• Title/Summary/Keyword: iridium complexes

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Synthesis and Electrochemical Study of the Ir(III) Complexes Containing the Diphenyl-quinoline, -Quinoxaline and Pyrazolonate Ligands

  • Lee, Hyun-Shin;Ha, Yun-Kyoung
    • Bulletin of the Korean Chemical Society
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    • v.32 no.3
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    • pp.1007-1010
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    • 2011
  • $Ir(dpq/dpqx)_2$(przl-R) complexes were prepared and their electrochemical properties were investigated, where dpq, dpqx and przl-R represent 2,3-diphenylquinoline, 2,3-diphenylquinoxaline and N-phenyl-R-pyrazolonate derivatives, respectively. The iridium complexes containing dpq and dpqx as main ligands were reported to show red phosphorescence, and involvement of a pyrazolonate ancillary ligand in the iridium complexes led to high luminous efficiency for organic light-emitting diodes. In this study, we synthesized red phosphorescent iridium complexes containing a new pyrazolonate ancillary ligand and investigated the HOMOs, LUMOs and resulting electrochemical gaps of $Ir(dpq/dpqx)_2$(przl-R) by cyclic voltammetry. The emission wavelengths of the complexes at 600 - 640 nm were consistent with the gaps of 1.95 - 2.03 eV measured from reduction and oxidation potentials of the complexes.

Phosphorescent Iridium Complexes for OLEDs Based on 1-Phenylpyrazole Ligands with Fluorine and Methyl Moieties

  • Yoon, Seung Soo;Song, Ji Young;Na, Eun Jae;Lee, Kum Hee;Kim, Seong Kyu;Lim, Dong Whan;Lee, Seok Jae;Kim, Young Kwan
    • Bulletin of the Korean Chemical Society
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    • v.34 no.5
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    • pp.1366-1370
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    • 2013
  • A series of phosphorescent iridium(III) complexes 1-4 based on phenylpyrazole were synthesized and their photophysical properties were investigated. To evaluate their electroluminescent properties, OLED devices with the structure of ITO/NPB/mCP: 8% Iridium complexes (1-4)/TPBi/Liq/Al were fabricated. Among those, the device with 3 showed the most efficient white emission with maximum luminance of 100.6 $cd/m^2$ at 15 V, maximum luminous efficiency of 1.52 cd/A, power efficiency of 0.71 lm/W, external quantum efficiency of 0.59%, and CIE coordinates of (0.35, 0.40) at 15.0 V, respectively.

Blue-emitting heteroleptic iridium(III) complexes based on fluorinated 2-phenyl-4-methoxypyridine

  • Lee, Seung-Chan;Kim, Young-Sik
    • 한국정보디스플레이학회:학술대회논문집
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    • 2008.10a
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    • pp.469-472
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    • 2008
  • New iridium complexes with 2-(3',5'-bis-trifluoromethylphenyl)-4-metoxypyridine [$(CF_3)_2ppyOMe$] were synthesized and characterized for blue phosphorescent materials. It was found that $Ir[(CF_3)_2ppyOMe]_2$(acac) gives blue emission at 471 nm with strong luminescence efficiency. We discuss the role played by electron withdrawing substituents and also how the ancillary ligand influences the emission peak.

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Red Electrophosphorescent Organic Light-emitting Diodes Based on New Iridium Complexes. (새로운 이리듐 화합물을 이용한 적색 인광 유기 발광 다이오드)

  • Gong, Doo-Won;Kim, Jun-Ho;Lee, Kum-Hee;Yoon, Seung-Soo;Kim, Young-Kwan
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 2006.06a
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    • pp.73-74
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    • 2006
  • New iridium complexes that have carbonyl group were synthesized and demonstrated various red light emission in organic light-emitting diodes (OLEDs). The maximum luminance of $57000{\sim}15300\;cd/m^2$ at 15 V and the luminance efficiency of 22.8~5.6 cd/A at $20\;mA/cm^2$ were achieved respectively. The peak wavelength of the electroluminescence were at 570~604 nm and the device also showed a stable color chromaticity with various voltages.

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Synthesis and Characterization of properties for Iridium Complexes (Ir 착체의 합성과 특성에 관한 연구)

  • Kim, Dong-Hwan;Kim, Hwa-Seon;Kwak, Ji-Hoon;Lee, Ji-Hoon;An, Ho-Guen;Chung, Min-Chul
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 2007.06a
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    • pp.437-438
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    • 2007
  • A Iridium complexes has been synthesised from the reaction of [$lr(ppy)_2Cl_2$] with 5-bromo-2.2'-bipyridine, 5-Ethynyl-2.2'-bipyridine Characterization of the complexes were by FT-IR, $^1H(^{13}C)$-NMR and photo-, electro-chemistry properties were showed by UV-vis, Cyclicvoltammetry, Photoluminescence.

