• Title/Summary/Keyword: Vinyl bromide

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A Novel Synthetic Route to 11-Deoxyanthracycline AB Synthons

  • Kim, Hee-doo;Park, Sang-Ae;Jew, Sang-Sup
    • Archives of Pharmacal Research
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    • v.17 no.4
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    • pp.249-255
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    • 1994
  • An efficient synthetic method for 11-deoxyanthracycline AB synthons is described. A verstile key intemediate vinyl bromide 3 was prepared from 5- methodxy-1-tetralone in three steps, and then was converted to the allylic alcohols 4 and 8 which, in tum, fumished highly fuctionalized AB synthons 7 and 12, respectively, via sequential epoxidation-reduction-protection processes.

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Synthesis of Novel Carboacyclic Nucleosides with Vinyl Bromide Moiety as Open-chain Analogues of Neplanocin A

  • Choi, Myung-Hee;Kim, Hee-Doo
    • Archives of Pharmacal Research
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    • v.26 no.12
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    • pp.990-996
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    • 2003
  • A novel carboacyclic nucleoside analogue, 9-[2-bromo-4-hydroxy-3-hydroxymethyl-2-butenyl] adenine, and its derivatives were designed and synthesized as open-chain analogues of neplanocin A. The syntheses were accomplished via the coupling of adenine or pyrimidine bases to the key intermediate allylic bromide 7. The bromide 7 was prepared from epichlorohydrin in a seven step process in a 54% overall yield. The synthesized compounds were evaluated for their antiviral activity against the polio virus, HSV and HIV.

Electrochemical gas sensor based on Pt-Ru-Mo/MWNT electrocatalysts and vinyl ionic liquids as electrolyte

  • Ju, Dong-Woo;Choi, Seong-Ho
    • Analytical Science and Technology
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    • v.28 no.1
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    • pp.8-16
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    • 2015
  • We prepared a novel electrochemical gas sensor (EG sensor) based on interdigitated electrode (IDE) coated with vinyl ionic liquids (ILs) as electrolyte and Pt-Ru-Mo/MWNT electrocatalysts for occurring redox-active of CNCl gas. The vinyl ILs such as 1-butyl-3-(vinylbenzyl)imidazolium chloride, $[BVBI]^+Cl^-$, and 3-hexyl-1-vinylimidazolium bromide, $[HVI]^+Br^-$, were synthesized by $SN_2$ reaction in order to use electrolyte. The Pt-Ru-Mo/MWNT electrocatalysts were also prepared by one-step radiation-induced reduction of metal ions in the presence of MWNTs as supports. The fabricated EG sensor with vinyl ILs electrolyte was evaluated through optical microscopy (OM), scanning electron microscopy (SEM), and atomic force microscopy (AFM). The prepared EG sensor is clearly detected over 2.0 ppm CNCl gas and is exhibited a liner relationship between current and concentration over a region of 10-100 ppm.

Palladium Catalyzed Carbonylative Vinylation of Aryl Halides with Olefins and Carbon Monoxide

  • Kim, Jin-Il;Ryu, Cheol-Mo
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.246-250
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    • 1987
  • The reaction of aryl iodides or bromides with olefins in the presence of 1 mol % of $PdCl_2(PPh_3)_2$ and 3 equiv. of $n-Bu_3N\; at\; 100^{\circ}C$ in carbon monoxide atmosphere gave the corresponding aryl vinyl ketones in good yields with small amount of vinylated 1-aryl olefins. But, when the reaction was proceeded under the 10 atm of carbon monoxide, aryl vinyl ${\alpha}$-diketones and aryl vinyl ketones were obtained in moderate to good yields. The reaction was tolerant of a wide variety of functional groups on either the aryl halides or olefin compounds. Reactivity of aryl halide decrease in the order; aryl iodide > aryl bromide ${\gg}$aryl chloride. In general, the reaction proceeded well and gave good yields of aryl vinyl ketones and aryl vinyl ${\alpha}$-diketones when reactants are substituted with electron withdrawing groups.

Preparation of Poly(vinyl acetate)/Clay and Poly(vinyl acetate)/ Poly(vinyl alcohol)/Clay Microspheres

  • Jung Hye-Min;Lee Eun-Mi;Ji Byung-Chul;Sohn Sung-Ok;Ghim Han-Do;Cho Hyun-Ju;Han Young-A;Choi Jin-Hyun;Yun Jae-Deuk;Yeum Jeong-Hyun
    • Fibers and Polymers
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    • v.7 no.3
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    • pp.229-234
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    • 2006
  • Poly(vinyl acetate) (PVAc)/poly(vinyl alcohol) (PVA)/montmorillonite (MMT) clay nanocomposite microspheres with a core/shell structure have been developed via a suspension polymerization approach. In order to prepare the PVAc/ MMT and PVAc/PVA/MMT nanocomposite microspheres, which are promising precursor of PVA/MMT nanocomposite microspheres, suspension polymerization of vinyl acetate with organophilic MMT and heterogeneous saponification were conducted. A quaternary ammonium salt, cetyltrimethylammonium bromide, was mixed with the MMT in the monomer phase prior to the suspension polymerization. The rate of conversion decreased with an increase in MMT concentration. The incorporation of MMT into the PVAc was verified by FT-IR spectroscopy. Organic vinyl acetate monomers were intercalated into the interlayer regions of organophilic clay hosts and followed by suspension polymerization. Partially saponified PVA/MMT nanocomposite microspheres with a core/shell structure were successfully prepared by heterogeneous saponification.

