2-苯基吡啶铱(Ⅲ)配合物及其衍生物光谱性质的理论研究

采用密度泛函理论B3PW91和UB3PW91方法, 分别对4种Ir(Ⅲ)配合物(ppy)₂Ir(acac)(1, ppy=2-苯基吡啶, acac=乙酰丙酮)、(npy)₂Ir(acac)(2, npy=2-萘-1-基吡啶)、(pq)₂Ir(acac)(3, pq=2-苯基喹啉)和(bzq)₂Ir(acac)(4, bzq=苯并喹啉)进行了基态和激发态的几何优化, 在此基础上用TD-DFT方法计算了吸收和发射光谱. 结果表明, 随着ppy配体上并苯环位置的变化, 参与最大吸收和发射的分子轨道能隙降低程度不同, 从而使配合物2, 3, 4的最大吸收和发射光谱都比配合物1发生红移, 其中在吡啶环上增加苯环对吸收光谱的影响最大. 这4个分子最大吸收波长的顺序为1<2<4<3, 而最大发射波长顺序则是1<4<3<2. 由于配合物2的两个苯环上H的强排斥作用降低了其共轭程度, 使分子发生很大程度的扭曲, 导致其斯托克位移最大.     

自主体发光的蓝绿色磷光Ir(Ⅲ)配合物的合成及光电特性

合成了一类自主体蓝绿色磷光铱(Ⅲ)配合物(CzPhBI)₂Ir(tfmptz), (CzPhBI)₂Ir(tfmpptz)和(CzPhBI)₂Ir(fpptz)[其中CzPhBI, tfmptz, tfmpptz和fpptz分别为9-[6-(2-苯基-1-苯并咪唑基)己基]-9-咔唑、 2-(5-三氟甲基-1,2,4-三唑基)吡啶、 2-(5-[4-(三氟甲基)苯基]-1,2,3-三唑)吡啶和2-[5-(4-氟苯基)-1,2,3-三唑]吡啶]. 通过核磁共振氢谱和氟谱及元素分析确定其分子结构, 并对其光物理性能进行了研究. 利用该类配合物作为单发光层制备了器件结构为氧化铟锡(ITO)│N,N'-二苯基-N,N'-二(1-萘基)-1,1'-联苯-4,4'-二胺(NPB)(30 nm)│4,4'-N,N'-二咔唑基联苯(CBP)(15 nm)│Ir配合物(30 nm)│1,3,5-三(1-苯基-1H-苯并咪唑-2-基)苯(TBPI)(30 nm)│LiF(1 nm)│Al(100 nm)的电致发光器件, 其最大亮度为6913 cd/m², 最大发光效率达13.9 cd/A.     

新型黄色磷光吡嗪铱(Ⅲ)配合物的合成及发光性质

利用2,3-二苯基吡嗪与水合三氯化铱反应合成了一种新型吡嗪铱的配合物[Ir(dphp)₂(acac)],通过元素分析,¹HNMR和MS对配合物结构进行了表征,并研究了配合物的吸收光谱和光致发光光谱.利用该材料作为磷光染料制备了结构为[ITO/NPB(30nm)/NPB;8%[Ir(dphp)₂(acac)](25nm)/PBD(10nm)/Alq₃(30nm)/Mg;Ag(质量比9;1)(130nm)的电致发光器件,研究了其电致发光光谱.结果表明,该配合物在393和528nm处存在单重态¹MLCT(金属到配体的电荷跃迁)和三重态³MLCT的吸收峰;荧光光谱结果显示,在588nm处有较强的金属配合物三重态的磷光发射;电致发光光谱显示,该器件的启动电压是3.25V,器件的最大亮度为11478cd/m²,外量子效率为13.85%,器件的流明效率为15.54lm/W,是一种新型的高效率黄色磷光材料.     

