• Title/Summary/Keyword: Suzuki coupling

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Synthesis and Biological Activities of 8-Arylflavones

  • Dao, Tran-Thanh;Kim, Soo-Bae;Sin, Kwan-Seong;Kim, Sang-Hee;Kim, Hyun-Pyo;Park, Hae-Il
    • Archives of Pharmacal Research
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    • v.27 no.3
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    • pp.278-282
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    • 2004
  • A number of 8-arylflavones have been synthesized as congeners of wogonin and evaluated for their inhibitory activities of $PGE_2$ production. 8-Arylflavones were obtained from commercially available chrysin via two different synthetic pathways. Most 8-arylflavones exhibited much reduced inhibitory activities against COX-2 catalyzed $PGE_2$ production compared to that of wogonin. Functional group replacement at the 8-position of wogonin from methoxy to aryl group caused loss of inhibitory activity. Our present results imply that the functional group at the 8-position of flavones seems to play very important roles for bioactivity.

Synthesis and Characterization of Quaterrylene Bisimide as NIR Colorant (NIR Colorant용 Quaterrylene Bisimide의 합성 및 특성 연구)

  • Park, Keun-Soo;Jeong, Yeon-Tae
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
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    • v.24 no.5
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    • pp.398-403
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    • 2011
  • Recently, Near-infrared (NIR)colorant is intriguing and attractive but full of challenges. Although some cyanine colorant have been commercialized, near-infrared colorant with intensive NIR absorption, good chemical and photo-stability, and high solubility still remain as target compound. Certain polycyclic aromatic compounds such as quaterrylene represent a key class of NIR colorant and also give rise to outstanding physical and chemical properties after appropriate chemical modification. In this study, We have tried to introduceimide functional group to quaterrylene in order to give chemical and thermal stability. Finally, N,N'-bis (2,6-diisopropylphenyl)-quarterrylene-3,4:13,14-tetracarboximide was synthesized and evaluated its properties using $^1H$ NMR, Maldi-tof, TGA, and UV/VIS/NIR spectroscopy as NIR colorant. The quaterrylene bisimide compound exhibit a excellent thermal stability and chemical stability.

Synthesis and Characterization of Poly(fluorenylenevinylene-terphenylenevinylene) Containing Phenyl Pendant Group

  • Kim Yun-Hi;Jung Sung-Ouk;Lee Kwang-Hoi;Kwon Soon-Ki
    • Macromolecular Research
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    • v.14 no.1
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    • pp.81-86
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    • 2006
  • Poly(fluorenylenevinylene-terphenylenevinylene) containing phenyl pendant group was synthesized by Suzuki coupling reaction and characterized by ${1}^H$-NMR, ${13}^C$-NMR, and IR-spectrum. The weight average molecular weight ($M_{w}$) of the obtained polymer was 31,000 with a polydispersity index of 1.9. The polymer showed good solubility in common organic solvents, and the solution and film emitted blue emission ($\lambda_{max}$=460 nm) on irradiation with UV light. The ITO/PEDOT/polymer/Al device fabricated using the polymer as an emitting layer emitted blue light with a maximum peak around 460 nm. The maximum efficiency of the device was 0.011$\%$.

Synthesis and Characterization of Novel Fused Aromatic Materials

  • Park, Jong-Won;Zhao, Qing-Hua;Kim, Tae-Hoon;Yi, Mi-Hye;Kim, Yun-Hi;Kwon, Soon-Ki
    • 한국정보디스플레이학회:학술대회논문집
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    • 2007.08a
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    • pp.174-178
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    • 2007
  • A series of new oligomers were synthesized by Grignard reaction, the Suzuki coupling reaction, etc. The oligomers showed excellent TFT performance with mobilities higher than $0.5\;cm^2V^{-1}S^{-1}$ and on/off ratios higher than 5 $x10^5$. Their electronic and optical properties were investigated using many analysis methods, such as X-ray diffraction (XRD), UV-vis and photoluminescence spectroscopies.

