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1.
The new heteroleptic iridium complexes bearing 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenolate (ODZ), were synthesized and characterized for application to organic light-emitting diodes (OLEDs). As main ligands (C^N), the anions of 2-phenylpyridine (ppy), 2-phenylquinoline (pq) and 2-(2,4-difluorophenyl)pyridine (F2-ppy) were chelated to the iridium center and 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenolate (ODZ) was introduced as an ancillary ligand for luminescence modulation of their iridium complexes. We expected that the relative energy levels of the main and ancillary ligands in the complexes could lead to emission color tuning and luminous efficiency improvement by possible inter-ligand energy transfer (ILET). The photoabsorption, photoluminescence and electroluminescence of the complexes were studied. Ir(F2-ppy)2(ODZ), Ir(ppy)2(ODZ) and Ir(pq)2(ODZ) exhibited the photoluminescence maxima between 505-610 nm at room temperature in CH2Cl2, depending on both main and ancillary ligands. The longer pi conjugation in the cyclometallating pq ligands leads to the bathochromic shift in luminescence of their iridium complexes. The electroluminescent properties of the complexes were influenced by ILET.  相似文献   

2.
The synthesis and luminescence of iridium(III) complexes containing new phenylpyridine (C(see test for symbol)N) ligands, 4-Me-4'-F-ppy, 4-Me-4'-CF3-ppy and 4-OMe-4'-CF3-ppy, were studied. These ligands were designed for development of the blue light-emitting iridium complexes by introducing the electron-withdrawing group (F, CF3) and the electron-donating group (Me, OMe) at the para positions of the phenyl and pyridine ligand rings, respectively. As an ancillary ligand, trzl-CMe3 was employed where trzl-CMe3 represents 2-(5-tert-butyl-2H-1,2,4-triazol-3-yl)pyridine. The resulting iridium complexes, Ir(4-Me-4'-F-ppy)2(trzl-CMe3), Ir(4-OMe-4'-CF3-ppy)2 (trzl-CMe3) and Ir(4-Me-4'-CF3-ppy)2(trzl-CMe3) exhibited the blue emission at 472, 484 and 494 nm in CH2Cl2 solution, respectively. Ir(4-Me-4'-F-ppy)2(trzl-CMe3) showed the most hypsochromic shift in photoluminescence (PL) among the complexes prepared herein. In the electroluminescence (EL) spectra, Ir(4-Me-4'-F-ppy)2(trzl-CMe3) and Ir(4-Me-4'-CF3-ppy)2(trzI-CMe3) exhibited the luminescence peak at 437 nm and 496 nm, respectively. In the aspect of blue emission color purity, Ir(4-Me-4'-F-ppy)2(trzl-CMe3) had the CIE coordinates of (0.176, 0.143), very close to the saturated standard blue emission.  相似文献   

3.
Ji Hyun Seo 《Thin solid films》2009,517(5):1807-1861
The blue-green organic light-emitting diodes based on heteroleptic tris-cyclometalated iridium(III) complexes containing the F2-ppy (2,4-difluorophenylpyridine) and ppy (2-phenylpyridine) ligands were fabricated. Ir(ppy)3 has been known to have a high phosphorescence efficiency in electroluminescence owing to its strong metal-to-ligand-charge transfer (MLCT) excited state, whereas the luminous efficiency of Ir(F2-ppy)3 was found to be low due to weak MLCT. Herein, we report two heteroleptic phosphorescent blue-green emitters, Ir(ppy)2(F2-ppy) and Ir(ppy)(F2-ppy)2, that exhibit emission peaks at 502 nm and 495 nm, respectively. The maximum luminous efficiencies of the devices with Ir(ppy)2(F2-ppy) and Ir(ppy)(F2-ppy)2 were 8.93 cd/A and 13.80 cd/A, respectively. The quantum efficiency of the device containing Ir(ppy)(F2-ppy)2 was 3.63% at J = 10 mA/cm2.  相似文献   

