US 11,917,907 B2
Organic electroluminescent device
Kyoung-Jin Park, Gyeonggi-do (KR); Tae-Jin Lee, Gyeonggi-do (KR); Jae-Hoon Shim, Seoul (KR); Yoo Jin Doh, Gyeonggi-do (KR); Hee-Choon Ahn, Gyeonggi-do (KR); Young-Kwang Kim, Gyeonggi-do (KR); Doo-Hyeon Moon, Gyeonggi-do (KR); Jeong-Eun Yang, Gyeonggi-do (KR); Su-Hyun Lee, Gyeonggi-do (KR); Chi-Sik Kim, Gyeonggi-do (KR); and Ji-Song Jun, Gyeonggi-do (KR)
Assigned to Rohm and Haas Electronic Materials Korea Ltd., (KR)
Filed by ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD., Chungcheongnam-do (KR)
Filed on Nov. 22, 2021, as Appl. No. 17/532,294.
Application 17/532,294 is a continuation of application No. 15/327,664, abandoned, previously published as PCT/KR2015/007607, filed on Jul. 22, 2015.
Claims priority of application No. 10-2014-0092763 (KR), filed on Jul. 22, 2014.
Prior Publication US 2022/0102633 A1, Mar. 31, 2022
Int. Cl. H01L 51/54 (2006.01); H10K 85/60 (2023.01); C09K 11/06 (2006.01); H05B 33/20 (2006.01); C07D 209/86 (2006.01); C07D 405/14 (2006.01); C07D 409/14 (2006.01); C09K 11/02 (2006.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 101/10 (2023.01); H10K 101/00 (2023.01)
CPC H10K 85/633 (2023.02) [C07D 209/86 (2013.01); C07D 405/14 (2013.01); C07D 409/14 (2013.01); C09K 11/025 (2013.01); C09K 11/06 (2013.01); H05B 33/20 (2013.01); H10K 85/631 (2023.02); H10K 85/636 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6574 (2023.02); H10K 85/6576 (2023.02); C09K 2211/1007 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/1088 (2013.01); C09K 2211/1092 (2013.01); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/156 (2023.02); H10K 85/615 (2023.02); H10K 85/624 (2023.02); H10K 85/626 (2023.02); H10K 2101/10 (2023.02); H10K 2101/90 (2023.02)] 11 Claims
 
1. An organic electroluminescent device comprising an anode, a cathode, and an organic layer between the anode and the cathode,
wherein the organic layer comprises one or more light-emitting layers and one or more hole transport layers; at least one of the one or more light-emitting layers comprises one or more dopant compounds and two or more host compounds; a first host compound of the two or more host compounds is represented by the following formula 1; a second host compound is represented by the following formula 2; and at least one of the one or more hole transport layers comprises the compound represented by the following formula 3:

OG Complex Work Unit Chemistry
wherein
A1 and A2, each independently, represent a deuterium-substituted or unsubstituted (C6-C18)aryl;
L1 represents a single bond or a substituted or unsubstituted (C6-C30)arylene;
X1 to X16, each independently, represent hydrogen, deuterium, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C60)aryl, a substituted or unsubstituted 3- to 30-membered heteroaryl containing at least one hetero atom selected from B, N, O, S, Si, and P, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, or a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl;

OG Complex Work Unit Chemistry
wherein
Ma represents a substituted or unsubstituted nitrogen-containing 5- to 11-membered heteroaryl;
La represents a substituted or unsubstituted (C6-C30)arylene;
Xa to Xh, each independently, represent hydrogen, deuterium, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C2-C30)alkynyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C60)aryl, a substituted or unsubstituted 3- to 30-membered heteroaryl containing at least one heteroatom selected from O and S, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, or a substituted or unsubstituted mono- or di-(C6-C30)arylamino; or may be linked to an adjacent substituent(s) to form a substituted or unsubstituted (C3-C30), mono- or polycyclic, alicyclic or aromatic ring, whose carbon atom(s) may be replaced with at least one hetero atom selected from nitrogen, oxygen, and sulfur, with the proviso that at least one of Xa to Xh is not hydrogen;

OG Complex Work Unit Chemistry
wherein
A4 and A5, each independently, represent a substituted or unsubstituted (C6-C30)aryl;
L3 represents a single bond or a substituted or unsubstituted (C6-C30)arylene;
Z1 to Z9, each independently, represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted (C2-C30)alkynyl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C6-C60)aryl, a substituted or unsubstituted 3- to 30-membered heteroaryl, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, or a substituted or unsubstituted mono- or di-(C6-C30)arylamino provided that at least one of Z1 to Z9 is linked to an adjacent substituent(s) to form a substituted or unsubstituted (C3-C30), mono- or polycyclic, alicyclic or aromatic ring, whose carbon atom(s) may be replaced with at least one hetero atom selected from nitrogen, oxygen, and sulfur;
n represents an integer of 0;
t represents an integer of 0, 1, or 2; and
the heteroaryl contains at least one hetero atom selected from B, N, O, S, Si, and P.