• Title/Summary/Keyword: methyl ether

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Atom Transfer Radical Polymerization of [Poly(ethylene glycol)methyl ether] Methacrylate Using an Amide-Based Initiator (아미드기를 가지는 개시제를 이용한 [Poly(ethylene glycol)Methyl Ether] Methacrylate의 원자 이동 라디칼 중합)

  • Lee, Hyo-Kyung;Lee, Sun-Gu;Paik, Hyun-Jong
    • Polymer(Korea)
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    • v.31 no.6
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    • pp.550-554
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    • 2007
  • Atom transfer radical polymerization (ATRP) has been widely used in bioconjugation as it is an efficient and facile method to prepare polymers with pre-designed structures. Quite often, bioconjugation with proteins employs primary amines in proteins as a functional group to attach an initiator. When 2-bromoisobutryl bromide, the most widely used precursor for ATRP initiator, is used, ${\alpha}-halo$ amide initiating groups are formed in the proteins, which are known to exhibit slow initiation behavior in the ATRP process. Here we studied the ATRP of [poly(ethylene glycol)methyl ether] methacrylate (PEGMA) using amide-based initiator. PEGMA differs for both the nature and size of the polymer side branches and shows good solubility in water and a property that made it an ideal candidate for biomaterials. While normal ATRP produced ill-defined p(PEGMA) with amide based initiators, the halogen exchange method and the external additional of deactivator effectively improved the control of ATRP of PEGMA.

Synthesis of Well-Defined Block Copolymer Dispersants with (2-Dimethylamino)ethyl Methacrylate and Oligo(ethylene oxide)methyl Ether Methacrylate via ATRP for Dispersing Copper Phthalocyanine Pigment (Copper Phthalocyanine Pigment의 분산을 위한 (2-Dimethylamino)ethyl Methacrylate와 Oligo(ethylene oxide)methyl Ether Methacrylate를 포함하는 잘 규정된 블록 공중합체형 분산제의 원자 이동 라디칼 중합을 이용한 합성)

  • Kim, Eun-Hee;Kim, Bong-Soo;Jung, Ki-Suk;Kim, Jin-Goo;Paik, Hyun-Jong
    • Polymer(Korea)
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    • v.36 no.1
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    • pp.104-110
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    • 2012
  • The dispersion of pigment particles is important because it is capable of increasing the color strength, contrast, and transmittance of color-LCD products. Pigment dispersion properties are very important factors for the quality of LCD color filters. The chemical structure of polymeric dispersants for pigment is important to improve dispersion stability and prevent aggregation or flocculation of pigment in organic or aqueous systems. Polymeric dispersants should contain both anchoring group that interacts with pigment surface and stabilizing group that provides steric stabilization. Moreover, the molecular weight and composition of block copolymer have the an effect on pigment dispersion. In this study, adequate dispersants, block copolymers containing (2-dimethylamino)ethyl methacrylate as anchoring group and oligo(ethylene oxide)methyl ether methacrylate as a stabilizing group were designed and synthesized by atom transfer radical polymerization in order to prepare well-defined structure, molecular weight and composition.

Acid-Catalyzed Migration of the Methyl Substituent in the Dienone-Phenol Rearrangement of p-Quinol Ether

  • Paik Hahn, Young-Sook
    • Bulletin of the Korean Chemical Society
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    • v.10 no.2
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    • pp.151-154
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    • 1989
  • 4-Methoxy-4-methylcyclohexa-2,5-dienone 1 in aqueous sulfuric acid underwent the normal dienone-phenol rearrangement with methyl group migration. The fact that methyl is migrating group and methoxy is remaining group can be rationalized by the stabilization of positive charge at C-4 during the transition state. Methoxy methyl dienone 1 $((H_0)_{1/2} = - 4.6)$ is less basic than 4,4-dimethylcyclohexa-2,5-dienone whose half protonation acidity is reported as - 3.15 or - 3.66. This basicity difference comes from the unstabilization of the protonated methoxy methyl dienone 1 due to the electron withdrawing inductive effect of a methoxy group.

Antioxidant Activity of 2,3,6-Tribromo-4,5-dihydroxy benzyl methyl ether from Symphyocladia latiuscula

  • Park Hye Jin;Chung Hae Young;Kim Jong;Choi Jae Sue
    • Fisheries and Aquatic Sciences
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    • v.2 no.1
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    • pp.1-7
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    • 1999
  • Antioxidant activity of a methanol extract of Symphyocladia latiuscula was evaluated by the thiocyanate method in the linoleic acid system. The methanol extract inhibited the peroxidation of linoleic acid in a dose-dependent manner. The MeOH extract was then sequentially partitioned with n-hexane, $CH_2Cl_2$, EtOAc, n-BuOH and H20. The antioxidant activity of the fractions increased in order of $CH_2Cl_2$, n-hexane, EtOAc, and n-BuOH. There was no activity found in $H_2O$ partitoned fraction by the thiocyanate method. Especially, the activities of the fractions of n-hexane and $CH_2Cl_2$ were comparable to that of 2,6-di-tert­butylhydroxytoluene (BHT). Column chromatography of the $CH_2Cl_2$ fraction over silica gel yielded cholesterol (1) and 2,3,6-tribromo 4,5-dihydroxybenzyl methyl ether (2) which were identified by instrumental analysis of MS and $^1H-$ and $^{13}C-NMR$. The latter (2) demonstrated significant antioxidant activity.

