• 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.

• Bulletin of the Korean Chemical Society
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• v.33 no.7
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• pp.2287-2294
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• 2012

Deep blue fluorescent host materials based on a novel spiro[benzo[c]fluorene-7,9'-fluorene] core structure with side aromatic wings in the 5- and 9-positions, namely, 5,9-di(naphthalen-2-yl)spiro[benzo[c]fluorene-7,9'-fluorene] (DN-SBFF), 5,9-bis(4-t-butylphenyl)spiro[benzo[c]fluorene-7,9'-fluorene] (BP-SBFF), and 5,9-bis(4-fluorophenyl)spiro[benzo[c]fluorene-7,9'-fluorene] (FP-SBFF), were designed and successfully prepared using the Suzuki reaction. The physical properties of these materials and their EL characteristics as blue host materials doped with N,N,N',N'-tetraphenylspiro[benzo[c]fluorene-7,9'-fluorene]-5,9-diamine (TPA-SBFF) were investigated. The device used comprised ITO/N,N'-diphenyl-N,N'-bis[4-(phenyl-m-tolyl-amino)phenyl]-biphenyl-4,4'-diamine (DNTPD)/N,N'-di(1-naphthyl)-N,N'-diphenylbenzidine (NPB)/(FP-SBFF):dopant x%/tris(8-hydroxyquinoline)aluminum ($Alq_3$)/LiF. The device obtained using FP-SBFF doped with TPA-SBFF showed high color purity (0.13, 0.18) and an efficiency of 6.61 cd/A at 7 V.

• Journal of Environmental Health Sciences
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• v.37 no.2
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• pp.159-164
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• 2011

We describe a method for effectively pretreating soil highly that has been contaminated with fluorene (${\gg}$ 120 mg/kg soil), i.e., we apply Fenton oxidation in which ethanol is added to increase fluorene removal. To obtain maximum fluorene removal efficiency, a minimum of 1.0 ml of ethanol, 0.35 ml of $H_2O_2$, and 0.2 ml of 0.5M $Fe^{2+}$ was needed per 1 g of fluorene-contaminated soil. Under optimal Fenton oxidation conditions, 13% of 9-fluorene was generated during Fenton oxidation of 43% fluorene. The biodegradability of 9-fluorenone was subsequently confirmed to be much more rapid than that of fluorene, i.e., biodegradability of 96% versus 35% over 31 days. These results demonstrate that the proposed treatment method can be effectively applied to remove fluorene prior to disposal at industrial waste sites.

• Journal of Soil and Groundwater Environment
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• v.16 no.5
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• pp.74-81
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• 2011

The fluorene-degrading strain Sphingobacterium sp. KM-02 was isolated from PAHs-contaminated soil near a mineimpacted area by selective enrichment techniques. Fluorene added to the Sphingobacterium sp. KM-02 culture as sole carbon source was 78.4% removed within 120 h. A fluorene degradation pathway is tentatively proposed based on identification of the metabolic intermediates 9-fluorenone, 4-hydroxy-9-fluorenone, and 8-hydroxy-3,4-benzocoumarin. Further the ability of Sphingobacterium sp. KM-02 to bioremediate 100 mg/kg fluorene in soil matrix was examined by composting under laboratory conditions. Treatment of microcosm soil with the strain KM-02 for 20 days resulted in a 65.6% reduction in total amounts. These results demonstrate that Sphingobacterium sp. KM-02 could potentially be used in the bioremediation of fluorene from contaminated soil.

• Analytical Science and Technology
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• v.15 no.5
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• pp.393-398
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• 2002

A method to determine simultaneously fluorene and anthracene in aqueous solution by synchronous fluorescence spectrometry has been studied. The emission characteristics and optimum wavelength interval (${\Delta}{\lambda}$) for synchronous spectra of fluorene and anthracene in aqueous solution were investigated. The optimum wavelength interval (${\Delta}{\lambda}$) was found to be 50 nm. The calibration curve for fluorene and anthracene in the synthetic mixture solution of both compounds was linear over the range from $5.0{\times}10^{-8}M$ to $1.0{\times}10^{-3}M$ and from $5.0{\times}10^{-8}M$ to $1.0{\times}10^{-3}M$ for fluorene and anthracene, respectively. The detection limit was $3.0{\times}10^{-9}M$ and $7.0{\times}10^{-9}M$, for fluorene and anthracene, respectively under the optimal wavelength interval.

