Organic electroluminescent materials and devices

A compound having a structure of Formula III,

• wherein:
• M1 is Pd or Pt;
• moieties A, B, E and F are each independently a monocyclic or polycyclic ring structure comprising 5-membered and/or 6-membered carbocyclic or heterocyclic rings;
• Z1, to Z8 are each independently C or N;
• K, K1, K2, and K3 are each independently selected from the group consisting of a direct bond, O, and S, wherein at least two of them are direct bonds;
• each m, and n is 0 or 1;
• when m is 0, L1 is not present;
• when m is 1, L1 is present;
• when n is 0, L3 is not present;
• when n is 1, L3 is present;
• m+n is at least 1;
• each L1, L2, L3, and L4 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′, alkylene, cycloalkyl, aryl, cycloalkylene, arylene, heteroarylene, and combinations thereof,
• each RA, RB, RE and RF independently represents zero, mono, or up to a maximum allowed number of substitutions to its associated ring;
• each of R, R′, RA, RB, RE, and RF 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,
• at least one RA, RB, RE and RF comprises R*, wherein R* has a structure of Formula II, ---L-GeR1R2R3;
• L is a direct bond or an organic linker;
• each R1, R2, and R3 is independently 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,
• any two R1, R2, R3, R, R′, RA, RB, RE, and RF can be joined or fused together to form a ring where chemically feasible.

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 having a structure of Formula III,
• wherein:
• M1 is Pd or Pt;
• moieties A, B, E and F are each independently a monocyclic or polycyclic ring structure comprising 5-membered and/or 6-membered carbocyclic or heterocyclic rings;
• Z1, to Z8 are each independently C or N;
• K, K1, K2, and K3 are each independently selected from the group consisting of a direct bond, O, and S, wherein at least two of them are direct bonds;
• each m, and n is 0 or 1;
• when m is 0, L1 is not present;
• when m is 1, L1 is present;
• when n is 0, L3 is not present;
• when n is 1, L3 is present;
• m+n is at least 1;
• each L1, L2, L3, and L4 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′, alkylene, cycloalkyl, aryl, cycloalkylene, arylene, heteroarylene, and combinations thereof,
• each RA, RB, RE and RF independently represents zero, mono, or up to a maximum allowed number of substitutions to its associated ring;
• each of R, R′, RA, RB, RE, and RF 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;
• at least one RA, RB, RE and RF comprises R*, wherein R* has a structure of Formula II, ---L-GeR1R2R3;
• L is a direct bond or an organic linker;
• each R1, R2, and R3 is independently 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;
• any two R1, R2, R3, R, R′, RA, RB, RE, and RF can be joined or fused together to form a ring where chemically feasible.

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 structure of Formula III,
• wherein:
• M1 is Pd or Pt;
• moieties A, B, E and F are each independently a monocyclic or polycyclic ring structure comprising 5-membered and/or 6-membered carbocyclic or heterocyclic rings;
• Z1, to Z8 are each independently C or N;
• K, K1, K2, and K3 are each independently selected from the group consisting of a direct bond, O, and S, wherein at least two of them are direct bonds;
• each m, and n is 0 or 1;
• when m is 0, L1 is not present;
• when m is 1, L1 is present;
• when n is 0, L3 is not present;
• when n is 1, L3 is present;
• m+n is at least 1;
• each L1, L2, L3, and L4 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′, alkylene, cycloalkyl, aryl, cycloalkylene, arylene, heteroarylene, and combinations thereof,
• each RA, RB, RE and RF independently represents zero, mono, or up to a maximum allowed number of substitutions to its associated ring;
• each of R, R′, RA, RB, RE, and RF 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;
• at least one RA, RB, RE and RF comprises R*, wherein R* has a structure of Formula II, ---L-GeR1R2R3;
• L is a direct bond or an organic linker;
• each R1, R2, and R3 is independently 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;
• any two R1, R2, R3, R, R′, RA, RB, RE, and RF can be joined or fused together to form a ring where chemically feasible.