Organic electroluminescent materials and devices

An organic light emitting device (OLD) comprising:

• an anode;
• a cathode;
• and
• an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound having a formula M(LA)(LB), having the structure of Formula I,
• wherein:
• each of moieties A, B, C, and D is independently a monocyclic ring or a polycyclic fused ring system, wherein each ring is independently a 5- to 10-membered carbocyclic or heterocyclic ring;
• ligand LA comprises moiety A-L3-moiety B-L1, and ligand LB comprises moiety D-L2-moiety C;
• one of Z1, Z2, and Z3 is N and the other two of Z1, Z2, and Z3 are C;
• each of L1, L2, and L3 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═CR′R″, S═O, SO2, CR, CRR′, SiRR′, GeRR′, alkylene, cycloalkyl, aryl, cycloalkylene, arylene, heteroarylene, and combinations thereof;
• K1 is selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rα), C(Rα)(Rβ), and Si(Rα)(Rβ);
• M is Pt or Pd;
• each of X1, X2, X3, X4, X5, and X6 is independently chosen from C or N;
• a structure of Formula II,
• is fused directly to one of moiety A, B, C, or D;
• each of Q1, Q2, and Q3 is independently selected from the group consisting of CRQ and CRQRQ′;
• n is an integer from 1 to 5;
• each of RA, RB, RC, RD, and RF is independently mono- to the maximum allowable substitutions, or no substitutions;
• each R, R′, Rα, Rβ, RA, RB, RC, RD, RF, RQ, and RQ′ is independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, boryl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
• wherein moiety A coordinates to metal M through a metal-carbene bond;
• wherein any two of R, R′, Rα, Rβ, RA, RB, RC, RD, RF, RQ, and RQ′ may be joined or fused to form a ring;
• with the proviso that if moiety A is fused to a structure of Formula II, and moiety A is a benzimidazolylidine-based carbene, then Q1, Q2, and Q3 are all CRQRQ′, and L2 is not a direct bond;
• with the proviso that if the structure of Formula II is fused to moiety D, and moiety D is a pyridine, then each of Q1, Q2, and Q3 is CRQRQ′;
• and
• with the proviso that the atom of L3 that bridges between moiety B and moiety C is not Q1, Q2, or Q3.

A consumer product comprising an organic light-emitting device comprising:

• an anode;
• a cathode;
• and
• an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound having a formula M(LA)(LB), having the structure of Formula I,
• wherein:
• each of moieties A, B, C, and D is independently a monocyclic ring or a polycyclic fused ring system, wherein each ring is independently a 5- to 10-membered carbocyclic or heterocyclic ring;
• ligand LA comprises moiety A-L3-moiety B-L1, and ligand LB comprises moiety D-L2-moiety C;
• one of Z1, Z2, and Z3 is N and the other two of Z1, Z2, and Z3 are C;
• each of L1, L2, and L3 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═CR′R″, S═O, SO2, CR, CRR′, SiRR′, GeRR′, alkylene, cycloalkyl, aryl, cycloalkylene, arylene, heteroarylene, and combinations thereof;
• K1 is selected from the group consisting of a direct bond, O, S, N(Rα), P(Rα), B(Rα), C(Rα)(Rβ), and Si(Rα)(Rβ);
• M is Pt or Pd;
• each of X1, X2, X3, X4, X5, and X6 is independently chosen from C or N;
• a structure of Formula II,
• is fused directly to one of moiety A, B, C, or D;
• each of Q1, Q2, and Q3 is independently selected from the group consisting of CRQ and CRQRQ′;
• n is an integer from 1 to 5;
• each of RA, RB, RC, RD, and RF is independently mono- to the maximum allowable substitutions, or no substitutions;
• each R, R′, Rα, Rβ, RA, RB, RC, RD, RF, RQ, and RQ′ is independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, boryl, arylalkyl, alkoxy, aryloxy, amino, silyl, germyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, selenyl, and combinations thereof;
• wherein moiety A coordinates to metal M through a metal-carbene bond;
• wherein any two of R, R′, Rα, Rβ, RA, RB, RC, RD, RF, RQ, and RQ′ may be joined or fused to form a ring;
• with the proviso that if moiety A is fused to a structure of Formula II, and moiety A is a benzimidazolylidine-based carbene, then Q1, Q2, and Q3 are all CRQRQ′, and L2 is not a direct bond;
• with the proviso that if the structure of Formula II is fused to moiety D, and moiety D is a pyridine, then each of Q1, Q2, and Q3 is CRQRQ′;
• and
• with the proviso that the atom of L3 that bridges between moiety B and moiety C is not Q1, Q2, or Q3.