4.
We demonstrated white organic light-emitting diodes (WOLED) using the iridium bis(4-methyl-2,3-phenylquinolinato-N,C2) fluorophenylpyrazolonate complex (Ir(4-Me-2,3-dpq)2(przl-C6H4F)) as a phosphorescent red dopant and iridium bis[(4,6-difluorophenyl)-pyridinato-N,C2] picolinate (Flrpic) as a phosphorescent blue dopant. The WOLED with Ir(4-Me-2,3-dpq)2(przl-C6H4F) had better exciton confinement in emitting layer and indicated smaller movement of exciton than the WOLED with iridium bis(2-phenylquinoline) acetylacetonate (Ir(2-pq)2(acac)) as phosphorescent red dopant. The optimized WOLED had a peak external quantum efficiency of 7.16%, current efficiency of 11.84 cd/A, and Commission Internationale de l'Eclairage (CIE(x,y)) coordinates of (0.35, 0.32). The WOLED also exhibited the minimal change with delta CIE(x,y) coordinates of +/- (0.01, 0.00) from 100 to 4000 cd/m2.  相似文献   

5.
Yong Hwan Park 《Thin solid films》2007,515(12):5084-5089
The synthesis and photophysical study of efficient phosphorescent heteroleptic tris-cyclometalated iridium(III) complexes having two different (C^N) ligands are reported. In order to improve the luminescence efficiency by avoiding triplet-triplet (T-T) annihilation, new heteroleptic tris-cyclometalated iridium complexes, Ir(ppy)2(dpq), Ir(ppy)2(dpq-3-F) and Ir(ppy)2(dpq-CF3), are designed and prepared where ppy, dpq, dpq-3-F and dpq-CF3 represent 2-phenylpyridine, 2,4-diphenylquinoline, 2-(3-fluorophenyl)-4-phenylquinoline, and 4-phenyl-2-(4-(trifluoromethyl)phenyl)quinoline, respectively. Ppy ligands and dpq derivatives can act as a source of energy supply. When new heteroleptic tris-cyclometalated iridium complex, Ir(ppy)2(dpq-3-F) is placed in the lowest excited state, the excitation energy is neither quenched nor deactivated but quickly intermolecularly transferred from two ppy ligands to one luminescent dpq-3-F ligand. Such transfer can occur because the triplet energy level of Ir(ppy)3 is higher than that of Ir(dpq-3-F)3 and because Ir(dpq-3-F)3 was known to have a shorter lifetime than that of Ir(ppy)3. As a result, Ir(ppy)2(dpq-3-F) shows strong emission band at 620 nm from dpq-3-F ligand in the end. Thus it allows more reddish luminescent color and improves the luminescence by the decrease of quenching or energy deactivation by decreasing the number of the luminescent ligand. To analyze luminescent mechanism, we calculated these complexes theoretically by using computational method.  相似文献   

6.
In the paper, we describe new Ir complexes for achieving efficient blue phosphorescence. New blue-emitting mixed-ligand Ir complexes comprising one cyclometalating, two phosphines trans to each other such as Ir(dppz)(PPh3)2(H)(L) (Ll= Cl, NCMe+, CN), [dppz = 3,5-Diphenylpyrazole] were synthesized and studied to tune the phosphorescence wavelength to the deep blue region and to enhance the luminescence efficiencies. To gain insight into the factors responsible for the emission color change and the variation of luminescence efficiency, we investigate the electron-withdrawing capabilities of ancillary ligands using DFT and TD-DFT calculations on the ground and excited states of the complexes. To achieve deep blue emission and increase the emission efficiency, (1) we substitute the phenyl group on the 3-position of the pyrazole ring that lowers the triplet energy enough that the quenching channel is not thermally accessible and (2) change the ancillary ligands coordinated to iridium atom to phosphine and cyano groups known as very strong field ligands. Their inclusion in the coordination sphere can increase the HOMO-LUMO gap to achieve the hypsochromic shift in emission color and lower the HOMO and LUMO energy level, which causes a large d-orbital energy splitting and avoids the quenching effect to improve the luminescence efficiency. The maximum emission spectra of Ir(dppz)(PPh3)2(H)(CI) and Ir(dppz)(PPh3)2(H)(CN) were in the ranges of 439, 432 nm, respectively.  相似文献   

