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公开(公告)号:US20170098783A1
公开(公告)日:2017-04-06
申请号:US15260753
申请日:2016-09-09
Applicant: Universal Display Corporation
Inventor: Peter Wolohan , Bin Ma , George Fitzgerald , Daniel W. Silverstein
IPC: H01L51/00 , C09K11/02 , C07D493/04 , C07D513/04 , C07D491/048 , C07F7/08 , C07D498/04 , C07D519/00 , C09K11/06 , C07D495/04
Abstract: This invention relates to the development of heterocyclic materials with high triplet excitation energy, which can be used as host materials in electroluminescent devices such as a PHOLED. The materials improve the performance of such devices by enhancing the lifetime and efficiency of the device when the newly developed heterocyclic materials are utilized as a host.
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公开(公告)号:US12252499B2
公开(公告)日:2025-03-18
申请号:US17403982
申请日:2021-08-17
Applicant: Universal Display Corporation
Inventor: Peter Wolohan , Tyler Fleetham , Hsiao-Fan Chen
IPC: C07F5/02 , C07F7/08 , H10K85/40 , H10K85/60 , H10K50/11 , H10K101/10 , H10K101/40
Abstract: A compound of the following Formula I is provided. In Formula I, A is C, B, Si, Ge, or Sn; each of X1 to X22 is independently C or N; Z1 and Z2 are each independently B or N; when A is B, one of X4, X5, X12, and X22 is N, and the remainder are C; when A is C, at least one of Z1 and Z2 is B; each of Y1, Y2, Y3, and Y4 is independently O, S, Se, NR, CRR′, SiRR′, GeRR′, and SnRR′; one of both of Y1 and Y2 are present; one of both of Y3 and Y4 are present; each R, R′, RA, RB, RC, RD, RE, and RF is independently hydrogen or a variety of substituents; and any two adjacent R, R′, RA, RB, RC, RD, RE, and RF can be joined or fused to form a ring. Devices, consumer products, and formulations including the compound are also disclosed.
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公开(公告)号:US12250875B2
公开(公告)日:2025-03-11
申请号:US18504375
申请日:2023-11-08
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 , C07F5/02 , C07F19/00 , C09K11/06 , C09K11/08 , C09K11/87 , H10K50/11 , H10K50/12 , H10K50/13 , H10K71/00 , H10K85/30 , H10K85/40 , H10K85/60 , H10K101/10
Abstract: Provided are compounds comprising a ligand LA of Formula I where the ligand LA is coordinated to Ir.
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公开(公告)号:US12156463B2
公开(公告)日:2024-11-26
申请号:US17162119
申请日:2021-01-29
Applicant: Universal Display Corporation
Inventor: Jerald Feldman , Hsiao-Fan Chen , Peter Wolohan , Tyler Fleetham
Abstract: Provided are novel C3-symmetry high T1 energy host compounds. Also provided are formulations comprising these novel C3-symmetry high T1 energy host compounds. Further provided are OLEDs and related consumer products that utilize these novel C3-symmetry high T1 energy host compounds. The novel host compounds are represented by where the variables are defined herein.
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公开(公告)号:US20240324456A1
公开(公告)日:2024-09-26
申请号:US18680115
申请日:2024-05-31
Applicant: Universal Display Corporation
Inventor: Peter Wolohan , Tyler Fleetham , Jason Brooks , Rasha Hamze , Nicholas J. Thompson
IPC: H10K85/60 , C07D403/14 , C07D487/04 , C09K11/02 , C09K11/06 , H10K50/11 , H10K101/00 , H10K101/10
CPC classification number: H10K85/6572 , C07D403/14 , C07D487/04 , C09K11/02 , C09K11/06 , H10K85/654 , C09K2211/1007 , C09K2211/1018 , C09K2211/1029 , C09K2211/1044 , C09K2211/185 , H10K50/11 , H10K2101/10 , H10K2101/90
Abstract: A compound of Formula I:
wherein ring A is a 5-membered or 6-membered aromatic ring;
wherein RA, RB, and RC each independently represent mono to the maximum allowable substitution, or no substitution;
wherein Y1 is absent or present, and when present is selected from the group consisting of a direct bond, O, S, Se, CRR′, NR, SiRR′, and BR;
wherein each X1—X3 is N or CR;
wherein at least one of X1—X3 is N;
wherein each A1-A5 is independently C or N;
wherein the maximum number of N atoms that can connect to each other within each ring is two;
wherein each R1, R2, R3, and R4 is independently selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof;
wherein each R, R′, 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any two substituents may be joined or fused together to form a ring; and
wherein the compound is partially or fully deuterated.-
公开(公告)号:US11834459B2
公开(公告)日:2023-12-05
申请号:US16682126
申请日:2019-11-13
Applicant: Universal Display Corporation
Inventor: Tyler Fleetham , Peter Wolohan , Hsiao-Fan Chen
IPC: C07D495/04 , C07D519/00 , H01L51/00 , C07D491/048 , H10K85/60 , H10K50/11 , H10K50/81 , H10K50/82 , H10K101/10
CPC classification number: C07D495/04 , C07D519/00 , H10K85/654 , H10K85/657 , H10K85/6572 , H10K50/11 , H10K50/81 , H10K50/82 , H10K2101/10
Abstract: A compound of Formula I
wherein
X1 and X2 are independently CRX or N, and at least one of X1 or X2 is CRX;
Y is selected from the group consisting of O, S, Se, NR′, BR′, CR′R″, and SiR′R″;
