Organic electroluminescent materials and devices

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 comprising first ligand LA of Formula I
• wherein,
• two adjacent X1 to X4 are C, at least one of the remaining X1 to X4 is N, and the other of the remaining X1 to X4 is N or CR;
• ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
• the two adjacent X1 to X4 that are C are fused to a cyclic ring structure selected from the group consisting of
• wherein,
• the asterisks indicate the two adjacent X1 to X4 that are C;
• Y is O or S;
• Z1 to Z16 are each independently C or N;
• RA, RB, RC, RCC, and RD each independently represents zero, mono, or up to a maximum allowed number of substitutions to its associated ring;
• each of R, RA, RB, Rc, RCC, and RD is 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;
• at least two substituents of RB are selected from the group consisting of fluorine, an alkyl containing one or more fluorine, cycloalkyl containing one or more fluorine, fully fluorinated alkyl, and fully fluorinated cycloalkyl, and combinations thereof;
• at least one substituent of RC or RD is selected from the group consisting of fluorine, an alkyl containing one or more fluorine, cycloalkyl containing one or more fluorine, fully fluorinated alkyl, and fully fluorinated cycloalkyl, and combinations thereof;
• Formula III-B is fused to Formula I only through X1 and X2 together with X4 being N and with X3 being CR, wherein R is an alkyl, cycloalkyl, or silyl;
• the ligand LA is coordinated to a metal M through the two indicated dash lines;
• the metal M can be coordinated to other ligands;
• the ligand LA can be linked with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
• and
• any two substituents can be joined or fused to form a ring.

A consumer product comprising 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 comprising a first ligand LA Of
• wherein,
• two adjacent X1 to X4 are C, at least one of the remaining X1 to X4 is N, and the other of the remaining X1 to X4 is N or CR;
• ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
• the two adjacent X1 to X4 that are C are fused to a cyclic ring structure selected from the group consisting of
• wherein,
• the asterisks indicate the two adjacent X1 to X4 that are C;
• Y is O or S;
• Z1 to Z16 are each independently C or N;
• RA, RB, RC, RCC, and RD each independently represents zero, mono, or up to a maximum allowed number of substitutions to its associated ring;
• each of R, RA, RB, RC, RCC, and RD is 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;
• at least two substituents of RB are selected from the group consisting of fluorine, an alkyl containing one or more fluorine, cycloalkyl containing one or more fluorine, fully fluorinated alkyl, and fully fluorinated cycloalkyl, and combinations thereof;
• at least one substituent of RC or RD is selected from the group consisting of fluorine, an alkyl containing one or more fluorine, cycloalkyl containing one or more fluorine, fully fluorinated alkyl, and fully fluorinated cycloalkyl, and combinations thereof;
• Formula III-B is fused to Formula I only through X1 and X2 together with X4 being N and with X3 being CR, wherein R is an alkyl, cycloalkyl, or silyl;
• the ligand LA is coordinated to a metal M through the two indicated dash lines;
• the metal M can be coordinated to other ligands;
• the ligand LA can be linked with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
• and
• any two substituents can be joined or fused to form a ring.