• Title/Summary/Keyword: Ionic liquid catalyst

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Novel organic catalysts for nucleophilic fluorination including F-18 radiofluorination

  • Na, Hyeon Su;Kim, Dong Wook
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.3 no.2
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    • pp.116-121
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    • 2017
  • To overcome the low reactivity and solubility of alkali metal fluorides (MFs), various types of phase transfer catalysts (PTCs) have been developed over the last decades. However, since the fluoride activated by such PTC sometimes has a strong basicity, it may cause various side reactions such as elimination reaction or hydroxylation reaction in the nucleophilic fluorination reaction. Also, they may cause separation problems in the compound purification process. In recent advanced study, various PTCs have been developed to solve these problem of conventional catalyst. In this review, we would like to introduce three kinds of novel multifunctional organic catalysts such as bis-tert-alcohol-functionalized crown-6-calix[4]arene (BACCA), easy separable pyrene-tagged ionic liquid (PIL) by reduced graphene oxide (rGO), and tri-tert-butanolamine organic catalyst.

A Kinetic Study on the Synthesis of Dimethylcarbonate by Using Immobilized Ionic Liquid Catalyst (고정화된 이온성 액체 촉매를 이용한 디메틸카보네이트 합성 반응에 대한 속도론적 고찰)

  • Kim, Dong-Woo;Kim, Dong-Kyu;Kim, Cheol-Woong;Koh, Jae-Cheon;Park, DaeWon
    • 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.

Peroxopolyoxotungsten-based Ionic Hybrid as a Highly Efficient Recyclable Catalyst for Epoxidation of Vegetable oil with H2O2

  • Wu, Jianghao;Jiang, Pingping;Qin, Xiaojie;Ye, Yuanyuan;Leng, Yan
    • Bulletin of the Korean Chemical Society
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    • v.35 no.6
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    • pp.1675-1680
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    • 2014
  • A peroxopolyoxotungsten-based ionic hybrid was synthesized by anion-change of peroxopolyoxometalate (POM) $PW_4O{_{24}}^{3-}$ with dicationic long-chain alkyl imidazolium ionic liquids. The characterization was conducted by FT-IR, TGA, $^1H$-NMR and CHN Elemental analyses. Its catalytic performance was evaluated by the epoxidation of soybean oil with $H_2O_2$ under solvent-free condition, including testing of organic cations influence, catalytic reusability and reaction conditions. The catalyst was proved to be a highly efficient recyclable catalyst for epoxidation of various vegetable oils with $H_2O_2$, showing high $H_2O_2$ utilization efficiency, high catalytic activity, convenient recovery and good reuse ability.

An Efficient Synthesis of 2-Alkyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxides

  • Zia ur Rehman, Muhammad;Choudary, Jamil Anwar;Ahmad, Saeed
    • Bulletin of the Korean Chemical Society
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    • v.26 no.11
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    • pp.1771-1775
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    • 2005
  • An efficient and environment friendly method has been described for the synthesis of various 2-alkyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxides starting from N-alkylation of sodium obenzosulfimide in an ionic liquid for the first time. Ring cleavage and ring closure of the resulting product were achieved in a single step in a cost effective solvent (methanol) followed by N-alkylation of resulting alkyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate in ionic liquid while boron triflouride was used as a catalyst along with molecular sieves in carboxamide formation step.

A DABCO Derived Ionic Liquid Based on Tetrafluoroborate Anion: Preparation, Characterization and Evaluation of its Catalytic Activity in the Synthesis of 14-Aryl-14H-dibenzo[a, j]xanthenes

  • Atefeh, Zare-Bidaki;Davoodnia, Abolghasem
    • 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.

