US 12,279,515 B2
Light emitting device
Taeil Kim, Hwaseong-si (KR); Mun-Ki Sim, Seoul (KR); Sun Young Pak, Suwon-si (KR); Junha Park, Gwacheon-si (KR); Jang Yeol Baek, Yongin-si (KR); Kyoung Sunwoo, Hwaseong-si (KR); Chanseok Oh, Seoul (KR); and Minjung Jung, Hongcheon-gun (KR)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by Samsung Display Co., Ltd., Yongin-si (KR)
Filed on Sep. 3, 2021, as Appl. No. 17/446,894.
Claims priority of application No. 10-2020-0173413 (KR), filed on Dec. 11, 2020.
Prior Publication US 2022/0190249 A1, Jun. 16, 2022
Int. Cl. H01L 51/50 (2006.01); C07F 5/02 (2006.01); C09K 11/06 (2006.01); H10K 85/30 (2023.01); H10K 50/11 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/322 (2023.02) [C07F 5/027 (2013.01); C09K 11/06 (2013.01); C09K 2211/1018 (2013.01); H10K 50/11 (2023.02); H10K 2101/10 (2023.02)] 20 Claims
OG exemplary drawing
 
1. A light emitting device, comprising:
a first electrode;
a second electrode facing the first electrode; and
a plurality of organic layers between the first electrode and the second electrode,
wherein at least one organic layer of the plurality of organic layers comprises a fused polycyclic compound, and
the fused polycyclic compound is represented by Formula 1:

OG Complex Work Unit Chemistry
wherein in Formula 1,
X1 to X4 are each independently CR4R5, NR6, O, S or Se,
Y1 and Y2 are each B,
R1 to R6 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted carbonyl group, a substituted or unsubstituted alkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and/or combined with an adjacent group to form a ring,
“n1” and “n2” are each independently an integer of 0 to 3,
“n3” is an integer of 0 to 2,
Cy1 and Cy2 are each independently represented by Formula 2 or Formula 3, and at least one selected from among Cy1 and Cy2 is represented by Formula 2:

OG Complex Work Unit Chemistry
wherein in Formula 2,
Z1 is CR8R9, NR10, O, S, or Se,
R7 to R10 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted carbonyl group, a substituted or unsubstituted alkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and/or combined with an adjacent group to form a ring,
“n4” is an integer of 0 to 4, and
custom character represents a position connected with X1 or Y1, or a position connected with X4 or Y2,

OG Complex Work Unit Chemistry
 and
wherein in Formula 3,
R11 is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted carbonyl group, a substituted or unsubstituted alkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and/or combined with an adjacent group to form a ring,
“n5” is an integer of 0 to 4, and
custom character represents a position connected with X1 or Y1, or a position connected with X4 or Y2.
 
13. A light emitting device, comprising:
a first electrode;
a second electrode facing the first electrode; and
an emission layer between the first electrode and the second electrode,
wherein the emission layer comprises a host and a delayed fluorescence dopant, and
the delayed fluorescence dopant comprises a fused polycyclic compound represented by Formula 1:

OG Complex Work Unit Chemistry
wherein in Formula 1,
X1 to X4 are each independently CR4R5, NR6, O, S or Se,
Y1 and Y2 are each B,
R1 to R6 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted carbonyl group, a substituted or unsubstituted alkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and/or combined with an adjacent group to form a ring,
“n1” and “n2” are each independently an integer of 0 to 3,
“n3” is an integer of 0 to 2,
Cy1 and Cy2 are each independently represented by Formula 2 or Formula 3, and at least one selected from among Cy1 and Cy2 is represented by Formula 2:

OG Complex Work Unit Chemistry
wherein in Formula 2,
Z1 is CR8R9, NR10, O, S, or Se,
R7 to R10 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted carbonyl group, a substituted or unsubstituted alkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and/or combined with an adjacent group to form a ring,
“n4” is an integer of 0 to 4,
custom character represents a position connected with X1 or Y1, or a position connected with X4 or Y2,

OG Complex Work Unit Chemistry
 and
wherein in Formula 3,
R11 is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted carbonyl group, a substituted or unsubstituted alkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, and/or combined with an adjacent group to form a ring,
“n5” is an integer of 0 to 4, and
custom character represents a position connected with X1 or Y1, or a position connected with X4 or Y2.