• Title/Summary/Keyword: Photophysical

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Rhodamine derivative synthesis: dual-detectable chemosensor

  • Son, Young-A;Kim, Hyung-Joo;Park, June-Min;Lee, A-Reum;Lee, Jun-Hee;Lee, Do-Hyun
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2012.03a
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    • pp.29-29
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    • 2012
  • Rhodamine chromophore/fluorophore have been attracted to many researchers due to its excellent photophysical properties. In this study, we have designed and synthesized a strong emissive fluorescent dye chemosensor for toxic elements. A rhodamine-based sensor was prepared by incorporation the rhodamine fluorophore and several functional host groups with high affinity to hazardous metal and anion. This sensor shows a high selectivity and an excellent sensitivity and is a dual-responsive colorimetric and fluorescent metal/anion-specific sensor. In addition, the 1:1 binding mode was proposed based on Job's plot method. Finally, computational calculation was simulated and calculated to approach for HOMO/LUMO of this dye chemosensor.

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Photophysical Properties of Chlorotriethylphosphinegold(I)

  • Kang, Jun-Gill;Jeong, Yong-Kwang;Oh, Sung-Il;Kim, Hyun-Jun;Park, Chang-Moon;Tiekink, Edward R.R.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2151-2157
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    • 2010
  • Spectroscopic and quantum mechanical studies of the Et3PAuCl complex were performed to characterize the effect of aurophilicity on the optical properties. When excited with UV light at low temperature, the crystalline complex produced a deep luminescence in both the blue (high-energy) and red (low-energy) regions of the spectrum. The intensity of the low-energy luminescence was markedly reduced in the powdered state and quenched in the solution state. Time-dependent density functional theory (TD-DFT) calculations on electronic structures of both the ground and excited states of aggregates $[Et_3PAuCl]_n$ (n = 1 - 3) indicated that the low-energy luminescence was attributable to Au-centered transitions, which are significantly affected by aurophilic interactions. By contrast, the high-energy luminescence appeared to be independent of the state of the complex and was strongly associated with the charge transfer from Cl to Au.

Preparation of Novel Fused Ring Spiro[benzotetraphene-fluorene] Derivatives and Application for Deep-Blue Host Materials

  • Kim, Min-Ji;Lee, Chil-Won;Gong, Myoung-Seon
    • 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.

New Phosphorescent Cyclometalated Iridium(III) Complexes with Diphenyl-1,3-oxazolic and 2-(3-Thienyl)pyridine Ligands for LED Applications

  • Kirsyuk, V. V.;Turgambaeva, A. E.;Shim, Jung-Jin;Rhee, Shi-Woo
    • 한국정보디스플레이학회:학술대회논문집
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    • 2003.07a
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    • pp.174-177
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    • 2003
  • We report four new phosphorescent iridium(III} complexes with 2,4-diphenyl-1,3-oxazole [$Ir(24dpo)_3$], 2,5-diphenyl-1,3-oxazole [$Ir(25dpo)_3$], 2-(3-thienyl) pyridine [$Ir(3thpyh)_3$] and [Ir(3thpy)2(acac)]. Three of them demonstrate good photophysical properties to be used as dopants to organic polymer matrix or to be used "as is" without a host matrix to fabricate OLEDs. Green and yellow light emission was observed for the photoluminescence: 569/525, 549/498 nm and 557,604/533 (solid state/$CH_2Cl_2$ solution) for $Ir(24dpo)_3$, $Ir(3thpyh)_3$ and $Ir(3thpyh)_2$acac respectively. Room temperature luminescent lifetimes are 2.5 and 1.8 ${\mu}s$ and quantum efficiencies 37 and 53%for $Ir(24dpo)_3$ and $Ir(3thpyh)_3$. The complexes are stable in air and sublimable at low pressure without considerable decomposition. Comparison of physicochemical properties of the reported iridium(III) cyclometalated compounds with that known from literature is carried out.

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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 Crystal Structure of Blue Phosphorescent mer-Tris(2',6'-difluoro-2,3'-bipyridinato-N,C4') Iridium(III)

  • Jung, Na-Rae;Lee, Eun-Ji;Kim, Jin-Ho;Park, Hyoung-Keun;Park, Ki-Min;Kang, Young-Jin
    • Bulletin of the Korean Chemical Society
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    • v.33 no.1
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    • pp.183-188
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    • 2012
  • A blue phosphorescent $Ir(dfpypy)_3$ (dfpypy:fluorinated pyridine-pyridine ligand) complex with meridional configuration has been synthesized by newly developed effective method and its solid state structure and photoluminescence are characterized. For this complex, mer-$Ir(dfpypy)_3$, the glass-transition and decomposition temperatures appear at $160^{\circ}C$ and $384^{\circ}C$ respectively in TGA and DSC experiments, which indicates that this complex has high thermal stability. In a crystalline structure, an average Ir-C bond length of mer-$Ir(dfpypy)_3$ is slightly longer than that of fac-$Ir(dfpypy)_3$, which assumed to be due to the weak trans-influence. The absorption and emission spectra are observed more red-shifted in mer-$Ir(dfpypy)_3$ than fac-$Ir(dfpypy)_3$. In addition, the former is readily oxidized than the latter in electrochemical behavior.

