• Title/Summary/Keyword: Tetrahydroquinoline

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Synthesis of 1,2,3,4-Tetrahydroquinolines Using AlCl3 in Aqua Mediated

  • Behbahani, Farahnaz K.;Ziaei, Parisa
    • Journal of the Korean Chemical Society
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    • v.58 no.1
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    • pp.44-48
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    • 2014
  • Catalytic performance of Lewis acids have been investigated in the synthesis of 1,2,3,4-tetrahydroquinolines via cyclocondensation reaction of aniline derivatives with cyclic enol ethers such as 3,4-dihydro-2H-pyran and 2,3-dihydrofuran. The catalytic activity of various of these catalysts in different solvents was compared with other classical catalysts such as KSF clay (1.5 g), $InCl_3$ (10-20 mol%), $ZrOCl_2$ (10 mol%), $Sc(OTf)_3$ (3 mol%), PANI-$InCl_3$ (10 mol%), $I_2$ (20 mol%), $InCl_3$ (5 mol%), 4-npa (25 mol%) and Cellulose-$SO_3H$ (0.03 g).

Degradation of the Herbicide, Alachlor, by Soil Microorganisms -III. Degradation under an Upland Soil Condition- (제초제 Alachlor의 토양미생물에 의한 분해 -제 3 보. 밭토양 조건에서의 분해-)

  • Lee, Jae-Koo
    • Applied Biological Chemistry
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    • v.29 no.2
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    • pp.182-189
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    • 1986
  • Alachlor, 2-chloro-2',6'-diethyl-N-(methoxymethyl) acetanilide produced four major degradation products, when incubated under an upland soil condition for 80 days. They include 8-ethyl-2-hydroxy-N-(methoxymethyl)-1,2,3,4-tetrahydroquinoline (m/z 221), N-hydroxyacetyl-2,3-dihydro-7-ethylindole (m/z 205), 2-hydroxy-2',6'-diethyl-N-(methoxymethyl) acetanilide (m/z 251), and 9-ethyl-1,5-dihydrol-(methoxymethyl)-5-methyl-4,1-benzoxazepin-2 (3H)-one (m/z 249). The products turned out to be a little different from those obtained under the flooded paddy soil condition used in the previous paper. The plausible pathways for the degradation were proposed.

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Synthesis and Photovoltaic Properties of Dendritic Photosensitizers containing Carbazole and Phenothiazine for Dye-sensitized Solar Cells (카바졸과 페노시아진을 이용한 염료감응형 태양전지의 염료 합성과 광적특성)

  • Kim, MyeongSeok;Jung, DaeYoung;Kim, JaeHong
    • 한국신재생에너지학회:학술대회논문집
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    • 2010.06a
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    • pp.89.1-89.1
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    • 2010
  • Since Gratzel and co-workers developed a new type of solar cell based on the nanocrystalline $TiO_2$ electrode, dye-sensitized solar cells (DSSCs) have attracted considerable attention on account of their high solar energy-to-conversion efficiencies (11%), their easy manufacturing process with low cost production compared to conventional p-n junction solar cells. The mechanism of DSSC is based on the injection of electrons from the photoexcited dye into the conduction band of nanocrystalline $TiO_2$. The oxidized dye is reduced by the hole injection process from either the hole counter or electrolyte. Thus, the electronic structures, such as HOMO, LUMO, and HOMO-LUMO gap, of dye molecule in DSSC are deeply related to the electron transfer by photoexcitation and redox potential. To date, high performance and good stability of DSSC based on Ru-dyes as a photosensitizer had been widely addressed in the literatures. DSSC with Ru-bipyridyl complexes (N3 and N719), and the black ruthenium dye have achieved power conversion efficiencies up to 11.2% and 10.4%, respectively. However, the Ru-dyes are facing the problem of manufacturing costs and environmental issues. In order to obtain even cheaper photosensitizers for DSSC, metal-free organic photosensitizers are strongly desired. Metal-free organic dyes offer superior molar extinction coefficients, low cost, and a diversity of molecular structures, compared to conventional Ru-dyes. Recently, novel photosensitizers such as coumarin, merocyanine, cyanine, indoline, hemicyanine, triphenylamine, dialkylaniline, bis(dimethylfluorenyl)-aminophenyl, phenothiazine, tetrahydroquinoline, and carbazole based dyes have achieved solar-to-electrical power conversion efficiencies up to 5-9%. On the other hand, organic dye molecules have large ${\pi}$-conjugated planner structures which would bring out strong molecular stacking in their solid-state and poor solubility in their media. It was well known that the molecular stacking of organic dyes could reduce the electron transfer pathway in opto-electronic devices, significantly. In this paper, we have studied on synthesis and characterization of dendritic organic dyes with different number of electron acceptor/anchoring moieties in the end of dendrimer. The photovoltaic performances and the incident photon-to-current (IPCE) of these dyes were measured to evaluate the effects of the dendritic strucuture on the open-circuit voltage and the short-circuit current.

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Photovoltaic Properties of Dendritic Photosensitizers containing multi-chromophore for Dye-sensitized Solar Cells (multi-chromophore를 가지는 유기염료의 DSSC 광전변환거동)

  • Kim, MyeongSeok;Cheon, Jong Hun;Jung, DaeYoung;Kim, JaeHong
    • 한국신재생에너지학회:학술대회논문집
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    • 2011.05a
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    • pp.117.2-117.2
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    • 2011
  • Since Gratzel and co-workers developed a new type of solar cell based on the nanocrystalline TiO2 electrode, dye-sensitized solar cells (DSSCs) have attracted considerable attention on account of their high solar energy-to-conversion efficiencies (11%), their easy manufacturing process with low cost production compared to conventional p-n junction solar cells. The mechanism of DSSC is based on the injection of electrons from the photoexcited dye into the conduction band of nanocrystalline TiO2. The oxidized dye is reduced by the hole injection process from either the hole counter or electrolyte. Thus, the electronic structures, such as HOMO, LUMO, and HOMO-LUMO gap, of dye molecule in DSSC are deeply related to the electron transfer by photoexcitation and redox potential. To date, high performance and good stability of DSSC based on Ru-dyes as a photosensitizer had been widely addressed in the literatures. DSSC with Ru-bipyridyl complexes (N3 and N719), and the black ruthenium dye have achieved power conversion efficiencies up to 11.2% and 10.4%, respectively. However, the Ru-dyes are facing the problem of manufacturing costs and environmental issues. In order to obtain even cheaper photosensitizers for DSSC, metal-free organic photosensitizers are strongly desired. Metal-free organic dyes offer superior molar extinction coefficients, low cost, and a diversity of molecular structures, compared to conventional Ru-dyes. Recently, novel photosensitizers such as coumarin, merocyanine, cyanine, indoline, hemicyanine, triphenylamine, dialkylaniline, bis(dimethylfluorenyl)-aminophenyl, phenothiazine, tetrahydroquinoline, and carbazole based dyes have achieved solar-to-electrical power conversion efficiencies up to 5-9%. On the other hand, organic dye molecules have large ${\pi}$-conjugated planner structures which would bring out strong molecular stacking in their solid-state and poor solubility in their media. It was well known that the molecular stacking of organic dyes could reduce the electron transfer pathway in opto-electronic devices, significantly. In this paper, we have studied on synthesis and characterization of dendritic organic dyes with different number of electron acceptor/anchoring moieties in the end of dendrimer. The photovoltaic performances and the incident photon-to-current (IPCE) of these dyes were measured to evaluate the effects of the dendritic strucuture on the open-circuit voltage and the short-circuit current.

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