• Proceedings of the Korean Vacuum Society Conference
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• 2016.02a
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• pp.432.2-432.2
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• 2016

A new A-D-A type (Acceptor-Donor-Acceptor) conjugated based on pyridine-borane complex (Donor), non-boron fluorine (Donor) and 2,5-bis(alkyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) (Acceptor) were designed and synthesized via Pd-catalyzed Suzuki cross-coupling reaction. The synthesized boron based complex exhibited high electron affinity, which indicates deep HOMO energy levels and good visible absorption led to their use as donors in BHJ (bulk heterojunction) solar cells. Inverted devices were fabricated, reaching open-circuit voltage as high as 0.91eV. To probe structure-property relationship and search for design principle, we have synthesized pyridine-boron based electron donating small molecules. In this study, we report a new synthetic approach, molecular structure, charge carrier mobility and morphology of blended film and their correlation with the photovoltaic J-V characteristics in details.

• Journal of the Korean Institute of Electrical and Electronic Material Engineers
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• v.23 no.9
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• pp.701-707
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• 2010

We have synthesized new pure blue-emitting hyperbranched polyfluorene (Hyper-PDHF) through $A_2$ and $B_3$ type monomers via Suzuki coupling polymerization. The weight-average molecular weights ($M_w$) of the Hyper-PDHF was found about 35,000 with polydispersity index as 6.1. The UV absorption peak of the Hyper-PDHF film was at around 335 nm which was far blue shifted than that of linear PDHF film which was found at 380 nm. The pure blue photoluminescene (PL) peak of the Hyper-PDHF was measured at 419 nm as main emission with 397 and 444 nm as shoulder peaks. The Hyper-PDHF showed also higher PL quantum efficiency in solution than linear PDHF (Hyper-PDHF, $\Phi$sol =0.81; PDHF, $\Phi$sol=0.78). The annealed PDHF film (5 hrs on hot plate at $80^{\circ}C$) showed increased shoulder peak emissions and emission color was changed into the green emission. But, Hyper-PDHF film shows almost no excimer emission peak even the film was annealed. The enhanced PL efficiency and no excimer emission of Hyper-PDHF results from the inhibition of excimer formation by the introduction of the hyperbranched system into the polyfluorene backbone.

• Rapid Communication in Photoscience
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• v.1 no.1
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• pp.19-20
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• 2012

Novel star-shaped imide compounds containing electron-donating triphenylamine and/or electron-withdrawing bis(trifluoromethyl)phenyl side groups were synthesized via a two-step process. First, 3,6-dibromo-benzene-1,2,4,5-tetracarboxylic acid (2B4BA) was reacted with 4-aminophenyl (diphenylamine) (ATPA) or 3,5-bis(trifluoromethyl)aniline (6FA) by imide reaction. Then, Suzuki coupling reaction was carried out on these compounds with 4-(N,N-diphenylamino)-1-phenyl boronic acid (BTPA) or 3,5-bis(trifluoromethyl)phenyl boronic acid (6FBB), resulting in 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[4-(diphenylamino) phenyl]-pyromellitimide (TPTPPI), 3,6-bis[3,5-bis(trifluoro methyl) phenyl]-N,N'-bis[3,5-bis(trifluoromethyl) phenyl]-pyro mellitimide (6F6FPI) or 3,6-bis[4-(diphenylamino)phenyl]-N,N'-bis[3,5-bistrifluoromethyl)phenyl]-pyromellitimide (6FTPPI). The imide compounds obtained were characterized by NMR, FT-IR, DSC, TGA, melting point analyzer, EA, and solubility measurements. In addition, their optical and electrical properties were evaluated by fluorescence spectroscopy, UV-vis spectroscopy, and cyclic voltammetry (CV). 6F6FPI exhibited deep blue emission (443 nm), along with high $T_m$ ($382^{\circ}C$) and relatively high $T_g$ ($148^{\circ}C$).

