CPC H10K 85/342 (2023.02) [C07F 15/0033 (2013.01); C09K 11/06 (2013.01); H10K 50/11 (2023.02); H10K 85/324 (2023.02); H10K 85/40 (2023.02); H10K 85/622 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); C09K 2211/185 (2013.01); H10K 50/13 (2023.02); H10K 2101/10 (2023.02)] | 20 Claims |
1. A compound comprising a ligand LA selected from the group consisting of
![]() ![]() ![]() ![]() ![]() ![]() wherein
ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
T3 is selected from N or C;
Z1, Z2, Z3, Z4, Z3, Z6, Z7, and Z8 are independently selected from CRD or N, wherein no more than two of Z1, Z2, Z3, Z4, Z5, Z6, Z7, and Z8 are N;
X is selected from NRN, O, S, Se, or CRC═CRC;
RA and RB represent mono to the maximum allowable substitution, or no substitution;
each RA, RB, RC, and RD is independently selected from the group consisting of hydrogen, 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; wherein any two adjacent RA, RB, and RD may optionally join to form a ring;
L2 and L1 are independently selected from the group consisting of O, S, NRN, CR1R2, CR3R4, SiR1R2, and SiR3R4; wherein at least one of L1 or L2 is CR1R2 or SiR1R2;
R1, R2, R3, and R4 are independently selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, silyl, aryl, heteroaryl, nitrile, isonitrile, sulfanyl, and combinations thereof;
wherein at least one of R1 or R2 is not hydrogen;
optionally, R1 and R2, or R3 and R4 of CR1R2, CR3R4, SiR3R2, or SiR3R4 can join to form a ring; optionally, any two adjacent R1, R2, R3, R4, and RN can join to form a ring;
RN is selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof;
wherein the metal M is selected from the group consisting of Ir, Rh, Re, Ru, Os, Pt, Pd, Au, and Cu;
wherein LA complexes to M to form a 5-membered chelate ring, M does not form a direct bond to a C atom labeled with an asterisk (*), and T3 does not form a direct bond to a C atom labeled with a hashtag (#); and
the ligand LA is optionally joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand that is complexed to the metal M.
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