Organic electroluminescent materials and devices

    公开(公告)号:US11557738B2

    公开(公告)日:2023-01-17

    申请号:US16786483

    申请日:2020-02-10

    摘要: A compound of Formula I: wherein: X1-X8 are each independently C or N, wherein two adjacent X1-X8 are carbon-fused to a structure of Formula II: X9-X12 are each independently C or N; A1, A2, and A3 are each independently selected from the group consisting of O, S, Se, N, NR, CR, CRR′, SiR, SiRR′, GeR, and GeRR′, with at least one of A1 and A2 being N or NR; each occurrence of is independently a single bond or a double bond, wherein one occurrence of is a single bond and one occurrence of is a double bond; each of RA, RB, and Rc independently represents zero, mono, or up to a maximum allowed substitution to its associated ring; each of occurrence R, R′, RA, RB, and RC is independently a hydrogen or a substituent selected from the group consisting of Formula III, Formula IV, Formula V, Formula VI, Formula VII, Formula VIII, Formula IX, 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, with at least one of R, R′, RA, RB, and RC comprising a group of Formula III, Formula IV, Formula V, Formula VI, Formula VII, Formula VIII, or Formula IX: each occurrence of Y1, Y2, and Y3 is independently absent, O, S, Se, NR, CRR′, SiRR′, or GeRR′; each occurrence of Ar1, and Ar2 is independently an optionally substituted aryl group or an optionally substituted heteroaryl group, wherein Ar1 and Ar2 are optionally joined or fused together to form a ring; each occurrence of X13-X20 is independently C or N, with the proviso that at least one of X13-X20 is N; each occurrence of A4 is selected from the group consisting of O, S, Se, NR, CRR′, SiRR′, and GeRR′; each occurrence of RX independently represents zero, mono, or up to a maximum allowed substitution to its associated ring; each occurrence of RX 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; each occurrence of RY is independently a hydrogen or a substituent selected from the group consisting of Formula III, Formula IV, Formula V, Formula VI, Formula IX, 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; the maximum number of N atoms that are connected to each other within a ring is two; and any two substituents are optionally joined or fused together to form a ring.