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US 2026/0239870 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsNicholas J. THOMPSON, Hsiao-Fan CHEN, Philip Henry GILMARTIN
Life of this patent
Estimating the term…
Abstract
A compound (LA)M(LB) including a structure of Formula I, and at least one structure of Formula II, In the compound, each of moiety A and moiety B is a monocyclic ring or a polycyclic fused ring system; each of Z1, Z2, and X1 to X11 is independently C or N; at least one of X4 to X11 is N; Y is O, S, or Se; Y1, A1, and A2 is single atom linkers; each of L1 and L2 is a direct bond or a linker; M is Pt or Pd; each of K, K1 to K3 is a direct bond or a linker; nd each R substituent is hydrogen or a General Substituent defined herein; and any two substituents may be fused or joined to form a ring. Formulations, OLEDs, and consumer products containing the compound are also provided.
Claims20
A compound (LA)M(LB) comprising a structure of Formula I:
- the compound comprises at least one structure of Formula II,
- each of moiety A and moiety B is independently a monocyclic ring or a polycyclic fused ring system, wherein the monocyclic ring or each ring of the polycyclic fused ring system is independently a 5-membered to 10-membered carbocyclic or heterocyclic ring;
- each of Z1, Z2, and X1 to X11 is independently C or N;
- at least one of X4 to X11 is N;
- Y is selected from the group consisting of O, S, and Se;
- Y1 is independently selected from the group consisting of C, N, O, S, Se, P, and As;
- if Y1 is O, S, or Se, then A2, R2, and R3 are not present;
- each of A1 and A2 is independently selected from the group consisting of C, Si, N, B, P, and As;
- each of L1 and L2 is independently selected from the group consisting of a direct bond, BR, BRR′, NR, PR, P(O)R, O, S, Se, C═O, C═S, C═Se, C═NR′, C═CRR′, S═O, SO2, CR, CRR′, SiRR′, GeRR′, and combinations of any two thereof;
- M is Pt or Pd;
- each of K, K1 to K3 is each independently selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rα), C(Rα)(Rβ), and Si(Rα)(Rβ);
- each represents a single bond or a double bond;
- each of RA, RB, RC, RG, and RH independently represent mono to the maximum allowable substitutions, or no substitutions;
- each R, R′, R1, R2, R3, Rα, Rβ, RA, RB, RC, RD, RG, and RH is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- and
- any two substituents may be fused or joined to form a ring;
- with the proviso that if the compound comprises Formula IA,
- then RF1 does not comprise
- with the proviso that if R1 and R2 are joined to form a moiety E, where moiety E is pyridine with Y1 being N and L2 is a direct bond, then no two RC substituents join to form a structure of Formula II where moiety E is moiety G;
- and exactly two of X4 to X11 are N;
- with the proviso that if R1 and R2 are joined to form a moiety E, where moiety E is pyridine and Y1 is N or moiety E is benzimidazole with Y1 being the neutral N, and a structure of Formula II has exactly one of X4 to X11 being N, then Formula II is not attached to moiety E, and moiety B is not Formula II;
- and
- with the proviso that the compound is not:
20 more elements
A compound, or a neutral molecular form thereof, or a monovalent or polyvalent form thereof, or a monomeric or polymeric form thereof, or a macromolecular or supramolecular form thereof;
- wherein the compound (LA)M(LB) comprises a structure of Formula I:
- wherein:
- the compound comprises at least one structure of Formula II,
- each of moiety A and moiety B is independently a monocyclic ring or a polycyclic fused ring system, wherein the monocyclic ring or each ring of the polycyclic fused ring system is independently a 5-membered to 10-membered carbocyclic or heterocyclic ring;
- each of Z1, Z2, and X1 to X11 is independently C or N;
- at least one of X4 to X11 is N;
- Y is selected from the group consisting of O, S, and Se;
- Y1 is independently selected from the group consisting of C, N, O, S, Se, P, and As;
- if Y1 is O, S, or Se, then A2, R2, and R3 are not present;
- each of A1 and A2 is independently selected from the group consisting of C, Si, N, B, P, and As;
- each of L1 and L2 is independently selected from the group consisting of a direct bond, BR, BRR′, NR, PR, P(O)R, O, S, Se, C═O, C═S, C═Se, C═NR′, C═CRR′, S═O, SO2, CR, CRR′, SiRR′, GeRR′, and combinations of any two thereof;
- M is Pt or Pd;
- each of K, K1 to K3 is each independently selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rα), C(Rα)(Rβ), and Si(Rα)(Rβ);
- each represents a single bond or a double bond;
- each of RA, RB, RC, RG, and RH independently represent mono to the maximum allowable substitutions, or no substitutions;
- each R, R′, R1, R2, R3, Rα, Rβ, RA, RB, RC, RD, RG, and RH is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
- and
- any two substituents may be fused or joined to form a ring;
- with the proviso that if the compound comprises Formula IA,
- then RF1 does not comprise
- with the proviso that if R1 and R2 are joined to form a moiety E, where moiety E is pyridine with Y1 being N and L2 is a direct bond, then no two RC substituents join to form a structure of Formula II where moiety E is moiety G;
- and exactly two of X4 to X11 are N;
- with the proviso that if R1 and R2 are joined to form a moiety E, where moiety E is pyridine and Y1 is N or moiety E is benzimidazole with Y1 being the neutral N, and a structure of Formula II has exactly one of X4 to X11 being N, then Formula II is not attached to moiety E, and moiety B is not Formula II;
- and
- with the proviso that the compound is not:
22 more elements
Dependencies are inferred from the claim text.