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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:US20230389407A1
公开(公告)日:2023-11-30
申请号:US17804568
申请日:2022-05-30
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Scott BEERS , Hsiao-Fan CHEN
CPC classification number: H01L51/008 , C07F5/027 , C09K11/06 , H01L51/5016
Abstract: Provided are compounds comprising at least three fused 6-membered rings with two further fused 5-membered and/or 6-membered carboxylic or heterocyclic rings and comprising a central moiety Z from the group consisting of B, N, P, P═O, P═S, Al, Ga, As, SiR, GeR, and SnR. Also provided are formulations comprising these compounds. Further provided are OLEDs and related consumer products that utilize these compounds.
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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:US11832474B2
公开(公告)日:2023-11-28
申请号:US18088866
申请日:2022-12-27
Applicant: Universal Display Corporation
Inventor: Nicholas J. Thompson , Marc A. Baldo , Michael S. Weaver , Vinod M. Menon
IPC: H10K50/85 , H10K50/13 , H10K50/805 , H10K50/828 , H10K50/822 , H10K102/00
CPC classification number: H10K50/85 , H10K50/131 , H10K50/805 , H10K50/828 , H10K50/822 , H10K2102/351
Abstract: An OLED is disclosed that includes an enhancement layer having optically active metamaterials, or hyperbolic metamaterials, which transfer radiative energy from the organic emissive material to a non-radiative mode, wherein the enhancement layer is disposed over the organic emissive layer opposite from the first electrode, and is positioned no more than a threshold distance away from the organic emissive layer, wherein the organic emissive material has a total non-radiative decay rate constant and a total radiative decay rate constant due to the presence of the enhancement layer, and the threshold distance is where the total non-radiative decay rate constant is equal to the total radiative decay rate constant; and an outcoupling layer disposed over the enhancement layer, wherein the outcoupling layer scatters radiative energy from the enhancement layer to free space.
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公开(公告)号:US11820783B2
公开(公告)日:2023-11-21
申请号:US16986953
申请日:2020-08-06
Applicant: Universal Display Corporation
Inventor: Wei-Chun Shih , Zhiqiang Ji , Pierre-Luc T. Boudreault , Hsiao-Fan Chen , Tongxiang Lu
CPC classification number: C07F15/0033 , C09K11/06 , H10K85/342 , C09K2211/1074 , C09K2211/185
Abstract: Provided are compounds of Formula Ir(LA)x(LC)y, wherein:
ligand LA has Formula I′
and ligand LC has Formula II′-
公开(公告)号:US20230371360A1
公开(公告)日:2023-11-16
申请号:US18356265
申请日:2023-07-21
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Hsiao-Fan CHEN , Morgan C. MACINNIS , Noah HORWITZ , Rasha HAMZE , Fadi M. JRADI , Sean Michael RYNO , Douglas WILLIAMS , Charles J. STANTON , Raghupathi NEELARAPU , Weiye GUAN , Joseph A. MACOR , Geza SZIGETHY
CPC classification number: H10K85/342 , C07F15/0033 , C09K11/06 , H10K50/12
Abstract: In one aspect, provided is a compound of Formula I,
In Formula I, M is Pt or Pd; L has the structure
F1 is
or a direct bond; rings A, B, C, D, and F are independently monocyclic rings or multicyclic fused ring systems; each of X1 to X10 is independently C or N; each of Z1 to Z4 is C or N; each of L1 to L5 is a direct bond or an organic linker, each of a, b, c, and d is 0 or 1; each K1 to K4 is a direct bond, O, or S; each of Z1 to Z4 that is connected to O or S is C; and each RA, RB, RC, RD, RE, and RX is independently hydrogen or a substituent.-
公开(公告)号:US20230363276A1
公开(公告)日:2023-11-09
申请号:US18306245
申请日:2023-04-25
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Tyler FLEETHAM , Woo-Young SO
CPC classification number: H10K85/658 , C07F5/027 , C09K11/06 , H10K85/40 , H10K50/121
Abstract: Provided are organometallic compounds comprising a polycyclic structure with at least three aromatic rings, wherein the compound comprises at least one nitrile group and further contains as a central moiety a group selected from B, Al, Ga, In, SiR, GeR, SnR, P, P═O, As, Sb, and Bi. 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.
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公开(公告)号:US20230363252A1
公开(公告)日:2023-11-09
申请号:US18352064
申请日:2023-07-13
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Pierre-Luc T. BOUDREAULT , Bert ALLEYNE , Zhiqiang JI
CPC classification number: H10K85/342 , C07F15/0033 , C09K11/06 , C09K2211/185 , C09K2211/1037 , C09K2211/1011 , H10K50/11
Abstract: A novel compound is disclosed which includes a ligand LA of Formula II,
wherein:
ring B is independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;
X1 to X4 are each independently selected from the group consisting of C, N, and CR;
at least two adjacent ones of X1, X2, X3, and X4 are CR and fused into a five or six-membered aromatic ring R3 represents zero, mono, or up to a maximum allowed substitutions to its associated ring;
each R, R1, and R3 is independently hydrogen or a General Substituent defined herein; R2 is a General Substituent defined herein; and two substituents can be joined or fused to form a ring; the ligand LA is complexed to a metal M through the two indicated dash lines of each Formula; and the ligand LA can be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand.-
公开(公告)号:US20230337521A1
公开(公告)日:2023-10-19
申请号:US18297752
申请日:2023-04-10
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Wei-Chun SHIH , Tyler FLEETHAM , Geza SZIGETHY , Pierre-Luc T. BOUDREAULT , Alexey Borisovich DYATKIN , Scott BEERS , Chun LIN
CPC classification number: H10K85/342 , C07F15/0033 , C09K11/06 , H10K50/11
Abstract: A compound comprising a first ligand LA of Formula I
is provided. In Formula I, each of moiety A and moiety B is a monocyclic ring or a polycyclic fused ring system; each of Z1 to Z4 is C or N; one of K1 or K2 is a direct bond, and the other is a direct bond or a linker; L is a linker; each Rα, Rβ, R, R′, RA, and RB is a General Substituent defined herein; LA is coordinated to a metal M; and the compound includes at least a silyl group, a germyl group, or an electron-withdrawing group. Formulations, OLEDs, and consumer products containing the same are also provided.-
公开(公告)号:US20230331756A1
公开(公告)日:2023-10-19
申请号:US18297725
申请日:2023-04-10
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Eric A. MARGULIES , Wei-Chun SHIH , Pierre-Luc T. BOUDREAULT
CPC classification number: C07F15/0033 , H10K85/342 , H10K85/654 , H10K85/40 , C09K11/06 , H10K85/633 , H10K85/615 , H10K85/658 , C09K11/02 , C07B2200/05 , C09K2211/1029 , C09K2211/1044 , C09K2211/1096 , C09K2211/104
Abstract: A compound of Formula Ir(LA)n(LB)m(LC)p is provided where m and n are 1 or 2, p is 0 or 1, and m+n+p=3. Ligand LA has a structure of
ligand LB has a structure of
and ligand LC is a bidentate ligand. In the compound, ring A′ is a ring or is absent; each of R1 and R1′ is alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, silyl, germyl, or a combination thereof; moiety C is a monocyclic ring or a fused ring system; each of Z1 and Z2 and X1 to X11 is independently C or N, except that X12 and X13 are C if ring A′ is present; each RA, RA′, RB, RC, and RD is hydrogen or one of the General Substituents; and at least one RC or RD comprises an electron withdrawing group. Formulations, OLEDs, and consumer products containing the compound are also provided.
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