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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 $100^{\circ}C$.

Iridium(Ⅲ) Insertion into an Aromatic C-H Bond and Si-H Bond

  • Yang Nam Keun;Chung Dae-Eun;Ko Jaejung;Kang Sang Ook
    • Bulletin of the Korean Chemical Society
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    • v.13 no.6
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    • pp.627-631
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    • 1992
  • The dihydrido iridium(Ⅲ) complex [$Ir(PPh_3)_2H_2(ac)_2$]$BF_4$ (ac=acetone) reacts with 2-phenylpyridine and 7,8-benzoquinoline to yield the C-H activated complexes [$Ir(PPh_3)_2$H(ac)(L)]$BF_4$ (L= phenylpyridine; 7,8-benzoquioline). The dihydrido iridium(Ⅲ) complex [$Ir(PPh_3)_2H_2(ac)_2$]$BF_4$ also reacts with triaklysilane via an oxidative addition reaction to yield the trihydrido iridium complexes [$Ir(PPh_3)_2H_3SiR_3$]$BF_4$ (R =Et and Ph). The structual configuration was studied by conventional spectroscopy.

Photophysical Properties of Highly Efficient Blue-Green Emitting Cationic Iridium (III) Complexes Containing Two 2-Phenylbenzothiazole Ligands and One Diphosphine Ligand

  • Yun, Seong-Jae;Song, Young-Kwang;Kim, Minji;Shin, Jaemin;Jin, Sung-Ho;Kang, Sung Kwon;Kim, Young-Inn
    • Bulletin of the Korean Chemical Society
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    • v.35 no.11
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    • pp.3199-3204
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    • 2014
  • Two novel phosphorescent heteroleptic cationic Ir(III) complexes, Ir(bt)2(dmpe) (Ir1) and Ir (bt)2(dppe) (Ir2), where bt is 2-phenylbenzothiazole, dmpe is 1,2-bis(dimethylphosphino)ethane, and dppe is 1,2-bis(diphenyl-phosphino) ethane, were designed and synthesized. Their photophysical and electrochemical properties and the X-ray structure of the Ir1 complex were investigated. The prepared Ir(III) complexes exhibited blue-green emissions at 503-538 nm with vibronic fine structures in dichloromethane solution and PMMA film, implying that the lowest excited states are dominated by ligand-based $^3{\pi}-{\pi}^*$ transitions. The ${\pi}$-acceptor ability of the diphosphine ancillary ligand leads to blue-shift emission. The room temperature photoluminescent quantum yields (PLQYs) of Ir1 and Ir2 were 52% and 45%, respectively, in dichloromethane solution. These high PLQYs resulted from steric hindrances by the bulky cationic iridium complexes. The crystal structure of Ir1 was determined by X-ray crystallography, which revealed that central iridium adopted a distorted octahedral structure coordinated with two bt ligands (N^C) and one dmpe ligand (P^P) showing cis C-C and trans N-N dispositions. The bent nature of the dmpe ligand resulted in a relatively wide bite angle of $83.83^{\circ}$ of P-Ir-P.

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.

Tuning Photophysical and Electrochemical Properties of Heteroleptic Cationic Iridium(III) Complexes Containing Substituted 2-Phenylquinoxaline and Biimidazole

  • Sengottuvelan, Nallathambi;Seo, Hoe-Joo;Kang, Sung-Kwon;Kim, Young-Inn
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2309-2314
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    • 2010
  • Design and syntheses of four red phosphorescent heteroleptic cationic iridium(III) complexes containing two substituted phenylquinoxaline (pqx) or benzo[b]thiophen-2-yl-pyridin (btp) main ligands and one 2,2'-biimidazole (H2biim) ancillary ligand are reported: [$(pqx)_2$Ir(biim)]Cl (1), [$(dmpqx)_2$Ir(biim)]Cl (2), [$(dfpqx)_2$Ir(biim)]Cl (3), [$(btp)_2$Ir(biim)]Cl (4). Complex 1 showed a distorted octahedral geometry around the iridium(III) metal ion with cis metallated carbons and trans nitrogen atoms. The absorption, emission and electrochemical properties were systematically evaluated. The complexes exhibited red phosphorescence in the spectral range of 580 to 620 nm with high quantum efficiencies of 0.58 - 0.78 in both solution and solid-state at room temperature depending on the cyclometalated main ligands. The cyclic voltammetry of the complexes (1-3) showed a metal-centered irreversible oxidation in the range of 1.40 to 1.90 V as well as two quasi reversible reduction waves from -1.15 to -1.45 V attributed to the sequential addition of two electrons to the more electron accepting heterocyclic portion of two distinctive cyclometalated main ligands, whereas complex 4 showed a reversible oxidation potential at 1.24 V and irreversible reduction waves at -1.80 V.