• 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.

• 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.

• 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.

• 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.

• 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.

• 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.

• Bulletin of the Korean Chemical Society
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• v.33 no.4
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• pp.1367-1370
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• 2012

• Bulletin of the Korean Chemical Society
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• v.15 no.6
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• pp.432-436
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• 1994

Monomeric rhodium and iridium-diaryltetrazene complexes $Cp^*$M(RNN=NNR)($Cp^*$=1,2,3,4,5-pentamethylcyclope ntadienyl; M=Rh, Ir; R=Ph, 4-tolyl) have been synthesized from [$Cp^*MCl_2]_2$(M=Rh, Ir) and 2 equiv. of $[Li(THF)_x]_2(RN_4$R) in benzene. We have determined the crystal structure of (${\eta}^5$-pentamethylcyclopentadienyl)diphenyltetrazene iridium by using graphite-monochromated Mo-$K_a$ radiation. The compound was crystallized in the monoclinic space group $P2_{1/c}$ with a=13.781(3), b=9.035(l), c=17.699(3) ${\AA}$, and ${\beta}=111.93(l)^{\circ}$. An X-ray crystal structure of complex 1 showed a short N(2)-N(3) distance ($1.265 {\AA}$) consistent with the valence tautomer A with Ir(III) rather than Ir(I). All complexes are highly colored and decompose on irradiation at 254 nm. Electrochemical studies show that complex 1 displays a quasi-reversible reduction.

• 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 $100^{\circ}C$.

• Journal of Photoscience
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• v.10 no.2
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• pp.185-187
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• 2003

The preparation and the photophysics of organometallic Pt(II) and Ir(III) complexes with 6-ch1oro-3-phenylpyridazine (H6Clppdz) are reported. $K_2$PtCl$_4$ and IrCl$_3$ㆍn$H_{2}O$ cleanly cyclometalate with H6Clppdz, forming the corresponding chloro-bridged dimers, (6Clppdz)Pt($\mu$-Cl)$_2$Pt(6Clppdz) and (6Clppdz)$_2$Ir($\mu$-Cl)$_2$Ir(6Clppdz)$_2$ in good yield. These chloro-bridged dimers are cleaved with acetylacetone (Hacac) to give the corresponding monomer, (6Clppdz)Pt(acac) and (6Clppdz)$_2$ Ir(acac), respectively. Both complexes show bright orange luminescence at room temperature and the emission wavelengths are different depending on the metal and the structure of complexes. (6Clppdz)Pt(acac) shows two sharp emission bands in shorter wavelength ($\lambda$$_{em}$=541 and 580 nm), while (6Clppdz)$_2$ Ir(acac) shows a broad emission band in longer wavelength ($\lambda$$_{em}$=615 nm). Strong spinorbit coupling due to the heavy metal atom allows for the formally forbidden mixing of the $^1$MLCT with the $^3$MLCT and $^3$$\pi$-$\pi$$^{*}$ states.