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US 2021/0280804 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsJerald FELDMAN, Jui-YI TSAI, Alexey Borisovich DYATKIN, Zhiqiang JI, Pierre-Luc T. BOUDREAULT
Life of this patent
Estimating the term…
Abstract
Provided are novel metal complexes comprising tetradentate pyrimidine and pyrazine ligands. The organometallic compounds can have the structure of that are useful as emitters in OLEDs and when used in OLEDs provides improved device performance. Also provided are formulations comprising these organometallic compounds. Further provided are OLEDs and related consumer products that utilize these organometallic compounds.
Claims20
A compound of
- wherein:
- each of X1 and X2 is independently C or N, with at least one being N;
- each of X3, X4, and X5 is independently C or N;
- at least one of X3, X4, and X5 is C and at least one is N;
- L1 and L2 are linkers that can be present, with at least one of them being present and each independently selected from the group consisting of O, S, Se, CRR′, SiRR′, GeRR′, BR, BRR′, NR, alkyl, cycloalkyl, aryl, and heteroaryl when present;
- RA, RB, RC, and RD each independently represents zero, mono, or up to the maximum allowed number of substitutions to its associated ring;
- each of R, R′, RA, RB, RC, and RD 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;
- M is Pt, Pd, Au, Ag, Cu or Zn;
- and
- any two adjacent R, R′, RA, RB, RC, and RD can be joined or fused together to form a ring,
- with the proviso that the compound is not the one shown below:
8 more elements
An organic light emitting device (OLED) comprising:
- an anode;
- a cathode;
- and
- an organic layer disposed between the anode and the cathode,
- wherein the organic layer comprises a compound of
- wherein:
- each of X1 and X2 is independently C or N, with at least one being N;
- each of X3, X4, and X5 is independently C or N;
- at least one of X3, X4, and X5 is C and at least one is N;
- L1 and L2 are linkers that can be present, with at least one of them being present and each independently selected from the group consisting of O, S, Se, CRR′, SiRR′, GeRR′, BR, BRR′, NR, alkyl, cycloalkyl, aryl, and heteroaryl when present;
- RA, RB, RC, and RD each independently represents zero, mono, or up to the maximum allowed number of substitutions to its associated ring;
- each of R, R′, RA, RB, RC, and RD 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;
- M is Pt, Pd, Au, Ag, Cu or Zn;
- and
- any two adjacent R, R′, RA, RB, RC, and RD can be joined or fused together to form a ring,
- with the proviso that the compound is not the one shown below:
13 more elements
A consumer product comprising an organic light-emitting device (OLED) comprising:
- an anode;
- a cathode;
- and
- an organic layer disposed between the anode and the cathode,
- wherein the organic layer comprises a compound of
- wherein:
- each of X1 and X2 is independently C or N, with at least one being N;
- each of X3, X4, and X5 is independently C or N;
- at least one of X3, X4, and X5 is C and at least one is N;
- L1 and L2 are linkers that can be present, with at least one of them being present and each independently selected from the group consisting of O, S, Se, CRR′, SiRR′, GeRR′, BR, BRR′, NR, alkyl, cycloalkyl, aryl, and heteroaryl when present;
- RA, RB, RC, and RD each independently represents zero, mono, or up to the maximum allowed number of substitutions to its associated ring;
- each of R, R′, RA, RB, RC, and RD 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;
- M is Pt, Pd, Au, Ag, Cu or Zn;
- and
- any two adjacent R, R′, RA, RB, RC, and RD can be joined or fused together to form a ring,
- with the proviso that the compound is not the one shown below:
13 more elements
Dependencies are inferred from the claim text.