基于苯基修饰策略的新型可溶液加工红光铱配合物的设计、合成及电致发光性能研究

利用向环金属配体的C-Ir键的对位进行苯基取代这一结构修饰策略,成功合成了两种新型铱（III）配合物（3PhNbt）₂Ir（acac）和（3OMePhNbt）₂Ir（acac）.相较其橙光发射的母体化合物（Nbt）₂Ir（acac）,两个目标化合物的抗结晶性、非晶态热稳定性及溶解性均有显著提高,其磷光发射带也发生了5~10 nm的红移.以（3PhNbt）₂Ir（acac）和（3OMePhNbt）₂Ir（acac）为发光客体材料所制备的单层溶液加工电致红光器件,其最大发光亮度分别为1830 cd·m^-2和6630 cd·m^-2,最大电流效率分别为2.4 cd·A^-1和8.7 cd·A^-1,CIE1931色坐标分别为（0.61,0.39）和（0.62,0.38）.相比之下,以母体化合物（Nbt）₂Ir（acac）为发光客体材料所制备的参比器件,其最大发光亮度则为1620 cd·m^-2,最大电流效率仅为1.5 cd·A^-1,CIE1931色坐标为（0.59,0.41）.上述研究结果表明：向C-Ir键对位进行苯基修饰可以在提高铱（III）配合物的可溶液加工性能的同时,获得更为红移的电致发光波长,是一种简单而有效的红光铱（III）配合物的分子设计策略.     

窄光谱磷光配合物的设计及电致发光性能

通过对螯合配体及辅助配体的设计与筛选, 构筑了一种全新的天蓝光铱金属配合物(MeFPyPy)₂Ir(dipcMePy)(简称MFPMP), 实现了三重态配体中心、 三重态金属-配体电荷转移和/或三重态配体-配体电荷转移跃迁类型混合比例较优化的发光过程. 以MFPMP作为发光体的磷光有机电致发光器件实现了半峰宽为52 nm, 最大发光波长为476 nm的窄光谱、 单峰型、 高亮度、 高效率天蓝光发射, 并在1000 cd/m²的实用亮度下保持了25%以上的外量子效率(EQE), 与目前报道的最高水平有机电致发光器件性能相当. 本工作为进一步开发色纯度更高、 更具有实用性的磷光配合物发光材料提供了一条可行的途径.     

一种吡嗪铱(Ⅲ)配合物的晶体结构及光物理性质

合成了一种铱配合物二(4,4'-二氟-5-甲基-2,3-二苯基吡嗪) (乙酰丙酮)合铱[(MDPPF)₂Ir(acac)]的有机电致发光器件(OLED),利用X射线单晶衍射仪测定了该化合物的晶体结构. 利用紫外-可见吸收光谱、发射光谱对其光物理性质进行研究. 结果表明: (MDPPF)₂Ir(acac)的单晶结构属于三斜晶系, P1空间群,晶胞参数a=1.13984(3) nm, b=1.26718(3) nm, c=1.29541(3) nm, α=93.7181(19)°, β=101.638(2)°, γ=110.853(3)°, V=1.69336(7) nm³; (MDPPF)₂Ir(acac)在二氯甲烷溶液中的发射峰为555 nm. 以(MDPPF)₂Ir(acac)为客体材料,制备了结构为ITO/NPB(40 nm)/CBP: (MDPPF)₂Ir(acac)(20 nm)/TPBi(10 nm)/Alq₃ (30 nm)/LiF(1 nm)/Al(100 nm)的一系列不同掺杂浓度器件, 器件的发射峰位于558 nm, 最大亮度达到32700 cd·m^-2,最大电流效率44.3 cd·A^-1, 最大功率效率20.7 lm·W^-1.     

2-[(二苯基膦基)甲基]吡啶铜(Ⅰ)配合物的结构及发光性质

合成了3个2-[(二苯基膦基)甲基]吡啶(L)铜(Ⅰ)配合物:Cu(L)2(BF4)(a)、Cu(L)(PPh3)2-(BF4)(b)和Cu(L)(POP)(BF4)(c)(POP为双[(2-二苯膦基)苯基]醚),其组成和结构分别经1HNMR、31PNMR、元素分析及晶体结构分析确证。分子中,中心铜(Ⅰ)离子均为扭曲的四面体配位构型。在除气的二氯甲烷溶液中,配合物均出现261～274nm强π-π吸收,未见明显的Cu→L电荷转移(MLCT)跃迁吸收。配合物的薄膜样品发射蓝绿光,最大发射峰分别在515、476和481nm处,光致发光效率分别为16.0%、12.9%和7.0%。以聚乙烯咔唑(PVK)与配合物b为发光层的多层电致发光器件,当电流密度为1.0×10-3A/cm2时,电致发光的电流效率为0.36cd/A,最大亮度为217cd/m2。     

