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1. 发明申请

US20210384449A1 Organic Electroluminescent Materials and Devices 有权
公开(公告)号：US20210384449A1
公开(公告)日：2021-12-09
申请号：US17398619
申请日：2021-08-10
申请人： Universal Display Corporation
发明人： Jui-Yi TSAI , Pierre-Luc T. BOUDREAULT , Morgan C MACINNIS , Alexey Borisovich DYATKIN , Llorenç Benavent , Miguel A. ESTERUELAS , Ana M. LOPEZ , Enrique Onate
IPC分类号： H01L51/00 , C07F15/00 , C09K11/06
摘要： A compound comprising a hexadentate ligand of Formula I coordinated to a metal selected from the group consisting of iridium, rhodium, and osmium; wherein rings A, B, C, D, E, and F are independently a 5-membered or 6-membered heteroaryl ring, or a 6-membered aryl ring; T1, T2, T3, T4, T5, and T6 are independently selected from C or N, wherein two to four of T1 to T6 are C, and two to four of T1 to T6 are N; Z1, Z2, Z3, and Z4 are independently selected from C or N, wherein if Z1 and Z2 are each N then T1 is a carbene carbon and two of T2 to T6 are N; Y1 and Y2 are independently selected from the group consisting of CR, SiR, B, or N; W1-W7 are independently selected from the group consisting of a direct bond, BR, BRR′, NR, PR, O, S, Se, C═X, S═O, SO2, CR, CRR′, SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof; wherein X is selected from the group consisting of O, S, Se, NR′, and CR″R′″; RA to RF independently represent mono to the maximum allowable substitution, or no substitution; each R, R′, R″, R′″, and RA to RF is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, boryl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof, and any two adjacent substituents R, R′, R″, R′″, and RA to RF are optionally joined to form a fused ring.

2. 发明申请

US20190341561A1 ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES 审中-公开
公开(公告)号：US20190341561A1
公开(公告)日：2019-11-07
申请号：US16368976
申请日：2019-03-29
申请人： UNIVERSAL DISPLAY CORPORATION
发明人： Jui-Yi TSAI , Alexey Borisovich DYATKIN , Zhiqiang JI , Pierre-Luc T. BOUDREAULT , Miguel A. ESTERUELAS , Llorenç Benavent , Ana M. LOPEZ , Enrique OÑATE
IPC分类号： H01L51/00 , C07F15/00 , C09K11/06
摘要： A compound having the formula Ir(LA)(LB), where LA has a structure of Formula I and LB is a bidentate ligand is disclosed. In the structure of Formula I, rings A, B, C, and D are each independently 5- or 6-membered carbocyclic or heterocyclic rings; each of Z1 to Z8 is C or N; LA has at least one Ir—C bond; L is CR or N; each R1 R2, R3, and R4 is independently hydrogen or one of the preferred general substituents; and any two substituents may be joined or fused together to form a ring. Organic light emitting devices, consumer products, and formulations containing the compounds are also disclosed.

3. 发明公开

US20240090313A1 ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES 审中-公开
公开(公告)号：US20240090313A1
公开(公告)日：2024-03-14
申请号：US18359913
申请日：2023-07-27
申请人： UNIVERSAL DISPLAY CORPORATION
发明人： Jui-Yi TSAI , Geza SZIGETHY , Morgan C. MACINNIS , Alexey Borisovich DYATKIN , Llorenç BENAVENT , Miguel A. ESTERUELAS , Ana M. LOPEZ , Enrique OÑATE
IPC分类号： H10K85/30 , C07F15/00 , C09K11/06
CPC分类号： H10K85/342 , C07F15/0033 , C09K11/06 , H10K50/12
摘要： Provided are organometallic compounds comprising a first ligand LA which may be a bidentate, tridentate, tetradentate, pentadentate, or hexadentate ligand and which forms at least one 5-membered ring with a metal atom. Also provided are formulations comprising these organometallic compounds. Further provided are organic light emitting devices (OLEDs) and related consumer products that utilize these organometallic compounds.

4. 发明公开

US20230180594A1 ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES 审中-公开
公开(公告)号：US20230180594A1
公开(公告)日：2023-06-08
申请号：US17980014
申请日：2022-11-03
申请人： Universal Display Corporation
发明人： Jui-Yi TSAI , Geza SZIGETHY , Tongxiang LU , Alexey Borisovich DYATKIN , Llorenç BENAVENT , Miguel A. ESTERUELAS , Ana M. LOPEZ , Enrique OÑATE
IPC分类号： H01L51/00 , C07F15/00 , C09K11/06
CPC分类号： H01L51/0085 , C07F15/0033 , C09K11/06 , H01L51/5012
摘要： A compound including a first ligand LA of Formula I,

is provided. In Formula I, rings A, B, C, and D are each a 5-membered or 6-membered ring; L1 is selected from CR, SiR, GeR, N, or B; L2 is selected from CRR′, SiRR′, GeRR′, NR, O, S, Se, or C═X; X is CRR′, O, or S; each of Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, and Z9 is independently C or N; each R, R′, RA, RB, RC, and RD is independently hydrogen or a General Substituent; LA is coordinated to a metal M through the indicated dashed lines; metal M may be coordinated to other ligands; and any two adjacent R, R′, RA, RB, RC, and RD may be joined or fused to form a ring. Formulations, OLEDs, and consumer products including the compound are also provided.

