US 12,391,668 B2
Organic electroluminescence device and polycyclic compound for organic electroluminescence device
Naoya Sakamoto, Yokohama (JP)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by Samsung Display Co., Ltd., Yongin-si (KR)
Filed on Feb. 7, 2019, as Appl. No. 16/270,108.
Claims priority of application No. 10-2018-0033427 (KR), filed on Mar. 22, 2018.
Prior Publication US 2019/0296247 A1, Sep. 26, 2019
Int. Cl. H01L 51/00 (2006.01); C07D 401/14 (2006.01); C07D 413/14 (2006.01); C07D 417/14 (2006.01); C07D 491/10 (2006.01); C07F 7/08 (2006.01); C09K 11/06 (2006.01); H10K 85/60 (2023.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/17 (2023.01); H10K 50/81 (2023.01); H10K 50/82 (2023.01); H10K 71/00 (2023.01); H10K 71/16 (2023.01); H10K 71/60 (2023.01); H10K 101/20 (2023.01); H10K 102/00 (2023.01); H10K 102/10 (2023.01)
CPC C07D 401/14 (2013.01) [C07D 413/14 (2013.01); C07D 417/14 (2013.01); C07D 491/10 (2013.01); C07F 7/0814 (2013.01); C07F 7/0816 (2013.01); C09K 11/06 (2013.01); H10K 85/654 (2023.02); H10K 85/6572 (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 50/81 (2023.02); H10K 50/82 (2023.02); H10K 71/00 (2023.02); H10K 71/164 (2023.02); H10K 71/60 (2023.02); H10K 2101/20 (2023.02); H10K 2102/00 (2023.02); H10K 2102/103 (2023.02); H10K 2102/351 (2023.02)] 19 Claims
 
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, and an oxide thereof, and
wherein the emission layer comprises a polycyclic compound represented by following Formula 1:

OG Complex Work Unit Chemistry
wherein in Formula 1,
X1 and X2 are each independently a direct linkage, CR7R8, SiR9R10, O, or S,
L is a direct linkage, CO, SO2, SiR11R12, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms for forming a ring,
R1 to R4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, NR13R14, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring;
R1 to R4 are each optionally independently combined with an adjacent group to form a ring,
a, b, c and d are each independently an integer of 0 to 4,
R5 to R14 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring;
R5 to R14 are each optionally independently combined with an adjacent group to form a ring, and
e and f are each independently an integer of 0 to 3,
wherein when L is a direct linkage, then:
1) the pyridine group of Formula 1 is at an ortho or a meta position to the cyano group of the benzonitrile group of Formula 1,
e and f are each 3,
at least one R5 or R6 is a substituted or unsubstituted carbazole group, a substituted pyridyl group, or a substituted benzonitrile group and a rest of R5 and Re are each a hydrogen atom, and
the benzonitrile group of Formula 1 is at a meta position to the X1 containing group of Formula 1; or
2) the pyridine group of Formula 1 is at an ortho or a meta position to the cyano group of the benzonitrile group of Formula 1, and
X1 and/or X2 is CR7R8, in which R7 and R8 are combined to form a 9H-xanthenyl or 9H-fluorenyl ring.