• Title/Summary/Keyword: Crown Ether

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PET Fabric Supported Fixed Site Carrier Membrane for Selective Metal ion Transport

  • Jin, Long Yi;Mah, Soukil
    • Fibers and Polymers
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    • v.3 no.1
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    • pp.14-17
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    • 2002
  • Development of a novel fixed site carrier membrane (FCM), supported by PET fabric for metal ion separation is reported. The membranes were prepared by dipping PET fabric into the methylene chloride solution of Poly(5-vinyl-m-phe-nylene-m'-phenylene-32-crown-10) (P(VCE)), a polymeric metal ion carrier. It was found that the flux of mono-valent metal ion transported across the membrane is signif=cantly differed from each other and the flux decreases in the order $Cs^+$>$Rb^+$>$K^+$>$Na^+$>$Li^+$ irrespective to the anion except perchlorate anion. It was explained in terms of the stability of the complex, formed by crown ether unit of the P(VCE) and the various metal ions, meanwhile, the lower rate of transport in the presence of perchlorate anion was ascribed to its low hydrophilicity.

Thermodynamic Studies on Complexes for Dibenzo-16-crown-5 Sulfur Lariat Ether with Metal Ions (Dibenzo-16-crown-5 Lariat Ether와 금속이온과의 착물형성에 관한 연구)

  • Cho, Moon Hwan;Lee, Sang Chul;Cho, Jae Hoon;Kim, Eung Tae;Rhee, Chang Hwan;Choi, Young Sup;Lee, Jong Chan
    • Journal of the Korean Chemical Society
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    • v.42 no.4
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    • pp.443-448
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    • 1998
  • The thermodynamic parameters for the interaction of metal ions with dibenzo-16-crown-5 and its derivatives have been determined by solution calorimetry in methanol at 25$^{\circ}C$. Thermodynamic properties of log K, ${\Delta}H$, and $T{\Delta}S$ have been determined for the complexation of metal cations by dibenzo-16-crown-5 and its derivatives. Dibenzo-16-crown-5 and its derivatives have been studied as metal cations carrier in bulk liquid membrane (BLM) and supported liquid membrane (SLM) system. $Ag^+$ has been much more transported using dibenzo-16-crown-5 derivatives as carriers and several other metal cations have been small transported using carrier in BLM and SLM system. Ligand structure, the length of side arm, donor atom, stability constant, and carrier concentration are also important parameters in the transport of cations.

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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.

Ammonium Ion Binding Property of Naphtho-Crown Ethers Containing Thiazole as Sub-Cyclic Unit

  • Kim, Hong-Seok;Do, Kyung-Soon;Kim, Ki-Soo;Shim, Jun-Ho;Cha, Geun-Sig;Nam, Hak-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.25 no.10
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    • pp.1465-1470
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    • 2004
  • A short and efficient synthesis, solvent extraction and potentiometric measurements of new thiazole-containing naphtho-crown ethers are reported. The naphthalene moiety enhances the ammonium ion selectivity over potassium ion. The selectivity of ${NH_4}^+/K^+$ follows the trend $3\;{\approx}\;2\;>\;1$, indicating that the differences in conformational changes of 2 and 3 in forming ammonium complexes affect little on the resulting ammonium/potassium extraction selectivity ratio. The ammonium ion-selective electrodes were prepared with noctylphenyl ether plasticized poly(vinyl chloride) membranes containing 1-4 the effect of one naphthalene unit introduced on either right (2) or left (3) side of thiazolo-crown ether on their potentiometric properties (e.g., ammonium ion selectivity over other cations, response slopes, and detection limits) were not apparent. However, the ammonium ion selectivity of 1, 2 and 3 over other alkali metal and alkaline earth metal cations is 10-100 times higher than that of nonactin.

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.

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.

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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Syntheses of Biologically Active Phosphinate Derivatives with a Pendant Monoazacrown Ether (모노아자크라운에테르 기능기를 가진 생리활성 포스피네이트 유도체의 합성)

  • Nam Chong-Woo;Chung Yeong-Jin;Yang Il-Woo
    • Journal of the Korean Chemical Society
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    • v.37 no.1
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    • pp.154-161
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    • 1993
  • Four kinds of new phosphinate derivatives with a pendant monoazacrown ether were synthesized and their biological activities were tested. These biologically active phosphinates were synthesized in relatively good yields (61∼72%) by one step reactions of phenylphosphinate with aldehyde and monoazacrown ether. Toxicity of these compounds was tested by intraperitoneal injection of the compounds to male mouse and revealed $LD_{50}$ value of 65∼90 mg/kg, which showed enhanced toxicity by attachment of a pendant azacrown ether to a simple phenylphosphinate structure. Although the ring size effect of the pendant crown ethers, (monoaza-15-crown-5 and monoazo-18-crown-6), beening negligible, the identity of the ester functional group in the phosphinate structure exerted sizable influence on toxicity. Thus, phosphinate derivative with octyl or propyl ester group showed somewhat higher toxicity than that with ethyl ester group.

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