5. 发明申请

US20200255464A1 Organic Electroluminescent Materials and Devices 审中-公开
公开(公告)号：US20200255464A1
公开(公告)日：2020-08-13
申请号：US16785193
申请日：2020-02-07
申请人： Universal Display Corporation
发明人： Jui-Yi TSAI , Pierre-Luc T. BOUDREAULT , Morgan C. MACINNIS , Alexey Borisovich DYATKIN , Llorenç Benavent , Miguel A. ESTERUELAS , Ana M. LOPEZ , Enrique Onate
IPC分类号： C07F15/00 , H01L51/00
摘要： A compound comprising a hexadentate ligand of Formula I coordinated to a metal selected from the group consisting of iridium, rhodium, and osmium wherein rings A, D, and E are independently a 5-membered or 6-membered heteroaryl ring, or a 6-membered aryl ring; rings B, C, and F are independently 6-membered heteroaryl ring, or a 6-membered aryl ring; T1, T2, T3, T4, T5, and T6 are independently selected from C or N, wherein two to four of T1 to T6 are C, and two to four of T1 to T6 are N; Z1, Z2, Z3, and Z4 are independently selected from C or N, wherein if Z1 and Z2 are each N then T1 is a carbene carbon and two of T2 to T6 are N; J1 to J11 are independently selected from C or N, wherein if any one of J1 to J4 is N then ring F has no more than three N, if any one of J5 to J7 is N then ring B has no more than three N, or if any one of J8 to J11 is N then is N then ring C has no more than three N; Y1 is selected from the group consisting of CR1, SiR1, B, or N; Y2 is selected from the group consisting of CR2, SiR2, B, or N; W1 is selected from the group consisting of a direct bond, O, S, CR3R4, SiR3R4, BR3, and NRN1; W2 is selected from the group consisting of a direct bond, O, S, CR3R4, SiR3R4, BR3, and NRN2; W3 is selected from the group consisting of a direct bond, O, S, CR3R4, SiR3R4, BR3, and NRN3; RN1, RN2, and RN3 are independently selected from the group consisting of hydrogen, deuterium, alkyl, aryl, and combinations thereof; wherein RN1 optionally joins with ring A or a J5 carbon of ring B to form a fused ring RN2 optionally joins with a J7 carbon of ring B or a J8 carbon of ring C to form a fused ring, and RN3 optionally joins with ring A or a J1 carbon of ring J3 to form a fused ring; R1, R2, R3, and R4 are independently hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, aryl, heteroaryl, nitrile, sulfanyl, and combinations thereof; wherein any of R1, R2, R3, and R4 optionally joins with any of Ring A, Ring D, Ring E, or a J1-J11 carbon to form a fused ring; RA to RF independently represent mono to the maximum allowable substitution, or no substitution; each RA to RF is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and any two adjacent substituents RA to RF are optionally joined to form a fused ring.

6. 发明申请

US20200350502A1 ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES 审中-公开
公开(公告)号：US20200350502A1
公开(公告)日：2020-11-05
申请号：US16861725
申请日：2020-04-29
申请人： UNIVERSAL DISPLAY CORPORATION
发明人： Zhiqiang JI , Pierre-Luc T. BOUDREAULT , Jui-Yi TSAI , Miguel A. ESTERUELAS , Ana M. LOPEZ , Enrique OÑATE , Esther RAGA , Wei-Chun SHIH
IPC分类号： H01L51/00 , C07F15/00 , C09K11/06
摘要： Provided are compounds having a first ligand LA of that are useful in OLEDs as emitters.

7. 发明申请

US20200283462A1 Organic Electroluminescent Materials and Devices 审中-公开
公开(公告)号：US20200283462A1
公开(公告)日：2020-09-10
申请号：US16785159
申请日：2020-02-07
申请人： UNIVERSAL DISPLAY CORPORATION
发明人： Jui-Yi TSAI , Pierre-Luc T. BOUDREAULT , Morgan C. MACINNIS , Alexey Borisovich DYATKIN , Miguel A. ESTERUELAS , Ana M. LOPEZ , Enrique Onate , Esther Raga
IPC分类号： C07F15/00 , H01L51/50 , H01L51/00
摘要： A compound of Formula I or Formula II wherein Y is selected from the group consisting of O, S, and NV; and (a) L1 and L2 are the same or different and are each a mono-anionic bidentate ligand; and R is selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; or (b) R joins with L1 of the Formulae I or II to form a ring B1 of formula B and formula C, respectively, and L2 is L3 and L3 is a tridentate ligand of formula D wherein ring C, ring D, and ring E are each independently selected from the group consisting a 5-membered aryl, a 5-membered heteroaryl, a 6-membered aryl, and a 6-membered heteroaryl; X1 to X4 are independently selected from Cor N, and no more than two of the X1 to X4 is N; Z1 to Z7 are independently selected from C or N; wherein one of Z1, Z4, and Z7 is an anionic donor, and the remaining two are neutral donors; wherein Z2 and Z3 are not both N, and Z5 and Z6 are not both N; and the dotted lines represent coordination to the iridium; wherein each RA to RE represents mono to the maximum allowable substitution, or no substitution; and each RA to RE is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, wherein any two adjacent substituents RA to RE are optionally joined to form a fused ring.

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