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Standardization of Morinda officinalis How (파극천의 품질 표준화 연구)

  • Lee, Hye-Won;Park, So-Young;Choo, Byung-Kil;Chun, Jin-Mi;Lee, A-Yeong;Kim, Ho-Kyoung
    • Korean Journal of Pharmacognosy
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    • v.37 no.4 s.147
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    • pp.241-245
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    • 2006
  • Morinda officinalis How. (Rubiaceae) has been used as tonic, warming, sex impulse and anti-inflammatory agents. Two known anthraquinones, rubiadin-1-methyl ether (I) and rubiadin (II) were isolated from root of M. officinalis. Their structures were identified using NMR and literature comparisons. The contents of I in eighteen M. officinalis were evaluated by HPLC-PDA. Chromatography was performed using a reversed-phase system with Luna $C_{18}$ (2) column and acetonitrile-water (50:50, v/v) with a flow rate of 1.0 mL/min under UV 280 nm. Under these conditions, the content of rubiadin-1-methyl ether was 0.013%.

Evaluation of Intrinsic Bioremediation of Methyl Tert-butyl Ether (MTBE) Contaminated Groundwater

  • Chen, Colin S.;Tien, Chien-Jun;Zhan, Kai-Van
    • Journal of Soil and Groundwater Environment
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    • v.19 no.5
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    • pp.9-17
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    • 2014
  • This paper reported the use of real-time polymerase chain reaction (PCR), denaturing gradient gel electrophoresis (DGGE), and the culture-based method in the intrinsic bioremediation study at a petroleum contaminated site. The study showed that phenol hydroxylase gene was detected in groundwater contaminated with benzene, toluene, ethylbenzene, xylene isomers (BTEX) and methyl tert-butyl ether (MTBE). This indicated that intrinsic bioremediation occurred at the site. DGGE analyses revealed that the petroleum-hydrocarbon plume caused the variation in microbial communities. MTBE degraders including Pseudomonas sp. NKNU01, Bacillus sp. NKNU01, Klebsiella sp. NKNU01, Enterobacter sp. NKNU01, and Enterobacter sp. NKNU02 were isolated from the contaminated groundwater using the cultured-based method. Among these five strains, Enterobacter sp. NKNU02 is the most effective stain at degrading MTBE without the addition of pentane. The MTBE biodegradation experiment indicated that the isolated bacteria were affected by propane. Biodegradation of MTBE was decreased but not totally inhibited in the mixtures of BTEX. Enterobacter sp. NKNU02 degraded about 60% of MTBE in the bioreactor study. Tert-butyl alcohol (TBA), acetic acid, 2-propanol, and propenoic acid were detected using gas chromatography/mass spectrometry during MTBE degraded by the rest cells of Enterobacter sp. NKNU02. The effectiveness of bioremediation of MTBE was assessed for potential field-scale application.

Neuraminidase Inhibitors from Reynoutria elliptica

  • Lee, Chu-Hyun;Kim, Sang-In;Lee, Kyung-Bok;Yoo, Yung-Choon;Ryu, Si-Young;Song, Kyung-Sik
    • Archives of Pharmacal Research
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    • v.26 no.5
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    • pp.367-374
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    • 2003
  • In the course of screening neuraminidase inhibitors from herbal medicines, Reynoutria elliptica exhibited high inhibitory activity. Four active compounds were isolated from the ethyl acetate soluble fraction by consecutive purification using sillica gel, Sephadex LH-20 chromatography, and recrystallization. The chemical structures of these compounds were identified as 1,3,8-trihydroxy-6-methylanthraquinone (emodin) 1,8-dihydroxy-3-methoxy-6-methylanthraquinone (emodin 3-methyl ether; physcion), 1,3,8-trihydroxy-6-hydoxymethylanthraquinone ($\omega$-hydroxyemodin), and 3,5,4 -trihydroxystilbene (trans-resvertrol) by spectral data including MS, $^1 H-, and ^{13}C-NMR. The IC_{50}$ values of emodin, emodin 3-methyl ether, $\omega$-hydroxyemodin, and trans-resvertrol were 2.81, 74.07, 10.49, and 8.77 $\mu$M, respectively. They did not inhibit other glycosidase such as glucosidase, mannosidase, and galactosidase, indicating that they were relatively specific inhibitors of neuraminidase.

