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公开(公告)号:EP2982729A1
公开(公告)日:2016-02-10
申请号:EP15179944.2
申请日:2015-08-06
发明人: MA, Bin , YEAGER, Walter , BARRON, Edward , DEANGELIS, Alan , XIA, Chuanjun , ADAMOVICH, Vadim , BEERS, Scott
摘要: A compound having the formula Ir(L A ) n (L B ) 3-n is disclosed wherein L A is an aza-DBF ligand and L B is an alkyl-substituted phenylpyridine ligand, wherein the compound has a structure according to Formula I:
wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , and A 8 comprise carbon or nitrogen; wherein at least one of A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , and A 8 is nitrogen; wherein ring B is bonded to ring A through a C-C bond; wherein the iridium is bonded to ring A through a Ir-C bond; wherein X is O, S, or Se; wherein R 1 and R 2 each independently represent mono-, di-, tri-, tetra-substitution, or no substitution; wherein R' and R" each independently represent mono-, di-substitution, or no substitution; wherein any adjacent substitutions in R', R", R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are optionally linked together to form a ring; wherein R 1 , R 2 , 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; wherein R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, and combinations thereof; wherein n is an integer from 1 to 3; and wherein total number of carbons in at least one of the pairs R 3 and R 4 , and R 5 and R 6 is at least four.摘要翻译: 公开了具有式Ir(LA)n(LB)3-n的化合物,其中LA是氮杂-DBF配体并且LB是烷基取代的苯基吡啶配体,其中所述化合物具有根据式I的结构:其中A1, A2,A3,A4,A5,A6,A7和A8包含碳或氮; 其中A1,A2,A3,A4,A5,A6,A7和A8中的至少一个是氮; 其中环B通过C-C键与环A键合; 其中铱通过Ir-C键与环A键合; 其中X是O,S或Se; 其中R1和R2各自独立地表示单取代,二取代,三取代,四取代或未取代; 其中R'和R“各自独立地表示单取代,二取代或无取代;其中R',R”,R 1,R 2,R 3,R 4,R 5和R 6中的任何相邻取代任选连接在一起形成 环; 其中R 1,R 2,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;其中R 3,R 4,R 5和R 6各自独立地选自氢, 烷基,环烷基及其组合;其中n是1至3的整数;并且其中至少一对R3和R4以及R5和R6中的碳的总数至少为4。
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公开(公告)号:EP4074723A1
公开(公告)日:2022-10-19
申请号:EP22163989.1
申请日:2022-03-24
发明人: JI, Zhiqiang , BOUDREAULT, Pierre-Luc T. , LU, Tongxiang , SHIH, Wei-Chun , WOZNIAK, Derek Ian , DEANGELIS, Alan
摘要: An organometallic compound including a first ligand L A selected from
is provided. In ligand L A , each of Y 1 to Y 10 is carbon or nitrogen; moiety B is a monocyclic or polycyclic fused ring structure comprising 5-membered and/or 6-membered rings; any two R A and R B can be fused or joined to form a ring; X is selected from O, S, Se, or NR; each R A and R B is independently hydrogen or a General Substituent; at least one R, R A , or R B is deuterium or a linking group between L A and another ligand that includes a deuterium substituted aromatic ring; and L A is coordinated to a metal M, selected from Os, Pd, Pt, Ir, Cu, Ag, or Au; and the compound is capable of emitting light with a peak maximum wavelength (λ max ) ≥ 700 nm at room temperature.-
公开(公告)号:EP2342305B1
公开(公告)日:2018-05-30
申请号:EP09792236.3
申请日:2009-09-03
发明人: XIA, Chuanjun , ALLEYNE, Bert , KWONG, Raymond , FIORDELISO, James , BROOKS, Jason , ADAMOVICH, Vadim , WEAVER, Michael, S. , DEANGELIS, Alan , RAYABARAPU, Dinesh , ANSARI, Nasrin
CPC分类号: H01L51/0085 , C07F15/0033 , C09K11/06 , C09K2211/1007 , C09K2211/1011 , C09K2211/1059 , C09K2211/1066 , C09K2211/1074 , C09K2211/1092 , C09K2211/185 , H01L51/0054 , H01L51/006 , H01L51/0074 , H01L51/0081 , H01L51/5016 , H05B33/14
摘要: Methods of making novel organic compounds containing a twisted aryl group are provided. In particular, the compounds provided contain a 2-phenylpyridine ligand having a twisted aryl group on the pyridine portion of the ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants. Devices comprising the compounds containing twisted aryl may demonstrate improved color, efficiency, stability and manufacturing.
