- Iridium complexes containing three different ligands as white OLED dopants
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Previously, we studied the luminescence characteristics of Ir(ppy)2(F2-ppy) and Ir(ppy)2(piq-F), which are heteroleptic iridium complexes involving two kinds of ligands, where F2-ppy, ppy and piq-F represent 2-(2,4-difluoro-phenyl)- pyridine, 2-phenylpyri
- Park, Gui Youn,Kim, Youngsik,Ha, Yunkyoung
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Read Online
- Strong ligand field effects of blue phosphorescent iridium(III) complexes
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In this study, new deep blue emitting mixed ligand iridium(III) complexes such as Ir(dFppy)(PPhMe2)2(H)(Cl), [Ir(dFppy)(PPhMe 2)2(H)(NCMe)]+ and Ir(dFppy)(PPhMe 2)2(H)(CN), [dFpp
- Ham, Ho Wan,Kim, Young Sik
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Read Online
- Bright sky-blue phosphorescence of [ n -Bu4N][Pt(4,6-dFppy)(CN) 2]: Synthesis, crystal structure, and detailed photophysical studies
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This work describes the synthesis, crystal structure, and detailed photophysical studies of [n-Bu4N][Pt(4,6-dFppy)(CN)2] (n-Bu = n-butyl, 4,6-dFppy = (4′,6′-difluorophenyl)pyridinate). The material can easily be prepared in high yiel
- Rausch, Andreas F.,Monkowius, Uwe V.,Zabel, Manfred,Yersin, Hartmut
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Read Online
- Synthesis, characterization and photophysical properties of two heteroleptic 2-(4,6-difluorophenyl)pyridyl iridium(III) complexes with amidate ancillary ligands
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Two novel iridium(III) complexes containing 2-(4,6-difluorophenyl)pyridyl cyclometalating ligand and amidate ancillary ligands were synthesized and characterized by NMR and X-ray crystallographic methods. Photophysical properties including UV-vis absorpti
- Zhang, Songlin,Wu, Feng,Yang, Wei,Ding, Yuqiang
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Read Online
- Ligand-to-ligand charge transfer in heteroleptic Ir-complexes: Comprehensive investigations of its fast dynamics and mechanism
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To gain new insights into ligand-to-ligand charge-transfer (LLCT) dynamics, we synthesised two heteroleptic Ir3+ complexes: (Ir(dfppy)2(tpphz)) and (Ir(dfppy)2(dpq)), where dfppy, tpphz, and dpq are 2-(4,6-difluorophenyl)p
- Cho, Yang-Jin,Kim, So-Yoen,Cho, Minji,Wee, Kyung-Ryang,Son, Ho-Jin,Han, Won-Sik,Cho, Dae Won,Kang, Sang Ook
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Read Online
- Reaction-based phosphorescent nanosensor for ratiometric and time-resolved luminescence imaging of fluoride in live cells
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A two-channel phosphorescent nanosensor for fluoride with excellent selectivity and sensitivity has been designed and synthesized. By using the specific chemical affinity between silicon and fluoride, the nanosensor has been used for ratiometric and time-
- Liu, Shujuan,Zhang, Jie,Shen, Danfeng,Liang, Hua,Liu, Xiangmei,Zhao, Qiang,Huang, Wei
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Read Online
- Green phosphorescent compound and organic electroluminescent device using same
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The invention discloses a green phosphorescent compound and an organic electroluminescent device using the same. The green phosphorescent compound comprises an anode, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer and a cathode which are sequentially deposited; the green phosphorescent compound represented by the following formula (I) is used as a dopant in a light-emitting layer, wherein in the formula (I), R1, R2, R3, R4, R5, R6, R7 and R8 are independently selected from hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfenyl, sulfinyl, sulfonyl, phosphino and combinations thereof; X1-X9 are selected from carbon or nitrogen; X is selected from substituted or unsubstituted naphthyridine; Y is selected from substituted or unsubstituted benzene, pyridine, pyrimidine, pyrazine and pyridazine; and n is selected from 0, 1 or 2.
