• Title/Summary/Keyword: 1H-NMR spectroscopy

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Synthesis of New Spiro[benzo[c]fluorene-7,9'-fluorene] Dimers and Their Optical Properties

  • Seo, Jeong-A;Lee, Chil-Won;Gong, Myoung-Seon
    • Bulletin of the Korean Chemical Society
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    • v.34 no.5
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    • pp.1414-1420
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    • 2013
  • Five novel spiro[benzo[c]fluorene-7,9'-fluorene] based dyes, including 5-[spiro[benzo[c]fluorene-7,9'-fluoren]-5-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (7), 5-[spiro[benzo[c]fluorene-7,9'-fluoren]-9-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (8), 5-[spiro[benzo[c]fluorene-7,9'-fluoren]-2'-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (9), 9-[spiro[benzo[c]fluorene-7,9'-fluoren]-9-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (10), and 2'-[spiro[benzo[c]-fluorene-7,9'-fluoren]-2'-yl] spiro[benzo[c]fluorene-7,9'-fluorene] (11) were successfully prepared from the corresponding halogen and boronic acid derivatives through the Suzuki coupling reaction, respectively. Chemical structures were confirmed by $^1H$ nuclear magnetic resonance (NMR), $^{13}C$ NMR, Fourier transforminfrared spectrscopy, mass spectroscopy, and elemental analysis. The thermal properties were determined by differential scanning calorimetry and thermal gravimetric analysis. The relationships between the optical and electrochemical properties and the combined positions between these dimers were systematically investigated using UV-vis, photoluminescence (PL), and photoelectron spectroscopy. These five dimers exhibited high fluorescent quantum yields and good morphological stability with high glass transition states > $174^{\circ}C$. Dimer 7 showed a UV absorbance peak at 353 nm, emission PL peak at 424 nm, and quantum efficiency of 0.62 in a cyclohexane solution.

Isolation of Bacillus subtilis GS-2 Producing γ-PGA from Ghungkukjang Bean Paste and Identification of γ-PGA (청국장으로부터 분리한 Poly(γ-glutamic acid)를 생산하는 균주 Bacillus subtilis GS-2의 분리 및 γ-PGA의 확인)

  • Bang, Byung-Ho;Jeong, Eun-Ja;Rhee, Moon-Soo;Kim, Yong-Min;Yi, Dong-Heui
    • Journal of Applied Biological Chemistry
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    • v.54 no.1
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    • pp.1-6
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    • 2011
  • ${\gamma}$-PGA(poly-${\gamma}$-glutamic acid) is an unusual anionic polypeptide that is made of D- and L-glutamic acid units connected by amide linkages between ${\alpha}$-amino and ${\gamma}$-carboxylic acid groups. ${\gamma}$-PGA has been isolated from many kinds of organisms. Many Bacillus strains produce ${\gamma}$-PGA as a capsular material of an extracellular viscous material. It is safe for eating as a viscosity element of fermented soybean products such as Chungkookjang and Natto. It is biodegradable, edible and nontoxic toward humans and the environment and its molecular weight varies from ten thousand to several hundred thousand depending on the kinds of strains used. Therefore, potential applications of ${\gamma}$-PGA and its derivatives have been of interest in the past few years in a broad range of industrial fields such as food, cosmetics, medicine, water-treatment, etc. In this study, a bacterium, Bacillus subtilis GS-2 isolated from the Korean traditional seasoning food, Chungkookjang could produce a large amount of ${\gamma}$-PGA with high productivity and had a simple nutrient requirement. Based on carbon utilization pattern and partial 16S rRNA sequence analysis, the GS-2 strain was identified as B. subtilis. The determination of purified ${\gamma}$-PGA was confirmed with thin layer chromatography (TLC), high performance liquid chromatography (HPLC), fourier transform infrared (FT-IR) spectra, and $^1H$-nuclear magnetic resonance ($^1H$-NMR) spectroscopy.

