• Title/Summary/Keyword: Crown Ether

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Synthesis of New Crown Ethers Containing Benzothiazole Group (벤조티아졸기를 갖는 새로운 크라운 에테르의 합성)

  • Chang, Seung-Hyun;Yeon, Ae-Sook;Chung, Kwang-Bo
    • Journal of the Korean Chemical Society
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    • v.40 no.2
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    • pp.117-121
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    • 1996
  • Two new crown ethers containing nitrogen and sulfur atoms adjacent to the crown rings were prepared. 4'-Benzothiazolylbenzo-12-crown-4 (1) or 4'-benzothiazolylbenzo-15-crown-5 (2) were synthesized by reaction of 2-aminothiophenol with 4'-formylbenzo-12-crown-4 (3) or 4'-formylbenzo-15-crown-5 (4) respectively. (3) and (4) were obtained by reaction of 3, 4-dihydroxybenzaldehyde with tri- or tetraethyleneglycol ditosylate. Triethyleneglycol ditosylate or tetraethyleneglycol ditosylate were synthesized by reaction of p-toluenesulfonylchloride with triethyleneglycol or tetraethyleneglycol in the presence of sodium hydroxide.

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Potentiometric Determination of Postssium Ion Using 15-Crown-5 Derivatives with Anthracene for the Selective Material (안트라센을 포함하는 15-Crown-5 유도체를 이온선택성 물질로 이용한 칼륨이온의 전위차법 정량)

  • Bae, Zun-Ung;Lee, Sang-Bong;Chang, Seung-Hyun;Kim, Ui-Rak
    • Journal of the Korean Chemical Society
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    • v.45 no.1
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    • pp.31-39
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    • 2001
  • Newly synthesized 15-Crown-5 derivatives including anthracene were used as neutral carriers for ion selective electrodes to determine potassium ion by potentiometry. Among the five neutral carriers studied in this work, N-(4'-benzo-15-crown-5-ether)-anthracene-9-imine was found to be the best in terms of selectivity and stability. The optimal composition of ion selective membrane was 1.0, 33.0 and 66.0 wt% for neutral carrier, PVC and plasticizer, resperctively. Addition of KTpCIPB used as a lipophilic additive improved the Nernst slope and the selectivity of potassium ion over alkali and alkaline earth metals. Especially, the selectivity of potassium ion over ammonium ion was remarkably good ($logK^{pot}_(K^+,NH_4^+}$=-2.59). The response time was also excellent ($t_{100}$=5sec) and continuous use of this electrode for three weeks has not changed the selectivity and analytical characteristics.

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Addtion Reaction of Phenyl Glycidyl Ether with Carbon Dioxide Using Phase Transfer Catalysts (상이동 촉매에 의한 Phenyl Glycidyl Ether와 이산화탄소의 부가반응)

  • Park, Dae-Won;Moon, Jeong-Yeol;Yang, Jeong-Gyu;Park, Sung-Hoon;Lee, Jin-Kook
    • Applied Chemistry for Engineering
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    • v.7 no.1
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    • pp.26-33
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    • 1996
  • This study is related to the investigation of the characteristics of phase transfer catalysts on the addition reaction of carbon dioxide and phenyl glycidyl ether(PGE). Quaternary ammonium salts showed a good conversion of PGE at l atm of $CO_2$. Among the quaternary ammonium salts tested, the ones with higher alkyl chain length and with more hydrophilic counter anion showed higher catalytic activity. Polyethylene glycol and crown ether were also effective catalysts when they are used with NaI. High pressure of $CO_2$increased the conversion of PGE by increasing solubility of $CO_2$in NMP. A mechanism of the reaction involving the role of phase transfer catalyst was also proposed.