R′, and R″ are each independently selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof;
R is 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;
RA, and RC each independently represent mono to the maximum allowable substitution, or no substitution; and
each RX, RA, 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and wherein any two substituents RX, RA, and RC may be optionally joined to form a ring, with the proviso that R does not join with RA to form a ring.-
公开(公告)号:US11832510B2
公开(公告)日:2023-11-28
申请号:US17016928
申请日:2020-09-10
Applicant: Universal Display Corporation
Inventor: Hsiao-Fan Chen , Nicholas J. Thompson , Tyler Fleetham , Peter Wolohan , Jason Brooks , Morgan C. MacInnis , Sean Michael Ryno , Ivan Milas
CPC classification number: H10K85/346 , C07F15/0086 , C09K11/06 , H10K99/00 , C09K2211/1029 , C09K2211/1044 , C09K2211/185 , H10K50/11 , H10K2101/30
Abstract: Provided are novel compounds having a structure of
that are useful as emitters in OLEDs.-
公开(公告)号:US20230309396A1
公开(公告)日:2023-09-28
申请号:US18328161
申请日:2023-06-02
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Peter Wolohan , Nicholas J. Thompson , Tyler Fleetham
IPC: H10K85/60 , C09K11/02 , C09K11/06 , C07D403/14 , C07D487/04
CPC classification number: H10K85/6572 , C09K11/02 , C09K11/06 , C07D403/14 , C07D487/04 , H10K85/654 , C09K2211/1018 , C09K2211/1029 , C09K2211/1044 , C09K2211/1007 , C09K2211/185 , H10K50/11
Abstract: A compound of Formula I
wherein at least one of R1 or R2 includes a polycyclic group selected from the group consisting of Formula A, Formula B, and Formula C:
wherein
X1, X2, X3, and X4 are independently CRA or N;
X5, X6, X7, and X8 are independently CRB or N;
X9, X10, X11, and X12 are independently CRC or N;
X13, X14, X15, and X16 are independently CRD or N;
X17, X18, X19, and X20 are independently CRE or N;
X21, X22, X23, and X24 are independently CRF or N;
X25, X26, X27, and X28 are independently CRG or N;
X29, X30, X31, and X32 are independently CRH or N;
Y is selected from the group consisting of O, S, NR, and CRR′;
the maximum number of N atoms that can connect to each other within each ring is two;
with the proviso that R1 does not connect to ring B, and R2 does not connect to ring A, and wherein at least one of RC and RD of Formula A is a direct bond or an organic linker, one of RE and RF of Formula B is a direct bond or an organic linker, or one of RG, RH, and RN of Formula C is a direct bond or an organic linker.-
公开(公告)号:US11758807B2
公开(公告)日:2023-09-12
申请号:US16786412
申请日:2020-02-10
Applicant: Universal Display Corporation
Inventor: Tyler Fleetham , Peter Wolohan
IPC: H10K85/40 , C07F7/08 , C07D487/14 , C07D493/14 , C07D493/22 , C07D495/14 , C07F5/02 , H10K85/30 , H10K85/60 , H10K50/11 , H10K50/12 , H10K50/15 , H10K50/16 , H10K50/18 , H10K101/10
CPC classification number: H10K85/40 , C07D487/14 , C07D493/14 , C07D493/22 , C07D495/14 , C07F5/02 , C07F7/0812 , H10K85/322 , H10K85/625 , H10K85/654 , H10K85/6572 , H10K85/6576 , H10K50/11 , H10K50/12 , H10K50/15 , H10K50/16 , H10K50/18 , H10K2101/10
Abstract: A compound of Formula I
wherein:
ring B is a 5-membered heterocyclic ring, or a 6-membered carbocyclic ring;
each of X1 and X2 is independently C, CR, or N, with at least one of them being C;
each of X3-X11 is independently C, CR, or N, with at least one of them being N, and two adjacent of X3-X7 are carbon-fused to the shown moiety through the linkage indicated by the two squiggly lines;
Y is selected from the group consisting of O, S, Se, NR′, CR′R″, and SiR′R″;
each of RA and RB independently represents zero, mono, or up to a maximum allowed substitution to its associated ring;
each of R, R′, R″, RA, and RB is independently a hydrogen or a substituent selected from the group consisting of —SiR1R2R3 or —GeR1R2R3, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, with at least one of RA or RB comprising —SiR1R2R3 or —GeR1R2R3;
each of R1, R2, and R3 is independently selected from the group consisting of alkyl, aryl group, heteroaryl group, and combinations thereof; and
any two substituents are optionally joined or fused to form a ring where chemically feasible.-
公开(公告)号:US11696492B2
公开(公告)日:2023-07-04
申请号:US16807898
申请日:2020-03-03
Applicant: Universal Display Corporation
Inventor: Hsiao-Fan Chen , Daniel W. Silverstein , Peter Wolohan , Tyler Fleetham , Jason Brooks , Charles J. Stanton, III , Olexandr Tretyak , Raghupathi Neelarapu , Katarina Rohlfing , Douglas Williams
CPC classification number: H01L51/0087 , C07F15/0086 , C09K11/06 , C09K2211/1074 , C09K2211/185 , H01L51/5012 , H01L51/5016
Abstract: A novel compound having a benzimidazole based structure is disclosed that is selected from one of the following structures:
The compound is useful in improving photophysical performance of OLEDs.
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