• Title/Summary/Keyword: 9H-carbazole

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New Bipolar Green Host Materials Containing Benzimidazole-Carbazole Moiety in Phosphorescent OLEDs

  • Park, Jung-Hwan;Kim, Eun-Kyung;El-Deeb, Ibrahim M.;Jung, Su-Jin;Choi, Dae-Hyuk;Kim, Dong-Ha;Yoo, Kyung-Ho;Kwon, Jang-Hyuk;Lee, So-Ha
    • Bulletin of the Korean Chemical Society
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    • v.32 no.3
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    • pp.841-846
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    • 2011
  • New green host materials, 9-phenyl-3-(4-(1-phenyl-1H-benzo[d] imidazol-2-yl)phenyl)-9H-carbazole (3a) and 9-(naphthyl-2-yl)-3-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)-9H-carbazole (3b), have been designed and synthesized by attaching the electron transporting benzimidazole moiety to the hole transporting carbazole unit. These compounds have similar HOMO, LUMO levels and band-gap characteristics compared with CBP (4,4'-di(N-carbazolyl)biphenyl). The fabricated green phosphorescent OLED with this 3a host shows much better device performances compared to CBP-based one. The current and power efficiency is enhanced at least by 60 percent at a given constant luminance of 1000 cd/$m^2$.

Enhancement of Short-Circuit Current Density in Solar Cells via Reducing Recombination

  • Kim, Gwan-U;Lee, Gang-Yeong;Mun, Byeong-Jun;Lee, Won-Ho;U, Han-Yeong;Park, Tae-Ho
    • Proceedings of the Korean Vacuum Society Conference
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    • 2014.02a
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    • pp.484.1-484.1
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    • 2014
  • Bulk hetero junction (BHJ) polymer solar cells (PSCs) are one of the most promising fields as alternative energy source. Especially, the development of new p-type conjugated polymer is one of the main issues to get core technology. In this study, a series of varied ratio of 3,6-carbazole in poly[9-(heptadecan-9-yl)-9H-carbazole-2,7-diyl-alt-(5,6-bis-(octyloxy)-4,7-di(thiophen-2-yl)benzo-[1,2,5]-thia-diazole)-5,5-diyl] were designed and synthesized. These polymers have good solubility and film formability than PCDTBT which is well known promising material. Investigation of the photovoltaic properties of these new polymers indicated that polymer with 2% of 3,6-carbazole provided higher PCE (3.8% to 4.9%) with enhanced JSC, FF, VOC. We found origin of this improvement using several methods, one of which is reduced bimolecular recombination in polymer.

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Organic Sensitizers based on Bis-carbazole for Dye-Sensitized Solar Cells (비스-카바졸 유기염료를 이용한 염료감응태양전지)

  • Kim, Hyo-Jeong;Byun, Yeo-Jin;Nam, Jung-Eun;Kim, Dae-Hwan;Kang, Jin-Kyu
    • 한국태양에너지학회:학술대회논문집
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    • 2012.03a
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    • pp.397-399
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    • 2012
  • Dye-sensitized solar cells (DSSCs) have received considerable attention as the most promising candidates for renewable energy systems in recent years. Among these, organic dyes which have many advantages such as large absorption coefficients, customized molecular design for desired photophysical and photochemical properties, inexpensiveness and environment-friendliness, are suitable as photosensitizers for DSSCs. We have studied on the design and synthesis of two organic dyes (BECZ 1 and BECZ 2) with a 9-ethyl-9H-carbazole core for dye-sensitized solar cells (DSSCs). Two organic dyes comprised of two 9-ethyl-9H-carbazole moiety as electron-donor, two types of cyanoacrylic acid moiety acting as acceptor. In addition, n-ethyl unit introduced for increasing the solubility and the donating power. The obtained organic dyes were comprehensively characterized by NMR, GC-MS, FAB-MS and UV/Vis spectroscopies. DSSCs sensitized by the dyes BECZ1 and BECZ2 produced ${\eta}$ value 3.31% and a ${\eta}$ value 3.21%.

