Organic electroluminescent compound and organic electroluminescent device comprising the same

1. An organic electroluminescent compound represented by the following formula 2:

wherein

X 1 to X 3 each independently represent N or CR 3 , with a proviso that at least one of them are N;

R 1 and R 2 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 mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino;

Ar 1 , Ar 2 , and R 3 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 mono- or di-(C1-C30)alkylamino, a substituted or unsubstituted mono- or di-(C6-C30)arylamino, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or are linked to an adjacent substituent to form a substituted or unsubstituted mono- or polycyclic (C3-C30) alicyclic, aromatic ring, or a combination thereof, whose carbon atom(s) may be replaced with at least one heteroatom selected from nitrogen, oxygen, and sulfur; the heteroaryl contains at least one heteroatom selected from B, N, O, S, Si, and P; a is an integer of 1 to 4, and b is an integer of 1 to 6; where a or b is an integer of 2 or more, each R 1 and each R 2 may be the same or different.

2. The organic electroluminescent compound according to claim 1 , wherein the substituents of the substituted (C1-C30)alkyl, the substituted (C6-C30)aryl, the substituted (3- to 30-membered)heteroaryl, the substituted (C3-C30)cycloalkyl, the substituted (C1-C30)alkoxy, the substituted tri(C1-C30)alkylsilyl, the substituted di(C1-C30)alkyl(C6-C30)arylsilyl, the substituted (C1-C30)alkyldi(C6-C30)arylsilyl, the substituted tri(C6-C30)arylsilyl, the substituted mono- or di-(C1-C30)alkylamino, the substituted mono- or di-(C6-C30)arylamino, the substituted (C1-C30)alkyl(C6-C30)arylamino, and the substituted mono- or polycyclic, (C3-C30) alicyclic, aromatic ring, or a combination thereof in Ar 1 , Ar 2 , and R 1 to R 3 each independently are at least one selected from the group consisting of deuterium; a halogen; a cyano; a carboxyl; a nitro; a hydroxyl; a (C1-C30)alkyl; a halo(C1-C30)alkyl; a (C2-C30)alkenyl; a (C2-C30)alkynyl; a (C1-C30)alkoxy; a (C1-C30)alkylthio; a (C3 C30)cycloalkyl; a (C3-C30)cycloalkenyl; a (3- to 7-membered)heterocycloalkyl; a (C6-C30)aryloxy; a (C6-C30)arylthio; a (5- to 30-membered)heteroaryl unsubstituted or substituted with a (C6-C30)aryl; a (C6-C30)aryl unsubstituted or substituted with a (5- to 30-membered)heteroaryl; a tri(C1-C30)alkylsilyl, a tri(C6-C30)arylsilyl; a di(C1-C30)alkyl(C6-C30)arylsilyl; a (C1-C30)alkyldi(C6-C30)arylsilyl; an amino; a mono- or di-(C1 C30)alkylamino; a mono- or di-(C6-C30)arylamino unsubstituted or substituted with a (C1-C30)alkyl; a (C1-C30)alkyl(C6-C30)arylamino; a (C1-C30)alkylcarbonyl; a (C1-C30)alkoxycarbonyl; a (C6-C30)arylcarbonyl; a di(C6-C30)arylboronyl; a di(C1-C30)alkylboronyl; a (C1-C30)alkyl(C6-C30)arylboronyl; a (C6-C30)aryl(C1-C30)alkyl; and a (C1-C30)alkyl(C6-C30)aryl.

3. The organic electroluminescent compound according to claim 1 , wherein X 1 to X 3 each independently represent N or CR 3 , with a proviso that at least two of them are N; Ar 1 and Ar 2 each independently represent a substituted or unsubstituted(C6-C25)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl; and R 1 to R 3 each independently represent hydrogen, a substituted or unsubstituted (C6-C20)aryl, or a substituted or unsubstituted (5- to 20-membered)heteroaryl.

4. The organic electroluminescent compound according to claim 3 , wherein X 1 to X 3 each independently represent N or CR 3 , with a proviso that at least two of them are N;

Ar 1 and Ar 2 each independently represent a (C6-C25) aryl unsubstituted or substituted with a (C1-C30) alkyl, or an unsubstituted (5- to 20-membered) heteroaryl; and R 1 to R 3 each independently represent hydrogen, an unsubstituted(C6-C20)aryl, or an unsubstituted (5- to 20-membered)heteroaryl.

5. The organic electroluminescent compound according to claim 3 , wherein the compound represented by formula 2 is selected from the group consisting of:

6. An organic electroluminescent material comprising the organic electroluminescent compound according to claim 3 .

7. An organic electroluminescent device comprising the organic electroluminescent compound according to claim 3 .

8. The organic electroluminescent device according to claim 7 , wherein the organic electroluminescent compound is comprised in an electron transport layer, a light-emitting layer, or both of them.

9. The organic electroluminescent device according to claim 8 , wherein the light-emitting layer further comprises an organic electroluminescent compound other than the organic electroluminescent compound of claim 8 , and the further comprised organic electroluminescent compound is represented by any one of the following formulas 11 to 17:

wherein

Cz represents the following structure:

A represents —O— or —S—;

R 21 to R 24 , each independently, represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5- to 30-membered)heteroaryl, or —SiR 25 R 26 R 27 ; in which R 25 to R 27 , each independently, represent a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl;

L 4 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (5- to 30-membered)heteroarylene; M represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl; Y 1 and Y 2 , each independently, represent —O—, —S—, —N(R 31 )— or —C(R 32 )(R 33 )—, with the proviso that Y 1 and Y 2 are not present simultaneously; R 31 to R 33 , each independently, represent a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl; R 32 and R 33 may be the same or different; h and i, each independently, represent an integer of 1 to 3; j, k, l, and m, each independently, represent an integer of 1 to 4; q represents an integer of 1 to 3; if h, i, j, k, l, m, or q represents an integer of 2 or more, each (Cz-L 4 ), each (Cz), each R 21 , each R 22 , each R 23 , or each R 24 may be the same or different;

Y 3 to Y 5 , each independently, represent CR 34 or N;

R 34 represents hydrogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl;

B 1 and B 2 , each independently, represent hydrogen, a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl;

B 3 represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl;

L 5 represents a single bond, a substituted or unsubstituted(C6-C30)arylene, or a substituted or unsubstituted (5- to 30-membered)heteroarylene;

Ar 31 to Ar 33 , each independently, represent a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (3- to 30-membered)heteroaryl; or are linked to an adjacent substituent to form a substituted or unsubstituted, mono- or polycyclic, (3- to 30-membered) alicyclic, aromatic ring, or a combination thereof; and

L 31 represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (3- to 30-membered)heteroarylene.