7.
To obtain a saturated blue phosphorescent material with a good color purity, we have synthesized the new blue emitting iridium complexes with 2, 6-difluoro-3-(4-methylpyridin-2-yl)pyridine (4-Me-dfpypy) as a main ligand. We expected that the LUMO energy levels of the complex might increase upon introduction of an electron donating group such as a methyl group to the pyridyl moieties of the ligand, leading to a wide energy gap of the complex to give the saturated blue emission. We have also introduced a variety of the ancillary ligands to the iridium center to compare the effect of the ancillary ligards on the emission of their complexes. The resulting iridium complexes, Ir(4-Me-dfpypy)3, Ir(4-Me-dfpypy)2(acac), Ir(4-Me-dfpypy)2(pic) and Ir(4-Me-dfpypy)2(trzl-CH3) where acac, pic, and trzl-CH3 represent acetylacetonate, picolinate, and 2-(5-methyl-2H-1,2,4-triazol-3-yl) pyridinate, respectively exhibited the blue emission at 451, 447, 440 and 425 nm in CH2Cl2 solution. The organic light emitting device (OLED) employing homoleptic Ir(4-Me-dfpypy), as the blue dopant was prepared and their electroluminescence was investigated. Ir(4-Me-dfpypy)3 exhibited the blue emission of CIE coordinates (0.22, 0.32).  相似文献   

8.
New blue emitting mixed ligand iridium(III) complexes comprising one cyclometalating, two phosphines trans to each other such as Ir(dppz)(PPhMe2)2(H)(C1) and Ir(dppz)(PPhMe2)2(H)(CN), [dppz = 3,5-Diphenylpyrazole] were studied to tune the phosphorescence wavelength to the deep blue region and to enhance the luminescence efficiencies. To achieve deep blue emission and increase the emission efficiency, the following must occur: (1) substitution of phenyl group on the 3-position of the pyrazole ring that lower the triplet energy enough that the quenching channel is not thermally accessible, (2) changing ancillary ligands coordinated to iridium atom to phosphine and cyano groups known as very strong field ligands. Using the density functional theory (DFT) and time-dependent DFT method calculations on the ground and excited states of the complexes, we have studied how the ancillary ligand influences the emission peak as well as MLCT transition efficiency. It is showed that the strong-field ancillary ligand such as CN, PPhMe2 alters the energy gap mainly by changing the highest occupied molecular orbitals (HOMO) energy level. Their inclusion in the coordination sphere can increase the energy gap to achieve the hypsochromic shift in emission color and also lower the triplet energy level to avoid the thermal quenching.  相似文献   

9.
The reaction of the iridium dimer [Ir(ppy)2(micro-Cl)]2 (ppy = 2-pyridiylphenyl) with bis(2,2'-bipyridin-5-yl) ethyne (bpy-C2-bpy), bis(2,2'-bipyridine)-butadiyne (bpy-C4-bpy), and bis(2,2'-bipyridin-5-yl-(Z)-hexa-3-ene-1,5-diyl) (bpy-C6H2-bpy) affords the following diiridium complexes: [ClO4]2 [(ppy)2Ir(bpy-C2-bpy)Ir(ppy)2] (1), [ClO4]2 [(ppy)2Ir(bpy-C4-bpy)Ir(ppy)2 (2), and [ClO4]2 [(ppy)2Ir(bpy-C6H6-bpy)Ir (ppy)2 (3), respectively. Herein, we describe the synthesis, characterization, and physical and electrochemical properties of the diiridium complexes in which the two iridium units are connected by a pi-conjugated nanowire bridge.  相似文献   