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Paragraph 0113; 0120-0122
(2020/04/17)
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- Study of the Synthesis and Properties of Ir(III) Complexes Based on Phosphine Carbonylimide Derivative as Auxiliary Ligand
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Three iridium complexes of (dfppy)2Ir(DAPB), (dfppy)2Ir(DAPB), and (dfppy)2Ir(DAPB) were synthesized by using phosphine carbonylimide derivative as auxiliary ligand and fluoro?/trifluoromethyl substituted 2-phenylpyridine
- Guo, Qing-Mei,Huang, Guo-Li,Yin, Xin-Ying,Bian, Jian-Jian,Li, Xiao-Mei,Teng, Ming-Yu
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p. 1184 - 1189
(2020/11/03)
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- Effects of fluorine substituent on properties of cyclometalated iridium(III) complexes with a 2,2′-bipyridine ancillary ligand
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Cationic cyclometalated Ir(III) complexes (Ir1-Ir5) with fluorine-substituted 2-phenylpyridine (ppy) derivatives as C^N cyclometalating ligands and 2,2′-bipyridine (bpy) as the ancillary ligand, have been synthesized and fully characterized. The influences of the number and the position of fluorine atoms at the cyclometalating ligands on the photophysical, electrochemical and oxygen sensing properties of the Ir(III) complexes have been investigated systematically. The introduction of fluorine on the C^N cyclometalating ligands of the complexes results in blue-shifts of the maximum emission wavelengths, and increases in the photoluminescence quantum yields (ΦPL), phosphorescence lifetimes and energy gaps, compared to the non-fluorinated [Ir(ppy)2(bpy)]+PF6? (Ir0). Among them, 2-(2,4-difluorophenyl)pyridine-derived Ir4 shows the maximum blue-shift (514 nm vs. 575 nm for Ir0) and the highest ΦPL (50.8% vs. 6.5% for Ir0). The complex Ir3 with 2-(4-fluorophenyl)-5-fluoropyridine as C^N ligand exhibits the highest oxygen sensitivity and excellent operational stability in 10 cycles within 4000 s.
- Chen, Yan,Liu, Chun,Wang, Lei
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supporting information
(2019/11/05)
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- Copper-catalyzed cross-coupling of aryl-, primary alkyl-, and secondary alkylboranes with heteroaryl bromides
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A method for the Cu-catalyzed cross-coupling of both aryl and alkylboranes with aryl bromides is described. The method employs an inexpensive Cu-catalyst and functions for a variety of heterocyclic as well as electron deficient aryl bromides. In addition, aryl iodides of varying substitution patterns and electronic properties work well.
- Bergmann, Allison M.,Oldham, Adam M.,You, Wei,Brown, M. Kevin
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supporting information
p. 5381 - 5384
(2018/06/01)
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- Fluorine-containing aromatic derivatives of selective hydrogenation reduction method
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The invention discloses a selective hydrogenation reduction method of a fluorine-containing aromatic hydrocarbon derivative, and particularly discloses a preparation method of a compound shown in a general formula C1, C2 or C3. The preparation method comprises the following step of: reacting a compound shown in a general formula A1, A2 or A3 with a compound shown in a general formula B in the presence of a catalyst, thus forming the compound shown in the general formula C1, C2 or C3.
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Paragraph 0219; 0220; 0221; 0222
(2017/11/27)
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- TRI-(ADAMANTYL)PHOSPHINES AND APPLICATIONS THEREOF
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In one aspect, phosphine compounds comprising three adamantyl moieties (PAd3) and associated synthetic routes are described herein. Each adamantyl moiety may be the same or different. For example, each adamantyl moiety (Ad) attached to the phosphorus atom can be independently selected from the group consisting of adamantane, diamantane, triamantane and derivatives thereof. Transition metal complexes comprising PAd3 ligands are also provided for catalytic synthesis including catalytic cross-coupling reactions.
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Page/Page column 29; 30
(2017/05/17)
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- With piezochromic characteristic ion iridium complex and its preparation method and application
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The invention relates to an ionic type iridium complex with piezochromic characteristic as well as a preparation method and application thereof and in particular relates to an ionic type iridium complex (III) based on 1,3,4-oxadiazole N^N auxiliary ligand, wherein a structural formula of the ionic type iridium complex is shown as a formula (I) or a formula (II) in the specification. Synthesis steps of the ionic type iridium complex are simple, synthesis conditions are mild, and luminescence of an organic luminophor in a solid state is changed by virtue of external factors of heat, light, electricity, pressure and the like, wherein the phenomenon that the luminescence of the solid organic luminophor is changed by adopting a pressure or mechanical grinding manner is called as a piezochromic phenomenon. A piezochromic material has unique emitting colour changing and reversing properties, so that the ionic type iridium complex has great potential in application of record, data storage, sensors and the like.
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Paragraph 0035; 0036; 0037
(2017/06/30)
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- With aggregation inducing phosphorescent emission characteristic of the cationic iridium complex and application
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The invention relates to cationic iridium (III) complexes with an aggregation induced phosphorescence emission characteristic, and an application thereof, and concretely relates to cationic iridium (III) complexes based on 1,3,4-oxadiazole derivatives as an N^N auxiliary ligand. The structural general formula of the cationic iridium (III) complexes is represented by formula (I) shown in the specification. Ar in the formula (I) represents carbazole or substituted carbazole. The above materials have the advantages of simple synthesis steps, mild synthesis conditions, very weak even no luminescence in a solution and enhanced luminescence being triplet state emission in an aggregation state. The materials are expected to become commercialized potential organic optoelectronic functional materials.