Constituents of the Stems and Fruits of Opuntia ficus-indica var. saboten

  • Lee, Eun-Ha;Kim, Hyoung-Ja;Song, Yun-Seon;Jin, Chang-Bae;Lee, Kyung-Tae;Cho, Jung-Sook;Lee, Yong-Sup
    • Archives of Pharmacal Research
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    • v.26 no.12
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    • pp.1018-1023
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    • 2003
  • From the stems and fruits of Opuntia ficus-indica var. saboten, eight flavonoids, kaempferol (1), quercetin (2), kaempferol 3-methyl ether (3), quercetin 3-methyl ether (4), narcissin (5), (+)-dihydrokaempferol (aromadendrin, 6), (+)-dihydroquercetin (taxifolin, 7), eriodictyol (8), and two terpenoids, (6S,9S)-3-oxo-$\alpha-ionol-\beta$-D-glucopyranoside (9) and corchoionoside C (10) were isolated and identified by means of chemical and spectroscopic. Among these isolates, compounds 3∼5 and 8∼10 were reported for the first time from the stems and fruits of O. ficusindica var. saboten.

A Novel Synthetic Route to Highly Cross-Linked Poly(alkylvinylether)s. Synthesis and Free Radical Polymerization of a Vinyl Ether Monomer Containing Electron Acceptors in Side Chain

  • 이주연;이현주;김무용
    • Bulletin of the Korean Chemical Society
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    • v.17 no.3
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    • pp.257-262
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    • 1996
  • p-(2-Vinyloxyethoxy)benzylidenemalononitrile 2 and methyl p-(2-vinyloxyethoxy)benzylidenecyanoacetate 3 was prepared by the condensation of p-(2-vinyloxyethoxy)benzaldehyde 1 with malononitrile or methyl cyanoacetate, respectively. Vinyl ether monomers 2 and 3 polymerized quantitatively with radical initiators in γ-butyrolactone solution at 65 ℃. The trisubstituted terminal double bond participated in the vinyl polymerization and radical polymerization of 2 and 3 led to swelling polymers 4 and 5 that were not soluble in common solvents due to cross-linking. Under the same polymerization conditions ethylvinyl ether polymerized well with model compounds of p-methoxybenzylidenemalononitrile 6 and methyl p-methoxybenzylidenecyanoacetate 7, respectively, to give 1:1 alternating copolymers 8 and 9 in high yields. Polymers 4 and 5 showed a thermal stability up to 300 ℃ without any characteristic Tg peaks in DSC thermograms. Alternating copolymers 8 and 9 were soluble in common solvents such as acetone and DMSO, and the inherent viscosities of the polymers were in the range of 0.36-0.74 dL/g. Films cast from acetone solution were cloudy and tough and Tg values obtained from DSC thermograms were in the range of 59-60 ℃.

Isothermal Vapor-Liquid Equilibria at 333.15 K and Excess Molar Volumes and Refractive Indices at 303.15 K for the Mixtures of Propyl vinyl ether + Ethanol + Benzene (Propyl vinyl ether+Ethanol+Benzene 혼합계의 333.15 K에서의 등온 기액평형과 303.15 K에서의 과잉물성 및 굴절율편차)

  • Hwang, In-Chan;Park, So-Jin
    • Korean Chemical Engineering Research
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    • v.49 no.1
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    • pp.56-61
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    • 2011
  • Alkyl vinyl ethers such as methyl vinyl ether, propyl vinyl ether, isopropyl vinyl ether, butyl vinyl ether and isobutyl vinyl ether are usually used as industrial solvents and chemical intermediates in the chemical or pharmaceutical industry. Recently, they are popularly used as raw materials for polymer electrolyte membrane fuel cells and as cellulose dyeing assistants. However, very few investigations about process design and operation data were reported for alkyl vinyl ether compounds and there are no data for propyl vinyl ether(PVE) systems as far as we know. In this work, the isothermal VLE data are reported at 333.15 K for the ternary systems of {PVE + ethanol + benzene} by using headspace gas chromatography(HSGC) and these VLE data were correlated using Wilson, NRTL and UNIQUAC equations. The excess volumes($V^E$) and deviations in molar refractivity(${\Delta}R$) data are also reported for the sub binary systems {PVE + ethanol}, {ethanol + benzene} and {PVE + benzene} at 303.15 K. These data were correlated with Redlich-Kister equation. In addition, isoclines of $V^E$ and DR for ternary system {PVE + ethanol + benzene} were also calculated from Radojkovi equation.