Preparation and Characterization of Ionic Liquid-based Electrodes for High Temperature Fuel Cells Using Cyclic Voltammetry

  • Ryu, Sung-Kwan;Choi, Young-Woo;Kim, Chang-Soo;Yang, Tae-Hyun;Kim, Han-Sung;Park, Jin-Soo
    • Journal of the Korean Electrochemical Society
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    • v.16 no.1
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    • pp.30-38
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    • 2013
  • In this study, a catalyst slurry was prepared with a Pt/C catalyst, Nafion ionomer solution as a binder, an ionic liquid (IL) (1-butyl-3-methylimidazolium tetrafluoroborate), deionized water and ethanol as a solvent for the application to polymer electrolyte fuel cells (PEFCs) at high-temperatures. The effect of the IL in the electrode of each design was investigated by performing a cyclic voltammetry (CV) measurement. Electrodes with different IL distributions inside and on the surface of the catalyst electrode were examined. During the CV test, the electrochemical surface area (ESA) obtained for the Pt/C electrode without ILs gradually decreased owing to three mechanisms: Pt dissolution/redeposition, carbon corrosion, and place exchange. As the IL content increased in the electrode, an ESA decrement was observed because ILs leaked from the Nafion polymer in the electrode. In addition, the CVs under conditions simulating leakage of ILs from the electrode and electrolyte were evaluated. When the ILs leaked from the electrode, minor significant changes in the CV were observed. On the other hand, when the leakage of ILs originated from the electrolyte, the CVs showed different features. It was also observed that the ESA decreased significantly. Thus, leakage of ILs from the polymer electrolyte caused a performance loss for the PEFCs by reducing the ESA. As a result, greater entrapment stability of ILs in the polymer matrix is needed to improve electrode performance.

A Study on the Reaction Pathway for Isomerization of Tetrahydrotricyclopentadiene Using Ionic Liquid Catalyst (이온성 액체 촉매를 이용한 Tetrahydrotricyclopentadiene의 이성화 반응 경로에 관한 연구)

  • Kim, Dae Hyun;Han, Jeong-Sik;Jeon, Jong-Ki;Yim, Jin-Heong
    • Applied Chemistry for Engineering
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    • v.26 no.3
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    • pp.366-371
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    • 2015
  • The kinetic behavior of tetrahydrotricyclopentadiene (THTCPD) isomerization was studied by using two kinds of chloroaluminate ionic liquid (IL) catalyst with different Lewis acidity. THTCPD isomerization pathway was discussed under the different temperature and time as reaction parameters using IL catalysts consisting of 1-butyl-3-methylimidazolun chloride $(BMIC)/AlCl_3$ with low acidity and pyridine hydrochloride $(PHC)/AlCl_3$ with high acidity. The conversion of THTCPD isomerization increased with increasing Lewis acidity of IL catalyst. The THTCPD isomerization pathway changed as a function of reaction temperature and catalyst acidity. In the case of $BMIC/AlCl_3$ IL catalyst, THTCPD isomerization pathway was similar to that of using conventional $AlCl_3$ catalyst. However, two different types of additional pathways (endo, exo, endo-NB ${\rightarrow}$ exo, exo, endo-NB ${\rightarrow}$ exo, exo, exo-NB and endo, exo, endo-NB ${\rightarrow}$ exo, exo, endo-NB ${\rightarrow}$ exo, exo, exo-CP) were appeared when using $PHC/AlCl_3$ IL catalyst.

Reaction Kinetics of Carbon Dioxide and Glycidyl Methacrylate using a Ionic Liquid Catalyst of Imidazole Immobilized on MCM41 (MCM41에 담지된 Imidazole 촉매에 의한 Glycidyl Methacrylate와 이산화탄소의 반응속도론)

  • Son, Young-Sik;Park, Moon-Ki;Kim, Gun-Woo;Park, Sang-Wook
    • Korean Chemical Engineering Research
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    • v.47 no.4
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    • pp.410-417
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    • 2009
  • Carbon dioxide was absorbed into GMA solution in a stirred flat cell using mesoporous catalyst Imidazole-CP-MS41, which was synthesized by CP-MCM41 with imidazole. Experiments were carried out at a batch-type absorber with different conditions, varying reaction temperature, concentration of GMA, solvent but maintaining 50 rpm of agitation speed and 2 g of catalyst. Absorption rate of $CO_2$ was used to obtain the kinetics based on the film theory using zwitterion mechanism with 2 elementary reaction and the kinetics were correlated with the solubility parameter of the solvents.