Synthesis of Sulfonated Poly(styrene-co-DVB) Hyper Branched Cationic Exchange Resin and Its Properties (하이퍼브랜치 Poly(styrene-co-DVB) 설폰화 양이온교환 수지의 합성 및 특성)

  • Baek, Ki-Wan;Yeom, Bong-Yeol;Hwang, Taek-Sung
    • Polymer(Korea)
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    • v.32 no.1
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    • pp.43-48
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    • 2008
  • In this study, the hyper branched poly (styrene-co-divinylbenzene) (PSD) was synthesized by bulk polymerization and the cationic exchanger with high ion exchange capacity was prepared by sulfonation. The structure of hyper branched PSD ion exchanger was investigated by FT-IR, $^1H-NMR$ spectroscopy, and GPC analysis. The molecular weight, viscosity of hyper branched PSD increased with DVB content, which have the maximum values of 9410g/mol and 338 cP, respectively. And the reaction rate also increased with cross-linker content. As DVB content increased, the solubility of PSD decreased having the maximum value of 22 g with 0.1 mol% DVB. The water content and ion exchange capacity of the hyper branched PSD ion exchanger increased with the amount of sulfuric group. Their maximum values were 18.2% and 4.6 meq/g, respectively. The adsorption of copper and nickel ion was completed within 40 min.

Cancer Cell Growth Inhibition of Lanostane-type Triterpenoids Isolated from Ganoderma gibbosum (칠황버섯으로부터 분리한 Lanostane-type Triterpenoid의 암세포성장 억제효과)

  • Kim, Donghwa;Lee, Sang Kook;Park, Hee-Juhn
    • Korean Journal of Pharmacognosy
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    • v.51 no.1
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    • pp.36-40
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    • 2020
  • The CHCl3 fraction of the MeOH extract of Ganoderma gibbosum (Ganodermataceae) exhibited cytotoxic activity on five cancer cell lines (MDA-MB-231, SK-hep1, A549, HCT116, and SNU638). Six highly oxygenated lanostane-type triterpenoids (lanostanoids) were isolated by column chromatography to test cytotoxicity on cancer cells. The five known lanostanoids were identified as gibbosic acids A, B, D, G, and H by comparison of molecular ion peaks with the literature data. The structure of a new lanostanoid, gibbosic acids I, was identified to be 3β,8β,15β,20S-tetrahydroxy-7,12,23-trioxolanost-9(11)-en-26-oic acid on the basis of NMR and MS spectroscopy. The three lanostanoids of gibbosic acids A, H, and I of the six isolates significantly suppressed the growth of cancer cells. In particular, the IC50 of gibbosic acid H was prominently low ranging from 2.64-6.56 μM.

Synthesis and Reactivity of the Pentacoordinate Organosilicon and -germanium Compounds Containing the C,P-Chelating ο-Carboranylphosphino Ligand [ο-C2B10H10PPh2-C,P](CabC,P

  • Lee, Tae-Gweon;Kim, Sang-Hoon;Kong, Myong-Seon;Kang, Sang-Ook;Ko, Jae-Jung
    • Bulletin of the Korean Chemical Society
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    • v.23 no.6
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    • pp.845-851
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    • 2002
  • The synthesis of the intramolecular donor - stabilized silyl and germyl complexes of the type ($Cab^c.p) MMe_2X$ (2a:M=Si, X=Cl;2b;M= Ge, X=Cl;2e;M=Si,X=H) was achieved by the reaction of $LiCab^c,p$ (1) with $Me_2SiClX$ and $Me_2GeCl_2$ respectively. The intramolecular M←P interacion in 2a-2c is provided by $^1H$, $13^C.$, $31^P$ and $29^Si$ NMR spectroscopy. The salt elimination reactions of dichlorotetramethyldisilane and -digermane with 1 afforded the $bis(\sigma-carboranylphosphino)disilane$ and disgermane [$(Cab^C.P)MMe_2]_2(4a;M$ = Si;4b: M=Ge). The oxidative addition reaction of 4a-4b with $pd_2(dba)_3CHCl_3afforded$ the bis(silyl)-and bis(germyl)-palladium complexes. The chloro-bridged dipalladium complexes were obtained by the reaction of 2a-2b with $pd_2(dba)_3CHCl_3$ The crystal structures of 5a and 7b were determined by X-ray structural studies.

