US 12,258,352 B2
Organic electroluminescent compound, a plurality of host materials and organic electroluminescent device comprising the same
So-Young Jung, Gyeonggi-do (KR); Jin-Ri Hong, Gyeonggi-do (KR); Doo-Hyeon Moon, Gyeonggi-do (KR); Sang-Hee Cho, Gyeonggi-do (KR); Su-Hyun Lee, Gyeonggi-do (KR); Du-Yong Park, Gyeonggi-do (KR); and Mi-Ja Lee, Gyeonggi-do (KR)
Assigned to DuPont Specialty Materials Korea Ltd., (KR)
Filed by ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD., Chungcheongnam-do (KR)
Filed on Jul. 23, 2021, as Appl. No. 17/384,108.
Claims priority of application No. 10-2020-0092465 (KR), filed on Jul. 24, 2020; and application No. 10-2021-0082869 (KR), filed on Jun. 25, 2021.
Prior Publication US 2022/0033414 A1, Feb. 3, 2022
Int. Cl. H01L 51/50 (2006.01); C07D 493/00 (2006.01); C07D 495/00 (2006.01); H10K 85/60 (2023.01); H10K 50/11 (2023.01); H10K 101/00 (2023.01); H10K 101/10 (2023.01); H10K 101/30 (2023.01)
CPC C07D 495/00 (2013.01) [C07D 493/00 (2013.01); H10K 85/622 (2023.02); H10K 85/623 (2023.02); H10K 85/624 (2023.02); H10K 85/626 (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); H10K 50/11 (2023.02); H10K 2101/10 (2023.02); H10K 2101/30 (2023.02); H10K 2101/90 (2023.02)] 8 Claims
 
1. A plurality of host materials comprising at least one first host compound and at least one second host compound, wherein the first host compound is represented by the following formula 1, and the second host compound is represented by the following formula 2:

OG Complex Work Unit Chemistry
wherein
X1 and Y1 each independently represent —N═, —NR5—, —O—, or —S—, with the proviso that any one of X1 and Y1 represents —N=, and the other one of X1 and Y1 represents —NR5—, —O—, or —S—;
R1 represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;
L1 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;
Ar1 and Ar2 each independently represent a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;
R2 to R5 each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring(s) and a (C6-C30)aromatic ring(s), or -L3-N(Ar3) (Ar4); or may be linked to an adjacent substituent to form a ring;
a represents 1, b and c each independently represent 1 or 2, and d represents an integer of 1 to 4, where if b to d are an integer of 2 or more, each of R2 to each of R4 may be the same as or different from each other;
Ar11(L11-HAr)e  (2)
wherein
HAr each independently represents a substituted or unsubstituted nitrogen-containing (3- to 20-membered)heteroaryl;
L11 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene;
Ar11 each independently represents any one of the following formulas 3 to 5:

OG Complex Work Unit Chemistry
wherein
Y2 represents O or S;
R20 to R29 each independently represent hydrogen, deuterium, a halogen, a cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, a substituted or unsubstituted tri(C6-C30)arylsilyl, a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring(s) and a (C6-C30)aromatic ring(s), or -L3-N(Ar3) (Ar4);
e represents 1 or 2, where if e is 2, each of (L11-HAr) may be the same as or different from each other;
* represents a site linked to L11;
in formulas 1 and 3 to 5,
L3 each independently represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene; and
Ar3 and Ar4 each independently represent hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C2-C30)alkenyl, a substituted or unsubstituted fused ring of a (C3-C30)aliphatic ring(s) and a (C6-C30)aromatic ring(s), a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl.