• Title/Summary/Keyword: Ionic liquid catalyst

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Experimental and Theoretical Studies on the Tautomerism in 2-Aminopyridines and 2(1H)-Pyridinones: Synthesis of 2-Amino-4-aryl-3-cyano-6-(3,4-dimethoxyphenyl)pyridines and 4-Aryl-3-cyano-6-(3,4-dimethoxyphenyl)-2(1H)-pyridinones

  • Davoodnia, Abolghasem;Attar, Paria;Morsali, Ali;Eshghi, Hossein;Tavakoli-Hoseini, Niloofar;Khadem, Shahriar
    • Bulletin of the Korean Chemical Society
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    • v.32 no.6
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    • pp.1873-1878
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    • 2011
  • Under solvent-free conditions and in one-pot, a series of 2-amino-4-aryl-3-cyano-6-(3,4-dimethoxyphenyl)-pyridines and 4-aryl-3-cyano-6-(3,4-dimethoxyphenyl)-2(1H)-pyridinones were prepared using 3,4-dimethoxyacetophenone, an aldehyde, malononitrile (or ethyl cyanoacetate), and ammonium acetate in the presence of 3-methyl-1-(4-sulfonylbutyl)imidazolium hydrogen sulfate $[HO_3S(CH_2)_4MIM][HSO_4]$ (a Br${\o}$nsted acidic ionic liquid) as the catalyst in very short reaction time. The preference for the formation of more stable tautomers was consistence with the theoretical calculation using the Gaussian 03 program at the B3LYP hybrid density functional level.

Preparation of HMX by Catalytic Nitrolysis of DPT in AIL-N2O5-HNO3 System

  • He, Zhi-Yong;Luo, Jun;Lu, Chun-Xu;Wang, Ping;Xu, Rong;Li, Jin-Shan
    • Bulletin of the Korean Chemical Society
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    • v.32 no.8
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    • pp.2677-2682
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    • 2011
  • Direct nitrolysis of 3,7-dinitro-1,3,5,7-tetraazabicyclo[3,3,1]nonane (DPT) is a feasible way to synthesize HMX, and it has multiple practical applications. In this paper, a new nitrolysis process involving the use of an $N_2O_5-HNO_3$ system catalyzed by acidic ionic liquids (AILs) was developed. The results show that [$Et_3NH$]TsO was the best catalyst among the 28 AILs used and that HMX was formed at a higher yield of 61%, compared to 45% without any AIL. Moreover, with the addition of $N_2O_5$, the yield was further increased to a maximum value of 69%. The AILs were also efficiently recovered by simple extractions without any apparent loss of catalytic activity, even after five runs.

Nucleophilic Fluorination Reactions in Novel Reaction Media for $^{18}F$-Fluorine Labeling Method ($^{18}F$-플루오린 표지를 위한 신개념 반응용매에서 친핵성 불소화 반응)

  • Kim, Dong-Wook;Jeong, Hwan-Jeong;Lim, Seok-Tae;Sohn, Myung-Hee
    • Nuclear Medicine and Molecular Imaging
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    • v.43 no.2
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    • pp.91-99
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    • 2009
  • Noninvasive imaging of molecular and biological processes in living subjects with positron emission tomography(PET) provides exciting opportunities to monitor metabolism and detect diseases in humans. Measuring these processes with PET requires the preparation of specific molecular imaging probes labeled with $^{18}F$-fluorine. In this review we describe recent methods and novel trends for the introduction of $^{18}F$-fluorine into molecules which in turn are intended to serve as imaging agents for PET study. Nucleophilic $^{18}F$-fluorination of some halo- and mesyloxyalkanes to the corresponding $^{18}F$-fluoroalkanes with $^{18}F$-fluoride obtained from an $^{18}O(p,n)^{18}F$ reaction, using novel reaction media system such as an ionic liquidor tert-alcohol, has been studied as a new method for $^{18}F$-fluorine labeling. Ionic liquid method is rapid and particularly convenient because $^{18}F$-fluoride in $H_2O$ can be added directly to the reaction media, obviating the careful drying that is typically required for currently used radiofluorination methods. The nonpolar protic tert-alcohol enhances the nucleophilicity of the fluoride ion dramatically in the absence of any kind of catalyst, greatly increasing the rate of the nucleophilic fluorination and reducing formation of byproducts compared with conventional methods using dipolar aprotic solvents. The great efficacy of this method is a particular advantage in labeling radiopharmaceuticals with $^{18}F$-fluorine for PETimaging, and it is illustrated by the synthesis of $^{18}F$-fluoride radiolabeled molecular imaging probes, such as $^{18}F$-FDG, $^{18}F$-FLT, $^{18}F$-FP-CIT, and $^{18}F$-FMISO, in high yield and purity and in shorter times compared to conventional syntheses.

Preparation and Characterization of Chemical Gel Based on [Epoxy/PEG/PVdF-HFP] Blend for Lithium Polymer Battery Applications ([Epoxy/PEG/PVdF-HFP] 복합체를 이용한 리튬고분자전지용 화학겔의 제조 및 분석)

  • Kim, Joo-Sung;Seo, Jeong-In;Bae, Jin-Young
    • Polymer(Korea)
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    • v.33 no.6
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    • pp.544-550
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    • 2009
  • In this study, we have designed [Epoxy/PEG] polymer gel electrolyte systems by thermal curing the mixtures of epoxy, PEG, imidazole catalyst, and a plasticizer of 1:1 ethylene carbonate and propylene carbonate in the presence of $LiPF_6$ salt. In order to enhance the poor mechanical property of the Corresponding [Epoxy/PEG] gel electrolyte PVdF-HFP was incorporated into the system. The ionic conductivities of the polymer gel electrolytes were related to the amount of PVdF-HFP in blends as well as the amount of liquid electrolyte. The optimized gel system showed room-temperature conductivities of $2.56\times10^{-3}S/cm$.