10.
New iridium complexes, [Ir(dpq)2(acac), Ir(PF-dpq)2(acac) and Ir(PF-dpq-5F)2(acac)] (dpq = 2,4-diphenylquinoline, dpq-5F = 2-(3′-fluorophenyl)-4-phenylquinoline), PF-dpq-5F = 2-(3-fluoro-phenyl)-6-pentafluorophenyl-4-phenylquinoline and acac = acetylacetonate) have been synthesized and characterized for efficient red organic light-emitting diodes (OLEDs). In order to improve the luminescence efficiency by preventing self-quenching and to tune photoluminescence (PL) and electroluminescence (EL) spectra to a longer wavelength, dpq ligand was fluorinated by -PF and -F moieties. However, the iridium complex of PF-dpq-5F underwent a weak MLCT transition because of the weak coupling between the 5d orbital of the iridium atom and HOMO of the substituted ligand. Thus, the maximum luminous efficiencies of the device using Ir(dpq)2(acac), Ir(PF-dpq)2(acac) and Ir(PF-dpq-5F)2(acac) are 4.36 cd/A, 6.04 cd/A and 4.35 cd/A, respectively.  相似文献   

11.
New blue emitting mixed ligand iridium(III) complexes comprising one cyclometalating, two phosphines trans to each other such as Ir{(CF3)2Meppy}(PPhMe3)2(H)(L) [L = CI, NCMe, CN] [(CF3)2Meppy = 2-(3', 5'-bis-trifluoromethylphenyl)-4-methylpyridine] were synthesized and studied to tune the phosphorescence wavelength to the deep blue region and to enhance the luminescence efficiencies. To achieve deep blue emission, the trifluoromethyl group substituted on the phenyl ring and the methyl group substituted on the pyridyl ring increased HOMO-LUMO gap and achieved the hypsochromic shift. To gain insight into the factors responsible for the emission color change and the different luminescence efficiency, we investigate the electron-withdrawing capabilities of ancillary ligands using the DFT and TD-DFT calculations on the ground and excited states of the complexes. From these results, we discuss how the ancillary ligand influences the emission peak as well as the metal to ligand charge transfer (MLCT) transition efficiency. The maximum emission spectra of Ir{(CF3)2Meppy}(PPhMe3)2(H)(Cl), [Ir{(CF3),Meppy)(PPhMe3),(H)(NCMe)]+ and Ir{(CF3)2Meppy}(PPhMe3)2(H)(CN) were in the ranges of 441, 435, 434 nm, respectively.  相似文献   

12.
Organic light-emitting device (OLED) was fabricated using the novel red phosphorescent heteroleptic tris-cyclometalated iridium complex, bis(2-phenylpyridine)iridium(III)[2(5′-methylphenyl)-4-diphenylquinoline] [Ir(ppy)2(dpq-5CH3)], based on 2-phenylpyridine (ppy) and 2(5′-methylphenyl)-4-diphenylquinoline (dpq-5CH3) ligand. Generally, the ppy ligand in heteroleptic iridium complexes plays an important role as “sensitizer” in the efficient energy transfer from the host (CBP; 4,4,N,N′-dicarbazolebiphenyl) to the luminescent ligand (dpq-5CH3). We demonstrated that high efficiency through the “sensitizer” can be obtained, when the T1 of the emitting ligand is close to T1 of the sensitizing ligand. The device containing Ir(ppy)2(dpq-5CH3) produced red light emission of 614 nm with maximum luminescence efficiency and power efficiency of 8.29 cd/A (at 0.09 mA/cm2) and 5.79 lm/W (at 0.09 mA/cm2), respectively.  相似文献   

13.
Recently, iridium complexes with phenylpyridine based ligands and phosphines, Ir(C(see text for symbol)N)2 (PPh3)(CN), [(C(see text for symbol)N) = dfppy, dfMeppy] are reported as blue phosphorescent OLED materials. These iridium complexes have novel blue color and emit light at 441 nm to 439 nm. However, these complexes have low external quantum efficiency because they exhibit less MLCT than iridium complexes with phenylpyridine, and some other ancillary ligands. To improve quantum efficiency of iridium complexes with phenylpyridine based ligands and phosphines, a time dependent density functional theory (TDDFT) study of these phosphors was performed. Using these results, this paper discusses how the ancillary ligand influences the emission peak, as well as the metal to ligand charge transfer (MLCT) transition efficiency.  相似文献   