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Design and Synthesis of New Fluorene-Based Blue Light Emitting Polymer Containing Electron Donating Alkoxy Groups and Electron Withdrawing Oxadiazole

  • Kim, Yun-Hi;Park, Sung-Jin;Park, Jong-Won;Kim, Jin-Hak;Kwon, Soon-Ki
    • Macromolecular Research
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    • v.15 no.3
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    • pp.216-220
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    • 2007
  • A new polyfluorene-based copolymer having 2-ethylhexyloxy-5-methoxy-l,4-phenylene as an electron donating group and 2,5-diphenyl-oxadiazole as an electron withdrawing group was synthesized by the Suzuki coupling reaction. The obtained copolymer was characterized by $^1H-NMR,\;^{13}C-NMR$, and IR-spectroscopy. The weight average molecular weight ($M_w$) of the obtained polymer was 18,600 with a polydispersity index of 1.5. The maximum photoluminescence of the solution and film of the polymer was observed at 453 nm and 456 nm, respectively. A double-layer device with the configuration, ITO/PEDOT/copolymer/Al, emitted blue light at 460 nm.

Small Molecules Based on Tetrazine or DPP for OPV Application (Tetrazine/DPP를 갖는 유기태양전지용 신규 단분자에 관한 연구)

  • Kim, Jin-A;Hyun, Jina;Lee, Kyeong K.;Lee, Sungkoo;Lim, Eunhee
    • Applied Chemistry
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    • v.15 no.2
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    • pp.105-108
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    • 2011
  • Organic photovoltaic cells (OPVs) have attracted considerable attention due to their low cost, light-weight and flexible characteristics. Small molecules have advantages of well-defined structure and easy synthesis. In this work, new tetrazine, DPP, and furan-based oligomers for organic solar cell were synthesized by Suzuki coupling reaction. The structures were confirmed by NMR and optical and electronic properties were investigated by UV-vis absorption.

Synthesis of Novel Carbazole-based Blue Light-emitting Copolymers Containing (Diphenylene)vinylene Pendants (디페닐렌비닐렌 치환기를 가진 카바졸계 청색발광 공중합체 합성)

  • Kim, Woo Yeon;Yoon, Keun-Byoung
    • Polymer(Korea)
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    • v.37 no.6
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    • pp.736-743
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    • 2013
  • Novel carbazole based copolymers were synthesized by Suzuki coupling polymerization. (Diphenylene)vinylene and n-octyl was introduced to carbazole as pendants for reducing band gap and improving solubility, respectively. Thermal, photoluminescence and electro-luminescence of copolymers were studied for applying the emitting layer of polymer light emitting diode (PLED). Maximum UV-vis absorption and photoluminescence (PL) emission wavelength of copolymers showed 333~340 nm and 409~464 nm in solution state, respectively. The relative quantum yield using 9,10-diphenylanthracene as a reference was 25.8%. These copolymers exhibited high thermal stability ($T_d$ = $350^{\circ}C$) and good film forming ability. Good luminance was obtained at voltages lower than 8 V and the onset voltage was observed at 4.0 V.

Synthesis and Photovoltaic Properties of New π-conjugated Polymers Based on 2,3-dimethyl-5,8-dithiophen-2-yl-quinoxaline (2,3-Dimethyl-5,8-dithiophen-2-yl-quinoxaline을 기본 골격으로 한 새로운 고분자 물질의 합성 및 광전변환특성)

