• Title/Summary/Keyword: coumarin group

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Syntheses New Crown Ethers Containing Luminescent Coumarin Group(II) (Coumarin을 포함하는 새로운 형광 크라운 에테르의 합성(II))

  • Lee, Sang-Hwoon;Jang, Dong-Chun;Chang, Seung-Hyun
    • Journal of the Korean Society of Industry Convergence
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    • v.6 no.2
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    • pp.109-113
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    • 2003
  • We report herein synthetic results obtained new types of crown ethers containing coumarin group. Crown ethers containing coumarin group 1~3 are hydroxymethyl-15-crown-5-ether linked with 4-hydroxy coumarin-4-acetic acid by esterification reaction. Crown ethers containing coumarin group 1~3 have different cavity in each crown ether rings. The 12-crown-4 ether with coumarin 1 has the smallest cavity size. The 15-crown-5 ether with coumarine 2 has the medium cavity size. The 18-crown-6 ether with coumarin 3 has the largest cavity size. Therefore each crown ether with coumarin group will recognize different ionic radius meta. Because of different hole size in crown ethers, these crown ethers seem to be had different selectivity in luminescent sensors. The crown ethers with coumarine 1~3 synthesized hydroxymethyl-15-crown-5-ether and 4-hydroxy coumarin-4-acetic acid same ratio at one to one. The synthesized crown ethers were characterized respectively by IR, NMR. GC-Mass.

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Synthesis of Liquid-Crystalline Polymer Containing Coumarin Moieties by Photopolymerization (Coumarin이 함유된 액정고분자의 광중합)

  • Lee, Jong-Back;Lee, Kwang-Hyun;Kang, Byung-Chul
    • Elastomers and Composites
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    • v.45 no.4
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    • pp.286-290
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    • 2010
  • Liquid-crystalline (LC) monomer, which was functionalized with a coumarin group on their extremity, was synthesized by UV light irradiation in their LC phases. LC monomer was converted into the dimers by the cycloaddition reaction of the coumarin group, and the LC phases were maintained after photodimerization reaction. The dimers showed LC phases in the wider temperature range than those of the corresponding monomer. Structures of the compound were identified by FT IR and $^1H$ NMR spectroscopies. Their phase transition temperatures and thermal stability were also investigated by differential scanning calorimetry (DSC), gel permeating chromatography (GPC) and polarized optical microscopy (POM). From optical polarizing microscopy, the prepared polymer shows enantiotropic liquid crystallinity with smectic and nematic textures.

Enhancement of Fluorescent Properties and Electrochemical Reduction of Coumarin Derivatives (Coumarin 유도체들의 전기화학적 환원과 형광성의 증강)

  • Chun, Hyun Ja;Kim, Sung Hyun;Jung, Eun Joo;Lee, Hye Suk;Kim, Il Kwang
    • Analytical Science and Technology
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    • v.18 no.1
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    • pp.89-95
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    • 2005
  • Studies on the electrochemical reduction of 7-acetoxy-4-bromomethyl-coumarin (ABMC), 7-acetoxymethyl coumarin (AMC), and coumarin in 0.1 M tetraethyl ammonium perchlorate acetonitrile solution were carried out with direct current, differential pulse polarography, cyclic voltammetry, and controlled potential coulometry. The electrochemical reduction of ABMC was proceeded through three irreversible steps coupled with the chemical reactions. The solution color was changed to yellow when the carbonyl group was reduced during second step and the color change was independent with bromo group of ABMC. Fluorescent intensity was highest when the electrochemical reduction was controlled at near the overpotential of supporting electrolyte (-2.3 volts).

Electrochemical Study on the Coumarin Derivatives

  • Kim, Il Kwang;Chun, Hyun Ja;Paik, Soon Ok;Park, Sung Woo
    • Analytical Science and Technology
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    • v.8 no.4
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    • pp.655-661
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    • 1995
  • The electrochemical reduction of coumarin derivatives in 0.1M TEAP acetonitrile solution was investigated by the direct current, differential pulse polarography, cyclic voltammetry and controlled potential coulometry. The electrochemical reduction of 7-acetoxy-4-bromomethyl-coumarin(ABMC) was proceeded as an irreversible three steps(-0.58, -1.63 and -2.25 volts) of electrochemical transfer before chemical reaction. The solution color turned to yellow after the carboxyl group was reduced at 2nd step(-1.63 volts vs. Ag-AgCl) and the change in color was independant to the bromo group. Upon the basis of the results on the products analysis and the interpretaton of polarograms, a possible electrochemical reaction mechanism was suggested.

