US 11,968,897 B2
Heterocyclic compound and organic light emitting diode containing same
Yongbum Cha, Daejeon (KR); Seongmi Cho, Daejeon (KR); Jungbum Kim, Daejeon (KR); Sung Kil Hong, Daejeon (KR); and Jiwon Kwak, Daejeon (KR)
Assigned to LG Chem, Ltd., Seoul (KR)
Appl. No. 15/758,512
Filed by LG Chem, Ltd., Seoul (KR)
PCT Filed Feb. 23, 2017, PCT No. PCT/KR2017/001998
§ 371(c)(1), (2) Date Mar. 8, 2018,
PCT Pub. No. WO2017/146483, PCT Pub. Date Aug. 31, 2017.
Claims priority of application No. 10-2016-0021336 (KR), filed on Feb. 23, 2016.
Prior Publication US 2018/0261777 A1, Sep. 13, 2018
Int. Cl. H10K 85/60 (2023.01); C07D 307/91 (2006.01); C07D 307/93 (2006.01); C07D 405/04 (2006.01); C07D 405/10 (2006.01); C07D 405/14 (2006.01); C07D 409/04 (2006.01); C07D 409/14 (2006.01); C09K 11/02 (2006.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/18 (2023.01)
CPC H10K 85/6574 (2023.02) [C07D 307/91 (2013.01); C07D 307/93 (2013.01); C07D 405/04 (2013.01); C07D 405/10 (2013.01); C07D 405/14 (2013.01); C07D 409/04 (2013.01); C07D 409/14 (2013.01); C09K 11/025 (2013.01); H10K 85/615 (2023.02); H10K 85/622 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6576 (2023.02); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 50/18 (2023.02)] 13 Claims
 
1. A hetero-cyclic compound represented by the following Chemical Formula 1:

OG Complex Work Unit Chemistry
in Chemical Formula 1,
R1 and R2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group,
R3 to R5 are the same as or different from each other, and are each independently hydrogen; deuterium; a nitrile group; a nitro group; a hydroxy group; a carbonyl group; an ester group; an imide group; an amide group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted alkylthioxy group; a substituted or unsubstituted arylthioxy group; a substituted or unsubstituted alkylsulfoxy group; a substituted or unsubstituted arylsulfoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted amine group; a substituted or unsubstituted arylphosphine group; a substituted or unsubstituted phosphine oxide group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, and
L1 is a direct bond; a substituted or unsubstituted monocyclic or bicyclic arylene group; a substituted or unsubstituted phenanthrenylene group; a substituted or unsubstituted phenalenylene group; a substituted or unsubstituted fluorenylene group; a substituted or unsubstituted polycyclic arylene group, wherein the polycyclic arylene group refers to a cyclic arylene group contains a tetra—or more—cyclic arylene group; or a substituted or unsubstituted heteroarylene group,
Ar1 is a substituted or unsubstituted phosphine oxide group; or a substituted or unsubstituted dibenzofuranyl,
wherein the heteroaryl group in the heteroarylene group for L1 is a thiophene group, a furanyl group, a pyrrole group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a triazolyl group, a quinoxalinyl group, a pyridopyrimidyl group, a pyridopyrazinyl group, a pyrazinopyrazinyl group, a carbazolyl group, a benzimidazolyl group, a benzocarbazolyl group, a benzothiophene group, a dibenzothiophene group, a benzofuranyl group, a phenanthrolinyl group, an isoxazolyl group, a thiadiazolyl group, a phenothiazinyl group, or a dibenzofuranyl group, and when the carbazolyl group is substituted, the carbazolyl group is N-substituted with an unsubstituted phenyl, an unsubstituted naphthyl, or an unsubstituted biphenyl group, provided when Ar1 is a substituted or unsubstituted dibenzofuranyl, the heteroaryl group in the heteroarylene group for L1 is not a carbazolyl group,
r3 is an integer from 1 to 4,
r4 is 1 or 2,
r5 is an integer from 1 to 3, and
when r3 to r5 each present in a plural number, a plurality of structures in the parenthesis is the same as or different from each other.