Copolymerization and Contact Lens Application of HEMA-Substituted Polyphosphazene (HEMA가 치환된 Polyphosphazene의 공중합 및 콘택트렌즈 응용)

  • Kim, Tae-Hum;Seong, A-Young
    • Journal of the Korean Chemical Society
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    • v.53 no.3
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    • pp.340-344
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    • 2009
  • HEMA/vinyl-substituted polyphosphazene was prepared by the ring-opening polymerization of phosphonitrillic chroride trimer at $200{\sim}300\;{^{\circ}C}$, followed by Grignard reaction with vinyl magnesium bromide and then by the reaction with HEMA(2-hydroxyethyl methacrylate). HEMA/vinyl-substituted polyphosphazene was copolymerized with EGDMA(ethylene glycol dimethacrylate; used as a cross-linker for the free-radical copolymerization), NVP (N-vinyl-pyrrolidone) in the presence of AIBN (azobisisobutyronitrile) as a radical initiator. The oxygen transmissibility, water content and visible-ray transmissibility of the resulting copolymer were measured to be Dk/t 88, 30.89% and 87%, respectively, indicating that the copolymer can be used as a good contact lens material.

Preparation of Branched Polystyrene Using Atom Transfer Radical Polymerization Techniques and Protection-Deprotection Chemistry

  • Kwark, Young-Je
    • Macromolecular Research
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    • v.16 no.3
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    • pp.238-246
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    • 2008
  • A new strategy using protection-deprotection chemistry was used to prepare branched polymers using the ATRP method only. Among the several monomers with different protecting groups, vinyl benzyl t-butyloxy carbonate (VBt-BOC) and 4-methyl styrene (4-MeSt) could be polymerized successfully to form backbones using the ATRP method in a controlled fashion. The protected groups in the backbones were converted to alkyl bromides and used as initiating sites for branch formation. The benzyl t-butyloxy carbonate groups in the backbones containing VBt-BOC units were first deprotected to benzyl alcohol by trifluoroacetic acid, then converted to benzyl bromide by reacting them with triphenylphosphine/carbon tetrabromide. The benzyl bromide groups in the backbones containing 4-MeSt units could be generated by bromination of the methyl groups using N-bromosuccinimide/benzoyl peroxide. The structures of the prepared polymers were well-controlled, as evidenced by the controlled molecular weight as well as the narrow and unimodal molecular weight distribution.

A Study on the Wettability by Surfactant of Hydrophobic-Hydrophilic Powders (Hydrophobic-Hydrophilic 분체의 계면활성제에 의한 Wettability 연구)

  • Rho, Seung-Baik;Lim, Mi Ae
    • Applied Chemistry for Engineering
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    • v.9 no.2
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    • pp.177-184
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    • 1998
  • The contact angle on powder hydrophobic polymer PMMA(polymethylmethacrylate), PVC(poly vinyl chloride) and hydrophilic metal aluminium was measured by wicking method on the base of Washburn equation for water, glycerol, formamide, diiodomethane, 1,1,2,2-tetrabromoethane, 1-bromonaphthalene, acetone, chloroform, benzene, ethanol, methanol, and for anionic surfactant SDS(sodium dodecyl sulfate) and cationic surfactant CATB(cetyl trimethylamonium bromide) aqueous solution with concentrations. The values of ${\gamma}_c$ estimated by Zisman plot and adhesion tension plot for contact angle with organic liquids, SDS, and CTAB aqueous solutions were 43.5, 28.3, and $36.2mNm^{-1}$ for PMMA and 44.2, 25.0, and $34.8mNm^{-1}$ for PVC, respectively. From the results, it was considered that wettability and characteristics of solid surface were transformed by adding surfactant. The surface free energy, ${\gamma}_s$ and its components of PMMA, PVC, and aluminium were determined using harmonic equation.

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Biocompatibility of Multilayer Poly Methyl Methacrylate (PMMA)/Poly Vinyl Alcohol (PVA) Bone Plate by Electrospinning Method (전기방사로 제조된 다층 Poly Methyl Methacrylate (PMMA)/Poly Vinyl Alcohol (PVA) Bone Plate의 생체적합성 평가)

  • Kwak, Kyung-A;Kim, Young-Hee;Thai, Van Viet;Lee, Byong-Taek;Song, Ho-Yeon
    • Korean Journal of Materials Research
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    • v.20 no.6
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    • pp.312-318
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    • 2010
  • Multilayer Poly methyl methacrylate (PMMA)/ Poly vinyl alcohol (PVA) bone plates were fabricated using electrospinning and in vitro investigations were carried out for pre-clinical biocompatibility studies. The initial cellular cytotoxicity of the methacrylate (PMMA)/ Poly vinyl alcohol (PVA) bone plates was measured by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay using fibroblast-like L-929 cells. Cellular adhesion and differentiation studies were carried out using osteoblast-like MG-63 cells. As simulated body fluid (SBF) contains the same ionic concentration of body fluid and any bioactive material tends to deposit bone-like apatite on the samples surfaces into the SBF, in vitro bioactivity of the multilayer bone plates were investigated using SBF. We also studied the internal organization and tensile strength of the multilayer PMMA/PVA bone plates using micro-computed topography (${\mu}$-CT) and universal testing instrument (UTI, Korea) respectively. The cellular cytotoxicity study with MTT confirmed that the cellular viability was 78 to 90% which indicates good cyto-compatibility. Scanning electron microscopic findings revealed a good attachment and adhesion phenomenon of MG-63 cells onto the surfaces of the samples. Cellular differentiation studies also showed that osteogenic differentiation was switched on in a timely manner and affirmed along with that of the control group. Bone-like apatite formation on the surfaces was confirmed within 14 days of SBF incubation. Initial organizations of the multilayer PMMA/PVA bone plates were characterized as dense and uniform. The tensile strength of the post-pressing electronspun mat was higher than that of the pre-electronspun mat. These results suggest that a multilayer PMMA/PVA bone plate system is biocompatible, bioactive and a very good alternative bone plate system.