US 11,957,050 B2
Organic electroluminescent materials and devices
Suman Layek, Ewing, NJ (US); Jerald Feldman, Ewing, NJ (US); Peter Wolohan, Ewing, NJ (US); and Tongxiang Lu, Ewing, NJ (US)
Assigned to Universal Display Corporation
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on Feb. 8, 2019, as Appl. No. 16/271,206.
Claims priority of provisional application 62/628,369, filed on Feb. 9, 2018.
Prior Publication US 2019/0252623 A1, Aug. 15, 2019
Int. Cl. C07D 487/04 (2006.01); C07D 487/16 (2006.01); C07F 7/08 (2006.01); C09K 11/06 (2006.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/17 (2023.01); H10K 50/18 (2023.01); H10K 85/40 (2023.01); H10K 85/60 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/6572 (2023.02) [C07D 487/04 (2013.01); C07D 487/16 (2013.01); C07F 7/0814 (2013.01); C09K 11/06 (2013.01); H10K 85/40 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); C09K 2211/1018 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 50/17 (2023.02); H10K 50/171 (2023.02); H10K 50/18 (2023.02); H10K 2101/10 (2023.02)] 20 Claims
OG exemplary drawing
 
1. A compound of Formula I

OG Complex Work Unit Chemistry
wherein
Y is selected from the group consisting of NAr, O, S, and Se;
Ar is an optionally substituted aryl or optionally substituted heteroaryl;
Z1 to Z8 are independently selected from C or N, wherein at least one of Z2 or Z3 is C, and at least one of Z6 or Z7 is C;
RA and RB represent mono to the maximum allowable substitution, or no substitution;
each RA and RB is independently hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, cyclic amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; or optionally, any two adjacent substituents join to form a ring; with the provisio that RB does not comprise an amino group;
R is selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof or a triphenylsilyl group and a ring group that connects to the silicon, the ring group selected from the group consisting of quinazoline, carbazole, dibenzothiophene, dibenzofuran, benzo[d]benzo[4,5]imidazo[2,1-b]oxazole, benzo[d]benzo[4,5]imidazo[2,1-b]thiazole, and benzo[d]benzo[4,5]imidazo[3,2-a]imidazole; or optionally R can join with Ar to form a ring; and
with the provisios that R is not N-methyl-benzimidazole, and the compound is not compound A

OG Complex Work Unit Chemistry
and
with the proviso that the compound of Formula I satisfies at least one of conditions (i) and (ii):
(i) two adjacent group RA or two adjacent groups RB join to form a fused carbazole ring; and
(ii) Y is Se.