| CPC C07F 15/0033 (2013.01) [H10K 85/342 (2023.02); H10K 50/11 (2023.02); H10K 2101/10 (2023.02)] | 19 Claims |
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1. A compound having a formula of Ir(LA)p(LB)q(LC), wherein LB and LC are each a bidentate ligand; and wherein p is 1 or 2; q is 1 or 2; r is 0 or 1; and p+q+r is 3;
wherein LA has the structure of Formula I
 wherein:
ring A is pyridine;
X1—X8 are each independently C or N;
no more than two X1—X8 in the same ring are N;
the X1—X4 that bonds to Z1 is C;
Y is selected from the group consisting of O, S, Se, NR, BR, CRR′, SiRR′, and GeRR′;
Z1 is C and Z2 is N;
RA, RB, and RC each represent zero, mono, up to the maximum number of allowed substitutions to ring A, ring containing X1—X4, and ring containing X5—X8;
RD represents mono, up to a maximum allowed substitution to ring D;
RA, RB, and RC are each independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
R, R′, and RD are each 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;
ring D is phenyl and at least one RD is an aryl or heteroaryl, which is substituted with at least one aryl, heteroaryl, cycloalkyl, or heterocycloalkyl, which may be further substituted; and
any two substituents can be joined or fused together to form a ring, with the proviso that RC and RD do not join to form a ring,
the ligand LA is coordinated to the metal M through the two dashed lines forming a 5-membered chelate ring;
the X1—X4 that coordinates to the metal M is C;
M can be coordinated to other ligands;
the ligand LA can be linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand;
wherein LB and LC are each independently selected from the group consisting of:
   wherein:
each Y1 to Y13 are independently selected from the group consisting of carbon and nitrogen; Y′ is selected from the group consisting of BRe, NRe, PRe, O, S, Se, C═O, S═O, SO2, CReRf, SiReRf, and GeReRf,
Re and Rf can be fused or joined to form a ring;
each Ra, Rb, Rc, and Rd independently represents from zero, mono, or up to the maximum number of allowed substitutions to its associated ring;
each Ra, Rb, Rc, Rd, Re and Rf is independently a hydrogen or a substituent selected from the group consisting of deuterium, halide, alkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
with the proviso that, if Ra is bonded to a 6-membered ring forming an Ir—N bond, then Ra is not silyl;
any two adjacent substituents of Ra, Rb, Rc, and Rd can be fused or joined to form a ring or form a multidentate ligand.
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