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公开(公告)号:US09847497B2
公开(公告)日:2017-12-19
申请号:US14616438
申请日:2015-02-06
Inventor: Geza Szigethy , Jason Brooks , Mark E. Thompson , Patrick Saris , Peter I. Djurovich
CPC classification number: H01L51/0085 , C07F15/0033 , C07F15/02 , H01L51/5016
Abstract: A compound having a structure of Formula M(LA)x(LB)y(LC)z, where ligand LA is ligand LB is and ligand LC is is disclosed. In Formula M(LA)x(LB)y(LC)z, M is a metal having an atomic number greater than 40; x is 1, 2, or 3; y and z are 0, 1, or 2; x+y+z is the oxidation state of metal M; Z1-Z6 are each C or N; ZD is N or a carbene carbon; rings C and D are independently a 5 or 6-membered carbocyclic or heterocyclic ring; R4 is substituted, while each of R1, R2, R3, RC, RD, R11, R12, and R13 are selected from hydrogen and a variety of moieties; and any adjacent substituents of R1, R2, R3, R4, RC, RD, R11, R12, and R13 are optionally joined to form a ring. Formulations and devices, such as an OLEDs, that include the compound of formula M(LA)x(LB)y(LC)z are also described.
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公开(公告)号:US09673407B2
公开(公告)日:2017-06-06
申请号:US14194245
申请日:2014-02-28
Applicant: Universal Display Corporation
Inventor: Geza Szigethy , Christopher B. Murray , Jason Brooks
IPC: H01L51/54 , C09K11/06 , H01L51/00 , C07D213/84 , C07D213/85 , C07F15/00 , H01L51/50
CPC classification number: H01L51/0085 , C07D213/84 , C07D213/85 , C07F15/0033 , C09K11/06 , C09K2211/1029 , C09K2211/185 , H01L51/0052 , H01L51/0054 , H01L51/0058 , H01L51/0067 , H01L51/0072 , H01L51/0074 , H01L51/5016 , H01L51/5024
Abstract: A compound including a ligand L according to Formula I: as well as, a first device and a formulation containing the same, are disclosed. In the compound including the Ligand L of Formula I: R1 and R2 are independently selected from group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, cyano, and combinations thereof; two adjacent substituents of R1 or R2 are optionally joined to form a fused ring; ligand L is coordinated to transition metal M having an atomic number greater than 40; R1 represent mono, di, tri, or tetra-substitution, or no substitution; R2 represent mono, di, or tri-substitution, or no substitution; and at least one substituent of R1 or R2 is cyano.
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公开(公告)号:US09590195B2
公开(公告)日:2017-03-07
申请号:US14194311
申请日:2014-02-28
Applicant: Universal Display Corporation
Inventor: Geza Szigethy , Jason Brooks
CPC classification number: H01L51/0085 , C07F15/0033 , C09K11/06 , C09K2211/1029 , C09K2211/185 , H01L51/0052 , H01L51/0054 , H01L51/0058 , H01L51/0067 , H01L51/0072 , H01L51/0074 , H01L51/0094 , H01L51/5016
Abstract: A compound including a Ligand L of Formula I: as well as, a first device and a formulation containing the same, are disclosed. In the compound including the Ligand L of Formula I: X is selected from the group consisting of S, Se, SiRR′ and GeRR′; R1, R2, R, and R′ are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; any adjacent substitutions or substituents of R1, R2, R, and R′ are optionally linked together to form a ring; the Ligand L is coordinated to a metal M having an atomic number of 40 or greater; and the Ligand L is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
Abstract translation: 公开了包含式I的配体L的化合物以及第一装置和含有其的制剂。 在包含式I的配体L的化合物中,X选自S,Se,SiRR'和GeRR'; R1,R2,R和R'各自独立地选自氢,氘,卤素,烷基,环烷基,杂烷基,芳基烷基,烷氧基,芳氧基,氨基,甲硅烷基,烯基,环烯基,杂烯基,炔基,芳基, 杂芳基,酰基,羰基,羧酸,酯,腈,异腈,硫烷基,亚磺酰基,磺酰基,膦基及其组合; R1,R2,R和R'的任何相邻的取代基或取代基任选地连接在一起形成环; 配体L与原子序数为40或更大的金属M配位,并且配体L任选地与其它配体连接以包含三齿,四齿,五齿或六齿配体。
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公开(公告)号:US20170040554A1
公开(公告)日:2017-02-09
申请号:US15291381
申请日:2016-10-12
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Jason Brooks , Geza Szigethy , Glenn Morello , Jun Deng , Peter I. Djurovich
CPC classification number: H01L51/0085 , C07D471/16 , C07D498/16 , C07D513/16 , C07F7/1804 , C07F15/0033 , C07F15/0086 , C09K11/025 , C09K11/06 , C09K2211/1007 , C09K2211/1011 , C09K2211/1022 , C09K2211/1044 , C09K2211/1088 , C09K2211/185 , H01L27/32 , H01L51/005 , H01L51/0072 , H01L51/0073 , H01L51/0074 , H01L51/0087 , H01L51/5012 , H01L51/5016 , H01L51/5206 , H01L51/5221
Abstract: Imidazophenanthridine ligands and metal complexes are provided. The compounds exhibit improved stability through a linking substitution that links a nitrogen bonded carbon of an imidizole ring to a carbon on the adjacent fused aryl ring. The compounds may be used in organic light emitting devices, particularly as emissive dopants, providing devices with improved efficiency, stability, and manufacturing. In particular, the compounds provided herein may be used in blue devices having high efficiency.