• Bulletin of the Korean Chemical Society
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• v.35 no.6
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• pp.1639-1646
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• 2014

A series of novel fused-ring spiro compounds, spiro[benzo[ij]tetraphene-7,9'-fluorene] (SBTF) derivatives containing an end-capping aryl substituent at both the C3 and C10-positions hasbeen designed and synthesized via multi-step Suzuki coupling reactions. 3-(1-Naphthyl)-10-phenylSBTF (1N-PSBTF), 3-(2-naphthyl)-10-phenylSBTF (2N-PSBTF) and 3-[4-(1-naphthyl)phenyl]-10-phenylSBTF (NP-PSBTF) showed improved glass transition temperatures ($T_g$) with good thermal stability. Their photophysical, electrochemical, and electroluminescent properties were investigated and were used to construct blue organic light emission diodes (OLEDs). The typical OLED devices showed excellent performance; the NP-PSBTF-based device exhibited highly efficient deep blue-light emission with a maximum efficiency of 5.27 cd/A (EQE, 4.63%) with CIE (x = 0.133, y = 0.144). According to these characteristics, these deep-blue light emitting materials have sufficient potential for fluorescent OLED applications.

• Bulletin of the Korean Chemical Society
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• v.28 no.3
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• pp.443-446
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• 2007

The novel blue light emitting material, 9,10-bis(3',5'-diphenylphenyl)anthracene (BDA) was synthesized by Suzuki coupling reaction and characterized by the measurements of 1H NMR, 13C NMR and FT-IR. The new anthracene derivative, which contains anthracene as a main core unit and 3',5'-diphenylphenyl group derivative as wings, has high fluorescence yield, good thermal stability, and high glass transition temperature at 188 oC. With the newly non-doped blue emitting material in the multilayer device structure, it was possible to achieve the current efficiency of 3.0 cd/A. The EL spectrum of the ITO/CuPc/α-NPD/BDA/Alq3/LiF/Al device showed a maximum wavelength (λmax) at 440 nm. The emitting color of device showed the blue emission (x,y) = (0.18,0.19) at 10 mA/cm2 in CIE (Commission Internationale de l'Eclairage) chromaticity coordinates.

• Applied Microscopy
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• v.46 no.2
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• pp.105-109
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• 2016

Palladium has been used as a catalyst not only in Suzuki and Heck cross coupling reaction in organic chemistry, but also in automobile industry for the reduction of vehicle exhausts. The catalytic activity of Pd nanoparticles depends strongly on their size and exposed crystalline facets. In this study, the single crystalline palladium nanocubes/nanorods were prepared in the presence of polyvinyl pyrrolidone (PVP) and potassium bromide (KBr) using the polyol method. Selected area diffraction pattern and high-resolution transmission electron microscopy (TEM) were performed by TEM. The result shows that the ratio of KBr/PVP is the key factor to determine whether the product is cubes or rods. The as-prepared Pd nanocubes were highly uniform in both size and shape. The ordered packing structures including monolayer and multilayer can be fabricated via the rate-controlled evaporation of solution solvent. The catalytic activity of these Pd nanocubes towards heck reaction of iodobenzene with acrylate or acrylic acid was found to be higher than that of Pd nanorods. We suspect it is caused by the difference of energy state while Pd nanocubes is {100} plane and nanorods is {111} plane.

• Bulletin of the Korean Chemical Society
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• v.34 no.4
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• pp.1127-1130
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• 2013

Formation of the monodisperse submicrospheres consisting of ionic palladium(II) complexes, $[(Me_4en)Pd(L)]_2(X)_4$($Me_4en$ = N,N,N',N'-tetramethylethylenediamine; L = bis(4-(4-pyridylcarboxyl)phenyl)methane; $X^-=BF_4{^-}$ and $ClO_4{^-}$), has been carried out without any templates or additives. The submicrospheres were coated with silicates, and then calcined in air at $550^{\circ}C$ for 1 h, to efficiently form hollow-spherical $SiO_2$ submicro-reactors dotted with palladium(0) nanoparticles (PdNPs). That is, the submicrospheres act as both a template and a source of the palladium metal nanoparticles. The submicro-reactors containing nano-catalysts have been characterized by means of SEM, TEM, and XPS. Notably, the reactors were proved to be very effective for Suzuki-Miyaura cross-coupling and hydrogenation reactions.

