for the reduction of the viscosity of ionic liquid in the presence of the co-solvent.

• Clean Technology
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• v.14 no.4
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• pp.248-255
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• 2008

The volume expansion of three ionic liquids (ILs) in the presence of supercritical carbon dioxide has been measured at pressures up to 32 MPa and at temperatures from 313.15 to 333.15 K in a high-pressure view cell. The imidazolium-derivative ionic liquids 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][$PF_6$]), 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][$BF_4$]), and 1-octyl-3-methylimidazolium tetrafluoroborate ([omim][$BF_4$]) were employed in this research. The effects of pressure, temperature, nature of anion and cation as well as the water content on the volume expansion of ILs by absorbing $CO_2$ were investigated experimentally. The volume expansion was higher for the ILs with longer cationic alkyl group and for the ILs with lower anion polarity. The lower the water content, the lower the temperature, or the higher the pressure, the higher was the expansion of IL phase.

• Korean Chemical Engineering Research
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• v.50 no.4
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• pp.702-707
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• 2012

During the last few decades, toxic chemicals used in various industries have caused global pollution and the side products such as carbon dioxide and methane gas have contributed to global warming. Thus, it is desirable to develop new alternative solvents. It is well known that ionic liquids display a variety of environmentally friendly physical properties: nonvolatile, nonflammable, wide electrochemical windows, high inherent conductivities, wide thermal operating ranges, chemically inert, and limited miscibilities with organic solvents. Because of these characteristics, ionic liquids are promising candidates as solvents for synthetic chemistries, catalysis, and gas separations. In this study, we synthesized morpholiunium salts as N-ethyl-N-methylmorpholine Bromide, N-butyl-N-methylmorpholine Bromide, N-octyl-N-methylmorpholine Bromide, N-ethyl-N-methylmorpholine Tetrafluoroborate, N-butyl-N-methylmorpholine Tetrafluoroborate, N-octyl-N-methylmorpholine Tetrafluoroborate, N-ethyl-N-methylmorpholine Hexafluorophosphate, N-butyl-N-methylmorpholine Hexafluorophosphate, and N-octyl-N-methylmorpholine Hexafluorophosphate. The melting points, decomposition temperatures and electrochemical stabilities of the salts were measured by DSC, TGA, and CV, respectively. The salts with halide anion showed high melting points ($150{\sim}200^{\circ}C$), low decomposition temperatures ($200{\sim}230^{\circ}C$), narrow electrochemical stabilities (3.4~3.6 V). The synthesized salts with inorganic anions, on the other hand, presented low melting point ($50{\sim}110^{\circ}C$), high decomposition temperatures ($250{\sim}380^{\circ}C$), wide electrochemical stabilities (6.1~6.3 V). We also found that the properties depend on the length of the carbon chain.

• Korean Chemical Engineering Research
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• v.50 no.4
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• pp.708-712
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• 2012

Ionic liquids (ILs) existing as liquid state at room temperature are composed of a immense heterocyclic cation and inorganic anion which is smaller than cation's size. Thus, the species of cation and anion as well as the length of alkyl group on the cation have influence on their physical properties. Their outstanding properties such as non-volatility, thermal stability and wide range of electrochemical stability make these materials excellent candidates for green solvent which can substitute the conventional organic solvents. In this study, ILs based on imidazolium cation have been synthesized such as 1-butyl-3-methylimidazolium bromide ([BMIM][Br]), 1-butyl-3-methylimidazolium chloride ([BMIM] [Cl]), 1-butyl-3-methylimidazolium iodide ([BMIM][I]), and 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][$BF_4$]). The density, viscosity, refractive index, heat capacity and ionic conductivity of [BMIM][Br], [BMIM][I], and [BMIM] [$BF_4$] were measured over range of temperature of 293.2 to 323.2 K. The density and refractive index values of [BMIM][I] were the highest among three ILs and the viscosity values of [BMIM][Br] were the highest among three ILs. The heat capacities [BMIM][$BF_4$] were higher than those of [BMIM][Br]. The ionic conductivities of [BMIM][$BF_4$] were higher than those of [BMIM][I].

• Carbon letters
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• v.9 no.2
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• pp.131-136
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• 2008

In order to investigate the effect of doping C, N, B and F elements on $TiO_2$ for reducing the band gap, the heat treatment of $TiO_2$ was carried out with tetraethylammonium tetrafluoroborate. Through XRD and XPS analysis, the C, N, B and F doped anatase $TiO_2$ was confirmed. According to the increase of temperature during treatment, the particle size was increased due to aggregation of $TiO_2$ with elements (B, C, N and F). To investigate the capacity of photocatalyst for degradation of dye under solar light, the degradation of acridine orange and methylene blue was conducted. The degradation of dyes was carried out successfully under solar light indicating the effect of doping elements (B, C, N and F) on $TiO_2$ for reducing the band gap effectively.

• Bulletin of the Korean Chemical Society
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• v.30 no.8
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• pp.1749-1754
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• 2009

Solubilities of carbon dioxide (C$O_2$) in a series of fluorine-free room temperature ionic liquids (RTILs), dialkylimidazolium dialkylphosphates and dialkylimidazolium alkylphosphites, were measured at 313∼333 K and pressures up to 5 MPa. Henry’s law coefficients as the solubility parameter of C$O_2$ in RTILs were derived from the isotherm of fugacity versus C$O_2$ mole fraction. The C$O_2$ solubility in a phosphorus-containing RTIL was found to increase with the increasing molar volume of the RTIL. In general, dialkylimidazolium dialkylphosphate exhibited higher absorption capacity than dialkylimidazolium alkylphosphite as long as the RTILs possess an identical cation. Among RTILs tested, 1-butyl-3-methylimidazolium dibutylphosphate [BMIM][B$u_2PO_4$] and 1-butyl-3-methylimidazolium butylphosphite [BMIM][BuHP$O_3$] exhibited similar Henry’s law coefficients to 1-butyl-3-methylimidazolium bis (trifluoromethylsulfonyl)imide ([BMIM][T$f_2$N]) and 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][B$F_4$]), respectively. The Krichevsky-Kasarnovsky equation was employed to derive the C$O_2$ solubility parameter (Henry’s law coefficient) from the solubility data measured at elevated pressures.