14.
J.G. Jang  H.K. Shin 《Thin solid films》2009,517(14):4122-2300
A new high efficiency green light emitting phosphorescent device with an emission layer consisting of {4,4',4'-tris(N-carbazolyl)-triphenylamine[TCTA]/TCTA0.5TPBi0.5/1,3,5-tris(N-phenylbenzimiazole-2-yl)benzene[TPBi]}:tris(2-phenylpyridine)iridium(III)[Ir(ppy)3] was fabricated and its electroluminescence characteristics were evaluated in comparison with those of devices with emission layers made of (TCTA0.5TPBi0.5):Ir(ppy)3 and (TCTA/ TPBi):Ir(ppy)3.The device with the emission layer consisting of (TCTA/TCTA0.5TPBi0.5/TPBi):Ir(ppy)3 showed a luminance of 11,000 cd/m2 at an applied voltage of 8 V and maximum current efficiency of 63 cd/A under a luminance of 500 cd/m2. The peak wavelength in the electroluminescent spectral and color coordinate on the Commission Internationale de I'Eclairage(CIE) chart were 513 nm and (0.31, 0.62) in this device, respectively. Under a luminance of 10000 cd/m2, the current efficiency of this device was 55 cd/A, which is 1.4 and 1.1 times better than those of the devices with the emission layers made of (TCTA0.5TPBi0.5):Ir(ppy)3 and (TCTA/TPBi):Ir(ppy)3, respectively.  相似文献   

15.
We developed highly efficient phosphorescent organic light emitting diodes (PHOLEDs) using iridium(III) complex, fac-tris[4-methyl-2-2(4'-trimethylsilylphenyl)pyridine] [Ir(msippy)3]. PHOLEDs based on Ir(msippy)3 complex exhibit the yellowish-green emission with CIE color coordinates of (0.31,0.64). These device performances were compared with those of the green emitting Ir(ppy)3-based devices. The higher external quantum efficiency (EQE) of 25.6% and the current efficiency of 84.4 cd/A were achieved for Ir(msippy)3-based device. The results show that the complete energy and/or charge transfer from the host to Ir(msippy)3 dopant in the emitting layer (EML) of the device resulted in the higher device efficiencies compared with those of Ir(ppy)3-based devices.  相似文献   

16.
A series of mono-cyclometalated blue phosphorescent iridium(III) complexes with two phosphines trans to each other and two cis-ancillary ligands, such as Ir(F2Meppy)(PPhMe2)2(H)(Cl), [Ir(F2Meppy)(PPhMe2)2(H)(NCMe)]+ and Ir(F2Meppy)(PPhMe2)2-(H)(CN), [F2Meppy = 2-(2′,4′-difluorophenyl)-4-methyl-pyridine] were synthesized and studied to tune the phosphorescence wavelength to the deep blue region and to enhance the luminescence efficiencies. We investigate the electron-withdrawing capabilities of ancillary ligands using the DFT and TD-DFT calculations on the ground and excited states of the three complexes to gain insight into the factors responsible for the emission color change and the different luminescence efficiency. Reducing the molecular weight of phosphine ligand with PPhMe2 leads to a strategy of the efficient deep blue organic light-emitting devices (OLED) by thermal processing instead of the solution processing. The electron-withdrawing difluoro group substituted on the phenyl ring and the cyano strong field ancillary ligand in the trans position to the carbon atom of phenyl ring increased HOMO-LUMO gap and achieved the hypsochromic shift in emission color. As a result, the maximum emission spectra of Ir(F2Meppy)(PPhMe2)2(H)(Cl), [Ir(F2Meppy)(PPhMe2)2(H)-(NCMe)]+ and Ir(F2Meppy)(PPh-Me2)2 (H)(CN) were in the ranges of 446, 440, 439 nm, respectively.  相似文献   

