US 12,404,280 B2
Heterocyclic compound, and organic light-emitting element using same
Seong-Jong Park, Yongin-si (KR); Hyun-Ju La, Yongin-si (KR); Won-Jang Jeong, Yongin-si (KR); and Dong-Jun Kim, Yongin-si (KR)
Assigned to LT MATERIALS CO., LTD., Yongin-si (KR)
Appl. No. 17/637,342
Filed by LT MATERIALS CO., LTD., Yongin (KR)
PCT Filed Aug. 19, 2020, PCT No. PCT/KR2020/011019
§ 371(c)(1), (2) Date Feb. 22, 2022,
PCT Pub. No. WO2021/040310, PCT Pub. Date Mar. 4, 2021.
Claims priority of application No. 10-2019-0103655 (KR), filed on Aug. 23, 2019.
Prior Publication US 2022/0324877 A1, Oct. 13, 2022
Int. Cl. H01L 51/54 (2006.01); C07D 498/04 (2006.01); H10K 85/60 (2023.01); H10K 50/18 (2023.01)
CPC C07D 498/04 (2013.01) [H10K 85/621 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); H10K 50/18 (2023.02)] 15 Claims
 
1. A heterocyclic compound represented by the following Chemical Formula 1:

OG Complex Work Unit Chemistry
wherein, in Chemical Formula 1,
X is O; S; or NR;
L1 to L3 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted arylene group having 6 to 60 carbon atoms; or a substituted or unsubstituted heteroarylene group having 2 to 60 carbon atoms;
Z1 to Z3 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a halogen group; a cyano group; —P(═O)(R104)(R105); —N(R106)(R107); a substituted or unsubstituted alkyl group having 1 to 60 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 60 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 60 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 60 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 60 carbon atoms; a substituted or unsubstituted heterocycloalkyl group having 2 to 60 carbon atoms; a substituted or unsubstituted aryl group having 6 to 60 carbon atoms; and a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms;
R1 and R2 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a halogen group; a cyano group; —P(═O)(R104′)(R105′); —N(R106′)(R107′); a substituted or unsubstituted alkyl group having 1 to 60 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 60 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 60 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 60 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 60 carbon atoms; a substituted or unsubstituted heterocycloalkyl group having 2 to 60 carbon atoms; a substituted or unsubstituted aryl group having 6 to 60 carbon atoms; and a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, or adjacent two or more groups bond to each other to form a substituted or unsubstituted aliphatic hydrocarbon ring; a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aliphatic heteroring; or a substituted or unsubstituted aromatic heteroring;
R is hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted alkyl group having 1 to 60 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 60 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 60 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 60 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 60 carbon atoms; a substituted or unsubstituted heterocycloalkyl group having 2 to 60 carbon atoms; a substituted or unsubstituted aryl group having 6 to 60 carbon atoms; or a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms;
R104 to R107 and R104′ to R107′ are each independently hydrogen; deuterium; a halogen group; an alkyl group; an alkenyl group; an alkoxy group; a cycloalkyl group; an aryl group; or a heteroaryl group;
m, p, x, n, q and y are each an integer of 1 to 5;
a is an integer of 1 to 3; and
when m, p, x, n, q, y and a are each an integer of 2 or greater, substituents in the parentheses are the same as or different from each other.