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Paragraph 0028; 0029; 0030
(2017/08/25)
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- Tris-heteroleptic Iridium Complexes Based on Cyclometalated Ligands with Different Cores
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A series of tris-heteroleptic iridium complexes of the form [Ir(C^N1)(C^N2)(acac)] combining 2-phenylpyridine (ppy), 2-(2,4-difluorophenyl)pyridine (dFppy), 1-phenylpyrazole (ppz), and 1-(2,4-difluorophenyl)pyrazole (dFppz) as the C^
- Cudré, Yanouk,Franco De Carvalho, Felipe,Burgess, Gregory R.,Male, Louise,Pope, Simon J. A.,Tavernelli, Ivano,Baranoff, Etienne
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supporting information
p. 11565 - 11576
(2017/10/13)
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- Effect of ancillary ligands on the properties of diphenylphosphoryl-substituted cationic Ir(iii) complexes
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A new class of diphenylphosphoryl-substituted cationic cyclometalated Ir(iii) complexes [Ir(POFdFppy)2(N^N)]+PF6- (dFppy = 2-(2,4-difluorophenyl)pyridine) (POF1-POF6) with different N^N ancillary ligands have been synthesized and characterized. The influences of N^N ancillary ligands on the photophysical and electrochemical properties of the Ir(iii) complexes have been investigated systematically. The results demonstrate that the photoluminescence quantum yields (ΦPL) of the complexes are dependent on the N^N ancillary ligands. POF1-POF3 equipped with phenanthroline or bipyridine ancillary ligands exhibit intense emission bands at 465-497 nm and high ΦPL in the range of 56-61% in CH2Cl2. The biimidazole-type complexes POF4-POF6 exhibit an obvious substituent effect on the photophysical and electrochemical properties. Although the emission spectra of POF4 and POF5 show similar fine structures, the ΦPL of POF5 bearing two methyl groups at the biimidazole moiety is remarkably lower (5%) than that of POF4 (45%, unmodified biimidazole). POF6 bearing two phenyl groups at the biimidazole moiety exhibits a red-shift and a weak emission band, and an extremely low ΦPL (3%). However, the photoluminescence quantum yields of POF5 and POF6 (35% and 41% in EC film, 40% and 65% in neat film, respectively) in the film increase effectively in comparison to those in solution. Cyclic voltammetry shows further that the structure of the ancillary ligand affects the redox properties. Density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations were performed to provide insights into the electronic structures of POF1-POF6. POF1 bearing a 1,10-phenanthroline moiety demonstrates the highest oxygen sensitivity.
- Yu, Hongcui,Liu, Chun,Yu, Zhenni,Zhang, Liyan,Xiu, Jinghai
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supporting information
p. 3519 - 3527
(2017/04/13)
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- Preparation method and application of iridium complex with nitrogen heterocyclic sulfonic acid as second main ligand
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The invention discloses an iridium complex; a structure formula of the iridium complex is represented by the formula (1), the formula (2) or the formula (3) defined in the specification, wherein Ar1 is selected from at least one of the following groups: substituted or unsubstituted pyridyl, substituted or unsubstituted pyrazolyl, and substituted or unsubstituted indazole; Ar2 is selected from at least one of the following groups: substituted or unsubstituted aromatic ring and substituted or unsubstituted aromatic heterocyclic ring; and Ar3 is selected from at least one of the following groups: substituted or unsubstituted nitrogen heterocyclic ring. The invention also discloses a preparation method of the iridium complex, an application of the iridium complex in preparation of organic electroluminescent devices, and the organic electroluminescent devices. The iridium complex can be used as a luminescent center and can be applied to preparation of the organic electroluminescent devices. The preparation method of the iridium complex is simple.
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Paragraph 0081-0085
(2018/01/13)
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- Tri(1-adamantyl)phosphine: Expanding the Boundary of Electron-Releasing Character Available to Organophosphorus Compounds
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We report here the remarkable properties of PAd3, a crystalline air-stable solid accessible through a scalable SN1 reaction. Spectroscopic data reveal that PAd3, benefiting from the polarizability inherent to large hydrocarbyl groups, exhibits unexpected electron releasing character that exceeds other alkylphosphines and falls within a range dominated by N-heterocyclic carbenes. Dramatic effects in catalysis are also enabled by PAd3 during Suzuki-Miyaura cross-coupling of chloro(hetero)arenes (40 examples) at low Pd loading, including the late-stage functionalization of commercial drugs. Exceptional space-time yields are demonstrated for the syntheses of industrial precursors to valsartan and boscalid from chloroarenes with ~2 × 104 turnovers in 10 min.
- Chen, Liye,Ren, Peng,Carrow, Brad P.