17O Solid-State NMR Study of the Effect of Organic Ligands on Atomic Structure of Amorphous Silica Gel: Implications for Surface Structure of Silica and Its Dehydration Processes in Earth's Crust (유기 리간드와 비정질 실리카겔의 상호 작용에 대한 17O 고상핵자기공명 분광분석 연구: 실리카 표면 구조 및 지각의 탈수반응에 대한 의의)

  • Kim, Hyun Na;Lee, Sung Keun
    • Journal of the Mineralogical Society of Korea
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    • v.25 no.4
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    • pp.271-282
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    • 2012
  • We explore the effect of removal of organic ligand on the atomic configurations around oxygen in hydroxyl groups in amorphous silica gel (synthesized through hydrolysis of $SiCl_4$ in diethyl-ether) using high resolution $^{17}O$ solid state NMR spectroscopy. $^1H$ and $^{29}Si$ MAS NMR spectra for amorphous silica gel showed diverse hydrogen environments including water, hydroxyl groups (e.g., hydrogen bonded silanol, isolated silanol), and organic ligands (e.g., alkyl chain) that may interact with surface hydroxyls in the amorphous silica gel, for instance, forming silica-organic ligand complex (e.g., Si-$O{\cdots}R$). These physically and chemically adsorbed organic ligands were partly removed by ultrasonic cleaning under ethanol and distilled water for 1 hour. Whereas $^{17}O$ MAS NMR spectra with short pulse length ($0.175{\mu}s$) at 9.4 T and 14.1 T for as-synthesized amorphous silica gel showed the unresolved peak for Si-O-Si and Si-OH structures, the $^{17}O$ MAS NMR spectra with long pulse length ($2{\mu}s$) showed the additional peak at ~0 ppm. The peak at ~0 ppm may be due to Si-OH structure with very fast relaxation rate as coupled to liquid water molecules or organic ligands on the surface of amorphous silica gel. The observation of the peak at ~0 ppm in $^{17}O$ MAS NMR spectra for amorphous silica gel became more significant as the organic ligands were removed. These results indicate that the organic ligands on the surface of amorphous silica gel interact with oxygen atoms in Si-OH and provide the information about atomic structure of silanol and siloxane in amorphous silica gel. The current results could enhance the understanding of dehydration mechanism of diverse silicates, which is known as atomic scale origins of intermediate depth (approximately, 70~300 km) earthquakes in subduction zone.

Preparation of Anhydrous Crosslinked Graft Copolymer Electrolyte Membrane (무가습 가교 가지형 공중합체 전해질 막의 제조)

  • Roh, Dong-Kyu;Koh, Joo-hwan;Park, Jung-tae;Seo, Jin-ah;Kim, Jong-hak
    • 한국신재생에너지학회:학술대회논문집
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    • 2009.06a
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    • pp.270-273
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    • 2009
  • A comb-like copolymer consisting of a poly(vinylidene fluoride-co-chlorotrifluoro-ethylene) backbone and poly(hydroxy ethyl acrylate) side chains, i.e. P(VDF-co-CTFE)-g-PHEA, was synthesized through atom transfer radical polymerization (ATRP) using CTFE units as a macroinitiator. Successful synthesis and a microphase-separated structure of the copolymer were confirmed by proton nuclear magnetic resonance (1H-NMR), FT-IR spectroscopy, and transmission electron microscopy (TEM). This comb-like polymer was crosslinked with 4,5-imidazole dicarboxylic acid (IDA) via the esterification of the -OH groups of PHEA and the -COOH groups of IDA. Upon doping with phosphoric acid ($H_3PO_4$) to form imidazole-$H_3PO_4$ complexes, the proton conductivity of the membranes continuously increased with increasing $H_3PO_4$ content. A maximum proton conductivity of 0.015 S/cm was achieved at $120^{\circ}C$ under anhydrous conditions. In addition, these P(VDF-co-CTFE)-g-PHEA/IDA/$H_3PO_4$ membranes exhibited good mechanical properties (765 MPa of Young's modulus), and high thermal stability up to $250^{\circ}C$, as determined by a universal testing machine (UTM) and thermal gravimetric analysis (TGA), respectively.

