• Title/Summary/Keyword: Bis-crown ether

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Synthesis and Binding Properties of a Calix[4]crown-6-functionalized Polymeric Ion Acceptor

  • Seol, Wan-Ho;Yang, Yu-Sun;Lee, Chil-Won;Gong, Myoung-Seon
    • Macromolecular Research
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    • v.12 no.4
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    • pp.427-430
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    • 2004
  • Calix[4]crown-6-2,4-bis(2-hydroxyethyl ether) (2), which has crown-6 moieties at the 1- and 3-positions and hydroxyethyl functions at the 2- and 4-positions, was prepared for the syntheses of polyester 3 and polyurethane 4 by reactions with adipoyl chloride and hexamethylene diisocyanate, respectively. The ion binding characteristics of monomer 2 and polymers 3 and 4 toward alkali and alkali earth metal ions were measured by liquid-liquid extraction from the aqueous phase into the organic phase. We observed that the polyurethane 4 has a higher binding affinity toward various metal cations when compared to polyester 3, which exhibits cesium ion selectivity.

Lipophilic Crown-4 Derivatives as Lithium Ionophores for Lithium Ion Selective Liquid Membrane Electrodes

  • Jae Sang Kim;Sung Ouk Jung;Shim Sung Lee;Si-Joong Kim
    • Bulletin of the Korean Chemical Society
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    • v.14 no.1
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    • pp.123-127
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    • 1993
  • New lipophilic Crown-4 compounds of 16-membered rings containing furan (neutral carrier,I), tetrahydrofuran (neutral carrier,II) and lithium complex of the latter (neutral carrier,III) have been synthesized and tested as the active sensors for lithium ion in poly(vinyl chloride) (PVC) membrane electrode, in the presence and absence of an anion excluder, tetrakis(4-chloro-phenyl)borate (KTClPB), 2-nitrophenyl phenyl ether (NPPE), tris(2-ethylhexyl)phosphate (TEHP), o-nitrophenyl octyl ether (NPOE), dioctyl adipate (DOA), bis(2-ethylhexyl)adipate (BEHA), di-n-octylphenyl phosphonate (DOPP) were used as plasticizing solvent mediators. The electrode response function had a nearly Nernstian slope of 54-61 mV per decade (25$^{\circ}$C) within the concentration range of $10^{-1}-10^{-4}$ M LiCl and the detection limits for all electrodes were ca. $5{\times}10^{-4}$ M. The response time of the electrode was faster at the higher lithium concentration and the response of the electrode was stable for longer than 6 months. The sensor membranes exhibit improved response times and increased lifetimes as compared to the system described earlier.

Benzothiazole Substituted Benzocrown Ether-Based Potassium Ion-Selective Membrane Electrodes (벤조티아졸기를 갖는 벤조크라운에테르를 전극물질로 사용한 $K^+$ 이온선택성 막전극)

  • Hong, Uk Sun;Kwon, Hye Kyong;Cha, Geun Sig;Nam, Hakhyun;Chang, Seung Hyun;Chung, Kwang Bo
    • Journal of the Korean Chemical Society
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    • v.39 no.9
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    • pp.698-704
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    • 1995
  • The ion-selective membrane fabricated with 33 wt% PVC, 66 wt% o-NPOE and 1 wt% 4'-benzothiazolylbenzo-15-crown-5 (TB15C5) as a neutral carrier exhibited an enhanced selectivity to potassium ion over sodium ion compared to those prepared with other 15-crown-5 or 18-crown-6 derivatives. The potentiometric properties (response slope, selectivity, detection limits and lifetime) of TB15C5-based ISE membranes along with those based on valinomycin, benzo-15-crown-5 (B15C5), 4'-aminobenzo-15-crouwn-5 (AB15C5), benzo-18-crown-6 (B18C6), dibenzo-18-crown-6 (DB18C6) and bis[(benzo-15-crown-5)-4'-ylmethyl]pimelate (PI-Ⅱ) ionophores were carefully examined under the same experimental conditions. The enhanced selectivity of TB15C5-based membrane to potassium is explained in terms of the effect of the benzothiazol functional group and the distribution coefficients of metal ions.

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Preparation of Red Perylene Fluoroionophore Containing Calix[4]azacrown Ether and Their Ionophoric Properties

  • Jeon, Young-Min;Lim, Tae-Ho;Kim, Jong-Gyu;Kim, Jong-Seung;Gong, Myoung-Seon
    • Bulletin of the Korean Chemical Society
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    • v.28 no.5
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    • pp.816-820
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    • 2007
  • Novel new red-light emitting perylene fluoroionophore N,N'-dipropyl-1,7-bis(calix[4]azacrown-5-crown-5)- 3,4,9,10-perylene tetracarboxy diimide (3) was prepared by reacting N,N'-dipropyl-1,7-dibromo-3,4,9,10- perylene tetracarboxy diimide (1) with calix[4]azacrown-5-crown-5. Also the alternating copolymer (4) with similar repeating unit was prepared reacting by calix[4]bisazacrown-5 with 1. Metal ion binding by 3 and 4 leads to a blue-shift of absorption band and emission spectra. When ionophoric characteristics were investigated by binding alkali, alkali earth metal and various metal ions, polymeric ionophores displayed large fluorescence decreasing effects with K+, Ag+ and Ba2+, which was rationalized by photo-induced charge transfer (PCT).