Abstract translation: 提供了咪唑苯胺配位体和金属配合物。 化合物通过将亚胺唑环的氮键合碳与相邻稠合芳基环上的碳连接的连接取代表现出改进的稳定性。 这些化合物可以用于有机发光器件,特别是作为发射掺杂剂,提供具有改进的效率,稳定性和制造的器件。 特别地,本文提供的化合物可以用于具有高效率的蓝色装置中。
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公开(公告)号:US20150295192A1
公开(公告)日:2015-10-15
申请号:US14671162
申请日:2015-03-27
Applicant: Universal Display Corporation
Inventor: Jason Brooks , Geza Szigethy , Scott Beers
CPC classification number: H01L51/0085 , C07F15/0033 , C07F15/0086 , C09K11/06 , C09K2211/1007 , C09K2211/1029 , C09K2211/1044 , C09K2211/185 , H01L51/0052 , H01L51/0054 , H01L51/0067 , H01L51/0072 , H01L51/0074 , H01L51/0087 , H01L51/0094 , H01L51/5016 , H01L51/5096 , H01L51/5206 , H01L51/5221
Abstract: A novel type of blue emitter is described based on the azaphenanthridine imidazole ligand. The preferred use of this moiety for generating blue phosphorescence is as part of a symmetric platinum tetradentate complex.
Abstract translation: 基于氮杂蒽胺咪唑配体描述了一种新型的蓝色发射体。 该部分用于产生蓝色磷光体的优选用途是对称的铂四齿络合物的一部分。
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公开(公告)号:US20150295189A1
公开(公告)日:2015-10-15
申请号:US14671075
申请日:2015-03-27
Applicant: Universal Display Corporation
Inventor: Jason Brooks , Geza Szigethy , Scott Beers , Hsiao-Fan Chen
CPC classification number: H01L51/0085 , C07F15/0033 , C07F15/0086 , C09K11/06 , C09K2211/1007 , C09K2211/1029 , C09K2211/1044 , C09K2211/185 , H01L51/0052 , H01L51/0054 , H01L51/0067 , H01L51/0072 , H01L51/0074 , H01L51/0087 , H01L51/0094 , H01L51/5016 , H01L51/5096 , H01L51/5206 , H01L51/5221
Abstract: This invention discloses novel metal complexes for phosphorescent OLEDs. The incorporation of a specific nitrogen substitution in the benzimidazole phenanthridine ligand system is shown to provide desirable color.
Abstract translation: 本发明公开了用于磷光OLED的新型金属络合物。 显示了在苯并咪唑菲啶配体体系中引入特异性氮取代以提供所需的颜色。
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公开(公告)号:US12262631B2
公开(公告)日:2025-03-25
申请号:US17507027
申请日:2021-10-21
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Joseph A. Macor , Tyler Fleetham , Geza Szigethy , Jason Brooks , Hsiao-Fan Chen , Rasha Hamze , Mahesh Paudyal , Muazzam Idris , Douglas Williams
Abstract: Provided are organometallic compounds. Also provided are formulations comprising these organometallic compounds. Further provided are OLEDs and related consumer products that utilize these organometallic compounds.
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公开(公告)号:US11930699B2
公开(公告)日:2024-03-12
申请号:US16983572
申请日:2020-08-03
Applicant: Universal Display Corporation
Inventor: Hsiao-Fan Chen , George Fitzgerald , Tyler Fleetham , Peter Wolohan , Joseph A. Macor , Morgan C. Macinnis , Wystan Neil Palmer , Geza Szigethy , Noah Horwitz
IPC: C07F15/00 , C07F19/00 , C09K11/06 , C09K11/08 , C09K11/87 , H10K50/11 , H10K50/12 , H10K50/13 , H10K71/00 , H10K85/30 , H10K85/40 , H10K85/60 , H10K101/10
CPC classification number: H10K85/346 , C07F15/0033 , C07F15/0086 , C07F19/00 , C09K11/06 , C09K11/87 , H10K85/40 , H10K85/615 , H10K85/654 , H10K85/6572 , H10K85/6574 , C09K2211/1007 , C09K2211/1029 , C09K2211/1044 , C09K2211/185
Abstract: Provided are compounds comprising a ligand LA of Formula I
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公开(公告)号:US11737349B2
公开(公告)日:2023-08-22
申请号:US16884509
申请日:2020-05-27
Applicant: Universal Display Corporation
Inventor: George Fitzgerald , Joseph A. Macor , Jason Brooks , Hsiao-Fan Chen , Geza Szigethy , Diana Drennan , Neil Palmer , Wei-Chun Shih , Pierre-Luc T. Boudreault , Zhiqiang Ji , Woo-Young So
CPC classification number: H10K85/342 , C07F15/0033 , C09K11/06 , C09K2211/1007 , C09K2211/1014 , C09K2211/1022 , C09K2211/1029 , C09K2211/1044 , C09K2211/1055 , C09K2211/185 , H10K50/11 , H10K50/121 , H10K2101/10
Abstract: Provided are organometallic compounds. Also provided are formulations comprising these organometallic compounds. Further provided are OLEDs and related consumer products that utilize these organometallic compounds.
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公开(公告)号:US11560398B2
公开(公告)日:2023-01-24
申请号:US16859226
申请日:2020-04-27
Applicant: Universal Display Corporation
Inventor: Joseph A. Macor , Geza Szigethy
Abstract: Provided is a process for preparation of a compound of Formula 1 where, ring Y and ring Z are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring; Z1 and Z2 are each independently C or N; each RY and RZ independently represents mono to the maximum possible number of substitutions, or no substitution; x=1, 2, or 3; y=0, 1, or 2; and x+y=3. Disclosed is a chemical synthesis process that involves contacting a compound of Formula 2 with a compound of Formula 3 in an organic solvent to yield a compound of Formula 1
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