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Synthesis and Electroluminescent Properties of Cabazolyl Vinylene Derivatives

  • Seo, H.J.;Park, H.C.;Lee, S.E.;Park, J.W.
    • 한국정보디스플레이학회:학술대회논문집
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    • 2003.07a
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    • pp.952-954
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    • 2003
  • We report the photo-(PL) and electroluminescence (EL) properties of new conjugated compounds based on carbazolyl vinylene moiety, 3,3'-(1,4-phenylene di-2,1-ethenediyl) bis[9-ethyl-(E,E)-9H-carbazole](PEEC) and 3,3'-([1,1'-biphenyl]-4,4'-diyldi-2,1-ethenediyl)bis[9-ethyl-9H-carbazole](BPEEC), as emitting materials. The ITO/m-MTDATA/NPB/BPEEC/Alq3/LiF/Al device shows bluish-green EL spectrum at 490nm and turn-on voltage at 8V. PEEC shows bluish-green EL around ${\lambda}$ max=496nm and turn-on voltage at 6V and 2.4 Cd/A efficiency in ITO/m-MTDATA/NPB/PEEC/Alq3/LiF/Al device.

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Preparation and Luminescent Properties of a Novel Carbazole Functionalized Bis-β-diketone Ligand and Corresponding Eu(III) and Tb(III) Complexes

  • Zhang, Wei;Liu, Chang-Hui;Tang, Rui-Ren;Tang, Chang-Quan
    • Bulletin of the Korean Chemical Society
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    • v.30 no.10
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    • pp.2213-2216
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    • 2009
  • A novel carbazole functionalized bis-$\beta$-diketone type organic ligand, 1,1′-(2,6-bispyridyl)bis-3-(9-ethylcarbazole- 3-yl)-1,3-propanedione ($H_2L$) and its corresponding lanthanide complexes $Eu_2(L)_3\;and\;Tb_2(L)_3$ were successfully prepared. The ligand and complexes were characterized in detail based on FT-IR spectra, $^1H$ NMR and elemental analysis. The observed UV-Vis absorption and photoluminescence properties of the complexes were investigated, it shows that the Eu(III) and Tb(III) ions can be sensitized efficiently by the ligand ($H_2L$) to some extent, in particular, the complex $Tb_2(L)_3$ exhibits a more excellent luminescence property than the Eu(III) complex. Meanwhile, the introduction of the carbazole moiety can enlarge the $\Pi$-conjugated system of the ligand and enhance the luminescent intensity of the complexes. The results show that the complexes would be used as excellent luminescent materials.

Interlayer Engineering with Different Host Material Properties in Blue Phosphorescent Organic Light-Emitting Diodes

  • Lee, Jong-Hee;Lee, Jeong-Ik;Lee, Joo-Won;Chu, Hye-Yong
    • ETRI Journal
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    • v.33 no.1
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    • pp.32-38
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    • 2011
  • We investigated the light-emitting performances of blue phosphorescent organic light-emitting diodes, known as PHOLEDs, by incorporating an N,N'-dicarbazolyl-3,5-benzen interlayer between the hole transporting layer and emitting layer (EML). We found that the effects of the introduced interlayer for triplet exciton confinement and hole/electron balance in the EML were exceptionally dependent on the host materials: 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole, 9-(4-tert-butylphenyl)-3,6-ditrityl-9H-carbazole, and 4,4'-bis-triphenylsilanyl-biphenyl. When an appropriate interlayer and host material were combined, the peak external quantum efficiency was greatly enhanced by over 21 times from 0.79% to 17.1%. Studies on the recombination zone using a series of host materials were also conducted.

A Simple Carbazole-based Schiff Base as Fluorescence "off-on" Probe for Highly Selective Recognition of Cu2+ in Aqueous Solution

  • Tang, Lijun;Wu, Di;Hou, Shuhua;Wen, Xin;Dai, Xin
    • Bulletin of the Korean Chemical Society
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    • v.35 no.8
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    • pp.2326-2330
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    • 2014
  • A carbazole-based Schiff base CB2 was synthesized and applied as a highly selective and sensitive fluorescent probe for $Cu^{2+}$ in $H_2O$-DMSO (8/2, v/v, pH = 7.4) solution. CB2 exhibits an excellent selectivity to $Cu^{2+}$ over other examined metal ions with a prominent fluorescence "turn-on" at 475 nm. CB2 and $Cu^{2+}$ forms a 1:2 binding ratio complex with detection limit of $9.5{\mu}M$. In addition, the $Cu^{2+}$ recognition process is hardly interfered by other examined metal ions.

