• Title/Summary/Keyword: 18-crown-6-ether

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Photoluminescent Properties of Eu(III) in the Composite Heterocyclic Ligands/Crown Ether Systems

  • Liu, Hong Guo;Jang, Ki-Wan;Feng, Xu Sheng;Kim, Chang-Dae;Yoo, Young-Jae;Lee, Yong-Ill
    • Bulletin of the Korean Chemical Society
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    • v.26 no.12
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    • pp.1969-1974
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    • 2005
  • Composite systems of $Eu(phen)_2Cl_3{(H_2O)}_2$, Eu(DN-bpy)$(phen)Cl_3{(H_2O)}_2$ and Eu(DB-bpy)$(phen)Cl_3{(H_2O)}_2$ (DNbpy: $4,4^\prime$-Dinonyl-$2,2^\prime$-dipyridyl; DB-bpy: $4,4^\prime$-Di-tert-butyl-$2,2^\prime$-dipyridyl) with crown ethers of Benzo-15-crown-5 (B15C5), Benzo-18-crown-6 (B18C6), 18-crown-6 (18C6), Dibenzo-18-crown-6 (DB18C6) and Dibenzo-24-crown-8 (DB24C8) were fabricated successfully and characterized by using photoluminescent spectroscopy and luminescent lifetime measurements. All composites formed show high luminescence mainly in red region. It was found that the heterocyclic ligands such as phen, DN-bpy and DB-bpy as well as the crown ethers have great influences on the photoluminescent properties of $Eu^{3+}$ ion. The environment around $Eu^{3+}$ ion in the composite systems changes greatly,presumably the variation of the first coordination sphere. The $Eu^{3+}$ ion occupies higher symmetrical environment and in more than one kind of symmetrical site in the composite systems studied in this work.

Separation of Pd(Ⅱ) and Pb(Ⅱ) Using (Allyloxy)methyl-Crown Ethers in a Bulk Liquid Membrane System ((Allyloxy)methyl-Crown Ether를 이용한 액체막계에서의 Pd(Ⅱ) 및 Pb(Ⅱ)의 분리)

  • Lee, Yong Gu;Cho, Hyun Sung;Kim, Tae Soon;Lee, Dong Koo;Kim, Eung Tae;Cho, Moon Hwan;Lee, Young K.;Chae, Young Bok
    • Journal of the Korean Chemical Society
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    • v.41 no.9
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    • pp.460-464
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    • 1997
  • (Allyloxy)methyl-Crown Ethers have been used as metal cation carriers in a bulk liquid membrane system. Competitive transports by the AMDT18C6 and the AM18C6 are selective for Pd(Ⅱ) ion and Pb(Ⅱ) ion over other transition metal cations respectively. Studies of complexations of (Allyloxy)methyl-Crown Ethers with metal cations have been carried out by titration calorimetry and potentiometry.

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Investigation of Enantiomer Separation Using Chiral Crown Ethers as Chiral Selectors

  • Lee, Wonjae
    • Journal of Integrative Natural Science
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    • v.9 no.1
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    • pp.28-34
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    • 2016
  • A number of chiral selectors have been developed and applied for enantiomer separation of a variety of chiral compounds. Among these chiral selectors are chiral crown ethers, a class of synthetic host polyether molecules that bind protonated chiral primary amines with high selectivity and affinity. In this paper, two important chiral crown ethers as chiral selectors of bis-(1,1'-binaphthyl)-22-crown-6 and (18-crown-6)-2,3,11,12-tetracarboxylic acid (18-C-6-TA) are focused. They have been widely used to resolve the enantiomers of chiral compounds containing a primary amino moiety using chiral stationary phases (CSPs) or chiral selectors by high-performance liquid chromatography (HPLC), capillary electrophoresis (CE) and so on in chirotechnology. Also, it was described that the commercially available covalent type HPLC CSPs derived from (+)- and (-)-18-C-6-TA have been developed and successfully applied for the resolution of various primary amino compounds including amino acids.

DFT Study of Bis(Crown-Ether) Analogue of Troger’s Base Complexed with Bisammonium Ions: Hydrogen Bonds

  • Kim, Kwan-Ho;Choe, Jong-In
    • Bulletin of the Korean Chemical Society
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    • v.27 no.11
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    • pp.1737-1740
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    • 2006
  • The optimized structures and complexation energies of bis(18-crown-6-ether) analogue (2) of Trgers base (1) with a series of primary alkylbisammonium ions have been calculated by DFT B3LYP/6-31G(d,p) method. The calculated complexation efficiency (-142.84 kcal/mol) of 2 for butane-1,4-diylbisammonium guest is better than twice of the value (-61.40 kcal/mol) for butylammonium ion. The multiple hydrogen-bond abilities for the complexes are described as the function of the length of the alkyl substituents of the bisammonium guests with normal-alkyl chain [$-(CH_2)_{n-}$, n = 4-8]. The longer bisammonium guest shows the stronger hydrogen-bonding characterizations (the distance and the quasi-linear angle of the N-H…O) to the host 2 than the shorter bisammonium ions. These calculated results agree with the experimental data of the complexation of 2 with bisammonium salts ([$NH_3(CH_2)_nNH_3$] $Cl_2$).