Synthesis, Photophysical and Electrochemical Properties of Novel Conjugated Donor-Acceptor Molecules Based on Phenothiazine and Benzimidazole

  • Zhang, Xiao-Hang;Kim, Seon-Ho;Lee, In-Su;Gao, Chun-Ji;Yang, Sung-Ik;Ahn, Kwang-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.28 no.8
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    • pp.1389-1395
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    • 2007
  • Two series of new organic fluorophores such as asymmetrical 3-(benzimidazol-2-yl)-10-hexylphenothiazine derivatives 1 and symmetrical 3,7-bis(benzimidazol-2-yl)-10-hexylphenothiazine derivatives 2 have been synthesized. Electronic absorption, fluorescence, and electrochemistry measurements reveal that the electron withdrawing benzimidazole subunit directly connected to the phenothiazine core facilitates the charge transfer characters which were also verified by the theoretical calculations. Various substituents on the benzimidazole moieties can allow a fine-tuning of the LUMO energy levels of the molecules without significantly affecting the HOMO energy levels. The method provides a new route for designing ambipolar molecules whose energy levels are well-matched with the Fermi levels of the electrodes to facilitate the electron or hole injection/transfer in OLED devices.

Porphyrin-Cored Arylether Dendrimers with Vinyl Groups in the Periphery

  • Lim, So-Yeon;Choi, Dae-Ock;Shin, Eun-Ju
    • Bulletin of the Korean Chemical Society
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    • v.29 no.7
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    • pp.1353-1358
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    • 2008
  • Benzyl arylether dendrimers with zinc porphyrin core and terminal vinyl groups have been synthesized and their photophysical properties and the influence of dendritic environments were investigated. Free base porphyrin-cored benzyl arylether dendrimers 1a-1c and 3a-3c, and their zinc derivatives 2a-2c and 4a-4c have been prepared. Absorption spectra are similar for all porphyrin-cored benzyl arylether dendrimers, except that absorption intensity at 280 nm increases in the higher generation of dendrimer. Fluorescence spectra are similar with two bands for all free base porphyrin dendrimers 1a-1c and 3a-3c, although fluorescence intensity ratio of shorter wavelength emission band to longer wavelength band varies with the generation of dendrimer. Emission efficiencies of 1a-1c and 3a-3c are lower than that of TTP. Emission efficiencies of 2a-2c and 4a-4c are higher than that of ZnTTP. Absorption and emission properties of 1a-1c, 2a-2c, 3a-3c, and 4a-4c were affected negligibly with dendritic environments.

Synthesis of a Novel Near-Infrared Fluorescent Dye: Applications for Fluorescence Imaging in Living Cells and Animals

  • Chen, Tongbin;Lai, Yijun;Huang, Suisheng
    • Bulletin of the Korean Chemical Society
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    • v.34 no.10
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    • pp.2937-2941
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    • 2013
  • Fluorescence imaging is considered as one of the most powerful techniques for monitoring biomolecule activities in living systems. Near-infrared (NIR) light is advantageous for minimum photodamage, deep tissue penetration, and minimum background autofluorescence interference. Herein, we have developed a new NIR fluorescent dye, namely, RB-1, based on the Rhodamine B scaffold. RB-1 exhibits excellent photophysical properties including large absorption extinction coefficients, high fluorescence quantum yields, and high photostability. In particular, RB-1 displays both absorption and emission in the NIR region of the "biological window" (650-900 nm) for imaging in biological samples. RB-1 shows absorption maximum at 614 nm (500-725 nm) and emission maximum at 712 nm (650-825 nm) in ethanol, which is superior to those of traditional rhodamine B in the selected spectral region. Furthermore, applications of RB-1 for fluorescence imaging in living cells and small animals were investigated using confocal fluorescence microscopy and in vivo imaging system with a high signal-to-noise ratio (SNR = 10.1).

Photophysical and Electrochmical Studies of N,N-Bis (2,5-di-tert-butylphenyl) - 3,4,9,10 perylenebis (dicarboximide) (DBPI)

  • El-Hallag, Ibrahim S.;El-Daly, Samy A.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.4
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    • pp.989-998
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    • 2010
  • The titled dye of DBPI gives amplified spontaneous emission (ASE) with maximum at 580 nm upon pumping by nitrogen laser (${\lambda}_{ex}\;=\;337.1\;nm$). The ground state absorption cross section (${\sigma}_A$) and emission cross section (${\sigma}_E$) as well as effective emission cross section(${\sigma}^*_E$) have been determined. The electronic absorption spectra of DBPI were measured in ethanol and tetrahydrofuran at room and low temperature. DBPI displays molecular aggregation in water. The photochemical reactivity of DBPI was also studied in carbon tetrachloride upon irradiation with 525 nm light. The electrochemical investigation of DBPI dye has been carried out using cyclic voltammetry and convolution deconvolution voltammetry combined with digital simulation technique at a platinum electrode in 0.1 mol/L tetrabutyl ammonium perchlorate (TBAP) in two different solvents acetonitrile ($CH_3CN$) and dimethylformamide (DMF). The species were reduced via consumption of two sequential electrons to form radical anion and dianion (EE mechanism). In switching the potential to positive direction, the compound was oxidized by loss of two sequential electrons, which were followed by a fast dimerization and/or aggregation process i.e $EC_{dim1}EC_{dim2}$ mechanism. The electrode reaction pathway and the chemical and electrochemical parameters of the investigated compound were determined using cyclic and convolutive voltammetry. The extracted electrochemical parameters were verified and confirmed via digital simulation method.