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公开(公告)号:EP3261147A1
公开(公告)日:2017-12-27
申请号:EP17176695.9
申请日:2017-06-19
发明人: MARGULIES, Eric A. , JI, Zhiqiang , TSAI, Jui-Yi , LIN, Chun , DYATKIN, Alexey Borisovich , SU, Mingjuan , MA, Bin , WEAVER, Michael S. , BROWN, Julia, J. , ZENG, Lichang , YEAGER, Walter , DEANGELIS, Alan , XIA, Chuanjun
CPC分类号: H01L51/0085 , C07F15/0033 , C09K11/06 , C09K2211/1007 , C09K2211/1011 , C09K2211/1022 , C09K2211/1029 , C09K2211/1033 , C09K2211/1044 , C09K2211/1088 , C09K2211/1092 , C09K2211/185 , H01L51/5016 , H01L51/5206 , H01L51/5221
摘要: A compound is disclosed that has a metal coordination complex structure having at least two ligands coordinated to the metal; wherein the compound has a first substituent R 1 at one of the ligands' periphery; wherein a first distance is defined as the distance between the metal and one of the atoms in R 1 where that atom is the farthest away from the metal among the atoms in R 1 ; wherein the first distance is also longer than any other atom-to-metal distance between the metal and any other atoms in the compound; and wherein when a sphere having a radius r is defined whose center is at the metal and the radius r is the smallest radius that will allow the sphere to enclose all atoms in the compound that are not part of R 1 , the first distance is longer than the radius r by at least 2.9 Å.
摘要翻译: 公开了具有金属配位络合物结构的化合物,其具有至少两个与金属配位的配体; 其中所述化合物在配体的一个周边处具有第一取代基R1; 其中第一距离被定义为所述金属与R1中的原子之一之间的距离,其中所述原子距离所述R1中的原子中的金属最远; 其中所述第一距离也比所述金属与所述化合物中的任何其他原子之间的任何其它原子与金属的距离长; 并且其中当具有半径r的球体被定义为其中心在金属处并且半径r是允许球体包围化合物中不是R1的一部分的所有原子的最小半径时,第一距离比 半径r至少2.9埃。
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公开(公告)号:EP3705552A1
公开(公告)日:2020-09-09
申请号:EP20165620.4
申请日:2015-08-06
发明人: MA, Bin , YEAGER, Walter , BARRON, Edward , DEANGELIS, Alan , XIA, Chuanjun , ADAMOVICH, Vadim , BEERS, Scott
摘要: A compound having the formula Ir(L A ) n (L B ) 3-n is disclosed wherein L A is an aza-DBF ligand and L B is an alkyl-substituted phenylpyridine ligand, wherein the compound has a structure according to Formula I:
wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , and A 8 comprise carbon or nitrogen; wherein at least one of A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , and A 8 is nitrogen; wherein ring B is bonded to ring A through a C-C bond; wherein the iridium is bonded to ring A through a Ir-C bond; wherein X is O, S, or Se; wherein R 1 and R 2 each independently represent mono-, di-, tri-, tetra-substitution, or no substitution; wherein R' and R" each independently represent mono-, di-substitution, or no substitution; wherein any adjacent substitutions in R', R", R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are optionally linked together to form a ring; wherein R 1 , R 2 , 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; wherein R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, and combinations thereof; wherein n is an integer from 1 to 3; and wherein total number of carbons in at least one of the pairs R 3 and R 4 , and R 5 and R 6 is at least four.-
