• Title/Summary/Keyword: Iridium complex

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Novel Cationic 2-Phenylpyridine-based Iridium(III) Complexes Bearing an Ancillary Phosphine Ligand: Synthesis, Photophysics and Crystal Structure

  • Ma, Ai-Feng;Seo, Hoe-Joo;Jin, Sung-Ho;Yoon, Ung-Chan;Hyun, Myeong-Ho;Kang, Sung-Kwon;Kim, Young-Inn
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2754-2758
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    • 2009
  • Three novel phosphorescent 2-phenylpyridine-based iridium(III) complexes, $[(ppy)_2Ir(P\^{}N)]PF6\;(1),\;[(dfppy)_2Ir(P\^{}N)]PF_6$ (2), and $[(dfmppy)_2 Ir(P\^{}N)]PF6$ (3), where $P\^{}N$ = 2-[(diphenylphosphino)methyl]pyridine (dppmp), were synthesized and characterized. The absorption, photoluminescence, cyclic voltammetry and thermal stability of the complexes were investigated. The complexes showed bright blue luminescences at wavelengths of 448 $\sim$ 500 nm at room temperature in $CHCl_3$ and revealed that the $\pi$-acceptor ability of the phosphorous atom in the ancillary dppmp ligand plays an important role in tuning emission color resulting in a blue-shift emission. The single crystal structure of $[(dfmppy))_2Ir(P\^N)]PF_6$ was determined using X-ray crystallography. The iridium metal center adopts a distorted octahedral structure coordinated to two dfmppy and one dppmp ligand, showing cis C-C and trans N-N chelate dispositions. There is a $\pi-\pi$ overlap between π electrons delocalized in the difluorophenyl rings.

Highly Efficient Red Emissive Heteroleptic Cyclometalated Iridium(III) Complexes Bearing Two Substituted 2-Phenylquinoxaline and One 2-Pyrazinecarboxylic Acid

  • Sengottuvelan, Nallathambi;Yun, Seong-Jae;Kim, Dae-Young;Hwang, In-Hye;Kang, Sung Kwon;Kim, Young-Inn
    • Bulletin of the Korean Chemical Society
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    • v.34 no.1
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    • pp.167-173
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    • 2013
  • A series of highly efficient red phosphorescent heteroleptic iridium(III) complexes 1-6 containing two cyclometalating 2-(2,4-substitued phenyl)quinoxaline ligands and one chromophoric ancillary ligand were synthesized: (pqx)$_2Ir$(mprz) (1), (dmpqx)$_2Ir$(mprz) (2), (dfpqx)$_2Ir$(mprz) (3), (pqx)$_2Ir$(prz) (4), (dmpqx)$_2Ir$(prz) (5), (dfpqx)$_2Ir$(prz) (6), where pqx = 2-phenylquinoxaline, dfpqx = 2-(2,4-diflourophenyl)quinoxaline, dmpqx = 2-(2,4-dimethoxyphenyl)quinoxaline, prz = 2-pyrazinecarboxylate and mprz = 5-methyl-2-pyrazinecarboxylate. The absorption, emission, electrochemical and thermal properties of the complexes were evaluated for potential applications to organic light-emitting diodes (OLEDs). The structure of complex 2 was also determined by single-crystal X-ray diffraction analysis. Complex 2 exhibited distorted octahedral geometry around the iridium metal ion, for which 2-(2,4-dimethoxyphenyl)quinoxaline N atoms and C atoms of orthometalated phenyl groups are located at the mutual trans and cis-positions, respectively. The emission spectra of the complexes are governed largely by the nature of the cyclometalating ligand, and the phosphorescent peak wavelengths can be tuned from 588 to 630 nm with high quantum efficiencies of 0.64 to 0.86. Cyclic voltammetry revealed irreversible metal-centered oxidation with potentials in the range of 1.16 to 1.89 V as well as two quasi-reversible reduction waves with potentials ranging from -0.94 to -1.54 V due to the sequential addition of two electrons to the more electron-accepting heterocyclic portion of two distinctive cyclometalated C^N ligands.

