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公开(公告)号:US12035614B2
公开(公告)日:2024-07-09
申请号:US17721537
申请日:2022-04-15
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Pierre-Luc T. Boudreault , Harvey Wendt , Chuanjun Xia
CPC classification number: H10K85/342 , C07F15/0033 , C09K11/025 , C09K11/06 , H05B33/14 , C09K2211/185 , H10K50/11 , H10K85/615 , H10K85/623 , H10K85/636 , H10K85/6574 , H10K85/6576 , H10K2101/10
Abstract: Novel ligands for metal complexes containing five-membered ring fused on pyridine or pyrimidine ring combined with partially fluorinated side chains exhibiting improved external quantum efficiency and lifetime are disclosed.
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公开(公告)号:US11919916B2
公开(公告)日:2024-03-05
申请号:US17850341
申请日:2022-06-27
Applicant: Universal Display Corporation
Inventor: Pierre-Luc T. Boudreault , Vadim Adamovich , Hitoshi Yamamoto , Harvey Wendt , Chuanjun Xia
IPC: C07F15/00 , C07D491/048 , C09K11/06 , H10K50/11 , H10K85/30 , H10K50/12 , H10K50/15 , H10K50/16 , H10K50/17 , H10K50/18 , H10K50/81 , H10K50/82 , H10K101/10 , H10K101/30 , H10K101/40 , H10K102/00 , H10K102/10
CPC classification number: C07F15/0033 , C07D491/048 , C09K11/06 , H10K85/342 , C09K2211/1007 , C09K2211/1029 , C09K2211/1033 , C09K2211/1044 , C09K2211/185 , H10K50/11 , H10K50/12 , H10K50/15 , H10K50/16 , H10K50/17 , H10K50/18 , H10K50/81 , H10K50/82 , H10K2101/10 , H10K2101/30 , H10K2101/40 , H10K2102/00 , H10K2102/103
Abstract: A compound that has the structure according to Formula M(LA)x(LB)y(LC)z is disclosed. In Formula M(LA)x(LB)y(LC)z, ligand LA is
ligand LB is
and ligand LC is
and OLEDs and formulations containing these compounds are disclosed. In Formula M(LA)x(LB)y(LC)z; M is a metal; x is 1 or 2; X1-X4 and A1-A8 are C or N; at least one of A1-A8 is N; X is O, S, or Se; two adjacent RB form a six-member aromatic ring E fused to ring B; and each RA-RE and R1R4 is independently hydrogen or a substituent.-
公开(公告)号:US11832507B2
公开(公告)日:2023-11-28
申请号:US17325829
申请日:2021-05-20
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Pierre-Luc T. Boudreault , Harvey Wendt , Chuanjun Xia
CPC classification number: H10K85/342 , C07F15/0033 , C09K11/025 , C09K11/06 , H10K85/657 , H10K85/6572 , H10K85/6576 , C09K2211/1029 , C09K2211/1059 , C09K2211/1088 , C09K2211/185 , H10K50/11 , H10K2101/10
Abstract: A compound having a 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 or 2; y and z are independently 0, 1, or 2; x+y+z is the oxidation state of the metal M; A1-A8 are carbon or nitrogen; ring B is bonded to ring A through a C—C bond; M is bonded to ring A through a M-C bond; X is O, S, Se, CRR′, or NR1; rings C and D are each independently a 5 or 6-membered carbocyclic or heterocyclic ring; at least one R4 is a five-membered or six-membered heterocyclic ring which can be further substituted by RE; each R substituent is independently selected from the several substituents; and any adjacent R substitutents are optionally joined to form a ring.-
公开(公告)号:US11201298B2
公开(公告)日:2021-12-14
申请号:US15843961
申请日:2017-12-15
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Pierre-Luc T Boudreault , Scott Joseph , Harvey Wendt , Bert Alleyne
Abstract: Ligands for metal complexes that are useful as phosphorescent emitters in OLEDs are disclosed. The ligands contain an aryl group covalently bonded to the coordinating metal. The aryl group has a cycloalkyl or a substituted cycloalkyl that is linked para to the linkage of the coordinating metal on that aryl group.
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公开(公告)号:USRE48809E1
公开(公告)日:2021-11-02
申请号:US16583753
申请日:2019-09-26
Applicant: Universal Display Corporation
Inventor: Pierre-Luc T. Boudreault , Harvey Wendt , Chuanjun Xia
Abstract: Novel ligands for metal complexes containing five-membered ring fused on pyridine or pyrimidine ring combined with partially fluorinated side chains exhibiting improved external quantum efficiency and lifetime are disclosed.
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公开(公告)号:US09859510B2
公开(公告)日:2018-01-02
申请号:US15076022
申请日:2016-03-21
Applicant: Universal Display Corporation
Inventor: Pierre-Luc T. Boudreault , Harvey Wendt , Chuanjun Xia
CPC classification number: H01L51/0085 , C07F15/0033 , C09K11/025 , C09K11/06 , C09K2211/185 , H01L51/0052 , H01L51/0055 , H01L51/0061 , H01L51/0073 , H01L51/0074 , H01L51/5016 , H05B33/14
Abstract: Novel ligands for metal complexes containing five-membered ring fused on pyridine or pyrimidine ring combined with partially fluorinated side chains exhibiting improved external quantum efficiency and lifetime are disclosed.