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Preparation and Properties of Liquid Crystalline Polyurethanes Containing No Mesogenic Unit (Mesogen을 포함하지 않은 액정 polyurethane의 합성과 열적성질에 관한 연구)

  • Lee, Jong Back;Choi, Dae Woong
    • Applied Chemistry for Engineering
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    • v.8 no.2
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    • pp.339-346
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    • 1997
  • Liquid crystalline polyurethanes were prepared from 1,4-bis(6-hydroxyhexoxy)benzene (BHB6) and 2,5-tolylene diisocyanate (2,5-TDI) solution polymerization in dimethylformamide produced intrinsic viscosities in the range 0.26 and $0.42d{\ell}/g$. The polyurethanes were investigated by DSC, Polarizing microscopy, X-ray, $^1H$-NMR and IR spectroscopy. Polyurethanes of two different molecular weights were studied in detail and these will be referred to as low molecular weight and high molecular weight. Polyurethane 2,5-TDI/BHB6 with $[{\eta}]=0.26d{\ell}/g$ prepared from BHB6 and 2,5-TDI, exhibited monotropic liquid crystallinity, although these polyurethanes contained no mesogenic core unit. For example, LCPU-L(low molecular weight) exhibited $T_{I-LC}$ of $122^{\circ}C$ $T_{LC-K}$ $89^{\circ}C$.

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Synthesis and Properties of Glycolic Acid Ester Type Cationic Surfactant (글리콜산 에스테르계 양이온 계면활성제의 합성 및 물성)

  • Park, Jong-Kwun;Jeong, Noh-Hee
    • Journal of the Korean Applied Science and Technology
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    • v.31 no.1
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    • pp.7-13
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    • 2014
  • A cationic ester type surfactant, namely N-2-hydroxy-3-(2-hydroxyacetoxy) proply-N,N-dimethyldodecylaminium chloride(HPDA) was synthesized and confirmed by FT-IR and $^1H$-NMR spectroscopy. Surface tensions on the diluted aqueous solutions of the synthetic compounds were measured and evaluated critical micelle concentration. Surface tension was 33~34 dyne/cm in the range of $10^{-3}{\sim}10^{-2}mol/L$ and critical micelle concentration(c.m.c) value was $8.5{\times}10^{-3}mol/L$ by surface tension method. Emulsifying properties of the synthetic surfactant(HPDA) and Sodium lauryl sulfate (SLS), tetradecyl trimethyl ammonium bromide (TTAB) was tested. As a results, synthetic glycolic acid ester type compounds(HPDA) has been confirmed as a good emulsifier. The foaming power and stability of synthesized ester type surfactant was measured by Ross-Miles method.

Synthesis, Characterization and Biological Studies of New Mn(II), Ni(II), Co(II), Cu(II) and Zn(II) of 2-(benzothiazol-2-yl)-N'-(2,5-dihydroxybenzylidene)acetohydrazide (2-(Benzothiazol-2-yl)-N'-(2,5-dihydroxybenzylidene)acetohydrazide의 Mn(II), Ni(II), Co(II), Cu(II) 및 Zn(II) 착물의 합성, 특성 및 생물학적 연구)

  • El-Tabl, Abdou S.;Shakdofa, Mohamad M.E.;El-Seidy, Ahmed M.A.;Al-Hakimi, Ahmed N.
    • Journal of the Korean Chemical Society
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    • v.55 no.1
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    • pp.19-27
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    • 2011
  • New series of Mn(II), Ni(II), Co(II), Cu(II) and Zn(II) of the 2-(benzothiazol-2-yl)-N'-(2,5-dihydroxybenzylidene) acetohydrazide have been synthesized and characterized by elemental analysis, IR, UV-vis, $^1H$-NMR, mass and ESR spectra, magnetic susceptibility and molar conductivity measurements. The spectral data and magnetic measurements of the complexes indicate that, the geometries are either square planar or octahedral. The biological activity of the ligand and its complexes against fungi (Aspergillus nigar and Fusarium oxysporium) were investigated. The metal complexes exhibited higher activity than both the parent ligand and the corresponding metal ion.