  • Shin, Woong;Park, Jeong Bae;Park, Sang Jun;Jo, Mi Young;Suh, Hongsuk;Kim, Joo Hyun
    • Applied Chemistry for Engineering
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    • v.22 no.1
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    • pp.15-20
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    • 2011
  • Poly[2,3-dimethyl-5,8-dithiophene-2-yl-quinoxaline-alt-9,9-dihexyl-9H-fluorene] (PFTQT) and poly[2,3-dimethyl-5,8-dithiophen-2-yl-quinoxaline-alt-10-hexyl-10H-phenothiazine (PPTTQT) based on 2,3-dimethyl-5,8-dithiophen-2-yl-quinoxaline weresynthesized by Suzuki coupling reaction. All polymers were soluble in common organic solvents such as chloroform, chlorobenzene, o-dichlorobenzene, tetrahydrofuran (THF) and toluene. The maximum absorption wavelength and band gap of PFTQT were 440 nm and 2.30 eV, and PPTTQT were 445 nm and 2.23 eV, respectively. The HOMO and LUMO energy level of PFTQT were -6.05 and -3.75 eV, and PPTTQT were -5,89 and -3.66 eV, respectively. The organic photovoltaic devices based on the blend of polymer and PCBM (1 : 2 by weight ratio) were fabricated. Efficiencies of devices were 0.24% (PFTQT) and 0.16% (PPTTQT), respectively. The short circuit current density ($J_{sc}$), fill factor (FF), and open circuit voltage ($V_{oc}$) of the device with PFTQT were $0.97mA/cm^2$, 29% and 0.86 V, and the device based on PPTTQT were $0.80mA/cm^2$, 28% and 0.71 V, 31% and 0.71 V, respectively, under air mass (AM) 1.5 G and 1 sun condition ($100mA/cm^2$).

Improved Solubility and Characterization of Photovoltaic Properties D/A Copolymers based on Rigid Structure of Phenothiazine-Quinoxaline (Rigid한 Phenothiazine-Quinoxaline D/A 공액 고분자 구조의 용해성 향상 연구 및 유기박막태양전지로의 특성 분석)

  • Seong, Ki-Ho;Yun, Dae-Hee;Park, Yong-Sung
    • Clean Technology
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    • v.20 no.4
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    • pp.415-424
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    • 2014
  • In this study, two kinds of polymer (PPQX-2hdPTZ (P1), POPQX-2hdPTZ (P2)) were synthesised by Suzuki coupling reaction based on phenothiazine derivative as electron-donor and quinoxaline derivative as electron-acceptor. Microwave synthesis workstation was used to shorten the polymerization time and increase the degree of polymerization. The physical, thermal stability, optical and electrochemical properties of the synthesized polymer were confirmed. The thermal stability of two polymers was outstanding as the initial decomposition temperature was $323-328^{\circ}C$. And additional substituted alkoxy chain on P2 showed higher degree of polymerization. An analysis of electrochemical properties, all polymer had similar HOMO energy level values. Device was fabricated by ITO/PEDOT:PSS/active layer/$BaF_2$/Al structure and photovoltaic properties were confirmed. Each device has a different film thickness and the resulting change in PCE was confirmed. As a result the thinner thickness of the film showed a high efficiency ($PCE_{max}:P1=1.0%$, P2 = 1.1%).

Color Pure and Stable Blue Light Emitting Material Containing Anthracene and Fluorene for OLED

  • Park, Hyun-Tae;Oh, Dae-Hwan;Park, Jong-Won;Kim, Jin-Hak;Shin, Sung-Chul;Kim, Yun-Hi;Kwon, Soon-Ki
    • Bulletin of the Korean Chemical Society
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    • v.31 no.7
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    • pp.1951-1955
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    • 2010
  • A new blue light emitting anthracene derivative, 9,10-bis-(9',9'-diethyl-7'-t-butyl-fluoren-2'-yl)anthracene (BETF), has been designed and synthesized by a palladium catalyzed Suzuki cross-coupling. A theoretical calculation of the three-dimensional structure of BETF supports that it has a non coplanar structure and inhibited intermolecular interactions resulting in high luminescent efficiency and high color purity. BETF has good thermal stability with glass-transition temperature (Tg) of $131^{\circ}C$. The PL maximum of BETF in solution and film were 438 nm and 440 nm, respectively, showing pure blue emission. A multilayer device using BETF as emitting material exhibits maximum luminescence efficiency of 2.2 cd/A and a pure blue emission (Commission Internationale de L'Eclairage (CIE) coordinates of x = 0.15, y = 0.10).