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公开(公告)号:US11932660B2
公开(公告)日:2024-03-19
申请号:US17140526
申请日:2021-01-04
Applicant: Universal Display Corporation
Inventor: Wei-Chun Shih , Tyler Fleetham , Zhiqiang Ji , Pierre-Luc T. Boudreault , Tongxiang Lu , Rasha Hamze
IPC: H01L51/50 , C07F15/00 , H10K85/30 , H10K85/40 , H10K85/60 , H10K50/15 , H10K50/16 , H10K50/17 , H10K50/18
CPC classification number: C07F15/006 , C07F15/0086 , H10K85/346 , H10K85/40 , H10K85/6572 , H10K85/6574 , H10K85/6576 , H10K50/15 , H10K50/16 , H10K50/171 , H10K50/18
Abstract: Provided are organometallic compounds. Also provided are formulations comprising these organometallic compounds. Further provided are OLEDs and related consumer products that utilize these organometallic compounds.
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公开(公告)号:US11925105B2
公开(公告)日:2024-03-05
申请号:US16988003
申请日:2020-08-07
Applicant: Universal Display Corporation
Inventor: Tyler Fleetham , Hsiao-Fan Chen , Jerald Feldman
IPC: H10K85/30 , H05B33/00 , C07D401/14 , H10K50/11 , H10K101/10
CPC classification number: H10K85/346 , C07D401/14 , H05B33/00 , H10K50/11 , H10K2101/10
Abstract: Provided is a new composition of matter for phosphorescent emitters containing a chelating ligand including five or more fused carbocyclic or heterocyclic rings that form two bonds to a metal forming a 7-membered chelate. This fused ring structure provides added rigidity to the molecule for enhanced stability in an OLED device and improve photophysical properties.
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公开(公告)号:US20240059715A1
公开(公告)日:2024-02-22
申请号:US18347589
申请日:2023-07-06
Applicant: Universal Display Corporation
Inventor: Rasha HAMZE , Tyler Fleetham , Hsiao-Fan CHEN , Chun LIN , Elena Sheina
CPC classification number: C07F7/0816 , C07F7/30 , C07F19/00 , H10K85/40 , H10K85/657 , H10K50/82 , H10K50/81
Abstract: Provided are compounds comprising a first chemical moiety, wherein the first chemical moiety comprises a first heterocyclic ring or a polycyclic fused ring system comprising at least one of the first heterocyclic ring; wherein the first heterocyclic ring comprises at least one Si or Ge atom as the ring atom; wherein in the polycyclic fused ring system, the at least one of the first heterocyclic ring has at most one bond being part of an aromatic ring; wherein the compound further comprises a second chemical moiety; wherein the second chemical moiety is selected from the group consisting of triphenylene, tetraphenylene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, dibenzofluorene, benzo[d]benzo[4,5]imidazo[1,2-a]imidazole (bimbim), indolocarbazole, indolodibenzothiophene, indolodibenzofuran, indodibenzoselenophene, indolodibenzofluorene, naphthalene, germyl, boryl, amino, pyridine, pyridazine, pyrimidine, pyrazine, triazine, imidazole, benzimidazole, and aza variants thereof; and wherein the compound is not a metal-containing compound. Also provided are formulations, OLEDs and related consumer products that utilize these compounds.
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公开(公告)号:US20240059714A1
公开(公告)日:2024-02-22
申请号:US17868154
申请日:2022-07-19
Applicant: Universal Display Corporation
Inventor: Tyler Fleetham , Peter Wolohan , Nicholas J. Thompson , Geza Szigethy
CPC classification number: C07F7/0812 , H01L51/0094 , H01L51/008 , H01L51/009 , H01L51/0073 , H01L51/0072 , H01L51/0074 , H01L51/0071 , H01L51/5024 , C07B2200/05 , H01L2251/5376
Abstract: A compound of Formula I,
is provided. In Formula I, rings B and C are 5-membered or 6-membered carbocyclic or heterocyclic rings; Z is B, Al, or Ga; Y1 and Y2 are linking groups that can include R and R′; X1, X2, and X3 are C or N; each R, R′, RA, RB, and RC is hydrogen or a General Substituent; at least one of R, R′, RA, RB, and RC comprises L-SiAr1Ar2Ar3; wherein each is a single bond or a double bond; L is a direct bond or an organic linker; and each of Ar1, Ar2, and Ar3 is a 5-membered or 6-membered carbocyclic or heterocyclic ring.-
公开(公告)号:US20230389413A1
公开(公告)日:2023-11-30
申请号:US18360029
申请日:2023-07-27
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
CPC classification number: H10K85/40 , C07F7/0812 , C07D487/14 , C07D493/14 , C07D493/22 , C07D495/14 , C07F5/02 , H10K85/322 , H10K85/625 , H10K85/654 , H10K85/6572 , H10K85/6576 , H10K50/11
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:US20230337522A1
公开(公告)日:2023-10-19
申请号:US18297781
申请日:2023-04-10
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Wei-Chun Shih , Tyler Fleetham , Eric A. Margulies , Jui-Yi Tsai , Pierre-Luc T. Boudreault , Rasha Hamze , Walter Yeager , Alexey Borisovich Dyatkin , Sarwat Chowdhury
CPC classification number: H10K85/342 , C07F15/0033 , C09K11/06 , C09K2211/185 , C09K2211/1029 , C09K2211/1044 , H10K50/11
Abstract: Provided is a compound having a formula of Ir(LA*)m(LB*)n(LC*)p; wherein
each LA, LB, and LC is independently a monoanionic bidentate ligand and different from each other;
n and p each is independently 0, 1, or 2; m is 1 or 2; and m+n+p is 3;
a free-state of LA has a first triplet energy T1 of EA at 77K;
a free-state of LB has a first triplet energy T1 of EB at 77K;
a free-state of LC has a first triplet energy T1 of EC at 77K;
EA is less than EB and EC whichever EB and EC is present;
LA comprises at least one π-electron deficient electron-withdrawing group; and
the compound has an emission spectrum with a FWHM value of no more than 45 nm.
