Organic electroluminescent materials and devices

    公开(公告)号:US11370809B2

    公开(公告)日:2022-06-28

    申请号:US16785193

    申请日:2020-02-07

    Abstract: A compound comprising a hexadentate ligand of Formula I coordinated to a metal selected from the group consisting of iridium, rhodium, and osmium wherein rings A, D, and E are independently a 5-membered or 6-membered heteroaryl ring, or a 6-membered aryl ring; rings B, C, and F are independently 6-membered heteroaryl ring, or a 6-membered aryl ring; T1, T2, T3, T4, T5, and T6 are independently selected from C or N, wherein two to four of T1 to T6 are C, and two to four of T1 to T6 are N; Z1, Z2, Z3, and Z4 are independently selected from C or N, wherein if Z1 and Z2 are each N then T1 is a carbene carbon and two of T2 to T6 are N; J1 to J11 are independently selected from C or N, wherein if any one of J1 to J4 is N then ring F has no more than three N, if any one of J5 to J7 is N then ring B has no more than three N, or if any one of J8 to J11 is N then is N then ring C has no more than three N; Y1 is selected from the group consisting of CR1, SiR1, B, or N; Y2 is selected from the group consisting of CR2, SiR2, B, or N; W1 is selected from the group consisting of a direct bond, O, S, CR3R4, SiR3R4, BR3, and NRN1; W2 is selected from the group consisting of a direct bond, O, S, CR3R4, SiR3R4, BR3, and NRN2; W3 is selected from the group consisting of a direct bond, O, S, CR3R4, SiR3R4, BR3, and NRN3; RN1, RN2, and RN3 are independently selected from the group consisting of hydrogen, deuterium, alkyl, aryl, and combinations thereof; wherein RN1 optionally joins with ring A or a J5 carbon of ring B to form a fused ring RN2 optionally joins with a J7 carbon of ring B or a J8 carbon of ring C to form a fused ring, and RN3 optionally joins with ring A or a J1 carbon of ring J3 to form a fused ring; R1, R2, R3, and R4 are independently hydrogen or a substituent selected from the group consisting of deuterium, fluorine, alkyl, cycloalkyl, aryl, heteroaryl, nitrile, sulfanyl, and combinations thereof; wherein any of R1, R2, R3, and R4 optionally joins with any of Ring A, Ring D, Ring E, or a J1-J11 carbon to form a fused ring; RA to RF independently represent mono to the maximum allowable substitution, or no substitution; each RA to 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, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and any two adjacent substituents RA to RF are optionally joined to form a fused ring.

    Organic electroluminescent materials and devices

    公开(公告)号:US11339182B2

    公开(公告)日:2022-05-24

    申请号:US16395720

    申请日:2019-04-26

    Abstract: A compound of Formula (LA)n-M-(LC)m, wherein the ligand LA is of Formula I, and the ligand LC is selected from Formula I that is different than ligand LA, a monoanionic bidentate ligand, or a monoanionic monodentate ligand. M is a metal; and n is 1 or 2, and m is 0, 1 or 2. Ring A is a 5-membered or 6-membered heteroaryl ring, which is bonded to Ring B; Z is selected from O or S; Z1 is selected from a carbene C or N; and Z2 is selected from C or N. Moreover, two adjacent ring carbons of Ring B will form a group of formula D, wherein * represents the point of attachment to the two adjacent ring carbons, Formula D, wherein X is selected from NRN, O, S, or Se; and RN is selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, aryl, heteroaryl, and combinations thereof; and Y1, Y2, Y3, and Y4 are independently CRY1, CRY2, CRY3, and CRY4, respectively, or N, and Ring D has no more than two nitrogen ring atoms. An OLED that includes a compound of the Formula I above in an organic layer is also described.

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