Evidence for Nitrogen-Bonded Acrylonitrile to Iridium (Ⅰ) in Acrylonitrilecarbonylbis(triphenylphosphine)iridium (Ⅰ) perchlorate

  • Park, Soon-Heum;Park, Hwa-Kun;Chin, Chong-Shik
    • Bulletin of the Korean Chemical Society
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    • v.5 no.4
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    • pp.167-169
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    • 1984
  • Analyses of $_1$H-NMR, infrared and electronic spectral data for $[Ir(CH_2 = CHCN)(CO)(P(C_6H_5)_3)_2]ClO_4 (1)$prepared by the reaction of $Ir(OClO_3)(CO)(P(C_6H_5)_3)_2$ with $CH_2 = CHCN$, agree with the suggestion that 1 is a mixture of the nitrogen-bonded acrylonitrile complex, $[(CO)(P(C_6H_5)_3)_2Ir-NCCH = CH_2]ClO_4$ and other compound which may be the C = C ${\Pi}$ -system-bonded acrylonitrile complex, "[(CO)(P(C6H5)3)2Ir-CHCN = CH2]ClO4.

Synthesis and Catalytic Activity of Water-Soluble Iridium-Sulfonated Triphenylphosphine Com;lex. Hydration of Nitriles

  • 진종식;김상열;주광석;원경식;종대성
    • Bulletin of the Korean Chemical Society
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    • v.20 no.5
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    • pp.535-538
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    • 1999
  • Five coordinated water-soluble iridium(l) complex, IrH(CO)(TPPTS)3 (1) (TPPTS = P(m-C6H4SO3Na)3-xH2O) has been prepared from the reaction of IrCl3·3H2O with TPPTS and HCHO in H2O/EtOH solution. Complex 1 catalyzes the hydration of nitrites (RC ≡ N, R = CH3, CICH2, CH3(CH2)4, Ph) in aqueous solution to give the corresponding amides (RCONH2) at 100℃. The hydration of unsaturated nitrites (R'C ≡ N, R'=CH3CH=CH, CH3OCH=CH, trans-PhCH=CH, CH2=C(CH3)) takes place regioselectively on-C ≡ N group to give unsaturated amides (R'CONH2) leaving the olefinic group intact. The yields of the amides seem to be depending on the electrophilicity of the carbon of nitrile: The more the electron withdrawing ability of the substituents on nitrites, the more amides are obtained. The hydration of dinitriles (NC-R-CN, R=(CH2)4, (CH2)6) with complex 1 initially gives mono-hydration products (NC-R-CONH2) which are slowly hydrated further to give dihydration products (H2NCO-R-CONH2). The hydration of 1,4-dicyanobutane has been found to be somewhat faster than that of 1,6-dicyanohexane.

Study of White Polymer Electrophosphorescent Light-emitting Diode with Heteroleptic Ir-Complex

  • Lee, Jay-Woo;Kim, Eu-Gene
    • 한국정보디스플레이학회:학술대회논문집
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    • 2007.08a
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    • pp.648-650
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    • 2007
  • We demonstrate highly efficient White Polymer Electrophosphorescent Light-emitting Diode using newly developed green and red light emitting heteroleptic iridium complex, Ir-(pq)2tpy, and blue light emitting fluorescent dopant, BczVBi. The best luminous efficiency reached 28cd/A with maximum luminance of 87000cd/m2. The scheme for determining optimum device architecture and dopant concentrations were constructed.

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Estimation of Energetic and Charge Transfer Properties of Iridium(III) Bis(2-phenylpyridinato-N,C2')acetylacetonate by Electrochemical Methods

  • Cha, Joeun;Ko, Eun-Song;Shin, Ik-Soo
    • Journal of Electrochemical Science and Technology
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    • v.8 no.2
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    • pp.96-100
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    • 2017
  • Iridium(III) bis(2-phenylpyridinato-$N,C^{2^{\prime}}$)acetylacetonate ($(ppy)_2Ir(acac)$), a green dopant used in organic light-emitting devices (OLEDs), was subjected to electrochemical characterization to estimate its formal oxidation potential ($E^{o^{\prime}}$), HOMO energy level ($E_{HOMO}$), electron transfer rate constant ($k^{o^{\prime}}$), and diffusion coefficient ($D_o$). The employed combination of voltammetric methods, i.e., cyclic voltammetry (CV), chronocoulometry (CC), and the Nicholson method, provided meaningful insights into the electron transfer kinetics of $(ppy)_2Ir(acac)$, allowing the determination of $k^{o^{\prime}}$ and $D_o$. The quasi-reversible oxidation of $(ppy)_2Ir(acac)$ furnished information on $E^{o^{\prime}}$ and $E_{HOMO}$, allowing the latter parameter to be easily estimated by electrochemical methods without relying on expensive and complex ultraviolet photoemission spectroscopic (UPS) measurements.

