US 12,114,564 B2
Nitrogen-containing compound for organic electroluminescence device
Yuuki Miyazaki, Fukuoka (JP); and Ryuhei Furue, Fukuoka (JP)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by Samsung Display Co., Ltd., Yongin-si (KR)
Filed on Dec. 16, 2020, as Appl. No. 17/124,170.
Claims priority of application No. 10-2020-0001963 (KR), filed on Jan. 7, 2020.
Prior Publication US 2021/0210696 A1, Jul. 8, 2021
Int. Cl. H10K 85/60 (2023.01); H10K 50/11 (2023.01)
CPC H10K 85/654 (2023.02) [H10K 85/6572 (2023.02); H10K 50/11 (2023.02)] 15 Claims
OG exemplary drawing
 
1. An organic electroluminescence device comprising:
a first electrode;
a hole transport region on the first electrode;
an emission layer on the hole transport region;
an electron transport region on the emission layer; and
a second electrode on the electron transport region,
wherein the first electrode and the second electrode each independently comprise at least one selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF/Ca, LiF/Al, Mo, Ti, In, Sn, and Zn, a compound of two or more thereof, a mixture of two or more thereof, or an oxide thereof,
wherein the emission layer contains a nitrogen-containing compound represented by Formula 1, the nitrogen-containing compound being a delayed fluorescence emitter:

OG Complex Work Unit Chemistry
wherein, in Formula 1,
Ar1 and Ar2 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and
A1 to A5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amine group, an unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or represented by Formula 2 or Formula 3:
at least one of A1 to A5 is represented by Formula 2, and at least another one of A1 to A5 is represented by Formula 3:

OG Complex Work Unit Chemistry
and
wherein, in Formula 2 and Formula 3,
Ar3 and Ar4 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms,
R1 to R5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and/or are bonded to an adjacent ring to form a ring, and
a to e are each independently an integer of 0 to 4.