• Bulletin of the Korean Chemical Society
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• v.30 no.6
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• pp.1325-1330
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• 2009

A general method has been developed for the solid phase synthesis of drug-like 7-aryl-benzo[b][1,4]oxazin-3(4H)- one derivatives 6. The method relies on a novel, microwave irradiation promoted cyclization reaction of the BOMBA resin bound, N-substituted-$\alpha$-(2-chloro-4-bromophenoxy)acetamide 3 that takes place via a Smiles rearrangement. The 7-bromobenzo[1,4]oxazine 4, produced in this process is converted to 7-aryloxazin analogs 5 by utilizing Suzuki coupling with various substituted arylboronic acids. Finally, the target 7-aryl-benzo[b][1,4]oxazin-3(4H)-ones 6 are liberated from the resin by treatment with 5% TFA. The progress of the reactions involved in this preparative route can be monitored by using ATR-FTIR spectroscopy on a single bead. The target compounds, obtained by using this five-step sequence, are produced in high yields and purities.

• 한국환경농학회:학술대회논문집
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• 2011.07a
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• pp.128-135
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• 2011

Consortia demonstrated the high capacities of anaerobic degradation of various aromatic compounds, which were successfully enriched from gley paddy soils under different conditions. Phenol and cresol was decomposed anaerobically using nitrate, ferric oxide or sulfate as electron acceptors. Biphenyl was degraded to $CO_2$, especially without addition of external electron acceptor. Alkylphenols with middle length of alkyl chain, were co-metaboliocally degraded with the presence of hydroxylbenzoate as the co-substrate under nitrate reducing conditions. The microorganisms responsible for the anaerobic co-metabolism was Thauera sp. Reductive dechlorination activity was also observed for polychlorophenols, fthalide, polychlorinated biphenyls, polychlorinated dibenzo-p-dioxins with the presence of lactate, formate or $H_2$ as electron donor. The fthalide dechlorinator was classified as Dehalobacter sp. Coupling of two physiologically-distinct anaerobic consortia, aromatic ring degrader and reductive dechlorinator, resulted in the mineralization of pentachlorophenol under anaerobic conditions. These results suggested that gley paddy soils harbored anaerobic microbial community with versatile capacity degrading aromatic compounds under anaerobic conditions.

• Macromolecular Research
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• v.13 no.2
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• pp.114-119
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• 2005

We synthesized two new series of alternating copolymers, poly[bis(2-(4-phenylenevinylene)-2-cyanoethenyl)-9,9-dihexyl-9H-fluoren-2,7-yl-alt-1,4-phenylene](Polymer-I)and poly[bis(2-(4-phenylenevinylene)-2­cyanoethenyl)-9,9-dihexyl-9H-fluoren-2,7-yl-alt-2,7-(9,9-dihexylfluorene)](Polymer-II), via the Suzuki coupling reaction, for use in light-emitting diodes (LEDs). Defect-free uniformly thin films of these polymers were found to be easily formed on indium-tin oxide (ITO) coated glass substrates. Multi-layer LEDs with ITO/PEDOT/Polymer/ LiF/Al configurations with or without an $Alq_3$ electron transport layer were fabricated with these polymers. The maximum EL emissions of Polymer-I and Polymer-II with an $Alq_3/LiF/Al$ cathode were observed at 516 and 533 nm, respectively. The maximum brightness and external luminance efficiency of the devices fabricated with the EL polymers were found to be $411 cd/m^2$ and 0.16 cd/A, respectively.