两种基于氮杂环结构铱(Ⅲ)配合物的合成及有机电致发光性能

以苯基嘧啶/吡啶基嘧啶为母核, 同时引入2个三氟甲基(CF₃)合成了2-[3,5-二（三氟甲基）苯基]-5-氟基嘧啶(tfmphfppm)和2-[2,6-二（三氟甲基）-4-吡啶基]-5-氟基嘧啶(tfmpyfppm)主配体, 并以2-(5-苯基-1,3,4-噁二唑-2-)苯酚(pop)为辅助配体合成了2种铱(III)配合物Ir(tfmphfppm)₂(pop)和Ir(tfmpyfppm)₂(pop), 其发射光谱峰分别位于484和504 nm, 分别属于蓝绿光和绿光发射, 发光量子效率分别达到76%和89%. 由于氮杂环和2,5-二苯基-1,3,4-噁二唑基团的存在, 配合物具有较低的最低未占据分子轨道(LUMO)能级和较高的电子迁移率. 以2种 铱(III)配合物为发光中心制备的有机电致发光器件(OLED)显示了较好的器件性能, 其最大亮度(L_max)、 最大电流效率(η_{c, max})、 最大功率效率(η_{p, max})和最大外量子效率(EQE_max)分别为33379 cd/m², 76.55 cd/A, 31.59 lm/W和26.7%; 并且该器件显示了比较小的效率滚降, 在亮度为1000 cd/m²时, 器件的η_c仍然可以达到72.71 cd/A. 本文结果表明, 氮杂环、 2,5-二苯基-1,3,4-噁二唑和三氟甲基基团可以有效提高铱(Ⅲ)配合物的发光性能和电子迁移率, 从而提高器件的性能.     

带烷氧基的苯基蒎烯吡啶铱配合物在聚合物电致发光器件中的应用研究

采用旋涂法将一组带烷氧基的苯基蒎烯吡啶铱(Ⅲ)配合物(Ir(RO-pppy)₃)磷光材料掺杂到PVK中,制作出了聚合物电致发光器件:ITO/PE-DOT:PSS(40 nm)/PVK_0.7:PBD_0.3:(x%.)Ir-complex(80 nm)/CsF(1.5 nm)/Mg:Ag(200 nm).实验结果表明,带有长烷氧基链配体的铱(Ⅲ)配合物能表现出更好的器件行为,当掺杂浓度为3.2%时,器件的最高发光效率达19.9 cd/A(7.8 lm/W,9.1V),CIE为(0.20,0.56);器件最大亮度为15700 cd/m²(8.4V).通过对这组铱(Ⅲ)配合物的光物理行为及电化学性能的研究,考察了主体材料与配合物之间的能级配置以及能量转移的机理.     

新型铱配合物的合成

以氯桥二聚体(ppy)₂Ir(μ-Cl₂)Ir(ppy)₂为原料,在碱性条件下与辅助配体苯甲酰三氟丙酮反应,合成了一种新型的磷光铱配合物,产率超过87%,其结构经¹H NMR, ¹³C NMR, IR, MS和元素分析表征。     

Synthesis, characteristics and photoluminescent properties of novel Ir-Eu heteronuclear complexes containing 2-carboxyl-pyrimidine as a bridging ligand

Two novel iridium(III) complexes, [Ir(dfppy)(2)(pmc)] and [Ir(ppy)(2)(pmc)] (dfppy = 2-(4',6'-difluoro-phenyl)pyridine, ppy = 1-phenyl-pyridine), were designed and synthesized using 2-carboxyl-pyrimidine (Hpmc) as an ancillary ligand. Single crystals were obtained and characterized by single crystal X-ray diffraction. The tetrametallic complexes {[(C^N)(2)Ir(μ-pmc)](3)EuCl(3)} (C^N = dfppy, ppy) were synthesized using the iridium(III) complexes as "ligands". Photophysical and theoretical studies indicate that [Ir(dfppy)(2)(pmc)] is more suitable for sensitizing the emission of Eu(III) ions than [Ir(ppy)(2)(pmc)].     

Bis-cyclometalated iridium(III) complexes bearing ancillary guanidinate ligands. Synthesis, structure, and highly efficient electroluminescence