Synthesis of Photoconductive N-unsaturated Alkylcarbazole Derivatives (광전도성 N-불포화알킬카르바졸 유도체의 합성)

  • Jung, Eun-Sil;Cho, Eul-Hoon;Chung, Pyung-Jin
    • Applied Chemistry for Engineering
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    • v.9 no.4
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    • pp.548-553
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    • 1998
  • The N-unsaturated alkylcarbazole derivatives were synthesized by the nucleophilic unimolucular substitution reaction ($S_N1$) of carbazole with unsaturated alkyl chloride. These reactions between carbazole and unsaturated alkyl chloride were conducted in dimethyl sulfoxide (DMSO) containing alkali (NaOH or KOH) at room temperature for 4 hrs under nitrogen atmosphere. The mole ratios of carbazole, alkali and unsaturated alkyl chloride were 1:6:1, respectively. All of the compounds of starting materials and reaction products were characterized by CHN analysis, $^1H$-NMR and FR-IR spectroscopy.

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Synthesis and Photovoltaic Properties of New π-conjugated Polymers Based on Benzo[1,2,5]thiadiazole (Benzo[1,2,5]thiadiazole을 기본 골격으로 한 공액고분자의 합성 및 광전변환특성 연구)

  • Bea, Jun Huei;Lim, Gyeong Eun;Kim, Joo Hyun
    • Applied Chemistry for Engineering
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    • v.24 no.4
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    • pp.396-401
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    • 2013
  • Alternating copolymers, poly[9-(2-octyl-dodecyl)-9H-carbazole-alt-4,7-di-thiophen-2-yl-benzo[1,2,5]thiadiazole] (PCD20TBT) and poly[9,10-bis-(2-octyl-dodecyloxy)-phenanthrene-alt-4,7-di-thiophen-2-yl-benzo[1,2,5]thiadiazole] (PN40TBT), were synthesized by the Suzuki coupling reaction. The copolymers were soluble in common organic solvents such as chloroform, chlorobenzene, 1,2-dichlorobenzene, tetrahydrofuran and toluene. The maximum absorption wavelength and the band gap of PCD20TBT were 535 nm and 1.75 eV, respectively. The maximum absorption wavelength and the band gap of PN40TBT were 560 nm and 1.97 eV, respectively. The HOMO and the LUMO energy level of PCD20TBT were -5.11 eV and -3.36 eV, respectively. As for PN40TBT, the HOMO and the LUMO energy level of PCD20TBT were -5.31 eV and -3.34 eV, respectively. The polymer solar cells (PSCs) based on the blend of copolymer and PCBM (1 : 2 by weight ratio) were fabricated. The power conversion efficiencies of PSCs based on PCD20TBT and PN40TBT were 0.52% and 0.60%, respectively. The short circuit current density ($J_{SC}$), fill factor (FF) and open circuit voltage ($V_{OC}$) of the device with PCD20TBT were $-1.97mA/cm^2$, 38.2% and 0.69 V. For PN40TBT, the $J_{SC}$, FF, and $V_{OC}$ were $-1.77mA/cm^2$, 42.9%, and 0.79 V, respectively.

Evaluation of the Performance of an Organic Thin Film Solar Cell Prepared Using the Active Layer of Poly[[9-(1-octylnonyl)-9H-carbazole-2.7-diyl]-2.5-thiophenediyl-2.1.3-benzothiadiazole-4.7-Diyl-2.5-thiophenediyl]/[6,6]-Phenyl C71 Butyric Acid Methyl Ester Composite Thin Film

  • Ochiai, Shizuyasu;Uchiyama, Masaki;Kannappan, Santhakumar;Jayaraman, Ramajothi;Shin, Paik-Kyun
    • Transactions on Electrical and Electronic Materials
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    • v.13 no.1
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    • pp.43-46
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    • 2012
  • Organic solar cell devices were fabricated using poly[9-(1-octylnonyl)-9H-carbazole-2.7-diyl]-2.5-thiophenediyl-2.1.3-benzothiadiazole-4.7-diyl-2.5-thiophenediyl] PCDTBT/ [6,6]-phenyl $C_{71}$ butyric acid methyl ester (PC71BM) active layer deposited by spin coating. Moreover, the relationship between solar cell performance and buffer layer thickness was investigated by spin coating speed and AFM imaging of the buffer layer surface. The performance of the organic solar cell with spin-coated active layer was then evaluated, and the power conversion efficiency of the solar cell was determined to be > 5%.