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supporting information
p. 6392 - 6395
(2016/06/09)
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- Luminescent ion pairs with tunable emission colors for light-emitting devices and electrochromic switches
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Most recently, stimuli-responsive luminescent materials have attracted increasing interest because they can exhibit tunable emissive properties which are sensitive to external physical stimuli, such as light, temperature, force, and electric field. Among these stimuli, electric field is an important external stimulus. However, examples of electrochromic luminescent materials that exhibit emission color change induced by an electric field are limited. Herein, we have proposed a new strategy to develop electrochromic luminescent materials based on luminescent ion pairs. Six tunable emissive ion pairs (IP1-IP6) based on iridium(iii) complexes have been designed and synthesized. The emission spectra of ion pairs (IPs) show concentration dependence and the energy transfer process is very efficient between positive and negative ions. Interestingly, IP6 displayed white emission at a certain concentration in solution or solid state. Thus, in this contribution, UV-chip (365 nm) excited light-emitting diodes showing orange, light yellow and white emission colors were successfully fabricated. Furthermore, IPs displayed tunable and reversible electrochromic luminescence. For example, upon applying a voltage of 3 V onto the electrodes, the emission color of the solution of IP1 near the anode or cathode changed from yellow to red or green, respectively. Color tunable electrochromic luminescence has also been realized by using other IPs. Finally, a solid-film electrochromic switch device with a sandwiched structure using IP1 has been fabricated successfully, which exhibited fast and reversible emission color change.
- Guo, Song,Huang, Tianci,Liu, Shujuan,Zhang, Kenneth Yin,Yang, Huiran,Han, Jianmei,Zhao, Qiang,Huang, Wei
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p. 348 - 360
(2016/12/30)
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- Anionic type iridium complex for oxygen sensing, and preparation method and application thereof
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The invention discloses an anionic type iridium complex for oxygen sensing, and a preparation method and the application of the anionic type iridium complex. The anionic type iridium complex can be expressed by a general formula: [Ir(C-N)2(CN)2]-nBuN+, wh
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Paragraph 0034; 0035
(2017/01/17)
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- METHOD FOR ARYLATION OF CARBON-HYDROGEN BOND OF IRIDIUM COMPLEX
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PROBLEM TO BE SOLVED: To provide a method which can modify an iridium complex in a various way in a short step. SOLUTION: The present invention provides a method for the arylation of a carbon-hydrogen bond of an iridium complex, including a step in which, in the presence of a palladium catalyst, a halogenated aryl represented by formula (II) acts on an iridium complex represented by formula (I) for the arylation of at least one carbon-hydrogen bond of a ligand A. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0103-0105
(2017/04/03)
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- Nitrogenous heterocyclic phosphoric acid and preparation method thereof, and luminescent device using nitrogenous heterocyclic phosphoric acid
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The invention relates to a compound with a nitrogenous heterocyclic phosphoric acid structure. The compound can be used as a metal ligand for preparation of an organic luminescent material. Compared with extensively researched and reported phosphoric acid ligand, the novel nitrogenous heterocyclic phosphoric acid ligand provided by the invention has the advantages of stable chemical properties, easiness in purification, etc. and can effectively regulate the luminescence color of a metal complex due to introduction of a heavy electron phosphoric acid coordination structure. Through modification of the molecular structure of substituent on a nitrogenous heterocyclic ring, the luminescence position of the complex can be adjusted in the range of blue light wavelength, which facilitates designing and production of organic electroluminescence displays and illumination light sources. Moreover, the invention provides a synthetic method for a series of novel nitrogenous heterocyclic phosphoric acids. The synthetic method is simple, has high yield and realizes flexible chemical modification of heterocycles.
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Paragraph 0019; 0020
(2016/10/10)
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- Iridium complex and preparation method thereof and light-emitting device applying iridium complex
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The invention relates to an iridium complex which comprises a main ligand containing two 2,4-difluorobenzene dipyridyl derivatives and an auxiliary ligand containing nitrogen heterocyclic phosphoric acid. Compared with a widely researched and reported iri
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Paragraph 0024; 0025; 0026
(2016/10/10)
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- Solubilised bright blue-emitting iridium complexes for solution processed OLEDs
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Combining a sterically bulky, electron-deficient 2-(2,4-difluorophenyl)-4-(2,4,6-trimethylphenyl)pyridine (dFMesppy) cyclometalating C∧N ligand with an electron rich, highly rigidified 1,1′-(α,α′-o-xylylene)-2,2′-biimidazole (o-xylbiim) N∧N ligand gives an iridium complex, [Ir(dFMesppy)2(o-xylbiim)](PF6), that achieves extraordinarily bright blue emission (ΦPL = 90%; λmax = 459 nm in MeCN) for a cationic iridium complex. This complex is compared with two reference complexes bearing 4,4′-di-tert-butyl-2,2′-bipyridine, and solution-processed organic light emitting diodes (OLEDs) have been fabricated from these materials.