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Enhanced Electrochemifluorescence and Reduction Mechanism of Acetoxy Coumarin Derivatives in Acetonitrile Solution

  • Kim, Sung-Hyun;Jung, Eun-Joo;So, Eun-Mi;Shen, Chang-Zhe;Chun, Hyun-Ja;Kim, Young-Man;Kim, Il-Kwang
    • Bulletin of the Korean Chemical Society
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    • v.27 no.9
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    • pp.1329-1334
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    • 2006
  • The electrochemical reduction of coumarin, 7-acetoxy-4-methyl coumarin (AMC), and 7-acetoxy-4-bromomethyl coumarin (ABMC), in 0.1 M tetraethyl ammonium perchlorate/acetonitrile solution was carried out by direct current, differential pulse polarography, cyclic voltammetry, and controlled potential coulometry. The electrochemical reduction of ABMC was proceeded through three steps of electron transfer coupled with the chemical reactions. The color of solution was changed to yellow when the carbonyl group was reduced during 2nd step (-1.8 volts) and independented with cleavage of bromo group. Highest fluorescence intensity showed when the electrochemical reduction of AMC was controlled at near the potential (-2.3 volts vs. Ag/AgCl).

Patterned Fluorescence Images with a t-Boc-Protected Coumarin Derivative

  • Min Sung-Jun;Park Bum Jun;Kim Jong-Man
    • Macromolecular Research
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    • v.12 no.6
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    • pp.615-617
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    • 2004
  • We have developed an efficient method for the generation of patterned fluorescence images using a protected precursor molecule. The t-Boc-protecting group of a coumarin derivative was readily removed from a polymer film upon irradiation with UV light in the presence of a photoacid generator to provide the original properties of the coumarin. Fine fluorescence patterns were obtained when using this photolithographic method.

Synthesis of Poly(cinnam-4'-yl methyl methacrylate) Derivatives and Their Thermal Stability as Photoalignment Layer

  • Lee, Jong U;Kim, Hak Won;Kim, Hong Du
    • Bulletin of the Korean Chemical Society
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    • v.22 no.2
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    • pp.179-182
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    • 2001
  • Photocyclizable poly(cinnam-4'-yl methyl methacrylate) derivatives bearing methoxy benzene (PMCMMA), anthracene (PACMMA), and coumarin (PCCMMA) have been synthesized via Heck type reaction. Three different types of polymers are photoreactable usin g linearly polarized UV light and applicable as liquid crystal alignment layer. Anthracence and coumarin containing polymers (PACMMA, PCCMMA) have better thermal stability than PMCMMA. This observation may be attributed to the glass transition temperature elevation due to the bulky size and another photocrosslinking site provided by anthracene or coumarin group.

Synthesis and Characterization of New Main Chain Liquid Crystalline Coumarin Compound with Ester Moiety (Ester기를 갖는 새로운 주쇄형 액정 coumarin 화합물의 합성 및 특성분석)

  • Lee, Jong-Back;Kang, Byung-Chul;Lee, Gang-Choon;Lee, Dong-Jin;Hideyuki, Kihara
    • Elastomers and Composites
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    • v.44 no.4
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    • pp.416-422
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    • 2009
  • 4-(6-bromohexyloxy)benzoic acid was synthesized from benzyl 4-Hydroxybenzoate and 1,6-dibromohexane. It was reacted with hydroquinone to obtain a new mesogenic ester having an bromine group. One kind of new photoresponsive coumarin compound was prepared by the reaction of mesogenic ester with coumarin sensitive to the ultraviolet. Structures of the compound were identified by FT-IR and $^1H$-NMR spectroscopies. Their phase transition temperatures and thermal stability were also investigated by differential scanning calorimetry (DSC), polarized optical microscopy (POM) and x-ray diffraction analysis. From optical polarizing microscopy, the prepared compound was found to show enantiotropic liquid crystallinity with smectic and nematic textures.

The distribution of $^{14}C$-warfarin and the purification of hepatic microsome induced isozymes with coumarin ($^{14}C$-warfarin의 분포 및 쿠마린 유도체류에 의하여 간에서 유도된 동위효소의 정제)

  • Park, Sung-Woo;Kim, Eun-Ho;Min, Ji-Sook;You, Jae-Hoon;Lee, Hee-Sung;Seo, Bae-Seck;Han, Wan-Soo
    • Analytical Science and Technology
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    • v.5 no.1
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    • pp.83-90
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    • 1992
  • The $^{14}C$-warfarin used as rodenticids was identified from various organs of sprague dawley with scintillation counter. And the cytochrome p-450 which was induced by coumarin derivatives was identified with electrophoresis. The distributions of $^{14}C$-warfarin after $14.8{\mu}Ci/kg$ oral application at each organ was as follows; urine-7.5%, blood-0.44%, feces-0.9%, liver-0.66%, lung-0.86%, kidney-0.8%, heart-0.43% and spreen-0.33% after 24hrs. The cytochrome p-450 was purified by Octyl Sepharose CL-4B hydrophobic chromatography and isozymes were 50.8 Kd in control group, 53.3 Kd and 55.2 Kd in coumarin pretreated group and 50.8 Kd, 54.6 Kd and 57.7 Kd in warfarin pretreated group.

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