We report the synthesis, structure, and photophysical and electroluminescent (EL) properties of a series of heteroleptic bis(pyridylphenyl)iridium(III) complexes with various ancillary guanidinate ligands. The reaction of the bis(pyridylphenyl)iridium(III) chloride [(ppy)(2)Ir(μ-Cl)](2) with the lithium salt of various guanidine ligands Li{(N(i)Pr)(2)C(NR(1)R(2))} at 80 °C gave in 60-80% yield the corresponding heteroleptic bis(pyridylphenyl)/guanidinate iridium(III) complexes having a general formula of [(ppy)(2)Ir{(N(i)Pr)(2)C(NR(1)R(2))}], where NR(1)R(2) = NPh(2) (1), N(C(6)H(4)(t)Bu-4)(2) (2), carbazolyl (3), 3,6-bis(tert-butyl)carbazolyl (4), N(C(6)H(4))(2)S (5), N(C(6)H(4))(2)O (6), indolyl (7), NEt(2) (8), N(i)Pr(2) (9), N(i)Bu(2) (10), and N(SiMe(3))(2) (11). These heteroleptic cyclometalated (C^N) iridium(III) complexes showed intense absorption bands in the UV region assignable to π-π* transitions and weaker metal-to-ligand charge-transfer transitions extending to the visible region. These complexes also showed intense emissions at room temperature. Their photoluminescence spectra were influenced to some extent by the ancillary guanidinate ligands, giving λ(max) values in the range of 528-560 nm with quantum yields (Φ) of 0.16-0.37 and lifetimes of 0.61-1.43 μs. Organic light-emitting diodes were fabricated by the use of these complexes as dopants in various concentrations (5-100%) in a N,N'-dicarbazolylbiphenyl host. High current efficiency (η(c); up to 137.4 cd/A) and power efficiency (η(p); up to 45.7 lm/W) were observed under appropriate conditions. Their high EL efficiency may result from efficient trapping and radiative relaxation of the excitons formed in the EL process. Because of the steric hindrance of the guanidinate ligands, no significant intermolecular interaction was observed in these complexes, thus leading to the reduction of self-quenching and triplet-triplet annihilation at high currents. The EL emission color could be changed in the range of green to yellow by choosing appropriate guanidinate ligands.     

Study on a set of bis-cyclometalated Ir(III) complexes with a common ancillary ligand

Bis-cyclometalated iridium(iii) complexes [Ir(F(2)ppy)(2)] (), [Ir(F(2)CNppy)(2)] (), [Ir(DMAF(2)ppy)(2)] () and [Ir(MeOF(2)ppy)(2)] () (F(2)ppy = 4',6'-difluoro-2-phenylpyridinate, F(2)CNppy = 5'-cyano-4',6'-difluoro-2-phenylpyridinate, DMAF(2)ppy = 4',6'-difluoro-4-dimethylamino-2-phenylpyridinate, MeOF(2)ppy = 4',6'-difluoro-4-methyl-2-phenylpyridinate and = 3,5-dimethylpyrazole-N-carboxamide) emitting in the sky blue region were synthesized. We studied the effect of the ancillary ligand and the substituents on the cyclometalating ligands on the crystal structures, photophysical and electrochemical properties and the frontier orbitals. Density functional theory (DFT) calculation results indicate that in and the cyclometalating ligands show negligible participation in the HOMO, the ancillary ligand being the main participant along with the Ir(iii) d-orbitals. exhibits the maximum photoluminescence quantum efficiency and radiative emission rates along with the dominant low frequency metal-ligand vibrations and maximum reorganization energy in the excited state. All the substituted complexes show more polar characteristics than , possessing the highest dipole moment among the complexes. The performances of the solution-synthesised organic light emitting devices (OLEDs) of , and doped in a blend of mCP (m-bis(N-carbazolylbenzene)) and polystyrene are studied.     

Acid-induced degradation of phosphorescent dopants for OLEDs and its application to the synthesis of tris-heteroleptic iridium(III) bis-cyclometalated complexes