- Henwood, Adam F.,Bansal, Ashu K.,Cordes, David B.,Slawin, Alexandra M. Z.,Samuel, Ifor D. W.,Zysman-Colman, Eli
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supporting information
p. 3726 - 3737
(2016/05/19)
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- Iridium-europium heterogeneous polynuclear metal complex and its preparation method and use
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The invention belongs to the field of organic electroluminescence and relates to an iridium-europium heterogeneous polynuclear metal complex and its preparation method and use. A cyclometalated iridium complex-containing neutral ligand as a second ligand,
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Paragraph 0053; 0061; 0062
(2016/10/08)
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- ORGANIC METAL COMPOUND, ORGANIC LIGHT-EMITTING DEVICE, AND LIGHTING DEVICE EMPLOYING THE SAME
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Organic metal compounds, organic light-emitting devices, and lighting devices employing the same are provided. The organic metal compound has a chemical structure represented by formula (I): wherein each R1 is independent and can be hydrogen, halogen, C1-10 alkyl group, C5-10 cycloalkyl group, or C5-12 aryl group; R2 is trialkyl silyl group; and L is a picolinic acid ligand, a 2-(imidazol-2-yl) pyridine ligand, a 2-(4,5-dimethyl-imidazol-2-yl) pyridine ligand, a 3-(trifluoromethyl)-5-(pyridine-2-yl)-1,2,4-triazolate ligand, or a 3-(isobutyl)-5-(pyridine-2-yl)-1,2,4-triazolate ligand.
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Paragraph 0029; 0030
(2016/10/27)
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- ORGANIC METAL COMPOUND, ORGANIC LIGHT-EMITTING DEVICE, AND LIGHTING DEVICE EMPLOYING THE SAME
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Organic metal compounds, organic light-emitting devices, and lighting devices employing the same are provided. The organic metal compound has a chemical structure represented by formula (I): , wherein each R1 is independent and can be hydrogen, halogen, C1-10 alkyl group, C5-10 cycloalkyl group, or C6-12 aromatic group; R2 is trialkyl silyl group; and L is an acetylacetone ligand, a picolinate ligand, a 2-(imidazol-2-yl) pyridine ligand, a 2-(4,5-dimethyl-imidazol-2-yl)pyridine ligand, a 3-(trifluoromethyl)-5-(pyridine-2-yl)-1,2,4-triazolate ligand, or a 3-(isobutyl)-5-(pyridine-2-yl)-1,2,4-triazolate ligand.
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Paragraph 0029; 0030
(2017/02/02)
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- Facile synthesis and complete characterization of homoleptic and heteroleptic cyclometalated Iridium(III) complexes for photocatalysis
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Herein we describe an improved synthesis for homoleptic iridium(III) 2-phenylpyridine based photocatalysts that allows rapid access to these compounds in good to high yields which have recently become a vital component within the field of catalysis. In addition, we synthesized a number of heteroleptic iridium(III) 2-phenylpyridine photocatalysts and report their photophysical and electrochemical properties. The emission energies span the range of 473-560 nm and reduction potentials from -2.27 V to -1.23 V and oxidation potentials ranging from 1.81 V to 0.69 V. Additionally, we provide the calculated excited state properties and comment on the role of these properties in designing catalytic cycles.
- Singh, Anuradha,Teegardin, Kip,Kelly, Megan,Prasad, Kariate S.,Krishnan, Sadagopan,Weaver, Jimmie D.
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- N -heterocyclic carbenes: Versatile second cyclometalated ligands for neutral iridium(III) heteroleptic complexes
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With 2-(2,4-difluorophenyl)pyridine (dfppy) as the first cyclometalated ligand and different monoanionic N-heterocyclic carbenes (NHCs) as the second cyclometalated ligands, 16 blue or greenish-blue neutral iridium(III) phosphorescent complexes, (dfppy)s
- Li, Tian-Yi,Liang, Xiao,Zhou, Liang,Wu, Chen,Zhang, Song,Liu, Xuan,Lu, Guang-Zhao,Xue, Li-Sha,Zheng, You-Xuan,Zuo, Jing-Lin
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p. 161 - 173
(2015/03/03)
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- Cobalt(III)-Catalyzed Directed C-H Coupling with Diazo Compounds: Straightforward Access towards Extended π-Systems
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The first highly efficient and scalable cobalt-catalyzed directed C-H functionalization with carbene precursors is presented. This methodology provides a modular route towards a new class of conjugated polycyclic hydrocarbons with tunable emission wavelengths both in solution and in the solid state.