1,4-Dicyanobutene Bridged Binuclear Iridium (I, III) Complexes and Their Catalytic Activities

  • Park, Hwa-Kun;Chin, Chong-Shik
    • Bulletin of the Korean Chemical Society
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    • v.8 no.3
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    • pp.185-189
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    • 1987
  • Reactions of $Ir(ClO)_4(CO)(PPh_3)_2$ with dicyano olefins, cis-NCCH = CH$CH_2$$CH_2$CN (cDC1B), trans-NCCH = CH$CH_2$$CH_2$CN (tDC1B), trans-NC$CH_2$CH = CH$CH_2$CN (tDC2B), and NC$CH_2$$CH_2$$CH_2$$CH_2$CN (DCB) produce binuclear dicationic iridium (I) complexes, $[(CO)(PPh_3)_2Ir-NC-A-CN-Ir(PPh_3)_2(CO)](ClO_4)_2$ (NC-A-CN = cDC1B (1a), tDC1B (1b), tDC2B (1c), DCB (1d)). Complexes 1a-1d react with hydrogen to give binuclear dicationic tetrahydrido iridium (Ⅲ ) complexes, $[(CO)(PPh_3)_2(H)_2Ir-NC-A-CN-Ir(H)_2(PPh_3)_2(CO)](ClO_4)_2$ (NC-A-CN = cDC1B (2a), tDC1B (2b), tDC2B (2c), DCB (2d)). Complexes 2a and 2b catalyze the hydrogenation of cDC1B and tDC1B, respectively to give DCB, while the complex 2c is catalytically active for the isomerization of tDC2B to give cDC1B and tDC1B and the hydrogenation of tDC2B to give DCB at $100^{\circ}C$.

Study on Electroluminescence of the Phosphorescent Iridium(III) Complex Prepared by Ultrasonic Wave (초음파 합성법을 이용한 이리듐계 인광 물질 합성과 합성된 인광 물질의 전계 발광 특성 분석)

  • Yu, Hong-Jeong;Chung, Won-Keun;Chun, Byung-Hee;Kim, Sung-Hyun
    • Korean Chemical Engineering Research
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    • v.49 no.3
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    • pp.325-329
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    • 2011
  • $Ir(pmb)_{3}$(Iridium(III)Tri(1-phenyl-3-methylbenzimidazolin-2-ylidene-$C,C^{2'}$ ) was synthesized to develop a deep blue-emitting Ir(III) complex. We suggested the ultrasonic reactor to enhance the poor reaction yield of $Ir(pmb)_{3}$. The ultrasonic wave enhanced the reaction yield of $Ir(pmb)_{3}$ because the ultrasound helped non-soluble reactants disperse efficiently and produced free radial during the reaction. The maximum yield of $Ir(pmb)_{3}$ was 42.5%, which was 4 times higher than conventional method. Organic light emitting devices were fabricated with the synthesized mer-$Ir(pmb)_{3}$ which emitted at 405 nm. A range of host materials with large bandgaps (UGH2, mCP and CBP) were tested for developing a deep blue emitting device. In case of the device with mCP as the host material, it emitted deep blue and performed quite well relative to the other host materials tested.

Deep red electrophosphorescent organic light-emitting diodes based on new iridium complexes

  • Gong, Doo-Won;Kim, Jun-Ho;Lee, Kum-Hee;Yoon, Seung-Soo;Kim, Young-Kwan
    • 한국정보디스플레이학회:학술대회논문집
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    • 2006.08a
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    • pp.1075-1078
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    • 2006
  • New iridium complex was synthesized and demonstrated a deep red light emission in organic light-emitting diodes (OLEDs). The maximum luminance of 8320 cd/m2 at 15 V and the luminance efficiency of 2.5 cd/A at 20 mA/cm2 were achieved. The peak wavelength of the electroluminescence was at 626 nm with the CIE coordinates of (0.69, 0.30), and the device also showed a stable color chromaticity with various voltages.

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