17.
So Youn Ahn 《Thin solid films》2009,517(14):4111-3717
The new iridium complexes containing a derivative of 2,3-diphenylquinoxaline as an emitting ligand were synthesized, and their photophysical properties were investigated. The complexes prepared in this study were bis(6-F-2,3-di(p-fluorophenyl) quinoxalinato)iridium acetylacetonate (Ir(6-F-2,3-dpqx-F2)2(acac)) and bis(6-F-2,3-di(p-fluorophenyl)quinoxalinato)iridium pyrazolonates (Ir(6-F-2,3-dpqx-F2)2(przl1) and Ir(6-F-2,3-dpqx-F2)2(przl2)). Their photoluminescence maxima appeared at 638, 632 and 630 nm, respectively. The electroluminescence study revealed that the CIE coordinates of the devices containing Ir(6-F-2,3-dpqx-F2)2(acac) and Ir(6-F-2,3-dpqx-F2)2(przl2) as a light-emitting dopant were (0.675, 0.313) and (0.685, 0.310), respectively, very close to those of the saturated standard red emission.  相似文献   

18.
The luminescence and second order non linear optical (NLO) response of [Ir(ttpy)2(5-R-1,10-phen)][PF6] (ttpy = cyclometallated 3′-(2-pyridil)-2,2′:5′,2″-terthiophene, phen = phenanthroline; R = Me, NO2) and [Ir(pq)2(5-R-1,10-phen)][PF6] (pq = cyclometallated 2-phenylquinoline) have been investigated experimentally in CH2Cl2 solution and compared with that of [Ir(ppy)2(5-R-1,10-phen)][PF6] (ppy = cyclometallated 2-phenylpyridine), characterized by one of the highest second order NLO response ever reported for a metal complex. Substitution of ppy with the more π-delocalized pq does not affect significantly the luminescence and NLO properties. A slightly lower NLO response and a much poorer luminescence is observed for the related complexes with ttpy. In these complexes, DFT/TDDFT calculations show that the presence of ttpy induces a significant downshift of the HOMO energy, compared to ppy and pq. The NLO response is dominated by intense MLCT excited states, which are also assigned as originating the emission.  相似文献   

19.
To fabricate transition metal complex-based LECs (light-emitting electrochemical cells), ([Ir(ppy)2(5,6-dime-1,10-phenthroline)]PF6 was synthesized and used as a luminous material and ILs (ionic liquids) were incorporated into a luminous layer, in which two types of ionic liquid were used; 1-butyl-3-methylimidazolium hexafluorophosphate (BMIMPF6) and 1-butyl-3-methylimidazolium tetrafluoroborate (BMIMBF4). ILs were added to a [Ir(ppy)2(5,6-dime-1,10-phenthroline)]PF6 luminous layer to improve ionic conductivity and light intensity. Both ILs significantly increased the current density and luminance. Due to the small molecule of BF4?, turn-on time was reduced and ionic conductivity was increased. However, the device stability was sacrificed. High current efficiency of 34.5 cd/A was investigated at 7 V of BMIMPF6-doped luminous layer. The LECs based on [Ir(ppy)2(5,6-dime-1,10-phenthroline)]PF6 gave yellow emission color when ILs were added into light-emitting layer, and no significant change of color has been found in this study.  相似文献   

20.
Flexible phosphorescence polymer light emitting diodes (PhPLEDs) with PEN/ITO/PEDOT:PSS/ PVK:Ir(ppy)3/TPBI/LiF/Al structure were fabricated to investigate the effects of Ir(ppy)3 doping concentrations on the optical and electrical properties of the devices. PVK and Ir(ppy)3 conjugated polymers as host and guest materials in the emission layer were spun coated at various concentrations of Ir(ppy)3 ranging from 2.0 to 8.0 vol%. As the concentration of Ir(ppy)3 increased from 2.0 to 6.0 vol%, the electrical and optical properties of the flexible PhPLEDs were improved clearly. Maximum luminance and current density were obtained for a PhPLED with an Ir(ppy)3 concentration of 6.0 vol%, with 6815 cd/m2 and 393 mA/cm2 at 9 V. The current efficiency tends to increase with the Ir(ppy)3 concentration, because of the formation of the excitons required to emit light.  相似文献   

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