US 11,723,268 B2
Organic light-emitting element
Dong Uk Heo, Daejeon (KR); Dong Hoon Lee, Daejeon (KR); Jungoh Huh, Daejeon (KR); Boonjae Jang, Daejeon (KR); Minyoung Kang, Daejeon (KR); Miyeon Han, Daejeon (KR); and Min Woo Jung, Daejeon (KR)
Assigned to LG Chem, Ltd.
Appl. No. 16/68,483
Filed by LG Chem, Ltd., Seoul (KR)
PCT Filed Apr. 24, 2017, PCT No. PCT/KR2017/004326
§ 371(c)(1), (2) Date Jul. 6, 2018,
PCT Pub. No. WO2017/188680, PCT Pub. Date Nov. 2, 2017.
Claims priority of application No. 10-2016-0052248 (KR), filed on Apr. 28, 2016.
Prior Publication US 2019/0019961 A1, Jan. 17, 2019
Int. Cl. H01L 51/00 (2006.01); H10K 85/60 (2023.01); C07D 209/82 (2006.01); C07D 251/24 (2006.01); H10K 50/00 (2023.01); H10K 99/00 (2023.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/17 (2023.01); H10K 50/155 (2023.01); H10K 50/165 (2023.01); H10K 85/30 (2023.01); H10K 101/10 (2023.01); H10K 101/40 (2023.01)
CPC H10K 85/654 (2023.02) [C07D 209/82 (2013.01); C07D 251/24 (2013.01); H10K 50/00 (2023.02); H10K 85/626 (2023.02); H10K 85/655 (2023.02); H10K 85/6572 (2023.02); H10K 99/00 (2023.02); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/155 (2023.02); H10K 50/156 (2023.02); H10K 50/16 (2023.02); H10K 50/165 (2023.02); H10K 50/17 (2023.02); H10K 50/171 (2023.02); H10K 85/30 (2023.02); H10K 2101/10 (2023.02); H10K 2101/40 (2023.02)] 17 Claims
OG exemplary drawing
 
1. An organic light emitting device comprising:
a cathode;
an anode provided opposite to the cathode;
a light emitting layer provided between the cathode and the anode;
a first organic material layer provided between the cathode and the light emitting layer, and including a cyclic compound represented by the following Chemical Formula 1; and
a second organic material layer provided between the anode and the light emitting layer, and including a carbazole derivative represented by the following Chemical Formula 2:

OG Complex Work Unit Chemistry
wherein, in Chemical Formula 1,
Ar1 and Ar2 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a nitrile group; a substituted or unsubstituted monocyclic or multicyclic hydrocarbon aryl group having 6 to 30 carbon atoms; and a substituted or unsubstituted monocyclic or multicyclic heteroaryl group selected from a thiophene group, a furan group, a pyrrole group, an imidazole group, a thiazole group, an oxazole group, a pyridyl group, a bipyridyl group, a pyrimidyl group, a triazine group, an acridyl group, a pyrazinyl group, a quinoxalinyl group, a pyrazinopyrazinyl group, an indole group, a benzoxazole group, a benzimidazole group, a benzothiazole group, a benzocarbazole group, a benzothiophene group, a dibenzothiophene group, a benzofuranyl group, a phenanthroline group, an isoxazolyl group, an oxadiazolyl group, a thiadiazolyl group, a phenothiazinyl group, or a dibenzofuranyl group;
m and n are 1;
X is carbon; and
G1 and G2 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a nitrile group; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or multicyclic cycloalkyl group having 3 to 30 carbon atoms; a substituted or unsubstituted monocyclic or multicyclic aryl group having 6 to 30 carbon atoms; and a substituted or unsubstituted monocyclic or multicyclic heteroaryl group having 2 to 30 carbon atoms, or G1 and G2 bond to each other to form a substituted or unsubstituted monocyclic or multicyclic aliphatic hydrocarbon ring; or a substituted or unsubstituted monocyclic or multicyclic aliphatic heteroring,
provided when both G1 and G2 are each independently a substituted or unsubstituted phenyl, Ar1 and Ar2 are each independently triazine group, a substituted or unsubstituted pyrimidyl group, or a pyridyl group unsubstituted or substituted with at least a nitrile group, wherein the triazine group is unsubstituted or substituted with at least one selected from deuterium; a nitrile group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted thiophene group; a substituted or unsubstituted quinolyl group; or a substituted or unsubstituted pyridyl group,

OG Complex Work Unit Chemistry
in Chemical Formula 2,
Ar3 and Ar4 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted monocyclic or multicyclic aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or multicyclic heteroaryl group having 2 to 30 carbon atoms;
L3 is a substituted or unsubstituted monocyclic or multicyclic arylene group having 6 to 30 carbon atoms;
n is an integer of 0 to 5;
when n is 2 or greater, the two or more L3s are the same as or different from each other;
R1 to R7 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or multicyclic aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or multicyclic heteroaryl group having 2 to 30 carbon atoms, or adjacent groups of R1 to R7 bond to each other to form a substituted or unsubstituted monocyclic or multicyclic hydrocarbon ring; and
Y1 and Y2 are the same as or different from each other, and each independently hydrogen; deuterium; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or multicyclic aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or multicyclic heteroaryl group having 2 to 30 carbon atoms, or Y1 and Y2 bond to each other to form a substituted or unsubstituted monocyclic or multicyclic hydrocarbon ring.