US 12,466,844 B2
Organic electroluminescent materials and devices
Hsiao-Fan Chen, Lawrence Township, NJ (US); Tyler Fleetham, Newtown, PA (US); Rasha Hamze, Philadelphia, PA (US); and Scott Beers, Flemington, NJ (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on May 3, 2021, as Appl. No. 17/246,885.
Claims priority of provisional application 63/024,001, filed on May 13, 2020.
Prior Publication US 2021/0363163 A1, Nov. 25, 2021
Int. Cl. C07F 5/02 (2006.01); H10K 85/30 (2023.01); H10K 85/40 (2023.01); H10K 85/60 (2023.01)
CPC C07F 5/02 (2013.01) [H10K 85/322 (2023.02); H10K 85/40 (2023.02); H10K 85/622 (2023.02); H10K 85/631 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02)] 20 Claims
OG exemplary drawing
 
14. An organic light emitting device (OLED) comprising:
an anode;
a cathode; and
a first organic layer disposed between the anode and the cathode,
wherein the first organic layer comprises a compound of

OG Complex Work Unit Chemistry
wherein:
moiety A is a monocyclic or multicyclic fused ring system comprising5-membered and/or 6-membered carbocyclic or heterocyclic rings;
X1-X13 are each independently C or N;
Y is N or CR;
R is 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;
RA, RB, RC, and RD each independently represents zero, mono, or up to maximum allowed substitutions to its associated ring;
each of RA, RB, RC, 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, with at least one of RA, RB, RC, and RD being a ring or ring structure G; and
any two adjacent R, RA, RB, RC, or RD can be joined or fused together to form a ring,
one RB and one RC can be joined or fused together to form a ring and
wherein at least one of the following is true:
i) moiety A comprises three fused rings, wherein one of the three fused rings is a 6-membered ring that is fused to the ring containing Y and a 5-membered ring fuses to said 6-membered ring;
ii) at least one of RB and RC is a substituted or unsubstituted group selected from the group consisting of phenyl, triphenylsilyl, naphthalene, fluorene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, aza-naphthalene, aza-fluorene, aza-carbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene and at least one of RA and RD is 1,3-diisopropyl benzene;
iii) moiety A and moiety D are each a monocyclic ring system comprising a 6-membered ring, any two adjacent R, RB, or RC, can be joined or fused together to form a ring, and at least one of RA and RD is a pendant heteroaryl group; or
iv) at least one RA and at least one RD is carbazole or one of RA or RD is carbazole and the other of RA and RD is 1,3-diisopropyl benzene.