- Zhao, Dongbing,Kim, Ju Hyun,Stegemann, Linda,Strassert, Cristian A.,Glorius, Frank
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supporting information
p. 4508 - 4511
(2015/04/14)
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- RhIII-Catalyzed C-H Activation with Pyridotriazoles: Direct Access to Fluorophores for Metal-Ion Detection
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The first C-H bond activation with pyridotriazoles as coupling partners is presented using a RhIII catalyst. The pyridotriazoles can be used as new carbene precursors in C-H activation for direct access to novel fluorescent scaffolds. These tunable fluorophores can be applied for the detection of metal ions.
- Kim, Ju Hyun,Gensch, Tobias,Zhao, Dongbing,Stegemann, Linda,Strassert, Cristian A.,Glorius, Frank
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supporting information
p. 10975 - 10979
(2015/09/15)
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- Catalytic Electrophilic C-H Silylation of Pyridines Enabled by Temporary Dearomatization
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A C-H silylation of pyridines that seemingly proceeds through electrophilic aromatic substitution (SEAr) is reported. Reactions of 2- and 3-substituted pyridines with hydrosilanes in the presence of a catalyst that splits the Si-H bond into a hydride and a silicon electrophile yield the corresponding 5-silylated pyridines. This formal silylation of an aromatic C-H bond is the result of a three-step sequence, consisting of a pyridine hydrosilylation, a dehydrogenative C-H silylation of the intermediate enamine, and a 1,4-dihydropyridine retro-hydrosilylation. The key intermediates were detected by 1H NMR spectroscopy and prepared through the individual steps. This complex interplay of electrophilic silylation, hydride transfer, and proton abstraction is promoted by a single catalyst.
- Wübbolt, Simon,Oestreich, Martin
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supporting information
p. 15876 - 15879
(2016/01/28)
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- Water-soluble luminescent cyclometalated gold(III) complexes with cis-chelating bis(N-heterocyclic carbene) ligands: Synthesis and photophysical properties
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A new class of cyclometalated AuIII complexes containing various bidentate C-deprotonated C^N and cis-chelating bis(N-heterocyclic carbene) (bis-NHC) ligands has been synthesized and characterized. These are the first examples of AuIII complexes supported by cis-chelating bis-NHC ligands. [Au(C^N)(bis-NHC)] complexes display emission in solutions under degassed condition at room temperature with emission maxima (λ max) at 498-633 nm and emission quantum yields of up to 10.1 %. The emissions are assigned to triplet intraligand (IL) π→π* transitions of C^N ligands. The AuIII complex containing a C^N (C-deprotonated naphthalene-substituted quinoline) ligand with extended π-conjugation exhibits prompt fluorescence and phosphorescence of comparable intensity with λmax at 454 and 611 nm respectively. With sulfonate-functionalized bis-NHC ligand, four water-soluble luminescent Au III complexes, including those displaying both fluorescence and phosphorescence, were prepared. They show similar photophysical properties in water when compared with their counterparts in acetonitrile. The long phosphorescence lifetime of the water-soluble AuIII complex with C-deprotonated naphthalene-substituted quinoline ligand renders it to function as ratiometric sensor for oxygen. Inhibitory activity of one of these water-soluble Au III complexes towards deubiquitinase (DUB) UCHL3 has been investigated; this complex also displayed a significant inhibitory activity with IC50 value of 0.15 μM.
- Hung, Faan-Fung,To, Wai-Pong,Zhang, Jing-Jing,Ma, Chensheng,Wong, Wai-Yeung,Che, Chi-Ming
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supporting information
p. 8604 - 8614
(2014/07/21)
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- Palladium-catalyzed ortho-selective c-f activation of polyfluoroarenes with triethylsilane: A facile access to partially fluorinated aromatics
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PdF: A simple catalytic system, broad substrate scope, and high versatility provide a useful and facile access to partially fluorinated aromatics (see scheme). Tuning the reaction conditions enables a diverse range of product structures to be prepared. Copyright
- Chen, Zhao,He, Chun-Yang,Yin, Zengsheng,Chen, Liye,He, Yi,Zhang, Xingang
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supporting information
p. 5813 - 5817
(2013/07/11)
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- Synthesis and luminescence properties of iridium complexes chelated with coumarin ligands
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According to a recent report, the organic light-emitting diodes (OLEDs) using the iridium complexes of coumarin derivatives as emissive dopants are highly efficient and stable. Unlike the other Ir(III) phopsphorescent dopants, these coumarin-based Ir(III)
- Park, Hye Rim,Kim, Bo Young,Kim, Young Kwan,Ha, Yunkyoung
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p. 3441 - 3445
(2013/06/27)
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- A heteroleptic cyclometalated iridium(iii) fluorophenylpyridine complex from partial defluorohydrogenation reaction: Synthesis, photophysical properties and mechanistic insights
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In this paper, a C-F bond activation reaction of a chloro-bridged iridium(iii) dimer (dfppy)2Ir(μ-Cl)2Ir(dfppy) 2 (1) (dfppy denotes 2-(4,6-difluorophenyl)pyridyl) in the presence of sodium methoxide has been reported, lea
- Li, Liang,Wu, Feng,Zhang, Songlin,Wang, Dawei,Ding, Yuqiang,Zhu, Zhenzhong
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supporting information
p. 4539 - 4543
(2013/04/23)
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- Noncatalytic pyridyl-directed alkylation and arylation carbon-fluorine bond of polyfluoroarenes with grignard reagents
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Cross-coupling reaction of polyfluoroarenes with Grignard reagents via pyridine-directed cleavage of C-F bond in the absence of metal catalysts was developed. A possible mechanism was suggested.
