Organic electroluminescent compound and organic electroluminescent device comprising the same
The present disclosure relates to an organic electroluminescent compound represented by formula 1 and an organic electroluminescent device comprising the same. By comprising the organic electroluminescent compound of the present disclosure, an organic electroluminescent device having improved driving voltage and/or luminous efficiency characteristics can be provided.
1. An organic electroluminescent compound represented by the following formula 1:
wherein
X, Y, and Z each independently represent a single bond, O, S, NR 1 , or CR 2 R 3 , with a proviso that not all of X, Y, and Z are a single bond;
R 1 represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl;
R 2 and R 3 each independently represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl; or R 2 and R 3 may be linked to each other to form a ring(s), where if a plurality of R 2 to R 3 is present, each of R 2 , and each of R 3 may be the same or different;
A 1 to A 4 , A 5 to A 8 , A 9 to A 11 and A 12 to A 14 each independently represent CR 4 or N; and
R 4 each independently represents hydrogen, deuterium, a halogen, 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 mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or two or more adjacent R 4 's may be linked to each other to form a ring(s)
wherein in R 1 to R 4 , the substituents of the substituted alkyl, the substituted aryl, the substituted heteroaryl, the substituted cycloalkyl, the substituted mono- or di-arylamino, and the substituted alkylarylamino each independently are at least one selected from the group consisting of deuterium; a halogen; a cyano; a nitro; a (C1-C30)alkyl; a (C3-C30)cycloalkyl; a (3- to 7-membered)heterocycloalkyl; a (3- to 30-membered)heteroaryl unsubstituted or substituted with a (C6-C30)aryl(s); a (C6-C30)aryl unsubstituted or substituted with one or more of a (C1-C30)alkyl(s) and a (3- to 30-membered)heteroaryl(s); a (C6-C30)aryl(C1-C30)alkyl; and a (C1-C30)alkyl(C6-C30)aryl.
2. The organic electroluminescent compound according to claim 1 , wherein formula 1 is represented by the following formula 2 or 3:
wherein
X, Y, Z, and A 1 to A 8 are as defined in claim 1 , with a proviso that at least one of A 1 to A 8 is N; and
R 11 to R 24 are identical to R 4 in claim 1 .
3. The organic electroluminescent compound according to claim 1 , wherein formula 1 is represented by any one of the following formulas:
wherein
X and Z each independently represent O, S, NR 1 , or CR 2 R 3 ;
R 1 to R 3 are as defined in claim 1 ; and
R 11 to R 24 are identical to R 4 in claim 1 .
4. The organic electroluminescent compound according to claim 1 , wherein
R 1 represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 15-membered)heteroaryl;
R 2 and R 3 each independently represent a substituted or unsubstituted (C1-C6)alkyl, or a substituted or unsubstituted (C6-C12)aryl; and
R 4 each independently represents hydrogen, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5- to 15-membered)heteroaryl, or a substituted or unsubstituted di(C6-C20)arylamino;
wherein in R 1 to R 4 , the substituents of the substituted aryl, the substituted heteroaryl, the substituted alkyl, and the substituted di-arylamino each independently are at least one selected from the group consisting of deuterium; a halogen; a cyano; a nitro; a (C1-C30)alkyl; a (C3-C30)cycloalkyl; a (3- to 7-membered)heterocycloalkyl; a (3- to 30-membered)heteroaryl unsubstituted or substituted with a (C6-C30)aryl(s); a (C6-C30)aryl unsubstituted or substituted with one or more of a (C1-C30)alkyl(s) and a (3- to 30-membered)heteroaryl(s); a (C6-C30)aryl(C1-C30)alkyl; and a (C1-C30)alkyl(C6-C30)aryl.
5. The organic electroluminescent compound according to claim 1 , wherein
R 1 represents a (C6-C30)aryl unsubstituted or substituted with one or more of a (C1-C6)alkyl(s), a (C6-C20)aryl(s), a (5- to 15-membered)heteroaryl(s), and a di(C6-C20)arylamino(s); or a (5- to 15-membered)heteroaryl unsubstituted or substituted with a (C6-C12)aryl(s),
R 2 and R 3 each independently represent an unsubstituted (C1-C6)alkyl, or an unsubstituted (C6-C12)aryl, and
R 4 each independently represents hydrogen; a (C6-C30)aryl unsubstituted or substituted with one or more of a (C6-C12)aryl(s) and a (5- to 15-membered)heteroaryl(s); a (5- to 15-membered)heteroaryl unsubstituted or substituted with a (C6-C12)aryl(s); or a di(C6-C20)arylamino unsubstituted or substituted with a (C1-C6)alkyl(s).
6. The organic electroluminescent compound according to claim 1 , wherein the compound represented by formula 1 is selected from the following compounds:
7. An organic electroluminescent material comprising the organic electroluminescent compound according to claim 1 .
8. An organic electroluminescent device comprising the organic electroluminescent compound according to claim 1 .
9. The organic electroluminescent device according to claim 8 , wherein the organic electroluminescent compound is comprised in a hole transport zone.