337526-95-1

PROBLEM TO BE SOLVED: To provide a method for producing a halogen-bridged iridium dimer. SOLUTION: A production method includes causing the reaction between an iridium compound represented by formula (1) and an aromatic bidentate ligand to occur in a solv

A novel red iridium(III) complex, (PQ)2Ir(TMSppy), containing 2-phenylquinoline (PQ) as the main cyclometalated ligand and 2-[4-(trimethylsilyl)phenyl]pyridine (TMSppy) as the ancillary ligand, was synthesized for use in phosphorescent organic light-emitting diodes (OLEDs). (PQ)2Ir(TMSppy) had a red emission with a maximum emission wavelength (λmax) at 603 nm. To investigate the (PQ)2Ir(TMSppy) as a red emitter in OLEDs, we fabricated a device with a multi-layer architecture. The (PQ)2Ir(TMSppy) device showed an electroluminescence (EL) maximum emission peak at 612 nm and showed a maximum quantum efficiency (EQEmax) of 15.5% at a 10% doping concentration. In addition, white OLEDs, having three primary color components, made from (PQ)2 Ir(TMSppy) with bis(4,6-difluorophenylpyridine)picolinate (Flrpic) and tris(2-phenylpyridinato-C2,N)iridium(III) (Ir(ppy)3) gave the best performances, with an EQEmax of 18.1%, maximum power efficiency (PEmax) of 22.8 lm/w, and maximum current efficiency (CEmax) of 36.5 cd/A with Commission Internationale de LEclairage coordinates of (0.39,0.42) at a luminance of 1,000 cd/m2.

New types of heteroleptic iridium complexes were designed and synthesized with two different species of chelating ligands (C^N) in this study. Ir(ppy)2(4-Me-2,3-dpq), Ir(ppy)(4-Me-2,3-dpq)2, Ir(pq)2(4-Me-2,3-dpq

The synthesis and photophysical, electrochemical, and electrophosphorescent properties of a series of cyclometalated iridium(III) complexes based on quinoline derivatives (C∧N) and different β-diketonate ligands are reported. The iridium complexes contain two quinoline derivatives (C∧N) and a single monoanionic β-diketone (LX), i.e., Ir(C∧N)2(LX), where LX denotes acetylacetonate (acac) or 1-phenyl-3-methyl-4-isobutyryl-5-pyrazolonate (PMIP). Most of the iridium complexes in solution show phosphorescent emission with high quantum efficiencies (0.05-0.25) and microsecond lifetimes (0.5-1.67 μs). The intense phosphorescent emission of these complexes is the result of significant spin-orbit coupling of the iridium center. By modification of the chemical structures of quinoline derivative ligands, the emissive wavelengths of complexes can be tuned from 596 to 634 nm. Interestingly, the photoluminescence quantum efficiency can be improved by the replacement of acac with PMIP. Energy transfer from the hosts poly(9,9-dioctylfluorene) (PFO) and 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (PBD) to the guest iridium complex was investigated. Moreover, three iridium complexes were used as dopants to fabricate electrophosphorescent polymer-based light-emitting diodes (PLEDs). The PLEDs show red emission with high external quantum efficiencies, ranging from 7.0 to 9.6%.

A novel phosphorescent material containing an iridium metal compound and an organic electroluminescent device using the same are provided. When used for an emissive layer of an organic electroluminescent device, the phosphorescent material offers greater luminescent efficiency and improved driving voltage characteristics, compared to conventional red luminescent materials, and reduces the amount of power consumed in the organic electroluminescent device.

The preparation, photophysics, and solid state structures of octahedral organometallic Ir complexes with several different cyclometalated ligands are reported. IrC13·nH2O cleanly cyclometalates a number of different compounds (i.e., 2-phenylpyridine, 2-(p-tolyl)pyridine, benzoquinoline, 2-phenylbenzothiazole, 2-(1-naphthyl)benzothiazole, and 2-phenylquinoline), forming the corresponding chloride-bridged dimers, C∧N2Ir(μ-C1)2IrC∧N2 (C∧Nis a cyclometalated ligand) in good yield. These chloride-bridged dimers react with acetyl acetone (acacH) and other bidentate, monoanionic ligands such as picolinic acid (picH) and N-methylsalicylimine (salH), to give monomeric C∧N2Ir(LX) complexes (LX = acac, pic, sal). The emission spectra of these complexes are largely governed by the nature of the cyclometalating ligand, leading to λmax values from 510 to 606 nm for the complexes reported here. The strong spin-orbit coupling of iridium mixes the formally forbidden 3MLCT and 3π-π*transitions with the allowed 1MLCT, leading to a strong phosphorescence with good quantum efficiencies (0.1-0.4) and room temperature lifetimes in the microsecond regime. The emission spectra of the C∧N2Ir(LX) complexes are surprisingly similar to the fac-IrC∧N3 complex of the same ligand, even though the structures of the two complexes are markedly different. The crystal structures of two of the C∧N2Ir(acac) complexes (i.e., C∧N = ppy and tpy) have been determined. Both complexes show cis-C,C′, trans-N,N′ disposition of the two cyclometalated ligands, similar to the structures reported for other complexes with a C∧N2Ir fragment. NMR data (1H and 13C) support a similar structure for all of the C∧N2Ir(LX) complexes. Close intermolecular contacts in both (ppy)2Ir(acac) and (tpy)2Ir(acac) lead to significantly red shifted emission spectra for crystalline samples of the ppy and tpy complexes relative to their solution spectra.