Synthesis of Biodiesel from Soybean Oil Using Lewis Acidic Ionic Liquids Containing Metal Chloride Salts (금속염화물을 첨가한 루이스산 이온성 액체 촉매를 이용한 대두유로부터 바이오디젤 합성)

  • Choi, Jae Hyung;Park, Yong Beom;Lee, Suk Hee;Cheon, Jae Kee;Choi, Jae Wook;Woo, Hee Chul
    • Korean Chemical Engineering Research
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    • v.48 no.5
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    • pp.643-648
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    • 2010
  • Production of biodiesel from soybean oil catalyzed by Lewis acidic ionic liquids(ILs) containing metal chloride salts was investigated in this study. Metal chloride salts, such as $SnCl_2$, $ZnCl_2$, $AlCl_3$, $FeCl_3$ and CuCl, were screened for oil transesterification in the range of 363-423 K. Among these metal chlorides, tin chloride showed particularly high catalytic property for the oil transesterification. Similarly, among these Lewis acidic ionic liquid catalysts, $[Me_3NC_2H_4OH]Cl-2SnCl_2$ resulted in a high fatty acid methyl esters(FAMEs) content of 91.1% under the following reaction conditions: 403 K, 14 h, and a molar ratio of 1:12:0.9 (oil:methanol:catalyst). Unlike the pure tin chloride catalysts, Lewis acidic ILs containing tin chloride $[Me_3NC_2H_4OH]Cl-2SnCl_2$ catalyst could be recycled up to five times without any significant loss of activity by separating from the FAMEs with simple decantation. The Lewis acidity and high moisture-stability of this catalyst appeared to be responsible for the excellent catalytic performance. The effects of reaction time and the molar ratio of methanol/catalyst to oil on the FAMEs production were also studied in this work.

Effect of ZnCl2 Co-catalyst in the Synthesis of Dimethyl Carbonate from Ethylene Carbonate and Methanol by Using Base Catalysts (염기 촉매를 이용한 디메틸카보네이트 합성에서 ZnCl2 조촉매의 영향)

  • Kim, Dong-Woo;Park, Moon-Seok;Kim, Moon-Il;Park, Dae-Won
    • Korean Chemical Engineering Research
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    • v.50 no.2
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    • pp.217-222
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    • 2012
  • The synthesis of dimethyl carbonate(DMC) is a promising reaction for the use of naturally abundant carbon dioxide. DMC has gained considerable interest owing to its versatile chemical reactivity and unique properties such as high oxygen content, low toxicity, and excellent biodegradability. In this study, the synthesis of DMC through the transesterification of ethylene carbonate(EC) with methanol was investigated by using ionic liquid and metal oxide catalysts. The screening test of different catalysts revealed that choline hydroxide ([Choline][OH]) and 1-n-butyl-3-methyl imidazolium hydroxide([BMIm][OH]) had better catalytic performance than metal salts catalysts such as MgO, ZnO and CaO. The effects of reaction parameters such as reaction temperature, MeOH/EC mole ratio, and carbon dioxide pressure on the reactivity of [Choline][OH] catalyst were discussed. High temperature and high MeOH/EC mole ratio were favorable for high conversion of EC. However, the yield of DMC showed a maximum when carbon dioxide pressure was 1.34 MPa, and then it decreased for higher carbon dioxide pressure. Zinc chloride($ZnCl_2$) was used as co-catalyst with the ionic liquid catalyst. The mixed catalyst showed a synergy effect on the EC conversion and DMC yield probably due to the acid-base properties of the catalysts.