Also provided is a compound comprising a first ligand LA having a structure of Formula I,
wherein the variables are defined herein.-
公开(公告)号:US11778895B2
公开(公告)日:2023-10-03
申请号:US17141603
申请日:2021-01-05
Applicant: Universal Display Corporation
Inventor: Tyler Fleetham , Hsiao-Fan Chen
CPC classification number: H10K85/322 , C07F5/027 , C09K11/02 , C09K11/06 , C09K2211/1007 , C09K2211/1018 , H10K50/11 , H10K2101/10
Abstract: Provided is a compound comprising a structure of
wherein the variables are defined herein.-
公开(公告)号:US11557738B2
公开(公告)日:2023-01-17
申请号:US16786483
申请日:2020-02-10
Applicant: Universal Display Corporation
Inventor: Tyler Fleetham , Peter Wolohan
IPC: H01L51/00 , C07F7/08 , C07D487/14 , C07D493/14 , C07D493/22 , C07D495/14 , C07F5/02 , H01L51/50
Abstract: A compound of Formula I: wherein: X1-X8 are each independently C or N, wherein two adjacent X1-X8 are carbon-fused to a structure of Formula II: X9-X12 are each independently C or N; A1, A2, and A3 are each independently selected from the group consisting of O, S, Se, N, NR, CR, CRR′, SiR, SiRR′, GeR, and GeRR′, with at least one of A1 and A2 being N or NR; each occurrence of is independently a single bond or a double bond, wherein one occurrence of is a single bond and one occurrence of is a double bond; each of RA, RB, and Rc independently represents zero, mono, or up to a maximum allowed substitution to its associated ring; each of occurrence R, R′, RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of Formula III, Formula IV, Formula V, Formula VI, Formula VII, Formula VIII, Formula IX, 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 R, R′, RA, RB, and RC comprising a group of Formula III, Formula IV, Formula V, Formula VI, Formula VII, Formula VIII, or Formula IX: each occurrence of Y1, Y2, and Y3 is independently absent, O, S, Se, NR, CRR′, SiRR′, or GeRR′; each occurrence of Ar1, and Ar2 is independently an optionally substituted aryl group or an optionally substituted heteroaryl group, wherein Ar1 and Ar2 are optionally joined or fused together to form a ring; each occurrence of X13-X20 is independently C or N, with the proviso that at least one of X13-X20 is N; each occurrence of A4 is selected from the group consisting of O, S, Se, NR, CRR′, SiRR′, and GeRR′; each occurrence of RX independently represents zero, mono, or up to a maximum allowed substitution to its associated ring; each occurrence of RX is independently a hydrogen or a substituent selected from the group consisting of 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; each occurrence of RY is independently a hydrogen or a substituent selected from the group consisting of Formula III, Formula IV, Formula V, Formula VI, Formula IX, 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; the maximum number of N atoms that are connected to each other within a ring is two; and any two substituents are optionally joined or fused together to form a ring.
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公开(公告)号:US20200216481A1
公开(公告)日:2020-07-09
申请号:US16807877
申请日:2020-03-03
Applicant: Universal Display Corporation
Inventor: Hsiao-Fan Chen , Tyler Fleetham , Peter Wolohan , Jason Brooks , Pierre-Luc T. Boudreault , Charles J. Stanton, III , Olexandr Tretyak , Raghupathi Neelarapu , Katarina Rohlfing , Douglas Williams
Abstract: Tetradentate platinum complexes comprising an imidazole/benzimidazole carbene having a structure of Formula I is disclosed. In Formula I, M is Pd or Pt. These platinum carbenes with the specific substituents disclosed herein are novel and provides phosphorescent emissive compounds that exhibit physical properties that can be tuned, such as sublimation temperature, emission color, and device stability.
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公开(公告)号:US20200168812A1
公开(公告)日:2020-05-28
申请号:US16683507
申请日:2019-11-14
Applicant: UNIVERSAL DISPLAY CORPORATION
Inventor: Peter Wolohan , Tyler Fleetham , Jason Brooks , Rasha Hamze , Nicholas J. Thompson
IPC: H01L51/00 , C09K11/02 , C09K11/06 , C07D403/14
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; and wherein any two substituents may be joined or fused together to form a ring.
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