• 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].

• Bulletin of the Korean Chemical Society
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• v.34 no.1
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• pp.174-178
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• 2013

A highly reliable dealkylation protocol of alkyl aryl ethers, whose alkyl groups are longer than methyl group, has been developed. We report that various ethyl, n-propyl, and benzyl aryl ethers are successfully cleaved using an ionic liquid, 1-n-butyl-3-methylimidazolium bromide, [bmim][Br], under microwave irradiation. Despite many characteristics such as lower cost and less toxicity of the alkylating agents, and greater hydrophobicity of the products, longer alkyl ethers have been significantly less exploited than methyl ethers, probably due to more difficulty in the deprotection step. Since it has the same advantages as the demethylation method developed by this group including mild conditions, short reaction time, and small use of the ionic liquids, the dealkylation protocol can greatly encourage the broader use of longer alkyl groups in the protection of phenolic groups. As with our previous study of demethylation using [bmim][Br], the microwave irradiation is crucial for the deprotection of longer alkyl aryl ethers. Unlike the conventional heating, which causes either low conversion or decomposition, the microwave irradiation seems to more effectively provide energy to cleave the ether bonds and therefore suppresses the undesired reactions.

• Journal of the Korean Chemical Society
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• v.55 no.4
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• pp.685-690
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• 2011

Novel acidic ionic liquids, 1-(${\omega}$-sulfonicacid)propyl-3-methylimidazolium bromide ([$HSO_3$pmim]Br)and 1-(${\omega}$-sulfonicacid)butyl-3-methylimidazolium bromide ([$HSO_3$bmim]Br), were prepared and used as brominating agents, catalysts and solvents in the synthesis of 1,7-dibromoheptane, respectively. 1,7-dibromoheptan with a yield of 95% was obtained at $100^{\circ}C$ for 2 h by simple phase separation. The acidic ionic liquid [$HSO_3$pmim]Br was recycled for 5 times and the yield of 1,7-dibromoheptane did not decrease remarkably, which indicates that catalysts still maintain good selectivity and activity after recycling. The structure of the acidic ionic liquid [$HSO_3$pmim]Br was characterized with IR, and it was found that [$HSO_3$pmim]Br had stronger acidity than other ionic liquid.

• Bulletin of the Korean Chemical Society
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• v.33 no.6
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• pp.2102-2104
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• 2012

• Clean Technology
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• v.20 no.4
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• pp.349-353
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• 2014

Succinic acid is an important precursor in industries producing biopolymers, pharmaceutical and food additives and green solvents. However, due to the high price of petroleum and the global $CO_2$ emission, the biological production of succinic acid from renewable biomass is a novel process due to the fixation of $CO_2$ into succinate during fermentation. In this study, aqueous two phase systems based on imidazolium ionic liquids/$K_2HPO_4$ were used as an effective separation and concentration process for succinic acid. Experimental results show that aqueous two phase systems can be formed by adding appropriate amount of imidazolium ionic liquids to aqueous $K_2HPO_4$ solutions in the presence of succinic acid. It can be found that the ability of imidazolium ionic liquids for phase separation followed the order [HMIm][Br]${\fallingdotseq}$[OMIm][Br]>[BMIm][Br]>[EMIm][Br]. The maximum value of extraction efficiency for succinic acid was about 90% and the amount of coextracted water into top phase is proportional to the chain length of cation in imidazolium ionic liquids. It was concluded that the aqueous two phase systems composed of imidazolium ionic liquids/$K_2HPO_4$ was effective for the selective extraction and concentration of succinic acid.

• Korean Chemical Engineering Research
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• v.48 no.3
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• pp.332-336
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• 2010

Ionic liquid immobilized on mesoporous amorphous silica was prepared from the coupling of 1-(triethoxysilylpropyl)-3-n-alkyl-imidzolium halides with tetraethyl orthosilicate(TEOS) through template-free condensation under strong acidic conditions. The immobilized 1-n-butyl-3-methyl imidazolium bromide ionic liquid on amorphous silica(BMImBr-AS) was proved to be an effective heterogeneous catalyst for the synthesis of dimethyl carbonate(DMC) from transesterification of ethylene carbonate(EC) with methanol. High temperature, high carbon dioxide pressure and long reaction time were favorable for the reactivity of BMImBr-AS. Kinetic studies based on two step reactions revealed that the proposed reaction model fitted well the experimental data. The apparent activation energy was estimated to be 67.4 kJ/mol.

• Clean Technology
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• v.14 no.3
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• pp.166-170
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• 2008

In this study, imidazolium salt ionic liquid on amorphous silica was prepared and its catalytic performance in the cycloaddition of $CO_2$ with allyl glycidyl ether (AGE) to produce heterocyclic carbonate was investigated. The ionic liquid was generated on chloropropyl functionalized silica through the immobilization of imidazole. The prepared catalyst was characterized using a number of instrumental analysis including XRD, BET, $^{29}Si$ MAS-NMR and SEM. $^{29}Si$ MAS-NMR showed that the ionic liquid formed adduct with the chloropropyl groups attached to the silica surface. The immobilized ionic liquid showed very good catalytic activity for the cycloaddition of $CO_2$ with AGE, showing 55-61% of AGE conversion with over 85% of the carbonate selectivity at $80-120^{\circ}C$. Its AGE conversion and selectivity to the carbonate were even higher than the homogeneous analog, 1-n-butyl-3-methyl imidazolium bromide (BMImBr).