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公开(公告)号:US20160133859A1
公开(公告)日:2016-05-12
申请号:US14539412
申请日:2014-11-12
Applicant: Universal Display Corporation
Inventor: Pierre-Luc T. BOUDREAULT , Harvey Wendt , Chuanjun Xia
CPC classification number: H01L51/0085 , C07F15/0033 , H01L51/0059 , H01L51/0061 , H01L51/5016
Abstract: A compound having a 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 or 2; A1-A8 are carbon or nitrogen; ring B is bonded to ring A through a C—C bond; M is bonded to ring A through a M-C bond; X is O, S, Se, CRR′, or NR1; rings C and D are each independently a 5 or 6-membered carbocyclic or heterocyclic ring; at least one R4 is a five-membered or six-membered heterocyclic ring which can be further substituted by RE; each R substituent is independently selected from a variety of moieties; and any adjacent R substitutents are optionally joined to form a ring. Formulations and devices, such as an OLEDs, that include the compound of formula M(LA)(LB)(LC)z are also described.
Abstract translation: 公开了具有式M(LA)x(LB)y(LC)z的化合物,其中配体LA是配体LB,并且配体LC是公开的。 在式M(LA)x(LB)y(LC)z中,M是原子序数大于40的金属; x为1或2; A1-A8是碳或氮; 环B通过C-C键与环A键合; M通过M-C键与环A键合; X是O,S,Se,CRR'或NR1; 环C和D各自独立地为5或6元碳环或杂环; 至少一个R 4是可以被RE进一步取代的五元或六元杂环; 每个R取代基独立地选自多种部分; 任何相邻的R取代基任选连接形成环。 还描述了包括式M(LA)(LB)(LC)z的化合物的制剂和装置,例如OLED。
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公开(公告)号:US20160028023A1
公开(公告)日:2016-01-28
申请号:US14337983
申请日:2014-07-22
Applicant: Universal Display Corporation
Inventor: Pierre-Luc T. BOUDREAULT , Harvey Wendt , Zeinab Elshenawy , Chuanjun Xia
CPC classification number: H01L51/0085 , C07F15/0033 , C09K11/06 , H01L51/0081 , H01L51/5016 , H01L2251/308
Abstract: A compound having a formula M(LA)x(LB)y(LC) where ligand LA is ligand LB is and ligand LC is is disclosed. In the formula, M is a heavy metal, x and y are 1, or 2, and z is 0, 1, or 2, where x+y+z is the oxidation state of metal M. R1, R2, R3, and R4 are independently selected from group consisting of alkyl, cycloalkyl, aryl, and heteroaryl, and at least one of R1, R2, R3, and R4 has at least two C atoms. Rings A, C, and D are each independently a 5 or 6-membered carbocyclic or heterocyclic ring; at least one RB has the following structure and at least one of R6, R7, and R8 is alkyl, cycloalkyl, halide, and combinations thereof. Any adjacent substitutents of RA, RB, RC, and RD are optionally joined to form a ring.
Abstract translation: 公开了配体LA为配体LB的式M(LA)x(LB)y(LC)的化合物为配位体LC。 在该式中,M是重金属,x和y是1或2,z是0,1或2,其中x + y + z是金属M的氧化态。R1,R2,R3和 R 4独立地选自烷基,环烷基,芳基和杂芳基,R 1,R 2,R 3和R 4中的至少一个具有至少两个C原子。 环A,C和D各自独立地为5或6元碳环或杂环; 至少一个RB具有以下结构,R 6,R 7和R 8中的至少一个是烷基,环烷基,卤化物及其组合。 RA,RB,RC和RD的任何相邻取代基任选地连接形成环。
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公开(公告)号:US20140131663A1
公开(公告)日:2014-05-15
申请号:US13673338
申请日:2012-11-09
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Scott Beers , Chuanjun Xia , Harvey Wendt , Suman Layek
IPC: H01L51/00
CPC classification number: H01L51/0085 , C07F15/0033 , C09K11/025 , C09K11/06 , C09K2211/1007 , C09K2211/1033 , C09K2211/185 , H01L51/5016
Abstract: Novel iridium complexes containing phenylpyridine and pyridyl aza-benzo fused ligands are described. These complexes are useful as light emitters when incorporated into OLEDs.
Abstract translation: 描述了含有苯基吡啶和吡啶基氮杂 - 苯并稠合配体的新型铱络合物。 当掺入OLED中时,这些配合物可用作发光体。
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公开(公告)号:US12029108B2
公开(公告)日:2024-07-02
申请号:US17232764
申请日:2021-04-16
Applicant: Universal Display Corporation
Inventor: Bin Ma , Walter Yeager , Edward Barron , Alan Deangelis , Chuanjun Xia , Vadim Adamovich , Scott Beers , Harvey Wendt , Suman Layek
IPC: C07F15/00 , C09K11/06 , H10K50/11 , H10K50/16 , H10K50/18 , H10K85/30 , H10K85/40 , H10K85/60 , H10K101/10
CPC classification number: H10K85/342 , C07F15/0033 , C09K11/06 , H10K85/40 , H10K85/622 , H10K85/654 , H10K85/6572 , H10K85/6576 , C09K2211/1029 , C09K2211/1033 , C09K2211/185 , H10K50/11 , H10K50/16 , H10K50/18 , H10K2101/10
Abstract: A compound having the formula Ir(LA)n(LB)3-n is disclosed wherein LA is an aza-DBF ligand and LB is an alkyl-substituted phenylpyridine ligand, wherein the compound has a structure according to Formula I:
wherein each of A1 to A8 comprise carbon or nitrogen; wherein at least one of A1 to A8 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′ and R″ each independently represent mono-, di-substitution, or no substitution; wherein any adjacent substitutions in R′, R″, R1, R2, R3, R4, R5, and R6 are optionally linked together to form a ring; wherein R1, R2, R′, and R″ are each independently selected from a variety of substituents; wherein R3, R4, R5, and R6 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 R3 and R4, and R5 and R6 is at least four.
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