Sodium Ion-Selective Membrane Electrode Based on Dibenzopyridino-18-Crown-6

  • Tavakkoli, Nahid
    • Bulletin of the Korean Chemical Society
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    • v.25 no.10
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    • pp.1474-1476
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    • 2004
  • A sodium ion- selective electrode based on dibenzopyridino-18-crown-6 as membrane carrier was successfully prepared. The electrode exhibits a Nernstian response for $Na^+$ ions within the concentration range of $1.0\;{\times}\;10^{-4}-1.0\;{\times}\;10^{-1}$ M. The response time of the sensor is 20 s. The sodium ion-selective electrode exhibited comparatively good selectivities with respect to alkali, alkaline earth and some transition metal ions.

Pyrene Appended Hg2+-selective Fluoroionophore Based upon Diaza-Crown Ether

  • Choi, Myung-Gil;Kim, Hee-Jung;Chang, Suk-Kyu
    • Bulletin of the Korean Chemical Society
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    • v.29 no.3
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    • pp.567-570
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    • 2008
  • A new pyrene appended diaza-18-crown-6 ether derivative 1 has been prepared and its fluoroionophoric properties toward transition metal ions were investigated. Compound 1 exhibited a high Hg2+-selectivity over other transition metal ions as well as alkali and alkaline earth metal ions in aqueous acetonitrile solution. The ratiometric analysis of the monomer and excimer emissions of pyrene successfully signals the presence of Hg2+ ions. The detection limit for Hg2+ ions was found to be 3.1 ´ 10-6 M in 50% aqueous acetonitrile solution at pH 8.1. Competition experiments also suggest that the compound could be utilized as a selective and sensitive fluorescent chemosensor for the analysis of micromolar Hg2+ ions in physiological and environmental samples.

Polymer-Supported Crown Ethers(Ⅳ) Synthesis and Phase-transfer Catalytic Activity

  • Shim Jae Hu;Chung Kwang Bo;Masao Tomoi
    • Bulletin of the Korean Chemical Society
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    • v.13 no.3
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    • pp.274-279
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    • 1992
  • Immobilization method of lariat azacrown ethers, containing hydroxyl group in the side arm of crown ring, on the polymer matrix and the phase-transfer catalytic activity of thus obtained immobilized lariat azacrown ethers were studied. Polystyrene resins with crown ether structures and hydroxyl groups adjacent to the macrorings were prepared by the reaction of crosslinked polystyrene resins containing epoxy groups with monoaza-15-crown-5 or monoaza-18-crown-6. Microporous crosslinked polystyrene resins containing epoxy group for the syntheses of these immobilized lariat crown catalysts were prepared by suspension polymerization of styrene, divinylbenzene (DVB 2%) and vinylbenzylglycidyl ether. The immobilized lariat catalysts with 10-20% ring substitution exhibited maximal activity for the halogen exchange reactions of 1-bromooctane with aqueous KI or NaI under triphase heterogeneous conditions. Immobilized catalyst exhibited higher activity than corresponding catalyst without the hydroxyl group and this result was suggested that the active site have a structure in which the $K^+$ ion was bound by the cooperative coordination of the crown ring donors and the hydroxyl group in the side arm.

Comparative Enantiomer Separation on Chiral Stationary Phases Derived from Chiral Crown Ether by HPLC (고성능 액체 크로마토그래피에서 키랄 크라운 에테르로부터 유도된 키랄 고정상을 이용한 광학분리의 비교)

  • Huang, Hu;Jeon, So-Hee;Kim, Ji-Yeon;Lee, Won-Jae
    • KSBB Journal
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    • v.27 no.4
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    • pp.232-236
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    • 2012
  • Comparative liquid chromatographic enantiomer separation of ${\alpha}$-amino acids, their esters and primary amino compounds was performed using two chiral stationary phases (CSPs) prepared by covalently bonding (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid (18-C-6-TA) of the same chiral selector. In general, the separation factors and resolution factors for these analytes on CSP 1 were greater than on CSP 2, while these capacity factors on CSP 2 were quite greater than on CSP 1. Except for leucine methyl ester and phenylalanine methyl ester, the elution orders of all analytes including ${\alpha}$-amino ${\alpha}$-alkyl acids and phenylglycine alkyl esters on CSP 1 are identical to those on CSP 2. This study showed that different connecting structures for these two CSPs might influence their ability to resolve the analytes depending on their structures related to the chiral recognition mechanism.

Tallium(I) Ion-Selective Electrodes Based on Crown Ethers (크라온에테르를 이용한 탈륨(I) 이온 선택성 전극)

  • Sung Min Kim;Sung Uk Jung;Jineun Kim;Jae Sang Kim
    • Journal of the Korean Chemical Society
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    • v.37 no.8
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    • pp.773-778
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    • 1993
  • Poly(vinyl chloride)(PVC) membrane electrodes based on the lipophilic neutral carrier, dibenzo-18-crown-6(DB18C6) and benzo-15-crown-5 (B15C5) as the active sensors for Tl$^+$ ion have been prepared and tested in different content of the potassium tetrakis(4-chlorophenyl)borate (KTClPB) as lipophilic salt. Dioctyl adipate (DOA), 2-nitrophenyl phenyl ether (NPPE) and o-nitrophenyl actyl ether (NPOE) were used as plasticizing solvent mediators. Electrodes exhibited good linear responses of 40∼55 mV decade$^{-1}$ for Tl$^+$ ion within the concentration ranges 10$^{-1}$∼10$^{-5}$M TlNO$_3$. Selectivity coefficients of interfering ions (alkali metal, alkaline earth metal and some transition metal ions) for Tl$^+$-ISE were determined by separate solution method and were sufficiently small for most of them. These crown ether type ion-selective electrodes are suitable for use with aqueous solution at pH > 3.

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