• 한국정보디스플레이학회:학술대회논문집
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• 2002.08a
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• pp.724-727
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• 2002

2,7-dibromo-9, 9-dialkyl-substituted-fluorene derivatives were prepared by the alkylation of 2,7-dibromofluorene with various alkyl groups under two-phase phase transfer catalysis (PTC) conditions, as monomers for synthesizing poly(dialkylfluorene)s. Tetra-nbutylammonium hydrogen sulfate (TBAHS) was used as a phase transfer catalyst to enhance nucleophilic substitution. In addition, NaOH in water (25M) was used as a base to generate anions. Compared to conventional alkylation using butyllithium(BuLi), the reaction using the PTC technique attained high selectivity and substantial conversion of reactants, due to the enhanced reaction rate, while the reaction was carried out under moderate conditions. An approximately 90% yield was obtained from the reaction and the reaction time was remarkably reduced. 2,7-dibromo-9,9-dihexyl-fluorene, 2,7-dibromo-9,9-dioctyl-fluorene, and 2,7-dibromo-9,9-di(2-ethylhexyl)-fluorene were effectively synthesized by phase transfer catalytic reaction.

• Journal of Soil and Groundwater Environment
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• v.17 no.6
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• pp.82-91
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• 2012

The heavy metal effects on the degradation of fluorene by Sphingobacterium sp. KM-02 was determined in liquid cultures. The results showed that 10 mg/L cadmium, copper, zinc, and lead not only affected the growth of KM-02 with fluorene but also the ability of growing or resting cells to degrade this compound. Growth and fluorene degradation were strongly inhibited by cadmium and copper at 10 mg/L, while the inhibitory effect of zinc and lead at the same concentration or at 100 mg/L were not significant. In contrast, arsenic did not affect degradation or growth, even at very high concentrations of 100 mg/L. Subsequent analyses additionally revealed that concentrations of arsenic remained unchanged following incubation, while those of cadmium and copper decreased significantly.

• Bulletin of the Korean Chemical Society
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• v.30 no.3
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• pp.647-652
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• 2009

A novel spiro-type host material, 5-[4-(1-naphthyl)phenyl]-spiro[fluorene-7,9'-benzofluorene] (BH-1PN) and three new dopants, namely, 5-[diphenylamino)phenyl]-spiro[fluorene-7,9'-benzofluorene] (BH-1TPA), 5-[4-(N-phenyl (m-tolyl)amino]-spiro[fluorene-7,9'-benzofluorene] (BH-1MDPA) and 5-[(N-phenyl)-2-naphthyl]amino-spiro[fluorene- 7,9'-benzofluorene] (BH-1NPA) were designed and successfully prepared using the Suzuki or amination reactions. The electroluminescence characteristics of BH-1PN as a blue host material doped with each of the blue dopants were evaluated. The structure of the device is ITO/DNTPD/NPB/BH-1PN:5% dopant/Alq3/Al-LiF. The device obtained from BH-1PN doped with diphenyl-[4-(2-[1,1;4,1]terphenyl-4-yl-vinyl)phenyl]-amine (BD-1) showed good color purity, efficiency, luminance, and current-density characteristics.

• Bulletin of the Korean Chemical Society
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• v.30 no.4
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• pp.863-868
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• 2009

New spiro[fluorene-7,9′-benzofluorene]-based blue host material, 5-phenyl-spiro[fluorene-7,9′-benzofluorene] (BH-1P), was successfully prepared by reacting 5-bromo-spiro[fluorene-7,9′-benzofluorene] (1) with phenyl boronic acid through the Suzuki reaction. 5-(N,N-Diphenyl)amino-spiro[fluorene-7,9′-benzofluorene] (BH-1DPA) and diphenyl-[4-(2-[1,1;4,1]terphenyl-4-yl-vinyl)-phenyl]amine (BD-1) were used as dopant materials. 2,5-Bis-(2',2"- bipyridin-6-yl)-1,1-diphenyl-3,4-diphenylsilacyclopentadiene (ET4) and Alq3 were used as electron transfer materials. Their UV absorption, photoluminescence and thermal properties were examined. The blue OLEDs with the configuration of ITO/DNTPD/$\alpha$-NPD/BH-1P:5% dopant/$Alq_3$ or ET4/LiF-Al prepared from the BH-1P host and BH-1DPA and BD-1 dopants showed a blue EL spectrum at 452 nm at 10 V and a luminance of 923.9 cd/$m^2$ with an efficiency of 1.27 lm/W at a current density of 72.57 mA/$cm^2$.

• Clean Technology
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• v.17 no.4
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• pp.325-328
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• 2011

Atom-efficient preparation of 9, 9'-bis[4-(2'-hydroxy-3'-acryloyloxypropoxy) phenyl]fluorene (3), the extensively used building block for fluorene-containing acrylic epoxy polymers has been described. The epoxide ring opening esterification of 9, 9-bis[4-(glycidyloxy)phenyl]fluorene (1) with acrylic acid was catalyzed by some onium salts such as quaternary ammonium and phosphonium salts. While the coupling reactions depend greatly on the kind of the onium salts, the reaction of 9, 9-bis[4-(glycidyloxy)phenyl]fluorene (1) with acrylic acid proceed most efficiently in the presence of a catalytic amount of tetrabutylphosphonium bromide at $110^{\circ}C$ with 90% yield. This reaction is a cleaner reaction that minimizes the use of reactants and the production of chemical wastes.