公开(公告)号：US20140159028A1

公开(公告)日：2014-06-12

申请号：US14156808

申请日：2014-01-16

Applicant: Universal Display Corporation

Inventor： Gregg Kottas ,  Nasrin Ansari ,  Zeinab Elshenawy ,  Alan DeAngelis ,  Chuanjun Xia

IPC: H01L51/00 ,  H01L51/50 ,  C07F15/00

CPC classification number: H01L51/0085 ,  C07F15/0033 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1029 ,  C09K2211/1088 ,  C09K2211/185 ,  H01L51/0054 ,  H01L51/0056 ,  H01L51/0058 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/50 ,  H01L51/5012 ,  H01L51/5016 ,  H05B33/14

Abstract: Novel phosphorescent heteroleptic iridium complexes with phenylpyridine and dibenzo-containing ligands are provided. Alkyl substitution at specific positions on the ligands gives rise to compounds with improved OLED properties, including saturated green emission.

Abstract translation: 提供了具有苯基吡啶和二苯并配体的新颖的磷光杂光铱络合物。 在配体上的特定位置上的烷基取代产生具有改善的OLED性质的化合物，包括饱和绿色发射。

公开(公告)号：US12240865B2

公开(公告)日：2025-03-04

申请号：US17474234

申请日：2021-09-14

Applicant: UNIVERSAL DISPLAY CORPORATION

Inventor： Alexey Borisovich Dyatkin ,  Jui-Yi Tsai ,  Walter Yeager ,  Pierre-Luc T. Boudreault ,  Zhiqiang Ji ,  Alan DeAngelis

IPC: H01L51/00 ,  C07F15/00 ,  H10K85/30 ,  H10K85/40 ,  H10K85/60 ,  H10K50/11 ,  H10K101/10 ,  H10K101/40

Abstract: A compound comprising a first bidentate ligand LA, wherein LA comprises a structure of Formula I; wherein Z is selected from the group consisting of O, S, NR, BR, CRKRL, C═CRKRL, SiRKRL, —CRKRLCRMRN—, —SiRKRLSiRMRN—, —CRKRLO—, —SiRKRLO—, and —CRK═CRL—; wherein ring A, ring B, and ring C are each independently a 5-membered carbocyclic ring, 5-membered heterocyclic ring, 6-membered carbocyclic ring or 6-membered heterocyclic ring; wherein LA is coordinated to a metal M forming a 5-membered chelate ring; wherein M is selected from the group consisting of Ir, Pt, Pd, Ru, Rh, Os, Re, Cu, Ag, and Au; wherein RA, RB, and RC each represent mono to the maximum allowable substitution, or no substitution; wherein each R, RK, RL, RM, RN, RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, selenyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; wherein M is optionally coordinated to one or more other ligands; wherein any two substituents are optionally joined or fused together to form a ring; and with the provision that LA does not comprise the following structure:

公开(公告)号：US11910700B2

公开(公告)日：2024-02-20

申请号：US17746351

申请日：2022-05-17

Applicant: Universal Display Corporation

Inventor： Gregg Kottas ,  Nasrin Ansari ,  Zeinab Elshenawy ,  Alan DeAngelis ,  Chuanjun Xia

IPC: H10K85/30 ,  C09K11/06 ,  H05B33/14 ,  C07F15/00 ,  C09K11/02 ,  H10K50/00 ,  H10K85/60 ,  H10K50/11 ,  H10K101/10

CPC classification number: H10K85/342 ,  C07F15/0033 ,  C09K11/025 ,  C09K11/06 ,  H05B33/14 ,  H10K50/00 ,  H10K85/622 ,  H10K85/624 ,  H10K85/626 ,  H10K85/654 ,  H10K85/6572 ,  H10K85/6576 ,  C09K2211/1007 ,  C09K2211/1029 ,  C09K2211/1088 ,  C09K2211/185 ,  H10K50/11 ,  H10K2101/10

Abstract: Novel phosphorescent heteroleptic iridium complexes with phenylpyridine and dibenzo-containing ligands are provided. Alkyl substitution at specific positions on the ligands gives rise to compounds with improved OLED properties, including saturated green emission.

公开(公告)号：US11424419B2

公开(公告)日：2022-08-23

申请号：US16853899

申请日：2020-04-21

Applicant: Universal Display Corporation

Inventor： Eric A. Margulies ,  Zhiqiang Ji ,  Jui-Yi Tsai ,  Chun Lin ,  Alexey Borisovich Dyatkin ,  Mingjuan Su ,  Bin Ma ,  Michael S. Weaver ,  Julia J. Brown ,  Lichang Zeng ,  Walter Yeager ,  Alan DeAngelis ,  Chuanjun Xia

IPC: H01L51/00 ,  C09K11/06 ,  C07F15/00 ,  H01L51/52 ,  H01L51/50

Abstract: 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 R1 at one of the ligands' periphery; wherein a first distance is defined as the distance between the metal and one of the atoms in R1 where that atom is the farthest away from the metal among the atoms in R1; 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 R1, the first distance is longer than the radius r by at least 2.9 Δ.