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Theoretical Study of Trioxane Derivatives as Amphi-ionophores: Importance of Charge-Dipolar Moiety Orientation

  • Cho, Seung Joo
    • Bulletin of the Korean Chemical Society
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    • v.35 no.9
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    • pp.2723-2725
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    • 2014
  • Recently we have reported a novel class of anion receptors which are based on 2n-crown-n topology. Trioxane derivatives are capable of anion sensing through pure aliphatic C-H hydrogen bonding. In this work, we highlight another interesting property, i.e., they can also recognize cations as normal crown ethers (3n-crown-n topology). Since the same functional moiety can recognize anions and cations, these coronands are predicted to be amphi-ionophores. However, we could not detect cations even in the gas phase. Considering trioxane is analogous to [$1_6$]starand, this was rather counter-intuitive. The calculation results show that these coronands can detect alkali metals with very low affinity. The low affinity toward cations should be responsible for this failure of experimental detection. With careful theoretical study, we found that this low affinity toward cations could be explained by the unfavorable charge-dipolar moiety orientations as proposed by Cui et al. As in the case of [$1_6$]starand, this is an example that underscores the importance of charge-dipolar moiety orientation in supramolecular interactions.

Synthesis and Properties of Calix[4]crown-6 Functionalized Polymers

  • Kim Su-Han;Lee Chil-Won;Jeon Young-Min;Gong Myoung-Seon
    • Macromolecular Research
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    • v.13 no.2
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    • pp.141-146
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    • 2005
  • Calix[4]crown-6-2,4-bis(4-aminobutyl ether), which has a crown-6 moiety at the 1,3-position and amino function at the 2,4-position, was prepared as an intermediate for the subsequent synthesis of calix[4]crown-6-containing polyamide and polyimide using adipoyl chloride and 1,2,4,5-benzenetetracarboxylic dianhydride. The chemical structures were characterized by IR, $^{1}H NMR$ spectroscopy and elemental analysis, and some of their physical properties, including their thermal behavior, were examined. The ion binding characteristics of the monomer and polymers for alkali metal and alkali earth metal ions were measured by liquid-liquid extraction from the aqueous phase into the organic phase. It has been observed that polyamide has a high binding ability towards various metal cations as compared to polyimide, which showed cesium ion selectivity.

DERIVATIZATION OF FATTY ACIDS WITH 2-BROMOACETYLTRIPHENYLENE FOR HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY

  • Ryu, Jae-Ha;Park, Man-Ki
    • Analytical Science and Technology
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    • v.6 no.4
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    • pp.411-415
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    • 1993
  • A method for UV labeling of fatty acids with 2-bromoacetyltriphenylene using 18-crown-6-ether as a catalyst is described. The procedure is rapid, simple, quantitative and applicable to the HPLC analysis of fatty acids with UV detector. They have high molar absorptivity and their detection limit was about 1ng level. Nine derivatives of saturated fatty acid($C_{12}-C_{22}$) were separated on reverse-phase column(${\mu}$-Bondapak C-18) using acetonitrile-water gradient.

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Poly(t-MBA-co-GMA-L-Pro) 착체를 이용한 리간드 교환막

  • 박정준;박창규;이영무
    • Proceedings of the Membrane Society of Korea Conference
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    • 1993.04a
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    • pp.50-51
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    • 1993
  • 광학활성 물질의 분할은 화학공정에 있어서나 생명과학에 있어서 중요한 분야로, 특히 의약이나 농약등의 생리활성물질에 광학이성질체가 상당수 존재하고 있으며, 그중에서는 경상체간에 생리활성이 현저하게 다른 것이 상당수 존재한다. 이러한 광학활성 물질을 분리하는 방법으로는 크로마트그래피를 이용한 방법, Diastereomer를 이용하는 방법등이 있으나 본 연구에서는 고분자 착체막을 이용하여 경상체를 분리하고자 한다. 전이금속착체를 이용한 경상체의 분리는 주로 crown ether를 중심으로 이루어져 왔다. 즉 전이금속의 흡착력과 crown ether의 입체구조를 이용한 것이다. 그러나 이것은 액막에서나 가능한 것으로 고체막에서는 사용할 수 없다. 따라서 본연구에서는 아크릴 계통의 고분자 전이금속 착체막을 이용하여 아미노산 경상체간의 분리를 행하고자 한다. 즉 전이금속의 흡착력과 리간드의 입체구조를 이용하여 경상체를 분리하는 것이다.

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