公开(公告)号:EP2342305A1
公开(公告)日:2011-07-13
申请号:EP09792236.3
申请日:2009-09-03
发明人: XIA, Chuanjun , ALLEYNE, Bert , KWONG, Raymond , FIORDELISO, James , BROOKS, Jason , ADAMOVICH, Vadim , WEAVER, Michael, S. , DEANGELIS, Alan , RAYABARAPU, Dinesh , ANSARI, Nasrin
CPC分类号: H01L51/0085 , C07F15/0033 , C09K11/06 , C09K2211/1007 , C09K2211/1011 , C09K2211/1059 , C09K2211/1066 , C09K2211/1074 , C09K2211/1092 , C09K2211/185 , H01L51/0054 , H01L51/006 , H01L51/0074 , H01L51/0081 , H01L51/5016 , H05B33/14
摘要: Methods of making novel organic compounds containing a twisted aryl group are provided. In particular, the compounds provided contain a 2-phenylpyridine ligand having a twisted aryl group on the pyridine portion of the ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants. Devices comprising the compounds containing twisted aryl may demonstrate improved color, efficiency, stability and manufacturing.
摘要翻译: 提供含有扭曲芳基的新型有机化合物。 特别地,提供的化合物含有在配体的吡啶部分上具有扭曲的芳基的2-苯基吡啶配体。 这些化合物可以用于有机发光器件,特别是用作发射掺杂剂。 包含含有扭曲芳基的化合物的装置可以显示出改进的颜色,效率,稳定性和制造。 另外,提供了制备可含有扭曲的芳基的均质Ir(III)化合物的方法。
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公开(公告)号:EP4223854A3
公开(公告)日:2023-11-15
申请号:EP23164832.0
申请日:2009-09-03
发明人: XIA, Chuanjun , ALLEYNE, Bert , KWONG, Raymond C. , FIORDELISO, James , BROOKS, Jason , ADAMOVICH, Vadim , WEAVER, Michael S. , DEANGELIS, Alan , RAYABARAPU, Dinesh , ANSARI, Nasrin
摘要: Novel organic compounds containing a twisted aryl group are provided. In particular, the compounds provided contain a 2-phenylpyridine ligand having a twisted aryl group on the pyridine portion of the ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants. Devices comprising the compounds containing twisted aryl may demonstrate improved color, efficiency, stability and manufacturing. Additionally, methods are provided for making homoleptic Ir (III) compounds which may contain a twisted aryl.
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公开(公告)号:EP4223854A2
公开(公告)日:2023-08-09
申请号:EP23164832.0
申请日:2009-09-03
发明人: XIA, Chuanjun , ALLEYNE, Bert , KWONG, Raymond C. , FIORDELISO, James , BROOKS, Jason , ADAMOVICH, Vadim , WEAVER, Michael S. , DEANGELIS, Alan , RAYABARAPU, Dinesh , ANSARI, Nasrin
摘要: Novel organic compounds containing a twisted aryl group are provided. In particular, the compounds provided contain a 2-phenylpyridine ligand having a twisted aryl group on the pyridine portion of the ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants. Devices comprising the compounds containing twisted aryl may demonstrate improved color, efficiency, stability and manufacturing. Additionally, methods are provided for making homoleptic Ir (III) compounds which may contain a twisted aryl.
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公开(公告)号:EP2982729B1
公开(公告)日:2020-05-13
申请号:EP15179944.2
申请日:2015-08-06
发明人: MA, Bin , YEAGER, Walter , BARRON, Edward , DEANGELIS, Alan , XIA, Chuanjun , ADAMOVICH, Vadim , BEERS, Scott
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