Investigations of blue phosphorescent organic light emitting diodes (OLEDs) based on [Ir(2-(2,4-difluorophenyl)pyridine)(2)(picolinate)] (FIrPic) have pointed to the cleavage of the picolinate as a possible reason for device instability. We reproduced the loss of picolinate and acetylacetonate ancillary ligands in solution by the addition of Br?nsted or Lewis acids. When hydrochloric acid is added to a solution of a [Ir(C^N)(2)(X^O)] complex (C^N = 2-phenylpyridine (ppy) or 2-(2,4-difluorophenyl)pyridine (diFppy) and X^O = picolinate (pic) or acetylacetonate (acac)), the cleavage of the ancillary ligand results in the direct formation of the chloro-bridged iridium(III) dimer [{Ir(C^N)(2)(μ-Cl)}(2)]. When triflic acid or boron trifluoride are used, a source of chloride (here tetrabutylammonium chloride) is added to obtain the same chloro-bridged iridium(III) dimer. Then, we advantageously used this degradation reaction for the efficient synthesis of tris-heteroleptic cyclometalated iridium(III) complexes [Ir(C^N(1))(C^N(2))(L)], a family of cyclometalated complexes otherwise challenging to prepare. We used an iridium(I) complex, [{Ir(COD)(μ-Cl)}(2)], and a stoichiometric amount of two different C^N ligands (C^N(1) = ppy; C^N(2) = diFppy) as starting materials for the swift preparation of the chloro-bridged iridium(III) dimers. After reacting the mixture with acetylacetonate and subsequent purification, the tris-heteroleptic complex [Ir(ppy)(diFppy)(acac)] could be isolated with good yield from the crude containing as well the bis-heteroleptic complexes [Ir(ppy)(2)(acac)] and [Ir(diFppy)(2)(acac)]. Reaction of the tris-heteroleptic acac complex with hydrochloric acid gives pure heteroleptic chloro-bridged iridium dimer [{Ir(ppy)(diFppy)(μ-Cl)}(2)], which can be used as starting material for the preparation of a new tris-heteroleptic iridium(III) complex based on these two C^N ligands. Finally, we use DFT/LR-TDDFT to rationalize the impact of the two different C^N ligands on the observed photophysical and electrochemical properties.     

Synthesis and photoluminescence of iridium complexes with benzothiazol-2-yl carbazole derivative ligand

Two new iridium(III) complexes containing benzothiazol-2-yl carbazole derivative as a cyclometalated ligand (L) and picolinate (pic) or acetylacetonate (acac) as the ancillary ligand, Ir(III) bis(3-(benzothiazol-2-yl)-9-butyl-carbazole)(picolinate) [Ir(L)₂(pic)] and Ir(III) bis(3-(benzothiazol-2-yl)-9-butyl-carbazole)(acetylacetonate) [Ir(L)₂(acac)], were synthesized and characterized by elemental analysis, ¹H NMR, FT-IR, and UV–Vis absorption spectra. Both the iridium(III) complexes emit intense green–yellow emissions, indicating that they are useful for the fabrication of organic light-emitting diodes.     

Understanding Electrogenerated Chemiluminescence Efficiency in Blue‐Shifted Iridium(III)‐Complexes: An Experimental and Theoretical Study

Compared to tris(2‐phenylpyridine)iridium(III) ([Ir(ppy)₃]), iridium(III) complexes containing difluorophenylpyridine (df‐ppy) and/or an ancillary triazolylpyridine ligand [3‐phenyl‐1,2,4‐triazol‐5‐ylpyridinato (ptp) or 1‐benzyl‐1,2,3‐triazol‐4‐ylpyridine (ptb)] exhibit considerable hypsochromic shifts (ca. 25–60 nm), due to the significant stabilising effect of these ligands on the HOMO energy, whilst having relatively little effect on the LUMO. Despite their lower photoluminescence quantum yields compared with [Ir(ppy)₃] and [Ir(df‐ppy)₃], the iridium(III) complexes containing triazolylpyridine ligands gave greater electrogenerated chemiluminescence (ECL) intensities (using tri‐n‐propylamine (TPA) as a co‐reactant), which can in part be ascribed to the more energetically favourable reactions of the oxidised complex (M⁺) with both TPA and its neutral radical oxidation product. The calculated iridium(III) complex LUMO energies were shown to be a good predictor of the corresponding M⁺ LUMO energies, and both HOMO and LUMO levels are related to ECL efficiency. The theoretical and experimental data together show that the best strategy for the design of efficient new blue‐shifted electrochemiluminophores is to aim to stabilise the HOMO, while only moderately stabilising the LUMO, thereby increasing the energy gap but ensuring favourable thermodynamics and kinetics for the ECL reaction. Of the iridium(III) complexes examined, [Ir(df‐ppy)₂(ptb)]⁺ was most attractive as a blue‐emitter for ECL detection, featuring a large hypsochromic shift (λ_max=454 and 484 nm), superior co‐reactant ECL intensity than the archetypal homoleptic green and blue emitters: [Ir(ppy)₃] and [Ir(df‐ppy)₃] (by over 16‐fold and threefold, respectively), and greater solubility in polar solvents.     

Highly phosphorescent bis-cyclometalated iridium complexes: synthesis, photophysical characterization, and use in organic light emitting diodes.