公开(公告)号：US20220009955A1

公开(公告)日：2022-01-13

申请号：US17474234

申请日：2021-09-14

Applicant: UNIVERSAL DISPLAY CORPORATION

Inventor： Alexey Borisovich Dyatkin ,  Jui-Yi Tsai ,  Walter Yeager ,  Pierre-Luc T. Boudreault ,  Zhiqiang Ji ,  Alan DeAngelis

IPC: C07F15/00 ,  H01L51/00

Abstract: A compound comprising a first bidentate ligand LA, wherein LA comprises a structure of Formula I; wherein Z is selected from the group consisting of O, S, NR, BR, CRKRL, C═CRKRL, SiRKRL, —CRKRLCRMRN—, —SiRKRLSiRMRN—, —CRKRLO—, —SiRKRLO—, and —CRK═CRL—; wherein ring A, ring B, and ring C are each independently a 5-membered carbocyclic ring, 5-membered heterocyclic ring, 6-membered carbocyclic ring or 6-membered heterocyclic ring; wherein LA is coordinated to a metal M forming a 5-membered chelate ring; wherein M is selected from the group consisting of Ir, Pt, Pd, Ru, Rh, Os, Re, Cu, Ag, and Au; wherein RA, RB, and RC each represent mono to the maximum allowable substitution, or no substitution; wherein each R, RK, RL, RM, RN, RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, selenyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; wherein M is optionally coordinated to one or more other ligands; wherein any two substituents are optionally joined or fused together to form a ring; and with the provision that LA does not comprise the following structure:

公开(公告)号：US10651403B2

公开(公告)日：2020-05-12

申请号：US15619159

申请日：2017-06-09

Applicant: Universal Display Corporation

Inventor： Mingjuan Su ,  Walter Yeager ,  Alan DeAngelis ,  Bin Ma ,  Lichang Zeng ,  Chuanjun Xia

IPC: H01L51/00 ,  C07F15/00 ,  C09K11/06 ,  H01L51/52 ,  H01L51/50

Abstract: The present invention includes a new series of benzofused heterocyclic ligands for metal complexes. These complexes show promising photophysical performance when incorporated into OLEDs.

公开(公告)号：US20190058139A1

公开(公告)日：2019-02-21

申请号：US16169011

申请日：2018-10-24

Applicant: Universal Display Corporation

Inventor： Bin Ma ,  Alan DeAngelis ,  Chuanjun Xia ,  Bert Alleyne

IPC: H01L51/00 ,  C09K11/06 ,  H05B33/14 ,  C07F15/00 ,  H01L51/50

Abstract: Novel heteroleptic iridium complexes are described. These iridium compounds contain alkyl substituted phenylpyridine ligands, which provide these compounds with beneficial properties when the iridium complexes are incorporated into OLED devices.

公开(公告)号：US10158089B2

公开(公告)日：2018-12-18

申请号：US13974490

申请日：2013-08-23

Applicant: Universal Display Corporation

Inventor： Bin Ma ,  Alan DeAngelis ,  Chuanjun Xia ,  Bert Alleyne

IPC: H01L51/50 ,  H01L51/00 ,  C07F15/00 ,  C09K11/06 ,  H05B33/14

Abstract: Novel heteroleptic iridium complexes are described. These iridium compounds contain alkyl substituted phenylpyridine ligands, which provide these compounds with beneficial properties when the iridium complexes are incorporated into OLED devices.

公开(公告)号：US20230270003A1

公开(公告)日：2023-08-24

申请号：US18309912

申请日：2023-05-01

Applicant: UNIVERSAL DISPLAY CORPORATION

Inventor： Mingjuan Su ,  Walter Yeager ,  Alan DeAngelis ,  Bin Ma ,  Jui-Yi Tsai ,  Lichang Zeng ,  Chuanjun Xia

IPC: H10K85/60 ,  C09K11/06 ,  C07F15/00 ,  H10K85/40 ,  H10K85/30

CPC classification number: H10K85/654 ,  C09K11/06 ,  C07F15/0033 ,  H10K85/40 ,  H10K85/342 ,  H10K85/655 ,  C07D239/70

Abstract: A compound comprising a ligand LA, having a structure of Formula I,




is provided. In Formula I, A1 to A8 are each independently CR or N; at least two adjacent ones of A1 to A8 are CR and the Rs are joined together to form a six-membered ring fused to ring A or ring C; X is O, S, or Se; each R and RB is independently hydrogen or a substituent; any adjacent substituents are optionally joined or fused into a ring; the ligand LA is coordinated to a metal M; the metal M is bonded to ring A through a M-C bond; the metal M can be coordinated to other ligands; and the ligand LA is optionally linked with other ligands. Formulations, OLEDs, and consumer products containing such compounds are also disclosed.

公开(公告)号：US11482685B2

公开(公告)日：2022-10-25

申请号：US16952586

申请日：2020-11-19

Applicant: Universal Display Corporation

Inventor： Chuanjun Xia ,  Bert Alleyne ,  Raymond C. Kwong ,  James Fiordeliso ,  Michael S. Weaver ,  Nasrin Ansari ,  Alan DeAngelis ,  Dinesh Rayabarapu ,  Vadim Adamovich

IPC: C07F15/00 ,  H01L51/00 ,  C09K11/06 ,  H05B33/14 ,  H01L51/50

Abstract: A compound of: is disclosed. In Formula IV, ring B and ring C are each independently a 5 or 6-membered carbocyclic or heterocyclic ring; A-B represents a bonded pair of carbocyclic or heterocyclic rings coordinated to a metal M via a nitrogen atom in ring A and an sp2 hybridized atom in ring B; A-C represents a bonded pair of carbocyclic or heterocyclic rings; M is a metal having an atomic number greater than 40; L′ is a monoanionic bidentate ligand; m is the oxidation state of the metal M; and n is at least 1.