- Xiong, Yang,Wu, Jingjing,Xiao, Senhan,Xiao, Juan,Cao, Song
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p. 4599 - 4603
(2013/06/05)
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- Synthetic method of organometallic iridium compound
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A synthetic method for preparing organometallic iridium compounds is provided and includes the two steps of (1) synthesizing a di-iridium compound with a halogenated bridge: L2Ir(μ?X)2IrL2, L; and (2) reacting L2Ir(μ?X)2IrL2 with a ligand to give the product [C?]N]2Ir (LX). The invention is an improvement over the traditional method for preparing such compounds and has the advantages of shortened reaction time, increased yield, and products of over 99% purity obtained without chromatography.
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- LIGHT EMITTING DEVICES AND COMPOSITIONS
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A light emitting composition includes a light-emitting iridium-functionalized nanoparticle, such as a compound of formula (I). The compound of formula (I) further comprises at least one host attached to the core. A light emitting device includes an anode,
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Page/Page column 36
(2012/12/14)
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- Phosphorescence color tuning of oxadiazole-based iridium(III) complexes for organic light emitting diode
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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
- Park, Hye Rim,Kim, Bo Young,Kim, Young Kwan,Ha, Yunkyoung
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body text
p. 5613 - 5618
(2012/10/08)
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- LIGHT EMITTING DEVICES AND COMPOSITIONS
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A light emitting composition includes a light-emitting lumophore-functionalized nanoparticle, such as an organic-inorganic light-emitting lumophore-functionalized nanoparticle. A light emitting device includes an anode, a cathode, and a layer containing such a light-emitting composition. In an embodiment, the light emitting device can emit white light.
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Page/Page column 23-24
(2012/11/08)
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- Nickel-catalyzed Suzuki-Miyaura reaction of aryl fluorides
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Two protocols for the nickel-catalyzed cross-coupling of aryl fluorides with aryl boronic esters have been developed. The first employs metal fluoride cocatalysts, such as ZrF4 and TiF4, which enable Suzuki-Miyaura reactions of aryl fluorides bearing electron-withdrawing (ketones, esters, and CF3), aryl and alkenyl groups as well as those comprising fused aromatic rings, such as fluoronaphthalenes and fluoroquinolines. The second protocol employs aryl fluorides bearing ortho-directing groups, which facilitate the difficult C-F bond activation process via cyclometalation. N-heterocycles, such as pyridines, quinolines, pyrazoles, and oxazolines, can successfully promote cross-coupling with an array of organoboronic esters. A study into the substituent effects with respect to both coupling components has provided fundamental insights into the mechanism of the nickel-catalyzed cross-coupling of aryl fluorides.
- Tobisu, Mamoru,Xu, Tian,Shimasaki, Toshiaki,Chatani, Naoto
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supporting information; experimental part
p. 19505 - 19511
(2012/01/31)
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- Phosphorescent sensor for biological mobile zinc
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A new phosphorescent zinc sensor (ZIrF) was constructed, based on an Ir(III) complex bearing two 2-(2,4-difluorophenyl)pyridine (dfppy) cyclometalating ligands and a neutral 1,10-phenanthroline (phen) ligand. A zinc-specific di(2-picolyl)amine (DPA) receptor was introduced at the 4-position of the phen ligand via a methylene linker. The cationic Ir(III) complex exhibited dual phosphorescence bands in CH3CN solutions originating from blue and yellow emission of the dfppy and phen ligands, respectively. Zinc coordination selectively enhanced the latter, affording a phosphorescence ratiometric response. Electrochemical techniques, quantum chemical calculations, and steady-state and femtosecond spectroscopy were employed to establish a photophysical mechanism for this phosphorescence response. The studies revealed that zinc coordination perturbs nonemissive processes of photoinduced electron transfer and intraligand charge-transfer transition occurring between DPA and phen. ZIrF can detect zinc ions in a reversible and selective manner in buffered solution (pH 7.0, 25 mM PIPES) with Kd = 11 nM and pKa = 4.16. Enhanced signal-to-noise ratios were achieved by time-gated acquisition of long-lived phosphorescence signals. The sensor was applied to image biological free zinc ions in live A549 cells by confocal laser scanning microscopy. A fluorescence lifetime imaging microscope detected an increase in photoluminescence lifetime for zinc-treated A549 cells as compared to controls. ZIrF is the first successful phosphorescent sensor that detects zinc ions in biological samples.