The synthesis and photophysical study of a family of cyclometalated iridium(III) complexes are reported. The iridium complexes have two cyclometalated (C(**)N) ligands and a single monoanionic, bidentate ancillary ligand (LX), i.e., C(**)N2Ir(LX). The C(**)N ligands can be any of a wide variety of organometallic ligands. The LX ligands used for this study were all beta-diketonates, with the major emphasis placed on acetylacetonate (acac) complexes. The majority of the C(**)N2Ir(acac) complexes phosphoresce with high quantum efficiencies (solution quantum yields, 0.1-0.6), and microsecond lifetimes (e.g., 1-14 micros). The strongly allowed phosphorescence in these complexes is the result of significant spin-orbit coupling of the Ir center. The lowest energy (emissive) excited state in these C(**)N2Ir(acac) complexes is a mixture of (3)MLCT and (3)(pi-pi) states. By choosing the appropriate C(**)N ligand, C(**)N2Ir(acac) complexes can be prepared which emit in any color from green to red. Simple, systematic changes in the C(**)N ligands, which lead to bathochromic shifts of the free ligands, lead to similar bathochromic shifts in the Ir complexes of the same ligands, consistent with "C(**)N2Ir"-centered emission. Three of the C(**)N2Ir(acac) complexes were used as dopants for organic light emitting diodes (OLEDs). The three Ir complexes, i.e., bis(2-phenylpyridinato-N,C2')iridium(acetylacetonate) [ppy2Ir(acac)], bis(2-phenyl benzothiozolato-N,C2')iridium(acetylacetonate) [bt2Ir(acac)], and bis(2-(2'-benzothienyl)pyridinato-N,C3')iridium(acetylacetonate) [btp2Ir(acac)], were doped into the emissive region of multilayer, vapor-deposited OLEDs. The ppy2Ir(acac)-, bt2Ir(acac)-, and btp2Ir(acac)-based OLEDs give green, yellow, and red electroluminescence, respectively, with very similar current-voltage characteristics. The OLEDs give high external quantum efficiencies, ranging from 6 to 12.3%, with the ppy2Ir(acac) giving the highest efficiency (12.3%, 38 lm/W, >50 Cd/A). The btp2Ir(acac)-based device gives saturated red emission with a quantum efficiency of 6.5% and a luminance efficiency of 2.2 lm/W. These C(**)N2Ir(acac)-doped OLEDs show some of the highest efficiencies reported for organic light emitting diodes. The high efficiencies result from efficient trapping and radiative relaxation of the singlet and triplet excitons formed in the electroluminescent process.     

Synthesis, structure and efficient electroluminescence of a heteroleptic dipyridylamido/bis(pyridylphenyl)iridium(III) complex

A neutral 2,2'-dipyridylamido (dpa)-supported bis(cyclometalated) iridium(III) complex [Ir(ppy)(2)(dpa)] (ppy = o-(2-pyridyl)phenyl) has been synthesized and structurally characterized for the first time, which emits green electroluminescence with high current efficiency (123.5 cd A(-1)) and high power efficiency (43.2 lm W(-1)).     

Application of heteroleptic iridium complexes with fluorenyl-modified 1-phenylisoquinoline ligand for high-efficiency red polymer light-emitting devices

A series of new heteroleptic iridium complexes bearing fluorenyl-modified 1-phenylisoquinoline as the first ligand and different ancillary ligands has been prepared and characterized. These complexes bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N′)iridium(III)acetylacetonate(Ir(DMFPQ)₂acac)), bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N′)iridium(III)(3-(pyridin-2-yl)-1,2,4-triazolate)(Ir(DMFPQ)₂pt) and bis(1-(3-(9,9-dimethyl-fluoren-2-yl)phenyl)isoquinoline-C2,N′)iridium(III)(2-(2-pyridyl)benzimidazolate)(Ir(DMFPQ)₂pbi) showed red phosphorescent emissions of 615-630 nm in dichloromethane solution. The device fabricated with these complexes doped into a host polyfluorene (PFO) blend with 30% of an electron transport material 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD) showed high device efficiencies. Ir(DMFPQ)₂acac exhibited red emission with an external quantum efficiency(η_ext) of 14.3% and luminous efficiency(η_c) of 7.8 cd/A at 1.2 mA/cm² and the maximum brightness reached 10 006 cd/m² (Commission Internationale de I’Eclairage(CIE) chromaticity coordinates: (0.67, 0.32)) at 412 mA/cm². Ir(DMFPQ)₂pt showed a η_ext of 13.0% and η_c of 9.2 cd/A at 17 mA/cm², 1532 cd/m², and the maximum brightness reached 15085 cd/m² (CIE: 0.64, 0.34) at 360 mA/cm².