- You, Youngmin,Lee, Sumin,Kim, Taehee,Ohkubo, Kei,Chae, Weon-Sik,Fukuzumi, Shunichi,Jhon, Gil-Ja,Nam, Wonwoo,Lippard, Stephen J.
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scheme or table
p. 18328 - 18342
(2012/01/04)
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- Investigation of spacer influences in phosphorescent-emitting nonconjugated PLED systems
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An assay was introduced to clarify influences on electroluminescent behavior for RGB-colored phosphorescent terpolymers with N,N-Di-p-tolyl-aniline as hole-transporting unit, 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4- oxadiazole (tert- BuPBD) as electron-transporting unit, and different iridium complexes in RGB-colors as triplet emitting materials. All monomers were attached with spacer moieties to the "para" position of a polystyrene. Polymer light emitting diodes (PLEDs) were built to study the electro-optical behavior of these materials. The gist was a remarkable influence of hexyl-spacer units to the PLED performance. For all three colors only very restricted PLED performances were found. In comparison RGB-terpolymers were synthesized with directly attached charge transport materials to the polymer backbone. For this directly linked systems efficiencies were 28 cd A-1 @ 6 V (green), 4.9 cd A-1 @ 5 V (red) and 4.3 cd A-1 @ 6 V (bluish). In summary we assume that an improved charge percolation pathways regarding to the higher content of semiconducting molecules and an improved charge transfer to the phosphorescent dopand in the case of the copolymers without spacers are responsible for the better device performance comparing the copolymers with hexyl spacers. The approach of the directly connected charge transport materials at the nonconjugated styrene polymer backbone should be favored for further investigations, therefore.
- Thesen, Manuel W.,Krueger, Hartmut,Janietz, Silvia,Wedel, Armin,Graf, Marion
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experimental part
p. 389 - 402
(2010/11/04)
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- The blue phosphorescent iridium complexes containing new triazole ligands for OLEDs
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For the application to organic light-emitting diodes (OLEDs), the blue light emitting iridium complexes containing a new triazole (trzl) ancillary ligand were prepared and their photophysical properties was studied with respect to substituent effect at th
- Ahn, So Youn,Ha, Yunkyoung
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experimental part
p. 59 - 66
(2012/08/08)
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- Iridium complex, carbazole derivatives and copolymer having the same
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Disclosed are a monomer of iridium complex having a fluoro group as a functional group, a monomer of carbazole derivative having a hydroxy group as the functional group, and a copolymer containing the monomers in its main chain. The iridium complex used as a phosphorescent material and the carbazole derivative having an excellent hole transporting capability are synthesized as the monomer to form the copolymer. The content of iridium complex is easily controlled, and the carbazole derivative and iridium complex are contained in the main chain during the copolymer formation, thereby capable of manufacturing a light emitting device with higher heat resistance and chemical stability.
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Page/Page column 11
(2008/12/05)
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- IRIDIUM COMPLEX, CARBAZOLE DERIVATIVES AND COPOLYMER HAVING THE SAME
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Disclosed are a monomer of iridium complex having a fluoro group as a functional group, a monomer of carbazole derivative having a hydroxy group as the functional group, and a copolymer containing the monomers in its main chain. The iridium complex used a
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Page/Page column 10
(2008/12/07)
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- Organic compounds, organometallic complexes, organic electroluminescent display devices using the complexes and method for preparation of the devices
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The present embodiments relate to organic metal compounds in which compounds for host and compounds for dopant are connected, organic electroluminescence display devices using the compounds and a method for preparation of the devices. More precisely, the
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Page/Page column 18; 19
(2010/11/25)
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- Finely-tuned blue-phosphorescent iridium complexes based on 2-phenylpyridine derivatives and application to polymer organic light-emitting device
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We have developed new blue-phosphorescent iridium complexes based on 2-phenylpyridine derivatives with pertinent substituents and an ancillary ligand to accomplish selective tuning of the HOMO and LUMO levels toward high energy gap: A polymer light-emitti
- Takizawa, Shin-Ya,Echizen, Hidenori,Nishida, Jun-Ichi,Tsuzuki, Toshimitsu,Tokito, Shizuo,Yamashita, Yoshiro
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p. 748 - 749
(2007/10/03)
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- Organic metal compounds in which compounds for host and compounds for dopant are connected, organic electroluminesence display devices using the compounds and method for preparation of the devices
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The present embodiments relate to organic metal compounds in which compounds for host and compounds for dopant are connected, organic electroluminescence display devices using the compounds and a method for preparation of the devices. More precisely, the
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Page/Page column 11; 13
(2010/11/24)
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